Swfloridafinehomes.com Search Results

$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

$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

$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

$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

$815,000

Welcome to your slice of effortless Siesta Key living at the desirable Seashell Condominiums. This inviting second-floor residence, Unit 208, offers two bedrooms and two baths wrapped in a light, coastal aesthetic that immediately sets the tone for island life. Thoughtfully laid out and easy to maintain, the space feels comfortable and welcoming, while new impact windows and sliders offer peace of mind. Seashell is a boutique community of just 48 residences, creating a relaxed, neighborly atmosphere without sacrificing amenities. Residents enjoy private beach access, a heated pool, outdoor grilling areas, and a tiki hut perfect for hosting casual gatherings or enjoying lunch in the shade. The gated property also features under-building parking and onsite rental management, making ownership simple and flexible—ideal for personal use, rental income, or both. Location is key, and Seashell delivers. Situated near Captain Curt’s Plaza—often referred to as Siesta Key’s South Village—you’re moments from popular restaurants, live music, and everyday island conveniences. With the Stickney Point Bridge directly across the street, on-and-off island access is refreshingly easy. Laid-back, well-located, and designed for easy coastal living, this is Siesta Key ownership made simple.

2 Beds ⋅ 2 Baths ⋅ Seashell SubDv. ⋅ 34242 Zip Code

Welcome to your slice of effortless Siesta Key living at the desirable Seashell Condominiums. This inviting second-floor residence, Unit 208, offers two bedrooms and two baths wrapped in a light, coastal aesthetic that immediately sets the tone for island life. Thoughtfully laid out and easy to maintain, the space feels comfortable and welcoming, while new impact windows and sliders offer peace of mind. Seashell is a boutique community of just 48 residences, creating a relaxed, neighborly atmosphere without sacrificing amenities. Residents enjoy private beach access, a heated pool, outdoor grilling areas, and a tiki hut perfect for hosting casual gatherings or enjoying lunch in the shade. The gated property also features under-building parking and onsite rental management, making ownership simple and flexible—ideal for personal use, rental income, or both. Location is key, and Seashell delivers. Situated near Captain Curt’s Plaza—often referred to as Siesta Key’s South Village—you’re moments from popular restaurants, live music, and everyday island conveniences. With the Stickney Point Bridge directly across the street, on-and-off island access is refreshingly easy. Laid-back, well-located, and designed for easy coastal living, this is Siesta Key ownership made simple.

6500 Midnight Pass Road Unit 208, Sarasota

$3,750,000

One or more photo(s) has been virtually staged. Nestled within the exclusive gated Siesta Key waterfront enclave of Spice Bay, home to just 14 residences, The Somerset by London Bay Homes defines the pinnacle of coastal contemporary luxury with distinctive West Indies architecture. This two-story, four-bedroom estate harmonizes seamlessly with its lush tropical surroundings, offering serene garden views framed by palms and vibrant flowering landscapes. Just a short stroll from the home, a fully equipped, privately assigned dock along Little Sarasota Bay provides effortless boating access, featuring a 14,000-lb boat lift at the pier’s end. View the immersive 3D Interior Tour One. Spanning more than 5,000 square feet of air-conditioned living space, the estate is designed for both elegance and effortless entertainment. Expansive sliding glass walls open the great room to the pool deck and covered outdoor living area. French oak flooring and silver-toned designer lighting unify the interior, connecting the dining room, gourmet kitchen, study, and master suite with a refined, cohesive flow. A hidden entry room—currently housing a Control 4 home automation system—offers the potential for a future elevator while controlling lighting, music, and security throughout the home. Exquisite millwork enhances the interiors, including beadboard, custom built-ins, and architectural beams along the entry stair wall, great room media feature, and gallery leading to the master suite. Floating beams and polished nickel pendant lighting highlight the kitchen and dining area, while a dramatic pyramid ceiling elevates the master bedroom. The study, with its beamed ceiling and pool deck access, opens via double doors for privacy and elegance. The chef’s kitchen is outfitted with Pompeii white mist quartz countertops, a smoked stiletto tile backsplash, an oversized apron-front breakfast bar, and seamless access to the wine room and butler’s pantry. The dining area flows to the alfresco living space, complete with a fully equipped outdoor kitchen and a dedicated full pool bath. Upstairs, a loft and family room are joined by two guest suites and a fourth bedroom, offering private accommodation for visitors which includes a convenient washer dryer closet. The master suite overlooks the pool and outdoor fireplace and features a private sitting area. Its luxurious bath includes emerald quartz dual vanities, a polished nickel chandelier, a beamed ceiling, and a freestanding soaking tub beneath a picture window. Outdoor living is elevated with a motorized retractable screen, covered lounge and dining area, and a custom Bahama blue linear pool with sun shelf, spa, raised glass-tiled wall with bronze scuppers, and built-in planter. A sun deck, waterfall feature, mosquito misting system, and nearby fireplace create a serene, resort-style experience in complete privacy. The award winning white powdery sands Siesta Key beach, restaurants and fun shopping are a short three miles away. Quick access to downtown Sarasota with entertainment, dining and cultural options. Additional amenities include a three-car air-conditioned garage with motorized storage and bike lifts, a 24kW whole-house Generac generator connected to natural gas, fenced in pet exercise area and irrigation supplied by a private on-site well.

4 Beds ⋅ 4 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Nestled within the exclusive gated Siesta Key waterfront enclave of Spice Bay, home to just 14 residences, The Somerset by London Bay Homes defines the pinnacle of coastal contemporary luxury with distinctive West Indies architecture. This two-story, four-bedroom estate harmonizes seamlessly with its lush tropical surroundings, offering serene garden views framed by palms and vibrant flowering landscapes. Just a short stroll from the home, a fully equipped, privately assigned dock along Little Sarasota Bay provides effortless boating access, featuring a 14,000-lb boat lift at the pier’s end. View the immersive 3D Interior Tour One. Spanning more than 5,000 square feet of air-conditioned living space, the estate is designed for both elegance and effortless entertainment. Expansive sliding glass walls open the great room to the pool deck and covered outdoor living area. French oak flooring and silver-toned designer lighting unify the interior, connecting the dining room, gourmet kitchen, study, and master suite with a refined, cohesive flow. A hidden entry room—currently housing a Control 4 home automation system—offers the potential for a future elevator while controlling lighting, music, and security throughout the home. Exquisite millwork enhances the interiors, including beadboard, custom built-ins, and architectural beams along the entry stair wall, great room media feature, and gallery leading to the master suite. Floating beams and polished nickel pendant lighting highlight the kitchen and dining area, while a dramatic pyramid ceiling elevates the master bedroom. The study, with its beamed ceiling and pool deck access, opens via double doors for privacy and elegance. The chef’s kitchen is outfitted with Pompeii white mist quartz countertops, a smoked stiletto tile backsplash, an oversized apron-front breakfast bar, and seamless access to the wine room and butler’s pantry. The dining area flows to the alfresco living space, complete with a fully equipped outdoor kitchen and a dedicated full pool bath. Upstairs, a loft and family room are joined by two guest suites and a fourth bedroom, offering private accommodation for visitors which includes a convenient washer dryer closet. The master suite overlooks the pool and outdoor fireplace and features a private sitting area. Its luxurious bath includes emerald quartz dual vanities, a polished nickel chandelier, a beamed ceiling, and a freestanding soaking tub beneath a picture window. Outdoor living is elevated with a motorized retractable screen, covered lounge and dining area, and a custom Bahama blue linear pool with sun shelf, spa, raised glass-tiled wall with bronze scuppers, and built-in planter. A sun deck, waterfall feature, mosquito misting system, and nearby fireplace create a serene, resort-style experience in complete privacy. The award winning white powdery sands Siesta Key beach, restaurants and fun shopping are a short three miles away. Quick access to downtown Sarasota with entertainment, dining and cultural options. Additional amenities include a three-car air-conditioned garage with motorized storage and bike lifts, a 24kW whole-house Generac generator connected to natural gas, fenced in pet exercise area and irrigation supplied by a private on-site well.

1202 Sharswood Lane, Sarasota

$750,000

Welcome to the exclusive Pompano building, a well-maintained non?55+ community set within the highly sought after Siesta Harbor.. This 2 bed 2 bath, completely remodeled end unit has a wrap around balcony that provides endless views of the ocean and the Intracoastal waterway. Custom kitchen with quartz countertops wood cabinetry with glass inserts, and 2 beautifully renovated bathrooms. Significant amount of storage. 2 month rentals, no pets, washer and dry is common and is located in the corridor right outside your front door. Association fees includes Cable, Water, Trash, Sewer, Internet, Common area taxes, Community Pool, Fitness center, Escrow Reserves Fund, Insurance, Maintenance Exterior, Maintenance Grounds, Manager, Pool Maintenance, Trash.

2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

Welcome to the exclusive Pompano building, a well-maintained non?55+ community set within the highly sought after Siesta Harbor.. This 2 bed 2 bath, completely remodeled end unit has a wrap around balcony that provides endless views of the ocean and the Intracoastal waterway. Custom kitchen with quartz countertops wood cabinetry with glass inserts, and 2 beautifully renovated bathrooms. Significant amount of storage. 2 month rentals, no pets, washer and dry is common and is located in the corridor right outside your front door. Association fees includes Cable, Water, Trash, Sewer, Internet, Common area taxes, Community Pool, Fitness center, Escrow Reserves Fund, Insurance, Maintenance Exterior, Maintenance Grounds, Manager, Pool Maintenance, Trash.

1325 S Portofino Drive Unit 310, Sarasota

$6,499,000

Under contract-accepting backup offers. Welcome to Residence #201 at Halcyon Siesta Key—a rare opportunity within one of the island’s most exclusive boutique communities. With only six Gulf-front residences, Halcyon offers the ultimate in privacy, luxury, and architectural sophistication. This exquisite coastal retreat blends modern design with relaxed seaside living. Engineered hardwood floors, soft coastal hues, and floor-to-ceiling hurricane-impact windows frame sweeping views of the turquoise Gulf waters. Step off your private elevator into a bright, open floor plan designed for effortless entertaining. The gourmet kitchen features Wolf appliances, a wine fridge, and an oversized island flowing seamlessly into the dining and living spaces. The Gulf-front primary suite is a serene escape with a spa-inspired bath boasting dual vanities, a soaking tub, and a glass-enclosed shower. Two additional guest suites—each with private en-suite baths—offer exceptional comfort, while a versatile den/office provides flexibility for work or an additional bedroom. Unwind on your private Gulf-front terrace, where sunsets and sea breezes set the tone for everyday tranquility. Enjoy direct private beach access and the exclusive front amenity cabin, complete with a fitness center, bathrooms, comfortable lounge area, and an expansive deck ideal for entertaining or relaxing after a day by the water. A private two-car garage and resort-style amenities—including a beachfront pool and fire pit—complete this one-of-a-kind coastal lifestyle!

4 Beds ⋅ 5 Baths ⋅ Halcyon Siesta Key SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Welcome to Residence #201 at Halcyon Siesta Key—a rare opportunity within one of the island’s most exclusive boutique communities. With only six Gulf-front residences, Halcyon offers the ultimate in privacy, luxury, and architectural sophistication. This exquisite coastal retreat blends modern design with relaxed seaside living. Engineered hardwood floors, soft coastal hues, and floor-to-ceiling hurricane-impact windows frame sweeping views of the turquoise Gulf waters. Step off your private elevator into a bright, open floor plan designed for effortless entertaining. The gourmet kitchen features Wolf appliances, a wine fridge, and an oversized island flowing seamlessly into the dining and living spaces. The Gulf-front primary suite is a serene escape with a spa-inspired bath boasting dual vanities, a soaking tub, and a glass-enclosed shower. Two additional guest suites—each with private en-suite baths—offer exceptional comfort, while a versatile den/office provides flexibility for work or an additional bedroom. Unwind on your private Gulf-front terrace, where sunsets and sea breezes set the tone for everyday tranquility. Enjoy direct private beach access and the exclusive front amenity cabin, complete with a fitness center, bathrooms, comfortable lounge area, and an expansive deck ideal for entertaining or relaxing after a day by the water. A private two-car garage and resort-style amenities—including a beachfront pool and fire pit—complete this one-of-a-kind coastal lifestyle!

6100 Midnight Pass Road Unit 201, Sarasota

$700,000

A rare top floor opportunity in a quiet corner of Island Reef. Stunning views of Little Sarasota Bay and the Gulf from the always-shaded lanai or balcony where sunrises and sunsets are easily visible this time of year. Renovated from top to bottom, this is one of the few units with "Impact Glass" already installed in the lanai. This is a true turn-key opportunity allows you to move in immediately and start enjoying this little corner of paradise. Kitchen features granite countertops, and the unit includes an in-residence laundry. Furnished and complete with a carport! Island Reef is a serene waterfront community, and one of the few Gulf-to-Bay communities that offers many desirable amenities including a beach, boat docks (lifts allowed), two lit tennis courts, pickleball, two fitness rooms, kayak storage, a library, billiards, a game room, a clubhouse, two heated pools and gas grills. Pet friendly! Tropical gardens enhance the appeal of Island Reef and this wonderful community, conveniently located near two of Siesta Key's popular restaurants. A complimentary trolley provides access to Siesta beach, Siesta Village offering dining, shopping, ice cream, mini donuts, cute brunch spots, dancing, and live music every night of the week.

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

A rare top floor opportunity in a quiet corner of Island Reef. Stunning views of Little Sarasota Bay and the Gulf from the always-shaded lanai or balcony where sunrises and sunsets are easily visible this time of year. Renovated from top to bottom, this is one of the few units with "Impact Glass" already installed in the lanai. This is a true turn-key opportunity allows you to move in immediately and start enjoying this little corner of paradise. Kitchen features granite countertops, and the unit includes an in-residence laundry. Furnished and complete with a carport! Island Reef is a serene waterfront community, and one of the few Gulf-to-Bay communities that offers many desirable amenities including a beach, boat docks (lifts allowed), two lit tennis courts, pickleball, two fitness rooms, kayak storage, a library, billiards, a game room, a clubhouse, two heated pools and gas grills. Pet friendly! Tropical gardens enhance the appeal of Island Reef and this wonderful community, conveniently located near two of Siesta Key's popular restaurants. A complimentary trolley provides access to Siesta beach, Siesta Village offering dining, shopping, ice cream, mini donuts, cute brunch spots, dancing, and live music every night of the week.

8779 Midnight Pass Road Unit 502H, Sarasota

$1,999,999

PRICE IMPROVEMENT! Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior doors with switchable privacy glass in both full baths. Peace of mind is paramount here: the home features new hurricane-rated windows, doors, skylights, and garage door. Further structural updates include a new flat roof connecting to the pool cage with new wood framing and super gutters. Additional upgrades include a brand new AC, pool conversion to a heated saltwater system, pre-wiring for security cameras, elegant alabaster chandeliers, a new Café dishwasher, and more. Situated at a high point on Siesta Key, this home experienced no flood water intrusion or damage during the historic 2024 hurricane season. The split-bedroom floor plan features pocket sliding doors throughout that practically vanish to create a seamless integration with the sprawling, travertine-floored screened lanai and pool—perfect for entertaining or filling the house with fresh Florida air. Mature tropical landscaping surrounds the home, accentuating the outdoor oasis while providing exceptional privacy. Inside, cathedral ceilings and skylights amplify the spacious, open atmosphere. From the kitchen’s quartz countertops, solid wood cabinetry, gas cooktop, and stainless appliances to the stunning granite-accented gas fireplace, every inch of this home exudes quality craftsmanship and luxury. You will love the large laundry room, fully equipped with a sink and cabinetry matching the kitchen's high standards and aesthetic. The fourth bedroom is a private retreat located above the spacious, high-ceiling two-car garage; fully permitted by the current owners, it features its own mini-split system for comfort. Additional conveniences include a whole-home water softener, reverse osmosis kitchen filter, irrigation system, and outdoor shower. With glowing landscape lighting and the colorful Florida sky, this home is absolutely stunning at twilight. The icing on the cake is the location—just one mile from pristine beaches! Make an appointment today to experience the perfect balance of form and function in this incredible Siesta Key home.

4 Beds ⋅ 3 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code

PRICE IMPROVEMENT! Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior doors with switchable privacy glass in both full baths. Peace of mind is paramount here: the home features new hurricane-rated windows, doors, skylights, and garage door. Further structural updates include a new flat roof connecting to the pool cage with new wood framing and super gutters. Additional upgrades include a brand new AC, pool conversion to a heated saltwater system, pre-wiring for security cameras, elegant alabaster chandeliers, a new Café dishwasher, and more. Situated at a high point on Siesta Key, this home experienced no flood water intrusion or damage during the historic 2024 hurricane season. The split-bedroom floor plan features pocket sliding doors throughout that practically vanish to create a seamless integration with the sprawling, travertine-floored screened lanai and pool—perfect for entertaining or filling the house with fresh Florida air. Mature tropical landscaping surrounds the home, accentuating the outdoor oasis while providing exceptional privacy. Inside, cathedral ceilings and skylights amplify the spacious, open atmosphere. From the kitchen’s quartz countertops, solid wood cabinetry, gas cooktop, and stainless appliances to the stunning granite-accented gas fireplace, every inch of this home exudes quality craftsmanship and luxury. You will love the large laundry room, fully equipped with a sink and cabinetry matching the kitchen's high standards and aesthetic. The fourth bedroom is a private retreat located above the spacious, high-ceiling two-car garage; fully permitted by the current owners, it features its own mini-split system for comfort. Additional conveniences include a whole-home water softener, reverse osmosis kitchen filter, irrigation system, and outdoor shower. With glowing landscape lighting and the colorful Florida sky, this home is absolutely stunning at twilight. The icing on the cake is the location—just one mile from pristine beaches! Make an appointment today to experience the perfect balance of form and function in this incredible Siesta Key home.

5361 Siesta Ct, Sarasota

$650,000

FULL GULF & SUNSET VIEWS---You will be WOWED by this TURNKEY FURNISHED Siesta Key residence, just moments to the "baby powder" quartz white sands of TOP RATED Siesta Key Beach....This Well-Appointed, Spacious & Pet Friendly Two Bedroom/2 Bath condo has many desired UPDATES: Impact Windows/Sliders; Vinyl Plank Flooring Throughout; Custom Millwork& Plantation Shutters; HVAC & Hot Water Tank replaced 2021; In Unit Washer/Dryer; and a Large Kitchen with solid wood cabinetry; stainless appliances; wine cooler & Generous amounts of Counter Space & Storage!...You will ENJOY your morning coffee Dolphin Watching and your evening cocktails soaking in the Amazing Colors of Sunset over the Gulf...Sea Village is a boutique community that is conveniently located to the dining/shopping/nightlife of the Main Village, features (2) gulfside Pools; fishing pier; Bike Storage & additional Storage Lockers....Perfect as Investment; Vacation or Year-Round Residence.

2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code

FULL GULF & SUNSET VIEWS---You will be WOWED by this TURNKEY FURNISHED Siesta Key residence, just moments to the "baby powder" quartz white sands of TOP RATED Siesta Key Beach....This Well-Appointed, Spacious & Pet Friendly Two Bedroom/2 Bath condo has many desired UPDATES: Impact Windows/Sliders; Vinyl Plank Flooring Throughout; Custom Millwork& Plantation Shutters; HVAC & Hot Water Tank replaced 2021; In Unit Washer/Dryer; and a Large Kitchen with solid wood cabinetry; stainless appliances; wine cooler & Generous amounts of Counter Space & Storage!...You will ENJOY your morning coffee Dolphin Watching and your evening cocktails soaking in the Amazing Colors of Sunset over the Gulf...Sea Village is a boutique community that is conveniently located to the dining/shopping/nightlife of the Main Village, features (2) gulfside Pools; fishing pier; Bike Storage & additional Storage Lockers....Perfect as Investment; Vacation or Year-Round Residence.

4660 Ocean Boulevard Unit E2, Sarasota

$125,000

Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s #1 beach. For buyers searching for Siesta Key real estate, fractional ownership opportunities, or a luxury Gulf-front condo for sale, this offering stands out as truly exceptional. Step into an expansive residence that radiates comfort and coastal charm. The unit has been beautifully refreshed with more than $150,000 in designer furniture and high-end furnishings, giving the home an elevated, stylish, and welcoming atmosphere. The spacious floor plan includes a primary suite, a secondary suite, and a generous guest bedroom—making it ideal for extended stays and visiting guests. The gourmet kitchen features premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtfully curated accessories that enhance the home’s luxury coastal feel. As an owner, you’ll enjoy signature Hyatt Vacation Club amenities, including full-service beach and concierge support, assistance with local activities, continental breakfast, valet parking, and 24-hour security. Every detail is designed to deliver an effortless blend of private ownership and resort-style living on Siesta Key. Claim your piece of paradise—four uninterrupted winter weeks in a spacious Gulf-front residence—and enjoy the benefits of fractional ownership at a fraction of the cost of full ownership. If you're searching for the perfect Siesta Key beachfront property, this rare four-week package offers unmatched value, flexibility, and lifestyle.

3 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code

Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s #1 beach. For buyers searching for Siesta Key real estate, fractional ownership opportunities, or a luxury Gulf-front condo for sale, this offering stands out as truly exceptional. Step into an expansive residence that radiates comfort and coastal charm. The unit has been beautifully refreshed with more than $150,000 in designer furniture and high-end furnishings, giving the home an elevated, stylish, and welcoming atmosphere. The spacious floor plan includes a primary suite, a secondary suite, and a generous guest bedroom—making it ideal for extended stays and visiting guests. The gourmet kitchen features premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtfully curated accessories that enhance the home’s luxury coastal feel. As an owner, you’ll enjoy signature Hyatt Vacation Club amenities, including full-service beach and concierge support, assistance with local activities, continental breakfast, valet parking, and 24-hour security. Every detail is designed to deliver an effortless blend of private ownership and resort-style living on Siesta Key. Claim your piece of paradise—four uninterrupted winter weeks in a spacious Gulf-front residence—and enjoy the benefits of fractional ownership at a fraction of the cost of full ownership. If you're searching for the perfect Siesta Key beachfront property, this rare four-week package offers unmatched value, flexibility, and lifestyle.

915 Seaside Drive Unit 606, Weeks 14-17, Sarasota

$575,800

Under contract-accepting backup offers. Welcome to one of the best locations on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Location is fantastic! Wait until you see the grounds! You have the best of both worlds. Your new condominium is a 2 bedroom 2 bathroom split plan with brand-new hurricane sliding doors. Inside you have abundant natural light and a spacious combo kitchen/dining room/living room setting offering a move-in-ready condition. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value, $10.00 per month boat slip fee. This is crazy insane ridiculous pricing for a boat slip…offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The building is solid concrete! Buyer has one car spot #77. This is a perfect investment for rental opportunities. Weekly rentals are allowed. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. If you have a boat, The Anchorage also offers free dockage along the Seawall! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Welcome to one of the best locations on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Location is fantastic! Wait until you see the grounds! You have the best of both worlds. Your new condominium is a 2 bedroom 2 bathroom split plan with brand-new hurricane sliding doors. Inside you have abundant natural light and a spacious combo kitchen/dining room/living room setting offering a move-in-ready condition. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value, $10.00 per month boat slip fee. This is crazy insane ridiculous pricing for a boat slip…offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The building is solid concrete! Buyer has one car spot #77. This is a perfect investment for rental opportunities. Weekly rentals are allowed. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. If you have a boat, The Anchorage also offers free dockage along the Seawall! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

6415 Midnight Pass Road Unit 306, Sarasota

$475,000

Siesta Key Waterfront Opportunity – Unmatched full bay views from your lanai, Gulf views from your front balcony — this 2 bed, 2 bath condo offers the best of coastal living on Siesta Key. Spacious and ready for your personal touch, this condo is ideal for those looking to renovate and build equity. The community offers two bayfront pools, pickleball and tennis courts, fitness center, kayak racks, and some of the most affordable boat docks around (first come, first served). No flooding in this complex! Reserved carport next to the elevator. Turtle Beach access just across the street. Trolley stop nearby for easy island exploring. Monthly rentals allowed 12x per year with onsite management. Whether you're searching for a relaxing island escape or an income-producing property, this is your chance to own in one of Siesta Key’s most desirable waterfront communities.

2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code

Siesta Key Waterfront Opportunity – Unmatched full bay views from your lanai, Gulf views from your front balcony — this 2 bed, 2 bath condo offers the best of coastal living on Siesta Key. Spacious and ready for your personal touch, this condo is ideal for those looking to renovate and build equity. The community offers two bayfront pools, pickleball and tennis courts, fitness center, kayak racks, and some of the most affordable boat docks around (first come, first served). No flooding in this complex! Reserved carport next to the elevator. Turtle Beach access just across the street. Trolley stop nearby for easy island exploring. Monthly rentals allowed 12x per year with onsite management. Whether you're searching for a relaxing island escape or an income-producing property, this is your chance to own in one of Siesta Key’s most desirable waterfront communities.

8911 Midnight Pass Road Unit 410, Sarasota

$2,395,000

The Fastest Open-Water Access Available on Siesta Key Under $2.5 Million Less than 3 minutes to Sarasota Bay, 95 feet of waterfront, and a 75 x 3 of dock designed for serious boating enthusiasts. If you’ve been searching for a waterfront home that prioritizes boating convenience over lengthy canal runs, this is one of the most compelling opportunities currently available on Siesta Key. Why spend 30–45 minutes idling through canals when you can be in Sarasota Bay in under 3 minutes? Positioned on one of Siesta Key’s premier deep-water canals, this exceptional waterfront residence offers the rare combination of protected dockage and near-immediate access to open water. For boaters who value time on the water, this location is difficult to replicate at any price point. Designed with larger vessels in mind, the property features approximately 95 feet of waterfront, a 75-foot dock, 200-amp dock service, and four 50-amp shore power connections. Whether you’re heading offshore, cruising the Intracoastal, or enjoying a sunset cruise across Sarasota Bay, this home delivers a level of boating convenience that few waterfront properties can match. Boater Highlights?• Less than 3 minutes to Sarasota Bay?• Approximately 95 feet of waterfront?• 75-foot dock?• Four 50-amp shore power connections?• 200-amp dock service?• Deep-water canal location?• Protected dockage with quick open-water access Inside, the home has been thoughtfully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept floor plan, Viking gas appliances, custom cabinetry, and expansive waterfront views. The spacious living areas flow seamlessly into the kitchen and entertaining spaces, creating an ideal environment for both everyday living and hosting guests. The private primary suite serves as a luxurious retreat, complete with an oversized walk-in closet, spa-inspired bathroom, glass-enclosed shower, and direct outdoor access. An additional flexible space offers the opportunity to create a fourth bedroom, private guest suite, office, or media room. Outdoor living is centered around the waterfront lifestyle. Enjoy a saltwater pool and spa, tropical landscaping, integrated lighting, retractable awning, propane fire pit, outdoor shower, and multiple seating and entertaining areas overlooking the canal. Additional features include a 13.5 kW generator, hurricane protection, epoxy-finished garage, updated HVAC system, newer water heater with circulation system, 250-gallon propane tank, and valuable dry storage space. Originally introduced at $2,690,000 and now offered at $2,450,000, this property represents one of the strongest values currently available for buyers seeking deep-water dockage, exceptional boating access, and luxury waterfront living on Siesta Key. Luxury yacht available separately.

3 Beds ⋅ 2 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code

The Fastest Open-Water Access Available on Siesta Key Under $2.5 Million Less than 3 minutes to Sarasota Bay, 95 feet of waterfront, and a 75 x 3 of dock designed for serious boating enthusiasts. If you’ve been searching for a waterfront home that prioritizes boating convenience over lengthy canal runs, this is one of the most compelling opportunities currently available on Siesta Key. Why spend 30–45 minutes idling through canals when you can be in Sarasota Bay in under 3 minutes? Positioned on one of Siesta Key’s premier deep-water canals, this exceptional waterfront residence offers the rare combination of protected dockage and near-immediate access to open water. For boaters who value time on the water, this location is difficult to replicate at any price point. Designed with larger vessels in mind, the property features approximately 95 feet of waterfront, a 75-foot dock, 200-amp dock service, and four 50-amp shore power connections. Whether you’re heading offshore, cruising the Intracoastal, or enjoying a sunset cruise across Sarasota Bay, this home delivers a level of boating convenience that few waterfront properties can match. Boater Highlights?• Less than 3 minutes to Sarasota Bay?• Approximately 95 feet of waterfront?• 75-foot dock?• Four 50-amp shore power connections?• 200-amp dock service?• Deep-water canal location?• Protected dockage with quick open-water access Inside, the home has been thoughtfully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept floor plan, Viking gas appliances, custom cabinetry, and expansive waterfront views. The spacious living areas flow seamlessly into the kitchen and entertaining spaces, creating an ideal environment for both everyday living and hosting guests. The private primary suite serves as a luxurious retreat, complete with an oversized walk-in closet, spa-inspired bathroom, glass-enclosed shower, and direct outdoor access. An additional flexible space offers the opportunity to create a fourth bedroom, private guest suite, office, or media room. Outdoor living is centered around the waterfront lifestyle. Enjoy a saltwater pool and spa, tropical landscaping, integrated lighting, retractable awning, propane fire pit, outdoor shower, and multiple seating and entertaining areas overlooking the canal. Additional features include a 13.5 kW generator, hurricane protection, epoxy-finished garage, updated HVAC system, newer water heater with circulation system, 250-gallon propane tank, and valuable dry storage space. Originally introduced at $2,690,000 and now offered at $2,450,000, this property represents one of the strongest values currently available for buyers seeking deep-water dockage, exceptional boating access, and luxury waterfront living on Siesta Key. Luxury yacht available separately.

4508 Woodside Road, Sarasota

$1,895,000

Nestled at the end of a quiet cul-de-sac on a deep-water canal near Siesta Key Village, this beautifully updated home blends luxury, comfort, and effortless coastal living. A bright, open layout welcomes you with higher ceilings and expansive windows that frame tranquil water views and lush tropical foliage, capturing the true essence of island living. The chef’s kitchen features gleaming quartz countertops, premium appliances, and abundant storage, while the inviting living room is centered around a cozy gas fireplace, which adds warmth, ambiance and creates the perfect setting for relaxing evenings or entertaining guests. Outdoors, the property shines with a solar-heated pebble-tec saltwater pool, lush tropical landscaping, and a private backyard overlooking the canal. Boaters will appreciate the grandfathered boathouse, 10,000-lb lift, refreshed decking, and easy 15–20 minute access to open water along the Grand Canal. An outdoor kitchen area with a barbeque grill makes waterfront dining effortless, while the convenient outdoor bathroom provides easy access for pool days and boating adventures. Inside, the desirable split floor plan includes three bedrooms, highlighted by a sun-filled primary suite with a lovely bath and custom closet. A separate office, den, or potential in-law suite—with its own exterior entrance and plumbing access—adds exceptional flexibility for guests, family, or work-from-home needs. Looking for an investment opportunity? This home offers excellent potential for desirable monthly or long-term rentals in a high-demand waterfront location just minutes from Siesta Key Village. The versatile layout—including the option for a private-entry suite—creates potential for additional income, making it ideal for buyers seeking both personal enjoyment and strong rental performance. French doors in all canal-facing rooms create seamless indoor-outdoor flow, inviting you to embrace Florida’s laid-back lifestyle. With its unbeatable combination of privacy, convenience, and coastal charm—plus world-famous Siesta Key Beach just minutes away—this home offers a rare chance to own a slice of paradise.

3 Beds ⋅ 3 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code

Nestled at the end of a quiet cul-de-sac on a deep-water canal near Siesta Key Village, this beautifully updated home blends luxury, comfort, and effortless coastal living. A bright, open layout welcomes you with higher ceilings and expansive windows that frame tranquil water views and lush tropical foliage, capturing the true essence of island living. The chef’s kitchen features gleaming quartz countertops, premium appliances, and abundant storage, while the inviting living room is centered around a cozy gas fireplace, which adds warmth, ambiance and creates the perfect setting for relaxing evenings or entertaining guests. Outdoors, the property shines with a solar-heated pebble-tec saltwater pool, lush tropical landscaping, and a private backyard overlooking the canal. Boaters will appreciate the grandfathered boathouse, 10,000-lb lift, refreshed decking, and easy 15–20 minute access to open water along the Grand Canal. An outdoor kitchen area with a barbeque grill makes waterfront dining effortless, while the convenient outdoor bathroom provides easy access for pool days and boating adventures. Inside, the desirable split floor plan includes three bedrooms, highlighted by a sun-filled primary suite with a lovely bath and custom closet. A separate office, den, or potential in-law suite—with its own exterior entrance and plumbing access—adds exceptional flexibility for guests, family, or work-from-home needs. Looking for an investment opportunity? This home offers excellent potential for desirable monthly or long-term rentals in a high-demand waterfront location just minutes from Siesta Key Village. The versatile layout—including the option for a private-entry suite—creates potential for additional income, making it ideal for buyers seeking both personal enjoyment and strong rental performance. French doors in all canal-facing rooms create seamless indoor-outdoor flow, inviting you to embrace Florida’s laid-back lifestyle. With its unbeatable combination of privacy, convenience, and coastal charm—plus world-famous Siesta Key Beach just minutes away—this home offers a rare chance to own a slice of paradise.

5165 Sandy Cove Avenue, Siesta Key

$800,000

Welcome to your boutique waterfront condominium community, Castaway Cove at the south end of Siesta Key. This is one of only eight condominiums, an end unit with a community boat slip and dock on a saltwater canal with quick access to the Gulf. Open floor plan with two bedrooms, two baths, great room and dining room views as well as a screened rear porch overlooking the canal and the Gulf. Enjoy sunsets watching the waves crashing on the beach and the manatees and dolphins splashing in your backyard. Grab a kayak and go for a perfect paddle through the mangrove tunnels or out Midnight Pass into the Gulf. Utilize the available kayak storage. New seawall and new roof on the building. The trolley is nearby and will take you right up the road to Siesta Beach or the Village. Yes, you can have it all on Siesta Key!

2 Beds ⋅ 2 Baths ⋅ Castaway Cove SubDv. ⋅ 34242 Zip Code

Welcome to your boutique waterfront condominium community, Castaway Cove at the south end of Siesta Key. This is one of only eight condominiums, an end unit with a community boat slip and dock on a saltwater canal with quick access to the Gulf. Open floor plan with two bedrooms, two baths, great room and dining room views as well as a screened rear porch overlooking the canal and the Gulf. Enjoy sunsets watching the waves crashing on the beach and the manatees and dolphins splashing in your backyard. Grab a kayak and go for a perfect paddle through the mangrove tunnels or out Midnight Pass into the Gulf. Utilize the available kayak storage. New seawall and new roof on the building. The trolley is nearby and will take you right up the road to Siesta Beach or the Village. Yes, you can have it all on Siesta Key!

9226 Midnight Pass Road Unit 4A, Sarasota

$989,000

Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays.

3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays.

1225 Siesta Bayside Drive Unit 1225B, Sarasota

$550,000

Welcome to Island Reef, a fantastic Beach to Bay Luxury Resort-Style Complex on South Siesta Key. This rarely available first floor condo offers it's owners the ultimate in convenience with easy parking at the front door. Step out your back glassed lanai to the pool and tennis /pickleball courts, and beautiful courtyard. This 2 bedroom/2 bathroom condo is fully furnished and has been used as a vacation home and part-time rental. There is an open floor plan with split bedrooms, a glassed lanai, kitchen dinette, inside laundry, and a pass-through kitchen to the Living and Dining area. Recent updates include luxury vinyl plank through-out, and tile floors in the lanai. New area rugs and coastal furnishings create a comfortable, easy-care setting. There is ample storage with full-wall closets in the guest bedroom, a walk-in closet in the Master Bedroom, and a linen and entry closet and large storage room off the foyer. Amenities at Island Reef are second to none. Enjoy a swim or aerobics class in a choice of 2 heated pools. The updated clubhouse can be reserved for personal use and is the site of the many social events. Other amenities include; a game room, library, fitness room, dock, beach frontage, pickleball and tennis courts, shuffleboard, kayak and bike storage and an active social program. There is an inhouse rental program and on-site manager. If you want to head to the Siesta Key Beach, the SK Village, and beyond, you can pick up the free Trolley from the Island Reef Entrance. Walk to Turtles Restaurant or Turtle Beach Park or rent a boat from the nearby Marina. If you have always wanted to live in Paradise, here is your opportunity at a great price! This unit is SOLD AS-IS. The new dock has been completed. There is a short waiting list for those who would want to rent a dock.

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

Welcome to Island Reef, a fantastic Beach to Bay Luxury Resort-Style Complex on South Siesta Key. This rarely available first floor condo offers it's owners the ultimate in convenience with easy parking at the front door. Step out your back glassed lanai to the pool and tennis /pickleball courts, and beautiful courtyard. This 2 bedroom/2 bathroom condo is fully furnished and has been used as a vacation home and part-time rental. There is an open floor plan with split bedrooms, a glassed lanai, kitchen dinette, inside laundry, and a pass-through kitchen to the Living and Dining area. Recent updates include luxury vinyl plank through-out, and tile floors in the lanai. New area rugs and coastal furnishings create a comfortable, easy-care setting. There is ample storage with full-wall closets in the guest bedroom, a walk-in closet in the Master Bedroom, and a linen and entry closet and large storage room off the foyer. Amenities at Island Reef are second to none. Enjoy a swim or aerobics class in a choice of 2 heated pools. The updated clubhouse can be reserved for personal use and is the site of the many social events. Other amenities include; a game room, library, fitness room, dock, beach frontage, pickleball and tennis courts, shuffleboard, kayak and bike storage and an active social program. There is an inhouse rental program and on-site manager. If you want to head to the Siesta Key Beach, the SK Village, and beyond, you can pick up the free Trolley from the Island Reef Entrance. Walk to Turtles Restaurant or Turtle Beach Park or rent a boat from the nearby Marina. If you have always wanted to live in Paradise, here is your opportunity at a great price! This unit is SOLD AS-IS. The new dock has been completed. There is a short waiting list for those who would want to rent a dock.

8773 Midnight Pass Road Unit 102G, Sarasota

$6,925,000

A Once-in-a-Lifetime Offering! Introducing Penthouse #401 at Halcyon Siesta Key—an extraordinary coastal sanctuary where architectural brilliance meets unparalleled exclusivity. This is not just a residence; it’s a legacy. Set atop a boutique, six-unit Gulf-front building, Penthouse #401 is the first and only unit ever to be offered for sale—a true rarity as timeless and coveted as the quartz-crystal sands of Siesta Key Beach, just beyond your expansive floor-to-ceiling windows. Enter through a private elevator into your own foyer and be instantly captivated by panoramic views of the Gulf of Mexico. Encompassing 3,525 square feet, this residence was masterfully designed to blend modern sophistication with relaxed coastal luxury. At the heart of the home lies a chef’s kitchen that redefines gourmet living: top-of-the-line Wolf appliances, double ovens, dual sinks, an oversized island, built-in wine fridge, walk-in pantry, coffee bar, and bespoke cabinetry—crafted for both grand entertaining and effortless everyday living. The open-concept layout flows gracefully through dining and living spaces, enhanced by polished terrazzo flooring and Lutron-controlled lighting and shades that adjust with the touch of a button. Wake up to shimmering Gulf views in the tranquil primary suite, a true retreat offering a spa-like en-suite with radiant heated floors, dual vanities, a sculptural soaking tub, and an oversized glass-enclosed shower. Step outside to a spectacular 674 sq. ft. wraparound balcony—ideal for morning espresso, sunset cocktails, or simply soaking in Siesta Key’s year-round beauty. Three additional guest suites provide private en-suite baths and generous closet space, while a full laundry room, powder bath, and abundant storage complete the home’s thoughtful layout. A private two-car garage ensures convenience and security—an invaluable feature in this exclusive enclave. Life at Halcyon is curated for ease and elegance, with upscale amenities including on-site maintenance, a historic clubhouse, beachfront pool, grilling station, fire pit, and private beach access. Just minutes from Siesta Key Village and Sarasota’s cultural and culinary delights, this location offers the perfect blend of privacy and accessibility. Penthouse #401 is more than a luxury residence—it’s a one-of-one opportunity to own a piece of Gulf-front history on Florida’s most treasured beach.

4 Beds ⋅ 5 Baths ⋅ Halcyon Siesta Key SubDv. ⋅ 34242 Zip Code

A Once-in-a-Lifetime Offering! Introducing Penthouse #401 at Halcyon Siesta Key—an extraordinary coastal sanctuary where architectural brilliance meets unparalleled exclusivity. This is not just a residence; it’s a legacy. Set atop a boutique, six-unit Gulf-front building, Penthouse #401 is the first and only unit ever to be offered for sale—a true rarity as timeless and coveted as the quartz-crystal sands of Siesta Key Beach, just beyond your expansive floor-to-ceiling windows. Enter through a private elevator into your own foyer and be instantly captivated by panoramic views of the Gulf of Mexico. Encompassing 3,525 square feet, this residence was masterfully designed to blend modern sophistication with relaxed coastal luxury. At the heart of the home lies a chef’s kitchen that redefines gourmet living: top-of-the-line Wolf appliances, double ovens, dual sinks, an oversized island, built-in wine fridge, walk-in pantry, coffee bar, and bespoke cabinetry—crafted for both grand entertaining and effortless everyday living. The open-concept layout flows gracefully through dining and living spaces, enhanced by polished terrazzo flooring and Lutron-controlled lighting and shades that adjust with the touch of a button. Wake up to shimmering Gulf views in the tranquil primary suite, a true retreat offering a spa-like en-suite with radiant heated floors, dual vanities, a sculptural soaking tub, and an oversized glass-enclosed shower. Step outside to a spectacular 674 sq. ft. wraparound balcony—ideal for morning espresso, sunset cocktails, or simply soaking in Siesta Key’s year-round beauty. Three additional guest suites provide private en-suite baths and generous closet space, while a full laundry room, powder bath, and abundant storage complete the home’s thoughtful layout. A private two-car garage ensures convenience and security—an invaluable feature in this exclusive enclave. Life at Halcyon is curated for ease and elegance, with upscale amenities including on-site maintenance, a historic clubhouse, beachfront pool, grilling station, fire pit, and private beach access. Just minutes from Siesta Key Village and Sarasota’s cultural and culinary delights, this location offers the perfect blend of privacy and accessibility. Penthouse #401 is more than a luxury residence—it’s a one-of-one opportunity to own a piece of Gulf-front history on Florida’s most treasured beach.

6100 Midnight Pass Road Unit 401, Sarasota

$762,000

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2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

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108 Whispering Sands Drive Unit V26, Sarasota

$8,395,000

Under Construction. Incredible opportunity in highly desirable Bay Island, easy access to downtown Sarasota and Siesta beaches. Currently under construction with acclaimed Voigt Brothers construction, early 2027 completion date. Walls are up, roof is on, time to make your selections!!

4 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Under Construction. Incredible opportunity in highly desirable Bay Island, easy access to downtown Sarasota and Siesta beaches. Currently under construction with acclaimed Voigt Brothers construction, early 2027 completion date. Walls are up, roof is on, time to make your selections!!

3820 Flamingo Avenue, Sarasota

$11,975,000

Under Construction. Introducing one of Hidden Harbor’s most significant new offerings—a waterfront estate meticulously crafted by Dynan Construction Co. one of Sarasota’s most respected and sought-after luxury builders. Known for their uncompromising standards, Fortified Gold engineering, and elite coastal construction methods, Dynan Construction Co. has earned a prestigious reputation across Florida for delivering residences that marry innovative design with enduring structural integrity. This home represents a rare level of elevated coastal living, where artistry and engineering come together in flawless harmony. This bay front property’s unique footprint extends across to a deep saltwater canal, allowing unobstructed panoramic Bay views while still providing protected harbor docking—an extraordinary combination rarely found in Sarasota. Just beyond the resort-level pool and terraces, a stretch of private white-sand shoreline delivers a true barefoot-beach experience, steps from your outdoor living spaces. Designed for both grand entertaining and effortless everyday living, the home features a full outdoor kitchen, covered dining pavilion, outdoor shower, and an expansive poolscape that blends seamlessly with the surrounding water and sky. Inside, every surface, finish, and detail has been curated to reflect a standard of luxury that defines Sarasota’s elite design culture—custom millwork, designer lighting, elevated stone selections, and a palette inspired by refined coastal sophistication. The estate plan offers 5 bedrooms, a dedicated office, gym with built in Sauna, plus additional wellness/lifestyle spaces, and thoughtful livability throughout. The primary suite is conveniently located on the main level, offering privacy, water views, and immediate access to the outdoor living areas. Two laundry rooms, an elevator, and multiple flexible-use rooms create convenience for multigenerational living, extended guests, or long-term functionality. Car enthusiasts and coastal adventurers will appreciate the 4-car garage plus a golf cart/motorcycle garage, providing exceptional storage and flexibility. Located just minutes from Siesta Key, this home not only offers immediate access to world-renowned beaches but beyond the waterfront lifestyle, the estate is a short drive to Sarasota’s vibrant cultural scene—from performances at the Van Wezel and Sarasota Opera House to exhibitions at The Ringling Museum. A rare convergence of architectural pedigree, luxury construction, and irreplaceable waterfront setting—this Hidden Harbor estate stands as a defining example of elevated coastal living on Florida’s Gulf Coast.

5 Beds ⋅ 8 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Under Construction. Introducing one of Hidden Harbor’s most significant new offerings—a waterfront estate meticulously crafted by Dynan Construction Co. one of Sarasota’s most respected and sought-after luxury builders. Known for their uncompromising standards, Fortified Gold engineering, and elite coastal construction methods, Dynan Construction Co. has earned a prestigious reputation across Florida for delivering residences that marry innovative design with enduring structural integrity. This home represents a rare level of elevated coastal living, where artistry and engineering come together in flawless harmony. This bay front property’s unique footprint extends across to a deep saltwater canal, allowing unobstructed panoramic Bay views while still providing protected harbor docking—an extraordinary combination rarely found in Sarasota. Just beyond the resort-level pool and terraces, a stretch of private white-sand shoreline delivers a true barefoot-beach experience, steps from your outdoor living spaces. Designed for both grand entertaining and effortless everyday living, the home features a full outdoor kitchen, covered dining pavilion, outdoor shower, and an expansive poolscape that blends seamlessly with the surrounding water and sky. Inside, every surface, finish, and detail has been curated to reflect a standard of luxury that defines Sarasota’s elite design culture—custom millwork, designer lighting, elevated stone selections, and a palette inspired by refined coastal sophistication. The estate plan offers 5 bedrooms, a dedicated office, gym with built in Sauna, plus additional wellness/lifestyle spaces, and thoughtful livability throughout. The primary suite is conveniently located on the main level, offering privacy, water views, and immediate access to the outdoor living areas. Two laundry rooms, an elevator, and multiple flexible-use rooms create convenience for multigenerational living, extended guests, or long-term functionality. Car enthusiasts and coastal adventurers will appreciate the 4-car garage plus a golf cart/motorcycle garage, providing exceptional storage and flexibility. Located just minutes from Siesta Key, this home not only offers immediate access to world-renowned beaches but beyond the waterfront lifestyle, the estate is a short drive to Sarasota’s vibrant cultural scene—from performances at the Van Wezel and Sarasota Opera House to exhibitions at The Ringling Museum. A rare convergence of architectural pedigree, luxury construction, and irreplaceable waterfront setting—this Hidden Harbor estate stands as a defining example of elevated coastal living on Florida’s Gulf Coast.

1290 Hidden Harbor Way, Sarasota

$1,199,000

Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.

3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.

1240 Dolphin Bay Way Unit 401, Sarasota

$1,395,000

ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.

3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.

1260 Dolphin Bay Way Unit 404, Sarasota