$1,200,000 Capturing the essence of “location, location, location,” this canal-front pool home is ideally situated on a quiet cul-de-sac street on the desirable north end of Siesta Key. Offering 2 bedrooms & 2 bathrooms, the well-maintained, albeit dated, residence presents an exceptional opportunity to update or build the custom waterfront estate of your dreams. Set in a premier location where the true value lies in the land and lifestyle, the property has not experienced flooding and offers the rare combination of tranquility, boating access, and proximity to the beach. Just 1.1 miles away are the world-renowned white quartz sand beaches of Siesta Beach, with Beach Access #5 conveniently located at the west end of Siesta Key Village. The Village is known for its vibrant island atmosphere, featuring an eclectic mix of restaurants, boutiques, nightlife, and entertainment. For boating enthusiasts, the home offers an 18 minute +/- boat ride via the Grand Canal to Sarasota Bay, with direct access to Big Pass and the Gulf of Mexico. Whether you envision relaxing poolside, spending carefree days at the beach, enjoying boating adventures, or embracing the vibrant island lifestyle, this property offers endless possibilities in one of Sarasota’s most coveted waterfront locations. 2 Beds ⋅ 2 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code Capturing the essence of “location, location, location,” this canal-front pool home is ideally situated on a quiet cul-de-sac street on the desirable north end of Siesta Key. Offering 2 bedrooms & 2 bathrooms, the well-maintained, albeit dated, residence presents an exceptional opportunity to update or build the custom waterfront estate of your dreams. Set in a premier location where the true value lies in the land and lifestyle, the property has not experienced flooding and offers the rare combination of tranquility, boating access, and proximity to the beach. Just 1.1 miles away are the world-renowned white quartz sand beaches of Siesta Beach, with Beach Access #5 conveniently located at the west end of Siesta Key Village. The Village is known for its vibrant island atmosphere, featuring an eclectic mix of restaurants, boutiques, nightlife, and entertainment. For boating enthusiasts, the home offers an 18 minute +/- boat ride via the Grand Canal to Sarasota Bay, with direct access to Big Pass and the Gulf of Mexico. Whether you envision relaxing poolside, spending carefree days at the beach, enjoying boating adventures, or embracing the vibrant island lifestyle, this property offers endless possibilities in one of Sarasota’s most coveted waterfront locations. 5108 Sandy Shore Avenue, Sarasota
$485,999 An exceptional opportunity to own a beautifully updated and turn-key beach condominium in the heart of Siesta Key, offering the flexibility of a strong rental investment, seasonal getaway, or your own private coastal retreat. Located within Siesta Beach House Condominiums, this residence places you just a short walk to both Siesta Beach and Crescent Beach, while also offering the rare advantage of private beach access exclusively for residents and guests. Inside, the condo has been thoughtfully upgraded and meticulously maintained, creating a bright and modern coastal atmosphere. The kitchen features quartz countertops, ceramic tile backsplash, under-cabinet lighting, stainless steel appliances, and solid wood cabinetry, all opening seamlessly into the main living space. Porcelain ceramic tile flooring runs throughout, enhancing the clean, beach-inspired feel of the home. Additional improvements provide peace of mind and long-term value, including a new elevated A/C system installed in 2024 and a brand-new electrical panel completed in 2025. Beautiful upgraded baseboards in the living room, extra hallway storage, and tasteful finishes throughout further separate this condo from many others currently available on the island. The spacious bedroom includes a walk-in closet, while the open-concept floor plan maximizes functionality and comfort within the space. Being sold fully furnished and turnkey, this property is truly ready for immediate enjoyment or rental use. The Siesta Beach House community offers a community pool and direct private beach access, all within a highly desirable location. With a flexible minimum lease period of just 3 days, this property also presents excellent income-producing potential for investors seeking short-term rental opportunities. Whether you are searching for a beachside investment property, a lock-and-leave vacation home, or a cozy private condominium steps from world-renowned beaches, this Siesta Key opportunity delivers exceptional lifestyle and value in one of Sarasota’s most sought-after coastal destinations. Schedule your private showing today and experience the island lifestyle firsthand. 1 Beds ⋅ 1 Baths ⋅ Siesta Beach House SubDv. ⋅ 34242 Zip Code An exceptional opportunity to own a beautifully updated and turn-key beach condominium in the heart of Siesta Key, offering the flexibility of a strong rental investment, seasonal getaway, or your own private coastal retreat. Located within Siesta Beach House Condominiums, this residence places you just a short walk to both Siesta Beach and Crescent Beach, while also offering the rare advantage of private beach access exclusively for residents and guests. Inside, the condo has been thoughtfully upgraded and meticulously maintained, creating a bright and modern coastal atmosphere. The kitchen features quartz countertops, ceramic tile backsplash, under-cabinet lighting, stainless steel appliances, and solid wood cabinetry, all opening seamlessly into the main living space. Porcelain ceramic tile flooring runs throughout, enhancing the clean, beach-inspired feel of the home. Additional improvements provide peace of mind and long-term value, including a new elevated A/C system installed in 2024 and a brand-new electrical panel completed in 2025. Beautiful upgraded baseboards in the living room, extra hallway storage, and tasteful finishes throughout further separate this condo from many others currently available on the island. The spacious bedroom includes a walk-in closet, while the open-concept floor plan maximizes functionality and comfort within the space. Being sold fully furnished and turnkey, this property is truly ready for immediate enjoyment or rental use. The Siesta Beach House community offers a community pool and direct private beach access, all within a highly desirable location. With a flexible minimum lease period of just 3 days, this property also presents excellent income-producing potential for investors seeking short-term rental opportunities. Whether you are searching for a beachside investment property, a lock-and-leave vacation home, or a cozy private condominium steps from world-renowned beaches, this Siesta Key opportunity delivers exceptional lifestyle and value in one of Sarasota’s most sought-after coastal destinations. Schedule your private showing today and experience the island lifestyle firsthand. 5950 Midnight Pass Road Unit 101, 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
$1,349,000 Under contract-accepting backup offers. Rare opportunity on Siesta Key to own a fully remodeled multifamily property just moments from world-famous Siesta Key Beach. Offering two separate residences, each featuring 2 bedrooms and 1 bathroom, this property presents flexible potential for personal use, short-term rental income, or a live-in investment opportunity. Both units have been extensively updated throughout, featuring luxury vinyl plank flooring, updated electrical and plumbing, fresh interior finishes, new interior doors, and bright coastal-inspired design elements. The kitchens showcase white shaker cabinetry, quartz countertops, stainless steel appliances, and striking teal subway tile backsplashes that bring a fun yet refined coastal character to the space. Open living areas are filled with natural light from oversized windows and complemented by custom wood accent detailing. Each residence includes remodeled bathrooms, private entrances, and in-unit stacked washers and dryers for convenience. Outside, the property offers exceptional curb appeal with tropical landscaping, decorative stone accents, paver courtyard spaces, pergola detailing, and a charming gated entry. Residents and guests can also enjoy access to a nearby community pool. What’s special: guests enjoy private gated beach access through the club, with lounge chairs and umbrellas provided for effortless days on the sand. Located in one of Siesta Key’s most desirable beachside areas, this move-in-ready property offers a rare combination of style, flexibility, and investment potential in an unbeatable location. 4 Beds ⋅ 2 Baths ⋅ 34242 Zip Code Under contract-accepting backup offers. Rare opportunity on Siesta Key to own a fully remodeled multifamily property just moments from world-famous Siesta Key Beach. Offering two separate residences, each featuring 2 bedrooms and 1 bathroom, this property presents flexible potential for personal use, short-term rental income, or a live-in investment opportunity. Both units have been extensively updated throughout, featuring luxury vinyl plank flooring, updated electrical and plumbing, fresh interior finishes, new interior doors, and bright coastal-inspired design elements. The kitchens showcase white shaker cabinetry, quartz countertops, stainless steel appliances, and striking teal subway tile backsplashes that bring a fun yet refined coastal character to the space. Open living areas are filled with natural light from oversized windows and complemented by custom wood accent detailing. Each residence includes remodeled bathrooms, private entrances, and in-unit stacked washers and dryers for convenience. Outside, the property offers exceptional curb appeal with tropical landscaping, decorative stone accents, paver courtyard spaces, pergola detailing, and a charming gated entry. Residents and guests can also enjoy access to a nearby community pool. What’s special: guests enjoy private gated beach access through the club, with lounge chairs and umbrellas provided for effortless days on the sand. Located in one of Siesta Key’s most desirable beachside areas, this move-in-ready property offers a rare combination of style, flexibility, and investment potential in an unbeatable location. 1138 Sun N Sea Drive, Sarasota
$449,900 Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats pass by. Boat slips are available for vessels up to 30’, with dockage approximately $1,000 annually (buyer to verify with Harbor Master). This property is also investment-friendly, allowing monthly rentals, and has a strong rental history (buyer to verify current rental restrictions and income). Community amenities include a heated waterfront pool, fishing pier, fitness center, clubhouse, shuffleboard, and busy social calendar. Additional features include assigned covered parking and private storage. Located just steps to beach access through Crescent Arms and close to dining, shopping, and the Siesta Key trolley. Ideal as a full-time residence, seasonal retreat, or income-producing property. 1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats pass by. Boat slips are available for vessels up to 30’, with dockage approximately $1,000 annually (buyer to verify with Harbor Master). This property is also investment-friendly, allowing monthly rentals, and has a strong rental history (buyer to verify current rental restrictions and income). Community amenities include a heated waterfront pool, fishing pier, fitness center, clubhouse, shuffleboard, and busy social calendar. Additional features include assigned covered parking and private storage. Located just steps to beach access through Crescent Arms and close to dining, shopping, and the Siesta Key trolley. Ideal as a full-time residence, seasonal retreat, or income-producing property. 1257 S Portofino Drive Unit 104, 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
$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
$424,900 Escape the winter chill and step into your endless summer at this meticulously maintained, fully turn-key furnished 2-bedroom, 2-bathroom condo in the desirable Siesta Harbor community on Siesta Key. This 4th-floor gem has been lovingly cared for by the owners and offers charming peek-a-boo ocean views along with direct canal frontage — perfect for morning coffee with a waterfront breeze or romantic sunset dinner. This active 55+ community delivers the true Siesta Key lifestyle with outstanding amenities: deeded beach access via Crescent Arms, a fishing pier on the Intracoastal Waterway, a heated community pool, boat docks, onsite management, and a vibrant calendar of social activities. You’re just minutes from downtown Sarasota’s top restaurants, shops, and cultural attractions.Enjoy low HOA fees, worry-free maintenance, and peace of mind knowing the property has sustained no storm damage. This turn-key condo is your opportunity to own a slice of the laid-back tropical dream on Siesta Key. 2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code Escape the winter chill and step into your endless summer at this meticulously maintained, fully turn-key furnished 2-bedroom, 2-bathroom condo in the desirable Siesta Harbor community on Siesta Key. This 4th-floor gem has been lovingly cared for by the owners and offers charming peek-a-boo ocean views along with direct canal frontage — perfect for morning coffee with a waterfront breeze or romantic sunset dinner. This active 55+ community delivers the true Siesta Key lifestyle with outstanding amenities: deeded beach access via Crescent Arms, a fishing pier on the Intracoastal Waterway, a heated community pool, boat docks, onsite management, and a vibrant calendar of social activities. You’re just minutes from downtown Sarasota’s top restaurants, shops, and cultural attractions.Enjoy low HOA fees, worry-free maintenance, and peace of mind knowing the property has sustained no storm damage. This turn-key condo is your opportunity to own a slice of the laid-back tropical dream on Siesta Key. 1215 S Portofino Drive Unit 406, Sarasota
$1,400,000 Virtually Staged. Welcome to the #1 beach in the US and top 50 in the world- Siesta Key, FL. Whether you're seeking a primary residence or a high-performing Airbnb investment, this fully renovated 5-bedroom, 4-bathroom coastal contemporary pool home offers the best of both worlds! Ideally situated on an oversized corner lot on Siesta Key and located within city limits, this MOVE-IN READY gem legally qualifies for 7-day minimum rentals, making it a prime opportunity for full-time living, or a lucrative short-term vacation rental. Nestled behind a grand privacy wall, this unique masterpiece provides a true tropical retreat for you and your guests. From the moment you step inside, you'll be captivated by the soaring 12-foot ceilings on both levels, the open concept floor plan, and elegant travertine marble flooring throughout. The primary suite is conveniently located on the first floor, offering both comfort and privacy with French doors that lead to your outdoor private patio. Custom hurricane-impact French doors wrap the entire main living area, seamlessly blending indoor and outdoor spaces, creating a dramatic view of your tropical oasis. Enjoy peace of mind with HURRICANE-IMPACT WINDOWS and DOORS installed throughout the home. Ample on-site parking for up to 4 vehicles adds exceptional convenience for both owners and guests. The chef’s kitchen is fully equipped with high-end finishes, including a gourmet gas range and hood, custom wood cabinetry, quartz countertops, an oversized BLANCO sink, and wine cooler, perfect for hosting and entertaining. Some of the recent upgrades include two brand-new HVAC systems (one for each level), new hot water heater, all new appliances, fresh interior and exterior paint, new landscaping and irrigation, and plumbing complete with a convenient manifold in the garage for your shut off valves. The newly resurfaced pool, paired with new pool equipment, invites you to relax in total serenity. Surrounded by lush, tropical landscaping, the spacious outdoor area offers plenty of room to entertain guests or simply soak in the Florida sunshine in total privacy. This residence is located just four blocks from the nearest beach access at N. Shell Rd, and near the North bridge for convenient access to and from the Key. Take a short ride to the world-famous Siesta Key Beach and Village, where you'll enjoy fine dining, boutique shopping, and vibrant island living. Known for its powder-soft quartz sand, Siesta Key consistently ranks among the top beaches in the United States, making this a premier location for homeowners and investors alike. Call today to schedule your private showing! 5 Beds ⋅ 4 Baths ⋅ Siesta Rev Of SubDv. ⋅ 34242 Zip Code Virtually Staged. Welcome to the #1 beach in the US and top 50 in the world- Siesta Key, FL. Whether you're seeking a primary residence or a high-performing Airbnb investment, this fully renovated 5-bedroom, 4-bathroom coastal contemporary pool home offers the best of both worlds! Ideally situated on an oversized corner lot on Siesta Key and located within city limits, this MOVE-IN READY gem legally qualifies for 7-day minimum rentals, making it a prime opportunity for full-time living, or a lucrative short-term vacation rental. Nestled behind a grand privacy wall, this unique masterpiece provides a true tropical retreat for you and your guests. From the moment you step inside, you'll be captivated by the soaring 12-foot ceilings on both levels, the open concept floor plan, and elegant travertine marble flooring throughout. The primary suite is conveniently located on the first floor, offering both comfort and privacy with French doors that lead to your outdoor private patio. Custom hurricane-impact French doors wrap the entire main living area, seamlessly blending indoor and outdoor spaces, creating a dramatic view of your tropical oasis. Enjoy peace of mind with HURRICANE-IMPACT WINDOWS and DOORS installed throughout the home. Ample on-site parking for up to 4 vehicles adds exceptional convenience for both owners and guests. The chef’s kitchen is fully equipped with high-end finishes, including a gourmet gas range and hood, custom wood cabinetry, quartz countertops, an oversized BLANCO sink, and wine cooler, perfect for hosting and entertaining. Some of the recent upgrades include two brand-new HVAC systems (one for each level), new hot water heater, all new appliances, fresh interior and exterior paint, new landscaping and irrigation, and plumbing complete with a convenient manifold in the garage for your shut off valves. The newly resurfaced pool, paired with new pool equipment, invites you to relax in total serenity. Surrounded by lush, tropical landscaping, the spacious outdoor area offers plenty of room to entertain guests or simply soak in the Florida sunshine in total privacy. This residence is located just four blocks from the nearest beach access at N. Shell Rd, and near the North bridge for convenient access to and from the Key. Take a short ride to the world-famous Siesta Key Beach and Village, where you'll enjoy fine dining, boutique shopping, and vibrant island living. Known for its powder-soft quartz sand, Siesta Key consistently ranks among the top beaches in the United States, making this a premier location for homeowners and investors alike. Call today to schedule your private showing! 324 Siesta Drive, 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
$2,299,000 Fully insured, fully compliant building with clean structural inspections, funded reserves, new elevators and roof, and the rare and lucrative 3-day rental flexibility. The unit is stocked and move-in as well as rental-ready. Just bring your suitcase. Own a piece of paradise at the Palm Bay Club tower, where Siesta Key sunsets and Gulf views become a part of daily life. Positioned in the waterfront tower, this airy corner residence captures a rare perspective down Siesta Key’s shoreline, where wide Gulf views, turquoise water, and the movement of the surf are visible from every room. Its unique southern orientation is one of the reasons the current owner fell in love with the property. It offers the beauty of a true Gulf-front setting without the harsh afternoon sun that many beachfront residences contend with. It is low enough to remain connected to the beach and water below, yet elevated enough to frame a panorama of the coastline. The experience from within the residence is both soothing and unforgettable. Floor-to-ceiling windows fill the unit with natural light throughout the day. Morning sunrises arrive softly through the eastern-facing windows, while the southern exposure continuously reflects the changing colors of the Gulf, beach, and sky across the living spaces. Lovingly maintained as a private coastal retreat for the owner, the residence has been thoughtfully and continually improved with an emphasis on luxurious comfort, quality, and ease of ownership. Features include custom cabinetry and generous storage, KitchenAid and Kohler appliances, Brizo fixtures, designer lighting and furnishings, top-of-the-line custom Hunter Douglas blackout blinds, hurricane-rated window protection, a private in-unit washer and dryer — a rare convenience within the building, and much more. The interiors feel refined yet relaxed, designed for extended stays, entertaining guests, or simply enjoying quiet mornings overlooking the water. While privately enjoyed by the current owner, Palm Bay Club's in-house rental program and flexible 3-day minimum rental policy offer excellent income potential. The property features 24-hour security, full-time management, front desk and maintenance staff seven days a week, creating the welcoming, well-managed community that owners value. The Palm Bay Club's beach resort lifestyle comes with a level of service and atmosphere that sets it apart on Siesta Key. Available beach staff will take the complimentary loungers anywhere on the private beach by ATV. Owners and guests enjoy one of the largest expanses of direct access private beach frontages on the Key, with an outdoor grill, covered pavilions, a rinse station, and additional premium beach cabana services. The Gulf side amenities also include poolside bathrooms and showers, and a fitness center that looks out to the big heated pool and tennis/pickleball courts. A brand new shuffeboard court has been added in 2026. For a different laidback vibe, residents and guests simply walk to the Bay side to lounge by the heated pool and hot tub, where they can watch the boats go by amidst the boat docks, fishing pier, and palm trees. Must see to appreciate this rare tower unit with one of the most desirable and requested orientations at this exceptionally well maintained gulf-to-bay resort condo complex. This fully furnished turnkey property is move-in ready for immediate enjoyment or future rental use. 2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code Fully insured, fully compliant building with clean structural inspections, funded reserves, new elevators and roof, and the rare and lucrative 3-day rental flexibility. The unit is stocked and move-in as well as rental-ready. Just bring your suitcase. Own a piece of paradise at the Palm Bay Club tower, where Siesta Key sunsets and Gulf views become a part of daily life. Positioned in the waterfront tower, this airy corner residence captures a rare perspective down Siesta Key’s shoreline, where wide Gulf views, turquoise water, and the movement of the surf are visible from every room. Its unique southern orientation is one of the reasons the current owner fell in love with the property. It offers the beauty of a true Gulf-front setting without the harsh afternoon sun that many beachfront residences contend with. It is low enough to remain connected to the beach and water below, yet elevated enough to frame a panorama of the coastline. The experience from within the residence is both soothing and unforgettable. Floor-to-ceiling windows fill the unit with natural light throughout the day. Morning sunrises arrive softly through the eastern-facing windows, while the southern exposure continuously reflects the changing colors of the Gulf, beach, and sky across the living spaces. Lovingly maintained as a private coastal retreat for the owner, the residence has been thoughtfully and continually improved with an emphasis on luxurious comfort, quality, and ease of ownership. Features include custom cabinetry and generous storage, KitchenAid and Kohler appliances, Brizo fixtures, designer lighting and furnishings, top-of-the-line custom Hunter Douglas blackout blinds, hurricane-rated window protection, a private in-unit washer and dryer — a rare convenience within the building, and much more. The interiors feel refined yet relaxed, designed for extended stays, entertaining guests, or simply enjoying quiet mornings overlooking the water. While privately enjoyed by the current owner, Palm Bay Club's in-house rental program and flexible 3-day minimum rental policy offer excellent income potential. The property features 24-hour security, full-time management, front desk and maintenance staff seven days a week, creating the welcoming, well-managed community that owners value. The Palm Bay Club's beach resort lifestyle comes with a level of service and atmosphere that sets it apart on Siesta Key. Available beach staff will take the complimentary loungers anywhere on the private beach by ATV. Owners and guests enjoy one of the largest expanses of direct access private beach frontages on the Key, with an outdoor grill, covered pavilions, a rinse station, and additional premium beach cabana services. The Gulf side amenities also include poolside bathrooms and showers, and a fitness center that looks out to the big heated pool and tennis/pickleball courts. A brand new shuffeboard court has been added in 2026. For a different laidback vibe, residents and guests simply walk to the Bay side to lounge by the heated pool and hot tub, where they can watch the boats go by amidst the boat docks, fishing pier, and palm trees. Must see to appreciate this rare tower unit with one of the most desirable and requested orientations at this exceptionally well maintained gulf-to-bay resort condo complex. This fully furnished turnkey property is move-in ready for immediate enjoyment or future rental use. 5966 Midnight Pass Road Unit G-67, Sarasota
$1,000,000 Welcome to Fisherman’s Cove, a rare opportunity to own a beautifully updated top-floor beachfront condo located on Siesta Key! This 2-bedroom, 2-bath condo offers 1,132 square feet of coastal living space, including an enclosed lanai with breathtaking direct Gulf, beach, and sunset views. One of the standout upgrades includes stunning floor-to-ceiling glass sliders in the lanai, a $30,000 enhancement designed to maximize panoramic water views and natural light. Enjoy the perfect blend of beachfront serenity and boating lifestyle with direct Gulf frontage and Intracoastal Waterway access. Fisherman’s Cove features 900 feet of sandy beach, gated access, a heated community pool, kayak storage and dock, fishing from the docks, and 40 boat slips available to owners and renters at no charge, accommodating boats up to 30 feet with electricity included. Inside, the condo features tile flooring with sound buffer installation in the living room, custom wood kitchen cabinetry, granite countertops, stainless steel appliances, and a spacious walk-in utility closet with washer and dryer. The residence is being sold turnkey furnished, making it ideal for a primary residence, vacation home, or investment property. Additional conveniences include elevators, assigned parking, ample guest parking, storage, on-site management and rental office, and gas grills located along the lagoon side of the property. Experience the best of Siesta Key living with unmatched sunsets, private beach access, and resort-style amenities all in one exceptional waterfront community. 2 Beds ⋅ 2 Baths ⋅ Fishermans Cove SubDv. ⋅ 34242 Zip Code Welcome to Fisherman’s Cove, a rare opportunity to own a beautifully updated top-floor beachfront condo located on Siesta Key! This 2-bedroom, 2-bath condo offers 1,132 square feet of coastal living space, including an enclosed lanai with breathtaking direct Gulf, beach, and sunset views. One of the standout upgrades includes stunning floor-to-ceiling glass sliders in the lanai, a $30,000 enhancement designed to maximize panoramic water views and natural light. Enjoy the perfect blend of beachfront serenity and boating lifestyle with direct Gulf frontage and Intracoastal Waterway access. Fisherman’s Cove features 900 feet of sandy beach, gated access, a heated community pool, kayak storage and dock, fishing from the docks, and 40 boat slips available to owners and renters at no charge, accommodating boats up to 30 feet with electricity included. Inside, the condo features tile flooring with sound buffer installation in the living room, custom wood kitchen cabinetry, granite countertops, stainless steel appliances, and a spacious walk-in utility closet with washer and dryer. The residence is being sold turnkey furnished, making it ideal for a primary residence, vacation home, or investment property. Additional conveniences include elevators, assigned parking, ample guest parking, storage, on-site management and rental office, and gas grills located along the lagoon side of the property. Experience the best of Siesta Key living with unmatched sunsets, private beach access, and resort-style amenities all in one exceptional waterfront community. 8900 Blind Pass Road Unit A306, Sarasota
$325,000 PRICE IMPROVEMENT! Private Beach Access and exceptional value on Siesta Key! Rare opportunity to own in highly desirable Casa Mar and create your own island retreat with outstanding value-add potential. This studio unit presents one of the most compelling opportunities to own on Siesta Key. The unit already features updated lower kitchen cabinetry, quartz countertops, and a stainless-steel sink, providing an excellent foundation for customization. Ready for a new owner to install appliances and replace the A/C, the unit is priced accordingly and offers tremendous potential for investors, seasonal residents, or buyers seeking an affordable entry into one of Florida's most sought-after beach communities. Ideally situated within the community, this premium location places the pool directly behind the unit and provides convenient access to the private beach path leading to Siesta Key's world-famous powdery quartz sand beaches and stunning Gulf waters. Spend your days enjoying the sunshine, taking peaceful walks along the shoreline, and ending each evening with breathtaking Gulf Coast sunsets just steps from your door. Casa Mar permits weekly rentals, creating excellent income-producing potential and flexibility for owners. The condominium association fee includes cable, internet, water, sewer, building insurance, exterior maintenance, and grounds care, making ownership simple and convenient. Whether you're searching for an investment property, vacation getaway, or future beachside escape, this is an opportunity to secure a piece of Siesta Key at an attractive price point. Private beach access, weekly rentals, and endless possibilities. 1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code PRICE IMPROVEMENT! Private Beach Access and exceptional value on Siesta Key! Rare opportunity to own in highly desirable Casa Mar and create your own island retreat with outstanding value-add potential. This studio unit presents one of the most compelling opportunities to own on Siesta Key. The unit already features updated lower kitchen cabinetry, quartz countertops, and a stainless-steel sink, providing an excellent foundation for customization. Ready for a new owner to install appliances and replace the A/C, the unit is priced accordingly and offers tremendous potential for investors, seasonal residents, or buyers seeking an affordable entry into one of Florida's most sought-after beach communities. Ideally situated within the community, this premium location places the pool directly behind the unit and provides convenient access to the private beach path leading to Siesta Key's world-famous powdery quartz sand beaches and stunning Gulf waters. Spend your days enjoying the sunshine, taking peaceful walks along the shoreline, and ending each evening with breathtaking Gulf Coast sunsets just steps from your door. Casa Mar permits weekly rentals, creating excellent income-producing potential and flexibility for owners. The condominium association fee includes cable, internet, water, sewer, building insurance, exterior maintenance, and grounds care, making ownership simple and convenient. Whether you're searching for an investment property, vacation getaway, or future beachside escape, this is an opportunity to secure a piece of Siesta Key at an attractive price point. Private beach access, weekly rentals, and endless possibilities. 6006 Midnight Pass Road Unit 48, Sarasota
$385,000 WATERFRONT SIESTA HARBOR!DIRECT VIEWS OF THE CANAL, walk right out to the canal from your Lanai! BEACH ACCESS ACROSS THE STREET! Turn-Key Furnished with a Canal View! Move in ready, enclosed lanai with all furniture and furnishings included! Highly Sought after remodeled Unit on the Canal in the Dolphin Building! Close to the Resort-style Heated Swimming Pool and Spa on the wide part of the canal. This Charming condo is adorned with large windows, bathing the dwelling in warm, natural light. Combining dining and living space, this turn-key furnished condo is Spacious, light and airy with a Gorgeous updated kitchen with granite countertops! Just move right in or rent until you retire! It's ready for your enjoyment! Active 55+ community, close to the pool, clubhouse, beach access, SCAT, the trolley right outside your door! Beautifully done, tile through out, great coastal feel! TURNKEY FURNISHED! This is a great community lots of activities, fitness room, saunas, outdoor spa, heated pool, on site free laundry, pier on the main intracoastal waterway to relax and fish each day, plus boat slips as available, for a reasonable fee through the Association. The location is wonderful, easy on and off the key, walk to shops, restaurants, mini-donuts! Elevate your living experience in this ready-to-move-in, fully furnished home, and enjoy all the benefits and convenience it offers. Don't miss this chance to reside in one of the best locations in Sarasota; your new home awaits! 2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code WATERFRONT SIESTA HARBOR!DIRECT VIEWS OF THE CANAL, walk right out to the canal from your Lanai! BEACH ACCESS ACROSS THE STREET! Turn-Key Furnished with a Canal View! Move in ready, enclosed lanai with all furniture and furnishings included! Highly Sought after remodeled Unit on the Canal in the Dolphin Building! Close to the Resort-style Heated Swimming Pool and Spa on the wide part of the canal. This Charming condo is adorned with large windows, bathing the dwelling in warm, natural light. Combining dining and living space, this turn-key furnished condo is Spacious, light and airy with a Gorgeous updated kitchen with granite countertops! Just move right in or rent until you retire! It's ready for your enjoyment! Active 55+ community, close to the pool, clubhouse, beach access, SCAT, the trolley right outside your door! Beautifully done, tile through out, great coastal feel! TURNKEY FURNISHED! This is a great community lots of activities, fitness room, saunas, outdoor spa, heated pool, on site free laundry, pier on the main intracoastal waterway to relax and fish each day, plus boat slips as available, for a reasonable fee through the Association. The location is wonderful, easy on and off the key, walk to shops, restaurants, mini-donuts! Elevate your living experience in this ready-to-move-in, fully furnished home, and enjoy all the benefits and convenience it offers. Don't miss this chance to reside in one of the best locations in Sarasota; your new home awaits! 1215 S Portofino Drive Unit 107, Sarasota
$1,749,000 Under contract-accepting backup offers. Set on the 7th floor of Crystal Sands, this fully updated residence offers a front-row position to the Gulf, with sweeping views stretching south along Crescent Beach toward Point of Rocks. Located in the sought-after “2” stack, the building sits just steps from the sand, creating a rare level of proximity to the shoreline with water views from every room. The 2-bedroom, 2-bath split floor plan is both functional and well-balanced, offering privacy between suites while keeping the main living space open and connected. Wide-plank flooring runs throughout, leading into a light-filled living and dining area that opens seamlessly to the Gulf beyond. A 30+ foot lanai spans the width of the residence and is accessible from both bedrooms and the main living area, creating an easy indoor-outdoor flow and a natural extension of the living space for everyday use. The kitchen is finished with shaker-style cabinetry, quartz countertops, a center island with bar seating, and stainless appliances, designed to feel clean, current, and easy to live in. Both bedrooms are well-proportioned with direct lanai access and calming water views, while the bathrooms have been thoughtfully updated with refined finishes, frameless glass showers, and cohesive tilework that carries the modern coastal aesthetic throughout the home. Residents of Crystal Sands enjoy direct beach access, a Gulf-front pool, and a prime location just minutes from Siesta Key Village’s dining and shops. With its combination of view, proximity to the sand, and updated interiors, this is one of those residences that simply works the moment you walk in. 2 Beds ⋅ 2 Baths ⋅ Crystal Sands SubDv. ⋅ 34242 Zip Code Under contract-accepting backup offers. Set on the 7th floor of Crystal Sands, this fully updated residence offers a front-row position to the Gulf, with sweeping views stretching south along Crescent Beach toward Point of Rocks. Located in the sought-after “2” stack, the building sits just steps from the sand, creating a rare level of proximity to the shoreline with water views from every room. The 2-bedroom, 2-bath split floor plan is both functional and well-balanced, offering privacy between suites while keeping the main living space open and connected. Wide-plank flooring runs throughout, leading into a light-filled living and dining area that opens seamlessly to the Gulf beyond. A 30+ foot lanai spans the width of the residence and is accessible from both bedrooms and the main living area, creating an easy indoor-outdoor flow and a natural extension of the living space for everyday use. The kitchen is finished with shaker-style cabinetry, quartz countertops, a center island with bar seating, and stainless appliances, designed to feel clean, current, and easy to live in. Both bedrooms are well-proportioned with direct lanai access and calming water views, while the bathrooms have been thoughtfully updated with refined finishes, frameless glass showers, and cohesive tilework that carries the modern coastal aesthetic throughout the home. Residents of Crystal Sands enjoy direct beach access, a Gulf-front pool, and a prime location just minutes from Siesta Key Village’s dining and shops. With its combination of view, proximity to the sand, and updated interiors, this is one of those residences that simply works the moment you walk in. 6300 Midnight Pass Road Unit 702, Sarasota
$499,000 BEAUTIFUL RENOVQTION ON THE CANAL! WATERVIEWS! Live the Florida dream in this recently remodeled CANAL-FRONT home, designer 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering private beach access to world-famous Siesta Key Beach just across the street. Situated on the fourth floor with picturesque water views, this beautifully updated unit features gorgeous quartz countertops, gray shaker cabinetry, stainless steel appliances, and brand new ceramic tile flooring throughout. Enjoy peace of mind with the glass-enclosed lanai with sliding glass windows that provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled primary and guest bath, and the entire unit was freshly painted. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, sauna, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, walking to lunch just minutes away, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times a year, it’s ideal as a personal escape or investment property. 2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code BEAUTIFUL RENOVQTION ON THE CANAL! WATERVIEWS! Live the Florida dream in this recently remodeled CANAL-FRONT home, designer 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering private beach access to world-famous Siesta Key Beach just across the street. Situated on the fourth floor with picturesque water views, this beautifully updated unit features gorgeous quartz countertops, gray shaker cabinetry, stainless steel appliances, and brand new ceramic tile flooring throughout. Enjoy peace of mind with the glass-enclosed lanai with sliding glass windows that provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled primary and guest bath, and the entire unit was freshly painted. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, sauna, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, walking to lunch just minutes away, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times a year, it’s ideal as a personal escape or investment property. 1300 N Portofino Drive Unit 406, Sarasota
$1,200,000 This Charming Old 1948 Bungalow located just 3 Blocks behind Siesta Key Village and 4 Blocks to Siesta Key Beach!! It is quite the Interesting Property! It was converted into a Triplex many moons ago. It can easily be converted back to a single family residence. Currently, there are 2 Beds and 2 Baths downstairs and 2 Beds 1 Bath upstairs. There are 3 Kitchens, 3 Liv Areas 2 down, 1 up and there is a Bonus Rm down as well as a Screened in Patio on the front West side of the Home, an Open Patio on the East Side and a Closed in Upstairs. And, there's more... At the Rear of the Property is a Cottage, perfect for a Mother In Law Suite or Rental. It is a 1/1 with a full Kitchen and Liv Area. The grounds are Etherical, as there are private little Sitting Areas for each sector and in the center of the Backyard there is a Wash House for Laundry as well as an attached Storage Shed for Gardening. There are additional Outside Storage Units for each of the apartments, again, really a cool old school house with so much to offer. Make it back into a single family or keep it the way it is and rent the house and utilize the cottage for a personal vacay spot! Questions, call me!! 5 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code This Charming Old 1948 Bungalow located just 3 Blocks behind Siesta Key Village and 4 Blocks to Siesta Key Beach!! It is quite the Interesting Property! It was converted into a Triplex many moons ago. It can easily be converted back to a single family residence. Currently, there are 2 Beds and 2 Baths downstairs and 2 Beds 1 Bath upstairs. There are 3 Kitchens, 3 Liv Areas 2 down, 1 up and there is a Bonus Rm down as well as a Screened in Patio on the front West side of the Home, an Open Patio on the East Side and a Closed in Upstairs. And, there's more... At the Rear of the Property is a Cottage, perfect for a Mother In Law Suite or Rental. It is a 1/1 with a full Kitchen and Liv Area. The grounds are Etherical, as there are private little Sitting Areas for each sector and in the center of the Backyard there is a Wash House for Laundry as well as an attached Storage Shed for Gardening. There are additional Outside Storage Units for each of the apartments, again, really a cool old school house with so much to offer. Make it back into a single family or keep it the way it is and rent the house and utilize the cottage for a personal vacay spot! Questions, call me!! 618 Avenida De Mayo, 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
$739,000 Welcome to your New Home, minutes from the world-renowned Siesta Key Beach, consistently ranked as one of the #1 beaches in the U.S famous for its powdery white quartz sand and crystal-clear Gulf waters. This impeccably remodeled turnkey furnished home offers an exceptional opportunity to enjoy the best of coastal living within the charming Polynesian Gardens community. This, home offers a refined take on island living, featuring a new roof, new AC, and impact-rated windows and doors for style, comfort, and peace of mind. Designed with a light, coastal aesthetic, the open-concept layout is both inviting and functional. At the heart of the home, the designer kitchen showcases custom white cabinetry, brand-new stainless appliances, and a tile backsplash, complemented by a dining area seamlessly positioned adjacent to the kitchen and perfect for effortless entertaining or relaxed everyday living. The home features a spacious primary suite with a beautifully appointed ensuite bath, along with a guest bedroom and full guest bathroom, offering privacy and comfort for family and visitors. The living space extends into an enclosed, expanded lanai, creating a versatile indoor-outdoor retreat to enjoy year-round. A rare highlight is the oversized private garden, offering a lush, tropical setting with exceptional privacy, an uncommon feature that truly sets this villa apart and enhances the feeling of a private coastal escape. Residents of Polynesian Gardens enjoy a resort-style lifestyle with amenities including a community pier on the intercoastal, a heated pool, and clubhouse. Beyond the community, enjoy effortless access to the vibrant energy of Siesta Key Village, known for its beachside restaurants, bars, live music, and boutique shopping, as well as the relaxed charm of Crescent Beach village. This property also offers a proven rental history with strong year-round bookings, making it an exceptional opportunity for both personal enjoyment and income potential. Whether you’re spending the day boating along the Intracoastal, enjoying the white quartz sands of Siesta Key Beach, or unwinding in your own private garden retreat, this exceptional villa captures the essence of luxury coastal living. Perfectly positioned near Siesta Key Village and the Gulf beaches, this turnkey remodeled property presents an incredible opportunity as a primary residence, vacation getaway, or income-producing investment 2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code Welcome to your New Home, minutes from the world-renowned Siesta Key Beach, consistently ranked as one of the #1 beaches in the U.S famous for its powdery white quartz sand and crystal-clear Gulf waters. This impeccably remodeled turnkey furnished home offers an exceptional opportunity to enjoy the best of coastal living within the charming Polynesian Gardens community. This, home offers a refined take on island living, featuring a new roof, new AC, and impact-rated windows and doors for style, comfort, and peace of mind. Designed with a light, coastal aesthetic, the open-concept layout is both inviting and functional. At the heart of the home, the designer kitchen showcases custom white cabinetry, brand-new stainless appliances, and a tile backsplash, complemented by a dining area seamlessly positioned adjacent to the kitchen and perfect for effortless entertaining or relaxed everyday living. The home features a spacious primary suite with a beautifully appointed ensuite bath, along with a guest bedroom and full guest bathroom, offering privacy and comfort for family and visitors. The living space extends into an enclosed, expanded lanai, creating a versatile indoor-outdoor retreat to enjoy year-round. A rare highlight is the oversized private garden, offering a lush, tropical setting with exceptional privacy, an uncommon feature that truly sets this villa apart and enhances the feeling of a private coastal escape. Residents of Polynesian Gardens enjoy a resort-style lifestyle with amenities including a community pier on the intercoastal, a heated pool, and clubhouse. Beyond the community, enjoy effortless access to the vibrant energy of Siesta Key Village, known for its beachside restaurants, bars, live music, and boutique shopping, as well as the relaxed charm of Crescent Beach village. This property also offers a proven rental history with strong year-round bookings, making it an exceptional opportunity for both personal enjoyment and income potential. Whether you’re spending the day boating along the Intracoastal, enjoying the white quartz sands of Siesta Key Beach, or unwinding in your own private garden retreat, this exceptional villa captures the essence of luxury coastal living. Perfectly positioned near Siesta Key Village and the Gulf beaches, this turnkey remodeled property presents an incredible opportunity as a primary residence, vacation getaway, or income-producing investment 1218 Moonmist Circle Unit S2, Sarasota
$749,000 Outstanding remodeled and updated freestanding 3/3 villa in private and beautiful Polynesian Gardens. New ceramic tile flooring throughout. Spacious with large rooms plus 259 extra square feet in glassed in lanai/Florida room which can be used as a family room. office or man cave. The updates include a new addition to the villa of approximately 330 additional square feet and a beautiful second primary suite/third bedroom with an ensuite bath and a laundry room with new washer/dryer and cabinet and closets. 3 bedrooms are split from each other. Primary bedroom has an ensuite bath with a shower and extra shelving for toiletries, large walk-in closet and a set of sliders to the Florida room. Guest bedroom is large enough for two queen size beds plus large closets. Guest bathroom is right outside of guest bedroom and has a tub/shower with updated vanity with dual sinks. Combo living/dining area with easy access to updated kitchen with pantry and cabinetry galore. New appliances. Living/dining room is large and has a coat closet. New sliding glass door adds sunshine and light and leads to the large private paved side yard and back yard. Large enough for gardening, patio furniture and a barbeque. This villa has been replumbed and the drainpipes were replaced in the entire house in 2017. The roof was replaced by the Association in 2020. New roof on the addition and transition to the existing roof in 2026 Exterior has been freshly painted. New landscaping. Installation of a new 5' high white vinyl fence in the front and rear with a gated storage space. Solar security lights on the rear fence. Many more improvements too numerous to list but available on a feature sheet. Polynesian Gardens is an active community with a clubhouse, heated swimming pool and a newly built fishing pier. Yet the location and setting of Polynesian Gardens allows its owners to enjoy a relaxed coastal lifestyle. The Siesta Breeze free trolley stops in front of the community and will take you to Siesta Village for shopping and eating out, to Turtle Beach and to world renowned Siesta Key beach, America's #1 Beach, known for its powdery white quartz sand. Close to Sarasota's downtown area and cultural centers, there are many venues for entertainment and education. Rentals are allowed and are always in demand. Own your own piece of Paradise. 3 Beds ⋅ 3 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code Outstanding remodeled and updated freestanding 3/3 villa in private and beautiful Polynesian Gardens. New ceramic tile flooring throughout. Spacious with large rooms plus 259 extra square feet in glassed in lanai/Florida room which can be used as a family room. office or man cave. The updates include a new addition to the villa of approximately 330 additional square feet and a beautiful second primary suite/third bedroom with an ensuite bath and a laundry room with new washer/dryer and cabinet and closets. 3 bedrooms are split from each other. Primary bedroom has an ensuite bath with a shower and extra shelving for toiletries, large walk-in closet and a set of sliders to the Florida room. Guest bedroom is large enough for two queen size beds plus large closets. Guest bathroom is right outside of guest bedroom and has a tub/shower with updated vanity with dual sinks. Combo living/dining area with easy access to updated kitchen with pantry and cabinetry galore. New appliances. Living/dining room is large and has a coat closet. New sliding glass door adds sunshine and light and leads to the large private paved side yard and back yard. Large enough for gardening, patio furniture and a barbeque. This villa has been replumbed and the drainpipes were replaced in the entire house in 2017. The roof was replaced by the Association in 2020. New roof on the addition and transition to the existing roof in 2026 Exterior has been freshly painted. New landscaping. Installation of a new 5' high white vinyl fence in the front and rear with a gated storage space. Solar security lights on the rear fence. Many more improvements too numerous to list but available on a feature sheet. Polynesian Gardens is an active community with a clubhouse, heated swimming pool and a newly built fishing pier. Yet the location and setting of Polynesian Gardens allows its owners to enjoy a relaxed coastal lifestyle. The Siesta Breeze free trolley stops in front of the community and will take you to Siesta Village for shopping and eating out, to Turtle Beach and to world renowned Siesta Key beach, America's #1 Beach, known for its powdery white quartz sand. Close to Sarasota's downtown area and cultural centers, there are many venues for entertainment and education. Rentals are allowed and are always in demand. Own your own piece of Paradise. 1224 Moonmist Circle Unit S-3, 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
$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
$750,000 Investor Special!!Welcome to your next amazing project! Known damage with full or partial rehab. Excellent renovation opportunity on an oversized lot in a highly desirable Siesta Key area. Sold AS-IS with significant upside potential. 4 Beds ⋅ 2 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code Investor Special!!Welcome to your next amazing project! Known damage with full or partial rehab. Excellent renovation opportunity on an oversized lot in a highly desirable Siesta Key area. Sold AS-IS with significant upside potential. 749 Siesta Drive, Sarasota
$875,000 This property in the heart of Siesta Key Village is zoned OPI — Office, Professional, and Institutional — making it one of a very small number of properties in the Village where a business can legally operate. Buyer to verify intended use with the county. The structure is a furnished 3-bedroom, 1-bath cottage with a full kitchen, Florida room, and laundry. The metal roof is approximately 8 years old. Interior paint is fresh. A shell driveway provides on-site parking — genuinely rare in the Village, where street parking is limited and pedestrian traffic is constant. The location positions it within blocks or a trolley ride to Siesta Key Beach, boutique retail, and a concentration of restaurants and services that draw consistent year-round foot traffic. The property has been used residentially and is configured for either continued residential occupancy or professional office conversion. This is a niche offering suited to professionals, investors, or operators looking for a permanent presence in Siesta Key Village. There is no HOA. Lease minimum: 1 month. Financing: cash or conventional. 3 Beds ⋅ 1 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code This property in the heart of Siesta Key Village is zoned OPI — Office, Professional, and Institutional — making it one of a very small number of properties in the Village where a business can legally operate. Buyer to verify intended use with the county. The structure is a furnished 3-bedroom, 1-bath cottage with a full kitchen, Florida room, and laundry. The metal roof is approximately 8 years old. Interior paint is fresh. A shell driveway provides on-site parking — genuinely rare in the Village, where street parking is limited and pedestrian traffic is constant. The location positions it within blocks or a trolley ride to Siesta Key Beach, boutique retail, and a concentration of restaurants and services that draw consistent year-round foot traffic. The property has been used residentially and is configured for either continued residential occupancy or professional office conversion. This is a niche offering suited to professionals, investors, or operators looking for a permanent presence in Siesta Key Village. There is no HOA. Lease minimum: 1 month. Financing: cash or conventional. 5026 Calle Minorga, Sarasota
$933,000 With NO WATER DAMAGE OR WATER INTRUSION, you can have peace of mind that you are getting a MOVE IN READY piece of tranquility on the beautiful, world renown island of Siesta Key. Being offered Turnkey Finished negotiable, you are ready to move in and get to relaxing on this spacious lot of over a quarter acre of high and dry land. You will find yourself in a 3-bedroom, 2- bathroom ranch style home with an extra bonus room for friends and family. It has an attached one car garage with a nice extension for storage of bikes and beach items. A key part of this home is that it has an oversized portico in front of the home making it easy to unpack the car out of the rain and in the shade on beautiful Florida sunny days. This home comes with its own caged and heated pool overlooking the extremely private backyard that backs up to a park preserve so you will never have anyone built behind you. This tropical backyard is basically maintenance free with no grass to mow a very peaceful filtered Koi Pond. The property’s tropical landscaping is full of lighting and is watered by a well-fed irrigation system which also automatically fills the pond. It’s as easy as that! Inside the beautiful home you will find an open floor plan with premium tile floors and kitchen offering granite countertops and upgraded soft closing cabinets and drawers. This property has had the water and drainage pipes fully re-piped with PVC, has new A/C ducting, and an upgraded electrical box with a 200-watt service amp. The best part about this property is it is a short bike ride to the famous Siesta Village and .8 miles from the Public Parking Lot to Siesta Key Beach! You can get to both places without ever stepping a foot on the main roads. Schedule a showing today to the one-of-a-kind listing that you could call HOME! 3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code With NO WATER DAMAGE OR WATER INTRUSION, you can have peace of mind that you are getting a MOVE IN READY piece of tranquility on the beautiful, world renown island of Siesta Key. Being offered Turnkey Finished negotiable, you are ready to move in and get to relaxing on this spacious lot of over a quarter acre of high and dry land. You will find yourself in a 3-bedroom, 2- bathroom ranch style home with an extra bonus room for friends and family. It has an attached one car garage with a nice extension for storage of bikes and beach items. A key part of this home is that it has an oversized portico in front of the home making it easy to unpack the car out of the rain and in the shade on beautiful Florida sunny days. This home comes with its own caged and heated pool overlooking the extremely private backyard that backs up to a park preserve so you will never have anyone built behind you. This tropical backyard is basically maintenance free with no grass to mow a very peaceful filtered Koi Pond. The property’s tropical landscaping is full of lighting and is watered by a well-fed irrigation system which also automatically fills the pond. It’s as easy as that! Inside the beautiful home you will find an open floor plan with premium tile floors and kitchen offering granite countertops and upgraded soft closing cabinets and drawers. This property has had the water and drainage pipes fully re-piped with PVC, has new A/C ducting, and an upgraded electrical box with a 200-watt service amp. The best part about this property is it is a short bike ride to the famous Siesta Village and .8 miles from the Public Parking Lot to Siesta Key Beach! You can get to both places without ever stepping a foot on the main roads. Schedule a showing today to the one-of-a-kind listing that you could call HOME! 5353 Shadow Lawn Drive, 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
$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