Swfloridafinehomes.com Search Results

$4,795,000

Pre-Construction. To be built. New construction waterfront residence on Siesta Key featuring warm modern coastal architecture, clean lines, and natural materials thoughtfully curated throughout. Located at 4857 Primrose Path, this canal-front home offers approximately 3,935 square feet of air-conditioned living space with 4 bedrooms, expansive indoor-outdoor entertaining spaces, and a private courtyard-style pool design centered around privacy, natural light, and seamless connection to the outdoors. Thoughtfully designed to maximize natural light and spatial flow, the residence features large walls of glass, covered lanais, and multiple rooms overlooking the pool and waterfront. Stone accents, warm wood detailing, and refined architectural finishes create an inviting atmosphere while maintaining a clean contemporary aesthetic. The kitchen serves as the centerpiece of the home with custom cabinetry, an oversized waterfall island, premium appliances, designer surfaces, and a concealed prep pantry providing additional functionality and storage. Positioned on a canal-front homesite in one of Siesta Key’s most desirable neighborhoods, the property offers convenient boating access along with close proximity to Siesta Beach, Siesta Key Village, and downtown Sarasota dining and entertainment. Additional features include: • Approximately 4,300 square feet under roof • Elevated construction designed to current Florida wind and flood standards • Resort-inspired courtyard pool and outdoor entertaining spaces • Large covered terraces and second-floor balcony areas • Custom landscaping and curated architectural detailing throughout • Oversized glass openings designed to maximize natural light • Two-story floor plan with private guest accommodations A thoughtfully designed new construction residence combining refined architecture, quality materials, and waterfront living in one of Siesta Key’s most sought-after locations. Estimated completion: Winter 2026. For additional renderings, floor plans, and project details, visit: 4857PrimrosePath dotc0m

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

Pre-Construction. To be built. New construction waterfront residence on Siesta Key featuring warm modern coastal architecture, clean lines, and natural materials thoughtfully curated throughout. Located at 4857 Primrose Path, this canal-front home offers approximately 3,935 square feet of air-conditioned living space with 4 bedrooms, expansive indoor-outdoor entertaining spaces, and a private courtyard-style pool design centered around privacy, natural light, and seamless connection to the outdoors. Thoughtfully designed to maximize natural light and spatial flow, the residence features large walls of glass, covered lanais, and multiple rooms overlooking the pool and waterfront. Stone accents, warm wood detailing, and refined architectural finishes create an inviting atmosphere while maintaining a clean contemporary aesthetic. The kitchen serves as the centerpiece of the home with custom cabinetry, an oversized waterfall island, premium appliances, designer surfaces, and a concealed prep pantry providing additional functionality and storage. Positioned on a canal-front homesite in one of Siesta Key’s most desirable neighborhoods, the property offers convenient boating access along with close proximity to Siesta Beach, Siesta Key Village, and downtown Sarasota dining and entertainment. Additional features include: • Approximately 4,300 square feet under roof • Elevated construction designed to current Florida wind and flood standards • Resort-inspired courtyard pool and outdoor entertaining spaces • Large covered terraces and second-floor balcony areas • Custom landscaping and curated architectural detailing throughout • Oversized glass openings designed to maximize natural light • Two-story floor plan with private guest accommodations A thoughtfully designed new construction residence combining refined architecture, quality materials, and waterfront living in one of Siesta Key’s most sought-after locations. Estimated completion: Winter 2026. For additional renderings, floor plans, and project details, visit: 4857PrimrosePath dotc0m

4857 Primrose Path, Sarasota

$525,000

SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.

5830 Midnight Pass Road Unit 29, Sarasota

$2,225,000

Set on a beautiful street on Siesta Key near the world-renowned white quartz sands of Siesta Beach and the shops and dining of Siesta Key Village, this exceptional waterfront residence captures the essence of relaxed coastal living with deep boating water along the Grand Canal and direct access to Sarasota Bay and the Intracoastal Waterway. Beautifully landscaped on a nearly 14,000-square-foot homesite, the property welcomes with a circular paver drive, tile roof and timeless curb appeal. Thoughtfully above base flood elevation, the residence blends the beauty of waterfront living with the added comfort of elevated construction. Inside, volume ceilings and an open floor plan create a light-filled atmosphere designed for comfortable everyday living and effortless entertaining. Rich Le Château engineered wood flooring flows throughout the living spaces, complemented by refined finishes and thoughtfully selected details. The beautifully designed island kitchen is elegant and functional, featuring fine stone countertops, a gas cooktop, stainless steel appliances, custom cabinetry and a generous workspace for gathering and entertaining. The spacious floor plan offers three bedrooms, two-and-a-half baths, a private office, formal and casual living and dining areas, a split-bedroom layout and an interior laundry room. The primary suite is complemented by a spacious ensuite bath with dual vanities, a soaking tub and a separate walk-in shower, creating a private retreat within the home. Walls of glass open to an expansive 35-by-35-foot screened lanai with a freeform pool and spa overlooking the waterway, creating a seamless transition between indoor and outdoor living. A magnificent up-lit oak tree brings warmth and character to the backyard, enhancing the property’s tranquil setting. For boating enthusiasts, the Grand Canal provides easy access to Sarasota Bay and the Intracoastal Waterway with only one bridge to the bay and a mean tide clearance of approximately 13 to 14 feet. The seawall, dock and pilings for a future boat lift accommodating up to 14,000 pounds were all installed in 2020, creating an exceptional setting for enjoying life on the water. A rare opportunity to experience refined waterfront living in one of Siesta Key’s desirable locations.

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

Set on a beautiful street on Siesta Key near the world-renowned white quartz sands of Siesta Beach and the shops and dining of Siesta Key Village, this exceptional waterfront residence captures the essence of relaxed coastal living with deep boating water along the Grand Canal and direct access to Sarasota Bay and the Intracoastal Waterway. Beautifully landscaped on a nearly 14,000-square-foot homesite, the property welcomes with a circular paver drive, tile roof and timeless curb appeal. Thoughtfully above base flood elevation, the residence blends the beauty of waterfront living with the added comfort of elevated construction. Inside, volume ceilings and an open floor plan create a light-filled atmosphere designed for comfortable everyday living and effortless entertaining. Rich Le Château engineered wood flooring flows throughout the living spaces, complemented by refined finishes and thoughtfully selected details. The beautifully designed island kitchen is elegant and functional, featuring fine stone countertops, a gas cooktop, stainless steel appliances, custom cabinetry and a generous workspace for gathering and entertaining. The spacious floor plan offers three bedrooms, two-and-a-half baths, a private office, formal and casual living and dining areas, a split-bedroom layout and an interior laundry room. The primary suite is complemented by a spacious ensuite bath with dual vanities, a soaking tub and a separate walk-in shower, creating a private retreat within the home. Walls of glass open to an expansive 35-by-35-foot screened lanai with a freeform pool and spa overlooking the waterway, creating a seamless transition between indoor and outdoor living. A magnificent up-lit oak tree brings warmth and character to the backyard, enhancing the property’s tranquil setting. For boating enthusiasts, the Grand Canal provides easy access to Sarasota Bay and the Intracoastal Waterway with only one bridge to the bay and a mean tide clearance of approximately 13 to 14 feet. The seawall, dock and pilings for a future boat lift accommodating up to 14,000 pounds were all installed in 2020, creating an exceptional setting for enjoying life on the water. A rare opportunity to experience refined waterfront living in one of Siesta Key’s desirable locations.

819 Paradise Way, Sarasota

$2,400,000

Welcome to luxury coastal living on Siesta Key. Perfectly positioned in the exclusive Sara Sands community, this fully remodeled 4-bedroom, 3.5-bath waterfront residence offers the ultimate blend of modern elegance, boating lifestyle, and relaxed Florida luxury. Situated on a deep-water canal with quick access to Sarasota Bay and the Gulf, this exceptional property features a private dock and boat lift, making it a dream for boaters and waterfront enthusiasts alike. Thoughtfully redesigned with high-end finishes and updated appliances throughout, the home showcases an open-concept layout filled with natural light, designer touches, and seamless indoor-outdoor living. The gourmet chef’s kitchen flows effortlessly into expansive living and entertaining spaces, while oversized impact glass doors open to your private tropical retreat. Step outside to a resort-style covered pool and lounge area designed for year-round entertaining, complete with multiple patio spaces and beautiful canal views. Whether hosting sunset gatherings, relaxing poolside, or taking your boat out for the day, this property delivers the best of the Siesta Key lifestyle. Additional features include a spacious 2-car garage, lush landscaping, generous bedroom suites, luxurious spa-inspired bathrooms, and a prime oversized lot on one of the island’s most desirable streets. Located just minutes from world-famous Siesta Key Beach — consistently ranked among the top beaches in the United States — as well as Siesta Village dining, shopping, and entertainment. Enjoy easy access to white quartz sand beaches, waterfront restaurants, marinas, and downtown Sarasota cultural attractions, all within approximately a 5–10 minute drive. Recently appraised at approximately $2.6 million and now offered at $2.4 million, this is an extraordinary opportunity to own a move-in-ready luxury waterfront home in one of Sarasota’s most sought-after coastal neighborhoods. Experience the perfect combination of modern sophistication, waterfront convenience, and island living at 5073 Higel Avenue.

4 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code

Welcome to luxury coastal living on Siesta Key. Perfectly positioned in the exclusive Sara Sands community, this fully remodeled 4-bedroom, 3.5-bath waterfront residence offers the ultimate blend of modern elegance, boating lifestyle, and relaxed Florida luxury. Situated on a deep-water canal with quick access to Sarasota Bay and the Gulf, this exceptional property features a private dock and boat lift, making it a dream for boaters and waterfront enthusiasts alike. Thoughtfully redesigned with high-end finishes and updated appliances throughout, the home showcases an open-concept layout filled with natural light, designer touches, and seamless indoor-outdoor living. The gourmet chef’s kitchen flows effortlessly into expansive living and entertaining spaces, while oversized impact glass doors open to your private tropical retreat. Step outside to a resort-style covered pool and lounge area designed for year-round entertaining, complete with multiple patio spaces and beautiful canal views. Whether hosting sunset gatherings, relaxing poolside, or taking your boat out for the day, this property delivers the best of the Siesta Key lifestyle. Additional features include a spacious 2-car garage, lush landscaping, generous bedroom suites, luxurious spa-inspired bathrooms, and a prime oversized lot on one of the island’s most desirable streets. Located just minutes from world-famous Siesta Key Beach — consistently ranked among the top beaches in the United States — as well as Siesta Village dining, shopping, and entertainment. Enjoy easy access to white quartz sand beaches, waterfront restaurants, marinas, and downtown Sarasota cultural attractions, all within approximately a 5–10 minute drive. Recently appraised at approximately $2.6 million and now offered at $2.4 million, this is an extraordinary opportunity to own a move-in-ready luxury waterfront home in one of Sarasota’s most sought-after coastal neighborhoods. Experience the perfect combination of modern sophistication, waterfront convenience, and island living at 5073 Higel Avenue.

5073 Higel Avenue, Sarasota

$9,500,000

Virtually Staged. Celebrated as one of SRQ Magazine’s “Home of the Year” in 2008 and born from the visionary imagination of acclaimed architect Mark Sultana and built by Voigt Construction, this extraordinary waterfront estate is not simply a home — it is a lifestyle. One of Siesta Key’s most iconic private residences, it stands as a living testament to the art of inspired modern design and the art of living beautifully. Deeply set on nearly one private acre along the tranquil Coconut Bayou, this gated 4-bedroom architectural masterpiece unfolds across multiple stories with absolute privacy, lush tropical splendor, and grounds generous enough for a pickleball court — all anchored by a fully separate guest house for family and friends who will never want to leave. From the moment the gates open, life here feels different. A breathtaking composition of glass, steel, and sculptural lines soars beneath dramatic ceilings, with natural light pouring through at every angle — whether that’s a lazy Sunday morning or a dinner party in full swing. Rise by private elevator or ascend the sweeping steel-and-glass staircase to the crown jewel of this residence: a 2,500 sq. ft. rooftop terrace, where the Siesta Key lifestyle reaches its absolute peak. Panoramic views sweep across Siesta Key, the downtown Sarasota skyline, and the shimmering waterways below — this is where memories are made. At the water’s edge, a brand-new dock on order, a double jet ski lift, and a dedicated kayak and paddleboard launch await — with direct, bridge-free access to the Intracoastal and the open Gulf beyond. This is the rare address that refuses to make you choose: the serenity of bayfront living, the thrill of open-water boating, and the privilege of private deeded beach access to the shores of Siesta Key — all from a single extraordinary estate. Designed with both beauty and resilience in mind, the residence sits impressively high and dry above the Bayou. Even through recent storms, the property remained untouched by flooding — including the pool area — offering a rare sense of peace of mind along Sarasota’s waterfront. The primary suite is a private world of its own — featuring a dedicated office/loft or exercise room, two custom walk-in closets, and a private balcony suspended above the Bayou. At the center of it all, an indulgent Champagne Jacuzzi infinity bathtub transforms every evening into a spa retreat. Downstairs, entertaining flows as naturally as conversation — from a dedicated movie theater room to tiered outdoor patios crowned by a spectacular summer kitchen, an open saltwater pool, and glowing fire bowl accents that keep the night alive. In the kitchen, Italian custom cabinetry, top-tier appliances, a service pantry, and a private wine cellar come together in a space as pleasurable to cook in as it is to gather around. Garage parking for five vehicles and separate guest quarters complete an offering with virtually nothing left to wish for. Minutes from The Out-of-Door Academy, Siesta Key Village, and Siesta Beach — this is not just an address. It is a life you’ll never want to leave.

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

Virtually Staged. Celebrated as one of SRQ Magazine’s “Home of the Year” in 2008 and born from the visionary imagination of acclaimed architect Mark Sultana and built by Voigt Construction, this extraordinary waterfront estate is not simply a home — it is a lifestyle. One of Siesta Key’s most iconic private residences, it stands as a living testament to the art of inspired modern design and the art of living beautifully. Deeply set on nearly one private acre along the tranquil Coconut Bayou, this gated 4-bedroom architectural masterpiece unfolds across multiple stories with absolute privacy, lush tropical splendor, and grounds generous enough for a pickleball court — all anchored by a fully separate guest house for family and friends who will never want to leave. From the moment the gates open, life here feels different. A breathtaking composition of glass, steel, and sculptural lines soars beneath dramatic ceilings, with natural light pouring through at every angle — whether that’s a lazy Sunday morning or a dinner party in full swing. Rise by private elevator or ascend the sweeping steel-and-glass staircase to the crown jewel of this residence: a 2,500 sq. ft. rooftop terrace, where the Siesta Key lifestyle reaches its absolute peak. Panoramic views sweep across Siesta Key, the downtown Sarasota skyline, and the shimmering waterways below — this is where memories are made. At the water’s edge, a brand-new dock on order, a double jet ski lift, and a dedicated kayak and paddleboard launch await — with direct, bridge-free access to the Intracoastal and the open Gulf beyond. This is the rare address that refuses to make you choose: the serenity of bayfront living, the thrill of open-water boating, and the privilege of private deeded beach access to the shores of Siesta Key — all from a single extraordinary estate. Designed with both beauty and resilience in mind, the residence sits impressively high and dry above the Bayou. Even through recent storms, the property remained untouched by flooding — including the pool area — offering a rare sense of peace of mind along Sarasota’s waterfront. The primary suite is a private world of its own — featuring a dedicated office/loft or exercise room, two custom walk-in closets, and a private balcony suspended above the Bayou. At the center of it all, an indulgent Champagne Jacuzzi infinity bathtub transforms every evening into a spa retreat. Downstairs, entertaining flows as naturally as conversation — from a dedicated movie theater room to tiered outdoor patios crowned by a spectacular summer kitchen, an open saltwater pool, and glowing fire bowl accents that keep the night alive. In the kitchen, Italian custom cabinetry, top-tier appliances, a service pantry, and a private wine cellar come together in a space as pleasurable to cook in as it is to gather around. Garage parking for five vehicles and separate guest quarters complete an offering with virtually nothing left to wish for. Minutes from The Out-of-Door Academy, Siesta Key Village, and Siesta Beach — this is not just an address. It is a life you’ll never want to leave.

4317 Midnight Pass Road, Sarasota

$8,950,000

Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak trees and lush, mature landscaping, creating a private, quiet, and timeless retreat. This legacy property showcases expansive bayfront views that wrap gracefully around to a protected canal, offering both breathtaking vistas and sheltered water access. At its heart stands a classic and formal Southern-style residence, remodeled in 2008, rich in character and designed for an elegant lifestyle. Grand, beautifully proportioned rooms are designed for effortless entertainment, highlighted by a stately formal dining room worthy of the most important occasions. The expansive country kitchen is both functional and refined, featuring a professional-grade Wolf range with custom copper hood, an oversized Sub-Zero refrigerator, vintage tile flooring, and a striking chandelier that brings a touch of timeless elegance to space. A classic wood-burning fireplace adds warmth and character to the cozy wood paneled den with charming French doors opening to bayfront views. With six spacious bedrooms, six full bathrooms, and two additional half baths, this home offers exceptional comfort and ample space to accommodate family and guests with ease. Car enthusiasts will appreciate the 8 garages. Boaters will appreciate the ample opportunities to enhance this property with custom docks or lifts. For those envisioning a custom estate, the property also offers a rare opportunity to build your dream home while comfortably residing on-site in the charming guest cottage, complete with bedroom suite and kitchen—allowing you to plan, design, and construct at your own pace without ever leaving this exceptional setting. This is a true legacy offering, where expansive space and stunning waterfront beauty come together seamlessly, enhanced by breathtaking views that elevate every moment in this extraordinary setting. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offering residents tennis and pickleball courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions.

6 Beds ⋅ 8 Baths ⋅ Siesta Properties Inc SubDv. ⋅ 34242 Zip Code

Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak trees and lush, mature landscaping, creating a private, quiet, and timeless retreat. This legacy property showcases expansive bayfront views that wrap gracefully around to a protected canal, offering both breathtaking vistas and sheltered water access. At its heart stands a classic and formal Southern-style residence, remodeled in 2008, rich in character and designed for an elegant lifestyle. Grand, beautifully proportioned rooms are designed for effortless entertainment, highlighted by a stately formal dining room worthy of the most important occasions. The expansive country kitchen is both functional and refined, featuring a professional-grade Wolf range with custom copper hood, an oversized Sub-Zero refrigerator, vintage tile flooring, and a striking chandelier that brings a touch of timeless elegance to space. A classic wood-burning fireplace adds warmth and character to the cozy wood paneled den with charming French doors opening to bayfront views. With six spacious bedrooms, six full bathrooms, and two additional half baths, this home offers exceptional comfort and ample space to accommodate family and guests with ease. Car enthusiasts will appreciate the 8 garages. Boaters will appreciate the ample opportunities to enhance this property with custom docks or lifts. For those envisioning a custom estate, the property also offers a rare opportunity to build your dream home while comfortably residing on-site in the charming guest cottage, complete with bedroom suite and kitchen—allowing you to plan, design, and construct at your own pace without ever leaving this exceptional setting. This is a true legacy offering, where expansive space and stunning waterfront beauty come together seamlessly, enhanced by breathtaking views that elevate every moment in this extraordinary setting. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offering residents tennis and pickleball courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions.

1249 S Basin Lane, Sarasota

$640,000

Tucked away in a peaceful, private setting overlooking the tranquil, shimmering lagoon - with its abundant fish, birds, and aquatic life - this beautifully updated 3 Bed/2 Bath villa in the premier GULF FRONT property of Whispering Sands offers the perfect blend of comfort, style and serenity. Step inside to discover a bright NEW kitchen featuring new granite countertops, stainless appliances, recessed & under cabinet lighting and an open, inviting feel ideal for everyday living and entertaining alike. Engineered wood flooring flows throughout the home, complemented by neutral paint tones, new interior doors, and thoughtfully updated baths with granite counters, new vanities and modern fixtures. A spacious screened brick paver lanai extending the full length of the residence may well be the star of the show, creating an ideal private indoor-outdoor living space to relax and enjoy the lush tropical surroundings. A private fenced brick paver patio offers an additional retreat for entertaining, dining al fresco, or simply unwinding in the Florida sunshine. Additional upgrades include a newly painted 1-car garage with new full-sized washer and dryer and new sink. The freshly painted front door, new screen door - along with a brick paver sidewalk and driveway - enhance the home’s welcoming curb appeal. Newly painted exterior in 2025. New landscaping is planned for the complex in 2026. Whispering Sands is a 55+ Gulf front property offering 800’ of PRIVATE beach, 2 heated pools, beachside Tiki Hut and grills, shuffleboard, & canoe/kayak storage. The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events. Ideally located just around the corner from the shops and restaurants of Siesta Key Village, this move-in ready property combines stylish updates, abundant outdoor living space, and a truly peaceful location to create the perfect coastal retreat!

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

Tucked away in a peaceful, private setting overlooking the tranquil, shimmering lagoon - with its abundant fish, birds, and aquatic life - this beautifully updated 3 Bed/2 Bath villa in the premier GULF FRONT property of Whispering Sands offers the perfect blend of comfort, style and serenity. Step inside to discover a bright NEW kitchen featuring new granite countertops, stainless appliances, recessed & under cabinet lighting and an open, inviting feel ideal for everyday living and entertaining alike. Engineered wood flooring flows throughout the home, complemented by neutral paint tones, new interior doors, and thoughtfully updated baths with granite counters, new vanities and modern fixtures. A spacious screened brick paver lanai extending the full length of the residence may well be the star of the show, creating an ideal private indoor-outdoor living space to relax and enjoy the lush tropical surroundings. A private fenced brick paver patio offers an additional retreat for entertaining, dining al fresco, or simply unwinding in the Florida sunshine. Additional upgrades include a newly painted 1-car garage with new full-sized washer and dryer and new sink. The freshly painted front door, new screen door - along with a brick paver sidewalk and driveway - enhance the home’s welcoming curb appeal. Newly painted exterior in 2025. New landscaping is planned for the complex in 2026. Whispering Sands is a 55+ Gulf front property offering 800’ of PRIVATE beach, 2 heated pools, beachside Tiki Hut and grills, shuffleboard, & canoe/kayak storage. The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events. Ideally located just around the corner from the shops and restaurants of Siesta Key Village, this move-in ready property combines stylish updates, abundant outdoor living space, and a truly peaceful location to create the perfect coastal retreat!

239 Hourglass Way Unit V7, Sarasota

$625,000

Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for multiple seating groups, while a wall of floor to ceiling sliders – treated with beautiful shades - provides an abundance of natural light. Meal prep is easy in your bright NEW kitchen featuring white cabinetry, subway tile backsplash, granite counters, stainless Whirlpool appliances, recessed lighting, fandelier, & vinyl plank flooring. Three sets of new hurricane impact sliders open from the kitchen, dining room, and 2nd bedroom into your private fenced brick paver patio which offers valuable outdoor space for sunny relaxation or effortless entertaining. Both newly carpeted bedrooms feature an extended living space to accommodate a small seating group, desk, or exercise equipment. The bathrooms have been refreshed with NEW granite countertops, cabinets, vanities & fixtures. NEW 2026 stacked W/D in garage. 2019 HVAC. Recent enhancements include exterior pressure washing and villa painting in February 2026. Newly updated brick paver driveway. New landscaping is being planned by the HOA starting in 2026. Whispering Sands is a premiere 55+ Gulf front property ideally located next to the colorful boutiques and dining options of Siesta Key Village, and offers 800’ of PRIVATE beach, 2 heated pools, new beachside Tiki Hut, grills, shuffleboard, canoe/kayak storage, security, & onsite management. The clubhouse is scheduled to be remodeled in 2026 and when completed will include fitness rooms, catering kitchen, and an elegant and comfortable space for social gatherings. Seller is willing to include 3 year new Kia SUV automobile with acceptable offer. Your coastal retreat awaits!

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

Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for multiple seating groups, while a wall of floor to ceiling sliders – treated with beautiful shades - provides an abundance of natural light. Meal prep is easy in your bright NEW kitchen featuring white cabinetry, subway tile backsplash, granite counters, stainless Whirlpool appliances, recessed lighting, fandelier, & vinyl plank flooring. Three sets of new hurricane impact sliders open from the kitchen, dining room, and 2nd bedroom into your private fenced brick paver patio which offers valuable outdoor space for sunny relaxation or effortless entertaining. Both newly carpeted bedrooms feature an extended living space to accommodate a small seating group, desk, or exercise equipment. The bathrooms have been refreshed with NEW granite countertops, cabinets, vanities & fixtures. NEW 2026 stacked W/D in garage. 2019 HVAC. Recent enhancements include exterior pressure washing and villa painting in February 2026. Newly updated brick paver driveway. New landscaping is being planned by the HOA starting in 2026. Whispering Sands is a premiere 55+ Gulf front property ideally located next to the colorful boutiques and dining options of Siesta Key Village, and offers 800’ of PRIVATE beach, 2 heated pools, new beachside Tiki Hut, grills, shuffleboard, canoe/kayak storage, security, & onsite management. The clubhouse is scheduled to be remodeled in 2026 and when completed will include fitness rooms, catering kitchen, and an elegant and comfortable space for social gatherings. Seller is willing to include 3 year new Kia SUV automobile with acceptable offer. Your coastal retreat awaits!

206 Hourglass Way Unit V10, Sarasota

$1,125,000

Welcome to highly sought-after "Building A" at the Gulf & Bay Club located on Siesta Key Beach! Where you'll be just steps to the No. 1 BEACH in the USA! As you enter the gated community, you will feel like you've landed in paradise as you make your way down the brick paved streets to the building closest to the beach. Offered TURN-KEY FURNISHED, this nicely updated 2-bedroom, 2-bathroom condo located on the second floor offers quick and easy access to the amenities and is just steps to private beach access! From the moment you enter you'll be drawn to the incredible views of the beach, gulf, pool, pond and beautiful grounds of the community! The kitchen features a large island, breakfast bar, granite countertops, new appliances and plenty of cabinetry for storage. The open floor plan is great for entertaining. Comfortably sleeps 6 people. Both bathrooms have been beautifully updated. New wood flooring follows throughout with tile in the kitchen. The unit offers an inside laundry room and an owner’s storage closet for your beach toys! Enjoy several upgrades including ceiling fans in each room, crown molding, custom trim woodwork and more! Amenities include 32 pristine acres, 800 feet of private beach on Siesta Key, a lush Tropical courtyard with a freshwater lake, 3 large heated pools, outdoor barbecuing areas, 6 tennis courts including 1 Har-Tru court, pickleball, basketball, shuffleboard, 2 clubhouses, media center, pool table and TV’s, fitness center and more! Schedule a showing today!

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

Welcome to highly sought-after "Building A" at the Gulf & Bay Club located on Siesta Key Beach! Where you'll be just steps to the No. 1 BEACH in the USA! As you enter the gated community, you will feel like you've landed in paradise as you make your way down the brick paved streets to the building closest to the beach. Offered TURN-KEY FURNISHED, this nicely updated 2-bedroom, 2-bathroom condo located on the second floor offers quick and easy access to the amenities and is just steps to private beach access! From the moment you enter you'll be drawn to the incredible views of the beach, gulf, pool, pond and beautiful grounds of the community! The kitchen features a large island, breakfast bar, granite countertops, new appliances and plenty of cabinetry for storage. The open floor plan is great for entertaining. Comfortably sleeps 6 people. Both bathrooms have been beautifully updated. New wood flooring follows throughout with tile in the kitchen. The unit offers an inside laundry room and an owner’s storage closet for your beach toys! Enjoy several upgrades including ceiling fans in each room, crown molding, custom trim woodwork and more! Amenities include 32 pristine acres, 800 feet of private beach on Siesta Key, a lush Tropical courtyard with a freshwater lake, 3 large heated pools, outdoor barbecuing areas, 6 tennis courts including 1 Har-Tru court, pickleball, basketball, shuffleboard, 2 clubhouses, media center, pool table and TV’s, fitness center and more! Schedule a showing today!

5790 Midnight Pass Road Unit 209, Sarasota

$4,495,000

Virtually Staged. Ideally positioned on the exclusive Point Crisp Peninsula of Siesta Key, this waterfront estate offers a rare blend of privacy, scale, and direct boating access, with sweeping views spanning both Little Sarasota Bay and the Intracoastal Waterway. Set on over 230 feet of water frontage, the property features a newly constructed T-shaped dock (2025) and allows for effortless arrival by land or water, all complemented by the rare advantage of nearby beach access. Spanning more than 7,400 square feet of interior living space, the five-bedroom residence is designed for elevated coastal living, where expansive entertaining areas and walls of glass frame panoramic water views throughout. Freshly painted and ready for personal customization, the two-story interior is defined by high coffered and tray ceilings, crown molding, solid-core doors, and a blend of marble and wood flooring. A grand double-door entry opens to a soaring living area with a cathedral ceiling and statement fireplace, while floor-to-ceiling sliding glass doors create a seamless connection to the outdoor living spaces. The multi-level outdoor setting is designed for both gathering and relaxation, featuring an extended travertine deck, covered lounge areas, an outdoor gas fireplace, a summer kitchen with built-in grill and wraparound bar, an additional grilling station, and a heated pool and spa—all overlooking the tranquil waterfront. At the center of the home, the gourmet kitchen was redesigned in 2022 with quartzite countertops, custom cabinetry, professional-grade appliances, and an oversized island with seating. The adjacent family room offers built-in features and direct access to the outdoor entertaining areas, creating a natural flow for everyday living. The primary suite, located on the main level, serves as a private retreat with expansive water views, a custom walk-in closet, and a spacious en-suite bath. An additional guest suite on this level provides flexibility for a study, fitness room, or nursery. The second level is dedicated to guest accommodations and recreation, offering a home theater, an oversized game room with wraparound bar, multiple terraces, and three additional bedroom suites—one of which is generously scaled to function as a second primary suite—each with access to outdoor living spaces. The ground level includes a six-car split garage with multiple storage and utility rooms, supporting both functionality and flexibility. Located within one of Siesta Key’s most sought-after enclaves, this residence offers the unique combination of close beach access and protected boating waters. Just minutes away, Siesta Key Village provides dining and boutique shopping, while downtown Sarasota offers a vibrant cultural scene with theaters, galleries, waterfront parks, and marinas—delivering a lifestyle that balances coastal tranquility with everyday convenience.

5 Beds ⋅ 6 Baths ⋅ Saah Sub SubDv. ⋅ 34242 Zip Code

Virtually Staged. Ideally positioned on the exclusive Point Crisp Peninsula of Siesta Key, this waterfront estate offers a rare blend of privacy, scale, and direct boating access, with sweeping views spanning both Little Sarasota Bay and the Intracoastal Waterway. Set on over 230 feet of water frontage, the property features a newly constructed T-shaped dock (2025) and allows for effortless arrival by land or water, all complemented by the rare advantage of nearby beach access. Spanning more than 7,400 square feet of interior living space, the five-bedroom residence is designed for elevated coastal living, where expansive entertaining areas and walls of glass frame panoramic water views throughout. Freshly painted and ready for personal customization, the two-story interior is defined by high coffered and tray ceilings, crown molding, solid-core doors, and a blend of marble and wood flooring. A grand double-door entry opens to a soaring living area with a cathedral ceiling and statement fireplace, while floor-to-ceiling sliding glass doors create a seamless connection to the outdoor living spaces. The multi-level outdoor setting is designed for both gathering and relaxation, featuring an extended travertine deck, covered lounge areas, an outdoor gas fireplace, a summer kitchen with built-in grill and wraparound bar, an additional grilling station, and a heated pool and spa—all overlooking the tranquil waterfront. At the center of the home, the gourmet kitchen was redesigned in 2022 with quartzite countertops, custom cabinetry, professional-grade appliances, and an oversized island with seating. The adjacent family room offers built-in features and direct access to the outdoor entertaining areas, creating a natural flow for everyday living. The primary suite, located on the main level, serves as a private retreat with expansive water views, a custom walk-in closet, and a spacious en-suite bath. An additional guest suite on this level provides flexibility for a study, fitness room, or nursery. The second level is dedicated to guest accommodations and recreation, offering a home theater, an oversized game room with wraparound bar, multiple terraces, and three additional bedroom suites—one of which is generously scaled to function as a second primary suite—each with access to outdoor living spaces. The ground level includes a six-car split garage with multiple storage and utility rooms, supporting both functionality and flexibility. Located within one of Siesta Key’s most sought-after enclaves, this residence offers the unique combination of close beach access and protected boating waters. Just minutes away, Siesta Key Village provides dining and boutique shopping, while downtown Sarasota offers a vibrant cultural scene with theaters, galleries, waterfront parks, and marinas—delivering a lifestyle that balances coastal tranquility with everyday convenience.

1356 Point Crisp Road, Sarasota

$2,550,000

Gulf-Front Luxury with Investment Appeal Experience elevated beachfront living at Ten35 Seaside, a boutique Gulf-front community on the quiet southern end of Siesta Key. This beautifully designed 2-bedroom, 2.5-bath residence offers private beach access, resort-style amenities, and strong luxury rental potential. The open-concept layout features Wolf and Sub-Zero appliances, custom cabinetry, sleek coastal finishes, and spacious living areas filled with natural light. Sliding glass doors open to a private terrace perfect for enjoying Gulf breezes and sunset skies. The primary suite offers a spa-style bath and walk-in closet, while the guest suite includes built-in bunk beds for added flexibility and rental appeal. Residents enjoy a beachfront pool and spa, private cabanas, fitness center, and direct access to Siesta Key’s world-famous beaches — all just minutes from Siesta Key Village and downtown Sarasota. Ideal as a luxury beachfront retreat, full-time residence, or income-producing coastal investment property. Buyer to verify rental policies, restrictions, and all room dimensions.

2 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code

Gulf-Front Luxury with Investment Appeal Experience elevated beachfront living at Ten35 Seaside, a boutique Gulf-front community on the quiet southern end of Siesta Key. This beautifully designed 2-bedroom, 2.5-bath residence offers private beach access, resort-style amenities, and strong luxury rental potential. The open-concept layout features Wolf and Sub-Zero appliances, custom cabinetry, sleek coastal finishes, and spacious living areas filled with natural light. Sliding glass doors open to a private terrace perfect for enjoying Gulf breezes and sunset skies. The primary suite offers a spa-style bath and walk-in closet, while the guest suite includes built-in bunk beds for added flexibility and rental appeal. Residents enjoy a beachfront pool and spa, private cabanas, fitness center, and direct access to Siesta Key’s world-famous beaches — all just minutes from Siesta Key Village and downtown Sarasota. Ideal as a luxury beachfront retreat, full-time residence, or income-producing coastal investment property. Buyer to verify rental policies, restrictions, and all room dimensions.

1035 Seaside Drive Unit 308, Sarasota

$500,000

Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two Heated Pools, and Gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key's popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week.

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

Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two Heated Pools, and Gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key's popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week.

8773 Midnight Pass Road Unit 302G, Sarasota

$429,000

Introducing Inlet Apartments - Siesta Key, a charming, quaint coastal retreat for a tropical vacation or a beach getaway. This second-floor, one-bedroom, one-bath is quiet and peaceful on the Blind Pass Lagoon at far south end of Siesta Key and just beyond your sliding glass doors. You will be instantly captivated by views of paddleboarders and kayaks going by, plus a heated swimming pool and a partial view of the Gulf. With 906 square feet, this residence is sold turnkey furnished, blending modern sophistication with relaxed coastal living. Contemporary new kitchen with new appliances, white quartz countertops, an oversized island, and crafted for effortless everyday living. The open-concept layout flows through the dining room, with a queen-size Murphy bed for extra guests, and living spaces, enhanced by luxury vinyl wood flooring and modern compact ceiling fans that adjust with touch of a button. Wake up to enchanting lagoon views in the tranquil primary suite, and beautifully updated bath. Go outside to a spectacular 200-square-foot screened lanai with pull-down shades for privacy, ideal for morning espresso, sunset cocktails or simply soaking in Siesta Key’s year-round beauty. There are convenient elevators, laundry facilities and assigned parking for each unit. HVAC in 2021, water heater in 2022. Life at Inlet boating amenities included private boat dockage for sailboats and powerboats up to 26 feet (first-come, first-serve basis). The Blind Pass Lagoon leads into Sarasota Bay and onto the Gulf. There are fishing, kayak storage and launch, waterfront pool, all just minutes from Turtle Beach and a short trolley ride to Crescent Key Village. This is more than a condominium at the beach, it’s a one-of-kind opportunity to own a piece of Siesta Key.

1 Beds ⋅ 1 Baths ⋅ Inlet Apts SubDv. ⋅ 34242 Zip Code

Introducing Inlet Apartments - Siesta Key, a charming, quaint coastal retreat for a tropical vacation or a beach getaway. This second-floor, one-bedroom, one-bath is quiet and peaceful on the Blind Pass Lagoon at far south end of Siesta Key and just beyond your sliding glass doors. You will be instantly captivated by views of paddleboarders and kayaks going by, plus a heated swimming pool and a partial view of the Gulf. With 906 square feet, this residence is sold turnkey furnished, blending modern sophistication with relaxed coastal living. Contemporary new kitchen with new appliances, white quartz countertops, an oversized island, and crafted for effortless everyday living. The open-concept layout flows through the dining room, with a queen-size Murphy bed for extra guests, and living spaces, enhanced by luxury vinyl wood flooring and modern compact ceiling fans that adjust with touch of a button. Wake up to enchanting lagoon views in the tranquil primary suite, and beautifully updated bath. Go outside to a spectacular 200-square-foot screened lanai with pull-down shades for privacy, ideal for morning espresso, sunset cocktails or simply soaking in Siesta Key’s year-round beauty. There are convenient elevators, laundry facilities and assigned parking for each unit. HVAC in 2021, water heater in 2022. Life at Inlet boating amenities included private boat dockage for sailboats and powerboats up to 26 feet (first-come, first-serve basis). The Blind Pass Lagoon leads into Sarasota Bay and onto the Gulf. There are fishing, kayak storage and launch, waterfront pool, all just minutes from Turtle Beach and a short trolley ride to Crescent Key Village. This is more than a condominium at the beach, it’s a one-of-kind opportunity to own a piece of Siesta Key.

9200 Midnight Pass Road Unit 25, Sarasota

$1,100,000

Siesta Key offer this Two Bedroom, Two Bath home with Full Views of the Gulf of Mexico. Turnkey furnished. Carport and storage closet. Screened lanai. Weekly rental can give you extra income. Both bedrooms have walk-in closets. Impact windows. You can enjoy the beach chairs and lounges on the famous "White Sand Beach", Gulf front circular pool that is the centerpiece of the community. On-site management. This centrally located community is near shopping and restaurants. It is a short trolley ride to Siesta Key Village.

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

Siesta Key offer this Two Bedroom, Two Bath home with Full Views of the Gulf of Mexico. Turnkey furnished. Carport and storage closet. Screened lanai. Weekly rental can give you extra income. Both bedrooms have walk-in closets. Impact windows. You can enjoy the beach chairs and lounges on the famous "White Sand Beach", Gulf front circular pool that is the centerpiece of the community. On-site management. This centrally located community is near shopping and restaurants. It is a short trolley ride to Siesta Key Village.

6234 Midnight Pass Road Unit 307, Sarasota

$1,725,000

Beautifully renovated Tiffany Sands townhome offering the perfect combination of coastal elegance, spacious living, and an exceptional Siesta Key location with tranquil beach views. This 3-bedroom, 3.5-bath residence features an open, light-filled floor plan designed for effortless island living. Each generously sized bedroom includes a walk-in closet, providing ample comfort and storage. A versatile first-floor bonus room with a full bath and private entrance offers endless possibilities as a guest suite, home office, media room, or additional living space. The home also features a one-car garage with extra storage, multiple expansive decks, and a private patio ideal for enjoying Gulf breezes and picturesque views of Siesta Key's turquoise waters. Just steps away, deeded beach access leads to the world-famous quartz sand beaches of Siesta Key. Ideally situated near Siesta Key Village, residents enjoy convenient access to boutique shopping, acclaimed restaurants, entertainment, and everyday conveniences. Move-in ready and impeccably updated, this is a rare opportunity to own a stylish coastal retreat in one of Siesta Key's most desirable beachfront communities.

3 Beds ⋅ 4 Baths ⋅ Tiffany Sands SubDv. ⋅ 34242 Zip Code

Beautifully renovated Tiffany Sands townhome offering the perfect combination of coastal elegance, spacious living, and an exceptional Siesta Key location with tranquil beach views. This 3-bedroom, 3.5-bath residence features an open, light-filled floor plan designed for effortless island living. Each generously sized bedroom includes a walk-in closet, providing ample comfort and storage. A versatile first-floor bonus room with a full bath and private entrance offers endless possibilities as a guest suite, home office, media room, or additional living space. The home also features a one-car garage with extra storage, multiple expansive decks, and a private patio ideal for enjoying Gulf breezes and picturesque views of Siesta Key's turquoise waters. Just steps away, deeded beach access leads to the world-famous quartz sand beaches of Siesta Key. Ideally situated near Siesta Key Village, residents enjoy convenient access to boutique shopping, acclaimed restaurants, entertainment, and everyday conveniences. Move-in ready and impeccably updated, this is a rare opportunity to own a stylish coastal retreat in one of Siesta Key's most desirable beachfront communities.

548A Beach Road, Sarasota

$582,000

This is the Gulf front opportunity buyers wait for. Positioned in the highly sought after A Building at Island Reef, this two bedroom, two bath beach condo offers direct Gulf front views that simply cannot be duplicated, and is currently the lowest priced Gulf front 2/2 property on Siesta Key. Held in the same family for over 30 years, the condo has been meticulously maintained and remains exceptionally clean and comfortable as it sits today. It presents a rare combination of immediate usability and the opportunity to thoughtfully update over time, allowing a new owner to create their own vision in one of the most desirable Gulf front locations on the island. From the moment you walk in, your eye is drawn straight through to the water. The view opens across the pool, the natural flow of the grounds, and out to the Gulf of Mexico, creating a sense of space, calm, and connection that defines true waterfront living. It is the kind of view that makes you pause and take it in. The layout offers a true split floor plan, providing privacy and comfort for both owners and guests. The main living areas are open and relaxed, with Gulf views from the dining area, living room, and primary bedroom. The kitchen is generously sized, with an eat in area and built in desk space that adds flexibility, while natural light fills the space and keeps it bright and inviting. The primary suite is spacious and set apart as its own retreat, complete with an en suite bath and room to unwind. The guest bedroom is positioned on the opposite side, offering separation and privacy. A full size laundry room adds a level of everyday convenience not always found in beach condos. Impact windows are currently being installed on the lanai, adding long term value, peace of mind, and enhancing the indoor outdoor experience that is so central to Gulf front living. Island Reef is known for its true Gulf to Bay lifestyle. Mornings begin with walks along the private beach at Turtle Beach, afternoons are spent kayaking toward Midnight Pass or relaxing by the Gulf side pool, and evenings are centered around sunsets that never repeat themselves. On the bay side, boats pass throughout the day, adding another layer of movement and life to the setting. The community offers bay access with dockage and lift capability, along with direct access to Sarasota Bay and the Gulf beyond. Two heated pools, including the beautifully positioned Gulf side pool, along with tennis, pickleball, and shuffleboard courts create an active yet balanced lifestyle. Residents enjoy a clubhouse, library, fitness rooms, and gathering spaces designed for both connection and relaxation. Additional features include kayak and bike storage, a fishing pier, on site management, and a well run on site rental program offering monthly rental opportunities, providing flexibility for owners who wish to offset expenses. Winding walkways connect the community through mature landscaping and open green space, while brick paver parking areas, covered parking, secure lobby entry, elevator access, and guest parking all add to the ease of ownership. Call today for your private showing. Gulf front opportunities in this building, at this price point, are rare and do not last. Video, 3D tour, and floor plan available.

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

This is the Gulf front opportunity buyers wait for. Positioned in the highly sought after A Building at Island Reef, this two bedroom, two bath beach condo offers direct Gulf front views that simply cannot be duplicated, and is currently the lowest priced Gulf front 2/2 property on Siesta Key. Held in the same family for over 30 years, the condo has been meticulously maintained and remains exceptionally clean and comfortable as it sits today. It presents a rare combination of immediate usability and the opportunity to thoughtfully update over time, allowing a new owner to create their own vision in one of the most desirable Gulf front locations on the island. From the moment you walk in, your eye is drawn straight through to the water. The view opens across the pool, the natural flow of the grounds, and out to the Gulf of Mexico, creating a sense of space, calm, and connection that defines true waterfront living. It is the kind of view that makes you pause and take it in. The layout offers a true split floor plan, providing privacy and comfort for both owners and guests. The main living areas are open and relaxed, with Gulf views from the dining area, living room, and primary bedroom. The kitchen is generously sized, with an eat in area and built in desk space that adds flexibility, while natural light fills the space and keeps it bright and inviting. The primary suite is spacious and set apart as its own retreat, complete with an en suite bath and room to unwind. The guest bedroom is positioned on the opposite side, offering separation and privacy. A full size laundry room adds a level of everyday convenience not always found in beach condos. Impact windows are currently being installed on the lanai, adding long term value, peace of mind, and enhancing the indoor outdoor experience that is so central to Gulf front living. Island Reef is known for its true Gulf to Bay lifestyle. Mornings begin with walks along the private beach at Turtle Beach, afternoons are spent kayaking toward Midnight Pass or relaxing by the Gulf side pool, and evenings are centered around sunsets that never repeat themselves. On the bay side, boats pass throughout the day, adding another layer of movement and life to the setting. The community offers bay access with dockage and lift capability, along with direct access to Sarasota Bay and the Gulf beyond. Two heated pools, including the beautifully positioned Gulf side pool, along with tennis, pickleball, and shuffleboard courts create an active yet balanced lifestyle. Residents enjoy a clubhouse, library, fitness rooms, and gathering spaces designed for both connection and relaxation. Additional features include kayak and bike storage, a fishing pier, on site management, and a well run on site rental program offering monthly rental opportunities, providing flexibility for owners who wish to offset expenses. Winding walkways connect the community through mature landscaping and open green space, while brick paver parking areas, covered parking, secure lobby entry, elevator access, and guest parking all add to the ease of ownership. Call today for your private showing. Gulf front opportunities in this building, at this price point, are rare and do not last. Video, 3D tour, and floor plan available.

8764 Midnight Pass Road Unit A202, Sarasota

$719,000

A first-floor 2-bedroom, 2-bath residence in Gulf and Bay Club Bayside with no unit above, offering added privacy and direct access. An optional second garage is available for purchase under a separate bill of sale. Located on Siesta Key, an eight-mile barrier island consistently recognized among the top beach destinations in the United States and globally, Siesta Beach has been ranked the #1 beach in the United States and #4 in the world by Tripadvisor’s Travelers’ Choice Awards and has also been included on Travel + Leisure’s list of the World’s 50 Best Beaches as the top-ranked beach in the U.S. This unit offers 1,280 square feet and is being sold turnkey furnished. The interior has been recently updated and includes a kitchen with new appliances. Luxury vinyl flooring runs throughout the main living areas and the lanai, with tile flooring in the bathrooms and kitchen. The layout provides functional living space suitable for full-time use, seasonal occupancy, or rental use. A full-size washer and dryer are located within the unit. The living area opens to views of a protected nature preserve. The community allows weekly rentals, providing income potential. The property was not impacted by recent hurricanes. Ownership includes one private garage, with a second garage available for purchase under a separate bill of sale. Residents have private beach access to Siesta Key’s shoreline, known for its quartz sand and calm Gulf waters, along with community amenities including two pools, tennis courts, and a gated entrance with on-site management. This property may be used as a primary residence, seasonal property, or income-producing rental.

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

A first-floor 2-bedroom, 2-bath residence in Gulf and Bay Club Bayside with no unit above, offering added privacy and direct access. An optional second garage is available for purchase under a separate bill of sale. Located on Siesta Key, an eight-mile barrier island consistently recognized among the top beach destinations in the United States and globally, Siesta Beach has been ranked the #1 beach in the United States and #4 in the world by Tripadvisor’s Travelers’ Choice Awards and has also been included on Travel + Leisure’s list of the World’s 50 Best Beaches as the top-ranked beach in the U.S. This unit offers 1,280 square feet and is being sold turnkey furnished. The interior has been recently updated and includes a kitchen with new appliances. Luxury vinyl flooring runs throughout the main living areas and the lanai, with tile flooring in the bathrooms and kitchen. The layout provides functional living space suitable for full-time use, seasonal occupancy, or rental use. A full-size washer and dryer are located within the unit. The living area opens to views of a protected nature preserve. The community allows weekly rentals, providing income potential. The property was not impacted by recent hurricanes. Ownership includes one private garage, with a second garage available for purchase under a separate bill of sale. Residents have private beach access to Siesta Key’s shoreline, known for its quartz sand and calm Gulf waters, along with community amenities including two pools, tennis courts, and a gated entrance with on-site management. This property may be used as a primary residence, seasonal property, or income-producing rental.

1269 Siesta Bayside Drive Unit 1269C, Sarasota

$2,350,000

Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical foliage, the property is just steps from your own private beach. 2023 updates include - new roof, hurricane-impact windows/sliders and plumbing. Meticulously renovated in 2025–2026 with top-of-the-line finishes throughout the entire home. Luxury vinyl plank flooring flows through the open floor plan, complemented by granite countertops and a oversized granite island with lots of storage, Samsung appliances and an open-concept layout ideal for entertaining, with abundant indoor/outdoor living space with views of the oversized sparkling pool. The primary suite is a tranquil retreat with two walk-in closets and an en-suite bath featuring a double vanity and soaking tub. A thoughtful split plan offers two additional spacious bedrooms each with en-suite baths. A fully renovated pool house/mother-in-law suite with its own full bath adds flexible living options. Located in a waterfront community, residents of the Sanderling Club have exclusive beachfront access, tennis and pickleball courts, clubhouse and 24-hour security This home blends refined luxury with coastal lifestyle and privacy.

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

Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical foliage, the property is just steps from your own private beach. 2023 updates include - new roof, hurricane-impact windows/sliders and plumbing. Meticulously renovated in 2025–2026 with top-of-the-line finishes throughout the entire home. Luxury vinyl plank flooring flows through the open floor plan, complemented by granite countertops and a oversized granite island with lots of storage, Samsung appliances and an open-concept layout ideal for entertaining, with abundant indoor/outdoor living space with views of the oversized sparkling pool. The primary suite is a tranquil retreat with two walk-in closets and an en-suite bath featuring a double vanity and soaking tub. A thoughtful split plan offers two additional spacious bedrooms each with en-suite baths. A fully renovated pool house/mother-in-law suite with its own full bath adds flexible living options. Located in a waterfront community, residents of the Sanderling Club have exclusive beachfront access, tennis and pickleball courts, clubhouse and 24-hour security This home blends refined luxury with coastal lifestyle and privacy.

7345 Pine Needle Road, Sarasota

$1,100,000

NEW SOD AND LANDSCAPING JUST INSTALLED, and a brand-new irrigation system was installed as well to keep everything to paradise standards! Welcome to the heart of world-renowned Siesta Key, where coastal living meets modern luxury. This fully renovated, solidly constructed home offers exceptional quality and thoughtful upgrades throughout, including PGT hurricane-impact windows, multiple triple-panel sliding impact glass doors, and a 2019 tile roof. Step inside through beautifully etched, Florida-themed French doors into an open-concept floor plan filled with natural light streaming from the screened lanai. The spacious living and dining areas seamlessly connect to a chef-inspired kitchen, complete with an induction range, griddle, and premium finishes—perfect for entertaining. The home features wood-grain luxury vinyl flooring throughout and tastefully updated bathrooms. The private primary suite is situated on one side of the home and includes an attached office, offering a quiet retreat. Just beyond, you’ll find a generously sized laundry room with a brand-new stackable washer and dryer. The opposite side of the home hosts additional bedrooms and a guest bathroom, providing comfort and privacy for family or visitors. Outdoors, enjoy your own private oasis with a saltwater pool and a brand-new, state-of-the-art pump system. Located in the highly desirable Siesta Isles community, this property is ideally positioned for strong rental potential, offering opportunities for annual, monthly, or seasonal income. Enjoy the convenience of being just a 10-minute walk or 5-minute bike ride to Siesta Key Beach—without the need to access main roads. Move-in ready and perfectly situated, this exceptional home offers the ultimate in coastal living. Schedule your private showing today.

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

NEW SOD AND LANDSCAPING JUST INSTALLED, and a brand-new irrigation system was installed as well to keep everything to paradise standards! Welcome to the heart of world-renowned Siesta Key, where coastal living meets modern luxury. This fully renovated, solidly constructed home offers exceptional quality and thoughtful upgrades throughout, including PGT hurricane-impact windows, multiple triple-panel sliding impact glass doors, and a 2019 tile roof. Step inside through beautifully etched, Florida-themed French doors into an open-concept floor plan filled with natural light streaming from the screened lanai. The spacious living and dining areas seamlessly connect to a chef-inspired kitchen, complete with an induction range, griddle, and premium finishes—perfect for entertaining. The home features wood-grain luxury vinyl flooring throughout and tastefully updated bathrooms. The private primary suite is situated on one side of the home and includes an attached office, offering a quiet retreat. Just beyond, you’ll find a generously sized laundry room with a brand-new stackable washer and dryer. The opposite side of the home hosts additional bedrooms and a guest bathroom, providing comfort and privacy for family or visitors. Outdoors, enjoy your own private oasis with a saltwater pool and a brand-new, state-of-the-art pump system. Located in the highly desirable Siesta Isles community, this property is ideally positioned for strong rental potential, offering opportunities for annual, monthly, or seasonal income. Enjoy the convenience of being just a 10-minute walk or 5-minute bike ride to Siesta Key Beach—without the need to access main roads. Move-in ready and perfectly situated, this exceptional home offers the ultimate in coastal living. Schedule your private showing today.

5569 Shadow Lawn Drive, Sarasota

$655,000

This stunning 2-bedroom, 2-bath retreat is steps from Siesta Key’s renowned powdery white sand. Fully renovated with premium, top-to-bottom upgrades (new plumbing, electrical, HVAC, and high-end appliances), this turnkey property is rental-ready. This unit has been completely redone with quality everything and no expenses spared! Enjoy immediate income and income potential with easy access to Village dining and shopping via walking or a free trolley. Jamaica Royale is a well-maintained beachfront community known for its private deeded beach and resort-style amenities, including three pools (one beachfront), newly renovated beachside restrooms and changing facilities, and an outdoor kitchen with grills and seating. With onsite rental management, this condo provides an easy, low-maintenance investment opportunity. Whether you’re searching for a turnkey vacation rental, income-producing investment property, or coastal retreat, this Jamaica Royale condo offers location, luxury, and beach good times!

2 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

This stunning 2-bedroom, 2-bath retreat is steps from Siesta Key’s renowned powdery white sand. Fully renovated with premium, top-to-bottom upgrades (new plumbing, electrical, HVAC, and high-end appliances), this turnkey property is rental-ready. This unit has been completely redone with quality everything and no expenses spared! Enjoy immediate income and income potential with easy access to Village dining and shopping via walking or a free trolley. Jamaica Royale is a well-maintained beachfront community known for its private deeded beach and resort-style amenities, including three pools (one beachfront), newly renovated beachside restrooms and changing facilities, and an outdoor kitchen with grills and seating. With onsite rental management, this condo provides an easy, low-maintenance investment opportunity. Whether you’re searching for a turnkey vacation rental, income-producing investment property, or coastal retreat, this Jamaica Royale condo offers location, luxury, and beach good times!

5830 Midnight Pass Road Unit 86, Sarasota

$3,950,000

Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.

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

Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.

847 Freeling Drive, Sarasota

$1,250,000

An exceptional opportunity to secure a Gulf-front residence in the highly sought-after Sarasota Surf & Racquet Club on Siesta Key. Positioned on the 5th floor, this two-bedroom, two-bath condominium offers sweeping, unobstructed views of the Gulf of Mexico?the kind of breathtaking backdrop that defines true beachfront living. With 1,195 square feet of interior space plus an expansive 200-square-foot lanai, the layout provides the perfect canvas to create a custom coastal retreat tailored to your personal vision. From sunrise reflections to vivid sunset skies, the panoramic water views take center stage from the main living areas and outdoor space, delivering an ever-changing coastal experience. Sarasota Surf & Racquet Club is known for its prime beachfront location and resort-style setting, offering residents access to a wide array of amenities including tennis courts, swimming pools, fitness facilities, and direct access to Siesta Key?s world-renowned white sand beach. The community?s established reputation and desirable location continue to make it a favorite for both personal enjoyment and long-term investment. Offered at a compelling value reflective of its unique opportunity, this residence presents a rare chance to sec

2 Beds ⋅ 2 Baths ⋅ Sarasota Surf & Racquet SubDv. ⋅ 34242 Zip Code

An exceptional opportunity to secure a Gulf-front residence in the highly sought-after Sarasota Surf & Racquet Club on Siesta Key. Positioned on the 5th floor, this two-bedroom, two-bath condominium offers sweeping, unobstructed views of the Gulf of Mexico?the kind of breathtaking backdrop that defines true beachfront living. With 1,195 square feet of interior space plus an expansive 200-square-foot lanai, the layout provides the perfect canvas to create a custom coastal retreat tailored to your personal vision. From sunrise reflections to vivid sunset skies, the panoramic water views take center stage from the main living areas and outdoor space, delivering an ever-changing coastal experience. Sarasota Surf & Racquet Club is known for its prime beachfront location and resort-style setting, offering residents access to a wide array of amenities including tennis courts, swimming pools, fitness facilities, and direct access to Siesta Key?s world-renowned white sand beach. The community?s established reputation and desirable location continue to make it a favorite for both personal enjoyment and long-term investment. Offered at a compelling value reflective of its unique opportunity, this residence presents a rare chance to sec

5924 Midnight Pass Road Unit 507, Sarasota

$589,000

A MUST SEE with a $40,000 PRICE REDUCTION! The market is starting to normalize, Strike Now! Come see this charming one-bedroom, one-bathroom condo in the heart of Siesta Key, where Old Florida charm meets modern coastal living. This elevated second-floor unit offers a bright, inviting living space set within a secluded, tropical oasis designed by the renowned Frank Folsm Smith of the Sarasota School of Architecture. Enjoy peace of mind with no history of storm damage in this elevated location, and savor private access to a community beach and fishing pier just steps away. From the private beach, you can watch dolphins play in the Gulf as you unwind to sea breezes and tranquil sunsets. This distinctive enclave blends architectural pedigree with lush, mature landscaping and a resort-like atmosphere, providing a rare combination of privacy and coastal convenience. The property is perfectly positioned within easy reach of Siesta Key Village, where you’ll find a vibrant mix of restaurants, live music, and boutique shopping. Whether you’re seeking a full-time residence or a carefree vacation getaway, this condo offers a low-maintenance lifestyle without sacrificing character or location. Why you’ll love it: a compact, stylish retreat with direct beach access, private coastal views, and proximity to village amenities all in one package. It’s an excellent option for year-round living or a tropical getaway, combining unique architecture, serene grounds, and a distinctive Siesta Key experience. Schedule a private tour to experience this exceptional property firsthand. What are you waiting for?

1 Beds ⋅ 1 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code

A MUST SEE with a $40,000 PRICE REDUCTION! The market is starting to normalize, Strike Now! Come see this charming one-bedroom, one-bathroom condo in the heart of Siesta Key, where Old Florida charm meets modern coastal living. This elevated second-floor unit offers a bright, inviting living space set within a secluded, tropical oasis designed by the renowned Frank Folsm Smith of the Sarasota School of Architecture. Enjoy peace of mind with no history of storm damage in this elevated location, and savor private access to a community beach and fishing pier just steps away. From the private beach, you can watch dolphins play in the Gulf as you unwind to sea breezes and tranquil sunsets. This distinctive enclave blends architectural pedigree with lush, mature landscaping and a resort-like atmosphere, providing a rare combination of privacy and coastal convenience. The property is perfectly positioned within easy reach of Siesta Key Village, where you’ll find a vibrant mix of restaurants, live music, and boutique shopping. Whether you’re seeking a full-time residence or a carefree vacation getaway, this condo offers a low-maintenance lifestyle without sacrificing character or location. Why you’ll love it: a compact, stylish retreat with direct beach access, private coastal views, and proximity to village amenities all in one package. It’s an excellent option for year-round living or a tropical getaway, combining unique architecture, serene grounds, and a distinctive Siesta Key experience. Schedule a private tour to experience this exceptional property firsthand. What are you waiting for?

22 Sandy Cove Road Unit APT 203, Sarasota

$498,000

Under contract-accepting backup offers. Sellers Are Highly Motivated! Welcome to your slice of paradise on world famous Siesta Key, just steps from the powdery white sands of Siesta Beach, recently ranked the number one beach in the United States. This beautifully updated one bedroom, one bathroom residence is the perfect blend of comfort, style, and location, ideal as a primary home, vacation retreat, or income producing investment with weekly rentals allowed. From the moment you enter the gated community of Gulf and Bay Club Bayside, you are surrounded by lush tropical landscaping and a sense of pride in ownership that truly sets this community apart. This impeccably maintained residence offers easy single level living with a bright and open layout, finished in a warm neutral palette. The living and dining areas are enhanced with charming details such as wainscoting, while the updated kitchen features stainless steel appliances, beautiful countertops, and well-appointed cabinetry, all flowing seamlessly into the main living space. The oversized primary bedroom offers a peaceful retreat with a large walk-in closet, while the upgraded bathroom features a stunning tile shower, dual sinks with quartz countertops, and excellent storage. A private laundry area adds convenience, and with no carpet throughout, the home is clean, modern, and move in ready. The AC and water heater were both replaced in 2022. Enjoy your morning coffee in the adorable dining nook or unwind in the bright and airy lanai, the perfect place to relax at the end of the day. This residence also includes a rare one car garage and private driveway, making island living effortless. Gulf and Bay Club Bayside offers an exceptional array of resort style amenities including two heated pools, a clubhouse, fitness center, saunas, pickleball and tennis courts, BBQ areas, walking paths, scenic ponds with fountains, and a fishing pier on the Intracoastal Waterway where you can enjoy sunsets, dolphins, and passing boats. Private deeded beach access just across the street makes it easy to enjoy the turquoise waters and world-famous quartz sand whenever you choose. Ideally located between Siesta Key Village and Stickney Point Road, you are moments from top rated dining, boutique shopping, live entertainment, and water activities. The Siesta Key Trolley provides easy access across the island, making every day feel like a vacation. Offered furnished and thoughtfully updated, this residence truly lives larger than expected and is ready for immediate enjoyment. Whether you are looking to relax, entertain, or invest, this is an incredible opportunity to own in one of the most desirable communities on Siesta Key. Schedule your private showing today and experience the coastal lifestyle you have been dreaming of.

1 Beds ⋅ 1 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Sellers Are Highly Motivated! Welcome to your slice of paradise on world famous Siesta Key, just steps from the powdery white sands of Siesta Beach, recently ranked the number one beach in the United States. This beautifully updated one bedroom, one bathroom residence is the perfect blend of comfort, style, and location, ideal as a primary home, vacation retreat, or income producing investment with weekly rentals allowed. From the moment you enter the gated community of Gulf and Bay Club Bayside, you are surrounded by lush tropical landscaping and a sense of pride in ownership that truly sets this community apart. This impeccably maintained residence offers easy single level living with a bright and open layout, finished in a warm neutral palette. The living and dining areas are enhanced with charming details such as wainscoting, while the updated kitchen features stainless steel appliances, beautiful countertops, and well-appointed cabinetry, all flowing seamlessly into the main living space. The oversized primary bedroom offers a peaceful retreat with a large walk-in closet, while the upgraded bathroom features a stunning tile shower, dual sinks with quartz countertops, and excellent storage. A private laundry area adds convenience, and with no carpet throughout, the home is clean, modern, and move in ready. The AC and water heater were both replaced in 2022. Enjoy your morning coffee in the adorable dining nook or unwind in the bright and airy lanai, the perfect place to relax at the end of the day. This residence also includes a rare one car garage and private driveway, making island living effortless. Gulf and Bay Club Bayside offers an exceptional array of resort style amenities including two heated pools, a clubhouse, fitness center, saunas, pickleball and tennis courts, BBQ areas, walking paths, scenic ponds with fountains, and a fishing pier on the Intracoastal Waterway where you can enjoy sunsets, dolphins, and passing boats. Private deeded beach access just across the street makes it easy to enjoy the turquoise waters and world-famous quartz sand whenever you choose. Ideally located between Siesta Key Village and Stickney Point Road, you are moments from top rated dining, boutique shopping, live entertainment, and water activities. The Siesta Key Trolley provides easy access across the island, making every day feel like a vacation. Offered furnished and thoughtfully updated, this residence truly lives larger than expected and is ready for immediate enjoyment. Whether you are looking to relax, entertain, or invest, this is an incredible opportunity to own in one of the most desirable communities on Siesta Key. Schedule your private showing today and experience the coastal lifestyle you have been dreaming of.

1203 Siesta Bayside Drive Unit 1203-D, Sarasota

$1,375,000

WATERFRONT PARADISE!! Welcome to 5169 Oxford Drive, where this elevated, turnkey-furnished home is perfectly positioned on a stunning canal, offering the ideal opportunity for personal enjoyment or rental income. This beautifully maintained property features 3 bedrooms and 3 bathrooms, along with quick access to open water, making it a dream for boating enthusiasts. Start your mornings with a relaxing cup of coffee or tea in your backyard oasis by the private swimming pool. As the day unfolds, gather with family and friends in the warm, inviting living room while enjoying tranquil canal views. The open-concept layout is designed for effortless living, seamlessly connecting to a chef-inspired kitchen just steps away. Upstairs, you’ll find a spacious bedroom and full bathroom, perfect for guests or added privacy. Downstairs features two en-suite bedrooms, providing comfort and convenience for everyone. Step outside to your own private retreat—ideal for entertaining or unwinding. Spend evenings by the pool, fire up the barbecue, or fish right from your private dock and pier. For adventure, grab your paddleboard and head straight out to the Gulf from your backyard. This home showcases exceptional features and thoughtful upgrades throughout, including: • Durable steel roof • Updated flooring • Indoor laundry • Outdoor grilling area • Private swimming pool • Boat slip • Private fishing pier Located just moments from Siesta Beach, you can easily hop on your golf cart or enjoy a scenic walk to one of Florida’s most beautiful shorelines. This is more than just a home—it’s a lifestyle. Seller is offering a one-year home warranty with a full-price contract. Schedule your private showing today and experience this exceptional property and neighborhood firsthand.

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

WATERFRONT PARADISE!! Welcome to 5169 Oxford Drive, where this elevated, turnkey-furnished home is perfectly positioned on a stunning canal, offering the ideal opportunity for personal enjoyment or rental income. This beautifully maintained property features 3 bedrooms and 3 bathrooms, along with quick access to open water, making it a dream for boating enthusiasts. Start your mornings with a relaxing cup of coffee or tea in your backyard oasis by the private swimming pool. As the day unfolds, gather with family and friends in the warm, inviting living room while enjoying tranquil canal views. The open-concept layout is designed for effortless living, seamlessly connecting to a chef-inspired kitchen just steps away. Upstairs, you’ll find a spacious bedroom and full bathroom, perfect for guests or added privacy. Downstairs features two en-suite bedrooms, providing comfort and convenience for everyone. Step outside to your own private retreat—ideal for entertaining or unwinding. Spend evenings by the pool, fire up the barbecue, or fish right from your private dock and pier. For adventure, grab your paddleboard and head straight out to the Gulf from your backyard. This home showcases exceptional features and thoughtful upgrades throughout, including: • Durable steel roof • Updated flooring • Indoor laundry • Outdoor grilling area • Private swimming pool • Boat slip • Private fishing pier Located just moments from Siesta Beach, you can easily hop on your golf cart or enjoy a scenic walk to one of Florida’s most beautiful shorelines. This is more than just a home—it’s a lifestyle. Seller is offering a one-year home warranty with a full-price contract. Schedule your private showing today and experience this exceptional property and neighborhood firsthand.

5169 Oxford Drive, Sarasota

$1,950,000

A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the studs and reimagined in 2023, this residence showcases a meticulous, high-end renovation where no detail was overlooked. From the moment you enter, you’re welcomed by a light-filled, open-concept design with sweeping direct Gulf views that immediately set the tone. The chef’s kitchen is the centerpiece of the home, anchored by a stunning 12-foot oversized island with seating for six. Featuring eco-friendly PaperStone countertops and backsplash, a full suite of premium Thermador appliances, and seamless custom finishes, the space is as functional as it is striking—all complemented by breathtaking water views as you cook and entertain. Offered turnkey furnished, the interiors are thoughtfully curated with pieces from Arhaus, Restoration Hardware, and other luxury brands, creating a cohesive and sophisticated aesthetic. The open layout flows effortlessly from kitchen to dining to living, enhanced by custom built-ins that provide both style and smart storage, including a paneled wine refrigerator. Wake up to the Gulf from your private primary suite, a serene retreat designed for both comfort and elegance. This space features a dedicated vanity area, custom walk-in closet, and a beautifully appointed en-suite bath, offering a spa-like experience within your own home. Additional highlights include engineered hardwood flooring throughout, hurricane-impact windows and sliders, solid-core doors, and extensive custom storage solutions—all contributing to the home’s elevated design and livability. This two-bedroom, two-bath residence is set within the highly sought-after Gulf & Bay Club, where residents enjoy an unmatched, resort-style lifestyle across 32 acres of lush, manicured grounds. Indulge in 800 feet of private, powdery white sand beach, three heated pools, tennis and pickleball courts, a state-of-the-art fitness center with yoga studio and saunas, and multiple clubhouses featuring lounges, billiards, and social spaces. Additional amenities include barbecue and picnic areas, freshwater lakes, and EV charging stations. Ideally located just moments from the dining, shopping, and vibrant energy of Siesta Key Village—including the iconic Sunday Drum Circle—this residence offers the perfect blend of privacy, luxury, and convenience. Unit 403 is more than a home—it’s a rare opportunity to experience the very best of Gulf-front living on Siesta Key.

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

A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the studs and reimagined in 2023, this residence showcases a meticulous, high-end renovation where no detail was overlooked. From the moment you enter, you’re welcomed by a light-filled, open-concept design with sweeping direct Gulf views that immediately set the tone. The chef’s kitchen is the centerpiece of the home, anchored by a stunning 12-foot oversized island with seating for six. Featuring eco-friendly PaperStone countertops and backsplash, a full suite of premium Thermador appliances, and seamless custom finishes, the space is as functional as it is striking—all complemented by breathtaking water views as you cook and entertain. Offered turnkey furnished, the interiors are thoughtfully curated with pieces from Arhaus, Restoration Hardware, and other luxury brands, creating a cohesive and sophisticated aesthetic. The open layout flows effortlessly from kitchen to dining to living, enhanced by custom built-ins that provide both style and smart storage, including a paneled wine refrigerator. Wake up to the Gulf from your private primary suite, a serene retreat designed for both comfort and elegance. This space features a dedicated vanity area, custom walk-in closet, and a beautifully appointed en-suite bath, offering a spa-like experience within your own home. Additional highlights include engineered hardwood flooring throughout, hurricane-impact windows and sliders, solid-core doors, and extensive custom storage solutions—all contributing to the home’s elevated design and livability. This two-bedroom, two-bath residence is set within the highly sought-after Gulf & Bay Club, where residents enjoy an unmatched, resort-style lifestyle across 32 acres of lush, manicured grounds. Indulge in 800 feet of private, powdery white sand beach, three heated pools, tennis and pickleball courts, a state-of-the-art fitness center with yoga studio and saunas, and multiple clubhouses featuring lounges, billiards, and social spaces. Additional amenities include barbecue and picnic areas, freshwater lakes, and EV charging stations. Ideally located just moments from the dining, shopping, and vibrant energy of Siesta Key Village—including the iconic Sunday Drum Circle—this residence offers the perfect blend of privacy, luxury, and convenience. Unit 403 is more than a home—it’s a rare opportunity to experience the very best of Gulf-front living on Siesta Key.

5740 Midnight Pass Road Unit 403, Sarasota

$510,000

Discover elevated, light-filled coastal living in this beautifully updated 2nd floor residence in the premiere Gulf front property of Whispering Sands! Offered completely TURNKEY FURNISHED. The wonderful OPEN CONCEPT layout flows seamlessly from the kitchen, living and dining spaces into your own private, 34’ south facing lanai—perfect for enjoying sunny mornings, gentle breezes, and relaxed indoor-outdoor living year round. As a bonus, this is a highly desirable end unit, with a wonderful extra window in the living space that invites in abundant natural light, enhancing the open, airy feel throughout. Designed for both style and function, the beautifully REMODELED, kitchen features sleek stone countertops, soothing neutral tile backsplash, an 8’ breakfast bar with seating for 4, stainless Frigidaire and Samsung appliances, soft close cabinetry, and wonderful overhead recessed lighting. Both bathrooms have been tastefully updated with stone counters, while the primary suite offers a private ensuite bath and a walk-in closet for comfortable everyday living. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Nestled on the westernmost point of Siesta Key, Whispering Sands is a highly desirable 55+ Gulf front community offering resort style living – all ideally just moments away from the colorful boutiques, dining options, and charm of world famous Siesta Key Village. The complex offers 800’ of PRIVATE quartz sand beach on the sparkling Gulf, 2 heated pools, new beachside grills and Tiki Hut, shuffleboard, and canoe/kayak storage, The main clubhouse – just steps from this unit - is currently undergoing complete remodeling and upon completion will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. Effortless island living starts here. Don’t miss this opportunity to own this move-in ready, coastal escape in an exceptional island setting!

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

Discover elevated, light-filled coastal living in this beautifully updated 2nd floor residence in the premiere Gulf front property of Whispering Sands! Offered completely TURNKEY FURNISHED. The wonderful OPEN CONCEPT layout flows seamlessly from the kitchen, living and dining spaces into your own private, 34’ south facing lanai—perfect for enjoying sunny mornings, gentle breezes, and relaxed indoor-outdoor living year round. As a bonus, this is a highly desirable end unit, with a wonderful extra window in the living space that invites in abundant natural light, enhancing the open, airy feel throughout. Designed for both style and function, the beautifully REMODELED, kitchen features sleek stone countertops, soothing neutral tile backsplash, an 8’ breakfast bar with seating for 4, stainless Frigidaire and Samsung appliances, soft close cabinetry, and wonderful overhead recessed lighting. Both bathrooms have been tastefully updated with stone counters, while the primary suite offers a private ensuite bath and a walk-in closet for comfortable everyday living. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Nestled on the westernmost point of Siesta Key, Whispering Sands is a highly desirable 55+ Gulf front community offering resort style living – all ideally just moments away from the colorful boutiques, dining options, and charm of world famous Siesta Key Village. The complex offers 800’ of PRIVATE quartz sand beach on the sparkling Gulf, 2 heated pools, new beachside grills and Tiki Hut, shuffleboard, and canoe/kayak storage, The main clubhouse – just steps from this unit - is currently undergoing complete remodeling and upon completion will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. Effortless island living starts here. Don’t miss this opportunity to own this move-in ready, coastal escape in an exceptional island setting!

225 Hourglass Way Unit 202, Sarasota

$564,000

Escape to your own slice of coastal bliss at Island Reef, a premier Gulf-to-Bay resort-style haven tucked along the serene southern shores of Siesta Key. This inviting condo delivers the perfect blend of relaxed beach living and effortless convenience, whether you're dreaming of a sun-soaked family vacation, a peaceful getaway, or an easy-care rental retreat. Picture stepping out to pristine sands just a short, enjoyable stroll away—your deeded private beach access means soft white Gulf shores and turquoise waters are right at your fingertips, no car required. For even more adventure, the free Siesta Key trolley pulls up every 15–20 minutes directly at the community entrance, whisking you north to the world-famous powdery dunes of Siesta Beach, charming Siesta Village shops and eateries, Turtle Beach Park, or the nearby marina—making exploration fun, car-free, and breezy. From your vantage point, witness breathtaking dawns painting the sky in soft pinks and golds over the bay, and evenings that transform into pure enchantment with vibrant sunsets igniting the horizon in fiery hues. For an extra touch of wonder, step onto the lanai under the moonlight to watch the waterway come alive—silver game fish leaping playfully through shimmering, star-kissed waters that sparkle like scattered diamonds in the night. Inside, this turnkey gem welcomes you with fresh coastal charm: bright, airy spaces refreshed with new paint, stylish beach-inspired furnishings, and easy-maintenance flooring that keeps things light and carefree. The open layout flows seamlessly from a well-equipped kitchen to cozy living and dining areas, while split bedrooms offer privacy and comfort for families or guests. Enjoy morning coffee on the enclosed lanai with sweeping bay views, where gentle breezes and passing boats create that ultimate island vibe. Resort perks abound to elevate every day—lounge by not one but two heated pools, join a water aerobics session, or stay active on tennis and pickleball courts. Unwind in the fitness center, game room, library, or clubhouse (perfect for gatherings), and take advantage of shuffleboard, grilling spots, boat docks, kayak storage, and a lively social calendar. Pet-friendly touches and on-site management add extra ease. Whether you're seeking full-time paradise, seasonal escapes, or a hassle-free rental opportunity, this South Siesta Key treasure captures the essence of laid-back Florida living. Move right in, soak up the salt air, and let the trolley and nearby beach paths handle the rest—your coastal dream awaits at an unbeatable value! "Abundant storage throughout, with ample closet space, multiple built-ins, and additional built-in cabinetry"

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

Escape to your own slice of coastal bliss at Island Reef, a premier Gulf-to-Bay resort-style haven tucked along the serene southern shores of Siesta Key. This inviting condo delivers the perfect blend of relaxed beach living and effortless convenience, whether you're dreaming of a sun-soaked family vacation, a peaceful getaway, or an easy-care rental retreat. Picture stepping out to pristine sands just a short, enjoyable stroll away—your deeded private beach access means soft white Gulf shores and turquoise waters are right at your fingertips, no car required. For even more adventure, the free Siesta Key trolley pulls up every 15–20 minutes directly at the community entrance, whisking you north to the world-famous powdery dunes of Siesta Beach, charming Siesta Village shops and eateries, Turtle Beach Park, or the nearby marina—making exploration fun, car-free, and breezy. From your vantage point, witness breathtaking dawns painting the sky in soft pinks and golds over the bay, and evenings that transform into pure enchantment with vibrant sunsets igniting the horizon in fiery hues. For an extra touch of wonder, step onto the lanai under the moonlight to watch the waterway come alive—silver game fish leaping playfully through shimmering, star-kissed waters that sparkle like scattered diamonds in the night. Inside, this turnkey gem welcomes you with fresh coastal charm: bright, airy spaces refreshed with new paint, stylish beach-inspired furnishings, and easy-maintenance flooring that keeps things light and carefree. The open layout flows seamlessly from a well-equipped kitchen to cozy living and dining areas, while split bedrooms offer privacy and comfort for families or guests. Enjoy morning coffee on the enclosed lanai with sweeping bay views, where gentle breezes and passing boats create that ultimate island vibe. Resort perks abound to elevate every day—lounge by not one but two heated pools, join a water aerobics session, or stay active on tennis and pickleball courts. Unwind in the fitness center, game room, library, or clubhouse (perfect for gatherings), and take advantage of shuffleboard, grilling spots, boat docks, kayak storage, and a lively social calendar. Pet-friendly touches and on-site management add extra ease. Whether you're seeking full-time paradise, seasonal escapes, or a hassle-free rental opportunity, this South Siesta Key treasure captures the essence of laid-back Florida living. Move right in, soak up the salt air, and let the trolley and nearby beach paths handle the rest—your coastal dream awaits at an unbeatable value! "Abundant storage throughout, with ample closet space, multiple built-ins, and additional built-in cabinetry"

8767 Midnight Pass Road Unit 505F, Sarasota

$1,490,000

Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.

2 Beds ⋅ 2 Baths ⋅ Heron Lagoon Lodge Sub SubDv. ⋅ 34242 Zip Code

Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.

8456 Midnight Pass Road, Sarasota

$4,485,000

Newly completed and move-in ready, this Coastal Contemporary waterfront residence on Siesta Key by award-winning Heritage Builders offers 4,132 sq ft with 5 bedrooms, 4.5 baths, a private study, loft, and elevator—perfectly blending luxury, functionality, and coastal living. The main level features white oak wood floors, soaring beamed ceilings, and a bright open-concept layout designed for both everyday living and entertaining. The gourmet kitchen and expansive great room flow seamlessly through 10’ impact-resistant sliding glass doors to the outdoor living area, showcasing tranquil views of the pool and Grand Canal. A dedicated private office, a luxurious primary suite with a spa-inspired bath, and an additional ensuite guest bedroom complete the first floor. Upstairs, a spacious loft provides an ideal secondary gathering space. The VIP suite features a private balcony overlooking the water, while the fifth bedroom offers flexibility as a media room, fitness studio, or guest retreat. A custom wet bar enhances the upper level, creating the perfect setting for entertaining. Set along the scenic canals of Siesta Key, this property offers exceptional boating opportunities with easy access to open water—ideal for enjoying the best of Florida’s waterfront lifestyle right from your backyard. The outdoor living space is designed as a private retreat, complete with a sparkling pool, spa, and peaceful water views. Quick out to the expensive Intracoastal waterways for boaters. Florida living at its finest — sunset views, alfresco dining, and cozy evenings by the outdoor fireplace. A beautiful patio and grill setup that feels like a dream come true. Located just minutes from Siesta Key Beach, this home provides quick access to world-renowned beaches, dining, and the vibrant coastal lifestyle that makes Siesta Key one of the most desirable destinations in Florida. Exceptional opportunity to own a brand-new waterfront home with boating access in one of Sarasota’s premier locations.

5 Beds ⋅ 5 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Newly completed and move-in ready, this Coastal Contemporary waterfront residence on Siesta Key by award-winning Heritage Builders offers 4,132 sq ft with 5 bedrooms, 4.5 baths, a private study, loft, and elevator—perfectly blending luxury, functionality, and coastal living. The main level features white oak wood floors, soaring beamed ceilings, and a bright open-concept layout designed for both everyday living and entertaining. The gourmet kitchen and expansive great room flow seamlessly through 10’ impact-resistant sliding glass doors to the outdoor living area, showcasing tranquil views of the pool and Grand Canal. A dedicated private office, a luxurious primary suite with a spa-inspired bath, and an additional ensuite guest bedroom complete the first floor. Upstairs, a spacious loft provides an ideal secondary gathering space. The VIP suite features a private balcony overlooking the water, while the fifth bedroom offers flexibility as a media room, fitness studio, or guest retreat. A custom wet bar enhances the upper level, creating the perfect setting for entertaining. Set along the scenic canals of Siesta Key, this property offers exceptional boating opportunities with easy access to open water—ideal for enjoying the best of Florida’s waterfront lifestyle right from your backyard. The outdoor living space is designed as a private retreat, complete with a sparkling pool, spa, and peaceful water views. Quick out to the expensive Intracoastal waterways for boaters. Florida living at its finest — sunset views, alfresco dining, and cozy evenings by the outdoor fireplace. A beautiful patio and grill setup that feels like a dream come true. Located just minutes from Siesta Key Beach, this home provides quick access to world-renowned beaches, dining, and the vibrant coastal lifestyle that makes Siesta Key one of the most desirable destinations in Florida. Exceptional opportunity to own a brand-new waterfront home with boating access in one of Sarasota’s premier locations.

558 Venice Lane, Sarasota