Swfloridafinehomes.com Search Results

$1,640,000

Vacation getaway, lucrative rental or full-time dream home, this Siesta Key residence is just steps from the powdery white sands of Siesta Key Beach. Some of the important features included a new roof, Ipe hardwood decks, brick paver drive and walkways, irrigation system, brand new stainless-steel appliances, two hot water heaters (one is tankless) and two a/c units. Step inside the open-concept great room, where neutral finishes, timeless travertine floors, and abundant natural light create an inviting ambiance. The kitchen is ideal for entertaining or quiet mornings at home, featuring rich wood cabinetry, granite countertops, counter-height seating, stainless-steel appliances. A bonus room adapts effortlessly to your needs, while the spacious guest quarters ensure privacy and comfort for family and friends. Three large guest bedrooms, two with ensuite bath, offer luxurious accommodations, while the private, top-floor primary suite is a sanctuary of its own. Retreat to your spa-inspired bathroom, revel in the enormous custom walk-in closet, or step onto the rooftop terrace. Outside, the lush tropical landscaping creates a secluded backyard oasis, perfect for relaxation. End each day with breathtaking sunset views from the rooftop terrace, a magical setting to unwind. With a two-car garage and a prime location just a short stroll to the vibrant shops and restaurants of Siesta Key Village, this home offers the very best of coastal luxury living. Don’t just dream of paradise, own it.

4 Beds ⋅ 5 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Vacation getaway, lucrative rental or full-time dream home, this Siesta Key residence is just steps from the powdery white sands of Siesta Key Beach. Some of the important features included a new roof, Ipe hardwood decks, brick paver drive and walkways, irrigation system, brand new stainless-steel appliances, two hot water heaters (one is tankless) and two a/c units. Step inside the open-concept great room, where neutral finishes, timeless travertine floors, and abundant natural light create an inviting ambiance. The kitchen is ideal for entertaining or quiet mornings at home, featuring rich wood cabinetry, granite countertops, counter-height seating, stainless-steel appliances. A bonus room adapts effortlessly to your needs, while the spacious guest quarters ensure privacy and comfort for family and friends. Three large guest bedrooms, two with ensuite bath, offer luxurious accommodations, while the private, top-floor primary suite is a sanctuary of its own. Retreat to your spa-inspired bathroom, revel in the enormous custom walk-in closet, or step onto the rooftop terrace. Outside, the lush tropical landscaping creates a secluded backyard oasis, perfect for relaxation. End each day with breathtaking sunset views from the rooftop terrace, a magical setting to unwind. With a two-car garage and a prime location just a short stroll to the vibrant shops and restaurants of Siesta Key Village, this home offers the very best of coastal luxury living. Don’t just dream of paradise, own it.

5512 Avenida Del Mare, Sarasota

$2,713,000

Boater’s Dream on Siesta Key! Experience the ultimate waterfront lifestyle in this beautifully renovated Siesta Key home, offering an extraordinary 268 feet of waterfront and immediate access to the Intracoastal Waterway. No bridges to the bay. This is truly a boater’s paradise, complete with a private dock featuring two lifts, perfect for accommodating your vessels and exploring the surrounding waters, from a quick cruise to Skiers Island for water sports, to sunset sails on the Gulf of Mexico. Recently and thoughtfully renovated, this stunning coastal residence perfectly blends timeless design with modern luxury. Although originally built in 1970, because of the significant recent renovations, the effective year of this home per Sarasota County tax records is 2015. Boasting five spacious bedrooms, four and a half bathrooms, and 4,201 square feet of refined living space, it offers the ideal setting for relaxed everyday living and effortless entertaining. All within a home designed to complement today’s vibrant family lifestyle. Step inside to discover a light-filled, open floor plan framed by tranquil water views. New flooring and stylish fixtures create a crisp, inviting ambiance. The kitchen blends form and function with stainless steel appliances, custom cabinetry, quartz countertops, and a spacious island ideal for gathering with family and friends. The primary suite is a serene retreat featuring a spa-inspired bath and direct access to the pool terrace. Outdoor living shines with multiple spaces for lounging and dining beside the pool or enjoying the expansive waterfront lawn. Located on the north end of Siesta Key, just minutes off the island via the North Bridge and close to Siesta Key Village and the island’s world-famous white-sand beach. This property combines the best of island living and boating convenience, all in one exceptional address.

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

Boater’s Dream on Siesta Key! Experience the ultimate waterfront lifestyle in this beautifully renovated Siesta Key home, offering an extraordinary 268 feet of waterfront and immediate access to the Intracoastal Waterway. No bridges to the bay. This is truly a boater’s paradise, complete with a private dock featuring two lifts, perfect for accommodating your vessels and exploring the surrounding waters, from a quick cruise to Skiers Island for water sports, to sunset sails on the Gulf of Mexico. Recently and thoughtfully renovated, this stunning coastal residence perfectly blends timeless design with modern luxury. Although originally built in 1970, because of the significant recent renovations, the effective year of this home per Sarasota County tax records is 2015. Boasting five spacious bedrooms, four and a half bathrooms, and 4,201 square feet of refined living space, it offers the ideal setting for relaxed everyday living and effortless entertaining. All within a home designed to complement today’s vibrant family lifestyle. Step inside to discover a light-filled, open floor plan framed by tranquil water views. New flooring and stylish fixtures create a crisp, inviting ambiance. The kitchen blends form and function with stainless steel appliances, custom cabinetry, quartz countertops, and a spacious island ideal for gathering with family and friends. The primary suite is a serene retreat featuring a spa-inspired bath and direct access to the pool terrace. Outdoor living shines with multiple spaces for lounging and dining beside the pool or enjoying the expansive waterfront lawn. Located on the north end of Siesta Key, just minutes off the island via the North Bridge and close to Siesta Key Village and the island’s world-famous white-sand beach. This property combines the best of island living and boating convenience, all in one exceptional address.

910 Siesta Key Place, Sarasota

$1,350,000

Primrose Path is a quiet street only one block long. The property has 250 feet of wide canal front which is extremely rare. It includes a newer extra-large cement cap. The pretty setting is nest to a picturesque bridge and has another long canal view facing the front of the lot. It is very close to Siesta Village. The existing structure could possibly support a second-floor addition as the first floor was flooded. The area supports housing over 4 million. The owner is a licensed broker. Value is in the land.

4 Beds ⋅ 4 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

Primrose Path is a quiet street only one block long. The property has 250 feet of wide canal front which is extremely rare. It includes a newer extra-large cement cap. The pretty setting is nest to a picturesque bridge and has another long canal view facing the front of the lot. It is very close to Siesta Village. The existing structure could possibly support a second-floor addition as the first floor was flooded. The area supports housing over 4 million. The owner is a licensed broker. Value is in the land.

4839 Primrose Path, Sarasota

$4,900,000

Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets.

6 Beds ⋅ 7 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code

Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets.

4136 Roberts Point Circle, Sarasota

$1,680,000

North Siesta Key Waterfront Sanctuary — Where Vision Meets Value An invitation to live extraordinarily on North Siesta Key — where artistry, architecture, and the water’s edge converge. Set on a rare 15,000 sq. ft. peninsula with over 300+ feet of canal frontage, this exceptional property is defined by its sense of seclusion, natural beauty, and endless potential. Mature tropical landscaping and graceful palms create a private world of tranquility within a quiet cul-de-sac of multi-million-dollar estate homes, just moments from Sarasota’s vibrant mainland. Currently graced by a 4-bedroom, 3-bath residence spanning 3,450 sq. ft., the home captures panoramic water views through walls of glass that dissolve the boundary between indoors and out. Expansive living and dining areas open to a serene pool terrace and lush gardens — an ideal stage for gatherings beneath the Gulf Coast sun. Yet the true magic lies in what this setting makes possible. Enjoy the residence as it is, refresh it with your own modern expression, or design a new architectural masterpiece worthy of its rare peninsula site. This is deep-water, no-bridge boating access to Sarasota Bay, steps from Siesta Beach’s world-famous sands and minutes to downtown Sarasota’s acclaimed dining, arts, and cultural scene — a lifestyle that blends coastal ease with cosmopolitan energy. Exceptionally priced to inspire vision, creativity, and investment confidence, 940 Siesta Key Place offers both immediate enjoyment and enduring value within one of Sarasota’s most exclusive waterfront enclaves.

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

North Siesta Key Waterfront Sanctuary — Where Vision Meets Value An invitation to live extraordinarily on North Siesta Key — where artistry, architecture, and the water’s edge converge. Set on a rare 15,000 sq. ft. peninsula with over 300+ feet of canal frontage, this exceptional property is defined by its sense of seclusion, natural beauty, and endless potential. Mature tropical landscaping and graceful palms create a private world of tranquility within a quiet cul-de-sac of multi-million-dollar estate homes, just moments from Sarasota’s vibrant mainland. Currently graced by a 4-bedroom, 3-bath residence spanning 3,450 sq. ft., the home captures panoramic water views through walls of glass that dissolve the boundary between indoors and out. Expansive living and dining areas open to a serene pool terrace and lush gardens — an ideal stage for gatherings beneath the Gulf Coast sun. Yet the true magic lies in what this setting makes possible. Enjoy the residence as it is, refresh it with your own modern expression, or design a new architectural masterpiece worthy of its rare peninsula site. This is deep-water, no-bridge boating access to Sarasota Bay, steps from Siesta Beach’s world-famous sands and minutes to downtown Sarasota’s acclaimed dining, arts, and cultural scene — a lifestyle that blends coastal ease with cosmopolitan energy. Exceptionally priced to inspire vision, creativity, and investment confidence, 940 Siesta Key Place offers both immediate enjoyment and enduring value within one of Sarasota’s most exclusive waterfront enclaves.

940 Siesta Key Place, Sarasota

$5,250,000

Pre-Construction. To be built. Pre-Construction Waterfront Estate | The Sanderling Club, Siesta Key. Experience the pinnacle of coastal luxury with this rare 6-bedroom, 5.5-bath waterfront estate in the exclusive Sanderling Club on Siesta Key. Set within a private, tropical oasis with direct access to the Intracoastal Waterway, this 4Bedroom/4.5 Bath home to-be-built residence by E/M Custom Homes offers refined craftsmanship, elegant coastal architecture, and a flexible multigenerational design in addition to the existing 2/1 ADU currently on the property that comes Turnkey Furnished to move in ASAP. Come live, boat, and park on property while you build your dream home. The main home to be built features 4 bedrooms and 4.5 baths, while a detached 3-car garage includes a stunning 2-bedroom, 1-bath guest suite with its own deck and water views. Plans are ready to build, or you may bring your own vision to this extraordinary property. Inside, soaring ceilings, open-concept living areas, and panoramic water views create a light-filled sanctuary. The chef’s kitchen boasts premium appliances, custom cabinetry, a large island, and quartz countertops—perfect for entertaining. Retreat to the luxurious primary suite with spa-inspired bath and private terrace overlooking the water. Outdoors, enjoy a resort-style pool and spa, lush landscaping, and private dock with boat lift—ideal for boating, paddleboarding, or sunset cocktails. Multiple covered lanais provide stunning views from every angle. Residents of The Sanderling Club enjoy gated security, tennis and pickleball courts, a historic beachfront clubhouse, and access to the pristine sands of Siesta Key Beach. Whether you seek a full-time residence, seasonal retreat, or investment opportunity, this exceptional waterfront haven offers unmatched privacy, luxury, and lifestyle. 28' Scout Center Console Boat also available for purchase. Land only with existing 3-car garage/2BR ADU also available for purchase. Reference MLS#A4660300

6 Beds ⋅ 6 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Pre-Construction Waterfront Estate | The Sanderling Club, Siesta Key. Experience the pinnacle of coastal luxury with this rare 6-bedroom, 5.5-bath waterfront estate in the exclusive Sanderling Club on Siesta Key. Set within a private, tropical oasis with direct access to the Intracoastal Waterway, this 4Bedroom/4.5 Bath home to-be-built residence by E/M Custom Homes offers refined craftsmanship, elegant coastal architecture, and a flexible multigenerational design in addition to the existing 2/1 ADU currently on the property that comes Turnkey Furnished to move in ASAP. Come live, boat, and park on property while you build your dream home. The main home to be built features 4 bedrooms and 4.5 baths, while a detached 3-car garage includes a stunning 2-bedroom, 1-bath guest suite with its own deck and water views. Plans are ready to build, or you may bring your own vision to this extraordinary property. Inside, soaring ceilings, open-concept living areas, and panoramic water views create a light-filled sanctuary. The chef’s kitchen boasts premium appliances, custom cabinetry, a large island, and quartz countertops—perfect for entertaining. Retreat to the luxurious primary suite with spa-inspired bath and private terrace overlooking the water. Outdoors, enjoy a resort-style pool and spa, lush landscaping, and private dock with boat lift—ideal for boating, paddleboarding, or sunset cocktails. Multiple covered lanais provide stunning views from every angle. Residents of The Sanderling Club enjoy gated security, tennis and pickleball courts, a historic beachfront clubhouse, and access to the pristine sands of Siesta Key Beach. Whether you seek a full-time residence, seasonal retreat, or investment opportunity, this exceptional waterfront haven offers unmatched privacy, luxury, and lifestyle. 28' Scout Center Console Boat also available for purchase. Land only with existing 3-car garage/2BR ADU also available for purchase. Reference MLS#A4660300

7233 Midnight Pass Road, Sarasota

$1,075,000

Under the canopy of grand oaks and banyan trees, this move-in-ready FURNISHED Siesta Key POOL home offers the perfect blend of luxury and coastal charm. Located minutes from the world-famous beach and village, this retreat has been redesigned for island living with almost every inch of the home renovated to perfection! A freshly painted exterior, paver driveway, and xeriscape landscaping create a warm welcome. Inside, an open floor plan creates effortless indoor-outdoor living with tile flooring, bright living area, and pocket sliding glass doors seamlessly connecting to your private backyard oasis. The expansive paradise features a sparkling pool and hot tub with new pump/heater, surrounded by new privacy fencing, and an extended paver patio. The heart of the home is the renovated chef's kitchen, boasting duo-toned soft-close cabinetry, quartz countertops, and tile backsplash. The oversized kitchen island and adjacent dining area set the stage for lively gatherings, while the cozy den opens up to the patio for effortless pool-side alfresco dining. The primary suite features direct pool access and a newly updated bathroom with soaking tub, walk-in shower, and modern finishes. Thoughtfully designed for privacy, the split floor plan includes a poolside guest room along with two additional bedrooms tucked in a private wing with an updated bathroom. Additional updates include a NEW AC system/ductwork and NEW Hot Water Heater ensuring year-round comfort. The oversized two car garage offers plenty of parking and extra space for a golf cart and beach gear. Enjoy the tranquility of the tree lined streets while still having easy access on and off the island. This home is being enjoyed by seasonal renters, but now it’s your turn to enjoy island life! Whether you're looking for a lucrative FURNISHED short-term rental, a seasonal retreat, or a forever home, this renovated Siesta Key gem offers the best of island living!

4 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Under the canopy of grand oaks and banyan trees, this move-in-ready FURNISHED Siesta Key POOL home offers the perfect blend of luxury and coastal charm. Located minutes from the world-famous beach and village, this retreat has been redesigned for island living with almost every inch of the home renovated to perfection! A freshly painted exterior, paver driveway, and xeriscape landscaping create a warm welcome. Inside, an open floor plan creates effortless indoor-outdoor living with tile flooring, bright living area, and pocket sliding glass doors seamlessly connecting to your private backyard oasis. The expansive paradise features a sparkling pool and hot tub with new pump/heater, surrounded by new privacy fencing, and an extended paver patio. The heart of the home is the renovated chef's kitchen, boasting duo-toned soft-close cabinetry, quartz countertops, and tile backsplash. The oversized kitchen island and adjacent dining area set the stage for lively gatherings, while the cozy den opens up to the patio for effortless pool-side alfresco dining. The primary suite features direct pool access and a newly updated bathroom with soaking tub, walk-in shower, and modern finishes. Thoughtfully designed for privacy, the split floor plan includes a poolside guest room along with two additional bedrooms tucked in a private wing with an updated bathroom. Additional updates include a NEW AC system/ductwork and NEW Hot Water Heater ensuring year-round comfort. The oversized two car garage offers plenty of parking and extra space for a golf cart and beach gear. Enjoy the tranquility of the tree lined streets while still having easy access on and off the island. This home is being enjoyed by seasonal renters, but now it’s your turn to enjoy island life! Whether you're looking for a lucrative FURNISHED short-term rental, a seasonal retreat, or a forever home, this renovated Siesta Key gem offers the best of island living!

567 Venice Lane, Sarasota

$4,490,000

Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable

3 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable

5362 Shadow Lawn Drive, Sarasota

$690,000

A rare opportunity! This lovely, updated 2 bedroom/2 bath, 1,387 square foot detached villa nestled within the premiere GULF FRONT property of Whispering Sands offers both privacy and maintenance free living. Remodeled in 2006 and newly updated in 2025, this spacious residence features ceramic tile flooring, plantation shutters, and a bright open layout designed for effortless coastal living. The chef inspired kitchen showcases granite countertops, a generous island with pendant lighting, and abundant custom cabinetry—perfect for entertaining with ease. Elegant new paneled doors, recessed lighting, and updated baths with modern vanities and fixtures add a sophisticated touch. A cozy den with built-ins provides space for reading or work. Outdoors, your private fenced patio with tropical plantings invites relaxing afternoons, evening gatherings, or dining al fresco. A two car garage completes this exceptional property. Enjoy the resort lifestyle Whispering Sands is celebrated for—set on the sugar-white sands of your own private beach, with two heated pools - one beachside, one clubside, clubhouse with fitness room and catering kitchen (currently undergoing complete remodeling), shuffleboard, and beachside Tiki Hut, gas grills, and canoe/kayak storage. This villa is located on the side of the complex closest to the Gulf. Leave your car at home! This unit is also ideally located right around the corner from the colorful boutiques and myriad of dining options in Siesta Key Village. A Gulf front property and just a short walk to the Village, Whispering Sands' location on Siesta Key is unbeatable. Don't miss this exceptional opportunity!

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

A rare opportunity! This lovely, updated 2 bedroom/2 bath, 1,387 square foot detached villa nestled within the premiere GULF FRONT property of Whispering Sands offers both privacy and maintenance free living. Remodeled in 2006 and newly updated in 2025, this spacious residence features ceramic tile flooring, plantation shutters, and a bright open layout designed for effortless coastal living. The chef inspired kitchen showcases granite countertops, a generous island with pendant lighting, and abundant custom cabinetry—perfect for entertaining with ease. Elegant new paneled doors, recessed lighting, and updated baths with modern vanities and fixtures add a sophisticated touch. A cozy den with built-ins provides space for reading or work. Outdoors, your private fenced patio with tropical plantings invites relaxing afternoons, evening gatherings, or dining al fresco. A two car garage completes this exceptional property. Enjoy the resort lifestyle Whispering Sands is celebrated for—set on the sugar-white sands of your own private beach, with two heated pools - one beachside, one clubside, clubhouse with fitness room and catering kitchen (currently undergoing complete remodeling), shuffleboard, and beachside Tiki Hut, gas grills, and canoe/kayak storage. This villa is located on the side of the complex closest to the Gulf. Leave your car at home! This unit is also ideally located right around the corner from the colorful boutiques and myriad of dining options in Siesta Key Village. A Gulf front property and just a short walk to the Village, Whispering Sands' location on Siesta Key is unbeatable. Don't miss this exceptional opportunity!

114 Whispering Sands Drive Unit V21, Sarasota

$520,000

FULLY renovated and appointed, in 2025, villa. Offered turnkey furnished, ready to use or rent for the season! The Polynesian Gardens community is well located on Siesta Key's south end; Walking distance to shopping, dining, nightlife of Captain Curt's corner, coffee and ice cream shops, grocery store, public beach access, boat rentals, and all things Siesta Key! Grab a golf cart or Free Trolly to the village for additional adventures, relax by the community pool or look for manatee and dolphins on the community dock overlooking the Intracoastal Waterway. This charming 2 bed 2 bath villa, with 2 patio's, an outdoor shower for post beach sand removal, offers the perfect beach lifestyle, living like a home with the convenience of a lock and go, low maintenance villa. Come relax, enjoy the beauty of SK!! Some personal items and artwork do not convey

2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code

FULLY renovated and appointed, in 2025, villa. Offered turnkey furnished, ready to use or rent for the season! The Polynesian Gardens community is well located on Siesta Key's south end; Walking distance to shopping, dining, nightlife of Captain Curt's corner, coffee and ice cream shops, grocery store, public beach access, boat rentals, and all things Siesta Key! Grab a golf cart or Free Trolly to the village for additional adventures, relax by the community pool or look for manatee and dolphins on the community dock overlooking the Intracoastal Waterway. This charming 2 bed 2 bath villa, with 2 patio's, an outdoor shower for post beach sand removal, offers the perfect beach lifestyle, living like a home with the convenience of a lock and go, low maintenance villa. Come relax, enjoy the beauty of SK!! Some personal items and artwork do not convey

1140 S Moonmist Court Unit M5, Sarasota

$2,200,000

Welcome to La Linda Siesta Key Estates, an exclusive gated enclave that defines the pinnacle of coastal luxury living. Just one block from the sparkling waters of Siesta Key, this custom-built, three-story masterpiece spans 3,796 square feet and offers 4 bedrooms, 4.5 baths, a private elevator, and a spacious 4-car garage, a rare feature on the island. Designed with both elegance and endurance in mind, this home is constructed with solid concrete block, impact-rated windows and doors, and superior structural integrity to withstand even the wildest forces of Mother Nature. Despite recent storms in the area, this residence remained completely unaffected, a true testament to its exceptional build quality and engineering. Inside, every inch of the home showcases high-end custom craftsmanship, from exquisite flooring and designer lighting to handcrafted cabinetry and architectural detailing that exude sophistication. The gourmet kitchen is a show-stopping centerpiece, featuring premium appliances, quartz countertops, and a large island perfect for entertaining. The open-concept living spaces flow effortlessly onto multiple balconies and outdoor areas, blurring the line between interior comfort and the beauty of the Florida coast. Each bedroom offers its own private en-suite bath, while the primary suite boasts a spa-inspired bathroom, expansive walk-in closets, and a private terrace ideal for morning coffee or evening sunsets. Step outside to your personal resort-style paradise, complete with a heated pool and spa, custom tiki bar, and private putting green, all surrounded by lush tropical landscaping designed for both privacy and pleasure. Perfectly positioned near Ocean Boulevard and the Village of Siesta Key, you’ll enjoy easy access to boutique shopping, award-winning restaurants, and the world-famous Siesta Key Beach. Whether it’s a serene morning walk along the shoreline, a day spent boating on the Gulf, or an evening out in downtown Sarasota, this home embodies the ultimate coastal lifestyle-luxurious, resilient, and truly unforgettable.

4 Beds ⋅ 5 Baths ⋅ Coronas Park SubDv. ⋅ 34242 Zip Code

Welcome to La Linda Siesta Key Estates, an exclusive gated enclave that defines the pinnacle of coastal luxury living. Just one block from the sparkling waters of Siesta Key, this custom-built, three-story masterpiece spans 3,796 square feet and offers 4 bedrooms, 4.5 baths, a private elevator, and a spacious 4-car garage, a rare feature on the island. Designed with both elegance and endurance in mind, this home is constructed with solid concrete block, impact-rated windows and doors, and superior structural integrity to withstand even the wildest forces of Mother Nature. Despite recent storms in the area, this residence remained completely unaffected, a true testament to its exceptional build quality and engineering. Inside, every inch of the home showcases high-end custom craftsmanship, from exquisite flooring and designer lighting to handcrafted cabinetry and architectural detailing that exude sophistication. The gourmet kitchen is a show-stopping centerpiece, featuring premium appliances, quartz countertops, and a large island perfect for entertaining. The open-concept living spaces flow effortlessly onto multiple balconies and outdoor areas, blurring the line between interior comfort and the beauty of the Florida coast. Each bedroom offers its own private en-suite bath, while the primary suite boasts a spa-inspired bathroom, expansive walk-in closets, and a private terrace ideal for morning coffee or evening sunsets. Step outside to your personal resort-style paradise, complete with a heated pool and spa, custom tiki bar, and private putting green, all surrounded by lush tropical landscaping designed for both privacy and pleasure. Perfectly positioned near Ocean Boulevard and the Village of Siesta Key, you’ll enjoy easy access to boutique shopping, award-winning restaurants, and the world-famous Siesta Key Beach. Whether it’s a serene morning walk along the shoreline, a day spent boating on the Gulf, or an evening out in downtown Sarasota, this home embodies the ultimate coastal lifestyle-luxurious, resilient, and truly unforgettable.

6925 Bochi Circle, Sarasota

$1,100,000

Exceptional opportunity on TWO buildable lots just 15 houses from Siesta Key Beach and a leisurely stroll from the village. The existing midcentury durable concrete block 3br/2ba home features pecky cypress siding and beamed ceilings. There is an additional free standing guest cottage. The home was impacted by last years storms, but has been stripped to the studs and is waiting for someone to put their finishing touches on it. Tremendous potential awaits. Restore and renew the existing structure or tear down and build your own tropical dream home. Investors may want to take advantage of the 2 lot configuration to develop TWO stunning residences. Plans and competitive pricing for new construction are available. Whether you delight in renovating this iconic midcentury gem, start fresh with a custom built masterpiece, or take advantage of the terrific investment opportunity of TWO buildable lots, this is a terrific opportunity to realize your dream in this desirable coastal paradise.

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

Exceptional opportunity on TWO buildable lots just 15 houses from Siesta Key Beach and a leisurely stroll from the village. The existing midcentury durable concrete block 3br/2ba home features pecky cypress siding and beamed ceilings. There is an additional free standing guest cottage. The home was impacted by last years storms, but has been stripped to the studs and is waiting for someone to put their finishing touches on it. Tremendous potential awaits. Restore and renew the existing structure or tear down and build your own tropical dream home. Investors may want to take advantage of the 2 lot configuration to develop TWO stunning residences. Plans and competitive pricing for new construction are available. Whether you delight in renovating this iconic midcentury gem, start fresh with a custom built masterpiece, or take advantage of the terrific investment opportunity of TWO buildable lots, this is a terrific opportunity to realize your dream in this desirable coastal paradise.

5453 Avenida Del Mare, Sarasota

$1,125,000

Expansive Coastal Modern Property in a Serene and Peaceful Setting, Seconds to Siesta Key Beach ** 4 Bedrooms, 4 Full Baths with Detached Studio/ADU above the 3 Car Garage (5 Total Bedrooms, 5 Bathrooms) ** Gorgeous Pool among Lush Native Landscape ** NEW ROOF! There is no better value on Siesta Key for your primary occupancy or 2nd home with opportunities to cash flow this investment. The entire property has been updated with wood-looking vinyl, interior/exterior paint, custom baseboard and trim, contemporary lighting fixtures, modern fans and fresh marcite in the refinished pool. The studio provides new vinyl windows and a mini-split AC unit for energy efficient climate controlling of this private space. You will love the floor plan of both the main house and studio! The main house provides a great room concept with an abundance of joyful natural light and multiple sets of French doors leading to the pool. Each bedroom receives a private bath with 2 primary suites enjoying idyllic views of the pool and tropical landscape. Simply stated, this estate property is meant for hosting large groups, comfortably. Located inside the charming Canopy Roads of Twin Oak, this beach property is private, serene and inspiring. Live by the beach, but away from the noise. The good life is found here

4 Beds ⋅ 4 Baths ⋅ Twin Oak Pond SubDv. ⋅ 34242 Zip Code

Expansive Coastal Modern Property in a Serene and Peaceful Setting, Seconds to Siesta Key Beach ** 4 Bedrooms, 4 Full Baths with Detached Studio/ADU above the 3 Car Garage (5 Total Bedrooms, 5 Bathrooms) ** Gorgeous Pool among Lush Native Landscape ** NEW ROOF! There is no better value on Siesta Key for your primary occupancy or 2nd home with opportunities to cash flow this investment. The entire property has been updated with wood-looking vinyl, interior/exterior paint, custom baseboard and trim, contemporary lighting fixtures, modern fans and fresh marcite in the refinished pool. The studio provides new vinyl windows and a mini-split AC unit for energy efficient climate controlling of this private space. You will love the floor plan of both the main house and studio! The main house provides a great room concept with an abundance of joyful natural light and multiple sets of French doors leading to the pool. Each bedroom receives a private bath with 2 primary suites enjoying idyllic views of the pool and tropical landscape. Simply stated, this estate property is meant for hosting large groups, comfortably. Located inside the charming Canopy Roads of Twin Oak, this beach property is private, serene and inspiring. Live by the beach, but away from the noise. The good life is found here

5244 Winding Way, Sarasota

$1,266,700

It looks new, because it is new! Nearly every surface touched in this fresh remodel, you'll be the first to spend a night in it since completion. The roof, the AC, the plumbing lines, pool surface and pool equipment, all new. Owned by the same family for decades, and taken care of extremely well. Pocket sliders, a good-sized pool with covered area, and pavered patio. Windows newish as well, only couple years old. The home sits on a 1/3 acre lot, on Grand Canal, and walking distance to the Village and beach. It’s the perfect affordable blend of everything Siesta Key. The home next door is available as well, should you want to combine lots or create your own family compound. Dock quotes available upon request.

3 Beds ⋅ 2 Baths ⋅ Paradise Island SubDv. ⋅ 34242 Zip Code

It looks new, because it is new! Nearly every surface touched in this fresh remodel, you'll be the first to spend a night in it since completion. The roof, the AC, the plumbing lines, pool surface and pool equipment, all new. Owned by the same family for decades, and taken care of extremely well. Pocket sliders, a good-sized pool with covered area, and pavered patio. Windows newish as well, only couple years old. The home sits on a 1/3 acre lot, on Grand Canal, and walking distance to the Village and beach. It’s the perfect affordable blend of everything Siesta Key. The home next door is available as well, should you want to combine lots or create your own family compound. Dock quotes available upon request.

307 Avenida De Paradisio, Sarasota

$865,000

Yes, it's on the water! Last shot at this one sub-1 million, coming off market end of Feb for full remodel. If you want a house on boating water with rock solid bones and a great floorplan this is probably it. 1/4 acre lot, nice covered lanai, walking distance to the Village and beach just beyond that. House has brand new plumbing, windows and roof only a couple years old, ready to be put back together. Dock quotes avail upon request.

3 Beds ⋅ 2 Baths ⋅ Paradise Island SubDv. ⋅ 34242 Zip Code

Yes, it's on the water! Last shot at this one sub-1 million, coming off market end of Feb for full remodel. If you want a house on boating water with rock solid bones and a great floorplan this is probably it. 1/4 acre lot, nice covered lanai, walking distance to the Village and beach just beyond that. House has brand new plumbing, windows and roof only a couple years old, ready to be put back together. Dock quotes avail upon request.

315 Avenida De Paradisio, Sarasota

$895,000

Discover luxurious coastal living on tropical Siesta Key, #1 beach in the US and #4 in the world! Set on an elevated lot that sustained NO storm damage, includes a NEW TAMKO hurricane proof ROOF with transferable workmanship warranty, new gutters, oversized side-entry 2-car garage, and circular driveway surrounded by lush tropical landscaping. Currently being used as an income producing home earning $58,800 annually! You are going to fall in love this beautifully updated 3-bedroom, 2-bath single-level residence offering nearly 2,300 sq. ft. of refined comfort. Perfectly situated just minutes from the world-famous powder-white sands and vibrant and eclectic Siesta Village, this home captures the essence of island elegance. The open-concept great room floor plan showcases soaring ceilings and a wall of sliding glass doors that seamlessly blend indoor and outdoor living, opening to a sparkling pool that consists of a brand new water heater, new pool water pump and fence as well as an expansive deck overlooking a serene lagoon—the ideal backdrop for entertaining or quiet relaxation. The gourmet kitchen features granite countertops, stainless steel appliances, and white soft-close cabinetry and oversized center island/bar, while the spacious primary suite offers a travertine-appointed bath, dual vanities, and a large walk-in closet. Experience the ultimate in coastal sophistication and island tranquility—all within moments of Sarasota’s finest beaches, dining, and culture.

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

Discover luxurious coastal living on tropical Siesta Key, #1 beach in the US and #4 in the world! Set on an elevated lot that sustained NO storm damage, includes a NEW TAMKO hurricane proof ROOF with transferable workmanship warranty, new gutters, oversized side-entry 2-car garage, and circular driveway surrounded by lush tropical landscaping. Currently being used as an income producing home earning $58,800 annually! You are going to fall in love this beautifully updated 3-bedroom, 2-bath single-level residence offering nearly 2,300 sq. ft. of refined comfort. Perfectly situated just minutes from the world-famous powder-white sands and vibrant and eclectic Siesta Village, this home captures the essence of island elegance. The open-concept great room floor plan showcases soaring ceilings and a wall of sliding glass doors that seamlessly blend indoor and outdoor living, opening to a sparkling pool that consists of a brand new water heater, new pool water pump and fence as well as an expansive deck overlooking a serene lagoon—the ideal backdrop for entertaining or quiet relaxation. The gourmet kitchen features granite countertops, stainless steel appliances, and white soft-close cabinetry and oversized center island/bar, while the spacious primary suite offers a travertine-appointed bath, dual vanities, and a large walk-in closet. Experience the ultimate in coastal sophistication and island tranquility—all within moments of Sarasota’s finest beaches, dining, and culture.

635 Tropical Circle, Sarasota

$865,000

Experience the best of island living in this beautifully maintained Turnkey FULLY FURNISHED, Key West-style home just moments from Siesta Key Public Beach and the vibrant Siesta Village. Offering 3 bedrooms, 2 bathrooms, and a 2-car garage with brand-new doors, this residence has been thoughtfully updated over the years with major recent improvements including a 2023 metal roof and all-new impact glass windows and doors for peace of mind. Head upstairs to the main living level where an open-concept layout welcomes you with luxury vinyl plank flooring, vaulted ceilings, and plantation shutters that fill the space with natural light. The kitchen features stainless steel appliances only a few years old, granite countertops, and a convenient connection to the dining area—ideal for hosting friends and family. Each bedroom showcases plantation shutters and crown molding for added charm. The primary suite is a true retreat, complete with a walk-in closet with built-in organization, an ensuite bathroom with a glass-enclosed shower tucked behind a stylish barn door, and direct access to the backyard deck through sliding glass doors. The two guest bedrooms share a tastefully updated full bathroom. Step outside to the elevated deck overlooking the private backyard, where a cozy fire pit area awaits in the corner—perfect for evening conversations and coastal breezes. An outdoor shower is the perfect spot to rinse off after a long day at the beach. Whether you’re seeking a full-time residence or the ideal vacation getaway, the flexibility of no HOA allows you to live as you please. Located just down the road from the powdery white sands of world-renowned Siesta Beach and only a half mile from the charming shops and restaurants of Siesta Village, this home delivers the quintessential Siesta Key lifestyle.

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

Experience the best of island living in this beautifully maintained Turnkey FULLY FURNISHED, Key West-style home just moments from Siesta Key Public Beach and the vibrant Siesta Village. Offering 3 bedrooms, 2 bathrooms, and a 2-car garage with brand-new doors, this residence has been thoughtfully updated over the years with major recent improvements including a 2023 metal roof and all-new impact glass windows and doors for peace of mind. Head upstairs to the main living level where an open-concept layout welcomes you with luxury vinyl plank flooring, vaulted ceilings, and plantation shutters that fill the space with natural light. The kitchen features stainless steel appliances only a few years old, granite countertops, and a convenient connection to the dining area—ideal for hosting friends and family. Each bedroom showcases plantation shutters and crown molding for added charm. The primary suite is a true retreat, complete with a walk-in closet with built-in organization, an ensuite bathroom with a glass-enclosed shower tucked behind a stylish barn door, and direct access to the backyard deck through sliding glass doors. The two guest bedrooms share a tastefully updated full bathroom. Step outside to the elevated deck overlooking the private backyard, where a cozy fire pit area awaits in the corner—perfect for evening conversations and coastal breezes. An outdoor shower is the perfect spot to rinse off after a long day at the beach. Whether you’re seeking a full-time residence or the ideal vacation getaway, the flexibility of no HOA allows you to live as you please. Located just down the road from the powdery white sands of world-renowned Siesta Beach and only a half mile from the charming shops and restaurants of Siesta Village, this home delivers the quintessential Siesta Key lifestyle.

221 Island Circle, Sarasota

$5,600,000

This award-winning Modernist home was designed to provide privacy while maintaining direct tranquil water views framed by mature tropical landscaping. In the desired and private lot enclave of Cedar Park, one approaches the residence via a canopied private lane before entering the ideal spot for boaters, car enthusiasts, or those who just enjoy the serenity of the .6-acre grounds with plus/minus 350 feet of frontage on Cocoanut Bayou. The car enthusiast will appreciate the twin garages accommodating five cars, while boaters will be impressed by the water depth of plus/minus 4 feet, substantial IPE wood dock with 10,000-pound and 7,000-pound lifts, and immediate access to the Bay and Gulf. Designed with practicality and easy living in mind, the light-filled rooms feature high ceilings, wall-to-wall stacking glass doors, a chef’s kitchen with Miele appliances and Italian cabinetry, elevator, a generator, and an open concept plan that incorporates nearly 900 sq ft of non-conforming space in the most ingenious fashion, and transitions seamlessly between indoor and outdoor living spaces. Enjoy outdoor dining and relaxing on the expansive covered terrace, lounge by the private 40-foot saltwater pool with spa or just drink in the tranquility offered by this special property. The split plan with four bedrooms (one makes an ideal office) and 3½ baths allows for flexibility of use and manageable size. Private, gated beach access is available. This is the ideal home base to enjoy island lifestyle and for you and yours to take advantage of all Sarasota and Siesta offer. Set out by land or sea to enjoy the world-renowned sugar sand beaches, downtown cultural venues, museums, multiple restaurants and shopping. An exceptional opportunity for the discerning.

4 Beds ⋅ 4 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

This award-winning Modernist home was designed to provide privacy while maintaining direct tranquil water views framed by mature tropical landscaping. In the desired and private lot enclave of Cedar Park, one approaches the residence via a canopied private lane before entering the ideal spot for boaters, car enthusiasts, or those who just enjoy the serenity of the .6-acre grounds with plus/minus 350 feet of frontage on Cocoanut Bayou. The car enthusiast will appreciate the twin garages accommodating five cars, while boaters will be impressed by the water depth of plus/minus 4 feet, substantial IPE wood dock with 10,000-pound and 7,000-pound lifts, and immediate access to the Bay and Gulf. Designed with practicality and easy living in mind, the light-filled rooms feature high ceilings, wall-to-wall stacking glass doors, a chef’s kitchen with Miele appliances and Italian cabinetry, elevator, a generator, and an open concept plan that incorporates nearly 900 sq ft of non-conforming space in the most ingenious fashion, and transitions seamlessly between indoor and outdoor living spaces. Enjoy outdoor dining and relaxing on the expansive covered terrace, lounge by the private 40-foot saltwater pool with spa or just drink in the tranquility offered by this special property. The split plan with four bedrooms (one makes an ideal office) and 3½ baths allows for flexibility of use and manageable size. Private, gated beach access is available. This is the ideal home base to enjoy island lifestyle and for you and yours to take advantage of all Sarasota and Siesta offer. Set out by land or sea to enjoy the world-renowned sugar sand beaches, downtown cultural venues, museums, multiple restaurants and shopping. An exceptional opportunity for the discerning.

251 Cedar Park Circle, Sarasota

$3,542,717

Motivated sellers! In fact, they are moving right next door! The sellers are nearing completion of their new home, which was deliberately designed and positioned to preserve the breathtaking Gulf views of this beachfront retreat. Feel the captivating energy of this home from the moment you enter the private gate to the meticulously landscaped grounds, including an award-winning heated saltwater pool with spa jets, a sun shelf, and custom-designed waterfall. Mornings begin with a soft breeze from the Gulf as you take in the magical sunrise from your 4th-floor deck. Retreat at the day’s end to your 3rd-floor lanai to relieve all the day's stresses. You have a front row seat nightly for nature’s most spectacular show. North Shell Road is the ultimate destination to witness Siesta Key’s most enchanting sunsets, where the sky ignites in hues of gold and crimson over Lido Key. The Gulf’s shimmering waters stretch endlessly before you, bathed in the warm glow of dusk, transforming your private retreat into a masterpiece of light and color. The panoramic views from this prestigious North Siesta Key home are simply magnificent. This home charms with its bold contemporary lines and warm, seamless connection to its pristine surroundings. The sophisticated design blends easily with the warmth and energy of the natural light that flows throughout. Quartz, concrete, soapstone, and live-edge designs blend with soft bamboo floors. This one-of-a-kind sanctuary boasts every upgrade you can imagine. 3916 North Shell Road is where ultimate luxury intersects with coastal splendor. ***Private showings for discerning buyers are available by appointment. Sellers respectfully request that potential buyers wear the shoe booties provided for showings.

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

Motivated sellers! In fact, they are moving right next door! The sellers are nearing completion of their new home, which was deliberately designed and positioned to preserve the breathtaking Gulf views of this beachfront retreat. Feel the captivating energy of this home from the moment you enter the private gate to the meticulously landscaped grounds, including an award-winning heated saltwater pool with spa jets, a sun shelf, and custom-designed waterfall. Mornings begin with a soft breeze from the Gulf as you take in the magical sunrise from your 4th-floor deck. Retreat at the day’s end to your 3rd-floor lanai to relieve all the day's stresses. You have a front row seat nightly for nature’s most spectacular show. North Shell Road is the ultimate destination to witness Siesta Key’s most enchanting sunsets, where the sky ignites in hues of gold and crimson over Lido Key. The Gulf’s shimmering waters stretch endlessly before you, bathed in the warm glow of dusk, transforming your private retreat into a masterpiece of light and color. The panoramic views from this prestigious North Siesta Key home are simply magnificent. This home charms with its bold contemporary lines and warm, seamless connection to its pristine surroundings. The sophisticated design blends easily with the warmth and energy of the natural light that flows throughout. Quartz, concrete, soapstone, and live-edge designs blend with soft bamboo floors. This one-of-a-kind sanctuary boasts every upgrade you can imagine. 3916 North Shell Road is where ultimate luxury intersects with coastal splendor. ***Private showings for discerning buyers are available by appointment. Sellers respectfully request that potential buyers wear the shoe booties provided for showings.

3916 N Shell Road, Sarasota

$1,000,000

Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last summer’s hurricanes, but the good news is: the metal roof held strong and didn’t leak. With solid bones, a private pool, and a cute backyard that still hints at the home’s former charm, this is a golden opportunity for someone with vision to bring it back to life. The location alone makes this one special, just minutes to the beach, village shops, and dining, yet surrounded by peaceful island neighborhoods. Whether you’re looking to restore it as your island getaway, rebuild for modern coastal living, or invest in a premium piece of Siesta Key real estate, this property is full of potential and promise. Come see what’s possible in one of the most desirable corners of Sarasota’s barrier islands.

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

Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last summer’s hurricanes, but the good news is: the metal roof held strong and didn’t leak. With solid bones, a private pool, and a cute backyard that still hints at the home’s former charm, this is a golden opportunity for someone with vision to bring it back to life. The location alone makes this one special, just minutes to the beach, village shops, and dining, yet surrounded by peaceful island neighborhoods. Whether you’re looking to restore it as your island getaway, rebuild for modern coastal living, or invest in a premium piece of Siesta Key real estate, this property is full of potential and promise. Come see what’s possible in one of the most desirable corners of Sarasota’s barrier islands.

226 Ogden Street, Sarasota

$762,000

POOL HOME!! Priced To Sell!! Nestled on the peaceful tranquil island of Siesta Key, renowned for its world-class beach and romantic sunsets. JUST MINUTES FROM Siesta Beach & Village. This is the most wonderful place to embrace island-style living. This north island location on a quiet canopy street is walkable to the village, beach, and renowned Out-of-Door Academy. This 3 Bedroom and 2 & 1/2 Bathroom home is ready for your personal touches. Enjoy relaxing in your Caged Pool & Patio area. This Single family home has approximately 1834 sq.ft. +/- living area and a 2 car garage. The existing home—professionally remediated after flood damage—presents a unique opportunity for those looking to reimagine or completely rebuild. Almost 13,000 sq.ft lot with luscious natural landscaping and mature oaks. Updated roof in late 2019.

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

POOL HOME!! Priced To Sell!! Nestled on the peaceful tranquil island of Siesta Key, renowned for its world-class beach and romantic sunsets. JUST MINUTES FROM Siesta Beach & Village. This is the most wonderful place to embrace island-style living. This north island location on a quiet canopy street is walkable to the village, beach, and renowned Out-of-Door Academy. This 3 Bedroom and 2 & 1/2 Bathroom home is ready for your personal touches. Enjoy relaxing in your Caged Pool & Patio area. This Single family home has approximately 1834 sq.ft. +/- living area and a 2 car garage. The existing home—professionally remediated after flood damage—presents a unique opportunity for those looking to reimagine or completely rebuild. Almost 13,000 sq.ft lot with luscious natural landscaping and mature oaks. Updated roof in late 2019.

4894 Oxford Drive, Sarasota

$1,230,000

Tucked away on Palm Island, one of Siesta Key’s most exclusive neighborhoods, this stunning Spanish-inspired home is more than a place to live, it’s a way of life. Just a short stroll from the sugar-white sands of Siesta Key Beach and the boutiques and cafés of the Village, every day feels like a vacation. Step inside and you’re instantly transported. Arched windows frame the open courtyard, hand-painted tiles tell a story, and sunlight dances across terracotta and hardwood floors. The airy living spaces flow effortlessly, with exposed beams, a handcrafted fireplace mantle, and a warmth that only a true Mediterranean home can offer. Recent updates including a new roof, new appliances, new water heater, newer AC, and impact-rated windows and doors bring modern peace of mind while maintaining timeless style. Whether you’re hosting friends under the glow of the courtyard lights, retreating to the private mother-in-law suite, or walking to the beach for sunset, this home embodies Siesta Key living at its finest!

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

Tucked away on Palm Island, one of Siesta Key’s most exclusive neighborhoods, this stunning Spanish-inspired home is more than a place to live, it’s a way of life. Just a short stroll from the sugar-white sands of Siesta Key Beach and the boutiques and cafés of the Village, every day feels like a vacation. Step inside and you’re instantly transported. Arched windows frame the open courtyard, hand-painted tiles tell a story, and sunlight dances across terracotta and hardwood floors. The airy living spaces flow effortlessly, with exposed beams, a handcrafted fireplace mantle, and a warmth that only a true Mediterranean home can offer. Recent updates including a new roof, new appliances, new water heater, newer AC, and impact-rated windows and doors bring modern peace of mind while maintaining timeless style. Whether you’re hosting friends under the glow of the courtyard lights, retreating to the private mother-in-law suite, or walking to the beach for sunset, this home embodies Siesta Key living at its finest!

5354 Calle Florida, Sarasota

$3,845,000

Look no further. Welcome home to your coastal Siesta Key waterfront retreat, a boater’s dream come true. On the desired north end of Siesta Key, this four-bedroom, four-bath residence spans 4,622 square feet of meticulously designed living space. Elevated above flood plain, the residence blends architectural craftsmanship with a premier waterfront lifestyle. Directly on the Intracoastal Waterway with no fixed bridges, the property offers swift access to Big Pass and open Gulf waters. The dock presents panoramic bay views and a new 95-foot seawall with a 40-foot slip equipped with power, water and solar lit pilings, ideal for boating or serene sunrise and sunset viewing. The outdoor experience is elevated by a heated saltwater pool and spa, complete with smart controls, waterfall features and porcelain shellstone decking. Inside, a gourmet kitchen centers the home, featuring a Sub-Zero refrigerator, six-burner Dacor gas range with stainless vent hood, Advantium microwave-convection oven, wine refrigerator, wet bar, soft-close cabinetry with glass uppers, decorator granite surfaces, expansive island and illuminated custom cabinetry. The open-concept family room showcases a cathedral ceiling with sweeping bay vistas, creating a striking indoor-outdoor connection. The expansive primary suite features a private waterfront balcony, new carpet, custom walk-in closet and a spa-style en-suite with a deep soaking tub, frameless rain shower, and dual vanities. Two guest bedrooms are on the first floor, including a rear en-suite with a private entrance that also serves as a dedicated pool bath. A bonus room used as a game and fitness space offers flexible potential and can easily be converted into a fourth bedroom. This residence is within the city limits, allowing for potential short-term rental income, making it an attractive opportunity for personal enjoyment and investment. Additional highlights include hurricane-impact windows and doors, Hunter Douglas custom treatments, crown molding, Brazilian cherry wood flooring and refined interior finishes throughout. Professionally landscaped grounds with new sod, an irrigation system and hardscape pathways complete the setting. Minutes from Siesta Key Beach and Village and a short drive to Southside Village and downtown Sarasota, this residence merges waterfront access with design, privacy and location, offering a rare opportunity to own a premier property on Florida’s Gulf Coast. Click on the fly-through video and Matterport walk-through for more images. Live where every day feels like a resort vacation, make it come true!

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

Look no further. Welcome home to your coastal Siesta Key waterfront retreat, a boater’s dream come true. On the desired north end of Siesta Key, this four-bedroom, four-bath residence spans 4,622 square feet of meticulously designed living space. Elevated above flood plain, the residence blends architectural craftsmanship with a premier waterfront lifestyle. Directly on the Intracoastal Waterway with no fixed bridges, the property offers swift access to Big Pass and open Gulf waters. The dock presents panoramic bay views and a new 95-foot seawall with a 40-foot slip equipped with power, water and solar lit pilings, ideal for boating or serene sunrise and sunset viewing. The outdoor experience is elevated by a heated saltwater pool and spa, complete with smart controls, waterfall features and porcelain shellstone decking. Inside, a gourmet kitchen centers the home, featuring a Sub-Zero refrigerator, six-burner Dacor gas range with stainless vent hood, Advantium microwave-convection oven, wine refrigerator, wet bar, soft-close cabinetry with glass uppers, decorator granite surfaces, expansive island and illuminated custom cabinetry. The open-concept family room showcases a cathedral ceiling with sweeping bay vistas, creating a striking indoor-outdoor connection. The expansive primary suite features a private waterfront balcony, new carpet, custom walk-in closet and a spa-style en-suite with a deep soaking tub, frameless rain shower, and dual vanities. Two guest bedrooms are on the first floor, including a rear en-suite with a private entrance that also serves as a dedicated pool bath. A bonus room used as a game and fitness space offers flexible potential and can easily be converted into a fourth bedroom. This residence is within the city limits, allowing for potential short-term rental income, making it an attractive opportunity for personal enjoyment and investment. Additional highlights include hurricane-impact windows and doors, Hunter Douglas custom treatments, crown molding, Brazilian cherry wood flooring and refined interior finishes throughout. Professionally landscaped grounds with new sod, an irrigation system and hardscape pathways complete the setting. Minutes from Siesta Key Beach and Village and a short drive to Southside Village and downtown Sarasota, this residence merges waterfront access with design, privacy and location, offering a rare opportunity to own a premier property on Florida’s Gulf Coast. Click on the fly-through video and Matterport walk-through for more images. Live where every day feels like a resort vacation, make it come true!

810 Siesta Drive, Sarasota

$3,295,000

One or more photo(s) has been virtually staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of meticulously landscaped greenery ensures privacy, all just near the water’s edge. At the heart of the home lies a state-of-the-art culinary haven. The chef’s kitchen is equipped with premium Wolf and Sub-Zero appliances, including a gas range and integrated espresso system, set within rich Merillat solid-wood cabinetry and dual islands designed for function and entertaining. Flowing seamlessly into the sunlit living and dining areas, the open-plan design creates an effortless connection between indoors and out. The living space extends gracefully to a sophisticated entertainment patio, where a firelit lounge, sparkling pool and fully appointed outdoor kitchen echo the refinement found within. The primary suite offers a tranquil retreat, framed by a garden and oak vista, and complemented by a spa-inspired bath featuring a deep soaking tub, dual vanities, and indoor and outdoor showers. An adjoining office doubles as a guest suite, while additional en-suite accommodations ensure privacy and comfort for visitors. Modern conveniences and peace of mind abound such as remote-controlled wrought-iron gates, impact-resistant windows and doors, whole-house water treatment, advanced smart-home systems, new roof, backup generator and environmentally conscious amenities, including a 500-gallon propane supply and integrated mosquito-repellent system. As a resident of Sanderling Club, you’ll enjoy access to a private beach, boat slips, tennis courts, clubhouse and 24-hour security, an unrivaled blend of leisure, privacy and coastal sophistication. This residence has been meticulously curated for those who seek the ultimate fusion of luxury and tranquility, an invitation to a lifestyle defined by elegance, ease and timeless waterfront living.

4 Beds ⋅ 4 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of meticulously landscaped greenery ensures privacy, all just near the water’s edge. At the heart of the home lies a state-of-the-art culinary haven. The chef’s kitchen is equipped with premium Wolf and Sub-Zero appliances, including a gas range and integrated espresso system, set within rich Merillat solid-wood cabinetry and dual islands designed for function and entertaining. Flowing seamlessly into the sunlit living and dining areas, the open-plan design creates an effortless connection between indoors and out. The living space extends gracefully to a sophisticated entertainment patio, where a firelit lounge, sparkling pool and fully appointed outdoor kitchen echo the refinement found within. The primary suite offers a tranquil retreat, framed by a garden and oak vista, and complemented by a spa-inspired bath featuring a deep soaking tub, dual vanities, and indoor and outdoor showers. An adjoining office doubles as a guest suite, while additional en-suite accommodations ensure privacy and comfort for visitors. Modern conveniences and peace of mind abound such as remote-controlled wrought-iron gates, impact-resistant windows and doors, whole-house water treatment, advanced smart-home systems, new roof, backup generator and environmentally conscious amenities, including a 500-gallon propane supply and integrated mosquito-repellent system. As a resident of Sanderling Club, you’ll enjoy access to a private beach, boat slips, tennis courts, clubhouse and 24-hour security, an unrivaled blend of leisure, privacy and coastal sophistication. This residence has been meticulously curated for those who seek the ultimate fusion of luxury and tranquility, an invitation to a lifestyle defined by elegance, ease and timeless waterfront living.

1253 N Basin Lane, Sarasota

$2,600,000

Welcome to your dream coastal retreat—where luxury meets relaxation—just 3 blocks from the award-winning Siesta Key Beach. This custom-built all block elevated home is crafted for those who crave the ultimate Florida lifestyle. Perfect for a full-time resident or a part-time snowbird. A stunning 5-bedroom, 4 full baths, with 2 powder rooms affords unmatched elegance. Step into your backyard oasis featuring a saltwater pool, hot tub, screened lanai, and an open patio, perfect for entertaining or unwinding after a day at the beach. With wide water views, a private kayak launch, and a 10,000-lb boat lift, you’ll have seamless access to the intracoastal, Sarasota Bay and Gulf of Mexico, right from your backyard. The heart of the home is a chef’s dream, featuring solid wood cabinets, Wolf and Sub-Zero appliances, and quartz countertops. The reverse-osmosis water system and whole-house soft-water conditioner elevate the whole home water experience. With two laundry rooms, two new tankless water heaters, two A/C units, and an oversized 2-car garage, this home is designed for comfort and efficiency. From quartz countertops in the bathrooms to premium finishes throughout, no detail is overlooked. Located in a quiet tree lined neighborhood, with new homes being sold at $4 to $5 million, and a beach access at the end of the street, and less than a mile to the vibrant Siesta Key Village for dining, shopping, and entertainment. Practicality matches the luxury: this newer home’s base elevation is above 10 ft which allow for low insurance premiums. This home is equipped with hurricane rated impact glass windows and sliders throughout the home. This Siesta Key gem blends coastal charm with modern amenities—whether you’re kayaking or boating from your backyard, hosting friends’ poolside, or strolling to the village for a night out, this home delivers the Florida lifestyle you’ve been dreaming of. Schedule your private tour today and make this piece of paradise your own!

5 Beds ⋅ 6 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Welcome to your dream coastal retreat—where luxury meets relaxation—just 3 blocks from the award-winning Siesta Key Beach. This custom-built all block elevated home is crafted for those who crave the ultimate Florida lifestyle. Perfect for a full-time resident or a part-time snowbird. A stunning 5-bedroom, 4 full baths, with 2 powder rooms affords unmatched elegance. Step into your backyard oasis featuring a saltwater pool, hot tub, screened lanai, and an open patio, perfect for entertaining or unwinding after a day at the beach. With wide water views, a private kayak launch, and a 10,000-lb boat lift, you’ll have seamless access to the intracoastal, Sarasota Bay and Gulf of Mexico, right from your backyard. The heart of the home is a chef’s dream, featuring solid wood cabinets, Wolf and Sub-Zero appliances, and quartz countertops. The reverse-osmosis water system and whole-house soft-water conditioner elevate the whole home water experience. With two laundry rooms, two new tankless water heaters, two A/C units, and an oversized 2-car garage, this home is designed for comfort and efficiency. From quartz countertops in the bathrooms to premium finishes throughout, no detail is overlooked. Located in a quiet tree lined neighborhood, with new homes being sold at $4 to $5 million, and a beach access at the end of the street, and less than a mile to the vibrant Siesta Key Village for dining, shopping, and entertainment. Practicality matches the luxury: this newer home’s base elevation is above 10 ft which allow for low insurance premiums. This home is equipped with hurricane rated impact glass windows and sliders throughout the home. This Siesta Key gem blends coastal charm with modern amenities—whether you’re kayaking or boating from your backyard, hosting friends’ poolside, or strolling to the village for a night out, this home delivers the Florida lifestyle you’ve been dreaming of. Schedule your private tour today and make this piece of paradise your own!

5246 Avenida Del Mare, Sarasota

$2,200,000

Exceptional waterfront living can be yours at this durable, block construction three-story single-family home set alongside the picturesque Heron Lagoon on Siesta Key. This home is completely move in ready after an extensive, luxury renovation. An attractive, paver drive flanked with lush landscaping offers ample parking while the four-car tandem garage is outfitted for the car enthusiast with a small non-conforming space and access to the backyard pool and spa. The first floor over parking features two en-suite bedrooms with large closets and the smart placement of the laundry closet. Stretching across the entire width of the home with a private office and relaxing, private terrace is the primary en-suite. The perfect place to rest, recharge and pamper with stunning views and a unique primary bath featuring dual vanities, soaking tub, walk-in shower and state of the art design. Ascend to the top floor by stairs or elevator to find an additional bedroom and full bath as well as the open concept living space offering three sets of hurricane rated French doors, allowing loads of natural light and panoramic views of the lagoon. The chef-inspired kitchen is equipped with a Viking stove & Frigidaire refrigerator (2021), custom cabinetry, glimmering quartz counters with an ocean inspired backsplash, and an additional built-in area for your private collection of spirits or prized glass ware. The gas fireplace in the dining area provides warmth and intimacy as you host your family and friends to enjoy your creative cuisine and offer a nightcap on the third-floor terrace overlooking the backyard designed for entertainment. A spiral staircase is your invitation to soak up the warm Florida sunshine in the refreshing pool (new mechanics 2024), challenge your guests to a putting contest on the integrated putting green, float peacefully alongside the mangroves from the kayak or paddleboard launch (new 2022) or drop a fishing line in the lagoon for the fresh catch of the day. On mild evenings, star gaze from the cozy hot tub (new 2024) or share stories of your Siesta Key adventures around the gas fire pit. Take a short stroll and find yourself at Turtle Beach Park, where beach access, grills, pavilions, a playground and much more can be your destination for hosting a gathering or a quiet day on the beach to yourself. With western views and exquisite attention to detail, this exceptional Siesta Key family retreat offers a rare opportunity to own a piece of paradise. A list of additional upgrades and details of renovation dates available upon request

4 Beds ⋅ 4 Baths ⋅ Ocean View SubDv. ⋅ 34242 Zip Code

Exceptional waterfront living can be yours at this durable, block construction three-story single-family home set alongside the picturesque Heron Lagoon on Siesta Key. This home is completely move in ready after an extensive, luxury renovation. An attractive, paver drive flanked with lush landscaping offers ample parking while the four-car tandem garage is outfitted for the car enthusiast with a small non-conforming space and access to the backyard pool and spa. The first floor over parking features two en-suite bedrooms with large closets and the smart placement of the laundry closet. Stretching across the entire width of the home with a private office and relaxing, private terrace is the primary en-suite. The perfect place to rest, recharge and pamper with stunning views and a unique primary bath featuring dual vanities, soaking tub, walk-in shower and state of the art design. Ascend to the top floor by stairs or elevator to find an additional bedroom and full bath as well as the open concept living space offering three sets of hurricane rated French doors, allowing loads of natural light and panoramic views of the lagoon. The chef-inspired kitchen is equipped with a Viking stove & Frigidaire refrigerator (2021), custom cabinetry, glimmering quartz counters with an ocean inspired backsplash, and an additional built-in area for your private collection of spirits or prized glass ware. The gas fireplace in the dining area provides warmth and intimacy as you host your family and friends to enjoy your creative cuisine and offer a nightcap on the third-floor terrace overlooking the backyard designed for entertainment. A spiral staircase is your invitation to soak up the warm Florida sunshine in the refreshing pool (new mechanics 2024), challenge your guests to a putting contest on the integrated putting green, float peacefully alongside the mangroves from the kayak or paddleboard launch (new 2022) or drop a fishing line in the lagoon for the fresh catch of the day. On mild evenings, star gaze from the cozy hot tub (new 2024) or share stories of your Siesta Key adventures around the gas fire pit. Take a short stroll and find yourself at Turtle Beach Park, where beach access, grills, pavilions, a playground and much more can be your destination for hosting a gathering or a quiet day on the beach to yourself. With western views and exquisite attention to detail, this exceptional Siesta Key family retreat offers a rare opportunity to own a piece of paradise. A list of additional upgrades and details of renovation dates available upon request

8258 Midnight Pass Road, Sarasota

$4,700,000

Welcome to Casa Della Fontana — The Fountain House. Nestled on the tranquil north end of Siesta Key, this gated waterfront estate is a blend of seaside serenity, architectural distinction, and lifestyle luxury. Perched on a deep, sailboat-accessible bayou that connects to the Intracoastal Waterway, the almost half acre lot provides generous room for outdoor living, boat docking, and privacy. Built by Magnum Builders, this residence was recently transformed through a multi-year, high-end renovation to blend modern amenities with timeless character. The home is engineered with concrete footings, steel pilings, and reinforced concrete/rebar, designed for storm resilience. A Spanish barrel tile roof (2024), hurricane-rated garage doors and a whole-house generator round out the safety and durability features. This residence spans 6,827? square feet of air-conditioned living space offering 4 bedrooms, 4 full baths, and 1 half bath. At the heart of the home is the great room, soaring to 20-foot ceilings, commanding sweeping water views, and anchored by a two-story library wall. A gallery and loft overlook the formal dining space, and elegant iron railings and hand-hewn wood trestles bring an artisanal, Old World feel. A hidden wood-paneled staircase adds a dramatic, secretive touch. The gourmet kitchen is outfitted with Wolf, Sub-Zero, and Miele appliances, quartzite countertops, a coffered ceiling, a waterfront breakfast nook, and a walk-in pantry. Hand-hewn beams extend throughout the kitchen and lanai, harmonizing the interior and exterior aesthetic. The primary suite is a sanctuary: two private balconies, dual bathrooms, a central walk-in shower with dual entry, and twin walk-in closets. The guest wing, with three bedrooms and three baths, provides privacy and independent access to the driveway. Additional interior amenities include a media/game room, office/library, elevator, high ceilings, built-in features, central vacuum, and smart home automation. Designed for entertaining and coastal living, the property features a heated/in-ground gunite pool with spa, a sizable lanai with kitchen and multiple alfresco seating areas. For boating enthusiasts, the dock features three lifts and docking for large vessels. Living here means effortless access to both island leisure and Sarasota urban life. You’re just minutes from Siesta Beach’s famed white sand, Siesta Key Village’s shops and restaurants, and the art, culture, dining, and amenities of downtown Sarasota. The home’s deep-water location makes boat outings to the Gulf a delight. Casa Della Fontana is more than a house — it’s a waterfront masterpiece built for those who demand beauty, durability, and lifestyle in equal measure. With its structural reinforcements, state-of-the-art systems, and sophisticated design, it offers both peace of mind and the romance of island water front living.

4 Beds ⋅ 5 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code

Welcome to Casa Della Fontana — The Fountain House. Nestled on the tranquil north end of Siesta Key, this gated waterfront estate is a blend of seaside serenity, architectural distinction, and lifestyle luxury. Perched on a deep, sailboat-accessible bayou that connects to the Intracoastal Waterway, the almost half acre lot provides generous room for outdoor living, boat docking, and privacy. Built by Magnum Builders, this residence was recently transformed through a multi-year, high-end renovation to blend modern amenities with timeless character. The home is engineered with concrete footings, steel pilings, and reinforced concrete/rebar, designed for storm resilience. A Spanish barrel tile roof (2024), hurricane-rated garage doors and a whole-house generator round out the safety and durability features. This residence spans 6,827? square feet of air-conditioned living space offering 4 bedrooms, 4 full baths, and 1 half bath. At the heart of the home is the great room, soaring to 20-foot ceilings, commanding sweeping water views, and anchored by a two-story library wall. A gallery and loft overlook the formal dining space, and elegant iron railings and hand-hewn wood trestles bring an artisanal, Old World feel. A hidden wood-paneled staircase adds a dramatic, secretive touch. The gourmet kitchen is outfitted with Wolf, Sub-Zero, and Miele appliances, quartzite countertops, a coffered ceiling, a waterfront breakfast nook, and a walk-in pantry. Hand-hewn beams extend throughout the kitchen and lanai, harmonizing the interior and exterior aesthetic. The primary suite is a sanctuary: two private balconies, dual bathrooms, a central walk-in shower with dual entry, and twin walk-in closets. The guest wing, with three bedrooms and three baths, provides privacy and independent access to the driveway. Additional interior amenities include a media/game room, office/library, elevator, high ceilings, built-in features, central vacuum, and smart home automation. Designed for entertaining and coastal living, the property features a heated/in-ground gunite pool with spa, a sizable lanai with kitchen and multiple alfresco seating areas. For boating enthusiasts, the dock features three lifts and docking for large vessels. Living here means effortless access to both island leisure and Sarasota urban life. You’re just minutes from Siesta Beach’s famed white sand, Siesta Key Village’s shops and restaurants, and the art, culture, dining, and amenities of downtown Sarasota. The home’s deep-water location makes boat outings to the Gulf a delight. Casa Della Fontana is more than a house — it’s a waterfront masterpiece built for those who demand beauty, durability, and lifestyle in equal measure. With its structural reinforcements, state-of-the-art systems, and sophisticated design, it offers both peace of mind and the romance of island water front living.

749 Freeling Drive, 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

$585,000

Life is good at the beach! This light and bright coastal 2 bedroom, 1 bath villa is ready for you. Just drop your bag and head to the beach or pool. Largest heated pool on Siesta Key. This unit features new LVP flooring, Stainless steel appliances, solid wood kitchen & solid surface tops with an open floor plan. New metal roof 2025 Unit comes turn key ready for you to enjoy or rent. Aloha Kai is located on Siesta Key, a popular barrier island on Florida’s West Coast. Aloha Kai is a family friendly gated resort community nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its bright white quartz sand and crystal clear waters & magnificent sunsets Siesta Key is one of Floridas top vacation destinations.

2 Beds ⋅ 1 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code

Life is good at the beach! This light and bright coastal 2 bedroom, 1 bath villa is ready for you. Just drop your bag and head to the beach or pool. Largest heated pool on Siesta Key. This unit features new LVP flooring, Stainless steel appliances, solid wood kitchen & solid surface tops with an open floor plan. New metal roof 2025 Unit comes turn key ready for you to enjoy or rent. Aloha Kai is located on Siesta Key, a popular barrier island on Florida’s West Coast. Aloha Kai is a family friendly gated resort community nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its bright white quartz sand and crystal clear waters & magnificent sunsets Siesta Key is one of Floridas top vacation destinations.

6020 Midnight Pass Road, Siesta Key

$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