Swfloridafinehomes.com Search Results

$1,090,000

Welcome to Siesta Towers on Siesta Key, where breathtaking Gulf views meet luxurious modern living. Positioned high above on the 9th floor, this stunning 2-bedroom, 2-bath residence showcases sweeping vistas of the Gulf waters, Big Sarasota Pass, and Downtown Sarasota from its expansive private lanai. Completely remodeled with no expense speared, from the studs out in 2024. This 1,440 sq. ft. condo is brand new in every sense of the way. Updates include all new drywall, texture and paint, new plumbing, new electrical, new electrical panel, new hurricane-rated impact windows and sliding glass doors, new air conditioner, and a new hot water heater. Inside new high-end interior finishes, with no expense spared. The chef's inspired kitchen is equipped with custom cabinetry with soft close doors and drawers, beautiful quartz countertops, large island, undermount single bowl kitchen sink, designer tile backsplash, top-of-the-line GE stainless steel appliances, built-in island microwave, and a wine/beverage refrigerator. All new interior doors, closet doors, all new interior millwork to include crown molding, all new lighting and fixtures, new luxury vinyl flooring throughout. Beautifully re-designed bathrooms to include high-end porcelain tile, custom cabinetry with soft close doors and drawers, lighted mirrors, and glass enclosure showers, create a sophisticated yet inviting coastal ambiance. Also, a new in-unit full size washer & dryer with folding table, for ultimate convenience. This beautiful residence comes completely turnkey-furnished with designer-quality furnishings and carefully curated décor, kitchenware, bedding, bathroom linens, and even high-end "Art Frame" TVs making it move-in ready for you to enjoy the Siesta Key lifestyle immediately. Siesta Towers itself has been thoughtfully updated throughout the building and grounds, offering resort-style amenities, including a state-of-the-art club room, fitness center, heated waterfront swimming pool, fishing pier, and a social pier perfect for sunset cocktails. Additional conveniences include storage room for beach equipment, bike storage and a very secure building environment. Whether you're seeking a full-time residence or a perfect beachside retreat, this pristine condo delivers the best of island living. Modern luxury, panoramic views, and resort-style amenities, all just minutes from the world-famous white sands of Siesta Beach. And with Siesta Key Village dining, shopping, and entertainment just a short walk away, this condo truly offers it all.

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

Welcome to Siesta Towers on Siesta Key, where breathtaking Gulf views meet luxurious modern living. Positioned high above on the 9th floor, this stunning 2-bedroom, 2-bath residence showcases sweeping vistas of the Gulf waters, Big Sarasota Pass, and Downtown Sarasota from its expansive private lanai. Completely remodeled with no expense speared, from the studs out in 2024. This 1,440 sq. ft. condo is brand new in every sense of the way. Updates include all new drywall, texture and paint, new plumbing, new electrical, new electrical panel, new hurricane-rated impact windows and sliding glass doors, new air conditioner, and a new hot water heater. Inside new high-end interior finishes, with no expense spared. The chef's inspired kitchen is equipped with custom cabinetry with soft close doors and drawers, beautiful quartz countertops, large island, undermount single bowl kitchen sink, designer tile backsplash, top-of-the-line GE stainless steel appliances, built-in island microwave, and a wine/beverage refrigerator. All new interior doors, closet doors, all new interior millwork to include crown molding, all new lighting and fixtures, new luxury vinyl flooring throughout. Beautifully re-designed bathrooms to include high-end porcelain tile, custom cabinetry with soft close doors and drawers, lighted mirrors, and glass enclosure showers, create a sophisticated yet inviting coastal ambiance. Also, a new in-unit full size washer & dryer with folding table, for ultimate convenience. This beautiful residence comes completely turnkey-furnished with designer-quality furnishings and carefully curated décor, kitchenware, bedding, bathroom linens, and even high-end "Art Frame" TVs making it move-in ready for you to enjoy the Siesta Key lifestyle immediately. Siesta Towers itself has been thoughtfully updated throughout the building and grounds, offering resort-style amenities, including a state-of-the-art club room, fitness center, heated waterfront swimming pool, fishing pier, and a social pier perfect for sunset cocktails. Additional conveniences include storage room for beach equipment, bike storage and a very secure building environment. Whether you're seeking a full-time residence or a perfect beachside retreat, this pristine condo delivers the best of island living. Modern luxury, panoramic views, and resort-style amenities, all just minutes from the world-famous white sands of Siesta Beach. And with Siesta Key Village dining, shopping, and entertainment just a short walk away, this condo truly offers it all.

4822 Ocean Boulevard Unit 9D, Sarasota

$1,175,000

Restore a piece of architectural history or build your dream home on this prime waterfront lot on Bay Island, the gateway to Siesta Key and one of the island’s exclusive communities. Designed by renowned architect Ben Baldwin, a leading figure in the Mid-Century Modern movement, this residence offers timeless design and exceptional potential. The existing 3,321-square-foot concrete block home features 14 glass sliders, skylights and serene views of bamboo, palms and the lagoon. Baldwin’s vision of light, scale and nature is intact—awaiting restoration after flood remediation. The property includes an 11,458=-square-foot corner lot with lush landscaping, a tranquil lagoon/canal with easy bay access, and a detached space once used as a professional darkroom—ideal for conversion to a guest suite. Featured in the February 2024 issue of Key Life Magazine. In the City of Sarasota limits, an excellent investment with seven-day minimum rental period. Minutes to Siesta Key Beach, Siesta Village and Sarasota’s mainland. This is the lowest-priced waterfront home in Bay Island, offering a rare opportunity to own and restore a Sarasota architectural treasure.

3 Beds ⋅ 3 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Restore a piece of architectural history or build your dream home on this prime waterfront lot on Bay Island, the gateway to Siesta Key and one of the island’s exclusive communities. Designed by renowned architect Ben Baldwin, a leading figure in the Mid-Century Modern movement, this residence offers timeless design and exceptional potential. The existing 3,321-square-foot concrete block home features 14 glass sliders, skylights and serene views of bamboo, palms and the lagoon. Baldwin’s vision of light, scale and nature is intact—awaiting restoration after flood remediation. The property includes an 11,458=-square-foot corner lot with lush landscaping, a tranquil lagoon/canal with easy bay access, and a detached space once used as a professional darkroom—ideal for conversion to a guest suite. Featured in the February 2024 issue of Key Life Magazine. In the City of Sarasota limits, an excellent investment with seven-day minimum rental period. Minutes to Siesta Key Beach, Siesta Village and Sarasota’s mainland. This is the lowest-priced waterfront home in Bay Island, offering a rare opportunity to own and restore a Sarasota architectural treasure.

3721 Flamingo Avenue, Sarasota

$550,000

Virtually Staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders. Sliders open into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.

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

Virtually Staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders. Sliders open into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.

225 Hourglass Way Unit 103, Sarasota

$1,761,000

Welcome to your Siesta Key waterfront retreat—radiant with natural light and perfectly positioned on the Grand Canal. Elevated for peace of mind and crafted for coastal living, this three-story, 3-bedroom home with den/guest room celebrates time on the water from the moment you arrive. The main level opens to a large canal-view balcony and features a bright living room with a 22 ft ceiling, a defined dining area, and a chef’s oasis kitchen anchored by a center island—offering abundant storage, wood cabinetry, stainless-steel appliances, and expansive prep surfaces for effortless entertaining. Upstairs, the private primary suite spans the top floor with an adjacent office, a generous walk-in closet, and a spacious bathroom with dual sinks, soaking tub, and walk-in shower. Sliders open to your own third-floor balcony with beautiful canal views. The ground level offers a 2-car garage plus 700 sq ft of air-conditioned flex space (not included in main living area) with sliders to the pool and boat dock—ideal for a gym, rec lounge, or entertaining space. A private elevator connects all three levels—from the garage to the main living space and top-floor suite. Outside is a boater’s dream: deep-water frontage on the Grand Canal with quick access to Roberts Bay, Sarasota Bay, and the Gulf; composite decking, a 10,000-lb lift, and a seawall with turn-backs (all new as of Nov 2021). A clever two-level dock allows easy tide-height boarding and effortless kayak launches. This elevated Grand Canal home is perfect for boating, kayaking, paddle boarding, and daily dolphin/manatee watching. Lush, mature landscaping (on an irrigation well) wraps the property in privacy. All a short bike ride or walk to Siesta Key Village dining/shopping and world-famous Siesta Beach.

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

Welcome to your Siesta Key waterfront retreat—radiant with natural light and perfectly positioned on the Grand Canal. Elevated for peace of mind and crafted for coastal living, this three-story, 3-bedroom home with den/guest room celebrates time on the water from the moment you arrive. The main level opens to a large canal-view balcony and features a bright living room with a 22 ft ceiling, a defined dining area, and a chef’s oasis kitchen anchored by a center island—offering abundant storage, wood cabinetry, stainless-steel appliances, and expansive prep surfaces for effortless entertaining. Upstairs, the private primary suite spans the top floor with an adjacent office, a generous walk-in closet, and a spacious bathroom with dual sinks, soaking tub, and walk-in shower. Sliders open to your own third-floor balcony with beautiful canal views. The ground level offers a 2-car garage plus 700 sq ft of air-conditioned flex space (not included in main living area) with sliders to the pool and boat dock—ideal for a gym, rec lounge, or entertaining space. A private elevator connects all three levels—from the garage to the main living space and top-floor suite. Outside is a boater’s dream: deep-water frontage on the Grand Canal with quick access to Roberts Bay, Sarasota Bay, and the Gulf; composite decking, a 10,000-lb lift, and a seawall with turn-backs (all new as of Nov 2021). A clever two-level dock allows easy tide-height boarding and effortless kayak launches. This elevated Grand Canal home is perfect for boating, kayaking, paddle boarding, and daily dolphin/manatee watching. Lush, mature landscaping (on an irrigation well) wraps the property in privacy. All a short bike ride or walk to Siesta Key Village dining/shopping and world-famous Siesta Beach.

4929 Oxford Drive, Sarasota

$2,695,000

548 Siesta Drive is more than just a home—it’s a gateway to the best of Siesta Key living with unmatched flexibility, location, and waterfront luxury. Welcome to this luxury coastal retreat on North Siesta Key, perfectly positioned inside Sarasota city limits, making it a rare short-term rental–friendly opportunity. With deep water access just seconds from the Bay, two boat lifts, and a jet ski lift, this home is tailor-made for boaters, water enthusiasts, and investors seeking a strong rental return. Property Highlights • 3 bedrooms | 3.5 bathrooms | Bonus room • Over 4,300 sq. ft. of living space • Nearly 5,000 sq. ft. total under roof • Prime North Siesta Key location in city limits • Quick drive to Downtown Sarasota and Siesta Key Village • Short-term rental potential in one of Sarasota’s hottest markets Interior Features As you step inside, you’re greeted by soaring vaulted ceilings and gleaming oversized porcelain white tile floors that set the tone for the home’s regal, modern style. • Living Room: Expansive and open with dramatic volume ceilings • Bonus Room: Hidden retreat above the garage ideal for a quiet office, playroom, or guest space • First Suite: Convenient en suite bedroom on the main floor • Primary Suite: Oversized retreat with a private screened lanai, spacious walk-in closets, and a beautifully remodeled spa-style shower • Third Bedroom: Private en suite with direct access to the pool deck The chef’s kitchen and entertaining area have been fully remodeled with high-end finishes, blending function and style for both everyday living and gatherings. Outdoor Living Step outside to your large lap pool with water views, framed by paver decking and multiple lounging areas. With direct boating access, two boat lifts, and a jet ski lift, the water is truly an extension of your backyard. Key Upgrades This home has been renovated from top to bottom, ensuring a move-in-ready experience with timeless finishes and thoughtful design details.

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

548 Siesta Drive is more than just a home—it’s a gateway to the best of Siesta Key living with unmatched flexibility, location, and waterfront luxury. Welcome to this luxury coastal retreat on North Siesta Key, perfectly positioned inside Sarasota city limits, making it a rare short-term rental–friendly opportunity. With deep water access just seconds from the Bay, two boat lifts, and a jet ski lift, this home is tailor-made for boaters, water enthusiasts, and investors seeking a strong rental return. Property Highlights • 3 bedrooms | 3.5 bathrooms | Bonus room • Over 4,300 sq. ft. of living space • Nearly 5,000 sq. ft. total under roof • Prime North Siesta Key location in city limits • Quick drive to Downtown Sarasota and Siesta Key Village • Short-term rental potential in one of Sarasota’s hottest markets Interior Features As you step inside, you’re greeted by soaring vaulted ceilings and gleaming oversized porcelain white tile floors that set the tone for the home’s regal, modern style. • Living Room: Expansive and open with dramatic volume ceilings • Bonus Room: Hidden retreat above the garage ideal for a quiet office, playroom, or guest space • First Suite: Convenient en suite bedroom on the main floor • Primary Suite: Oversized retreat with a private screened lanai, spacious walk-in closets, and a beautifully remodeled spa-style shower • Third Bedroom: Private en suite with direct access to the pool deck The chef’s kitchen and entertaining area have been fully remodeled with high-end finishes, blending function and style for both everyday living and gatherings. Outdoor Living Step outside to your large lap pool with water views, framed by paver decking and multiple lounging areas. With direct boating access, two boat lifts, and a jet ski lift, the water is truly an extension of your backyard. Key Upgrades This home has been renovated from top to bottom, ensuring a move-in-ready experience with timeless finishes and thoughtful design details.

548 Siesta Drive, Sarasota

$10,500,000

Welcome to this extraordinary Gulf-front estate located in one of Siesta Key’s most exclusive enclaves. Situated on a full acre in the private Sandy Hook community, this fully renovated, turnkey residence offers over 5,000 square feet of refined living space and more than 3,000 square feet of covered outdoor areas, all just a short stroll from Siesta Key Village and with direct access to a private community beach. Inside, the layout features five en-suite bedrooms, two powder baths, a dedicated office, and a three-car garage with beach cruisers and kayaks included. Floor-to-ceiling Andersen impact windows frame panoramic Gulf views, while rich finishes like Sapele mahogany siding, IPE hardwood decking, and a custom Pecky Cypress entertainment system reflect the home’s elevated craftsmanship. The chef’s kitchen is a showpiece, centered around a Labradorite Lumarian Blue granite island imported from Brazil, with Wolf, Miele, and Sub-Zero appliances throughout. The spa-inspired primary suite includes a waterfall feature wall, dual curbless shower, lighted soaking tub, and Toto smart toilets. A private elevator and full smart-home system ensure ease and efficiency. Outdoor living is exceptional, with a heated saltwater pool and Jacuzzi, a fully equipped summer kitchen, a covered outdoor living room with fireplace and TV, a poolside theater with dual fireplaces and TVs, and a sunset-facing gas fire pit. The professionally designed $1M+ tropical landscape includes advanced mosquito-misting and irrigation systems for effortless maintenance. With direct access to a private, resident-only beach and an ideal location just minutes from restaurants, shopping, and entertainment, this one-of-a-kind estate offers a rare opportunity to experience the best of coastal living on Siesta Key. Designed for elevated living and effortless enjoyment, 26 Sandy Hook Road S is more than a home—it is a fully realized Gulf-front sanctuary.

5 Beds ⋅ 7 Baths ⋅ Sandy Hook SubDv. ⋅ 34242 Zip Code

Welcome to this extraordinary Gulf-front estate located in one of Siesta Key’s most exclusive enclaves. Situated on a full acre in the private Sandy Hook community, this fully renovated, turnkey residence offers over 5,000 square feet of refined living space and more than 3,000 square feet of covered outdoor areas, all just a short stroll from Siesta Key Village and with direct access to a private community beach. Inside, the layout features five en-suite bedrooms, two powder baths, a dedicated office, and a three-car garage with beach cruisers and kayaks included. Floor-to-ceiling Andersen impact windows frame panoramic Gulf views, while rich finishes like Sapele mahogany siding, IPE hardwood decking, and a custom Pecky Cypress entertainment system reflect the home’s elevated craftsmanship. The chef’s kitchen is a showpiece, centered around a Labradorite Lumarian Blue granite island imported from Brazil, with Wolf, Miele, and Sub-Zero appliances throughout. The spa-inspired primary suite includes a waterfall feature wall, dual curbless shower, lighted soaking tub, and Toto smart toilets. A private elevator and full smart-home system ensure ease and efficiency. Outdoor living is exceptional, with a heated saltwater pool and Jacuzzi, a fully equipped summer kitchen, a covered outdoor living room with fireplace and TV, a poolside theater with dual fireplaces and TVs, and a sunset-facing gas fire pit. The professionally designed $1M+ tropical landscape includes advanced mosquito-misting and irrigation systems for effortless maintenance. With direct access to a private, resident-only beach and an ideal location just minutes from restaurants, shopping, and entertainment, this one-of-a-kind estate offers a rare opportunity to experience the best of coastal living on Siesta Key. Designed for elevated living and effortless enjoyment, 26 Sandy Hook Road S is more than a home—it is a fully realized Gulf-front sanctuary.

26 Sandy Hook Road N, Sarasota

$625,000

Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic tile flooring throughout. The guest bath was completely remodeled along with the primary bathroom that has been expanded for a little extra elbow room. This has a new water heater and HVAC system, new roof in 2025, all new doors, impact windows, ceiling texture and it doesn't stop there. This comes very tastefully turnkey furnished in a warm coastal theme! Relax on your screened patio and look out to palms and foliage and take in the gulf breezes. The pristine beach is 2/10 of a mile away and the SK Village is about 100 feet away with a large selection of restaurants, shopping, grocery, nightlife, and so much more! Don't miss this beautiful condo in the heart of all that Siesta Key has to offer in a very well-run complex.

2 Beds ⋅ 2 Baths ⋅ Villa Navarra SubDv. ⋅ 34242 Zip Code

Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic tile flooring throughout. The guest bath was completely remodeled along with the primary bathroom that has been expanded for a little extra elbow room. This has a new water heater and HVAC system, new roof in 2025, all new doors, impact windows, ceiling texture and it doesn't stop there. This comes very tastefully turnkey furnished in a warm coastal theme! Relax on your screened patio and look out to palms and foliage and take in the gulf breezes. The pristine beach is 2/10 of a mile away and the SK Village is about 100 feet away with a large selection of restaurants, shopping, grocery, nightlife, and so much more! Don't miss this beautiful condo in the heart of all that Siesta Key has to offer in a very well-run complex.

145 Avenida Messina Unit 3, Sarasota

$506,000

Endless vacations await at La Siesta! Condo-hotel daily/weekly/monthly rental allowed through association. This highly desirable first-floor, recently remodeled two-bedroom, two-bath corner condo has been beautifully updated throughout, including a modern new kitchen, stylish finishes, and tasteful décor. The open layout and all-tile flooring make the space bright and inviting for both relaxation and entertaining. Step out to your private screened lanai and enjoy a short stroll to the main entrance of Siesta Beach, ranked the #1 beach in the U.S. by TripAdvisor in 2020. Spend your days on the island’s famous quartz sands, play volleyball or tennis, dine at Siesta Beach Eats, or take in breathtaking Gulf sunsets from the beachside viewing deck. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, and professional full-time management. A covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured well into 2026. Perfectly situated near the shops and restaurants of Siesta Key Village, and with easy access via Stickney Point Road, this turnkey-furnished residence blends vacation living, smart investing, and everyday comfort. Move-in ready, recently renovated, and steps from Siesta Beach — this is the opportunity you’ve been waiting for.

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

Endless vacations await at La Siesta! Condo-hotel daily/weekly/monthly rental allowed through association. This highly desirable first-floor, recently remodeled two-bedroom, two-bath corner condo has been beautifully updated throughout, including a modern new kitchen, stylish finishes, and tasteful décor. The open layout and all-tile flooring make the space bright and inviting for both relaxation and entertaining. Step out to your private screened lanai and enjoy a short stroll to the main entrance of Siesta Beach, ranked the #1 beach in the U.S. by TripAdvisor in 2020. Spend your days on the island’s famous quartz sands, play volleyball or tennis, dine at Siesta Beach Eats, or take in breathtaking Gulf sunsets from the beachside viewing deck. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, and professional full-time management. A covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured well into 2026. Perfectly situated near the shops and restaurants of Siesta Key Village, and with easy access via Stickney Point Road, this turnkey-furnished residence blends vacation living, smart investing, and everyday comfort. Move-in ready, recently renovated, and steps from Siesta Beach — this is the opportunity you’ve been waiting for.

925 Beach Road Unit 112, Siesta Key

$540,000

Step into your completely turnkey Siesta Key waterfront retreat at Midnight Cove II where everything is done for you – just bring your suitcase and start living the dream. This first floor condo comes furnished and equipped, eliminating the hassle of moving, decorating, and outfitting your new coastal sanctuary. The move-in ready convenience extends throughout this waterfront haven, featuring a washer and dryer in the unit, along with newer dishwasher, garbage disposal, and air handler already in place. Your turnkey package includes a generous storage unit plus a dedicated parking spot. The Condo Association handles the details for you, recently planning WiFi thermostat installations and thoughtfully providing luggage carts at mailboxes – even mail retrieval has been simplified in your ready-to-enjoy retreat. This fully equipped coastal escape sits beautifully positioned with approximately 300 feet of Intracoastal frontage in the heart of Siesta Key. Midnight Cove II’s resort-style amenities complement your lifestyle with heated swimming pool, newly rebuilt tennis courts, basketball court, clubhouse, and barbecue grilling areas. You’ll also enjoy kayak storage and easy launch access, direct beach access across the street, and private docks to accommodate your boat. Crescent Beach’s pristine white sands and world-famous Siesta Beach are just minutes away. The charming Siesta Key village awaits nearby with shops, restaurants, live entertainment, and nightlife. With weekly rentals permitted, this turnkey investment opportunity combines effortless coastal living with income potential in one of Florida’s most desirable destinations. Don’t miss your chance to own this rare Siesta Key retreat—schedule your private showing today and start living the island lifestyle you’ve always dreamed of!

2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

Step into your completely turnkey Siesta Key waterfront retreat at Midnight Cove II where everything is done for you – just bring your suitcase and start living the dream. This first floor condo comes furnished and equipped, eliminating the hassle of moving, decorating, and outfitting your new coastal sanctuary. The move-in ready convenience extends throughout this waterfront haven, featuring a washer and dryer in the unit, along with newer dishwasher, garbage disposal, and air handler already in place. Your turnkey package includes a generous storage unit plus a dedicated parking spot. The Condo Association handles the details for you, recently planning WiFi thermostat installations and thoughtfully providing luggage carts at mailboxes – even mail retrieval has been simplified in your ready-to-enjoy retreat. This fully equipped coastal escape sits beautifully positioned with approximately 300 feet of Intracoastal frontage in the heart of Siesta Key. Midnight Cove II’s resort-style amenities complement your lifestyle with heated swimming pool, newly rebuilt tennis courts, basketball court, clubhouse, and barbecue grilling areas. You’ll also enjoy kayak storage and easy launch access, direct beach access across the street, and private docks to accommodate your boat. Crescent Beach’s pristine white sands and world-famous Siesta Beach are just minutes away. The charming Siesta Key village awaits nearby with shops, restaurants, live entertainment, and nightlife. With weekly rentals permitted, this turnkey investment opportunity combines effortless coastal living with income potential in one of Florida’s most desirable destinations. Don’t miss your chance to own this rare Siesta Key retreat—schedule your private showing today and start living the island lifestyle you’ve always dreamed of!

1900 Cove Ii Place Unit 114, Sarasota

$3,825,000

Introducing a stunning, move-in ready 2025 waterfront masterpiece tucked along a tranquil canal on a quiet street in the heart of Siesta Key - just minutes from the lively Village and the world-famous white-sand beaches that are consistently ranked among the very best.Designed for the ultimate coastal lifestyle, this elevated luxury residence blends modern craftsmanship with timeless elegance, offering both a serene retreat and an entertainer’s dream, all while providing unparalleled privacy and direct waterfront access. Spanning 4,009 square feet of impeccably designed air-conditioned living space, plus more than 2,000 additional square feet of versatile non-conforming area, this home is perfectly suited for every chapter of your life. With five spacious bedrooms, four full baths, two half baths, and a flexible bonus room, there is room for extended family, guests, or a home office. The rare six-car garage ensures plenty of storage for vehicles, golf carts, or recreational gear, while the additional non-conforming space can easily transform into a golf simulator lounge, private gym, wine cellar, or a state-of-the-art home theater - your imagination is the only limit. Outside, the property feels like your own private resort. Step into lushly landscaped surroundings designed for beauty and privacy, where the sound of palms swaying and water gently lapping the canal creates a calming backdrop. The resort-style pool invites endless afternoons of relaxation, while the outdoor kitchen makes al fresco dining and entertaining effortless. Multiple covered balconies provide shaded retreats for morning coffee or evening cocktails, and the expansive rooftop patio becomes your sanctuary for breathtaking panoramic views—watch the sun rise over the bay, then return for unforgettable Gulf sunsets that melt into the horizon. With a brand-new dock just steps away, boating enthusiasts will relish the quick access to Sarasota Bay and the Gulf of Mexico for fishing, cruising, or island hopping. Inside, every detail is elevated to luxury standards. The gourmet kitchen is a chef’s dream, featuring custom white cabinetry, gleaming quartz countertops, a six-burner professional range with dual ovens, and top-tier stainless appliances. Wide-plank hardwood flooring flows throughout the home, creating warmth and sophistication, while hurricane-rated impact windows and doors provide peace of mind during storm season. The master retreat is nothing short of indulgent, with dual walk-in closets, private balcony access, and a spa-inspired bath showcasing a freestanding soaking tub, a massive walk-in shower, and finishes that rival five-star resorts. Beyond the stunning features, what truly sets this property apart is the lifestyle it offers. Imagine walking to the prestigious Out-of-Door Academy or biking to Siesta Key Village for a lively evening of dining and music. Spend mornings strolling along the powdery sands of Siesta Beach, afternoons boating with friends, and evenings entertaining under the stars on your rooftop terrace. Whether you seek the perfect primary residence, a luxurious vacation retreat, or an investment in one of Sarasota’s most coveted waterfront locations, this home captures the essence of island living at its finest. Elevated design, hurricane-rated construction, world-class finishes, and an unbeatable location come together here to create the ultimate expression of the Siesta Key lifestyle.

5 Beds ⋅ 6 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Introducing a stunning, move-in ready 2025 waterfront masterpiece tucked along a tranquil canal on a quiet street in the heart of Siesta Key - just minutes from the lively Village and the world-famous white-sand beaches that are consistently ranked among the very best.Designed for the ultimate coastal lifestyle, this elevated luxury residence blends modern craftsmanship with timeless elegance, offering both a serene retreat and an entertainer’s dream, all while providing unparalleled privacy and direct waterfront access. Spanning 4,009 square feet of impeccably designed air-conditioned living space, plus more than 2,000 additional square feet of versatile non-conforming area, this home is perfectly suited for every chapter of your life. With five spacious bedrooms, four full baths, two half baths, and a flexible bonus room, there is room for extended family, guests, or a home office. The rare six-car garage ensures plenty of storage for vehicles, golf carts, or recreational gear, while the additional non-conforming space can easily transform into a golf simulator lounge, private gym, wine cellar, or a state-of-the-art home theater - your imagination is the only limit. Outside, the property feels like your own private resort. Step into lushly landscaped surroundings designed for beauty and privacy, where the sound of palms swaying and water gently lapping the canal creates a calming backdrop. The resort-style pool invites endless afternoons of relaxation, while the outdoor kitchen makes al fresco dining and entertaining effortless. Multiple covered balconies provide shaded retreats for morning coffee or evening cocktails, and the expansive rooftop patio becomes your sanctuary for breathtaking panoramic views—watch the sun rise over the bay, then return for unforgettable Gulf sunsets that melt into the horizon. With a brand-new dock just steps away, boating enthusiasts will relish the quick access to Sarasota Bay and the Gulf of Mexico for fishing, cruising, or island hopping. Inside, every detail is elevated to luxury standards. The gourmet kitchen is a chef’s dream, featuring custom white cabinetry, gleaming quartz countertops, a six-burner professional range with dual ovens, and top-tier stainless appliances. Wide-plank hardwood flooring flows throughout the home, creating warmth and sophistication, while hurricane-rated impact windows and doors provide peace of mind during storm season. The master retreat is nothing short of indulgent, with dual walk-in closets, private balcony access, and a spa-inspired bath showcasing a freestanding soaking tub, a massive walk-in shower, and finishes that rival five-star resorts. Beyond the stunning features, what truly sets this property apart is the lifestyle it offers. Imagine walking to the prestigious Out-of-Door Academy or biking to Siesta Key Village for a lively evening of dining and music. Spend mornings strolling along the powdery sands of Siesta Beach, afternoons boating with friends, and evenings entertaining under the stars on your rooftop terrace. Whether you seek the perfect primary residence, a luxurious vacation retreat, or an investment in one of Sarasota’s most coveted waterfront locations, this home captures the essence of island living at its finest. Elevated design, hurricane-rated construction, world-class finishes, and an unbeatable location come together here to create the ultimate expression of the Siesta Key lifestyle.

226 Garden Lane, Sarasota

$750,000

Opportunity Awaits with a Million-Dollar View! Imagine starting with a blank canvas and creating your very own slice of paradise—complete with private beach access and unobstructed Gulf views. Welcome to this light-filled 2 bed / 2 bath residence in the coveted North Tower of Whispering Sands, a premier 55+ Gulf-front community. Perfectly perched on the 2nd floor, this home captures sweeping vistas of shimmering turquoise waters, sugar-white sands, endless sky, and lush tropical greenery. Step onto your private balcony—accessible from both the living room and primary suite—and be mesmerized by the soothing rhythm of the surf and the kaleidoscope of Florida sunsets that paint the horizon each evening. This is your front-row seat to the Gulf Coast lifestyle. Dream away!

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

Opportunity Awaits with a Million-Dollar View! Imagine starting with a blank canvas and creating your very own slice of paradise—complete with private beach access and unobstructed Gulf views. Welcome to this light-filled 2 bed / 2 bath residence in the coveted North Tower of Whispering Sands, a premier 55+ Gulf-front community. Perfectly perched on the 2nd floor, this home captures sweeping vistas of shimmering turquoise waters, sugar-white sands, endless sky, and lush tropical greenery. Step onto your private balcony—accessible from both the living room and primary suite—and be mesmerized by the soothing rhythm of the surf and the kaleidoscope of Florida sunsets that paint the horizon each evening. This is your front-row seat to the Gulf Coast lifestyle. Dream away!

19 Whispering Sands Drive Unit 203, Sarasota

$1,350,000

Welcome to your Siesta Key retreat, where every day feels like a vacation. Perched above the powdery white sands of Siesta Beach, this beautifully renovated home strikes the perfect balance of comfort, style and convenience. You are bound to be impressed by the impeccable attention to detail throughout this open-concept design which includes porcelain plank flooring, custom doors, plantation shutters, architectural ceiling moldings, recessed lighting, and Restoration Hardware fixtures and hardware. The kitchen is a dream with quartz countertops, a 7 ft. island flanked by waterfall edges, an abundance of white cabinetry, stainless appliances, a wine fridge, a pantry and plenty of closet storage. The breakfast bar has ample room for bar stools and extends into the dining area, creating a perfect environment for casual meals or hosting friends. The beachfront experience continues into the living room and onto the balcony overlooking the pool, beach and gulf. The master suite offers endless gulf views and an exquisite bath that feels like a personal spa featuring floating vanities, under cabinet lighting, designer shower fixtures and separate water closet with a linen closet. The guest bedroom and bath will have your guests planning their next visit before they even leave. And there’s even a laundry room with full size washer and dryer providing the utmost convenience. Casarina is nestled within seven acres of newly planted tropical landscaping and 200 feet of private beach. Spend your days swimming in the heated pool, soaking in the spa, playing a round of tennis, pickleball, basketball, or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby, and an on-site manager, everything you need is right here. Plus, you’re close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining, and entertainment. Whether full-time or a seasonal escape, this home invites you to live the Siesta Key lifestyle you’ve been dreaming of.

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

Welcome to your Siesta Key retreat, where every day feels like a vacation. Perched above the powdery white sands of Siesta Beach, this beautifully renovated home strikes the perfect balance of comfort, style and convenience. You are bound to be impressed by the impeccable attention to detail throughout this open-concept design which includes porcelain plank flooring, custom doors, plantation shutters, architectural ceiling moldings, recessed lighting, and Restoration Hardware fixtures and hardware. The kitchen is a dream with quartz countertops, a 7 ft. island flanked by waterfall edges, an abundance of white cabinetry, stainless appliances, a wine fridge, a pantry and plenty of closet storage. The breakfast bar has ample room for bar stools and extends into the dining area, creating a perfect environment for casual meals or hosting friends. The beachfront experience continues into the living room and onto the balcony overlooking the pool, beach and gulf. The master suite offers endless gulf views and an exquisite bath that feels like a personal spa featuring floating vanities, under cabinet lighting, designer shower fixtures and separate water closet with a linen closet. The guest bedroom and bath will have your guests planning their next visit before they even leave. And there’s even a laundry room with full size washer and dryer providing the utmost convenience. Casarina is nestled within seven acres of newly planted tropical landscaping and 200 feet of private beach. Spend your days swimming in the heated pool, soaking in the spa, playing a round of tennis, pickleball, basketball, or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby, and an on-site manager, everything you need is right here. Plus, you’re close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining, and entertainment. Whether full-time or a seasonal escape, this home invites you to live the Siesta Key lifestyle you’ve been dreaming of.

5880 Midnight Pass Road Unit 403, Sarasota

$530,000

Discover an exclusive, gated oasis at the southernmost tip of Siesta Key. This recently renovated 5th-floor condo, nestled within the private 5.2 acre community of The Pointe, offers a lifestyle of unparalleled luxury & tranquility. The residence provides a rare opportunity to witness breathtaking sunrises over Sarasota Bay & celebrate unforgettable sunsets over Midnight Pass & the Gulf of America. Inside, a chef’s kitchen features solid-wood, soft-close cabinetry, granite countertops & several new appliances. The 2 full bathrooms are equally modern with new fixtures & sleek quartz vanity tops. Throughout the light-filled, move-in-ready home with Impact Glass windows, elegant luxury vinyl & porcelain tile provide low-maintenance sophistication. The new professional staging can be included or purchased separately. Relax on your spacious, 29-foot screened lanai as you watch kayakers glide over the water & observe the natural beauty of the Neville Bird Sanctuary. Engage with resort-style amenities, including a heated lap pool & spa, lighted tennis & pickleball courts, a fitness center & saunas. The pet-friendly community offers the ultimate peace of mind with a dedicated management team & dual elevators. For the boater, slips up to 26 feet & kayak storage are available for a nominal annual fee. Located on an elevated part of the Key, this property had no water damage or storm assessments in 2024. Enjoy the convenience of a short stroll to Turtle Beach & the free public trolley to Siesta Village & Siesta Beach.

2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

Discover an exclusive, gated oasis at the southernmost tip of Siesta Key. This recently renovated 5th-floor condo, nestled within the private 5.2 acre community of The Pointe, offers a lifestyle of unparalleled luxury & tranquility. The residence provides a rare opportunity to witness breathtaking sunrises over Sarasota Bay & celebrate unforgettable sunsets over Midnight Pass & the Gulf of America. Inside, a chef’s kitchen features solid-wood, soft-close cabinetry, granite countertops & several new appliances. The 2 full bathrooms are equally modern with new fixtures & sleek quartz vanity tops. Throughout the light-filled, move-in-ready home with Impact Glass windows, elegant luxury vinyl & porcelain tile provide low-maintenance sophistication. The new professional staging can be included or purchased separately. Relax on your spacious, 29-foot screened lanai as you watch kayakers glide over the water & observe the natural beauty of the Neville Bird Sanctuary. Engage with resort-style amenities, including a heated lap pool & spa, lighted tennis & pickleball courts, a fitness center & saunas. The pet-friendly community offers the ultimate peace of mind with a dedicated management team & dual elevators. For the boater, slips up to 26 feet & kayak storage are available for a nominal annual fee. Located on an elevated part of the Key, this property had no water damage or storm assessments in 2024. Enjoy the convenience of a short stroll to Turtle Beach & the free public trolley to Siesta Village & Siesta Beach.

9397 Midnight Pass Road Unit 505, Sarasota

$640,000

The absolute best of both worlds! About a 2/3 mile walk to the gulf beach access and about 100 feet to the Siesta Key Village! This second-floor condo was completely renovated in 2020. The owners created a stunning home away from home that features a relaxing front sliding glass-enclosed patio that can be opened to enjoy the gentle gulf breezes. The opened kitchen has lightly veined white quartz countertops (bathrooms, too), a huge gathering island, custom solid wood cabinetry and striking blue ocean backsplash! The bathrooms are just as beautiful and are completely redone with locally crafted custom vanities. Additional features include custom shiplap walls in the bathrooms, porcelain tile flooring throughout, new lighting switches and receptacles, impact-glass windows and sliders, new, new, new! The decorations and furnishings are to owners' standards- not renters. The spacious master bedroom has a 2-year-old King Sleep-Number bed, with a beautifully tiled ensuite bath. The second bedroom has a custom Queen Murphy bed. There is a hall laundry closet with newer washer/dryer stack unit and newer water heater. A brand-new Gordon HVAC was installed with a 10-year warranty and there is a brand-new roof as well. Private storage is stocked with beach toys! Enjoy a two-minute walk to the SK Village with several restaurant choices, shopping, nightlife, ice cream, and grocery store and only a 4-minute walk to the white quartz sandy beach! Truly one of the best locations on the key!

2 Beds ⋅ 2 Baths ⋅ Villa Navarra SubDv. ⋅ 34242 Zip Code

The absolute best of both worlds! About a 2/3 mile walk to the gulf beach access and about 100 feet to the Siesta Key Village! This second-floor condo was completely renovated in 2020. The owners created a stunning home away from home that features a relaxing front sliding glass-enclosed patio that can be opened to enjoy the gentle gulf breezes. The opened kitchen has lightly veined white quartz countertops (bathrooms, too), a huge gathering island, custom solid wood cabinetry and striking blue ocean backsplash! The bathrooms are just as beautiful and are completely redone with locally crafted custom vanities. Additional features include custom shiplap walls in the bathrooms, porcelain tile flooring throughout, new lighting switches and receptacles, impact-glass windows and sliders, new, new, new! The decorations and furnishings are to owners' standards- not renters. The spacious master bedroom has a 2-year-old King Sleep-Number bed, with a beautifully tiled ensuite bath. The second bedroom has a custom Queen Murphy bed. There is a hall laundry closet with newer washer/dryer stack unit and newer water heater. A brand-new Gordon HVAC was installed with a 10-year warranty and there is a brand-new roof as well. Private storage is stocked with beach toys! Enjoy a two-minute walk to the SK Village with several restaurant choices, shopping, nightlife, ice cream, and grocery store and only a 4-minute walk to the white quartz sandy beach! Truly one of the best locations on the key!

141 Avenida Messina Unit 4, Sarasota

$2,075,000

This newer construction home is perfect for year-round living or as a beach retreat. Additionally, it has made nearly $100,000.00 in rental income. Its design and amenities are exceptional as is it’s versatility! The elevator extends from the street level 3+ car garages to the main living floor and the upper floor. You are greeted on the main floor with a large living room opening to a main dining room. The dining room extends to the large chef’s kitchen and its breakfast bar which easily seats 6 for casual dining. This floor also contains one of the 2 primary suites toward the rear of the home with views of the backyard pool area. The main level also has a large ½ bath and an additional family/entertainment room. The primary suite is furnished with a king-size bed, a primary bath with dual vanities, water closet and extra-large shower. Closet space was not spared and there is abundant storage as well. The kitchen has a large walk-in pantry, upgraded appliances, soft close drawers and doors and plenty of storage. The upper, 3rd level, has a large family room, a breakfast bar, mini fridge, microwave and plenty of counterspace and storage for long lazy nights in front of the tv or with a good book. The laundry area is on this floor along with another primary suite, primary bath with a beautiful soaking tub, separate shower, water closet and walk-in closet as well as 2 additional large guest bedrooms and a full bath. All this is wrapped with beautiful outdoor space, private balconies and porches on all living levels and a covered sitting area beside the sparkling heated pool. If you prefer the beach, Siesta Key beach is a short 3 block walk, and the village is filled with wonderful restaurants, shops and all beach life’s necessities are all close at hand. The Seller’s preference is to sell the home turnkey but if that isn’t your desire, they will accommodate the needs of the buyer.

4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

This newer construction home is perfect for year-round living or as a beach retreat. Additionally, it has made nearly $100,000.00 in rental income. Its design and amenities are exceptional as is it’s versatility! The elevator extends from the street level 3+ car garages to the main living floor and the upper floor. You are greeted on the main floor with a large living room opening to a main dining room. The dining room extends to the large chef’s kitchen and its breakfast bar which easily seats 6 for casual dining. This floor also contains one of the 2 primary suites toward the rear of the home with views of the backyard pool area. The main level also has a large ½ bath and an additional family/entertainment room. The primary suite is furnished with a king-size bed, a primary bath with dual vanities, water closet and extra-large shower. Closet space was not spared and there is abundant storage as well. The kitchen has a large walk-in pantry, upgraded appliances, soft close drawers and doors and plenty of storage. The upper, 3rd level, has a large family room, a breakfast bar, mini fridge, microwave and plenty of counterspace and storage for long lazy nights in front of the tv or with a good book. The laundry area is on this floor along with another primary suite, primary bath with a beautiful soaking tub, separate shower, water closet and walk-in closet as well as 2 additional large guest bedrooms and a full bath. All this is wrapped with beautiful outdoor space, private balconies and porches on all living levels and a covered sitting area beside the sparkling heated pool. If you prefer the beach, Siesta Key beach is a short 3 block walk, and the village is filled with wonderful restaurants, shops and all beach life’s necessities are all close at hand. The Seller’s preference is to sell the home turnkey but if that isn’t your desire, they will accommodate the needs of the buyer.

5365 Calle Florida, Sarasota

$1,300,000

Knock, knock your slice of paradise is calling! There’s no place like this home or home away from home! A gorgeous view in an exquisitely updated condo on the world’s finest beach! What more could you ask for?!! HURRICANE WINDOWS, Quartz countertops EVERYWHERE (even in the laundry room!), wine refrigerator, Kitchen Aid appliances, new cabinetry (including in the bathrooms), closet built-ins, luxury vinyl plank flooring, tasteful, coastal furniture, electronic remote control Hunter Douglas shades on windows, ample storage, full size utility room, enclosed balcony professionally done so it truly feels like part of the home. Being sold furnished with everything you need to get started living the good life! The Gulf & Bay community is packed with amenities and spacious grounds, located mid-key with easy access to the north or south bridge, with a guarded gate and on-site property management, you will not be disappointed! 4 Tennis (3 Plexi cushion, 1 clay), 6 pickleball courts, and 2 racquetball courts, shuffleboard, a fitness room and clubhouse with a library, computer and meeting/event room and card room. The common area and multiple pools are lushly landscaped and manicured, giving you that true resort feel. The parking lot is pavered and carports, with deeded parking spaces, are included with units as well as ample guest spaces. There is also a carwash area and there are electric vehicle charging stations. Building E has the advantage of being closer to the water and therefore a more up-close view of the Gulf. Click your heels together and power up that hot air balloon (or whatever mode of transport you prefer) and hurry over to follow your heart and mind and gather the courage to grab your slice of paradise before it’s gone! This is not a dream, it’s a dream come true!

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

Knock, knock your slice of paradise is calling! There’s no place like this home or home away from home! A gorgeous view in an exquisitely updated condo on the world’s finest beach! What more could you ask for?!! HURRICANE WINDOWS, Quartz countertops EVERYWHERE (even in the laundry room!), wine refrigerator, Kitchen Aid appliances, new cabinetry (including in the bathrooms), closet built-ins, luxury vinyl plank flooring, tasteful, coastal furniture, electronic remote control Hunter Douglas shades on windows, ample storage, full size utility room, enclosed balcony professionally done so it truly feels like part of the home. Being sold furnished with everything you need to get started living the good life! The Gulf & Bay community is packed with amenities and spacious grounds, located mid-key with easy access to the north or south bridge, with a guarded gate and on-site property management, you will not be disappointed! 4 Tennis (3 Plexi cushion, 1 clay), 6 pickleball courts, and 2 racquetball courts, shuffleboard, a fitness room and clubhouse with a library, computer and meeting/event room and card room. The common area and multiple pools are lushly landscaped and manicured, giving you that true resort feel. The parking lot is pavered and carports, with deeded parking spaces, are included with units as well as ample guest spaces. There is also a carwash area and there are electric vehicle charging stations. Building E has the advantage of being closer to the water and therefore a more up-close view of the Gulf. Click your heels together and power up that hot air balloon (or whatever mode of transport you prefer) and hurry over to follow your heart and mind and gather the courage to grab your slice of paradise before it’s gone! This is not a dream, it’s a dream come true!

5750 Midnight Pass Road Unit 508 E, Sarasota

$4,250,000

Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?

5 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?

160 Garden Lane, Sarasota

$465,000

Virtually Staged. BEST PRICED UPDATED VILLA WITH GARAGE ON SIESTA KEY! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa nestled in the premier GULF FRONT property of Whispering Sands is the perfect island getaway. Remodeled in 2025, this villa features all NEW vinyl plank flooring, paint, baseboards, trim, molding, and all interior doors. The bright NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Whether as a year-round residence or a vacation retreat, this maintenance free villa on the Gulf side of Siesta Key combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.

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

Virtually Staged. BEST PRICED UPDATED VILLA WITH GARAGE ON SIESTA KEY! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa nestled in the premier GULF FRONT property of Whispering Sands is the perfect island getaway. Remodeled in 2025, this villa features all NEW vinyl plank flooring, paint, baseboards, trim, molding, and all interior doors. The bright NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Whether as a year-round residence or a vacation retreat, this maintenance free villa on the Gulf side of Siesta Key combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.

119 Whispering Sands Circle Unit V36, Sarasota

$500,000

PRICED TO SELL! NEW impact-rated sliding glass doors were installed in June 2026, providing enhanced storm protection and complementing the home’s existing hurricane-impact windows. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought-after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide additional protection and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.

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

PRICED TO SELL! NEW impact-rated sliding glass doors were installed in June 2026, providing enhanced storm protection and complementing the home’s existing hurricane-impact windows. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought-after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide additional protection and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.

4660 Ocean Boulevard Unit Q1, Sarasota

$7,200,000

A truly exceptional waterfront retreat in one of Sarasota’s most coveted enclaves—Cedar Park Circle on North Siesta Key—this gated and private estate offers over 220 feet of prime bayfront with panoramic views of Cocoanut Bayou and Roberts Bay. Residents enjoy unrivaled boating access to the Gulf of Mexico and exclusive private deeded beach access. Spanning over 10,600 total square feet, including 6,500 square feet under air, this architectural masterpiece features 5 bedrooms, 5.5 bathrooms, and thoughtfully designed spaces across multiple expansive levels with an optional elevator if desired. Soaring ceilings, timeless finishes, and seamless indoor-outdoor living define the home’s coastal elegance. From the welcoming arbored front patio to the impressive wood-and-iron entry, every detail invites you in. Inside, the main living areas are designed for both comfort and grandeur. The foyer/sitting room opens to sweeping pool and bay views, while the massive great room impresses with an oversized stone gas fireplace, beamed ceilings, chandeliers, French doors, and a spacious dining area with custom built-ins. Around the corner, the newly renovated gourmet kitchen and den provide the perfect blend of everyday luxury and effortless entertaining. Here, you’ll find white-on-white custom cabinetry, quartz countertops, an 8-burner Wolf gas cooktop, dual SubZero refrigerator/freezers, a built-in Miele coffee system, and discreetly integrated conveniences like a second dishwasher and refrigerator. The adjoining den and breakfast nook boast tranquil water views, making this space an ideal private retreat. For the boating enthusiast, the property offers 150 feet of dockage, a 20,000-lb boat lift, two jet ski lifts, and a deep-water cut-in dock accommodating a 50’ vessel. After a day on the water, unwind on the expansive travertine-tiled back terrace with its teak summer kitchen, fire pit, multiple lounging and dining areas, and a saltwater infinity pool—all overlooking the bay. Hurricane-impact windows and doors, along with a new Dam Easy flood barrier, provide peace of mind. Private quarters are equally impressive. The luxurious master wing features his-and-her baths and closets, a dedicated exercise room or home office, and an outdoor tiled balcony—combining convenience, privacy, and resort-like amenities. On the opposite side of the home, three spacious guest suites each offer private balconies and baths. The ground floor grotto/media room with a full bar, wine room, steam bath, fifth bedroom, and two outdoor patios creates the ultimate guest haven. Additional features include dual laundry rooms (one on each wing), an oversized two-car garage with built-in storage, additional parking within the compound, and under-house storage. Designer landscape lighting, a four-zone heating/cooling system, and meticulous craftsmanship throughout ensure this residence is as functional as it is beautiful. This is a once-in-a-lifetime opportunity to own a one-of-a-kind sanctuary where private beach access, world-class boating, and timeless coastal luxury come together seamlessly at Cocoanut Bayou’s exclusive waterfront enclave.

5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

A truly exceptional waterfront retreat in one of Sarasota’s most coveted enclaves—Cedar Park Circle on North Siesta Key—this gated and private estate offers over 220 feet of prime bayfront with panoramic views of Cocoanut Bayou and Roberts Bay. Residents enjoy unrivaled boating access to the Gulf of Mexico and exclusive private deeded beach access. Spanning over 10,600 total square feet, including 6,500 square feet under air, this architectural masterpiece features 5 bedrooms, 5.5 bathrooms, and thoughtfully designed spaces across multiple expansive levels with an optional elevator if desired. Soaring ceilings, timeless finishes, and seamless indoor-outdoor living define the home’s coastal elegance. From the welcoming arbored front patio to the impressive wood-and-iron entry, every detail invites you in. Inside, the main living areas are designed for both comfort and grandeur. The foyer/sitting room opens to sweeping pool and bay views, while the massive great room impresses with an oversized stone gas fireplace, beamed ceilings, chandeliers, French doors, and a spacious dining area with custom built-ins. Around the corner, the newly renovated gourmet kitchen and den provide the perfect blend of everyday luxury and effortless entertaining. Here, you’ll find white-on-white custom cabinetry, quartz countertops, an 8-burner Wolf gas cooktop, dual SubZero refrigerator/freezers, a built-in Miele coffee system, and discreetly integrated conveniences like a second dishwasher and refrigerator. The adjoining den and breakfast nook boast tranquil water views, making this space an ideal private retreat. For the boating enthusiast, the property offers 150 feet of dockage, a 20,000-lb boat lift, two jet ski lifts, and a deep-water cut-in dock accommodating a 50’ vessel. After a day on the water, unwind on the expansive travertine-tiled back terrace with its teak summer kitchen, fire pit, multiple lounging and dining areas, and a saltwater infinity pool—all overlooking the bay. Hurricane-impact windows and doors, along with a new Dam Easy flood barrier, provide peace of mind. Private quarters are equally impressive. The luxurious master wing features his-and-her baths and closets, a dedicated exercise room or home office, and an outdoor tiled balcony—combining convenience, privacy, and resort-like amenities. On the opposite side of the home, three spacious guest suites each offer private balconies and baths. The ground floor grotto/media room with a full bar, wine room, steam bath, fifth bedroom, and two outdoor patios creates the ultimate guest haven. Additional features include dual laundry rooms (one on each wing), an oversized two-car garage with built-in storage, additional parking within the compound, and under-house storage. Designer landscape lighting, a four-zone heating/cooling system, and meticulous craftsmanship throughout ensure this residence is as functional as it is beautiful. This is a once-in-a-lifetime opportunity to own a one-of-a-kind sanctuary where private beach access, world-class boating, and timeless coastal luxury come together seamlessly at Cocoanut Bayou’s exclusive waterfront enclave.

265 Cedar Park Circle, Sarasota

$480,000

Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.

2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.

1255 E Peppertree Drive Unit 201, Sarasota

$1,595,000

Just minutes from the powdery white sands of Siesta Beach and the vibrant energy of Siesta Key Village, yet tucked away on a quiet, oak-shaded street, 5121 Oxford Drive is a 3-bedroom, 3-bath waterfront pool home. Located on the coveted Grand Canal, with 50 feet of deep-water frontage, you’ll be on the bay in just minutes. A brand-new dock and 10,000 lb. lift (2025) are ready for your boat, and the property is golf cart–friendly, allowing you to cruise easily to the Village or beach. For the right buyer, furnishings, the golf cart, and even the boat are negotiable, creating a truly turnkey opportunity. Every major upgrade has been completed so you can enjoy the home from day one. Impact-rated low-e sliders and exterior doors (2025) fill the space with natural light and security. The durable metal roof is built to last, while all-new HVAC systems (2025), a whole-home dehumidifier (2025), and a tankless water heater (2023) ensure modern comfort. The garage features hurricane-rated insulated doors (2020), a mini-split A/C (2025), and epoxy flooring (2025)—perfect for keeping your toys protected in style. The gourmet kitchen, fully renovated in 2023, boasts quartz counters, high-end stainless steel appliances, custom solid wood cabinetry and a sleek coastal design. The master bath (2024) feels like a spa retreat, and even the fireplace area was refreshed in 2021, adding a warm focal point to the living space. The living area flows onto wraparound balconies made from Cumaru Brazilian teak, overlooking the sparkling new saltwater pool (2024) with electric heater, marble travertine pavers, and all-new equipment. This property is made for the lifestyle you’ve been dreaming about - morning coffee as boats glide by, afternoons on the water, and evenings walking or taking the golf cart to dinner in the Village. Whether you’re seeking a full-time residence, a vacation getaway, or a high-demand rental, 5121 Oxford Drive delivers it all - turnkey option, fully upgraded, and ready for you to enjoy.

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

Just minutes from the powdery white sands of Siesta Beach and the vibrant energy of Siesta Key Village, yet tucked away on a quiet, oak-shaded street, 5121 Oxford Drive is a 3-bedroom, 3-bath waterfront pool home. Located on the coveted Grand Canal, with 50 feet of deep-water frontage, you’ll be on the bay in just minutes. A brand-new dock and 10,000 lb. lift (2025) are ready for your boat, and the property is golf cart–friendly, allowing you to cruise easily to the Village or beach. For the right buyer, furnishings, the golf cart, and even the boat are negotiable, creating a truly turnkey opportunity. Every major upgrade has been completed so you can enjoy the home from day one. Impact-rated low-e sliders and exterior doors (2025) fill the space with natural light and security. The durable metal roof is built to last, while all-new HVAC systems (2025), a whole-home dehumidifier (2025), and a tankless water heater (2023) ensure modern comfort. The garage features hurricane-rated insulated doors (2020), a mini-split A/C (2025), and epoxy flooring (2025)—perfect for keeping your toys protected in style. The gourmet kitchen, fully renovated in 2023, boasts quartz counters, high-end stainless steel appliances, custom solid wood cabinetry and a sleek coastal design. The master bath (2024) feels like a spa retreat, and even the fireplace area was refreshed in 2021, adding a warm focal point to the living space. The living area flows onto wraparound balconies made from Cumaru Brazilian teak, overlooking the sparkling new saltwater pool (2024) with electric heater, marble travertine pavers, and all-new equipment. This property is made for the lifestyle you’ve been dreaming about - morning coffee as boats glide by, afternoons on the water, and evenings walking or taking the golf cart to dinner in the Village. Whether you’re seeking a full-time residence, a vacation getaway, or a high-demand rental, 5121 Oxford Drive delivers it all - turnkey option, fully upgraded, and ready for you to enjoy.

5121 Oxford Drive, Sarasota

$575,000

ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

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

ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8779 Midnight Pass Road Unit 401H, Sarasota

$712,000

Top-Floor Gulf View Retreat Where Coastal Comfort Meets Modern Living This fully renovated, top-floor condo in the heart of Siesta Key offers panoramic Gulf views and a lifestyle of laid-back luxury with income potential. Featuring an open-concept layout with expanded sliders and raised ceilings, this 2-bed, 2-bath gem is designed for modern living and effortless entertaining. The updated kitchen showcases a large one-level island, granite countertops, stainless appliances, and custom wood cabinetry. Enjoy easy-care wood plank tile throughout (even the lanai), updated baths, crown molding, plantation shutters, and no popcorn ceilings. NEWER AC & HWH in 2021. Hurricane protection adds peace of mind. Relax on your lanai with southern exposure. No harsh west sun, just Gulf breezes and vibrant skies. Coveted covered parking is just outside the elevator. With one-month rentals allowed 12x/year, this fully furnished condo is ideal as a seasonal escape or an income-generating asset. Live the Siesta Key dream today.

2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code

Top-Floor Gulf View Retreat Where Coastal Comfort Meets Modern Living This fully renovated, top-floor condo in the heart of Siesta Key offers panoramic Gulf views and a lifestyle of laid-back luxury with income potential. Featuring an open-concept layout with expanded sliders and raised ceilings, this 2-bed, 2-bath gem is designed for modern living and effortless entertaining. The updated kitchen showcases a large one-level island, granite countertops, stainless appliances, and custom wood cabinetry. Enjoy easy-care wood plank tile throughout (even the lanai), updated baths, crown molding, plantation shutters, and no popcorn ceilings. NEWER AC & HWH in 2021. Hurricane protection adds peace of mind. Relax on your lanai with southern exposure. No harsh west sun, just Gulf breezes and vibrant skies. Coveted covered parking is just outside the elevator. With one-month rentals allowed 12x/year, this fully furnished condo is ideal as a seasonal escape or an income-generating asset. Live the Siesta Key dream today.

5600 Beach Way Drive Unit 304, Sarasota

$1,160,000

Exceptional Investment Opportunity Awaits! Just a two-minute stroll from the stunning white sands of Siesta Key Beach, Sun & Sea Island Hideaways presents a rare chance to own a fully remodeled, high-income-producing duplex in an ideal island setting. With zoning for short-term rentals, this incredible retreat offers remarkable flexibility: live in one unit while renting the other, or maximize your earnings by leasing both units to vacationers year-round. The property is fully furnished and has future bookings in place, ensuring immediate income potential. Nestled in the sought-after south end of Siesta Key, the property exudes tropical allure with interiors featuring updated terrazzo floors, chic furnishings, and modern upgrades, including new appliances, a new roof, and new AC units for both residences. Each 2-bedroom, 1-bathroom unit is thoughtfully designed for comfort, featuring bright, open living spaces that embody the essence of island living. A shared indoor laundry area adds convenience, while an outdoor shower provides the perfect way to conclude a beach day. The expansive, fully fenced backyard is a private oasis, with lush, low-maintenance landscaping, synthetic turf, and a sizable composite deck perfect for sunset gatherings, outdoor dining, or relaxation. A nearby community pool is accessible to owners and guests, and four designated parking spaces offer added convenience for owners and visitors. With a proven track record of strong rentals and high demand from vacationers, Sun & Sea Island Hideaways is more than just a home—it’s an investment in the ultimate island lifestyle. Whether you're seeking a profitable rental property or a private sanctuary with income potential, this Siesta Key treasure is ready to fulfill your island dreams.

4 Beds ⋅ 2 Baths ⋅ Sarasota By The Sea SubDv. ⋅ 34242 Zip Code

Exceptional Investment Opportunity Awaits! Just a two-minute stroll from the stunning white sands of Siesta Key Beach, Sun & Sea Island Hideaways presents a rare chance to own a fully remodeled, high-income-producing duplex in an ideal island setting. With zoning for short-term rentals, this incredible retreat offers remarkable flexibility: live in one unit while renting the other, or maximize your earnings by leasing both units to vacationers year-round. The property is fully furnished and has future bookings in place, ensuring immediate income potential. Nestled in the sought-after south end of Siesta Key, the property exudes tropical allure with interiors featuring updated terrazzo floors, chic furnishings, and modern upgrades, including new appliances, a new roof, and new AC units for both residences. Each 2-bedroom, 1-bathroom unit is thoughtfully designed for comfort, featuring bright, open living spaces that embody the essence of island living. A shared indoor laundry area adds convenience, while an outdoor shower provides the perfect way to conclude a beach day. The expansive, fully fenced backyard is a private oasis, with lush, low-maintenance landscaping, synthetic turf, and a sizable composite deck perfect for sunset gatherings, outdoor dining, or relaxation. A nearby community pool is accessible to owners and guests, and four designated parking spaces offer added convenience for owners and visitors. With a proven track record of strong rentals and high demand from vacationers, Sun & Sea Island Hideaways is more than just a home—it’s an investment in the ultimate island lifestyle. Whether you're seeking a profitable rental property or a private sanctuary with income potential, this Siesta Key treasure is ready to fulfill your island dreams.

1141 Sun N Sea Drive, Sarasota

$1,115,000

Investment opportunity with strong rental potential—this Siesta Key waterfront villa offers two-week minimum rentals, private deeded beach access, and an oversized private 2-car garage, an exceptionally rare combination. Located in Excelsior Beach to Bay, this updated 2-bedroom, 2-bath residence is set directly on the Intracoastal Waterway and elevated above its garage, capturing panoramic bay views from nearly every room. The fully furnished, light-filled home features an open floor plan, floor-to-ceiling hurricane-impact glass doors, tile flooring throughout, a remodeled kitchen with white cabinetry and stainless appliances, and a dry bar for easy entertaining. The primary suite enjoys sweeping water views. Recent updates include a new HVAC system (2024). Store your kayak right under the building for easy access to launching your boat. This community offers convenient access to the south bridge, placing Sarasota's dining, shopping, cultural venues, and medical services just minutes away. This Villa offers the best of coastal living. This pet-friendly, resort-style community offers pools, tennis and pickleball courts, a fitness center, fishing pier, and private deeded access to Siesta Key Beach. Ideally located near the South Bridge with quick access to Sarasota dining, shopping, and culture—making it equally well suited as a luxury vacation rental, seasonal income property, or personal waterfront retreat.

2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

Investment opportunity with strong rental potential—this Siesta Key waterfront villa offers two-week minimum rentals, private deeded beach access, and an oversized private 2-car garage, an exceptionally rare combination. Located in Excelsior Beach to Bay, this updated 2-bedroom, 2-bath residence is set directly on the Intracoastal Waterway and elevated above its garage, capturing panoramic bay views from nearly every room. The fully furnished, light-filled home features an open floor plan, floor-to-ceiling hurricane-impact glass doors, tile flooring throughout, a remodeled kitchen with white cabinetry and stainless appliances, and a dry bar for easy entertaining. The primary suite enjoys sweeping water views. Recent updates include a new HVAC system (2024). Store your kayak right under the building for easy access to launching your boat. This community offers convenient access to the south bridge, placing Sarasota's dining, shopping, cultural venues, and medical services just minutes away. This Villa offers the best of coastal living. This pet-friendly, resort-style community offers pools, tennis and pickleball courts, a fitness center, fishing pier, and private deeded access to Siesta Key Beach. Ideally located near the South Bridge with quick access to Sarasota dining, shopping, and culture—making it equally well suited as a luxury vacation rental, seasonal income property, or personal waterfront retreat.

6281 Midnight Pass Road Unit 6281, Sarasota

$680,000

Welcome to Peppertree Bay, one of Siesta Key’s most coveted Gulf to Bay communities, where island living meets effortless elegance. This turnkey, beautifully reimagined 2 bedroom, 2 bathroom residence is nestled within the desirable midrise building on the beach side of the complex, offering the perfect combination of privacy, convenience, and resort style amenities. Just steps from Siesta Key’s world renowned quartz sand, this home embodies the island lifestyle. From the moment you enter, you’ll be captivated by the peaceful view of the tranquil pond and fountain, setting the tone for relaxation. This updated unit has been thoughtfully redone, showcasing a spacious open concept floor plan that seamlessly blends form and function. The gourmet kitchen is a showstopper, featuring granite countertops, stainless steel appliances, soft close cabinetry, and a breakfast bar perfect for casual dining or entertaining. Elegant ceiling fans and updated fixtures enhance the coastal vibe, while the dining and living areas flow together effortlessly, creating a bright and inviting space for family gatherings or quiet evenings. The primary suite is a serene retreat with a walk in closet and ensuite bath, and the guest bedroom provides a comfortable haven for visitors. With a strong rental history, this property is as appealing to investors as it is to those seeking a full time residence or seasonal escape. At Peppertree Bay, residents enjoy private deeded beach access, two heated swimming pools, tennis courts, a fitness center, clubhouse, fishing pier, and professional onsite management. Covered parking and extra storage add convenience to this lock and leave lifestyle. Situated close to Siesta Key Village, eclectic dining, boutique shopping, and vibrant cultural experiences, this home truly offers it all. Whether you are looking for an income producing investment, a sun soaked seasonal retreat, or a luxurious full time residence, this residence at Peppertree Bay delivers the very best of Siesta Key living.

2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

Welcome to Peppertree Bay, one of Siesta Key’s most coveted Gulf to Bay communities, where island living meets effortless elegance. This turnkey, beautifully reimagined 2 bedroom, 2 bathroom residence is nestled within the desirable midrise building on the beach side of the complex, offering the perfect combination of privacy, convenience, and resort style amenities. Just steps from Siesta Key’s world renowned quartz sand, this home embodies the island lifestyle. From the moment you enter, you’ll be captivated by the peaceful view of the tranquil pond and fountain, setting the tone for relaxation. This updated unit has been thoughtfully redone, showcasing a spacious open concept floor plan that seamlessly blends form and function. The gourmet kitchen is a showstopper, featuring granite countertops, stainless steel appliances, soft close cabinetry, and a breakfast bar perfect for casual dining or entertaining. Elegant ceiling fans and updated fixtures enhance the coastal vibe, while the dining and living areas flow together effortlessly, creating a bright and inviting space for family gatherings or quiet evenings. The primary suite is a serene retreat with a walk in closet and ensuite bath, and the guest bedroom provides a comfortable haven for visitors. With a strong rental history, this property is as appealing to investors as it is to those seeking a full time residence or seasonal escape. At Peppertree Bay, residents enjoy private deeded beach access, two heated swimming pools, tennis courts, a fitness center, clubhouse, fishing pier, and professional onsite management. Covered parking and extra storage add convenience to this lock and leave lifestyle. Situated close to Siesta Key Village, eclectic dining, boutique shopping, and vibrant cultural experiences, this home truly offers it all. Whether you are looking for an income producing investment, a sun soaked seasonal retreat, or a luxurious full time residence, this residence at Peppertree Bay delivers the very best of Siesta Key living.

1055 W Peppertree Drive Unit 106AA, Sarasota

$1,150,000

Gulf-front living at its finest in the exclusive Gulf & Bay Club on Siesta Key! This updated 2BD/2BA condo offers breathtaking, unobstructed views of the Gulf and Siesta Key Beach with their stunning nightly sunsets. The open layout features a modern kitchen with granite counters and white contemporary cabinetry. A spacious living/dining area that opens to a private beachfront balcony. The primary suite boasts Gulf views, balcony access, walk-in closet, and en-suite bath. Gulf & Bay Club is a gated, resort-style community with 800’ of private beach, 3 pools, 8 tennis courts, pickleball, fitness center, 2 clubhouses, saunas, grills, and more. On-site rental management with 1-month minimum rentals. A rare opportunity for luxury coastal living or investment!

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

Gulf-front living at its finest in the exclusive Gulf & Bay Club on Siesta Key! This updated 2BD/2BA condo offers breathtaking, unobstructed views of the Gulf and Siesta Key Beach with their stunning nightly sunsets. The open layout features a modern kitchen with granite counters and white contemporary cabinetry. A spacious living/dining area that opens to a private beachfront balcony. The primary suite boasts Gulf views, balcony access, walk-in closet, and en-suite bath. Gulf & Bay Club is a gated, resort-style community with 800’ of private beach, 3 pools, 8 tennis courts, pickleball, fitness center, 2 clubhouses, saunas, grills, and more. On-site rental management with 1-month minimum rentals. A rare opportunity for luxury coastal living or investment!

5790 Midnight Pass Road Unit 702, Sarasota

$550,000

Opportunity knocking loudly! Here it is the least expensive pool home on Siesta Key. You will approach under a charming, canopy lined street. This 2BR/2BA is ready for someone to put their finishing touches on it after hurricane damage. Walls have been removed from 4 ft down, kitchen cabinets and counter removed. Nice Crown molding. Electrical was rewired and raised. Replumbed in 2020. Tankless water heater is 1 year old. A/C was new in 2023. Ductwork was replaced. Great Lap pool has new pool pump. Roof was patched and not leaking. This fabulous quiet location is a half a mile to the #1 Siesta Key Beach, this is your new place in the sun. Island living at its best.

2 Beds ⋅ 2 Baths ⋅ Twin Oak Pond SubDv. ⋅ 34242 Zip Code

Opportunity knocking loudly! Here it is the least expensive pool home on Siesta Key. You will approach under a charming, canopy lined street. This 2BR/2BA is ready for someone to put their finishing touches on it after hurricane damage. Walls have been removed from 4 ft down, kitchen cabinets and counter removed. Nice Crown molding. Electrical was rewired and raised. Replumbed in 2020. Tankless water heater is 1 year old. A/C was new in 2023. Ductwork was replaced. Great Lap pool has new pool pump. Roof was patched and not leaking. This fabulous quiet location is a half a mile to the #1 Siesta Key Beach, this is your new place in the sun. Island living at its best.

5222 Winding Way, Sarasota

$625,000

Your Dream Coastal Retreat Awaits at Whispering Sands – Siesta Key> ** Private Beach @ #1 Beach in USA** Welcome to your beautifully renovated 2-bedroom, 2-bath condo in the highly desirable Whispering Sands community, ideally located in the heart of Siesta Key Village. This stunning residence combines coastal elegance with modern convenience to create the ultimate island lifestyle. VIEW MATTERPORT VIRTUAL TOUR IN FIRST LINK. Step inside to an open, airy floor plan flooded with natural light. The spacious living area is perfect for relaxing or entertaining, while the modern kitchen impresses with stainless steel appliances, quartz countertops, and custom cabinetry. Every detail has been thoughtfully updated for style and comfort. The primary suite offers a peaceful retreat with a walk-in closet and a sleek en-suite bathroom. A versatile second bedroom is ideal for guests or a home office, paired with a beautifully updated second full bath. Step out onto your private impact glass enclosed porch with luxury electric shades for privacy at one push of a button! Enjoy tranquil mornings or dramatic sunsets, surrounded by lush tropical landscaping. Whispering Sands offers resort-style amenities including: >* Two sparkling swimming pools >* Private gulf-front beach access >* Fitness center >* Clubhouse & social activities >* Lush, walkable grounds with scenic lake views Just steps away from the vibrant energy of Siesta Key Village, you’ll enjoy walkable access to shopping, dining, and nightlife. And of course, the #1-rated Siesta Key Beach, famous for its powdery white quartz sand, is just outside your door. ****Don’t miss this rare opportunity to own a slice of paradise in one of Siesta Key’s most coveted communities.

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

Your Dream Coastal Retreat Awaits at Whispering Sands – Siesta Key> ** Private Beach @ #1 Beach in USA** Welcome to your beautifully renovated 2-bedroom, 2-bath condo in the highly desirable Whispering Sands community, ideally located in the heart of Siesta Key Village. This stunning residence combines coastal elegance with modern convenience to create the ultimate island lifestyle. VIEW MATTERPORT VIRTUAL TOUR IN FIRST LINK. Step inside to an open, airy floor plan flooded with natural light. The spacious living area is perfect for relaxing or entertaining, while the modern kitchen impresses with stainless steel appliances, quartz countertops, and custom cabinetry. Every detail has been thoughtfully updated for style and comfort. The primary suite offers a peaceful retreat with a walk-in closet and a sleek en-suite bathroom. A versatile second bedroom is ideal for guests or a home office, paired with a beautifully updated second full bath. Step out onto your private impact glass enclosed porch with luxury electric shades for privacy at one push of a button! Enjoy tranquil mornings or dramatic sunsets, surrounded by lush tropical landscaping. Whispering Sands offers resort-style amenities including: >* Two sparkling swimming pools >* Private gulf-front beach access >* Fitness center >* Clubhouse & social activities >* Lush, walkable grounds with scenic lake views Just steps away from the vibrant energy of Siesta Key Village, you’ll enjoy walkable access to shopping, dining, and nightlife. And of course, the #1-rated Siesta Key Beach, famous for its powdery white quartz sand, is just outside your door. ****Don’t miss this rare opportunity to own a slice of paradise in one of Siesta Key’s most coveted communities.

199 Whispering Sands Drive Unit 105, Sarasota