$1,125,000 Experience effortless beachfront living from this turnkey-furnished, second-floor condominium with elevator access and sweeping views of the turquoise waters of the Gulf of Mexico and the newly updated pool area. Enjoy morning coffee to the sound of the surf and spectacular sunsets with uninterrupted shoreline views. BEST OF ALL - THIS UNIT SUSTAINED NO HURRICANE DAMAGE! Located at Midnight Cove, a highly sought-after gulf-to-bay community on Crescent Beach, this spacious 2-bedroom, 2-bath residence offers a welcoming coastal-style foyer and an open, updated kitchen with solid surface counters, closet pantry and a breakfast bar with seating for four. The living and dining areas open to a screened lanai featuring chaise lounges, a dining table, and bar counter—perfect for relaxed indoor-outdoor living. The primary suite includes a large walk-in closet and an updated ensuite bath with new cabinetry, countertops, fixtures, and a glass-enclosed shower. A separate in-unit laundry room provides added storage, while the guest bedroom and second bath comfortably accommodate family and friends. Designed for low-maintenance living, Midnight Cove offers resort-style amenities including two pools, private beach access, tennis courts, boat dockage, fitness room, barbecue areas, and gated entry. An onsite, professionally managed rental office makes ownership effortless, with many repeat guests and strong rental demand. Ideally located just minutes from Siesta Key Village’s shops and dining, and within easy reach of Sarasota-Bradenton International Airport and Tampa International Airport, this property is perfect as a primary residence, vacation home, or income-producing investment. Extensive rental history available. Ideal for a 1031 exchange. 2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ph 1 & 2 SubDv. ⋅ 34242 Zip Code Experience effortless beachfront living from this turnkey-furnished, second-floor condominium with elevator access and sweeping views of the turquoise waters of the Gulf of Mexico and the newly updated pool area. Enjoy morning coffee to the sound of the surf and spectacular sunsets with uninterrupted shoreline views. BEST OF ALL - THIS UNIT SUSTAINED NO HURRICANE DAMAGE! Located at Midnight Cove, a highly sought-after gulf-to-bay community on Crescent Beach, this spacious 2-bedroom, 2-bath residence offers a welcoming coastal-style foyer and an open, updated kitchen with solid surface counters, closet pantry and a breakfast bar with seating for four. The living and dining areas open to a screened lanai featuring chaise lounges, a dining table, and bar counter—perfect for relaxed indoor-outdoor living. The primary suite includes a large walk-in closet and an updated ensuite bath with new cabinetry, countertops, fixtures, and a glass-enclosed shower. A separate in-unit laundry room provides added storage, while the guest bedroom and second bath comfortably accommodate family and friends. Designed for low-maintenance living, Midnight Cove offers resort-style amenities including two pools, private beach access, tennis courts, boat dockage, fitness room, barbecue areas, and gated entry. An onsite, professionally managed rental office makes ownership effortless, with many repeat guests and strong rental demand. Ideally located just minutes from Siesta Key Village’s shops and dining, and within easy reach of Sarasota-Bradenton International Airport and Tampa International Airport, this property is perfect as a primary residence, vacation home, or income-producing investment. Extensive rental history available. Ideal for a 1031 exchange. 6342 Midnight Pass Road Unit 423, Sarasota
$4,325,000 A refined coastal contemporary waterfront residence, this light-filled 2013 custom home is gracefully positioned within the coveted Siesta Key Baypoint neighborhood. Thoughtfully designed and meticulously maintained, the property presents a rare opportunity to enjoy the benefits of modern construction and recent capital improvements without the cost, uncertainty, or extended timelines of new development. The residence features solid concrete block construction across all levels, impact glass throughout, three zoned Trane HVAC systems, and a tankless water heater replaced in 2024. Interiors are both elegant and enduring, highlighted by engineered hickory flooring, wood plantation shutters, Hunter Douglas easy-lift window treatments, and Minka Aire ceiling fans creating a sophisticated coastal aesthetic with timeless appeal. The open-concept kitchen and family room form the centerpiece of the home, appointed with premium appliances including a Sub-Zero refrigerator, Wolf induction cooktop, Bosch and Fisher & Paykel dishwashers, and refined finishes throughout. Four generously proportioned bedroom suites each feature en-suite baths, offering comfort, privacy, and flexibility for family and guests. Outdoor living is exceptional. The deep saltwater pool is electrically heated and supported by recently updated equipment, while professionally maintained grounds and well-fed irrigation enhance the lush, resort-style setting. The waterfront experience is truly distinguished. A 30-foot AZEK dock pairs with a new seawall completed in 2023, delivering approximately 270 feet of water frontage. The existing 10,000-lb Alumavator lift is in place, with an additional lift location already plumbed and wired. This protected sailboat-water setting offers deep water, no bridges to the bay, and effortless boating access. Other highlights include 1,200 square feet of finished, air-conditioned ground-level space ideal for a gym, media room, or flex area providing valuable additional functionality not reflected in the reported living area, a three-car garage, central vacuum system, fireplace, and a comprehensive security and camera system. The exterior was just freshly repainted. 750 Siesta Key Circle represents a rare convergence of substantial waterfront infrastructure, modern mechanical systems, and timeless coastal design set within one of Siesta Key’s most sought-after neighborhoods. A truly turnkey waterfront estate, perfectly suited for the most discerning buyer. 4 Beds ⋅ 5 Baths ⋅ Siestas Bayside SubDv. ⋅ 34242 Zip Code A refined coastal contemporary waterfront residence, this light-filled 2013 custom home is gracefully positioned within the coveted Siesta Key Baypoint neighborhood. Thoughtfully designed and meticulously maintained, the property presents a rare opportunity to enjoy the benefits of modern construction and recent capital improvements without the cost, uncertainty, or extended timelines of new development. The residence features solid concrete block construction across all levels, impact glass throughout, three zoned Trane HVAC systems, and a tankless water heater replaced in 2024. Interiors are both elegant and enduring, highlighted by engineered hickory flooring, wood plantation shutters, Hunter Douglas easy-lift window treatments, and Minka Aire ceiling fans creating a sophisticated coastal aesthetic with timeless appeal. The open-concept kitchen and family room form the centerpiece of the home, appointed with premium appliances including a Sub-Zero refrigerator, Wolf induction cooktop, Bosch and Fisher & Paykel dishwashers, and refined finishes throughout. Four generously proportioned bedroom suites each feature en-suite baths, offering comfort, privacy, and flexibility for family and guests. Outdoor living is exceptional. The deep saltwater pool is electrically heated and supported by recently updated equipment, while professionally maintained grounds and well-fed irrigation enhance the lush, resort-style setting. The waterfront experience is truly distinguished. A 30-foot AZEK dock pairs with a new seawall completed in 2023, delivering approximately 270 feet of water frontage. The existing 10,000-lb Alumavator lift is in place, with an additional lift location already plumbed and wired. This protected sailboat-water setting offers deep water, no bridges to the bay, and effortless boating access. Other highlights include 1,200 square feet of finished, air-conditioned ground-level space ideal for a gym, media room, or flex area providing valuable additional functionality not reflected in the reported living area, a three-car garage, central vacuum system, fireplace, and a comprehensive security and camera system. The exterior was just freshly repainted. 750 Siesta Key Circle represents a rare convergence of substantial waterfront infrastructure, modern mechanical systems, and timeless coastal design set within one of Siesta Key’s most sought-after neighborhoods. A truly turnkey waterfront estate, perfectly suited for the most discerning buyer. 750 Siesta Key Circle, Sarasota
$3,475,000 Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours! 3 Beds ⋅ 5 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours! 5103 Windward Avenue, Sarasota
$4,800,000 Virtually Staged. Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious third-floor loft provides a versatile living area just before entering the primary suite, ideal for a lounge, office, or private retreat. The open-concept family room and dining area showcase a Thermador-equipped kitchen and overlook a spectacular outdoor living space with an outdoor kitchen, pool with sun shelf, and custom deck leading directly to your private dock. Two balconies—one at the front of the home and one with sweeping waterfront views—enhance the indoor-outdoor lifestyle. Custom cabinetry throughout, quartzite countertops, and high-quality construction reflect attention to detail at every turn. Located just minutes from Siesta Key Beach, Siesta Village, and all of Sarasota’s amenities, this exceptional waterfront home is a rare opportunity—come see it for yourself. 4 Beds ⋅ 6 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Virtually Staged. Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious third-floor loft provides a versatile living area just before entering the primary suite, ideal for a lounge, office, or private retreat. The open-concept family room and dining area showcase a Thermador-equipped kitchen and overlook a spectacular outdoor living space with an outdoor kitchen, pool with sun shelf, and custom deck leading directly to your private dock. Two balconies—one at the front of the home and one with sweeping waterfront views—enhance the indoor-outdoor lifestyle. Custom cabinetry throughout, quartzite countertops, and high-quality construction reflect attention to detail at every turn. Located just minutes from Siesta Key Beach, Siesta Village, and all of Sarasota’s amenities, this exceptional waterfront home is a rare opportunity—come see it for yourself. 533 Venice Lane, Sarasota
$1,175,000 Experience elevated coastal living in this beachfront penthouse condo on Siesta Key, where direct Gulf views greet you the moment you walk through the door. Bathed in natural light, this turnkey furnished residence captures breathtaking sunsets and offers an effortless blend of luxury and comfort. The bright kitchen is thoughtfully designed with granite countertops and solid wood cabinetry, perfect for both everyday living and entertaining. The flexible guest bedroom features Murphy beds, maximizing space while maintaining style and functionality. New impact windows enhance peace of mind while framing endless views of the Gulf. Located within the highly sought-after Whispering Sands, a 25-acre resort-style community, residents enjoy more than 800 feet of private Siesta Beach with powdery white sand. Amenities include two swimming pools, two clubhouses, exercise rooms, a picnic area with tiki hut and grills, kayak and canoe storage, a tranquil lagoon, and meticulously landscaped grounds. Just moments from Siesta Village, this penthouse offers the perfect balance of privacy and proximity to world-class dining, shopping, and entertainment. Whether as a full-time residence or a luxury retreat, this exceptional penthouse delivers the ultimate Siesta Beach lifestyle. 2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code Experience elevated coastal living in this beachfront penthouse condo on Siesta Key, where direct Gulf views greet you the moment you walk through the door. Bathed in natural light, this turnkey furnished residence captures breathtaking sunsets and offers an effortless blend of luxury and comfort. The bright kitchen is thoughtfully designed with granite countertops and solid wood cabinetry, perfect for both everyday living and entertaining. The flexible guest bedroom features Murphy beds, maximizing space while maintaining style and functionality. New impact windows enhance peace of mind while framing endless views of the Gulf. Located within the highly sought-after Whispering Sands, a 25-acre resort-style community, residents enjoy more than 800 feet of private Siesta Beach with powdery white sand. Amenities include two swimming pools, two clubhouses, exercise rooms, a picnic area with tiki hut and grills, kayak and canoe storage, a tranquil lagoon, and meticulously landscaped grounds. Just moments from Siesta Village, this penthouse offers the perfect balance of privacy and proximity to world-class dining, shopping, and entertainment. Whether as a full-time residence or a luxury retreat, this exceptional penthouse delivers the ultimate Siesta Beach lifestyle. 19 Whispering Sands Drive Unit 1204, Sarasota
$1,600,000 Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. this unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $120,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price. 3 Beds ⋅ 3 Baths ⋅ Point Of Rocks SubDv. ⋅ 34242 Zip Code Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. this unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $120,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price. 1021 Crescent Street Unit 1, Sarasota
$7,500,000 A timeless coastal estate with an air of refined European elegance, this gated waterfront residence on the protected deep waters of Cocoanut Bayou harmonizes classic architecture with thoughtful modern enhancements. Newly updated with wide-plank white oak engineered hardwood flooring and a gleaming white kitchen featuring new pearl quartz countertops and a Zellige tile backsplash, the home offers an elevated, move-in-ready experience for buyers seeking both luxury and serenity on Siesta Key. Step through custom arched double doors into a luminous grand foyer with 12-foot ceilings and beautifully crafted architectural details that introduce the home’s balance of scale, sophistication, and warmth. The soaring central living room, with its 24-foot ceilings, new hardwood floors, and expansive terrace, sets the tone for both intimate gatherings and grand entertaining. A sweeping 48-foot waterfront terrace extends the full width of the home, creating a captivating outdoor living space with room for dining, lounging, and enjoying breezy evenings by the stone fireplace. Inside, the newly refreshed gourmet kitchen shines with exceptional professional-grade appointments, including two Sub-Zero refrigerators, Wolf cooking equipment, two Miele dishwashers, Sub-Zero freezer drawers with ice maker, an oversized island, a casual dining area with French doors to the terrace, and an outdoor kitchen featuring a Wolf grill. The adjoining bar/butler’s pantry is well equipped with a 150-bottle, dual-temperature zoned Sub-Zero wine refrigerator and built-in Sub-Zero icemaker, along with additional glass-front cabinetry to display your treasured items. The kitchen flows effortlessly into a waterfront grand living room with five sets of French doors opening onto the terrace, for seamless indoor/outdoor living, and an elegant formal dining room for special occasions. On the opposite wing, you will find a handsome library/office, a home gym, and a large family room with serene water views and French doors to the terrace. A recently upgraded powder room and two large storage closets complete this level. The private second level, accessed by a sweeping staircase or the commercial-grade elevator, features four generous bedroom suites with walk-in closets, spa-inspired baths, and engineered hardwood flooring. The primary suite, a serene retreat, offers a gas fireplace, an expansive private terrace with bayou and bay views, the perfect spot to see incredible sunrises, and a luxurious marble bath with soaking tub, dual vanities, a large dual shower, and a built-in Sub-Zero mini-fridge. Spacious dual custom closets and a dressing area with a vanity complete the space. Boaters will appreciate the deep-water dock with direct access to Sarasota Bay and the Gulf of Mexico. Additional features include a second-floor laundry with a new Samsung washer and dryer, a 12-car garage, a whole-house sound system, impact-resistant windows and doors, concrete construction, state-of-the-art security, 4 HVAC units (one recently installed), and mature tropical landscaping that provides privacy and a true sense of retreat. A private community beach offers the rare opportunity to enjoy Siesta Key’s renowned white sands moments from home. Ideally located near Siesta Key Beach, Siesta Village, and vibrant downtown Sarasota, this exceptional estate combines architectural beauty, modern updates, and an enviable waterfront setting—offering a lifestyle entirely its own. 4 Beds ⋅ 5 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code A timeless coastal estate with an air of refined European elegance, this gated waterfront residence on the protected deep waters of Cocoanut Bayou harmonizes classic architecture with thoughtful modern enhancements. Newly updated with wide-plank white oak engineered hardwood flooring and a gleaming white kitchen featuring new pearl quartz countertops and a Zellige tile backsplash, the home offers an elevated, move-in-ready experience for buyers seeking both luxury and serenity on Siesta Key. Step through custom arched double doors into a luminous grand foyer with 12-foot ceilings and beautifully crafted architectural details that introduce the home’s balance of scale, sophistication, and warmth. The soaring central living room, with its 24-foot ceilings, new hardwood floors, and expansive terrace, sets the tone for both intimate gatherings and grand entertaining. A sweeping 48-foot waterfront terrace extends the full width of the home, creating a captivating outdoor living space with room for dining, lounging, and enjoying breezy evenings by the stone fireplace. Inside, the newly refreshed gourmet kitchen shines with exceptional professional-grade appointments, including two Sub-Zero refrigerators, Wolf cooking equipment, two Miele dishwashers, Sub-Zero freezer drawers with ice maker, an oversized island, a casual dining area with French doors to the terrace, and an outdoor kitchen featuring a Wolf grill. The adjoining bar/butler’s pantry is well equipped with a 150-bottle, dual-temperature zoned Sub-Zero wine refrigerator and built-in Sub-Zero icemaker, along with additional glass-front cabinetry to display your treasured items. The kitchen flows effortlessly into a waterfront grand living room with five sets of French doors opening onto the terrace, for seamless indoor/outdoor living, and an elegant formal dining room for special occasions. On the opposite wing, you will find a handsome library/office, a home gym, and a large family room with serene water views and French doors to the terrace. A recently upgraded powder room and two large storage closets complete this level. The private second level, accessed by a sweeping staircase or the commercial-grade elevator, features four generous bedroom suites with walk-in closets, spa-inspired baths, and engineered hardwood flooring. The primary suite, a serene retreat, offers a gas fireplace, an expansive private terrace with bayou and bay views, the perfect spot to see incredible sunrises, and a luxurious marble bath with soaking tub, dual vanities, a large dual shower, and a built-in Sub-Zero mini-fridge. Spacious dual custom closets and a dressing area with a vanity complete the space. Boaters will appreciate the deep-water dock with direct access to Sarasota Bay and the Gulf of Mexico. Additional features include a second-floor laundry with a new Samsung washer and dryer, a 12-car garage, a whole-house sound system, impact-resistant windows and doors, concrete construction, state-of-the-art security, 4 HVAC units (one recently installed), and mature tropical landscaping that provides privacy and a true sense of retreat. A private community beach offers the rare opportunity to enjoy Siesta Key’s renowned white sands moments from home. Ideally located near Siesta Key Beach, Siesta Village, and vibrant downtown Sarasota, this exceptional estate combines architectural beauty, modern updates, and an enviable waterfront setting—offering a lifestyle entirely its own. 4205 Higel Avenue, Sarasota
$900,000 This fully updated spacious and open condominium located on Siesta Key boasts incredible views of the Gulf of America and Siesta Key Village. Enjoy them one of your three private balconies! An abundance of bright natural light flows throughout the unit. With its private beach access, pool area, common area, and close proximity to the Siesta Key Village, this unit offers an abundance of lifestyle. 1 Beds ⋅ 1 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code This fully updated spacious and open condominium located on Siesta Key boasts incredible views of the Gulf of America and Siesta Key Village. Enjoy them one of your three private balconies! An abundance of bright natural light flows throughout the unit. With its private beach access, pool area, common area, and close proximity to the Siesta Key Village, this unit offers an abundance of lifestyle. 5400 Ocean Boulevard Unit 8-04, Sarasota
$1,481,696 Beach House Bungalows offers an exceptional opportunity to own a fully rebuilt, potential income-producing duplex in one of Siesta Key’s sought-after rental locations, just one block from world-famous Crescent Beach. With no minimum rental period, this property is ideally suited for short-term vacation rentals, seasonal stays or flexible personal use, making it a compelling investment in a high-demand coastal market. Completely rebuilt in June 2025, both bungalows have been thoughtfully reimagined to deliver modern comfort with a relaxed island aesthetic that today’s travelers seek. Each bungalow features two bedrooms with a king and queen bed, a queen sleeper sofa, and accommodations for up to six guests. New kitchens and baths, all new appliances, furnishings, televisions, and in-unit washer and dryer systems ensure a turnkey experience for owners and guests alike. Private outdoor showers, along with dedicated grilling and dining areas, enhance the laid-back beach lifestyle and add to the property’s strong rental appeal. Guests are drawn to the unbeatable go-to-everything location, with easy access to Crescent Beach’s powdery white sands, spectacular sunsets and soothing Gulf breezes. A nearby trolley stop provides convenient transportation throughout the island, connecting to the shops, restaurants and boutiques of Siesta Key Village. Favorite local spots are just steps away, while water sports, bike and kayak rentals, tiki bars and everyday conveniences are all within a single block. For outdoor and water enthusiasts, nearby Point of Rocks offers snorkeling, diving and fishing along the Gulf Coast’s only natural coral reef, adding another layer of adventure and allure for vacationers. With its recent total rebuild, prime location near the beach and flexible rental structure, Beach House Bungalows is a rare opportunity to own a high-performing Siesta Key investment property that captures the essence of island living, where guests arrive, unwind and happily repeat the experience again and again. 4 Beds ⋅ 2 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code Beach House Bungalows offers an exceptional opportunity to own a fully rebuilt, potential income-producing duplex in one of Siesta Key’s sought-after rental locations, just one block from world-famous Crescent Beach. With no minimum rental period, this property is ideally suited for short-term vacation rentals, seasonal stays or flexible personal use, making it a compelling investment in a high-demand coastal market. Completely rebuilt in June 2025, both bungalows have been thoughtfully reimagined to deliver modern comfort with a relaxed island aesthetic that today’s travelers seek. Each bungalow features two bedrooms with a king and queen bed, a queen sleeper sofa, and accommodations for up to six guests. New kitchens and baths, all new appliances, furnishings, televisions, and in-unit washer and dryer systems ensure a turnkey experience for owners and guests alike. Private outdoor showers, along with dedicated grilling and dining areas, enhance the laid-back beach lifestyle and add to the property’s strong rental appeal. Guests are drawn to the unbeatable go-to-everything location, with easy access to Crescent Beach’s powdery white sands, spectacular sunsets and soothing Gulf breezes. A nearby trolley stop provides convenient transportation throughout the island, connecting to the shops, restaurants and boutiques of Siesta Key Village. Favorite local spots are just steps away, while water sports, bike and kayak rentals, tiki bars and everyday conveniences are all within a single block. For outdoor and water enthusiasts, nearby Point of Rocks offers snorkeling, diving and fishing along the Gulf Coast’s only natural coral reef, adding another layer of adventure and allure for vacationers. With its recent total rebuild, prime location near the beach and flexible rental structure, Beach House Bungalows is a rare opportunity to own a high-performing Siesta Key investment property that captures the essence of island living, where guests arrive, unwind and happily repeat the experience again and again. 1136 Seaside Drive, Sarasota
$3,750,000 One or more photo(s) has been virtually staged. Nestled within the exclusive gated Siesta Key waterfront enclave of Spice Bay, home to just 14 residences, The Somerset by London Bay Homes defines the pinnacle of coastal contemporary luxury with distinctive West Indies architecture. This two-story, four-bedroom estate harmonizes seamlessly with its lush tropical surroundings, offering serene garden views framed by palms and vibrant flowering landscapes. Just a short stroll from the home, a fully equipped, privately assigned dock along Little Sarasota Bay provides effortless boating access, featuring a 14,000-lb boat lift at the pier’s end. View the immersive 3D Interior Tour One. Spanning more than 5,000 square feet of air-conditioned living space, the estate is designed for both elegance and effortless entertainment. Expansive sliding glass walls open the great room to the pool deck and covered outdoor living area. French oak flooring and silver-toned designer lighting unify the interior, connecting the dining room, gourmet kitchen, study, and master suite with a refined, cohesive flow. A hidden entry room—currently housing a Control 4 home automation system—offers the potential for a future elevator while controlling lighting, music, and security throughout the home. Exquisite millwork enhances the interiors, including beadboard, custom built-ins, and architectural beams along the entry stair wall, great room media feature, and gallery leading to the master suite. Floating beams and polished nickel pendant lighting highlight the kitchen and dining area, while a dramatic pyramid ceiling elevates the master bedroom. The study, with its beamed ceiling and pool deck access, opens via double doors for privacy and elegance. The chef’s kitchen is outfitted with Pompeii white mist quartz countertops, a smoked stiletto tile backsplash, an oversized apron-front breakfast bar, and seamless access to the wine room and butler’s pantry. The dining area flows to the alfresco living space, complete with a fully equipped outdoor kitchen and a dedicated full pool bath. Upstairs, a loft and family room are joined by two guest suites and a fourth bedroom, offering private accommodation for visitors which includes a convenient washer dryer closet. The master suite overlooks the pool and outdoor fireplace and features a private sitting area. Its luxurious bath includes emerald quartz dual vanities, a polished nickel chandelier, a beamed ceiling, and a freestanding soaking tub beneath a picture window. Outdoor living is elevated with a motorized retractable screen, covered lounge and dining area, and a custom Bahama blue linear pool with sun shelf, spa, raised glass-tiled wall with bronze scuppers, and built-in planter. A sun deck, waterfall feature, mosquito misting system, and nearby fireplace create a serene, resort-style experience in complete privacy. The award winning white powdery sands Siesta Key beach, restaurants and fun shopping are a short three miles away. Quick access to downtown Sarasota with entertainment, dining and cultural options. Additional amenities include a three-car air-conditioned garage with motorized storage and bike lifts, a 24kW whole-house Generac generator connected to natural gas, fenced in pet exercise area and irrigation supplied by a private on-site well. 4 Beds ⋅ 4 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code One or more photo(s) has been virtually staged. Nestled within the exclusive gated Siesta Key waterfront enclave of Spice Bay, home to just 14 residences, The Somerset by London Bay Homes defines the pinnacle of coastal contemporary luxury with distinctive West Indies architecture. This two-story, four-bedroom estate harmonizes seamlessly with its lush tropical surroundings, offering serene garden views framed by palms and vibrant flowering landscapes. Just a short stroll from the home, a fully equipped, privately assigned dock along Little Sarasota Bay provides effortless boating access, featuring a 14,000-lb boat lift at the pier’s end. View the immersive 3D Interior Tour One. Spanning more than 5,000 square feet of air-conditioned living space, the estate is designed for both elegance and effortless entertainment. Expansive sliding glass walls open the great room to the pool deck and covered outdoor living area. French oak flooring and silver-toned designer lighting unify the interior, connecting the dining room, gourmet kitchen, study, and master suite with a refined, cohesive flow. A hidden entry room—currently housing a Control 4 home automation system—offers the potential for a future elevator while controlling lighting, music, and security throughout the home. Exquisite millwork enhances the interiors, including beadboard, custom built-ins, and architectural beams along the entry stair wall, great room media feature, and gallery leading to the master suite. Floating beams and polished nickel pendant lighting highlight the kitchen and dining area, while a dramatic pyramid ceiling elevates the master bedroom. The study, with its beamed ceiling and pool deck access, opens via double doors for privacy and elegance. The chef’s kitchen is outfitted with Pompeii white mist quartz countertops, a smoked stiletto tile backsplash, an oversized apron-front breakfast bar, and seamless access to the wine room and butler’s pantry. The dining area flows to the alfresco living space, complete with a fully equipped outdoor kitchen and a dedicated full pool bath. Upstairs, a loft and family room are joined by two guest suites and a fourth bedroom, offering private accommodation for visitors which includes a convenient washer dryer closet. The master suite overlooks the pool and outdoor fireplace and features a private sitting area. Its luxurious bath includes emerald quartz dual vanities, a polished nickel chandelier, a beamed ceiling, and a freestanding soaking tub beneath a picture window. Outdoor living is elevated with a motorized retractable screen, covered lounge and dining area, and a custom Bahama blue linear pool with sun shelf, spa, raised glass-tiled wall with bronze scuppers, and built-in planter. A sun deck, waterfall feature, mosquito misting system, and nearby fireplace create a serene, resort-style experience in complete privacy. The award winning white powdery sands Siesta Key beach, restaurants and fun shopping are a short three miles away. Quick access to downtown Sarasota with entertainment, dining and cultural options. Additional amenities include a three-car air-conditioned garage with motorized storage and bike lifts, a 24kW whole-house Generac generator connected to natural gas, fenced in pet exercise area and irrigation supplied by a private on-site well. 1202 Sharswood Lane, Sarasota
$6,499,000 Under contract-accepting backup offers. Welcome to Residence #201 at Halcyon Siesta Key—a rare opportunity within one of the island’s most exclusive boutique communities. With only six Gulf-front residences, Halcyon offers the ultimate in privacy, luxury, and architectural sophistication. This exquisite coastal retreat blends modern design with relaxed seaside living. Engineered hardwood floors, soft coastal hues, and floor-to-ceiling hurricane-impact windows frame sweeping views of the turquoise Gulf waters. Step off your private elevator into a bright, open floor plan designed for effortless entertaining. The gourmet kitchen features Wolf appliances, a wine fridge, and an oversized island flowing seamlessly into the dining and living spaces. The Gulf-front primary suite is a serene escape with a spa-inspired bath boasting dual vanities, a soaking tub, and a glass-enclosed shower. Two additional guest suites—each with private en-suite baths—offer exceptional comfort, while a versatile den/office provides flexibility for work or an additional bedroom. Unwind on your private Gulf-front terrace, where sunsets and sea breezes set the tone for everyday tranquility. Enjoy direct private beach access and the exclusive front amenity cabin, complete with a fitness center, bathrooms, comfortable lounge area, and an expansive deck ideal for entertaining or relaxing after a day by the water. A private two-car garage and resort-style amenities—including a beachfront pool and fire pit—complete this one-of-a-kind coastal lifestyle! 4 Beds ⋅ 5 Baths ⋅ Halcyon Siesta Key SubDv. ⋅ 34242 Zip Code Under contract-accepting backup offers. Welcome to Residence #201 at Halcyon Siesta Key—a rare opportunity within one of the island’s most exclusive boutique communities. With only six Gulf-front residences, Halcyon offers the ultimate in privacy, luxury, and architectural sophistication. This exquisite coastal retreat blends modern design with relaxed seaside living. Engineered hardwood floors, soft coastal hues, and floor-to-ceiling hurricane-impact windows frame sweeping views of the turquoise Gulf waters. Step off your private elevator into a bright, open floor plan designed for effortless entertaining. The gourmet kitchen features Wolf appliances, a wine fridge, and an oversized island flowing seamlessly into the dining and living spaces. The Gulf-front primary suite is a serene escape with a spa-inspired bath boasting dual vanities, a soaking tub, and a glass-enclosed shower. Two additional guest suites—each with private en-suite baths—offer exceptional comfort, while a versatile den/office provides flexibility for work or an additional bedroom. Unwind on your private Gulf-front terrace, where sunsets and sea breezes set the tone for everyday tranquility. Enjoy direct private beach access and the exclusive front amenity cabin, complete with a fitness center, bathrooms, comfortable lounge area, and an expansive deck ideal for entertaining or relaxing after a day by the water. A private two-car garage and resort-style amenities—including a beachfront pool and fire pit—complete this one-of-a-kind coastal lifestyle! 6100 Midnight Pass Road Unit 201, Sarasota
$1,999,999 PRICE IMPROVEMENT! Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior doors with switchable privacy glass in both full baths. Peace of mind is paramount here: the home features new hurricane-rated windows, doors, skylights, and garage door. Further structural updates include a new flat roof connecting to the pool cage with new wood framing and super gutters. Additional upgrades include a brand new AC, pool conversion to a heated saltwater system, pre-wiring for security cameras, elegant alabaster chandeliers, a new Café dishwasher, and more. Situated at a high point on Siesta Key, this home experienced no flood water intrusion or damage during the historic 2024 hurricane season. The split-bedroom floor plan features pocket sliding doors throughout that practically vanish to create a seamless integration with the sprawling, travertine-floored screened lanai and pool—perfect for entertaining or filling the house with fresh Florida air. Mature tropical landscaping surrounds the home, accentuating the outdoor oasis while providing exceptional privacy. Inside, cathedral ceilings and skylights amplify the spacious, open atmosphere. From the kitchen’s quartz countertops, solid wood cabinetry, gas cooktop, and stainless appliances to the stunning granite-accented gas fireplace, every inch of this home exudes quality craftsmanship and luxury. You will love the large laundry room, fully equipped with a sink and cabinetry matching the kitchen's high standards and aesthetic. The fourth bedroom is a private retreat located above the spacious, high-ceiling two-car garage; fully permitted by the current owners, it features its own mini-split system for comfort. Additional conveniences include a whole-home water softener, reverse osmosis kitchen filter, irrigation system, and outdoor shower. With glowing landscape lighting and the colorful Florida sky, this home is absolutely stunning at twilight. The icing on the cake is the location—just one mile from pristine beaches! Make an appointment today to experience the perfect balance of form and function in this incredible Siesta Key home. 4 Beds ⋅ 3 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code PRICE IMPROVEMENT! Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior doors with switchable privacy glass in both full baths. Peace of mind is paramount here: the home features new hurricane-rated windows, doors, skylights, and garage door. Further structural updates include a new flat roof connecting to the pool cage with new wood framing and super gutters. Additional upgrades include a brand new AC, pool conversion to a heated saltwater system, pre-wiring for security cameras, elegant alabaster chandeliers, a new Café dishwasher, and more. Situated at a high point on Siesta Key, this home experienced no flood water intrusion or damage during the historic 2024 hurricane season. The split-bedroom floor plan features pocket sliding doors throughout that practically vanish to create a seamless integration with the sprawling, travertine-floored screened lanai and pool—perfect for entertaining or filling the house with fresh Florida air. Mature tropical landscaping surrounds the home, accentuating the outdoor oasis while providing exceptional privacy. Inside, cathedral ceilings and skylights amplify the spacious, open atmosphere. From the kitchen’s quartz countertops, solid wood cabinetry, gas cooktop, and stainless appliances to the stunning granite-accented gas fireplace, every inch of this home exudes quality craftsmanship and luxury. You will love the large laundry room, fully equipped with a sink and cabinetry matching the kitchen's high standards and aesthetic. The fourth bedroom is a private retreat located above the spacious, high-ceiling two-car garage; fully permitted by the current owners, it features its own mini-split system for comfort. Additional conveniences include a whole-home water softener, reverse osmosis kitchen filter, irrigation system, and outdoor shower. With glowing landscape lighting and the colorful Florida sky, this home is absolutely stunning at twilight. The icing on the cake is the location—just one mile from pristine beaches! Make an appointment today to experience the perfect balance of form and function in this incredible Siesta Key home. 5361 Siesta Ct, Sarasota
$3,250,000 This custom-built home received the “Best Overall” award in the 2021 Manatee and Sarasota County Parade of Homes. Experience the pinnacle of Siesta Key waterfront living in this 2019-built masterpiece by Nutter Custom Construction. Designed with precision and built to last, this solar-powered coastal retreat sits on high elevation and spans over 3,400 living square feet, offering 3 bedrooms, 3 baths, and two versatile flex rooms that redefine modern island living. Every element blends elegance, performance, and peace of mind. You walk into a wide-open floor plan that immediately draws you in. To the left, the primary suite offers total privacy with a spacious bedroom, spa-inspired bathroom featuring double vanities, a soaking tub, glass-enclosed shower with 4 shower heads, and a private outdoor shower with 2 shower heads, connected directly to the master bath a truly open-air sanctuary. To the right, your dedicated office provides focus and functionality and can easily serve as a fourth bedroom, with the flex room ideal for a home office or bonus space. The heart of the home opens to expansive living and dining spaces with a chef’s kitchen showcasing high-end cabinetry, premium flooring, designer lighting, and top-of-the-line Sub-Zero and Wolf appliances. Each guest bedroom includes its own private en-suite bath, offering comfort and privacy for family and visitors alike. A large walk-in pantry and laundry room are conveniently positioned near the kitchen. A whole-home water softening system, an In-wall pest control system with access ports, 2 air conditioning systems to keep the home evenly comfortable during the warmest weather, and 2 tankless water heaters to provide plenty of hot water. An oversized three-car garage for everyday ease. An additional flex room opens to the pool through oversized sliders, perfect for a second office, game room, or guest suite. There are automated window shades in the living room and game room. The home runs entirely on solar power and includes a multi-room sound system that fills the home and outdoor living space with your favorite music. Massive hurricane-rated sliding glass doors wrap the back of the home, creating a seamless flow to your backyard oasis, including landscape lighting and an irrigation system. An Integrated Security System with perimeter cameras provides extra peace of mind. Step out onto the beautiful travertine pool deck, featuring a heated pool and champagne-edged spa, outdoor lounge, and covered dining area with a built-in outdoor chef’s kitchen powered by propane, perfect for entertaining in style, and all with a sunset view. Beyond the pool, enjoy a lush, manicured backyard with direct access to the wide Siesta Key Grand Canal. A dedicated 14,000-pound boat lift allows you to launch your boat with ease, making days on the water effortless. A separate private docking area is available for your friends to arrive by boat or for jet skis. Enjoy kayaking, paddleboarding, and scenic canal rides, or simply relax and take in the sunsets from your extended concrete pad with a built-in concrete firepit, ideal for gatherings by the water. Every detail of this home is custom-crafted, from its hurricane-rated construction and elevated-lot placement to its energy-efficient systems and timeless coastal design. 5058 Windward Ave isn’t just a home, it’s a statement in waterfront living: high elevation, solar-powered, elegant, and built for those who expect the very best on Siesta Key. 3 Beds ⋅ 3 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code This custom-built home received the “Best Overall” award in the 2021 Manatee and Sarasota County Parade of Homes. Experience the pinnacle of Siesta Key waterfront living in this 2019-built masterpiece by Nutter Custom Construction. Designed with precision and built to last, this solar-powered coastal retreat sits on high elevation and spans over 3,400 living square feet, offering 3 bedrooms, 3 baths, and two versatile flex rooms that redefine modern island living. Every element blends elegance, performance, and peace of mind. You walk into a wide-open floor plan that immediately draws you in. To the left, the primary suite offers total privacy with a spacious bedroom, spa-inspired bathroom featuring double vanities, a soaking tub, glass-enclosed shower with 4 shower heads, and a private outdoor shower with 2 shower heads, connected directly to the master bath a truly open-air sanctuary. To the right, your dedicated office provides focus and functionality and can easily serve as a fourth bedroom, with the flex room ideal for a home office or bonus space. The heart of the home opens to expansive living and dining spaces with a chef’s kitchen showcasing high-end cabinetry, premium flooring, designer lighting, and top-of-the-line Sub-Zero and Wolf appliances. Each guest bedroom includes its own private en-suite bath, offering comfort and privacy for family and visitors alike. A large walk-in pantry and laundry room are conveniently positioned near the kitchen. A whole-home water softening system, an In-wall pest control system with access ports, 2 air conditioning systems to keep the home evenly comfortable during the warmest weather, and 2 tankless water heaters to provide plenty of hot water. An oversized three-car garage for everyday ease. An additional flex room opens to the pool through oversized sliders, perfect for a second office, game room, or guest suite. There are automated window shades in the living room and game room. The home runs entirely on solar power and includes a multi-room sound system that fills the home and outdoor living space with your favorite music. Massive hurricane-rated sliding glass doors wrap the back of the home, creating a seamless flow to your backyard oasis, including landscape lighting and an irrigation system. An Integrated Security System with perimeter cameras provides extra peace of mind. Step out onto the beautiful travertine pool deck, featuring a heated pool and champagne-edged spa, outdoor lounge, and covered dining area with a built-in outdoor chef’s kitchen powered by propane, perfect for entertaining in style, and all with a sunset view. Beyond the pool, enjoy a lush, manicured backyard with direct access to the wide Siesta Key Grand Canal. A dedicated 14,000-pound boat lift allows you to launch your boat with ease, making days on the water effortless. A separate private docking area is available for your friends to arrive by boat or for jet skis. Enjoy kayaking, paddleboarding, and scenic canal rides, or simply relax and take in the sunsets from your extended concrete pad with a built-in concrete firepit, ideal for gatherings by the water. Every detail of this home is custom-crafted, from its hurricane-rated construction and elevated-lot placement to its energy-efficient systems and timeless coastal design. 5058 Windward Ave isn’t just a home, it’s a statement in waterfront living: high elevation, solar-powered, elegant, and built for those who expect the very best on Siesta Key. 5058 Windward Avenue, Sarasota
$1,350,000 Beautifully updated in 2020 and ideally situated in the coveted Siesta Cove neighborhood, this 3-bedroom, 2-bath pool home captures the essence of relaxed island living with a modern coastal touch. No flood water intrusion or damage during the historic 2024 hurricane season, with all improvements completed by the current owners prior to Hurricanes Helene and Milton. The open, split-bedroom floor plan offers two inviting living spaces filled with natural light and a seamless flow ideal for both entertaining and everyday comfort. The chef’s kitchen, open to the family room, features a spacious island with seating, sleek modern cabinetry, quartz countertops, and designer appliances. The primary suite is generously sized with a walk-in closet, updated bath, and direct access to the screened-in pool and patio—creating a true indoor-outdoor retreat. Outside, the large caged pool and expansive private backyard provide the perfect setting for lounging, dining, and soaking in the Siesta Key lifestyle. Recent updates add peace of mind, including a new roof (2025), impact windows and doors (2025), PVC sewer lines (2021), and a new pool pump (2022). Just minutes from the world-famous Siesta Key Beach and the shops and restaurants of the village. Book your private showing today. 3 Beds ⋅ 2 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code Beautifully updated in 2020 and ideally situated in the coveted Siesta Cove neighborhood, this 3-bedroom, 2-bath pool home captures the essence of relaxed island living with a modern coastal touch. No flood water intrusion or damage during the historic 2024 hurricane season, with all improvements completed by the current owners prior to Hurricanes Helene and Milton. The open, split-bedroom floor plan offers two inviting living spaces filled with natural light and a seamless flow ideal for both entertaining and everyday comfort. The chef’s kitchen, open to the family room, features a spacious island with seating, sleek modern cabinetry, quartz countertops, and designer appliances. The primary suite is generously sized with a walk-in closet, updated bath, and direct access to the screened-in pool and patio—creating a true indoor-outdoor retreat. Outside, the large caged pool and expansive private backyard provide the perfect setting for lounging, dining, and soaking in the Siesta Key lifestyle. Recent updates add peace of mind, including a new roof (2025), impact windows and doors (2025), PVC sewer lines (2021), and a new pool pump (2022). Just minutes from the world-famous Siesta Key Beach and the shops and restaurants of the village. Book your private showing today. 5341 Siesta Court, Sarasota
$1,510,000 A private tropical haven in the heart of Siesta Key, beautifully reimagined coastal retreat tucked away on nearly half an acre in one of Siesta Key’s most coveted neighborhoods. This stunning four-bedroom, two-and-a-half-bath pool home lives effortlessly, blending relaxed island living with thoughtful modern design, all just minutes from world-renowned Siesta Beach and the vibrant energy of Siesta Village. Completely transformed in 2023 by the former contractor-owner for his family, the residence showcases quality craftsmanship, contemporary finishes, and a warm, inviting aesthetic. Sunlight pours through impact-rated windows, highlighting open living spaces that flow seamlessly toward the outdoors. The expansive great room anchors the home and connects naturally to the newly staged interiors, creating an ideal environment for everyday living and entertaining. At the heart of the home, the chef’s kitchen is an absolute showpiece, featuring a striking reclaimed-oak island, open oak shelving, handmade tile, quartz surfaces, premium appliances, and exceptional storage including a full-height pantry wall. The design balances beauty and function with ease. The spacious primary suite offers serenity and privacy with a spa-inspired bath, while three additional bedrooms provide flexibility for guests, family, a home office, or creative space. A full interior laundry room, half-bath, and oversized two-car garage add convenience. Step outside to your own tropical oasis. A large, screened lanai opens to lush gardens, a newly renovated pool with updated equipment, and an expansive paver deck; perfect for relaxing in the sun or hosting gatherings under the palms. This exceptional property offers peace of mind with solid concrete block construction, no flood or hurricane damage, and a long list of upgrades, including new kitchen, baths, plumbing updates, air conditioning and ductwork, water heater, pool equipment, paver driveway, and more. Move-in ready, beautifully staged and ideally located, this is coastal living at its best. Enjoy quick access to Siesta Beach, the Village, boat launches, dining, and all that Sarasota offers. 4 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code A private tropical haven in the heart of Siesta Key, beautifully reimagined coastal retreat tucked away on nearly half an acre in one of Siesta Key’s most coveted neighborhoods. This stunning four-bedroom, two-and-a-half-bath pool home lives effortlessly, blending relaxed island living with thoughtful modern design, all just minutes from world-renowned Siesta Beach and the vibrant energy of Siesta Village. Completely transformed in 2023 by the former contractor-owner for his family, the residence showcases quality craftsmanship, contemporary finishes, and a warm, inviting aesthetic. Sunlight pours through impact-rated windows, highlighting open living spaces that flow seamlessly toward the outdoors. The expansive great room anchors the home and connects naturally to the newly staged interiors, creating an ideal environment for everyday living and entertaining. At the heart of the home, the chef’s kitchen is an absolute showpiece, featuring a striking reclaimed-oak island, open oak shelving, handmade tile, quartz surfaces, premium appliances, and exceptional storage including a full-height pantry wall. The design balances beauty and function with ease. The spacious primary suite offers serenity and privacy with a spa-inspired bath, while three additional bedrooms provide flexibility for guests, family, a home office, or creative space. A full interior laundry room, half-bath, and oversized two-car garage add convenience. Step outside to your own tropical oasis. A large, screened lanai opens to lush gardens, a newly renovated pool with updated equipment, and an expansive paver deck; perfect for relaxing in the sun or hosting gatherings under the palms. This exceptional property offers peace of mind with solid concrete block construction, no flood or hurricane damage, and a long list of upgrades, including new kitchen, baths, plumbing updates, air conditioning and ductwork, water heater, pool equipment, paver driveway, and more. Move-in ready, beautifully staged and ideally located, this is coastal living at its best. Enjoy quick access to Siesta Beach, the Village, boat launches, dining, and all that Sarasota offers. 749 Tropical Circle, Sarasota
$989,000 Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays. 3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays. 1225 Siesta Bayside Drive Unit 1225B, Sarasota
$550,000 Welcome to Island Reef, a fantastic Beach to Bay Luxury Resort-Style Complex on South Siesta Key. This rarely available first floor condo offers it's owners the ultimate in convenience with easy parking at the front door. Step out your back glassed lanai to the pool and tennis /pickleball courts, and beautiful courtyard. This 2 bedroom/2 bathroom condo is fully furnished and has been used as a vacation home and part-time rental. There is an open floor plan with split bedrooms, a glassed lanai, kitchen dinette, inside laundry, and a pass-through kitchen to the Living and Dining area. Recent updates include luxury vinyl plank through-out, and tile floors in the lanai. New area rugs and coastal furnishings create a comfortable, easy-care setting. There is ample storage with full-wall closets in the guest bedroom, a walk-in closet in the Master Bedroom, and a linen and entry closet and large storage room off the foyer. Amenities at Island Reef are second to none. Enjoy a swim or aerobics class in a choice of 2 heated pools. The updated clubhouse can be reserved for personal use and is the site of the many social events. Other amenities include; a game room, library, fitness room, dock, beach frontage, pickleball and tennis courts, shuffleboard, kayak and bike storage and an active social program. There is an inhouse rental program and on-site manager. If you want to head to the Siesta Key Beach, the SK Village, and beyond, you can pick up the free Trolley from the Island Reef Entrance. Walk to Turtles Restaurant or Turtle Beach Park or rent a boat from the nearby Marina. If you have always wanted to live in Paradise, here is your opportunity at a great price! This unit is SOLD AS-IS. The new dock has been completed. There is a short waiting list for those who would want to rent a dock. 2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code Welcome to Island Reef, a fantastic Beach to Bay Luxury Resort-Style Complex on South Siesta Key. This rarely available first floor condo offers it's owners the ultimate in convenience with easy parking at the front door. Step out your back glassed lanai to the pool and tennis /pickleball courts, and beautiful courtyard. This 2 bedroom/2 bathroom condo is fully furnished and has been used as a vacation home and part-time rental. There is an open floor plan with split bedrooms, a glassed lanai, kitchen dinette, inside laundry, and a pass-through kitchen to the Living and Dining area. Recent updates include luxury vinyl plank through-out, and tile floors in the lanai. New area rugs and coastal furnishings create a comfortable, easy-care setting. There is ample storage with full-wall closets in the guest bedroom, a walk-in closet in the Master Bedroom, and a linen and entry closet and large storage room off the foyer. Amenities at Island Reef are second to none. Enjoy a swim or aerobics class in a choice of 2 heated pools. The updated clubhouse can be reserved for personal use and is the site of the many social events. Other amenities include; a game room, library, fitness room, dock, beach frontage, pickleball and tennis courts, shuffleboard, kayak and bike storage and an active social program. There is an inhouse rental program and on-site manager. If you want to head to the Siesta Key Beach, the SK Village, and beyond, you can pick up the free Trolley from the Island Reef Entrance. Walk to Turtles Restaurant or Turtle Beach Park or rent a boat from the nearby Marina. If you have always wanted to live in Paradise, here is your opportunity at a great price! This unit is SOLD AS-IS. The new dock has been completed. There is a short waiting list for those who would want to rent a dock. 8773 Midnight Pass Road Unit 102G, Sarasota
$6,925,000 A Once-in-a-Lifetime Offering! Introducing Penthouse #401 at Halcyon Siesta Key—an extraordinary coastal sanctuary where architectural brilliance meets unparalleled exclusivity. This is not just a residence; it’s a legacy. Set atop a boutique, six-unit Gulf-front building, Penthouse #401 is the first and only unit ever to be offered for sale—a true rarity as timeless and coveted as the quartz-crystal sands of Siesta Key Beach, just beyond your expansive floor-to-ceiling windows. Enter through a private elevator into your own foyer and be instantly captivated by panoramic views of the Gulf of Mexico. Encompassing 3,525 square feet, this residence was masterfully designed to blend modern sophistication with relaxed coastal luxury. At the heart of the home lies a chef’s kitchen that redefines gourmet living: top-of-the-line Wolf appliances, double ovens, dual sinks, an oversized island, built-in wine fridge, walk-in pantry, coffee bar, and bespoke cabinetry—crafted for both grand entertaining and effortless everyday living. The open-concept layout flows gracefully through dining and living spaces, enhanced by polished terrazzo flooring and Lutron-controlled lighting and shades that adjust with the touch of a button. Wake up to shimmering Gulf views in the tranquil primary suite, a true retreat offering a spa-like en-suite with radiant heated floors, dual vanities, a sculptural soaking tub, and an oversized glass-enclosed shower. Step outside to a spectacular 674 sq. ft. wraparound balcony—ideal for morning espresso, sunset cocktails, or simply soaking in Siesta Key’s year-round beauty. Three additional guest suites provide private en-suite baths and generous closet space, while a full laundry room, powder bath, and abundant storage complete the home’s thoughtful layout. A private two-car garage ensures convenience and security—an invaluable feature in this exclusive enclave. Life at Halcyon is curated for ease and elegance, with upscale amenities including on-site maintenance, a historic clubhouse, beachfront pool, grilling station, fire pit, and private beach access. Just minutes from Siesta Key Village and Sarasota’s cultural and culinary delights, this location offers the perfect blend of privacy and accessibility. Penthouse #401 is more than a luxury residence—it’s a one-of-one opportunity to own a piece of Gulf-front history on Florida’s most treasured beach. 4 Beds ⋅ 5 Baths ⋅ Halcyon Siesta Key SubDv. ⋅ 34242 Zip Code A Once-in-a-Lifetime Offering! Introducing Penthouse #401 at Halcyon Siesta Key—an extraordinary coastal sanctuary where architectural brilliance meets unparalleled exclusivity. This is not just a residence; it’s a legacy. Set atop a boutique, six-unit Gulf-front building, Penthouse #401 is the first and only unit ever to be offered for sale—a true rarity as timeless and coveted as the quartz-crystal sands of Siesta Key Beach, just beyond your expansive floor-to-ceiling windows. Enter through a private elevator into your own foyer and be instantly captivated by panoramic views of the Gulf of Mexico. Encompassing 3,525 square feet, this residence was masterfully designed to blend modern sophistication with relaxed coastal luxury. At the heart of the home lies a chef’s kitchen that redefines gourmet living: top-of-the-line Wolf appliances, double ovens, dual sinks, an oversized island, built-in wine fridge, walk-in pantry, coffee bar, and bespoke cabinetry—crafted for both grand entertaining and effortless everyday living. The open-concept layout flows gracefully through dining and living spaces, enhanced by polished terrazzo flooring and Lutron-controlled lighting and shades that adjust with the touch of a button. Wake up to shimmering Gulf views in the tranquil primary suite, a true retreat offering a spa-like en-suite with radiant heated floors, dual vanities, a sculptural soaking tub, and an oversized glass-enclosed shower. Step outside to a spectacular 674 sq. ft. wraparound balcony—ideal for morning espresso, sunset cocktails, or simply soaking in Siesta Key’s year-round beauty. Three additional guest suites provide private en-suite baths and generous closet space, while a full laundry room, powder bath, and abundant storage complete the home’s thoughtful layout. A private two-car garage ensures convenience and security—an invaluable feature in this exclusive enclave. Life at Halcyon is curated for ease and elegance, with upscale amenities including on-site maintenance, a historic clubhouse, beachfront pool, grilling station, fire pit, and private beach access. Just minutes from Siesta Key Village and Sarasota’s cultural and culinary delights, this location offers the perfect blend of privacy and accessibility. Penthouse #401 is more than a luxury residence—it’s a one-of-one opportunity to own a piece of Gulf-front history on Florida’s most treasured beach. 6100 Midnight Pass Road Unit 401, Sarasota
$8,395,000 Under Construction. Incredible opportunity in highly desirable Bay Island, easy access to downtown Sarasota and Siesta beaches. Currently under construction with acclaimed Voigt Brothers construction, early 2027 completion date. Walls are up, roof is on, time to make your selections!! 4 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code Under Construction. Incredible opportunity in highly desirable Bay Island, easy access to downtown Sarasota and Siesta beaches. Currently under construction with acclaimed Voigt Brothers construction, early 2027 completion date. Walls are up, roof is on, time to make your selections!! 3820 Flamingo Avenue, Sarasota
$11,975,000 Under Construction. Introducing one of Hidden Harbor’s most significant new offerings—a waterfront estate meticulously crafted by Dynan Construction Co. one of Sarasota’s most respected and sought-after luxury builders. Known for their uncompromising standards, Fortified Gold engineering, and elite coastal construction methods, Dynan Construction Co. has earned a prestigious reputation across Florida for delivering residences that marry innovative design with enduring structural integrity. This home represents a rare level of elevated coastal living, where artistry and engineering come together in flawless harmony. This bay front property’s unique footprint extends across to a deep saltwater canal, allowing unobstructed panoramic Bay views while still providing protected harbor docking—an extraordinary combination rarely found in Sarasota. Just beyond the resort-level pool and terraces, a stretch of private white-sand shoreline delivers a true barefoot-beach experience, steps from your outdoor living spaces. Designed for both grand entertaining and effortless everyday living, the home features a full outdoor kitchen, covered dining pavilion, outdoor shower, and an expansive poolscape that blends seamlessly with the surrounding water and sky. Inside, every surface, finish, and detail has been curated to reflect a standard of luxury that defines Sarasota’s elite design culture—custom millwork, designer lighting, elevated stone selections, and a palette inspired by refined coastal sophistication. The estate plan offers 5 bedrooms, a dedicated office, gym with built in Sauna, plus additional wellness/lifestyle spaces, and thoughtful livability throughout. The primary suite is conveniently located on the main level, offering privacy, water views, and immediate access to the outdoor living areas. Two laundry rooms, an elevator, and multiple flexible-use rooms create convenience for multigenerational living, extended guests, or long-term functionality. Car enthusiasts and coastal adventurers will appreciate the 4-car garage plus a golf cart/motorcycle garage, providing exceptional storage and flexibility. Located just minutes from Siesta Key, this home not only offers immediate access to world-renowned beaches but beyond the waterfront lifestyle, the estate is a short drive to Sarasota’s vibrant cultural scene—from performances at the Van Wezel and Sarasota Opera House to exhibitions at The Ringling Museum. A rare convergence of architectural pedigree, luxury construction, and irreplaceable waterfront setting—this Hidden Harbor estate stands as a defining example of elevated coastal living on Florida’s Gulf Coast. 5 Beds ⋅ 8 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code Under Construction. Introducing one of Hidden Harbor’s most significant new offerings—a waterfront estate meticulously crafted by Dynan Construction Co. one of Sarasota’s most respected and sought-after luxury builders. Known for their uncompromising standards, Fortified Gold engineering, and elite coastal construction methods, Dynan Construction Co. has earned a prestigious reputation across Florida for delivering residences that marry innovative design with enduring structural integrity. This home represents a rare level of elevated coastal living, where artistry and engineering come together in flawless harmony. This bay front property’s unique footprint extends across to a deep saltwater canal, allowing unobstructed panoramic Bay views while still providing protected harbor docking—an extraordinary combination rarely found in Sarasota. Just beyond the resort-level pool and terraces, a stretch of private white-sand shoreline delivers a true barefoot-beach experience, steps from your outdoor living spaces. Designed for both grand entertaining and effortless everyday living, the home features a full outdoor kitchen, covered dining pavilion, outdoor shower, and an expansive poolscape that blends seamlessly with the surrounding water and sky. Inside, every surface, finish, and detail has been curated to reflect a standard of luxury that defines Sarasota’s elite design culture—custom millwork, designer lighting, elevated stone selections, and a palette inspired by refined coastal sophistication. The estate plan offers 5 bedrooms, a dedicated office, gym with built in Sauna, plus additional wellness/lifestyle spaces, and thoughtful livability throughout. The primary suite is conveniently located on the main level, offering privacy, water views, and immediate access to the outdoor living areas. Two laundry rooms, an elevator, and multiple flexible-use rooms create convenience for multigenerational living, extended guests, or long-term functionality. Car enthusiasts and coastal adventurers will appreciate the 4-car garage plus a golf cart/motorcycle garage, providing exceptional storage and flexibility. Located just minutes from Siesta Key, this home not only offers immediate access to world-renowned beaches but beyond the waterfront lifestyle, the estate is a short drive to Sarasota’s vibrant cultural scene—from performances at the Van Wezel and Sarasota Opera House to exhibitions at The Ringling Museum. A rare convergence of architectural pedigree, luxury construction, and irreplaceable waterfront setting—this Hidden Harbor estate stands as a defining example of elevated coastal living on Florida’s Gulf Coast. 1290 Hidden Harbor Way, Sarasota
$1,199,000 Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026. 3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026. 1240 Dolphin Bay Way Unit 401, Sarasota
$875,000 Experience breathtaking, 180 degree FULL GULF VIEWS from this 8th floor North Tower residence overlooking 800’ of private beach in the premiere Gulf front property of Whispering Sands! Priced to sell, this 2 bedroom/2 bath, upper floor unit represents an exceptional investment opportunity in one of Siesta Key’s most sought after communities. It could be considered a blank slate, offering the new owner the opportunity to use their imagination and create a retreat that reflects their own personal style. A 25' private balcony, accessible via floor to ceiling sliders opening from the living room and primary bedroom, offers panoramic vistas across the shimmering shoreline and powder soft sands and a lifetime of spectacular symphonies of colorful sunsets over the Gulf. A complete set of NEW 2024 hurricane impact exterior balcony sliders provides total peace of mind. The galley kitchen includes a nice eat-in space and Bosch, Whirlpool, and Frigidaire appliances. The primary bedroom features an ensuite bath with tub/shower combination, walk-in closet, and generous vanity area. The guest bedroom is large enough to accommodate two queen beds – or would easily make a great home office or den. The furniture and furnishings minus a small exclusion list are being offered with this property. Seize this opportunity to create a lifetime of memories by investing in one of Siesta Key’s most desirable Gulf front communities. 2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code Experience breathtaking, 180 degree FULL GULF VIEWS from this 8th floor North Tower residence overlooking 800’ of private beach in the premiere Gulf front property of Whispering Sands! Priced to sell, this 2 bedroom/2 bath, upper floor unit represents an exceptional investment opportunity in one of Siesta Key’s most sought after communities. It could be considered a blank slate, offering the new owner the opportunity to use their imagination and create a retreat that reflects their own personal style. A 25' private balcony, accessible via floor to ceiling sliders opening from the living room and primary bedroom, offers panoramic vistas across the shimmering shoreline and powder soft sands and a lifetime of spectacular symphonies of colorful sunsets over the Gulf. A complete set of NEW 2024 hurricane impact exterior balcony sliders provides total peace of mind. The galley kitchen includes a nice eat-in space and Bosch, Whirlpool, and Frigidaire appliances. The primary bedroom features an ensuite bath with tub/shower combination, walk-in closet, and generous vanity area. The guest bedroom is large enough to accommodate two queen beds – or would easily make a great home office or den. The furniture and furnishings minus a small exclusion list are being offered with this property. Seize this opportunity to create a lifetime of memories by investing in one of Siesta Key’s most desirable Gulf front communities. 19 Whispering Sands Drive Unit 802, Sarasota
$600,000 Welcome to The Anchorage Yacht and Tennis Club on Siesta Key, a gated waterfront community that combines resort-style amenities, private deeded beach access just across the street, and rare value for boaters, all in one of the island’s most desirable locations. This turnkey furnished 2-bedroom, 2-bath condo features a split floor plan, ensuite bedrooms, new flooring, and abundant natural light, offering a move-in-ready retreat with strong weekly rental potential. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Little Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value—offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The Anchorage also features an unmatched amenity package: the largest Olympic-size heated pool on Siesta Key, lighted tennis and pickleball courts, a fitness center, sauna, kayak storage and launch, shuffleboard, BBQ and picnic areas, and lush, tropical landscaping throughout the beautifully maintained grounds. The unit includes one covered assigned parking space, with ample guest parking available. Located mid-Key, just minutes from Siesta Key Village, this property offers the ideal balance of access and escape. Whether you're looking for a beach retreat, a boating lifestyle, an income-producing rental, or all three, this property delivers exceptional value, flexibility, and location in one of Florida’s top coastal destinations. 2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code Welcome to The Anchorage Yacht and Tennis Club on Siesta Key, a gated waterfront community that combines resort-style amenities, private deeded beach access just across the street, and rare value for boaters, all in one of the island’s most desirable locations. This turnkey furnished 2-bedroom, 2-bath condo features a split floor plan, ensuite bedrooms, new flooring, and abundant natural light, offering a move-in-ready retreat with strong weekly rental potential. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Little Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value—offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The Anchorage also features an unmatched amenity package: the largest Olympic-size heated pool on Siesta Key, lighted tennis and pickleball courts, a fitness center, sauna, kayak storage and launch, shuffleboard, BBQ and picnic areas, and lush, tropical landscaping throughout the beautifully maintained grounds. The unit includes one covered assigned parking space, with ample guest parking available. Located mid-Key, just minutes from Siesta Key Village, this property offers the ideal balance of access and escape. Whether you're looking for a beach retreat, a boating lifestyle, an income-producing rental, or all three, this property delivers exceptional value, flexibility, and location in one of Florida’s top coastal destinations. 6415 Midnight Pass Road Unit 310, Sarasota
$575,000 Have It All in This Beautifully Remodeled & Fully Furnished "Beach House" style Condo! Welcome to one of Siesta Key’s most desirable pet-friendly communities, perfectly positioned Gulf-to-Bay with quiet, deeded beach access just steps away. This impeccably updated residence offers a smart split floor plan that provides ideal privacy between the main bedroom suite and the guest room. Enjoy morning coffee or evening cocktails on the gorgeous, enclosed lanai, overlooking lush tropical gardens and the sparkling community pool. The well-appointed kitchen features room for a cozy breakfast table and has been completely renewed with high-quality finishes. No detail has been Overlooked: Impact windows, New electric and plumbing, All-new kitchen, Beautifully renovated bathrooms, New flooring throughout, Tasteful, neutral furnishings—move-in ready with no contractor visits needed! Step outside and live the resort lifestyle with multiple pools, boat docks (lifts permitted), tennis and pickleball courts, a fitness center, and grilling areas. After a day at the beach or pool, cast a line from the dock—fish are plentiful! The Siesta Key trolley stops right at your door, offering easy access to shopping, dining, and all the island’s best attractions. First time on the market and truly a must-see—this property checks every box. Let the beach life begin! 2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code Have It All in This Beautifully Remodeled & Fully Furnished "Beach House" style Condo! Welcome to one of Siesta Key’s most desirable pet-friendly communities, perfectly positioned Gulf-to-Bay with quiet, deeded beach access just steps away. This impeccably updated residence offers a smart split floor plan that provides ideal privacy between the main bedroom suite and the guest room. Enjoy morning coffee or evening cocktails on the gorgeous, enclosed lanai, overlooking lush tropical gardens and the sparkling community pool. The well-appointed kitchen features room for a cozy breakfast table and has been completely renewed with high-quality finishes. No detail has been Overlooked: Impact windows, New electric and plumbing, All-new kitchen, Beautifully renovated bathrooms, New flooring throughout, Tasteful, neutral furnishings—move-in ready with no contractor visits needed! Step outside and live the resort lifestyle with multiple pools, boat docks (lifts permitted), tennis and pickleball courts, a fitness center, and grilling areas. After a day at the beach or pool, cast a line from the dock—fish are plentiful! The Siesta Key trolley stops right at your door, offering easy access to shopping, dining, and all the island’s best attractions. First time on the market and truly a must-see—this property checks every box. Let the beach life begin! 8773 Midnight Pass Road Unit 204G, Sarasota
$3,600,000 Welcome to the side of Siesta Key most visitors never discover — and many locals refuse to leave. Located on the peaceful southern stretch of Midnight Pass Road, 8008 Midnight Pass sits far enough from the congestion of the Village and Beach Road traffic, yet only minutes from Crescent Beach and waterfront dining. Here, mornings start with bike rides under a canopy of palms, neighbors walk dogs along quiet streets, and evenings end with sunsets reflecting across Heron Lagoon. This is the residential, laid-back Siesta Key lifestyle buyers search for but rarely find available. Behind a newly installed private gate, fresh coastal landscaping and a new perimeter wall create a true sense of arrival and privacy. The 2015-built waterfront home has been extensively improved, offering the feel of a newer construction property without the wait, cost, or uncertainty of building on the island. Inside, the home has been refreshed with new flooring throughout, fresh interior paint, updated stair railings, and designer lighting. A full Sonos surround sound system, Brilliant smart switches, Philips Hue lighting, and an upgraded security system provide modern convenience, while spray-foam attic insulation improves comfort and efficiency year-round. The completely reimagined kitchen serves as the centerpiece of the home, featuring Viking appliances, quartzite countertops and backsplash, custom cabinetry with under-cabinet lighting, a custom hood, dedicated bar area, and Viking ice maker. The open living space flows directly to expansive sliders overlooking the calm waters of Heron Lagoon — a view that immediately explains why owners love this side of the island. A flexible den with a custom Murphy bed provides additional guest accommodations, and upstairs guest bedrooms have been enhanced with wainscoting and designer wallpaper. One guest bathroom has been fully remodeled and all bathrooms have been updated with new fixtures and lighting. Outdoor living is where the property truly shines. The lagoon-front setting offers a kayak and paddleboard launch from your backyard, an IPE dock for fishing or sunset watching, and a revitalized pool area with new equipment and LED lighting. A newly screened upper balcony lanai creates a peaceful retreat above the water, while the private basketball court adds a rare amenity not commonly found on Siesta Key. This is a home designed for those who want Siesta Key without the crowds — boating, biking, paddleboarding, and quiet evenings just minutes from the beach. 8008 Midnight Pass is not just a waterfront property; it’s an opportunity to experience the calmer, residential side of island living while still being close to everything that makes Siesta Key world-famous. Schedule your private showing and experience the difference in person. 5 Beds ⋅ 5 Baths ⋅ Mira Mar Sub SubDv. ⋅ 34242 Zip Code Welcome to the side of Siesta Key most visitors never discover — and many locals refuse to leave. Located on the peaceful southern stretch of Midnight Pass Road, 8008 Midnight Pass sits far enough from the congestion of the Village and Beach Road traffic, yet only minutes from Crescent Beach and waterfront dining. Here, mornings start with bike rides under a canopy of palms, neighbors walk dogs along quiet streets, and evenings end with sunsets reflecting across Heron Lagoon. This is the residential, laid-back Siesta Key lifestyle buyers search for but rarely find available. Behind a newly installed private gate, fresh coastal landscaping and a new perimeter wall create a true sense of arrival and privacy. The 2015-built waterfront home has been extensively improved, offering the feel of a newer construction property without the wait, cost, or uncertainty of building on the island. Inside, the home has been refreshed with new flooring throughout, fresh interior paint, updated stair railings, and designer lighting. A full Sonos surround sound system, Brilliant smart switches, Philips Hue lighting, and an upgraded security system provide modern convenience, while spray-foam attic insulation improves comfort and efficiency year-round. The completely reimagined kitchen serves as the centerpiece of the home, featuring Viking appliances, quartzite countertops and backsplash, custom cabinetry with under-cabinet lighting, a custom hood, dedicated bar area, and Viking ice maker. The open living space flows directly to expansive sliders overlooking the calm waters of Heron Lagoon — a view that immediately explains why owners love this side of the island. A flexible den with a custom Murphy bed provides additional guest accommodations, and upstairs guest bedrooms have been enhanced with wainscoting and designer wallpaper. One guest bathroom has been fully remodeled and all bathrooms have been updated with new fixtures and lighting. Outdoor living is where the property truly shines. The lagoon-front setting offers a kayak and paddleboard launch from your backyard, an IPE dock for fishing or sunset watching, and a revitalized pool area with new equipment and LED lighting. A newly screened upper balcony lanai creates a peaceful retreat above the water, while the private basketball court adds a rare amenity not commonly found on Siesta Key. This is a home designed for those who want Siesta Key without the crowds — boating, biking, paddleboarding, and quiet evenings just minutes from the beach. 8008 Midnight Pass is not just a waterfront property; it’s an opportunity to experience the calmer, residential side of island living while still being close to everything that makes Siesta Key world-famous. Schedule your private showing and experience the difference in person. 8008 Midnight Pass Road, Sarasota
$2,600,000 Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one. 2 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one. 1035 Seaside Drive Unit 404, Sarasota
$615,000 This is the one * WELCOME TO THIS STUNNING WATERFRONT SIESTA KEY VILLA IN MUCH SOUGHT AFTER ISLAND HOUSE BEACH RESORT *The LOWEST PRICED VILLA and the BEST VALUE in ISLAND HOUSE * The current homeowner painstakingly oversaw every step of the renovations from the NEW KITCHEN to the NEW BATHROOMS, NEW FLOORING & NEW LIGHTING * 1 Car Carport with Utility Room which includes a Washer & Dryer * Thoughtfully reimagined Chef's Kitchen with NEW Shaker-style cabinets, QUARTZ countertops, large center island & stainless steel appliances * 2 Bedrooms & 2 Full Baths * Family Room is adjacent to the open Kitchen * PLUS an Enclosed Florida Room * This is the perfect location to create family memories; it's perfect for entertaining family & guests or for simply relaxing in your slice of paradise * On-site rental management is ideal for creating income as a perfect opportunity for investment * This villa SHOWS LIGHT & BRIGHT with an ABUNDANCE OF NATURAL LIGHT * DIRECT ACCESS TO WORLD FAMOUS SIESTA KEY BEACH * Private Cabanas, Community Heated Pool and a Recreation Center * Ideally located in the HEART OF SIESTA KEY * Close to all of the Siesta Key amenities * One look & you'll fall in love * 2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code This is the one * WELCOME TO THIS STUNNING WATERFRONT SIESTA KEY VILLA IN MUCH SOUGHT AFTER ISLAND HOUSE BEACH RESORT *The LOWEST PRICED VILLA and the BEST VALUE in ISLAND HOUSE * The current homeowner painstakingly oversaw every step of the renovations from the NEW KITCHEN to the NEW BATHROOMS, NEW FLOORING & NEW LIGHTING * 1 Car Carport with Utility Room which includes a Washer & Dryer * Thoughtfully reimagined Chef's Kitchen with NEW Shaker-style cabinets, QUARTZ countertops, large center island & stainless steel appliances * 2 Bedrooms & 2 Full Baths * Family Room is adjacent to the open Kitchen * PLUS an Enclosed Florida Room * This is the perfect location to create family memories; it's perfect for entertaining family & guests or for simply relaxing in your slice of paradise * On-site rental management is ideal for creating income as a perfect opportunity for investment * This villa SHOWS LIGHT & BRIGHT with an ABUNDANCE OF NATURAL LIGHT * DIRECT ACCESS TO WORLD FAMOUS SIESTA KEY BEACH * Private Cabanas, Community Heated Pool and a Recreation Center * Ideally located in the HEART OF SIESTA KEY * Close to all of the Siesta Key amenities * One look & you'll fall in love * 6150 Midnight Pass Road Unit V12, Sarasota
$2,050,000 ELEGANT SIESTA KEY WATERFRONT RETREAT - Welcome to a truly distinguished canal-front residence, where timeless design meets the effortless beauty of waterfront living. Set beneath majestic oaks and tropical landscaping, the canopied circular paver driveway greets you. This exquisite pool home offers privacy, sophistication and an extraordinary outdoor lifestyle. An avid boater's dream with 110 feet of water frontage, a 16K LB. boat lift and a double jet-ski lift. Light and bright, neutral colors and tile flooring flow throughout the home. The main living areas include a large great room surrounded by windows and flooded with natural light which frame peaceful tropical water views and the outdoor living area. Separate living room, den or game room and formal dining room offer an open layout and flexible floorplan which allows you to personalize your living space for your lifestyle. Fabulous cook's kitchen is open to great room and nicely updated with solid wood cabinetry, stone countertops and backsplash, stainless appliances with gas range, large wine cooler and pantry. Custom butler's pantry added for convenience and large laundry room with storage cabinets galore. The owner's retreat is spacious and serene, offering tropical views of the pool and waterfront along with private lanai access. It features a generous walk-in closet and a beautifully updated bath with sleek stone countertops, dual sinks and a tranquil walk-in shower illuminated by soft, filtered light through the glass block windows. Two private guest en suites are thoughtfully positioned in separate wings, each offering its own beautifully updated bath. Relax and sip a cool drink on your sunny lanai and observe manatees or fish right off your own dock. Watch fish at night with new underwater snook light. Enjoy gorgeous pool area with wide intersecting canal views and remote controlled fire pit and tiki torches, wonderful for entertaining friends and family. Coastal living at its best! A quick 7-minute access to the intercoastal waterway and Roberts Bay. Just a short bike ride to world-famous Siesta Key Beach and The Village. Enjoy swimming, boating, fishing, kayaking, fine dining and all the comforts of living in paradise. Newer top of the line sea wall with cap and 5x50 foot dock complete with water and electric. Appreciate the safety and security that a Generac whole house generator and hurricane windows, doors and garage door offer. Too many upgrades to list including: Custom interior window shutters, newer breaker box panel, well system for irrigation, new pool heater and pool pumps, outdoor fridge, ice maker, storage shed, 2 under the counter ice makers, no grass (maintenance free) landscape, utility sink and cabinetry in garage. The perfect property for year-round living, a second home or investment as an Island getaway. Truly a unique home that lives well with a great vibe! Nestled on a private cul-de-sac street experiencing significant luxury redevelopment! A rare opportunity and great value for the most discriminating buyer seeking the ultimate Florida lifestyle. 3 Beds ⋅ 3 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code ELEGANT SIESTA KEY WATERFRONT RETREAT - Welcome to a truly distinguished canal-front residence, where timeless design meets the effortless beauty of waterfront living. Set beneath majestic oaks and tropical landscaping, the canopied circular paver driveway greets you. This exquisite pool home offers privacy, sophistication and an extraordinary outdoor lifestyle. An avid boater's dream with 110 feet of water frontage, a 16K LB. boat lift and a double jet-ski lift. Light and bright, neutral colors and tile flooring flow throughout the home. The main living areas include a large great room surrounded by windows and flooded with natural light which frame peaceful tropical water views and the outdoor living area. Separate living room, den or game room and formal dining room offer an open layout and flexible floorplan which allows you to personalize your living space for your lifestyle. Fabulous cook's kitchen is open to great room and nicely updated with solid wood cabinetry, stone countertops and backsplash, stainless appliances with gas range, large wine cooler and pantry. Custom butler's pantry added for convenience and large laundry room with storage cabinets galore. The owner's retreat is spacious and serene, offering tropical views of the pool and waterfront along with private lanai access. It features a generous walk-in closet and a beautifully updated bath with sleek stone countertops, dual sinks and a tranquil walk-in shower illuminated by soft, filtered light through the glass block windows. Two private guest en suites are thoughtfully positioned in separate wings, each offering its own beautifully updated bath. Relax and sip a cool drink on your sunny lanai and observe manatees or fish right off your own dock. Watch fish at night with new underwater snook light. Enjoy gorgeous pool area with wide intersecting canal views and remote controlled fire pit and tiki torches, wonderful for entertaining friends and family. Coastal living at its best! A quick 7-minute access to the intercoastal waterway and Roberts Bay. Just a short bike ride to world-famous Siesta Key Beach and The Village. Enjoy swimming, boating, fishing, kayaking, fine dining and all the comforts of living in paradise. Newer top of the line sea wall with cap and 5x50 foot dock complete with water and electric. Appreciate the safety and security that a Generac whole house generator and hurricane windows, doors and garage door offer. Too many upgrades to list including: Custom interior window shutters, newer breaker box panel, well system for irrigation, new pool heater and pool pumps, outdoor fridge, ice maker, storage shed, 2 under the counter ice makers, no grass (maintenance free) landscape, utility sink and cabinetry in garage. The perfect property for year-round living, a second home or investment as an Island getaway. Truly a unique home that lives well with a great vibe! Nestled on a private cul-de-sac street experiencing significant luxury redevelopment! A rare opportunity and great value for the most discriminating buyer seeking the ultimate Florida lifestyle. 518 Venice Lane, Sarasota
$1,895,000 Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of Siesta Key Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this flood resilient and meticulously maintained coastal residence offers year-round enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it blends timeless coastal style with exceptional quality and peace of mind. Inside, an open layout showcases engineered oak hardwood floors, solid maple cabinetry, Santorini quartzite countertops, and Thermador appliances. The primary suite features serene lake views and a spa-inspired bath wrapped in Calacatta Oro tile. Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting, TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf lawn, and SWAT mosquito misting system ensure comfort and convenience year- round. A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph- rated doors is a car enthusiast’s dream. With a 2019 roof, impact windows and doors, natural gas utilities, and smart home features, this home delivers effortless coastal luxury. Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior craftsmanship, and the freedom to simply lock, leave, and enjoy. 4 Beds ⋅ 3 Baths ⋅ Lake Rittwood SubDv. ⋅ 34242 Zip Code Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of Siesta Key Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this flood resilient and meticulously maintained coastal residence offers year-round enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it blends timeless coastal style with exceptional quality and peace of mind. Inside, an open layout showcases engineered oak hardwood floors, solid maple cabinetry, Santorini quartzite countertops, and Thermador appliances. The primary suite features serene lake views and a spa-inspired bath wrapped in Calacatta Oro tile. Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting, TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf lawn, and SWAT mosquito misting system ensure comfort and convenience year- round. A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph- rated doors is a car enthusiast’s dream. With a 2019 roof, impact windows and doors, natural gas utilities, and smart home features, this home delivers effortless coastal luxury. Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior craftsmanship, and the freedom to simply lock, leave, and enjoy. 4817 Ocean Boulevard, Sarasota
$714,000 Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key. 2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key. 1328 Siesta Bayside Drive Unit 1328C, Sarasota