$325,000 Whether you're looking for a vacation home, rental investment property, or year-round residence, this Sea Winds condo offers excellent value in one of Florida's most beloved beach destinations. Embrace island living in this charming 1 bed room, 1 bath second floor highly rentable condo located in the desirable Sea Winds community on Siesta Key. This condo offers the ability to be rented every two weeks with HOA approval needed for longer rentals, making this an investors dream. Just a short stroll from access 12 leading to the world-famous sands of Siesta Beach, shopping and wonderful restaurants await. This inviting residence fully furnished and including a brand new Tempur Pedic King size bed, combines a relaxed coastal vibe with everyday comfort and convenience. There is on-site laundry and a sparkling swimming pool. The community is well-maintained with tropical landscaping. Current assessments included new roof, pool resurfacing and parking lot repaving. Major upgrades to the building complete. No hurricane damage was sustained in this second floor unit. The living area offers a bright and airy layout with a large 50 inch TV. The pull out couch accommodates more sleeping space for your guests. The kitchen offers ample counter space and a dining area perfect for entertaining or casual meals. The spacious bedroom provides a peaceful retreat with generous closet space, while the full bath is tastefully finished in a breezy coastal style. Don't miss this Sea Winds gem. Current owner has intermittent rentals booked through early April and is happy to transfer bookings with closing. 1 Beds ⋅ 1 Baths ⋅ Sea Winds SubDv. ⋅ 34242 Zip Code Whether you're looking for a vacation home, rental investment property, or year-round residence, this Sea Winds condo offers excellent value in one of Florida's most beloved beach destinations. Embrace island living in this charming 1 bed room, 1 bath second floor highly rentable condo located in the desirable Sea Winds community on Siesta Key. This condo offers the ability to be rented every two weeks with HOA approval needed for longer rentals, making this an investors dream. Just a short stroll from access 12 leading to the world-famous sands of Siesta Beach, shopping and wonderful restaurants await. This inviting residence fully furnished and including a brand new Tempur Pedic King size bed, combines a relaxed coastal vibe with everyday comfort and convenience. There is on-site laundry and a sparkling swimming pool. The community is well-maintained with tropical landscaping. Current assessments included new roof, pool resurfacing and parking lot repaving. Major upgrades to the building complete. No hurricane damage was sustained in this second floor unit. The living area offers a bright and airy layout with a large 50 inch TV. The pull out couch accommodates more sleeping space for your guests. The kitchen offers ample counter space and a dining area perfect for entertaining or casual meals. The spacious bedroom provides a peaceful retreat with generous closet space, while the full bath is tastefully finished in a breezy coastal style. Don't miss this Sea Winds gem. Current owner has intermittent rentals booked through early April and is happy to transfer bookings with closing. 6703 Midnight Pass Road Unit 217, 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
$1,022,000 Charming Coastal Oasis in the Heart of Siesta Key Nestled on a serene, tree-lined property, this inviting 4-bedroom, 3.5-bath beach-style home offers the perfect blend of tranquility, charm, and central location. Step into a spacious, light-filled living area with an open kitchen layout—ideal for hosting friends and making family memories. Freshly updated with new paint, gleaming quartz countertops, and stainless steel appliances, this move-in-ready home is designed for easy, coastal living. The open floor plan includes a spacious upstairs primary suite with French doors leading to a private balcony—your own quiet retreat. Three additional guest bedrooms are thoughtfully located on the first floor, including a separate guest suite with its own private entrance, offering comfort and flexibility. Step outside into your private backyard oasis featuring a beautiful pool and spa, fully enclosed with a lovely paver deck—perfect for relaxing, entertaining, or enjoying sunny Florida days in peace and privacy. There's still plenty of yard space to garden or play. Slip on your sandals for a short stroll to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor, or bike to the charming Siesta Key Village with its eclectic mix of shops, restaurants, and entertainment. Don’t miss this peaceful, spacious retreat—your own slice of paradise on Siesta Key. 4 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Charming Coastal Oasis in the Heart of Siesta Key Nestled on a serene, tree-lined property, this inviting 4-bedroom, 3.5-bath beach-style home offers the perfect blend of tranquility, charm, and central location. Step into a spacious, light-filled living area with an open kitchen layout—ideal for hosting friends and making family memories. Freshly updated with new paint, gleaming quartz countertops, and stainless steel appliances, this move-in-ready home is designed for easy, coastal living. The open floor plan includes a spacious upstairs primary suite with French doors leading to a private balcony—your own quiet retreat. Three additional guest bedrooms are thoughtfully located on the first floor, including a separate guest suite with its own private entrance, offering comfort and flexibility. Step outside into your private backyard oasis featuring a beautiful pool and spa, fully enclosed with a lovely paver deck—perfect for relaxing, entertaining, or enjoying sunny Florida days in peace and privacy. There's still plenty of yard space to garden or play. Slip on your sandals for a short stroll to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor, or bike to the charming Siesta Key Village with its eclectic mix of shops, restaurants, and entertainment. Don’t miss this peaceful, spacious retreat—your own slice of paradise on Siesta Key. 5151 Saint Albans Avenue, Sarasota
$432,500 Discover the true Siesta Key lifestyle in this beautifully updated two-bedroom, two-bathroom condo—an inviting coastal retreat that makes island living surprisingly attainable. Located on the peaceful southern end of the island, this well-maintained second-floor residence offers the perfect blend of comfort, style, and laid-back luxury. The thoughtfully updated kitchen features custom cabinetry, quartz countertops, a spacious island, and stainless-steel appliances, while high-end luxury vinyl plank flooring flows seamlessly throughout. Evenings are best spent on the air-conditioned lanai, where breathtaking sunsets and tranquil surroundings make every day feel like a vacation. Offered turnkey furnished, this move-in-ready condo includes a new A/C system (2024) and new hot water heater (2024)—just bring your swimsuit and sunscreen and start enjoying island life immediately. Step outside to daily sightings of manatees and dolphins in your backyard, or launch your kayak to explore scenic mangrove tunnels before paddling through Midnight Pass into the sparkling Gulf waters. Boaters will love the community boat slips, offering direct access to Sarasota Bay and the Gulf beyond. At the end of the day when it’s time to relax, unwind in the recently updated, heated community pool, or take a short stroll to Turtle Beach, just around the corner. The Inlet community has been exceptionally maintained, featuring a new roof (2024), fresh exterior paint, and a new seawall and dock. Community amenities include, elevator, heated swimming pool, boat slips, kayak storage, bike racks, laundry, and a convenient grilling area. With a Siesta Key trolley stop nearby, enjoying Siesta Key Beach, the Village’s dining, shopping, and nightlife is effortless and no car required. This is your opportunity to own an affordable island escape. Come experience the charm, beauty, and relaxed coastal lifestyle that make Siesta Key so special. 2 Beds ⋅ 2 Baths ⋅ Inlet Apts SubDv. ⋅ 34242 Zip Code Discover the true Siesta Key lifestyle in this beautifully updated two-bedroom, two-bathroom condo—an inviting coastal retreat that makes island living surprisingly attainable. Located on the peaceful southern end of the island, this well-maintained second-floor residence offers the perfect blend of comfort, style, and laid-back luxury. The thoughtfully updated kitchen features custom cabinetry, quartz countertops, a spacious island, and stainless-steel appliances, while high-end luxury vinyl plank flooring flows seamlessly throughout. Evenings are best spent on the air-conditioned lanai, where breathtaking sunsets and tranquil surroundings make every day feel like a vacation. Offered turnkey furnished, this move-in-ready condo includes a new A/C system (2024) and new hot water heater (2024)—just bring your swimsuit and sunscreen and start enjoying island life immediately. Step outside to daily sightings of manatees and dolphins in your backyard, or launch your kayak to explore scenic mangrove tunnels before paddling through Midnight Pass into the sparkling Gulf waters. Boaters will love the community boat slips, offering direct access to Sarasota Bay and the Gulf beyond. At the end of the day when it’s time to relax, unwind in the recently updated, heated community pool, or take a short stroll to Turtle Beach, just around the corner. The Inlet community has been exceptionally maintained, featuring a new roof (2024), fresh exterior paint, and a new seawall and dock. Community amenities include, elevator, heated swimming pool, boat slips, kayak storage, bike racks, laundry, and a convenient grilling area. With a Siesta Key trolley stop nearby, enjoying Siesta Key Beach, the Village’s dining, shopping, and nightlife is effortless and no car required. This is your opportunity to own an affordable island escape. Come experience the charm, beauty, and relaxed coastal lifestyle that make Siesta Key so special. 9200 Midnight Pass Road Unit 28, Sarasota
$1,200,000 Back on the market! Beautiful triplex that went through a total renovation 2024. A re-roof project was completed in 2022 and is under a transferable warranty. Property can be rented as 3 separate units - Studio, One Bedroom, Three Bedroom. Property could easily be converted to a duplex (2 BR / 1 BA + 3 BR / 2 BA) in the event the owner prefers to live in one unit and rent the other. Just a few blocks from Siesta Village and an easy stroll to the beach, this is a great location to enjoy what Siesta Key has to offer! Total living Space - 2173 SF Main Unit - 3 BR / 2 BA - Approx - 1400 SF Second Unit - 1 BR / 1 BA - Approx. 600 SF Third Unit - Studio / 1 BR 1 BA - Approx - 200 SF Total living Space - 2173 SF Main Unit - 3 BR / 2 BA - Approx - 1400 SF Second Unit - 1 BR / 1 BA - Approx. 600 SF Third Unit - Studio / 1 BR 1 BA - Approx - 200 SF 4 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Back on the market! Beautiful triplex that went through a total renovation 2024. A re-roof project was completed in 2022 and is under a transferable warranty. Property can be rented as 3 separate units - Studio, One Bedroom, Three Bedroom. Property could easily be converted to a duplex (2 BR / 1 BA + 3 BR / 2 BA) in the event the owner prefers to live in one unit and rent the other. Just a few blocks from Siesta Village and an easy stroll to the beach, this is a great location to enjoy what Siesta Key has to offer! Total living Space - 2173 SF Main Unit - 3 BR / 2 BA - Approx - 1400 SF Second Unit - 1 BR / 1 BA - Approx. 600 SF Third Unit - Studio / 1 BR 1 BA - Approx - 200 SF Total living Space - 2173 SF Main Unit - 3 BR / 2 BA - Approx - 1400 SF Second Unit - 1 BR / 1 BA - Approx. 600 SF Third Unit - Studio / 1 BR 1 BA - Approx - 200 SF 604 Avenida De Mayo, Sarasota
$3,397,500 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
$599,900 An exceptional opportunity on coveted Siesta Key, this duplex property with two units is offered as-is, with flexibility to restore the existing structure or rebuild to suit your vision. Situated on an expansive lot just minutes from Shell Beach and Siesta Key Public Beach, the property offers convenient access to world-famous sand beaches, dining, and shopping. Whether you are a builder, investor, or owner looking to create a custom coastal retreat or income-producing duplex, this property presents outstanding potential in one of Florida’s most desirable island communities. All offers are welcomed and encouraged. 4 Beds ⋅ 4 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code An exceptional opportunity on coveted Siesta Key, this duplex property with two units is offered as-is, with flexibility to restore the existing structure or rebuild to suit your vision. Situated on an expansive lot just minutes from Shell Beach and Siesta Key Public Beach, the property offers convenient access to world-famous sand beaches, dining, and shopping. Whether you are a builder, investor, or owner looking to create a custom coastal retreat or income-producing duplex, this property presents outstanding potential in one of Florida’s most desirable island communities. All offers are welcomed and encouraged. 3615 Higel Avenue, Sarasota
$1,650,000 Set along the Grand Canal in Siesta Isles, this inviting waterfront pool home offers an effortless blend of space, comfort and classic island living. Thoughtfully designed on a single level, the approximately 2,477-square-foot residence features a desirable three-way split floor plan with three private bedroom suites, three baths, a dedicated office or den, utility room and a two-car garage. Handsome double-entry doors open to a light-filled interior with high-volume ceilings and an easy, open flow, ideal for everyday living and entertaining. The great room connects seamlessly to the kitchen and breakfast area, all of which are positioned to capture long, tranquil canal views. A separate dining room with built-in cabinetry adds flexibility for hosting, while the kitchen is well-appointed with wood cabinetry, stone countertops, stainless steel appliances and a breakfast bar. French doors extend the living space outdoors to a large, screened paver lanai with covered seating, a pool and expansive water views, creating an indoor-outdoor lifestyle. A newer seawall, private dock with a kayak lift and a separate boat lift provide quick access to Sarasota Bay, the Intracoastal Waterway and the Gulf of Mexico, with open water within approximately 15 minutes. Ideally just minutes from Siesta Key’s world-famous quartz sand beaches, the shops and restaurants of Siesta Village, and cultural offerings of downtown Sarasota, this home delivers the best of waterfront living in one of the island’s sought-after neighborhoods. Whether as a full-time residence or a coastal retreat, this Siesta Isles property offers the lifestyle, location and boating access that define life on the water. 3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code Set along the Grand Canal in Siesta Isles, this inviting waterfront pool home offers an effortless blend of space, comfort and classic island living. Thoughtfully designed on a single level, the approximately 2,477-square-foot residence features a desirable three-way split floor plan with three private bedroom suites, three baths, a dedicated office or den, utility room and a two-car garage. Handsome double-entry doors open to a light-filled interior with high-volume ceilings and an easy, open flow, ideal for everyday living and entertaining. The great room connects seamlessly to the kitchen and breakfast area, all of which are positioned to capture long, tranquil canal views. A separate dining room with built-in cabinetry adds flexibility for hosting, while the kitchen is well-appointed with wood cabinetry, stone countertops, stainless steel appliances and a breakfast bar. French doors extend the living space outdoors to a large, screened paver lanai with covered seating, a pool and expansive water views, creating an indoor-outdoor lifestyle. A newer seawall, private dock with a kayak lift and a separate boat lift provide quick access to Sarasota Bay, the Intracoastal Waterway and the Gulf of Mexico, with open water within approximately 15 minutes. Ideally just minutes from Siesta Key’s world-famous quartz sand beaches, the shops and restaurants of Siesta Village, and cultural offerings of downtown Sarasota, this home delivers the best of waterfront living in one of the island’s sought-after neighborhoods. Whether as a full-time residence or a coastal retreat, this Siesta Isles property offers the lifestyle, location and boating access that define life on the water. 5348 Shadow Lawn Drive, 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
$4,950,000 Virtually Staged. Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no detail has been overlooked. Offering 4 bedrooms and 5 bathrooms, including a pool bath and an additional half bath, the layout is both luxurious and functional. Enter through the grand foyer with soaring ceilings, custom trim work, and striking shiplap accents. The open floor plan seamlessly connects the grand room, dining area, and bonus space, all leading to a stunning pool and patio with outdoor kitchen, perfect for entertaining. The chef’s kitchen is beautifully appointed with stone countertops, custom cabinetry, and premium finishes, complemented by matching stone counters and custom cabinetry in all bathrooms, creating a cohesive and elevated design throughout the home. Custom wood decking winds its way to the dock, enhancing the waterfront lifestyle. The home also features laundry rooms on all three floors, a spacious loft, and thoughtfully designed primary and guest bedroom suites. This is a rare opportunity to own a meticulously crafted waterfront residence designed for luxury living and boating enthusiasts alike. 4 Beds ⋅ 6 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Virtually Staged. Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no detail has been overlooked. Offering 4 bedrooms and 5 bathrooms, including a pool bath and an additional half bath, the layout is both luxurious and functional. Enter through the grand foyer with soaring ceilings, custom trim work, and striking shiplap accents. The open floor plan seamlessly connects the grand room, dining area, and bonus space, all leading to a stunning pool and patio with outdoor kitchen, perfect for entertaining. The chef’s kitchen is beautifully appointed with stone countertops, custom cabinetry, and premium finishes, complemented by matching stone counters and custom cabinetry in all bathrooms, creating a cohesive and elevated design throughout the home. Custom wood decking winds its way to the dock, enhancing the waterfront lifestyle. The home also features laundry rooms on all three floors, a spacious loft, and thoughtfully designed primary and guest bedroom suites. This is a rare opportunity to own a meticulously crafted waterfront residence designed for luxury living and boating enthusiasts alike. 527 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
$1,700,000 Welcome to an unparalleled sanctuary at 4534 Banan Place, a Siesta Key treasure that marries zen-like tranquility with the finest touches of luxury. This more-than-3,000-square-foot, five-bedroom, three-bath estate is a hidden gem, offering a spa-like retreat with dual living spaces, a flex room, and an atmosphere that feels like a private resort. Every inch has been exquisitely reimagined: a new standing seam black Key West–style roof (50-year lifespan) installed in 2025, High-impact resistant skylights, doors, and sliders, and curated lighting throughout create a luminous and serene interior. The heart of the home is a gourmet kitchen featuring top-of-the-line Café appliances, a double oven, a gourmet pot filler, and JARLIN custom soft-close cabinetry in all bathrooms, the kitchen, and the master closet. The centerpiece is an imported African walnut waterfall island, a stunning 7.5-foot by 4.5-foot masterpiece anchoring the space. The entire home is enhanced by the luxury of 22mm extra-long and extra-wide vinyl plank flooring, as well as 48x48 luxury tiles in a calming jade-like hue. Within this serene haven, you'll find not just one but a true dual ensuite layout, offering two primary suites—one larger than the other—both adorned with custom shelving throughout and luxurious five-panel doors. The main primary suite is a sanctuary of its own, complete with private access to the outdoors and pool. The primary bathroom is a spa-like escape, featuring a double glass-door shower with a rain head, wand, and expansive tile running up the wall. On the opposite side of the home, two additional guest bedrooms provide comfort and style. A brand-new tankless water heater ensures endless comfort, and the home also includes a front-load LG washer and dryer for modern convenience. Adding to the allure, the home includes a full wine bar with a brand-new wine fridge, perfect for entertaining in style. Outside, the newly resurfaced and rescreened pool area is surrounded by elegant travertine decking and mature landscaping with an ornamental irrigation system, creating a true private oasis. Two outdoor showers add to the resort-like experience. High-end renovations include: New standing seam roof; High-impact doors throughout the home; Durable Luxury Vinyl Plank flooring; African walnut waterfall countertops & custom wood ceiling in the kitchen; Floor to ceiling tile in main primary bathroom; New major appliances including, pool equipment, Café Appliances and water heater; and designer finishes and curated lighting throughout. Finally, immerse yourself in the lifestyle of Siesta Key: a world-renowned destination known for its pristine beaches, vibrant local culture, and a sense of community that is second to none. The home is ideally located just blocks from Roberts Bay and less than a mile from the award-winning crystal sands of Siesta Key Beach. With no HOA or deed restrictions, you have the freedom to make this oasis truly your own. **Notably, this property was appraised in December 2025 at $2.33 million—$330,000 above the list price—ensuring immediate equity for the fortunate new owner. Welcome to a life of unmatched elegance on Siesta Key. 5 Beds ⋅ 3 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code Welcome to an unparalleled sanctuary at 4534 Banan Place, a Siesta Key treasure that marries zen-like tranquility with the finest touches of luxury. This more-than-3,000-square-foot, five-bedroom, three-bath estate is a hidden gem, offering a spa-like retreat with dual living spaces, a flex room, and an atmosphere that feels like a private resort. Every inch has been exquisitely reimagined: a new standing seam black Key West–style roof (50-year lifespan) installed in 2025, High-impact resistant skylights, doors, and sliders, and curated lighting throughout create a luminous and serene interior. The heart of the home is a gourmet kitchen featuring top-of-the-line Café appliances, a double oven, a gourmet pot filler, and JARLIN custom soft-close cabinetry in all bathrooms, the kitchen, and the master closet. The centerpiece is an imported African walnut waterfall island, a stunning 7.5-foot by 4.5-foot masterpiece anchoring the space. The entire home is enhanced by the luxury of 22mm extra-long and extra-wide vinyl plank flooring, as well as 48x48 luxury tiles in a calming jade-like hue. Within this serene haven, you'll find not just one but a true dual ensuite layout, offering two primary suites—one larger than the other—both adorned with custom shelving throughout and luxurious five-panel doors. The main primary suite is a sanctuary of its own, complete with private access to the outdoors and pool. The primary bathroom is a spa-like escape, featuring a double glass-door shower with a rain head, wand, and expansive tile running up the wall. On the opposite side of the home, two additional guest bedrooms provide comfort and style. A brand-new tankless water heater ensures endless comfort, and the home also includes a front-load LG washer and dryer for modern convenience. Adding to the allure, the home includes a full wine bar with a brand-new wine fridge, perfect for entertaining in style. Outside, the newly resurfaced and rescreened pool area is surrounded by elegant travertine decking and mature landscaping with an ornamental irrigation system, creating a true private oasis. Two outdoor showers add to the resort-like experience. High-end renovations include: New standing seam roof; High-impact doors throughout the home; Durable Luxury Vinyl Plank flooring; African walnut waterfall countertops & custom wood ceiling in the kitchen; Floor to ceiling tile in main primary bathroom; New major appliances including, pool equipment, Café Appliances and water heater; and designer finishes and curated lighting throughout. Finally, immerse yourself in the lifestyle of Siesta Key: a world-renowned destination known for its pristine beaches, vibrant local culture, and a sense of community that is second to none. The home is ideally located just blocks from Roberts Bay and less than a mile from the award-winning crystal sands of Siesta Key Beach. With no HOA or deed restrictions, you have the freedom to make this oasis truly your own. **Notably, this property was appraised in December 2025 at $2.33 million—$330,000 above the list price—ensuring immediate equity for the fortunate new owner. Welcome to a life of unmatched elegance on Siesta Key. 4534 Banan Place, Siesta Key
$4,900,000 Set along one of Siesta Key’s most coveted bayfront streets, this exceptional property offers some of the most breathtaking views in all of Sarasota—spanning open water, the city skyline, and endlessly changing sunsets. Positioned in an enclave of multi-million-dollar homes, the location alone is extraordinary, with deep, open boating water and immediate access to Sarasota Bay. While the true value lies in the irreplaceable bayfront land, the home itself has been recently remodeled and exudes a charming Siesta Key cottage vibe—warm, inviting, and perfectly suited for relaxed coastal living. Thoughtful updates blend seamlessly with the home’s character, creating a space that feels both comfortable and refined. Outdoors, enjoy a private pool overlooking the water, ideal for entertaining or unwinding after a day on the bay. A two-car garage provides convenience and storage, while the property’s proximity to world-famous Siesta Beach, downtown Sarasota, and Sarasota Memorial Hospital offers unmatched lifestyle appeal. Whether envisioned as a serene waterfront retreat, a rental investment, or the future site of a custom estate, this bayfront opportunity combines remarkable views, premier boating, and one of the finest locations on Siesta Key. 3 Beds ⋅ 2 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code Set along one of Siesta Key’s most coveted bayfront streets, this exceptional property offers some of the most breathtaking views in all of Sarasota—spanning open water, the city skyline, and endlessly changing sunsets. Positioned in an enclave of multi-million-dollar homes, the location alone is extraordinary, with deep, open boating water and immediate access to Sarasota Bay. While the true value lies in the irreplaceable bayfront land, the home itself has been recently remodeled and exudes a charming Siesta Key cottage vibe—warm, inviting, and perfectly suited for relaxed coastal living. Thoughtful updates blend seamlessly with the home’s character, creating a space that feels both comfortable and refined. Outdoors, enjoy a private pool overlooking the water, ideal for entertaining or unwinding after a day on the bay. A two-car garage provides convenience and storage, while the property’s proximity to world-famous Siesta Beach, downtown Sarasota, and Sarasota Memorial Hospital offers unmatched lifestyle appeal. Whether envisioned as a serene waterfront retreat, a rental investment, or the future site of a custom estate, this bayfront opportunity combines remarkable views, premier boating, and one of the finest locations on Siesta Key. 843 Norsota Way, Sarasota
$1,000,000 An exceptional opportunity on iconic Higel Avenue in Sarasota, where value is firmly rooted in land, location, and waterfront lifestyle. Situated on over 15,000 square feet, nearly half an acre, this property offers 92 feet of canal frontage and endless potential to renovate, expand, or build your dream coastal retreat.The existing residence features 3 bedrooms, 2 full bathrooms, and 1 half bath, providing immediate functionality while allowing flexibility for future plans. Whether envisioned as a personal residence, investment, or redevelopment opportunity, the setting alone is truly compelling.The location is unmatched. Just 0.6 miles to the vibrant Siesta Village, enjoy easy access to boutique shopping, acclaimed dining, and local nightlife. Beach lovers will appreciate being only 0.7 miles to the nearest beach access, with the main entrance to world-renowned Siesta Beach just over a mile away, celebrated for its powdery white sands and crystal-clear waters.This is more than a property. It is a rare chance to secure a premier canal-front parcel in one of Sarasota’s most desirable coastal corridors, offering a lifestyle defined by proximity to the water, the beach, and everything that makes Siesta Key extraordinary. 3 Beds ⋅ 3 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code An exceptional opportunity on iconic Higel Avenue in Sarasota, where value is firmly rooted in land, location, and waterfront lifestyle. Situated on over 15,000 square feet, nearly half an acre, this property offers 92 feet of canal frontage and endless potential to renovate, expand, or build your dream coastal retreat.The existing residence features 3 bedrooms, 2 full bathrooms, and 1 half bath, providing immediate functionality while allowing flexibility for future plans. Whether envisioned as a personal residence, investment, or redevelopment opportunity, the setting alone is truly compelling.The location is unmatched. Just 0.6 miles to the vibrant Siesta Village, enjoy easy access to boutique shopping, acclaimed dining, and local nightlife. Beach lovers will appreciate being only 0.7 miles to the nearest beach access, with the main entrance to world-renowned Siesta Beach just over a mile away, celebrated for its powdery white sands and crystal-clear waters.This is more than a property. It is a rare chance to secure a premier canal-front parcel in one of Sarasota’s most desirable coastal corridors, offering a lifestyle defined by proximity to the water, the beach, and everything that makes Siesta Key extraordinary. 5036 Higel Avenue, Sarasota
$963,000 REMODELED GULF FRONT CONDO. NEW HURRICAN WINDOWS ON GULFRONT ROOM ALSO EQUIPPED WITH HURRICANE SHUTTERS ON OTHER WINDOWS. NEW TEAK WOOD CEILING IN BONUS ROOM OVERLOOKING THE PRISTINE QUARTZ BEACH. STYLISH GRANITE AND ALL WOOD SHAKER CABINETS. NEW KITCHENAIDE STAINLESS APPLIANCES. ALL NEW MINKAIRE CEILING FANS, BEACHY LAMINATE FLOORS, NEW SHOWER TILING, OVERSIZED VANITIES AND SOLID WOOD BARN DOORS. ONE OF ONLY 12 TRUE BEACHFRONT UNITS IN PEPPERTREE. COMPLEX HAS GATED BEACH, BBQ GRILLS, CLUBHOUSE, FITNESS AND TENNIS COURTS. WAKE UP AND TAKE A STROLL ON THE PRESTINE QUARTS BEACH, WHAT A WAY TO START YOUR DAY FINSIH WITH A SPECTULAR SUNSET. 2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code REMODELED GULF FRONT CONDO. NEW HURRICAN WINDOWS ON GULFRONT ROOM ALSO EQUIPPED WITH HURRICANE SHUTTERS ON OTHER WINDOWS. NEW TEAK WOOD CEILING IN BONUS ROOM OVERLOOKING THE PRISTINE QUARTZ BEACH. STYLISH GRANITE AND ALL WOOD SHAKER CABINETS. NEW KITCHENAIDE STAINLESS APPLIANCES. ALL NEW MINKAIRE CEILING FANS, BEACHY LAMINATE FLOORS, NEW SHOWER TILING, OVERSIZED VANITIES AND SOLID WOOD BARN DOORS. ONE OF ONLY 12 TRUE BEACHFRONT UNITS IN PEPPERTREE. COMPLEX HAS GATED BEACH, BBQ GRILLS, CLUBHOUSE, FITNESS AND TENNIS COURTS. WAKE UP AND TAKE A STROLL ON THE PRESTINE QUARTS BEACH, WHAT A WAY TO START YOUR DAY FINSIH WITH A SPECTULAR SUNSET. 1013 W Peppertree Drive Unit 115, Sarasota
$775,000 Experience elevated coastal living in this stunning penthouse residence at 1200 E Peppertree Drive, Unit 601. Perched atop the building, this exceptional unit offers breathtaking panoramic views of the Intracoastal Waterway and downtown skyline, creating a spectacular backdrop from sunrise to sunset. Completely renovated with impeccable attention to detail, the residence features custom built-ins, high-end finishes, and a thoughtfully designed layout that blends style and functionality. The open living spaces are bathed in natural light, maximizing the views and enhancing the penthouse feel throughout. Located in the highly desirable Peppertree Bay, a rare gulf-to-bay community with deeded beach access, residents enjoy resort-style pools on both the Gulf and Bay sides, lush tropical grounds, and exceptional amenities. Just steps from world-famous Siesta Key Beach and minutes to dining, shopping, and entertainment, this is a rare opportunity to own a move-in-ready penthouse offering luxury, views, and the ultimate island lifestyle. 2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code Experience elevated coastal living in this stunning penthouse residence at 1200 E Peppertree Drive, Unit 601. Perched atop the building, this exceptional unit offers breathtaking panoramic views of the Intracoastal Waterway and downtown skyline, creating a spectacular backdrop from sunrise to sunset. Completely renovated with impeccable attention to detail, the residence features custom built-ins, high-end finishes, and a thoughtfully designed layout that blends style and functionality. The open living spaces are bathed in natural light, maximizing the views and enhancing the penthouse feel throughout. Located in the highly desirable Peppertree Bay, a rare gulf-to-bay community with deeded beach access, residents enjoy resort-style pools on both the Gulf and Bay sides, lush tropical grounds, and exceptional amenities. Just steps from world-famous Siesta Key Beach and minutes to dining, shopping, and entertainment, this is a rare opportunity to own a move-in-ready penthouse offering luxury, views, and the ultimate island lifestyle. 1200 E Peppertree Lane Unit 601, Sarasota
$729,000 Welcome to your slice of Paradise on Siesta Key! This beautifully renovated 2 bedroom, 2 bath, 1 car garage end unit condo is located in the highly sought after Gulf & Bay Club Bayside, offering private, deeded beach access to the world-famous Siesta Key Beach. Best of all, the property has No Hurricane Damage, providing peace of mind for full time residents, and investors alike. Enjoy the tranquil views of the pond, tennis and Pickleball courts, and the community pool from this light filled unit. Vaulted ceilings and No Unit above enhance the sense of space and privacy. The home has been thoughtfully updated with porcelain tile throughout the living areas, and a stunning fully renovated kitchen featuring Quartz countertops(including the breakfast bar), custom wood cabinetry, and stainless steel appliances. A built in desk with cabinetry creates an ideal home office or workspace. The spacious owner’s suite includes a walk in closet and an updated en-suite bathroom with new vanity, Quartz countertops, and tiled walk in shower. Adjacent to the living room, an enclosed patio offers versatile flex space, perfect for additional seating, dining, or simply enjoying your morning coffee while soaking in the Florida sunshine. Gulf & Bay Club Bayside is a resort style community offering deeded beach access, two heated pools, tennis and Pickleball courts, outdoor grilling areas, a fitness facility, and a fishing dock on the Intercoastal Waterway. With one week minimum rentals allowed and an optional on site rental office, this condo presents an excellent investment opportunity. Furnishings available under a separate contract. Ideally located just steps from the white sands of Siesta Key Beach and short distance to Siesta Key Village’s restaurants and shopping, this is a rare opportunity to own a beautifully updated condo in one of the island’s most desirable communities. 2 Beds ⋅ 2 Baths ⋅ Gulf'n Bay SubDv. ⋅ 34242 Zip Code Welcome to your slice of Paradise on Siesta Key! This beautifully renovated 2 bedroom, 2 bath, 1 car garage end unit condo is located in the highly sought after Gulf & Bay Club Bayside, offering private, deeded beach access to the world-famous Siesta Key Beach. Best of all, the property has No Hurricane Damage, providing peace of mind for full time residents, and investors alike. Enjoy the tranquil views of the pond, tennis and Pickleball courts, and the community pool from this light filled unit. Vaulted ceilings and No Unit above enhance the sense of space and privacy. The home has been thoughtfully updated with porcelain tile throughout the living areas, and a stunning fully renovated kitchen featuring Quartz countertops(including the breakfast bar), custom wood cabinetry, and stainless steel appliances. A built in desk with cabinetry creates an ideal home office or workspace. The spacious owner’s suite includes a walk in closet and an updated en-suite bathroom with new vanity, Quartz countertops, and tiled walk in shower. Adjacent to the living room, an enclosed patio offers versatile flex space, perfect for additional seating, dining, or simply enjoying your morning coffee while soaking in the Florida sunshine. Gulf & Bay Club Bayside is a resort style community offering deeded beach access, two heated pools, tennis and Pickleball courts, outdoor grilling areas, a fitness facility, and a fishing dock on the Intercoastal Waterway. With one week minimum rentals allowed and an optional on site rental office, this condo presents an excellent investment opportunity. Furnishings available under a separate contract. Ideally located just steps from the white sands of Siesta Key Beach and short distance to Siesta Key Village’s restaurants and shopping, this is a rare opportunity to own a beautifully updated condo in one of the island’s most desirable communities. 1220 Siesta Bayside Drive Unit 1220-A, Sarasota
$3,675,000 Now Offered At a Refined Price — Modern Siesta Key Living. Set on the north end of Siesta Key, this striking modernist residence offers the rare balance of island serenity and seamless access to the mainland, placing vibrant downtown Sarasota, Southside Village, and the area’s cultural and dining destinations just minutes away—while the azure waters of the Gulf of Mexico and Siesta Key’s world-famous white quartz sand beach are equally close at hand. Designed with crisp architectural lines and a light-filled, contemporary aesthetic, this nearly 3,800-square-foot, four-bedroom, four-bath home redefines modern coastal living. An open floor plan, 12-foot ceilings, and expansive walls of impact-resistant glass windows and doors create a natural flow throughout the home, blurring the line between indoors and out while capturing the relaxed elegance of island life. A dramatic natural rosewood floating staircase serves as a sculptural centerpiece, leading to the main living level where modern design and functionality converge. The living area is anchored by a 100-inch electric floating wall and linear fireplace, creating a striking focal point for both everyday living and entertaining. Modern LED lighting, integrated throughout the interior and exterior, enhances the home’s clean architectural lines and evening ambiance. The open-concept kitchen is sleek and refined, featuring premium appliances, a natural gas cooktop, contemporary cabinetry, and generous prep and gathering space—ideal for entertaining or relaxed daily living. The primary suite is a tranquil retreat, highlighted by a spa-inspired bath with LED anti-fog mirrors, a 74-inch soaking tub, and a walk-in closet, along with direct access to outdoor living. Three additional guest suites are thoughtfully designed to offer comfort, privacy, and flexibility. One of the home’s most distinctive features is the private balcony with spa-style hot tub, offering views to both the front and rear of the home—perfectly positioned for morning relaxation, evening unwinding, or enjoying coastal breezes after a day at the beach. The property also offers ample room to add a pool, allowing for future customization of the outdoor living experience. Elevated and thoughtfully constructed in accordance with current building standards, the residence offers peace of mind without compromising design. Beneath the home, an exceptionally expansive garage and storage level accommodates 12 or more vehicles, a rare and highly sought-after feature on Siesta Key. This level also includes a separate flex room with an overhead door that opens directly to the backyard, ideal for a private home gym, wellness studio, hobby space, or additional entertaining area. Just a short stroll away, a charming neighborhood beach at Big Pass provides a front-row seat to boats gliding through the pass and colorful sunsets each evening—a hidden gem that captures the unique coastal energy of the north end of Siesta Key. This is a compelling opportunity for buyers seeking a move-in-ready modernist home on Siesta Key’s coveted north end—where convenience, coastal beauty, and architectural sophistication come together, and where the beach, boating, dining, and Sarasota’s vibrant cultural scene are all within easy reach. A refined blend of modern design, prime location, and lifestyle flexibility, this residence delivers an exceptional Siesta Key experience. 4 Beds ⋅ 4 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code Now Offered At a Refined Price — Modern Siesta Key Living. Set on the north end of Siesta Key, this striking modernist residence offers the rare balance of island serenity and seamless access to the mainland, placing vibrant downtown Sarasota, Southside Village, and the area’s cultural and dining destinations just minutes away—while the azure waters of the Gulf of Mexico and Siesta Key’s world-famous white quartz sand beach are equally close at hand. Designed with crisp architectural lines and a light-filled, contemporary aesthetic, this nearly 3,800-square-foot, four-bedroom, four-bath home redefines modern coastal living. An open floor plan, 12-foot ceilings, and expansive walls of impact-resistant glass windows and doors create a natural flow throughout the home, blurring the line between indoors and out while capturing the relaxed elegance of island life. A dramatic natural rosewood floating staircase serves as a sculptural centerpiece, leading to the main living level where modern design and functionality converge. The living area is anchored by a 100-inch electric floating wall and linear fireplace, creating a striking focal point for both everyday living and entertaining. Modern LED lighting, integrated throughout the interior and exterior, enhances the home’s clean architectural lines and evening ambiance. The open-concept kitchen is sleek and refined, featuring premium appliances, a natural gas cooktop, contemporary cabinetry, and generous prep and gathering space—ideal for entertaining or relaxed daily living. The primary suite is a tranquil retreat, highlighted by a spa-inspired bath with LED anti-fog mirrors, a 74-inch soaking tub, and a walk-in closet, along with direct access to outdoor living. Three additional guest suites are thoughtfully designed to offer comfort, privacy, and flexibility. One of the home’s most distinctive features is the private balcony with spa-style hot tub, offering views to both the front and rear of the home—perfectly positioned for morning relaxation, evening unwinding, or enjoying coastal breezes after a day at the beach. The property also offers ample room to add a pool, allowing for future customization of the outdoor living experience. Elevated and thoughtfully constructed in accordance with current building standards, the residence offers peace of mind without compromising design. Beneath the home, an exceptionally expansive garage and storage level accommodates 12 or more vehicles, a rare and highly sought-after feature on Siesta Key. This level also includes a separate flex room with an overhead door that opens directly to the backyard, ideal for a private home gym, wellness studio, hobby space, or additional entertaining area. Just a short stroll away, a charming neighborhood beach at Big Pass provides a front-row seat to boats gliding through the pass and colorful sunsets each evening—a hidden gem that captures the unique coastal energy of the north end of Siesta Key. This is a compelling opportunity for buyers seeking a move-in-ready modernist home on Siesta Key’s coveted north end—where convenience, coastal beauty, and architectural sophistication come together, and where the beach, boating, dining, and Sarasota’s vibrant cultural scene are all within easy reach. A refined blend of modern design, prime location, and lifestyle flexibility, this residence delivers an exceptional Siesta Key experience. 3939 Higel Avenue, Sarasota
$795,000 See this Fabulous Beach Retreat w/Rental Income Opportunity Located Directly Across the Street from the #1 Ranked Beach in the USA! This incredible 2020 Fully Remodeled and Newly Furnished Condo is Steps Away from the Famous Siesta Key White Crystal Sandy Beaches and Turquoise Gulf Waters! UNIT FEATURES: 2 Large Bedrooms, 2 Fully Remodeled Baths, Great Split Level Floor Plan, Main Level includes the Living Room and Master Suite both with Long Lake Views and Balconies to Enjoy the Gulf Breezes and Beautiful Sunsets, Living Room and Master Suite have Vaulted Ceilings, Master Suite has a Fabulous Updated Master Bath w/Dual Shaker-Style Cabinets and Granite Counters, Walk-in Shower w/Beach Pebble Shower Floor, Spacious Dressing Area w/Built-in Closets; Upper Level includes Large Dining Room Overlooking the Living Room to the Lake Views, Elegantly Remodeled 2020 Light Bright Kitchen w/White Shaker-Style Cabinetry, Granite Counter Tops, Stainless Steel Appliances, Eat-in Kitchen Area, Pantry Closet, Laundry Closet plus a Slider to Balcony w/Sunset Views of the Tennis Courts; Split Plan Guest Bedroom Suite also includes a Balcony w/Views of the Tennis Courts, Remodeled Guest Bath w/Designer Tile, Granite Counter Tops and Combo Tub/Shower, 10' Ceilings, Brand New 2025 Tile Flooring on Main Level, One Car Garage on Ground Street Level w/Tons of Storage for Beach Chairs, TURNKEY FURNISHED w/Brand New Coastal Furniture, Home Sleeps 6 w/Sleeper Sofa, Paid in Full $60,000 for Brand New Impact Sliders, Impact Windows and Impact Garage Door to be installed in Spring of 2026, One Small Dog is Permitted for Owners. CONDO includes: Resort Style Amenities, Heated Pool, Tennis and Pickle Ball Courts and BBQ Pavilion. RENTAL FACTS: On-Site Rental Management Office Conveniently Available to take Advantage of the (52) Weekly Rental Program or Choose Your Own Airbnb Program. Owner Currently Books Rentals via Full Service Management through iTrip. Unit Income is approx $60,000 per year. COMMUNITY includes: Public Beach Access Across the Street w/Sand Volley Ball, Tennis & Pickle Ball Courts and Drum Circle. Siesta Key Trolly Transportation to Siesta Key Village is nearby to plenty of Restaurants, Bars, Ice Cream Shops and Boutiques. No Flood Damage to Unit. 2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code See this Fabulous Beach Retreat w/Rental Income Opportunity Located Directly Across the Street from the #1 Ranked Beach in the USA! This incredible 2020 Fully Remodeled and Newly Furnished Condo is Steps Away from the Famous Siesta Key White Crystal Sandy Beaches and Turquoise Gulf Waters! UNIT FEATURES: 2 Large Bedrooms, 2 Fully Remodeled Baths, Great Split Level Floor Plan, Main Level includes the Living Room and Master Suite both with Long Lake Views and Balconies to Enjoy the Gulf Breezes and Beautiful Sunsets, Living Room and Master Suite have Vaulted Ceilings, Master Suite has a Fabulous Updated Master Bath w/Dual Shaker-Style Cabinets and Granite Counters, Walk-in Shower w/Beach Pebble Shower Floor, Spacious Dressing Area w/Built-in Closets; Upper Level includes Large Dining Room Overlooking the Living Room to the Lake Views, Elegantly Remodeled 2020 Light Bright Kitchen w/White Shaker-Style Cabinetry, Granite Counter Tops, Stainless Steel Appliances, Eat-in Kitchen Area, Pantry Closet, Laundry Closet plus a Slider to Balcony w/Sunset Views of the Tennis Courts; Split Plan Guest Bedroom Suite also includes a Balcony w/Views of the Tennis Courts, Remodeled Guest Bath w/Designer Tile, Granite Counter Tops and Combo Tub/Shower, 10' Ceilings, Brand New 2025 Tile Flooring on Main Level, One Car Garage on Ground Street Level w/Tons of Storage for Beach Chairs, TURNKEY FURNISHED w/Brand New Coastal Furniture, Home Sleeps 6 w/Sleeper Sofa, Paid in Full $60,000 for Brand New Impact Sliders, Impact Windows and Impact Garage Door to be installed in Spring of 2026, One Small Dog is Permitted for Owners. CONDO includes: Resort Style Amenities, Heated Pool, Tennis and Pickle Ball Courts and BBQ Pavilion. RENTAL FACTS: On-Site Rental Management Office Conveniently Available to take Advantage of the (52) Weekly Rental Program or Choose Your Own Airbnb Program. Owner Currently Books Rentals via Full Service Management through iTrip. Unit Income is approx $60,000 per year. COMMUNITY includes: Public Beach Access Across the Street w/Sand Volley Ball, Tennis & Pickle Ball Courts and Drum Circle. Siesta Key Trolly Transportation to Siesta Key Village is nearby to plenty of Restaurants, Bars, Ice Cream Shops and Boutiques. No Flood Damage to Unit. 1087 Lake House Circle Unit C104, 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
$690,000 This beautifully reimagined, 3 bed/2 bath, detached freestanding villa with garage in the GULF FRONT property of Whispering Sands has been thoughtfully updated from top to bottom in 2025, offering 1,327 square feet of sophisticated, light-filled living space – blending modern style with effortless comfort. NEW 2025 villa roof. Elegant finishes include fresh interior paint, crown molding, textured ceilings, recessed lighting throughout, ceramic tile flooring in the main living areas, and newly carpeted bedrooms. At the heart of the home is a NEW open kitchen designed for both style and function, featuring granite countertops, breakfast bar, stainless Whirlpool appliances, abundant soft-close cabinetry, and pantry with convenient pull-out drawers. Recessed and under cabinet lighting complete this inviting space. NEW hurricane impact sliders in the living areas and bedrooms provide total peace of mind. A spacious brick paver patio creates an ideal setting for sunny relaxation, entertaining, or grilling under the stars. Both bathrooms have been tastefully updated with granite countertops, soft-close cabinetry, modern fixtures, lighting, and glassed walk-in showers. NEW full sized washer and dryer. Community enhancements include scheduled exterior pressure washing and villa painting in January 2026, with beautiful new landscaping to follow. FURNITURE minus a small exclusion list is included with the sale of the property. 3 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code This beautifully reimagined, 3 bed/2 bath, detached freestanding villa with garage in the GULF FRONT property of Whispering Sands has been thoughtfully updated from top to bottom in 2025, offering 1,327 square feet of sophisticated, light-filled living space – blending modern style with effortless comfort. NEW 2025 villa roof. Elegant finishes include fresh interior paint, crown molding, textured ceilings, recessed lighting throughout, ceramic tile flooring in the main living areas, and newly carpeted bedrooms. At the heart of the home is a NEW open kitchen designed for both style and function, featuring granite countertops, breakfast bar, stainless Whirlpool appliances, abundant soft-close cabinetry, and pantry with convenient pull-out drawers. Recessed and under cabinet lighting complete this inviting space. NEW hurricane impact sliders in the living areas and bedrooms provide total peace of mind. A spacious brick paver patio creates an ideal setting for sunny relaxation, entertaining, or grilling under the stars. Both bathrooms have been tastefully updated with granite countertops, soft-close cabinetry, modern fixtures, lighting, and glassed walk-in showers. NEW full sized washer and dryer. Community enhancements include scheduled exterior pressure washing and villa painting in January 2026, with beautiful new landscaping to follow. FURNITURE minus a small exclusion list is included with the sale of the property. 204 Hourglass Way Unit V9, 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
$1,795,000 One or more photo(s) has been virtually staged. Location, Privacy, Location, Value, Location. Welcome to the BEST non-Gulf front setting in Sanderling on Siesta Key. This fully updated home sits on a ¾-acre lot with an adjacent co-owned ¾-acre lot, giving you the benefit and privacy of over 1.5 acres on a private island in the middle of Sanderling. It is grandfathered to remain as a one-level home with no steps, allowing you to enjoy it indefinitely as your dream home or design and build a future residence on Plover. Set within the gates of the exclusive Sanderling Club on Siesta Key, this exceptional 3-bedroom, 3.5-bath residence presents a rare opportunity to own in one of the island’s most private and storied coastal communities. The Sanderling is a member-owned Gulf-to-Bay enclave celebrated for its low-density design, lush tropical landscape, iconic banyan canopy, and unparalleled access to Siesta Key’s world-famous quartz sand beach. Residents enjoy boat slips for lease, both clay and hard tennis courts, pickleball courts, clubhouse amenities, and guard-gated security. Beautifully positioned among mature tropical landscaping, the home blends timeless charm with high-quality upgrades and thoughtful improvements. Impact-rated windows and doors provide security, energy efficiency, and peace of mind. A brand-new roof was installed in 2025, and the home is insulated throughout with Isonene foam insulation for excellent climate control and quieter interiors. Inside, the home is warm, bright, and designed for relaxed coastal living. The main living spaces feature abundant natural light and tranquil garden views through large windows and sliders that connect seamlessly to the surrounding greenery. A rare feature for Siesta Key, the living room includes a fully functioning wood-burning fireplace, creating a cozy focal point for cooler winter evenings. The open living and dining areas offer flexible space for entertaining or everyday comfort, while the kitchen provides generous workspace, ample cabinetry, and excellent flow to the surrounding rooms. In addition to the three bedrooms, the home includes a comfortable office ideal for remote work or quiet reading, along with a large walk-in pantry providing exceptional storage and organization. The primary suite is privately situated and offers peaceful views, generous closet space, and an en-suite bath designed for comfort and functionality. Two additional guest suites, each with their own private bathrooms, provide excellent accommodations for family and visitors, while a convenient half bath serves the main living areas. Outdoor living is one of the home’s greatest attributes. Surrounded by mature landscaping and the Sanderling’s natural canopy, the grounds feel serene and secluded. A beautifully installed turf lawn creates a low-maintenance outdoor space ideal for pets, play, or lounging, while a dedicated fire pit area offers the perfect place to gather in the evenings and enjoy the soft Gulf breezes. As a resident of the Sanderling Club, you’ll enjoy access to a members-only beachfront, clubhouse amenities, tennis and pickleball courts, and boat access. The Sanderling Clubhouse renovation has been approved and is underway, further enhancing the community’s already exceptional amenities. This bright and inviting island home is truly a must see, offering an extraordinary combination of privacy, setting, and lifestyle in one of Siesta Key’s most cherished communities. 3 Beds ⋅ 4 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code One or more photo(s) has been virtually staged. Location, Privacy, Location, Value, Location. Welcome to the BEST non-Gulf front setting in Sanderling on Siesta Key. This fully updated home sits on a ¾-acre lot with an adjacent co-owned ¾-acre lot, giving you the benefit and privacy of over 1.5 acres on a private island in the middle of Sanderling. It is grandfathered to remain as a one-level home with no steps, allowing you to enjoy it indefinitely as your dream home or design and build a future residence on Plover. Set within the gates of the exclusive Sanderling Club on Siesta Key, this exceptional 3-bedroom, 3.5-bath residence presents a rare opportunity to own in one of the island’s most private and storied coastal communities. The Sanderling is a member-owned Gulf-to-Bay enclave celebrated for its low-density design, lush tropical landscape, iconic banyan canopy, and unparalleled access to Siesta Key’s world-famous quartz sand beach. Residents enjoy boat slips for lease, both clay and hard tennis courts, pickleball courts, clubhouse amenities, and guard-gated security. Beautifully positioned among mature tropical landscaping, the home blends timeless charm with high-quality upgrades and thoughtful improvements. Impact-rated windows and doors provide security, energy efficiency, and peace of mind. A brand-new roof was installed in 2025, and the home is insulated throughout with Isonene foam insulation for excellent climate control and quieter interiors. Inside, the home is warm, bright, and designed for relaxed coastal living. The main living spaces feature abundant natural light and tranquil garden views through large windows and sliders that connect seamlessly to the surrounding greenery. A rare feature for Siesta Key, the living room includes a fully functioning wood-burning fireplace, creating a cozy focal point for cooler winter evenings. The open living and dining areas offer flexible space for entertaining or everyday comfort, while the kitchen provides generous workspace, ample cabinetry, and excellent flow to the surrounding rooms. In addition to the three bedrooms, the home includes a comfortable office ideal for remote work or quiet reading, along with a large walk-in pantry providing exceptional storage and organization. The primary suite is privately situated and offers peaceful views, generous closet space, and an en-suite bath designed for comfort and functionality. Two additional guest suites, each with their own private bathrooms, provide excellent accommodations for family and visitors, while a convenient half bath serves the main living areas. Outdoor living is one of the home’s greatest attributes. Surrounded by mature landscaping and the Sanderling’s natural canopy, the grounds feel serene and secluded. A beautifully installed turf lawn creates a low-maintenance outdoor space ideal for pets, play, or lounging, while a dedicated fire pit area offers the perfect place to gather in the evenings and enjoy the soft Gulf breezes. As a resident of the Sanderling Club, you’ll enjoy access to a members-only beachfront, clubhouse amenities, tennis and pickleball courts, and boat access. The Sanderling Clubhouse renovation has been approved and is underway, further enhancing the community’s already exceptional amenities. This bright and inviting island home is truly a must see, offering an extraordinary combination of privacy, setting, and lifestyle in one of Siesta Key’s most cherished communities. 7221 Plovers Way, Sarasota
$1,305,000 EXCEPTIONALLY RARE - A Siesta Key Unicorn! This 4-bedroom, 4-bath property offers the opportunity to use as a Personal Residence (perfect for multi-generation living), Vacation Home or Duplex. This property is zoned for DAILY rentals, making it ideal for AirBNB! Just a short stroll to the world-famous sugary white sands of Siesta Key Beach, this charming coastal gem is beautifully renovated, decorated in soft beach-inspired hues with comfortable furnishings, tropical décor, and easy-maintenance tile flooring throughout. Designed for both lifestyle and performance, the property is being sold fully furnished and turnkey. Outside, enjoy a fenced, heated pool area surrounded by lush tropical landscaping that creates a private oasis for relaxation. The pool area offers brand-new lounge chairs, a grilling area, and outdoor dining for six—perfect for entertaining guests or unwinding after a day at the beach. There are four assigned parking spaces directly in front, adding convenience for owners and guests alike. This property offers exceptional flexibility and appeal. It is currently being professionally managed as a duplex with future bookings in place and a strong rental history. Whether you are looking for a personal residence for multi-generational living, a place to live AND generate rental income, or a high-performing short-term rental investment, this is it! The property is currently managed by a professional local vacation rental company, making ownership seamless and low-stress. Located close to shopping, dining, trolley stops, South Siesta Key Village, and more, this is a prime location that continues to attract repeat visitors year after year. Call now to schedule a private showing of this must-see property. 4 Beds ⋅ 4 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code EXCEPTIONALLY RARE - A Siesta Key Unicorn! This 4-bedroom, 4-bath property offers the opportunity to use as a Personal Residence (perfect for multi-generation living), Vacation Home or Duplex. This property is zoned for DAILY rentals, making it ideal for AirBNB! Just a short stroll to the world-famous sugary white sands of Siesta Key Beach, this charming coastal gem is beautifully renovated, decorated in soft beach-inspired hues with comfortable furnishings, tropical décor, and easy-maintenance tile flooring throughout. Designed for both lifestyle and performance, the property is being sold fully furnished and turnkey. Outside, enjoy a fenced, heated pool area surrounded by lush tropical landscaping that creates a private oasis for relaxation. The pool area offers brand-new lounge chairs, a grilling area, and outdoor dining for six—perfect for entertaining guests or unwinding after a day at the beach. There are four assigned parking spaces directly in front, adding convenience for owners and guests alike. This property offers exceptional flexibility and appeal. It is currently being professionally managed as a duplex with future bookings in place and a strong rental history. Whether you are looking for a personal residence for multi-generational living, a place to live AND generate rental income, or a high-performing short-term rental investment, this is it! The property is currently managed by a professional local vacation rental company, making ownership seamless and low-stress. Located close to shopping, dining, trolley stops, South Siesta Key Village, and more, this is a prime location that continues to attract repeat visitors year after year. Call now to schedule a private showing of this must-see property. 1123 Crescent Street Unit 1123/1125, 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
$1,835,000 INCREDIBLE FULL Sunset & Gulf Views!....INCREDIBLE "Everything" UPDATES & FINISHES!....INCREDIBLE Boutique Beachside Community!....Rarely Available, You will be WOWED! by this Stunning (3) Bedroom TOP FLOOR residence with GARAGE PARKING in Sought After Casarina---a Resort Style Pet Friendly "low density" plush 7 acre residential complex with over 200' feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager.....Upon Entrance you will be "greeted" with Full Gulf and Beach Views, to be further enjoyed with Morning Coffee and Evening Cocktails on the Generously Sized Lanai*****Bright & Spacious Open Floorplan with Well-Appointed Interiors were COMPLETELY and THROUGHLY renovated, including: ALL Plumbing & Fixtures; Multi-Speed HVAC along with Ductwork; Electrical; Ceilings, Custom Millwork; Polished Porcelain Tile Throughout, Hurricane Windows/Doors; and Kitchen & Baths: Layout, Solid-Wood Cabinetry; Custom Tile Backsplashes; Countertops and CAFE Appliances*****Deeded Beach Access, perfect for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach...Dining/Shopping and Nightlife of the main village are just minutes away---- Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest...... 3 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code INCREDIBLE FULL Sunset & Gulf Views!....INCREDIBLE "Everything" UPDATES & FINISHES!....INCREDIBLE Boutique Beachside Community!....Rarely Available, You will be WOWED! by this Stunning (3) Bedroom TOP FLOOR residence with GARAGE PARKING in Sought After Casarina---a Resort Style Pet Friendly "low density" plush 7 acre residential complex with over 200' feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager.....Upon Entrance you will be "greeted" with Full Gulf and Beach Views, to be further enjoyed with Morning Coffee and Evening Cocktails on the Generously Sized Lanai*****Bright & Spacious Open Floorplan with Well-Appointed Interiors were COMPLETELY and THROUGHLY renovated, including: ALL Plumbing & Fixtures; Multi-Speed HVAC along with Ductwork; Electrical; Ceilings, Custom Millwork; Polished Porcelain Tile Throughout, Hurricane Windows/Doors; and Kitchen & Baths: Layout, Solid-Wood Cabinetry; Custom Tile Backsplashes; Countertops and CAFE Appliances*****Deeded Beach Access, perfect for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach...Dining/Shopping and Nightlife of the main village are just minutes away---- Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest...... 5880 Midnight Pass Road Unit 910, 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
$670,000 Enjoy coastal living in this updated 2-bedroom, 2-bath Siesta Key condo, just minutes from Siesta Key Village and the beach. The second-floor residence features a fresh coastal design and a kitchen remodeled in 2020 with granite countertops, stainless-steel appliances, and a washer/dryer. Natural light fills the space through large sliders that open to two spacious lanais with peaceful water and nature views. One of the community’s true highlights is the waterfront area behind the historic Buster Brown clubhouse—perfect for sunsets, shoreline or pier fishing, and watching the Gulf and bay come together. The private pier also provides kayak and water access. Residents enjoy an elevator-accessible lobby, a pool, and a grilling area, creating a relaxed coastal feel ideal for seasonal or year-round living. Being sold fully furnished, with AC replaced in 2022. 2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code Enjoy coastal living in this updated 2-bedroom, 2-bath Siesta Key condo, just minutes from Siesta Key Village and the beach. The second-floor residence features a fresh coastal design and a kitchen remodeled in 2020 with granite countertops, stainless-steel appliances, and a washer/dryer. Natural light fills the space through large sliders that open to two spacious lanais with peaceful water and nature views. One of the community’s true highlights is the waterfront area behind the historic Buster Brown clubhouse—perfect for sunsets, shoreline or pier fishing, and watching the Gulf and bay come together. The private pier also provides kayak and water access. Residents enjoy an elevator-accessible lobby, a pool, and a grilling area, creating a relaxed coastal feel ideal for seasonal or year-round living. Being sold fully furnished, with AC replaced in 2022. 4900 Ocean Boulevard Unit 201, Sarasota
$5,000,000 Exquisite Gulf-front penthouse, a private full-floor residence near Siesta Key’s pristine sands. Immerse yourself in the ultimate coastal luxury lifestyle with this spectacular Gulf-front penthouse, in an exclusive 3-residence boutique building, where each home occupies its private floor. Just near the world-renowned powdery quartz sands of Siesta Beach, this one-of-a-kind 3-bedroom, 3.5-bath residence offers breathtaking, unobstructed panoramic views of the azure Gulf waters and vibrant sunsets from nearly every room. Designed for the beach-loving connoisseur, this exceptional home features 3 spacious bedrooms, including 2 private suites, each with spa-inspired baths and floor-to-ceiling windows showcasing endless Gulf vistas. A second-story bonus room with a half bath provides a versatile space ideal for a media room, home office or guest retreat, all while offering stunning rooftop views. From the moment you get off the private-stop elevator directly into your full-floor residence, you’re met with sweeping Gulf views framed by walls of glass, filling the interiors with natural light and seamless indoor-outdoor ambiance. The expansive open-concept living space is ideal for everyday living and entertaining. The gourmet kitchen is a chef’s dream, featuring premium appliances, sleek modern cabinetry and elegant stone countertops. Travertine and rich wood flooring add warmth and refinement throughout. The magnificent rooftop terrace offers complete privacy for sunbathing, entertaining, or unwinding while enjoying soothing sea breezes and postcard-worthy sunsets. Additional luxury amenities include a secure lobby, a rare 2-car tandem garage with private driveway and private elevator access, delivering the comfort and privacy typically found only in single-family beachfront estates. On ground level, an inviting shaded outdoor lounge and dining area with a built-in grill creates the ideal setting for alfresco meals under the stars, all just a short distance along a private shell path to the soft white sands of Siesta Beach. Beyond the beach, enjoy the vibrant energy of Siesta Village, with boutique shopping, fine dining and lively nightlife just minutes away. If you value privacy, exclusivity and full-floor living paired with direct beach access, this extraordinary penthouse presents a rare opportunity to own one of Siesta Key’s most desired Gulf-front residences. 3 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code Exquisite Gulf-front penthouse, a private full-floor residence near Siesta Key’s pristine sands. Immerse yourself in the ultimate coastal luxury lifestyle with this spectacular Gulf-front penthouse, in an exclusive 3-residence boutique building, where each home occupies its private floor. Just near the world-renowned powdery quartz sands of Siesta Beach, this one-of-a-kind 3-bedroom, 3.5-bath residence offers breathtaking, unobstructed panoramic views of the azure Gulf waters and vibrant sunsets from nearly every room. Designed for the beach-loving connoisseur, this exceptional home features 3 spacious bedrooms, including 2 private suites, each with spa-inspired baths and floor-to-ceiling windows showcasing endless Gulf vistas. A second-story bonus room with a half bath provides a versatile space ideal for a media room, home office or guest retreat, all while offering stunning rooftop views. From the moment you get off the private-stop elevator directly into your full-floor residence, you’re met with sweeping Gulf views framed by walls of glass, filling the interiors with natural light and seamless indoor-outdoor ambiance. The expansive open-concept living space is ideal for everyday living and entertaining. The gourmet kitchen is a chef’s dream, featuring premium appliances, sleek modern cabinetry and elegant stone countertops. Travertine and rich wood flooring add warmth and refinement throughout. The magnificent rooftop terrace offers complete privacy for sunbathing, entertaining, or unwinding while enjoying soothing sea breezes and postcard-worthy sunsets. Additional luxury amenities include a secure lobby, a rare 2-car tandem garage with private driveway and private elevator access, delivering the comfort and privacy typically found only in single-family beachfront estates. On ground level, an inviting shaded outdoor lounge and dining area with a built-in grill creates the ideal setting for alfresco meals under the stars, all just a short distance along a private shell path to the soft white sands of Siesta Beach. Beyond the beach, enjoy the vibrant energy of Siesta Village, with boutique shopping, fine dining and lively nightlife just minutes away. If you value privacy, exclusivity and full-floor living paired with direct beach access, this extraordinary penthouse presents a rare opportunity to own one of Siesta Key’s most desired Gulf-front residences. 534 Beach Road, Sarasota
$799,900 Under contract-accepting backup offers. Huge opportunity to own a spacious 2,400 sq ft, 3 bedroom condo on Siesta Key with an aggressive, new price drop! Now being offered at $799,900 - an unbelievable $339.22 per square foot (vs recent SK sales average of $460 per square foot). This is a fabulous family investment with plenty of room to sleep 8 people (Note: a 4th bedroom could easily be added). This condo has brand new floor-to-ceiling high impact hurricane sliders that run the entire length of the condo and open to a full 95’ lanai for a nice open-air feeling. Allow your family to enjoy your new vacation home, then use the successful in-house rental program to make additional income for yourself. The best of both worlds! Gated-community amenities abound here: both private beach access and intracoastal access with use of free boat slips and kayak racks. One of the largest heated pools on the Key. Brand new pickleball and tennis courts. Tropical landscaping that includes areas for nice seating on the intracoastal, outdoor grilling and picnics, shuffleboard, cornhole, and basketball goal. Fitness center and party/event space. Wheel-chair accessible property. You can go from car to kitchen with no steps! This condo offers a very desirable split floorplan with the primary bedroom on one end and the other two bedrooms on the opposite end with 2 distinct heating/cooling systems. Also includes 2.5 baths with both a tub and shower option. Generous closets in each room, plus a large owner’s closet, beach closet and unique private, full storage closet in hallway next to condo. Whether you are searching for a spacious family getaway, a peaceful primary residence, and/or a high-performing rental, this rare offering delivers. 3 Beds ⋅ 3 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code Under contract-accepting backup offers. Huge opportunity to own a spacious 2,400 sq ft, 3 bedroom condo on Siesta Key with an aggressive, new price drop! Now being offered at $799,900 - an unbelievable $339.22 per square foot (vs recent SK sales average of $460 per square foot). This is a fabulous family investment with plenty of room to sleep 8 people (Note: a 4th bedroom could easily be added). This condo has brand new floor-to-ceiling high impact hurricane sliders that run the entire length of the condo and open to a full 95’ lanai for a nice open-air feeling. Allow your family to enjoy your new vacation home, then use the successful in-house rental program to make additional income for yourself. The best of both worlds! Gated-community amenities abound here: both private beach access and intracoastal access with use of free boat slips and kayak racks. One of the largest heated pools on the Key. Brand new pickleball and tennis courts. Tropical landscaping that includes areas for nice seating on the intracoastal, outdoor grilling and picnics, shuffleboard, cornhole, and basketball goal. Fitness center and party/event space. Wheel-chair accessible property. You can go from car to kitchen with no steps! This condo offers a very desirable split floorplan with the primary bedroom on one end and the other two bedrooms on the opposite end with 2 distinct heating/cooling systems. Also includes 2.5 baths with both a tub and shower option. Generous closets in each room, plus a large owner’s closet, beach closet and unique private, full storage closet in hallway next to condo. Whether you are searching for a spacious family getaway, a peaceful primary residence, and/or a high-performing rental, this rare offering delivers. 6415 Midnight Pass Road Unit 211, Sarasota