$1,700,000 Rare Double-Lot Coastal Compound Opportunity on Siesta Key — Offered Together at $1,700,000 | 14,636 Total Sq. Ft. Embrace the quintessential Florida lifestyle on prestigious Palm Island—a peaceful, golf-cart-friendly sanctuary surrounded by deep-water canals, mature tropical canopies, and magnificent luxury residences. Combining Lot A (8,619 sq. ft.) and Lot B (6,017 sq. ft.), this rare joint offering creates an expansive 14,636-square-foot multi-parcel footprint, giving you the ultimate canvas to design a high-end, weather-resilient coastal estate. Are you looking for that legacy estate with a guest house where your family and friends gather for the holidays, one that will be passed down from generation to generation? Or perhaps these two parcels give the ultimate privacy you've been looking for? Or maybe you're a builder who could leverage the efficiency and convenience of building on side-by-side lots at the same time? Imagine never again having to time your beach visits around traffic, hunt for open spots, or compromise on your day because of a full parking lot. Instead, your coastal routine begins with the simple pleasure of stepping out your front door and taking a brief, effortless stroll down quiet, canopy-shaded streets. Within minutes, your toes sink into the pristine, powder-white quartz sands of Siesta Key Beach—consistently recognized among the top-ranked beaches in the world and repeatedly named the #1 beach in the United States. Whether you want to enjoy an early morning walk, take a spontaneous afternoon dip, or walk down to the water for an impromptu sunset cocktail, one of the globe's premier coastal treasures serves as a natural extension of your own backyard, completely free from the hassle of driving. Situated in the heart of Siesta Key, this prime parcel at 5323 Calle Florida offers an unbeatable location just 0.7 miles—a pleasant 15-minute stroll—from the vibrant dining, shopping, and nightlife of Siesta Key Village. Daily convenience and effortless island living are unmatched, with Sarasota Memorial Hospital just 5.6 miles away and Downtown Sarasota only 6.5 miles from your doorstep. Endless entertainment, boutique shopping, and world-class travel are all within easy reach, including St. Armands Circle (8 miles) and Sarasota-Bradenton International Airport (11.5 miles). Boating and water enthusiasts will love the proximity to nearby nautical hubs, with full-service facilities like Safe Harbor Siesta Key just 2.5 miles south, the free county-operated Turtle Beach Public Boat Ramp 5 miles down the key, and the iconic Marina Jack in downtown Sarasota under 7 miles away, making this property an extraordinary canvas for your dream coastal home or investment. Sarasota Beach SubDv. ⋅ 34242 Zip Code Rare Double-Lot Coastal Compound Opportunity on Siesta Key — Offered Together at $1,700,000 | 14,636 Total Sq. Ft. Embrace the quintessential Florida lifestyle on prestigious Palm Island—a peaceful, golf-cart-friendly sanctuary surrounded by deep-water canals, mature tropical canopies, and magnificent luxury residences. Combining Lot A (8,619 sq. ft.) and Lot B (6,017 sq. ft.), this rare joint offering creates an expansive 14,636-square-foot multi-parcel footprint, giving you the ultimate canvas to design a high-end, weather-resilient coastal estate. Are you looking for that legacy estate with a guest house where your family and friends gather for the holidays, one that will be passed down from generation to generation? Or perhaps these two parcels give the ultimate privacy you've been looking for? Or maybe you're a builder who could leverage the efficiency and convenience of building on side-by-side lots at the same time? Imagine never again having to time your beach visits around traffic, hunt for open spots, or compromise on your day because of a full parking lot. Instead, your coastal routine begins with the simple pleasure of stepping out your front door and taking a brief, effortless stroll down quiet, canopy-shaded streets. Within minutes, your toes sink into the pristine, powder-white quartz sands of Siesta Key Beach—consistently recognized among the top-ranked beaches in the world and repeatedly named the #1 beach in the United States. Whether you want to enjoy an early morning walk, take a spontaneous afternoon dip, or walk down to the water for an impromptu sunset cocktail, one of the globe's premier coastal treasures serves as a natural extension of your own backyard, completely free from the hassle of driving. Situated in the heart of Siesta Key, this prime parcel at 5323 Calle Florida offers an unbeatable location just 0.7 miles—a pleasant 15-minute stroll—from the vibrant dining, shopping, and nightlife of Siesta Key Village. Daily convenience and effortless island living are unmatched, with Sarasota Memorial Hospital just 5.6 miles away and Downtown Sarasota only 6.5 miles from your doorstep. Endless entertainment, boutique shopping, and world-class travel are all within easy reach, including St. Armands Circle (8 miles) and Sarasota-Bradenton International Airport (11.5 miles). Boating and water enthusiasts will love the proximity to nearby nautical hubs, with full-service facilities like Safe Harbor Siesta Key just 2.5 miles south, the free county-operated Turtle Beach Public Boat Ramp 5 miles down the key, and the iconic Marina Jack in downtown Sarasota under 7 miles away, making this property an extraordinary canvas for your dream coastal home or investment. 5323 Calle Florida, Sarasota
$824,000 Under contract-accepting backup offers. Experience effortless island living in this immaculate, beautifully renovated 2-bedroom, 2-bath residence ideally situated directly across from world-famous Siesta Key Beach. The bright, open interior features a stylish kitchen with granite countertops and stainless-steel appliances. Hurricane-impact windows and sliding glass doors provide added security and efficiency, while the private lanai offers peaceful views of the community’s tranquil lake. Numerous recent improvements enhance the home’s move-in-ready appeal, including, in 2026, new windows, sliders, garage doors, a new air-conditioning system, and, in 2025, new blinds and water heater. Primary bathroom fully renovated in 2023. An attached oversized private garage provides generous space for vehicles, beach equipment and additional storage. The community’s beautifully maintained tropical grounds feature a heated swimming pool, tennis and pickleball courts, an outdoor shower, and a pavilion with grills for relaxed outdoor gatherings. Just beyond the property, the powder-soft sand and clear Gulf waters of Siesta Key Beach and the restaurants, boutiques and entertainment of Siesta Key Village are just minutes from home. Short-term rental flexibility makes this an especially attractive investment opportunity. Owners may take advantage of professional on-site property management or manage the residence independently, providing greater control over rental income and personal use. Most furnishings are negotiable, creating the possibility of a fully furnished, turnkey purchase ready for immediate enjoyment or rental. Whether envisioned as a primary residence, coastal getaway or income-producing investment, this exceptional Siesta Key property offers location, lifestyle and versatility in one of Florida’s most desirable beach communities. 2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code Under contract-accepting backup offers. Experience effortless island living in this immaculate, beautifully renovated 2-bedroom, 2-bath residence ideally situated directly across from world-famous Siesta Key Beach. The bright, open interior features a stylish kitchen with granite countertops and stainless-steel appliances. Hurricane-impact windows and sliding glass doors provide added security and efficiency, while the private lanai offers peaceful views of the community’s tranquil lake. Numerous recent improvements enhance the home’s move-in-ready appeal, including, in 2026, new windows, sliders, garage doors, a new air-conditioning system, and, in 2025, new blinds and water heater. Primary bathroom fully renovated in 2023. An attached oversized private garage provides generous space for vehicles, beach equipment and additional storage. The community’s beautifully maintained tropical grounds feature a heated swimming pool, tennis and pickleball courts, an outdoor shower, and a pavilion with grills for relaxed outdoor gatherings. Just beyond the property, the powder-soft sand and clear Gulf waters of Siesta Key Beach and the restaurants, boutiques and entertainment of Siesta Key Village are just minutes from home. Short-term rental flexibility makes this an especially attractive investment opportunity. Owners may take advantage of professional on-site property management or manage the residence independently, providing greater control over rental income and personal use. Most furnishings are negotiable, creating the possibility of a fully furnished, turnkey purchase ready for immediate enjoyment or rental. Whether envisioned as a primary residence, coastal getaway or income-producing investment, this exceptional Siesta Key property offers location, lifestyle and versatility in one of Florida’s most desirable beach communities. 1187 Lake House Circle Unit C127, Sarasota
$729,500 Sea Club II -Only those looking for a relaxing, quiet and tranquil get-away with an "Old Florida" feel. Sea Club II has private access to Siesta Key beach sand and the Gulf of America, with a 5-minute walk down community path. This Unit is on the second floor with stair access only. Discover the beauty of Siesta Key from this superb 2-bedroom condo. One bedroom has a 1 king bed and one with a 1 queen bed, queen sofa bed in living room. Cozy Electric Fireplace, Heated Pool, Area for lounging in the sun, dock area for fishing, Tiki Hut with chairs & charcoal grills. This fabulous property offers a comfortable and inviting space for guests- enclosed lanai and a large private deck overlooking the Bay with a gas grill and outdoor furniture. You'll find all the essentials you need, including 2 yr. old AC, hair dryer, Wi-Fi, an iron, coin laundry, beach chairs, wagon and umbrella, beach towels included in this turn-key sale! Move in and enjoy your new purchase. Laundry hook-ups but there are coin laundry machines on the 1st floor. Pets are not allowed. Minutes from Restaurants, Shopping, Entertainment, Grocery Store and Downtown Siesta Key Village. Public Stop for the Trolly is steps from the Condo Entrance! The views are exceptional of the ICW and bay as this the bayfront unit on the second floor, the only one with the large patio. This unit comes with a one car garage that only a few units are lucky enough to have. This two-bedroom unit has a deluxe bathroom and a half bathroom as well. Nice kitchen with granite tops and island L bar seating. Dinig table next to kitchen for those family dinners to make memories at. There is a community marina to bring your boat and enjoy this true Florida Beach and Bay lifestyle!! 2 Beds ⋅ 2 Baths ⋅ Contntls Sea Club SubDv. ⋅ 34242 Zip Code Sea Club II -Only those looking for a relaxing, quiet and tranquil get-away with an "Old Florida" feel. Sea Club II has private access to Siesta Key beach sand and the Gulf of America, with a 5-minute walk down community path. This Unit is on the second floor with stair access only. Discover the beauty of Siesta Key from this superb 2-bedroom condo. One bedroom has a 1 king bed and one with a 1 queen bed, queen sofa bed in living room. Cozy Electric Fireplace, Heated Pool, Area for lounging in the sun, dock area for fishing, Tiki Hut with chairs & charcoal grills. This fabulous property offers a comfortable and inviting space for guests- enclosed lanai and a large private deck overlooking the Bay with a gas grill and outdoor furniture. You'll find all the essentials you need, including 2 yr. old AC, hair dryer, Wi-Fi, an iron, coin laundry, beach chairs, wagon and umbrella, beach towels included in this turn-key sale! Move in and enjoy your new purchase. Laundry hook-ups but there are coin laundry machines on the 1st floor. Pets are not allowed. Minutes from Restaurants, Shopping, Entertainment, Grocery Store and Downtown Siesta Key Village. Public Stop for the Trolly is steps from the Condo Entrance! The views are exceptional of the ICW and bay as this the bayfront unit on the second floor, the only one with the large patio. This unit comes with a one car garage that only a few units are lucky enough to have. This two-bedroom unit has a deluxe bathroom and a half bathroom as well. Nice kitchen with granite tops and island L bar seating. Dinig table next to kitchen for those family dinners to make memories at. There is a community marina to bring your boat and enjoy this true Florida Beach and Bay lifestyle!! 5955 Midnight Pass Road Unit 21E, Sarasota
$689,000 Virtually Staged. Some photos have been virtually staged to illustrate the property's potential. Furnishings shown are for visualization purposes only and are not included in the sale. Welcome to Beach Way, where island living begins just steps from world-famous Siesta Key Beach! Perfectly positioned directly across from the powdery white quartz sands and turquoise Gulf waters, this spacious 2-bedroom, 2-bath condominium offers an incredible opportunity to enjoy one of Florida's most sought-after coastal lifestyles. Inside, you'll find a traditional floor plan with defined living and dining spaces, creating a comfortable layout for everyday living or seasonal enjoyment. The kitchen features quartz countertops and ample cabinet space, while tile flooring throughout offers easy maintenance and timeless appeal. The screened lanai overlooks the peaceful community pool, creating the perfect place to relax after a day at the beach. The condo also includes assigned covered parking conveniently located directly in front of the building, elevator access, and private storage. Beach Way is a beautifully maintained community centered around a gorgeous pool, lush tropical landscaping, and ample guest parking. Owners enjoy the flexibility of one-month minimum rentals, up to 12 times per year, making this an excellent option as a primary residence, vacation retreat, or investment property. Ideally located just a short stroll from Siesta Key Village's restaurants, boutiques, and entertainment, this condo offers the best of island living with easy access to downtown Sarasota's dining, arts, and cultural attractions. Whether you're looking for a full-time residence, a winter escape, or an income-producing beach property, this Beach Way condo is ready for you to make it your own! 2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code Virtually Staged. Some photos have been virtually staged to illustrate the property's potential. Furnishings shown are for visualization purposes only and are not included in the sale. Welcome to Beach Way, where island living begins just steps from world-famous Siesta Key Beach! Perfectly positioned directly across from the powdery white quartz sands and turquoise Gulf waters, this spacious 2-bedroom, 2-bath condominium offers an incredible opportunity to enjoy one of Florida's most sought-after coastal lifestyles. Inside, you'll find a traditional floor plan with defined living and dining spaces, creating a comfortable layout for everyday living or seasonal enjoyment. The kitchen features quartz countertops and ample cabinet space, while tile flooring throughout offers easy maintenance and timeless appeal. The screened lanai overlooks the peaceful community pool, creating the perfect place to relax after a day at the beach. The condo also includes assigned covered parking conveniently located directly in front of the building, elevator access, and private storage. Beach Way is a beautifully maintained community centered around a gorgeous pool, lush tropical landscaping, and ample guest parking. Owners enjoy the flexibility of one-month minimum rentals, up to 12 times per year, making this an excellent option as a primary residence, vacation retreat, or investment property. Ideally located just a short stroll from Siesta Key Village's restaurants, boutiques, and entertainment, this condo offers the best of island living with easy access to downtown Sarasota's dining, arts, and cultural attractions. Whether you're looking for a full-time residence, a winter escape, or an income-producing beach property, this Beach Way condo is ready for you to make it your own! 5600 Beach Way Drive Unit 111, Sarasota
$2,799,000 It's All About the View. Some homes are defined by their architecture. Others by their location. This one is defined by what you see the moment you walk through the front door. Tucked away at the end of one of Siesta Key's most private, tree-lined streets, this exceptional bayfront retreat enjoys nearly 180-degree panoramic views across Sarasota Bay, where endless open water, spectacular sunrises, and distant estate homes create a setting that is nothing short of mesmerizing. It is a view that changes by the hour and never gets old. Originally designed by Tollyn Twitchell, son of Sarasota architectural pioneer Ralph Twitchell, this distinctive mid-century residence embraces its architectural heritage with soaring ceilings, expansive walls of glass, and light-filled living spaces designed to celebrate the waterfront. The main residence offers two bedrooms, two baths, plus a spacious office or den, while the detached one-bedroom guest house provides the perfect private retreat for family, friends, or extended stays. With 75 feet of Sarasota Bay frontage, a newly updated dock featuring composite decking and a 13,500-pound boat lift, mornings can begin with coffee overlooking the bay before heading out for a day of boating, fishing, paddleboarding, or simply enjoying the peaceful waterfront surroundings. Tucked behind a natural mangrove shoreline, the property offers both beauty and protection while remaining just minutes from Siesta Beach, Siesta Village, and convenient access on and off the island. Whether you're searching for a peaceful island escape, an architecturally significant waterfront residence, or the perfect site to create a future dream home, opportunities like this rarely become available. Professional photography is coming soon, but the sellers couldn't wait to introduce one of Siesta Key's most captivating bayfront settings. 3 Beds ⋅ 3 Baths ⋅ Sub Of Us Lt 7 Of 20-37-18 SubDv. ⋅ 34242 Zip Code It's All About the View. Some homes are defined by their architecture. Others by their location. This one is defined by what you see the moment you walk through the front door. Tucked away at the end of one of Siesta Key's most private, tree-lined streets, this exceptional bayfront retreat enjoys nearly 180-degree panoramic views across Sarasota Bay, where endless open water, spectacular sunrises, and distant estate homes create a setting that is nothing short of mesmerizing. It is a view that changes by the hour and never gets old. Originally designed by Tollyn Twitchell, son of Sarasota architectural pioneer Ralph Twitchell, this distinctive mid-century residence embraces its architectural heritage with soaring ceilings, expansive walls of glass, and light-filled living spaces designed to celebrate the waterfront. The main residence offers two bedrooms, two baths, plus a spacious office or den, while the detached one-bedroom guest house provides the perfect private retreat for family, friends, or extended stays. With 75 feet of Sarasota Bay frontage, a newly updated dock featuring composite decking and a 13,500-pound boat lift, mornings can begin with coffee overlooking the bay before heading out for a day of boating, fishing, paddleboarding, or simply enjoying the peaceful waterfront surroundings. Tucked behind a natural mangrove shoreline, the property offers both beauty and protection while remaining just minutes from Siesta Beach, Siesta Village, and convenient access on and off the island. Whether you're searching for a peaceful island escape, an architecturally significant waterfront residence, or the perfect site to create a future dream home, opportunities like this rarely become available. Professional photography is coming soon, but the sellers couldn't wait to introduce one of Siesta Key's most captivating bayfront settings. 1275 Port Lane, Sarasota
$689,000 Some photos have been virtually staged to illustrate the property's potential. Furnishings shown are for visualization purposes only and are not included in the sale. Experience the best of Siesta Key living in this beautifully renovated first-floor condominium at Beach Way. Located directly across from the world-famous Siesta Key Beach and just a short stroll to Siesta Key Village, this 2-bedroom, 2-bath residence offers the perfect combination of luxury, convenience, and investment potential. Inside, you'll find a thoughtfully updated interior featuring elegant quartz countertops, brand-new stainless steel appliances, durable Cali luxury vinyl plank flooring throughout, and a bright, open floor plan that flows seamlessly into the enclosed lanai. The lanai overlooks the tropical landscaping with a partial view of the community pool, creating the perfect place to relax after a day at the beach. Built for peace of mind, the unit features PGT WinGuard impact-resistant windows (Series 710) and PGT 700 Series impact-resistant sliding glass doors. Convenience continues outside with assigned covered parking located directly in front of the unit, along with ample guest parking for family and friends. Beach Way's desirable monthly rental policy makes this property an excellent option for a primary residence, vacation home, seasonal retreat, or income-producing investment. Enjoy resort-style coastal living just steps from the white quartz sand of world-famous Siesta Key Beach, with the Siesta Key Trolley stop conveniently located right in front of the community for effortless access to Siesta Key Village, shopping, dining, entertainment, and everything the island has to offer. 2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code Some photos have been virtually staged to illustrate the property's potential. Furnishings shown are for visualization purposes only and are not included in the sale. Experience the best of Siesta Key living in this beautifully renovated first-floor condominium at Beach Way. Located directly across from the world-famous Siesta Key Beach and just a short stroll to Siesta Key Village, this 2-bedroom, 2-bath residence offers the perfect combination of luxury, convenience, and investment potential. Inside, you'll find a thoughtfully updated interior featuring elegant quartz countertops, brand-new stainless steel appliances, durable Cali luxury vinyl plank flooring throughout, and a bright, open floor plan that flows seamlessly into the enclosed lanai. The lanai overlooks the tropical landscaping with a partial view of the community pool, creating the perfect place to relax after a day at the beach. Built for peace of mind, the unit features PGT WinGuard impact-resistant windows (Series 710) and PGT 700 Series impact-resistant sliding glass doors. Convenience continues outside with assigned covered parking located directly in front of the unit, along with ample guest parking for family and friends. Beach Way's desirable monthly rental policy makes this property an excellent option for a primary residence, vacation home, seasonal retreat, or income-producing investment. Enjoy resort-style coastal living just steps from the white quartz sand of world-famous Siesta Key Beach, with the Siesta Key Trolley stop conveniently located right in front of the community for effortless access to Siesta Key Village, shopping, dining, entertainment, and everything the island has to offer. 5600 Beach Way Drive Unit 109, Sarasota
$1,795,000 Just bring your wardrobe! Welcome to this beautifully updated and fully furnished and equipped 4-bedroom, 3-bath cottage-style home in one of Siesta Key’s most sought-after neighborhoods - just a short stroll to public beach access at top-rated Siesta Key Beach. Meticulously renovated in 2025, this true turnkey entertainer's paradise offers a vacation-every-day lifestyle complete with thoughtful upgrades and everything you need to move right in. Inside you’ll find all-new tile flooring, fresh paint throughout, storm-rated windows, a new 310 Lennox air-conditioning system with a 10-year warranty, updated plumbing and electrical, a reverse-osmosis water system, a whole-house generator (gas or propane), and a newer roof (2021). The backyard oasis features a 50-foot saltwater pool, spa, and sundeck surrounded by elegant Italian marble, plus pool floats, basketball hoops, and a volleyball net for endless fun. Enjoy the outdoor shower, raised gardens, a Napoleon Prestige gas grill, fire table, electric vehicle charger, and a louvered pergola that opens or closes for perfect sun or shade, a 75-inch TV, and a Sonos outdoor surround sound system - ideal for outdoor movie nights. Ultimate privacy is provided by an 8-foot vinyl fence. The artificial turf in the front and backyard creates a clean and maintenance free living with a coastal feel. The gourmet kitchen is fully stocked and ready for entertaining, featuring 2025 Thermador appliances (refrigerator, stove top, dishwasher, and oven) plus a new LG washer and dryer. Practical extras include a Shark vacuum, clothes steamer, iron and board, and even towels, and washcloths already stocked in every bathroom. The home comes completely furnished with all shown décor, lamps, linens, and towels. Two of the bathrooms include bidets and large walk-in showers. Beach days are effortless thanks to the included beach chairs, towels, beach cart, and umbrella shade. A Ring camera system conveys with the home sale, offering peace of mind. Bonus: This home includes an assumable flood insurance policy for just under $4,700 annually. This is the fully equipped Siesta Key lifestyle you’ve been dreaming of. Call today to schedule your private showing! 4 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Just bring your wardrobe! Welcome to this beautifully updated and fully furnished and equipped 4-bedroom, 3-bath cottage-style home in one of Siesta Key’s most sought-after neighborhoods - just a short stroll to public beach access at top-rated Siesta Key Beach. Meticulously renovated in 2025, this true turnkey entertainer's paradise offers a vacation-every-day lifestyle complete with thoughtful upgrades and everything you need to move right in. Inside you’ll find all-new tile flooring, fresh paint throughout, storm-rated windows, a new 310 Lennox air-conditioning system with a 10-year warranty, updated plumbing and electrical, a reverse-osmosis water system, a whole-house generator (gas or propane), and a newer roof (2021). The backyard oasis features a 50-foot saltwater pool, spa, and sundeck surrounded by elegant Italian marble, plus pool floats, basketball hoops, and a volleyball net for endless fun. Enjoy the outdoor shower, raised gardens, a Napoleon Prestige gas grill, fire table, electric vehicle charger, and a louvered pergola that opens or closes for perfect sun or shade, a 75-inch TV, and a Sonos outdoor surround sound system - ideal for outdoor movie nights. Ultimate privacy is provided by an 8-foot vinyl fence. The artificial turf in the front and backyard creates a clean and maintenance free living with a coastal feel. The gourmet kitchen is fully stocked and ready for entertaining, featuring 2025 Thermador appliances (refrigerator, stove top, dishwasher, and oven) plus a new LG washer and dryer. Practical extras include a Shark vacuum, clothes steamer, iron and board, and even towels, and washcloths already stocked in every bathroom. The home comes completely furnished with all shown décor, lamps, linens, and towels. Two of the bathrooms include bidets and large walk-in showers. Beach days are effortless thanks to the included beach chairs, towels, beach cart, and umbrella shade. A Ring camera system conveys with the home sale, offering peace of mind. Bonus: This home includes an assumable flood insurance policy for just under $4,700 annually. This is the fully equipped Siesta Key lifestyle you’ve been dreaming of. Call today to schedule your private showing! 5143 Sandy Beach Avenue, Sarasota
$1,300,000 Welcome to effortless island living in one of Siesta Key’s most sought-after family-friendly neighborhoods. Nestled on a quiet street, this beautifully reimagined three-bedroom, two-bathroom pool home offers exceptional quality, timeless finishes, and complete peace of mind. Completely renovated from the studs between 2021 and 2023, every major system and finish has been thoughtfully updated, creating a truly turnkey residence where every detail has already been done. Built with solid concrete block construction, the home features a new metal roof, impact-rated windows and garage door, all-new electrical, new plumbing with PEX water lines, new drain lines and relined sewer lines, new HVAC ductwork, new flooring throughout, and new interior doors. At the heart of the home is a designer kitchen featuring custom solid wood cabinetry, stunning quartzite countertops, and a premium Thermador Professional appliance package. The open layout flows seamlessly into the living and dining spaces, making it ideal for both everyday living and entertaining. Both bathrooms have been completely renovated with luxury finishes, including custom solid wood cabinetry throughout. The serene primary suite features an elegant marble tiled bathroom, creating a spa like retreat. Step outside to your own private tropical oasis. The resurfaced pool, new pool pump, and expansive travertine patios in both the front and backyard create the perfect backdrop for relaxation or gatherings. The outdoor living experience is further enhanced by an outdoor shower, an expansive backyard patio designed for entertaining, a designated grill area, landscape lighting, and a fully fenced backyard for privacy. For added convenience, the property includes a dedicated 50-amp EV charger and is wired for a whole-house generator connection, ensuring modern functionality and peace of mind alongside its beautifully curated outdoor spaces. Lush tropical landscaping, a new irrigation system, and a new pool safety fence complete the thoughtfully curated outdoor spaces. For added confidence, both the home and pool sustained no damage during the recent hurricanes, a testament to the home’s quality construction and extensive renovations. Located just minutes from world famous Siesta Key Beach, exceptional dining, shopping, parks, and Sarasota’s vibrant cultural amenities, this move-in-ready home offers the perfect combination of luxury, location, and lifestyle. This is a rare opportunity to own a fully renovated Siesta Key home where every major improvement has already been completed—simply move in and enjoy island living at its finest. 3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Welcome to effortless island living in one of Siesta Key’s most sought-after family-friendly neighborhoods. Nestled on a quiet street, this beautifully reimagined three-bedroom, two-bathroom pool home offers exceptional quality, timeless finishes, and complete peace of mind. Completely renovated from the studs between 2021 and 2023, every major system and finish has been thoughtfully updated, creating a truly turnkey residence where every detail has already been done. Built with solid concrete block construction, the home features a new metal roof, impact-rated windows and garage door, all-new electrical, new plumbing with PEX water lines, new drain lines and relined sewer lines, new HVAC ductwork, new flooring throughout, and new interior doors. At the heart of the home is a designer kitchen featuring custom solid wood cabinetry, stunning quartzite countertops, and a premium Thermador Professional appliance package. The open layout flows seamlessly into the living and dining spaces, making it ideal for both everyday living and entertaining. Both bathrooms have been completely renovated with luxury finishes, including custom solid wood cabinetry throughout. The serene primary suite features an elegant marble tiled bathroom, creating a spa like retreat. Step outside to your own private tropical oasis. The resurfaced pool, new pool pump, and expansive travertine patios in both the front and backyard create the perfect backdrop for relaxation or gatherings. The outdoor living experience is further enhanced by an outdoor shower, an expansive backyard patio designed for entertaining, a designated grill area, landscape lighting, and a fully fenced backyard for privacy. For added convenience, the property includes a dedicated 50-amp EV charger and is wired for a whole-house generator connection, ensuring modern functionality and peace of mind alongside its beautifully curated outdoor spaces. Lush tropical landscaping, a new irrigation system, and a new pool safety fence complete the thoughtfully curated outdoor spaces. For added confidence, both the home and pool sustained no damage during the recent hurricanes, a testament to the home’s quality construction and extensive renovations. Located just minutes from world famous Siesta Key Beach, exceptional dining, shopping, parks, and Sarasota’s vibrant cultural amenities, this move-in-ready home offers the perfect combination of luxury, location, and lifestyle. This is a rare opportunity to own a fully renovated Siesta Key home where every major improvement has already been completed—simply move in and enjoy island living at its finest. 801 Edgemere Lane, Sarasota
$1,589,000 Welcome to Dolphin Bay, one of Siesta Key's premier waterfront communities, where luxury coastal living meets breathtaking scenery. This beautifully maintained 2-bedroom, 2-bath residence offers 2,217 square feet of thoughtfully designed living space with panoramic views of the Intracoastal Waterway, downtown Sarasota, and beyond. Filled with natural light, the open-concept floor plan was designed to maximize the spectacular waterfront views. Floor-to-ceiling windows create an inviting atmosphere where you can relax, entertain, and watch boats glide by as the Sarasota skyline transforms from sunrise to sunset. The spacious kitchen offers abundant cabinetry, generous counter space, Thermador appliances, and a breakfast area that opens seamlessly to the main living spaces, making everyday living and entertaining effortless. Wake up each morning to stunning water views from the luxurious primary suite, complete with a spacious walk-in closet and a spa-inspired en-suite bath featuring a large walk-in shower. The generously sized guest suite also features a large walk-in closet and is conveniently located adjacent to a full bath, providing exceptional comfort and privacy for family and guests. Life at Dolphin Bay extends far beyond your residence. Enjoy resort-style amenities including a pool and spa, Har-Tru tennis courts, fitness center, elegant clubhouse, kayak launch, fishing pier, and day dock with direct access to Sarasota Bay and the Gulf. Perfectly positioned just minutes from the award-winning white quartz sands of Siesta Key Beach, this exceptional residence also places you close to the restaurants, boutiques, and vibrant atmosphere of Siesta Key Village. A short drive brings you to downtown Sarasota, home to the Van Wezel Performing Arts Hall, Sarasota Opera House, The John and Mable Ringling Museum of Art, waterfront parks, fine dining, galleries, shopping, and year-round cultural events. Whether you're searching for a full-time waterfront residence, a seasonal retreat, or the ultimate Florida lifestyle, this exceptional Dolphin Bay residence offers the rare opportunity to enjoy luxury, boating, world-class beaches, and breathtaking waterfront views—all in one of Siesta Key's most desirable communities. 2 Beds ⋅ 2 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code Welcome to Dolphin Bay, one of Siesta Key's premier waterfront communities, where luxury coastal living meets breathtaking scenery. This beautifully maintained 2-bedroom, 2-bath residence offers 2,217 square feet of thoughtfully designed living space with panoramic views of the Intracoastal Waterway, downtown Sarasota, and beyond. Filled with natural light, the open-concept floor plan was designed to maximize the spectacular waterfront views. Floor-to-ceiling windows create an inviting atmosphere where you can relax, entertain, and watch boats glide by as the Sarasota skyline transforms from sunrise to sunset. The spacious kitchen offers abundant cabinetry, generous counter space, Thermador appliances, and a breakfast area that opens seamlessly to the main living spaces, making everyday living and entertaining effortless. Wake up each morning to stunning water views from the luxurious primary suite, complete with a spacious walk-in closet and a spa-inspired en-suite bath featuring a large walk-in shower. The generously sized guest suite also features a large walk-in closet and is conveniently located adjacent to a full bath, providing exceptional comfort and privacy for family and guests. Life at Dolphin Bay extends far beyond your residence. Enjoy resort-style amenities including a pool and spa, Har-Tru tennis courts, fitness center, elegant clubhouse, kayak launch, fishing pier, and day dock with direct access to Sarasota Bay and the Gulf. Perfectly positioned just minutes from the award-winning white quartz sands of Siesta Key Beach, this exceptional residence also places you close to the restaurants, boutiques, and vibrant atmosphere of Siesta Key Village. A short drive brings you to downtown Sarasota, home to the Van Wezel Performing Arts Hall, Sarasota Opera House, The John and Mable Ringling Museum of Art, waterfront parks, fine dining, galleries, shopping, and year-round cultural events. Whether you're searching for a full-time waterfront residence, a seasonal retreat, or the ultimate Florida lifestyle, this exceptional Dolphin Bay residence offers the rare opportunity to enjoy luxury, boating, world-class beaches, and breathtaking waterfront views—all in one of Siesta Key's most desirable communities. 1280 Dolphin Bay Way Unit 402, Sarasota
$625,000 Turn-Key Furnished Villa in Aloha Kai – One of Siesta Key's Premier Beachfront Communities! Just steps from world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 1.5-bath villa offers the perfect combination of coastal living, rental potential, and investment opportunity. Whether you're searching for a vacation home, seasonal retreat, full-time residence, or income-producing property, this move-in-ready villa is a must-see. Recent updates include a metal roof (2020), impact-rated windows and front door, 200-amp electrical service, 2023 water heater, and an updated kitchen with newer cabinetry, countertops, and appliances. Offered turn-key furnished for immediate enjoyment or rental. Following Hurricane Milton, the first floor underwent professional remediation, including a fully permitted renovation and independent mold testing with negative results. Documentation is available. Aloha Kai offers private deeded beach access, a heated Olympic-size pool, clubhouse, shuffleboard, tropical landscaping, and on-site management. Short-term rentals are permitted, making this an attractive opportunity for personal use or investment (subject to association rules). Conveniently located near Siesta Key Village, waterfront dining, shopping, boating, and downtown Sarasota. Buyer shall independently verify all room dimensions, rental restrictions, association rules, and all other information deemed material during the due diligence period. 2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code Turn-Key Furnished Villa in Aloha Kai – One of Siesta Key's Premier Beachfront Communities! Just steps from world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 1.5-bath villa offers the perfect combination of coastal living, rental potential, and investment opportunity. Whether you're searching for a vacation home, seasonal retreat, full-time residence, or income-producing property, this move-in-ready villa is a must-see. Recent updates include a metal roof (2020), impact-rated windows and front door, 200-amp electrical service, 2023 water heater, and an updated kitchen with newer cabinetry, countertops, and appliances. Offered turn-key furnished for immediate enjoyment or rental. Following Hurricane Milton, the first floor underwent professional remediation, including a fully permitted renovation and independent mold testing with negative results. Documentation is available. Aloha Kai offers private deeded beach access, a heated Olympic-size pool, clubhouse, shuffleboard, tropical landscaping, and on-site management. Short-term rentals are permitted, making this an attractive opportunity for personal use or investment (subject to association rules). Conveniently located near Siesta Key Village, waterfront dining, shopping, boating, and downtown Sarasota. Buyer shall independently verify all room dimensions, rental restrictions, association rules, and all other information deemed material during the due diligence period. 6020 Midnight Pass Road Unit 49, Sarasota
$2,895,000 There Is Only One. Crescent Beach House was purpose-built for a different kind of ownership experience. One where beach days, family gatherings, and investment performance can coexist under the same roof. Positioned in one of Siesta Key's most enduring vacation corridors, this is the type of property people return to year after year, and increasingly, seek to own. Sited at the mouth of the Point of Rocks’ beach access located at the end of the street, Crescent Beach House is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, and expansive indoor-outdoor living spaces designed to accommodate large groups with ease. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment performance. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request. 5 Beds ⋅ 7 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code There Is Only One. Crescent Beach House was purpose-built for a different kind of ownership experience. One where beach days, family gatherings, and investment performance can coexist under the same roof. Positioned in one of Siesta Key's most enduring vacation corridors, this is the type of property people return to year after year, and increasingly, seek to own. Sited at the mouth of the Point of Rocks’ beach access located at the end of the street, Crescent Beach House is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, and expansive indoor-outdoor living spaces designed to accommodate large groups with ease. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment performance. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request. Sarasota
$2,895,000 There Is Only One. Point of Rocks. Crescent Beach. Captain Curt's. For generations, this stretch of Siesta Key has attracted families, vacationers, and investors alike, and that demand has endured year after year for what seems to be one simple reason: people never seem to stop coming back. Positioned just moments from beach access located at the end of the street, Point of Rocks is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, waterslide, and expansive indoor-outdoor living spaces designed to accommodate up to fourteen guests. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment potential. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request. 5 Beds ⋅ 7 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code There Is Only One. Point of Rocks. Crescent Beach. Captain Curt's. For generations, this stretch of Siesta Key has attracted families, vacationers, and investors alike, and that demand has endured year after year for what seems to be one simple reason: people never seem to stop coming back. Positioned just moments from beach access located at the end of the street, Point of Rocks is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, waterslide, and expansive indoor-outdoor living spaces designed to accommodate up to fourteen guests. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment potential. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request. 6910 Midnight Pass Road Unit B, Sarasota
$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. 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
$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
$1,149,000 Turnkey-furnished and move-in ready, experience the ultimate coastal lifestyle in this beautifully maintained beachfront condo located on the beautiful, world-famous Siesta Key. Enjoy the soft, white sand of Crescent beach, with a Beach Attendant managing a 200 ft section of private beach. Whether you’re searching for a full-time residence, seasonal getaway, or income-producing investment property, this luxury condo offers the perfect blend of comfort, convenience, and breathtaking Gulf views. Enjoy relaxing mornings and stunning sunsets from your private screened balcony overlooking the sparkling heated pool, tropical courtyard, and turquoise waters of the Gulf of Mexico. Inside, the condo features an open and airy floor plan filled with natural light, tile flooring throughout the main living areas, and tasteful coastal finishes. The kitchen offers ample cabinetry, stainless steel appliances, recessed lighting, tray ceiling detail, and space for entertaining guests with a breakfast bar & dining area. The spacious primary suite provides a peaceful retreat with pool view, plantation shutters and sliding doors that open to the balcony. The ensuite has been updated with dual granite vanities, large walk-in shower and abundant storage. Open the sliders to the balcony for a seamless indoor-outdoor living experience. Residents and guests enjoy resort-style amenities including a beachfront heated pool, direct private beach access with free beach lounge chairs, option to rent an umbrella or cabana, beautifully maintained grounds, covered parking, grills and lighted tennis / pickleball courts. This condo also offers excellent rental potential, making it a fantastic opportunity for investors seeking vacation rental income in one of Florida’s most desirable beach destinations. Ideally located, walk to restaurants, bars, grocery, boat/bike/kayak/jet ski rentals, gift shops and more! Wake up to the beautiful beach & ocean views, where every day feels like a vacation! 2 Beds ⋅ 2 Baths ⋅ Siesta Breakers SubDv. ⋅ 34242 Zip Code Turnkey-furnished and move-in ready, experience the ultimate coastal lifestyle in this beautifully maintained beachfront condo located on the beautiful, world-famous Siesta Key. Enjoy the soft, white sand of Crescent beach, with a Beach Attendant managing a 200 ft section of private beach. Whether you’re searching for a full-time residence, seasonal getaway, or income-producing investment property, this luxury condo offers the perfect blend of comfort, convenience, and breathtaking Gulf views. Enjoy relaxing mornings and stunning sunsets from your private screened balcony overlooking the sparkling heated pool, tropical courtyard, and turquoise waters of the Gulf of Mexico. Inside, the condo features an open and airy floor plan filled with natural light, tile flooring throughout the main living areas, and tasteful coastal finishes. The kitchen offers ample cabinetry, stainless steel appliances, recessed lighting, tray ceiling detail, and space for entertaining guests with a breakfast bar & dining area. The spacious primary suite provides a peaceful retreat with pool view, plantation shutters and sliding doors that open to the balcony. The ensuite has been updated with dual granite vanities, large walk-in shower and abundant storage. Open the sliders to the balcony for a seamless indoor-outdoor living experience. Residents and guests enjoy resort-style amenities including a beachfront heated pool, direct private beach access with free beach lounge chairs, option to rent an umbrella or cabana, beautifully maintained grounds, covered parking, grills and lighted tennis / pickleball courts. This condo also offers excellent rental potential, making it a fantastic opportunity for investors seeking vacation rental income in one of Florida’s most desirable beach destinations. Ideally located, walk to restaurants, bars, grocery, boat/bike/kayak/jet ski rentals, gift shops and more! Wake up to the beautiful beach & ocean views, where every day feels like a vacation! 6480 Midnight Pass Road Unit 503, 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
$2,550,000 The Newest Boutique Gulf-Front Community on South Siesta Key with Proven Rental Performance Experience luxury beachfront living with the added benefit of documented rental income at Ten35 Seaside. This beautifully appointed 2-bedroom, 2.5-bath Gulf-front residence has generated over $164,800 in gross rental income, with more than $101,000 already recorded in 2026, offering a rare opportunity to enjoy an exceptional coastal lifestyle while helping offset ownership costs. The open floor plan features Wolf and Sub-Zero appliances, custom cabinetry, designer finishes, and expansive sliding glass doors opening to a private terrace. The spacious primary suite includes a spa-inspired bath and walk-in closet, while the guest suite with custom built-in bunk beds adds flexibility for family, guests, or vacation rentals. Enjoy private beach access, a Gulf-front pool and spa, fitness center, private cabanas, and the convenience of being just minutes from Siesta Key Village, dining, shopping, and downtown Sarasota. Whether you're seeking a luxury beachfront residence, vacation home, second home, or income-producing investment property, Ten35 Seaside offers one of the strongest combinations of boutique Gulf-front living and proven rental performance on Siesta Key. Buyer to independently verify rental policies, income history, room dimensions, HOA information, and all property details. 2 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code The Newest Boutique Gulf-Front Community on South Siesta Key with Proven Rental Performance Experience luxury beachfront living with the added benefit of documented rental income at Ten35 Seaside. This beautifully appointed 2-bedroom, 2.5-bath Gulf-front residence has generated over $164,800 in gross rental income, with more than $101,000 already recorded in 2026, offering a rare opportunity to enjoy an exceptional coastal lifestyle while helping offset ownership costs. The open floor plan features Wolf and Sub-Zero appliances, custom cabinetry, designer finishes, and expansive sliding glass doors opening to a private terrace. The spacious primary suite includes a spa-inspired bath and walk-in closet, while the guest suite with custom built-in bunk beds adds flexibility for family, guests, or vacation rentals. Enjoy private beach access, a Gulf-front pool and spa, fitness center, private cabanas, and the convenience of being just minutes from Siesta Key Village, dining, shopping, and downtown Sarasota. Whether you're seeking a luxury beachfront residence, vacation home, second home, or income-producing investment property, Ten35 Seaside offers one of the strongest combinations of boutique Gulf-front living and proven rental performance on Siesta Key. Buyer to independently verify rental policies, income history, room dimensions, HOA information, and all property details. 1035 Seaside Drive Unit 308, Sarasota
$370,000 Experience the best of Siesta Key living in this 55+ waterfront community at Siesta Harbor, featuring DEEDED BEACH ACCESS, beautiful WATER VIEWS and BOATING ACCESS with available slips. This well-maintained 2-bedroom, 2-bath condo overlooks a deep-water canal along the Intracoastal Waterway, with tranquil views from the living room, primary suite, and screened lanai. Offering one of the lowest-priced condos in the community, this residence presents a fantastic INVESTMENT OPPORTUNITY—enjoy it as-is or update to your personal style over time. Siesta Harbor is known for its active lifestyle and amenities, including a heated pool, spa, clubhouse, shuffleboard, barbecue area, and fishing dock. Boating enthusiasts will appreciate the option for boat slips accommodating up to approximately 30 feet (subject to availability and nominal fees). Ideally located with easy on/off island access, plus trolley and SCAT transportation nearby, and close to dining, shopping, and all that Siesta Key has to offer—this is coastal living made simple. Just steps away, enjoy Siesta Key Beach—consistently ranked among the top beaches in the world for its powdery white quartz sand and crystal-clear Gulf waters. And at the end of your day, take the convenient and free trolley to explore the nearby Siesta Key Village, filled with charming boutiques, casual and fine dining, and lively island atmosphere that perfectly captures the spirit of coastal living. 2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code Experience the best of Siesta Key living in this 55+ waterfront community at Siesta Harbor, featuring DEEDED BEACH ACCESS, beautiful WATER VIEWS and BOATING ACCESS with available slips. This well-maintained 2-bedroom, 2-bath condo overlooks a deep-water canal along the Intracoastal Waterway, with tranquil views from the living room, primary suite, and screened lanai. Offering one of the lowest-priced condos in the community, this residence presents a fantastic INVESTMENT OPPORTUNITY—enjoy it as-is or update to your personal style over time. Siesta Harbor is known for its active lifestyle and amenities, including a heated pool, spa, clubhouse, shuffleboard, barbecue area, and fishing dock. Boating enthusiasts will appreciate the option for boat slips accommodating up to approximately 30 feet (subject to availability and nominal fees). Ideally located with easy on/off island access, plus trolley and SCAT transportation nearby, and close to dining, shopping, and all that Siesta Key has to offer—this is coastal living made simple. Just steps away, enjoy Siesta Key Beach—consistently ranked among the top beaches in the world for its powdery white quartz sand and crystal-clear Gulf waters. And at the end of your day, take the convenient and free trolley to explore the nearby Siesta Key Village, filled with charming boutiques, casual and fine dining, and lively island atmosphere that perfectly captures the spirit of coastal living. 1257 S Portofino Drive Unit 203, Sarasota
$1,425,000 Nestled in one of Siesta Key’s most sought-after neighborhoods, this beautifully updated tropical retreat offers the perfect blend of coastal charm, modern comfort, and an active waterfront lifestyle. Whether you’re searching for a full-time residence or a private vacation escape, this home delivers an exceptional opportunity in an unbeatable location—just under a mile from the world-renowned white quartz sands of Siesta Key Beach. Set on a tropically landscaped low maintenance lot, the home has been thoughtfully updated to create a light, inviting interior centered around a modernized kitchen. A generously sized island anchors the space, serving as the heart of the home, ideal for entertaining family and friends. The open dining area overlooks the newer heated saltwater pool and screened enclosure, creating a seamless indoor-outdoor flow for relaxed coastal living. Evenings here are unforgettable, whether enjoying dinner al fresco or taking a moonlit swim beneath the warm tropical sky. The residence offers three spacious bedrooms, including a flexible guest room with a Murphy bed, allowing for both everyday comfort and effortless hosting. An additional office space off the pool area also features a Murphy bed, providing even more versatility for guests or extended stays.What truly sets this property apart is its connection to nature and the water. A charming boardwalk travels through lush mangroves, leading to your private dock perfect for launching kayaks and exploring the serene waters of the Bayside Club estuary. From here, you’ll enjoy quick access to the Intracoastal Waterway and beyond, opening the door to endless days of coastal adventure. All of this natural beauty comes with the assurance that this home had no damage nor flooding from previous storms. Offered with timely occupancy, this is a rare opportunity to secure your place in one of Siesta Key’s most desirable enclaves and begin enjoying the best of island living without delay for this summer. 3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Nestled in one of Siesta Key’s most sought-after neighborhoods, this beautifully updated tropical retreat offers the perfect blend of coastal charm, modern comfort, and an active waterfront lifestyle. Whether you’re searching for a full-time residence or a private vacation escape, this home delivers an exceptional opportunity in an unbeatable location—just under a mile from the world-renowned white quartz sands of Siesta Key Beach. Set on a tropically landscaped low maintenance lot, the home has been thoughtfully updated to create a light, inviting interior centered around a modernized kitchen. A generously sized island anchors the space, serving as the heart of the home, ideal for entertaining family and friends. The open dining area overlooks the newer heated saltwater pool and screened enclosure, creating a seamless indoor-outdoor flow for relaxed coastal living. Evenings here are unforgettable, whether enjoying dinner al fresco or taking a moonlit swim beneath the warm tropical sky. The residence offers three spacious bedrooms, including a flexible guest room with a Murphy bed, allowing for both everyday comfort and effortless hosting. An additional office space off the pool area also features a Murphy bed, providing even more versatility for guests or extended stays.What truly sets this property apart is its connection to nature and the water. A charming boardwalk travels through lush mangroves, leading to your private dock perfect for launching kayaks and exploring the serene waters of the Bayside Club estuary. From here, you’ll enjoy quick access to the Intracoastal Waterway and beyond, opening the door to endless days of coastal adventure. All of this natural beauty comes with the assurance that this home had no damage nor flooding from previous storms. Offered with timely occupancy, this is a rare opportunity to secure your place in one of Siesta Key’s most desirable enclaves and begin enjoying the best of island living without delay for this summer. 704 Tropical Circle, Sarasota
$2,200,000 Price Reduced! Spacious island living, strong weekly rental income, and a prime north Siesta Key location come together in this beautifully maintained 5-bedroom, 3-bath furnished home just steps from beach access No. 1 at Shell Road on Big Pass. Built above base flood elevation of 11 feet, this property offers a valuable advantage on Siesta Key, along with the comfort, privacy, and usability today’s buyers are looking for. Fully gated and walled, the home sits on a generous lot surrounded by lush tropical landscaping, with an oversized 3-car garage and large paver driveway providing ample space for vehicles, beach gear, and a golf cart. Inside, the home offers large, open living spaces ideal for gathering and entertaining, featuring 12-foot ceilings, crown molding, arched openings, travertine flooring, and a spacious living room with gas fireplace. The kitchen includes stainless steel appliances, oak cabinetry, a breakfast nook overlooking the backyard oasis, and easy flow to the separate dining area and main living spaces. French doors open to a large terrace overlooking the tropical backyard, while an additional side terrace offers a private place to relax. The main-floor primary suite is a standout, offering direct terrace access, an oversized bedroom, two walk-in closets, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional bedrooms and a full bath are also located on the first floor, creating a functional and flexible layout. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with beverage fridge provide an ideal retreat for visitors, with one bedroom opening to a private terrace overlooking the backyard. Designed for indoor-outdoor island living, the backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard offers extra space for pets or outdoor enjoyment. Offered turn-key furnished, with a five-bedroom layout, generous lot size, multiple terraces, abundant storage, central vacuum, and expected 2026 rental income of $190,000. This home is an outstanding opportunity for those seeking a private Siesta Key retreat, income-producing investment, or both. Ideally located near world-renowned Siesta Key Beach and just a short drive to downtown Sarasota’s restaurants, shopping, and cultural attractions, this property offers the best of island living with convenience, comfort, and flexibility. 5 Beds ⋅ 3 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code Price Reduced! Spacious island living, strong weekly rental income, and a prime north Siesta Key location come together in this beautifully maintained 5-bedroom, 3-bath furnished home just steps from beach access No. 1 at Shell Road on Big Pass. Built above base flood elevation of 11 feet, this property offers a valuable advantage on Siesta Key, along with the comfort, privacy, and usability today’s buyers are looking for. Fully gated and walled, the home sits on a generous lot surrounded by lush tropical landscaping, with an oversized 3-car garage and large paver driveway providing ample space for vehicles, beach gear, and a golf cart. Inside, the home offers large, open living spaces ideal for gathering and entertaining, featuring 12-foot ceilings, crown molding, arched openings, travertine flooring, and a spacious living room with gas fireplace. The kitchen includes stainless steel appliances, oak cabinetry, a breakfast nook overlooking the backyard oasis, and easy flow to the separate dining area and main living spaces. French doors open to a large terrace overlooking the tropical backyard, while an additional side terrace offers a private place to relax. The main-floor primary suite is a standout, offering direct terrace access, an oversized bedroom, two walk-in closets, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional bedrooms and a full bath are also located on the first floor, creating a functional and flexible layout. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with beverage fridge provide an ideal retreat for visitors, with one bedroom opening to a private terrace overlooking the backyard. Designed for indoor-outdoor island living, the backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard offers extra space for pets or outdoor enjoyment. Offered turn-key furnished, with a five-bedroom layout, generous lot size, multiple terraces, abundant storage, central vacuum, and expected 2026 rental income of $190,000. This home is an outstanding opportunity for those seeking a private Siesta Key retreat, income-producing investment, or both. Ideally located near world-renowned Siesta Key Beach and just a short drive to downtown Sarasota’s restaurants, shopping, and cultural attractions, this property offers the best of island living with convenience, comfort, and flexibility. 3508 La Paloma Avenue, Sarasota
$1,350,000 You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs features a private 1BR/1BA suite with living area, kitchenette, as well as a separate laundry closet—perfect for guests or income potential. Designer finishes throughout, LVT flooring, and a chef’s kitchen with 10’ quartzite waterfall island, custom cabinetry, and premium stainless appliances including Fisher & Paykel refrigerator and GE Profile induction range. The Spacious primary suite with deck/pool access offers a custom walk-in closet and spa-style bath featuring dual vanities, freestanding tub, and separate shower. Updated secondary bath, stacked washer/dryer, and generous storage. Outdoor living shines with Trex-decked patios, oversized screened pool enclosure, travertine pavers, covered lanai, and heated resort-style pool as well as new hot tub. The Custom Siesta Key Mural adds a little fun to the space as well! Fully fenced yard with tropical landscaping for added privacy. Extensive updates include newer roof, electrical, plumbing, AC, pool heater, appliances, Hardie board siding, interior/exterior paint, LED lighting, epoxy-finished garage and paver driveway. Minutes to Siesta Key Village dining, shopping, and beaches. Do not miss your chance to have your Move-in ready coastal retreat -meticulously maintained and designed for effortless Siesta Key living. All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees 3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs features a private 1BR/1BA suite with living area, kitchenette, as well as a separate laundry closet—perfect for guests or income potential. Designer finishes throughout, LVT flooring, and a chef’s kitchen with 10’ quartzite waterfall island, custom cabinetry, and premium stainless appliances including Fisher & Paykel refrigerator and GE Profile induction range. The Spacious primary suite with deck/pool access offers a custom walk-in closet and spa-style bath featuring dual vanities, freestanding tub, and separate shower. Updated secondary bath, stacked washer/dryer, and generous storage. Outdoor living shines with Trex-decked patios, oversized screened pool enclosure, travertine pavers, covered lanai, and heated resort-style pool as well as new hot tub. The Custom Siesta Key Mural adds a little fun to the space as well! Fully fenced yard with tropical landscaping for added privacy. Extensive updates include newer roof, electrical, plumbing, AC, pool heater, appliances, Hardie board siding, interior/exterior paint, LED lighting, epoxy-finished garage and paver driveway. Minutes to Siesta Key Village dining, shopping, and beaches. Do not miss your chance to have your Move-in ready coastal retreat -meticulously maintained and designed for effortless Siesta Key living. All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees 4939 Commonwealth Drive, Sarasota
$1,700,000 If you’ve been searching for a fully renovated waterfront beach home on Siesta Key where everything has already been done for you, this is it. This beautifully updated 3-story coastal contemporary offers 4 bedrooms, 3 full baths, and 2,822 square feet of light-filled living space on a saltwater canal with quick access to the Intracoastal Waterway. From the updated composite dock and lift to the refreshed pool, pool deck, hurricane rated windows and doors, HVAC system, mosquito misting system, composite front and rear decking, turf, kitchen, baths, flooring, paint, and finishes — nearly every major component has been thoughtfully upgraded, giving you the rare opportunity to simply move in and enjoy without the surprise costs and renovation timelines that often come with island properties. For the boating enthusiast, the location is ideal: step out your back door, hop on your boat, and reach the Intracoastal in minutes with no marina fees and no hassle. Spend your mornings fishing, your afternoons at a waterfront restaurant, and your evenings cruising at sunset — all from your own private dock. For the seasonal owner, the home’s higher elevation and minimal storm impact history offer peace of mind, while the updated systems reduce maintenance concerns and make lock-and-leave ownership simple. Investors will appreciate the absence of HOA restrictions and the flexibility of one-month minimum rentals, opening the door to strong seasonal income potential in a market consistently ranked among Florida’s most desirable beach destinations. Large, fully-fenced, updated canal-front homes with boating access remain in limited supply, supporting both rental demand and long-term appreciation. Full-time residents will love the space and versatility of three levels, ideal for hosting guests or creating private retreats for family, the oversized driveway in addition to the garage, and the balance of privacy and proximity to everything Siesta Key offers. Inside, the home blends modern design with coastal warmth, featuring stainless steel appliances, solid stone countertops, large plank natural-tone wood flooring, oversized grey tile on the lower level, and a soft neutral palette that enhances natural light throughout. Open living spaces flow seamlessly to the outdoors, creating the perfect environment for entertaining or relaxed island living. The updated pool area feels like a private resort, surrounded by refreshed decking and low-maintenance turf, while expansive composite decks on both the front and rear of the home provide multiple spaces to gather, dine, and unwind. Bike to Siesta Key Village, reach the world-famous white sand beach in minutes, or cruise from your own dock whenever the mood strikes. Priced to sell and positioned as one of the best values for a fully updated canal-front home on Siesta Key, this property delivers lifestyle, flexibility, income potential, and long-term upside in one compelling coastal package. 4 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code If you’ve been searching for a fully renovated waterfront beach home on Siesta Key where everything has already been done for you, this is it. This beautifully updated 3-story coastal contemporary offers 4 bedrooms, 3 full baths, and 2,822 square feet of light-filled living space on a saltwater canal with quick access to the Intracoastal Waterway. From the updated composite dock and lift to the refreshed pool, pool deck, hurricane rated windows and doors, HVAC system, mosquito misting system, composite front and rear decking, turf, kitchen, baths, flooring, paint, and finishes — nearly every major component has been thoughtfully upgraded, giving you the rare opportunity to simply move in and enjoy without the surprise costs and renovation timelines that often come with island properties. For the boating enthusiast, the location is ideal: step out your back door, hop on your boat, and reach the Intracoastal in minutes with no marina fees and no hassle. Spend your mornings fishing, your afternoons at a waterfront restaurant, and your evenings cruising at sunset — all from your own private dock. For the seasonal owner, the home’s higher elevation and minimal storm impact history offer peace of mind, while the updated systems reduce maintenance concerns and make lock-and-leave ownership simple. Investors will appreciate the absence of HOA restrictions and the flexibility of one-month minimum rentals, opening the door to strong seasonal income potential in a market consistently ranked among Florida’s most desirable beach destinations. Large, fully-fenced, updated canal-front homes with boating access remain in limited supply, supporting both rental demand and long-term appreciation. Full-time residents will love the space and versatility of three levels, ideal for hosting guests or creating private retreats for family, the oversized driveway in addition to the garage, and the balance of privacy and proximity to everything Siesta Key offers. Inside, the home blends modern design with coastal warmth, featuring stainless steel appliances, solid stone countertops, large plank natural-tone wood flooring, oversized grey tile on the lower level, and a soft neutral palette that enhances natural light throughout. Open living spaces flow seamlessly to the outdoors, creating the perfect environment for entertaining or relaxed island living. The updated pool area feels like a private resort, surrounded by refreshed decking and low-maintenance turf, while expansive composite decks on both the front and rear of the home provide multiple spaces to gather, dine, and unwind. Bike to Siesta Key Village, reach the world-famous white sand beach in minutes, or cruise from your own dock whenever the mood strikes. Priced to sell and positioned as one of the best values for a fully updated canal-front home on Siesta Key, this property delivers lifestyle, flexibility, income potential, and long-term upside in one compelling coastal package. 5119 Oxford Drive, Sarasota
$2,800,000 Pre-Construction. To be built. Dreaming of building a brand-new home on Siesta Key but not sure where to start? Have you ever built a bonfire on the beach and had 50 of your closest family and friends over for a beach party? This happens no where else on Siesta Key. Residents in the neighborhood enjoy the unique privilege of crossing Heron Lagoon via a private bridge to the sands of Siesta Key beach. There’s a cabana for storing your beach chairs, kayaks and water toys. It’s a one minute walk from your front door to the bridge and another minute to cross it! Here's an opportunity to build your dream home on a pristine, oversized lot nestled on the quiet end of Siesta Key. At this lot the hard work has already been done for you. This to-be-built coastal residence has been thoughtfully designed as a 4-bedroom, 4.5-bath home with a den and club room and an experienced builder is already secured. All that's left is for you to personalize the finishes and make it distinctly yours. This exceptional lot offers unparalleled privacy, lush natural surroundings on an expansive corner parcel. Only minutes to restaurants, a marina to house your boat, and beautiful Turtle Beach where you can walk to newly opened Midnight Pass. The previous structure has been removed, and a clean slate is waiting for your vision. Use the Showing Time button to schedule your visit today. This is your opportunity to step into the Siesta Key lifestyle with a custom home already in motion, without the typical delays of starting from scratch. Schedule your visit and walk the property to experience the location firsthand. Property is also being sold as land only. 4 Beds ⋅ 5 Baths ⋅ Heron Lagoon Lodges SubDv. ⋅ 34242 Zip Code Pre-Construction. To be built. Dreaming of building a brand-new home on Siesta Key but not sure where to start? Have you ever built a bonfire on the beach and had 50 of your closest family and friends over for a beach party? This happens no where else on Siesta Key. Residents in the neighborhood enjoy the unique privilege of crossing Heron Lagoon via a private bridge to the sands of Siesta Key beach. There’s a cabana for storing your beach chairs, kayaks and water toys. It’s a one minute walk from your front door to the bridge and another minute to cross it! Here's an opportunity to build your dream home on a pristine, oversized lot nestled on the quiet end of Siesta Key. At this lot the hard work has already been done for you. This to-be-built coastal residence has been thoughtfully designed as a 4-bedroom, 4.5-bath home with a den and club room and an experienced builder is already secured. All that's left is for you to personalize the finishes and make it distinctly yours. This exceptional lot offers unparalleled privacy, lush natural surroundings on an expansive corner parcel. Only minutes to restaurants, a marina to house your boat, and beautiful Turtle Beach where you can walk to newly opened Midnight Pass. The previous structure has been removed, and a clean slate is waiting for your vision. Use the Showing Time button to schedule your visit today. This is your opportunity to step into the Siesta Key lifestyle with a custom home already in motion, without the typical delays of starting from scratch. Schedule your visit and walk the property to experience the location firsthand. Property is also being sold as land only. 8504 Heron Lagoon Circle, Sarasota
$1,175,000 Restore a piece of architectural history or build your dream home on this prime waterfront lot on Bay Island, the gateway to Siesta Key and one of the island’s exclusive communities. Designed by renowned architect Ben Baldwin, a leading figure in the Mid-Century Modern movement, this residence offers timeless design and exceptional potential. The existing 3,321-square-foot concrete block home features 14 glass sliders, skylights and serene views of bamboo, palms and the lagoon. Baldwin’s vision of light, scale and nature is intact—awaiting restoration after flood remediation. The property includes an 11,458=-square-foot corner lot with lush landscaping, a tranquil lagoon/canal with easy bay access, and a detached space once used as a professional darkroom—ideal for conversion to a guest suite. Featured in the February 2024 issue of Key Life Magazine. In the City of Sarasota limits, an excellent investment with seven-day minimum rental period. Minutes to Siesta Key Beach, Siesta Village and Sarasota’s mainland. This is the lowest-priced waterfront home in Bay Island, offering a rare opportunity to own and restore a Sarasota architectural treasure. 3 Beds ⋅ 3 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code Restore a piece of architectural history or build your dream home on this prime waterfront lot on Bay Island, the gateway to Siesta Key and one of the island’s exclusive communities. Designed by renowned architect Ben Baldwin, a leading figure in the Mid-Century Modern movement, this residence offers timeless design and exceptional potential. The existing 3,321-square-foot concrete block home features 14 glass sliders, skylights and serene views of bamboo, palms and the lagoon. Baldwin’s vision of light, scale and nature is intact—awaiting restoration after flood remediation. The property includes an 11,458=-square-foot corner lot with lush landscaping, a tranquil lagoon/canal with easy bay access, and a detached space once used as a professional darkroom—ideal for conversion to a guest suite. Featured in the February 2024 issue of Key Life Magazine. In the City of Sarasota limits, an excellent investment with seven-day minimum rental period. Minutes to Siesta Key Beach, Siesta Village and Sarasota’s mainland. This is the lowest-priced waterfront home in Bay Island, offering a rare opportunity to own and restore a Sarasota architectural treasure. 3721 Flamingo Avenue, Sarasota
$1,950,000 PRICE REDUCED! ONLY A 5 MINUTE STROLL TO SIESTA KEY BEACH (beach access 11)— WATERFRONT GRAND CANAL HOME! PROPERTY HIGHLIGHTS: Prime Siesta Key Waterfront! Close to the beach, this fully renovated canal-front home sits on 13,126 sq ft (2.5 buildable lots) with direct water access. Currently a turnkey, short-term rental–approved vacation property, it offers excellent income potential or the opportunity to develop two luxury homes. Sold fully furnished, with many new upgrades throughout. A rare investment in an unbeatable location! KEY FEATURES: • 125’ of Grand Canal Waterfront – Boat, fish, kayak, or relax by the water. Includes private dock, pool, hot tub, and spacious outdoor deck ideal for entertaining • Fully Renovated in 2025 – Recent 2025 updates throughout this 2,010 SF home (2,775 SF total) featuring 3 bedrooms, 2 full baths, vaulted ceilings, spacious great room, fireplace, dining area, enclosed lanai with water views, 2 car garage, pool, hot tub, plenty of parking space, and an extra parking area to keep a boat • Turn-Key Ready – Move in today! Optional full furnishings include: furniture, bikes, kayaks, beach chairs, linens, grill, stocked kitchen and more—perfect for immediate use or rental income, or both • Leisurely Stroll or Bike Everywhere on Siesta Key – Just a 5-minute stroll to Siesta Key beach, or a quick bike ride or very short distance to Siesta Key Village INVESTMENT OPPORTUNITIES – MULTIPLE USE OPTIONS: • Primary or Second Home – Enjoy the Florida lifestyle now • Vacation Rental Ready – Approved for weekly short-term rentals (documents available). Property has a successful 26+ year rental history with many return guests. Full furnishings available: turn-key ready • Rental Income Flexibility – Rent seasonally, monthly, or annually. Many 2026 reservations already on the books! Buyer has option to keep the current vacation rental business going! Keep some calendar dates open for your own personal use, and invite friends to visit! • Development Potential – Build two new homes on the 2.5 approved lots. Live in one, sell the other—or sell both for significant profit WHY THIS PROPERTY STANDS OUT! • Rare 2.5-Lot Parcel on Siesta Key’s most desirable Grand Canal—Only 5 minute stroll to Siesta Beach! • Unmatched combination of location, lifestyle, and investment opportunity • Beach + Boating lifestyle without compromise • Fully Renovated and Ready to Go! 3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code PRICE REDUCED! ONLY A 5 MINUTE STROLL TO SIESTA KEY BEACH (beach access 11)— WATERFRONT GRAND CANAL HOME! PROPERTY HIGHLIGHTS: Prime Siesta Key Waterfront! Close to the beach, this fully renovated canal-front home sits on 13,126 sq ft (2.5 buildable lots) with direct water access. Currently a turnkey, short-term rental–approved vacation property, it offers excellent income potential or the opportunity to develop two luxury homes. Sold fully furnished, with many new upgrades throughout. A rare investment in an unbeatable location! KEY FEATURES: • 125’ of Grand Canal Waterfront – Boat, fish, kayak, or relax by the water. Includes private dock, pool, hot tub, and spacious outdoor deck ideal for entertaining • Fully Renovated in 2025 – Recent 2025 updates throughout this 2,010 SF home (2,775 SF total) featuring 3 bedrooms, 2 full baths, vaulted ceilings, spacious great room, fireplace, dining area, enclosed lanai with water views, 2 car garage, pool, hot tub, plenty of parking space, and an extra parking area to keep a boat • Turn-Key Ready – Move in today! Optional full furnishings include: furniture, bikes, kayaks, beach chairs, linens, grill, stocked kitchen and more—perfect for immediate use or rental income, or both • Leisurely Stroll or Bike Everywhere on Siesta Key – Just a 5-minute stroll to Siesta Key beach, or a quick bike ride or very short distance to Siesta Key Village INVESTMENT OPPORTUNITIES – MULTIPLE USE OPTIONS: • Primary or Second Home – Enjoy the Florida lifestyle now • Vacation Rental Ready – Approved for weekly short-term rentals (documents available). Property has a successful 26+ year rental history with many return guests. Full furnishings available: turn-key ready • Rental Income Flexibility – Rent seasonally, monthly, or annually. Many 2026 reservations already on the books! Buyer has option to keep the current vacation rental business going! Keep some calendar dates open for your own personal use, and invite friends to visit! • Development Potential – Build two new homes on the 2.5 approved lots. Live in one, sell the other—or sell both for significant profit WHY THIS PROPERTY STANDS OUT! • Rare 2.5-Lot Parcel on Siesta Key’s most desirable Grand Canal—Only 5 minute stroll to Siesta Beach! • Unmatched combination of location, lifestyle, and investment opportunity • Beach + Boating lifestyle without compromise • Fully Renovated and Ready to Go! 5430 Avenida Del Mare, Sarasota
$4,750,000 Discover an unparalleled opportunity to build your dream estate in one of Siesta Key’s most exclusive and private Gulf-front enclaves. Welcome to 8440 Sanderling Road—an extraordinary homesite located within the prestigious, guard-gated Sanderling Club. Spanning over an acre and offering approximately 275 feet of direct beachfront along the Gulf of Mexico, this rare property is a true slice of paradise. Positioned on a pristine stretch of tropical Siesta Key beach and backed by the tranquil waters of Heron Lagoon, the lot also includes a kayak launch for private water access to the lagoon. Its unique positioning offers both expansive Gulf views and the peaceful serenity of lagoon frontage, creating a setting that’s as rare as it is breathtaking. Sanderling Club residents enjoy unmatched privacy, tropical beauty, and access to exclusive community amenities including a bayside marina, tennis courts, and 24-hour security. As a volunteer site for the Mote Marine Turtle Preservation Program, the property also plays a quiet role in local conservation efforts. Whether you envision a modern architectural statement or a secluded coastal retreat, this Gulf-to-lagoon homesite provides the canvas for a one-of-a-kind legacy property on Siesta Key. Sanderling Club SubDv. ⋅ 34242 Zip Code Discover an unparalleled opportunity to build your dream estate in one of Siesta Key’s most exclusive and private Gulf-front enclaves. Welcome to 8440 Sanderling Road—an extraordinary homesite located within the prestigious, guard-gated Sanderling Club. Spanning over an acre and offering approximately 275 feet of direct beachfront along the Gulf of Mexico, this rare property is a true slice of paradise. Positioned on a pristine stretch of tropical Siesta Key beach and backed by the tranquil waters of Heron Lagoon, the lot also includes a kayak launch for private water access to the lagoon. Its unique positioning offers both expansive Gulf views and the peaceful serenity of lagoon frontage, creating a setting that’s as rare as it is breathtaking. Sanderling Club residents enjoy unmatched privacy, tropical beauty, and access to exclusive community amenities including a bayside marina, tennis courts, and 24-hour security. As a volunteer site for the Mote Marine Turtle Preservation Program, the property also plays a quiet role in local conservation efforts. Whether you envision a modern architectural statement or a secluded coastal retreat, this Gulf-to-lagoon homesite provides the canvas for a one-of-a-kind legacy property on Siesta Key. 8440 Sanderling Road, Sarasota
$3,500,000 Welcome to 1364 Point Crisp, a breathtaking waterfront home on one of the most private and interesting streets on Siesta Key. With only seven homes on this secluded section of road, you’ll enjoy peace, quiet, and incredible views of Little Sarasota Bay and the Intracoastal Waterway. Watch sailboats glide by or fishermen return from a great day out in the Gulf. This home is a boater’s dream, featuring a 16,000# boat lift and a 10,000# personal watercraft lift not to mention a separate day dock and kayak Launch in the back yard. The heated saltwater pool was custom built and features a spacious deck, and plenty of room to entertain family and friends. Relax on one of the two large second-floor balconies with an outdoor grill area and roll-down screens—perfect for enjoying a glass of wine while watching the sunset. Other features include: a 100KW Kohler commercial backup generator powered by natural gas, Impact-rated doors and windows, well water for irrigation and city water access at multiple points, including the dock. Six climate-controlled garage spaces plus tons of extra storage on the first level, with easy access to the backyard and pool. Inside, with an elevator serving all levels of the home, you’ll find 4 spacious bedrooms, 5 full bathrooms, and a modern kitchen with a Sub-Zero refrigerator, Thermador induction cooktop, and GE Monogram appliances. The wet bar includes a beverage fridge and extra storage—perfect for entertaining. This home has been meticulously maintained and offers countless hidden conveniences that make life easier. Don’t miss your chance to own this incredible waterfront retreat! 4 Beds ⋅ 5 Baths ⋅ Point Crisp SubDv. ⋅ 34242 Zip Code Welcome to 1364 Point Crisp, a breathtaking waterfront home on one of the most private and interesting streets on Siesta Key. With only seven homes on this secluded section of road, you’ll enjoy peace, quiet, and incredible views of Little Sarasota Bay and the Intracoastal Waterway. Watch sailboats glide by or fishermen return from a great day out in the Gulf. This home is a boater’s dream, featuring a 16,000# boat lift and a 10,000# personal watercraft lift not to mention a separate day dock and kayak Launch in the back yard. The heated saltwater pool was custom built and features a spacious deck, and plenty of room to entertain family and friends. Relax on one of the two large second-floor balconies with an outdoor grill area and roll-down screens—perfect for enjoying a glass of wine while watching the sunset. Other features include: a 100KW Kohler commercial backup generator powered by natural gas, Impact-rated doors and windows, well water for irrigation and city water access at multiple points, including the dock. Six climate-controlled garage spaces plus tons of extra storage on the first level, with easy access to the backyard and pool. Inside, with an elevator serving all levels of the home, you’ll find 4 spacious bedrooms, 5 full bathrooms, and a modern kitchen with a Sub-Zero refrigerator, Thermador induction cooktop, and GE Monogram appliances. The wet bar includes a beverage fridge and extra storage—perfect for entertaining. This home has been meticulously maintained and offers countless hidden conveniences that make life easier. Don’t miss your chance to own this incredible waterfront retreat! 1364 Point Crisp Road, Sarasota
$2,100,000 This gorgoeus home is being sold FULLY furnished, has a dedicated boat dock/lift, pool, private elevator, in a gated community! Somerset Cove is located on the coveted north end of the world-famous Siesta Key, in Sarasota, FL just a short distance to Shell Beach. This premier community, with only eleven (11) homes on property, is island living at its finest! As you pass through the electronic security gate, you'll immediately feel the tranquility of the beautifully landscaped grounds, complete with ponds, fountains, mature palms, and a private pool. Somerset Cove is situated on deep water Coconut Bayou, there are no bridges that lead directly to Sarasota Bay, the Intracoastal Waterway, and The Gulf. The property's living space, which is 12 feet above elevation, incurred no damage from recent hurricanes. Just beyond the community’s pool, your deeded dock with electric, water, and a 13,500lb lift awaits your boat! This 2,758 sq. ft., three (3)-bedroom, three and a half (3.5) bath townhome includes an extra large three-car garage and an 800 sq. ft. bonus room with an expansive patio. From the garage, the private elevator leads to the upper two floors of a stunningly upgraded and furnished living space. The vaulted two-story living room, with large windows and abundant sunlight, features a gas fireplace and picture frame TV, creating a welcoming environment for family and friends. The gourmet kitchen boasts a large quartz island with a Jenn-Air gas cooktop, new wine fridge, and ample counter and cabinet space. The adjoining eating area, sunlit dining room, and bar are perfect for entertaining. Just off the living room, a two-story lanai overlooks a private pond, offering a serene space to enjoy a cocktail or morning coffee. The main floor also hosts an en-suite bedroom that provides a view of the front pond and fountain, offering visitors their own private space. The third floor features the primary suite, overlooking the back pond and fountain, includes a large walk-in closet, dual sinks, a stand-alone soaking tub, private water closet, an extra-large shower and additional linen closet. The third floor also features another guest bedroom with an ensuite bath. Additionally, the main area on the third floor boasts a loft space with a pull-out couch, and workstation ideal for extended family and visitors. This community has made substantial investments, including new roofs, fresh exterior paint, and a well-maintained dock equipped with new electrical systems, a new pool pump, and a pool heater. The HOA fee covers wind and flood insurance along with grass cutting, landscaping, pool maintenance, dock electric and weekly refuse and recycling pickup. You will quickly realize how rare it is to find a turnkey furnished home of this quality among the private communities of Siesta Key. Set up an appointment today and don't let this incredible opportunity slip away! 3 Beds ⋅ 4 Baths ⋅ Somerset SubDv. ⋅ 34242 Zip Code This gorgoeus home is being sold FULLY furnished, has a dedicated boat dock/lift, pool, private elevator, in a gated community! Somerset Cove is located on the coveted north end of the world-famous Siesta Key, in Sarasota, FL just a short distance to Shell Beach. This premier community, with only eleven (11) homes on property, is island living at its finest! As you pass through the electronic security gate, you'll immediately feel the tranquility of the beautifully landscaped grounds, complete with ponds, fountains, mature palms, and a private pool. Somerset Cove is situated on deep water Coconut Bayou, there are no bridges that lead directly to Sarasota Bay, the Intracoastal Waterway, and The Gulf. The property's living space, which is 12 feet above elevation, incurred no damage from recent hurricanes. Just beyond the community’s pool, your deeded dock with electric, water, and a 13,500lb lift awaits your boat! This 2,758 sq. ft., three (3)-bedroom, three and a half (3.5) bath townhome includes an extra large three-car garage and an 800 sq. ft. bonus room with an expansive patio. From the garage, the private elevator leads to the upper two floors of a stunningly upgraded and furnished living space. The vaulted two-story living room, with large windows and abundant sunlight, features a gas fireplace and picture frame TV, creating a welcoming environment for family and friends. The gourmet kitchen boasts a large quartz island with a Jenn-Air gas cooktop, new wine fridge, and ample counter and cabinet space. The adjoining eating area, sunlit dining room, and bar are perfect for entertaining. Just off the living room, a two-story lanai overlooks a private pond, offering a serene space to enjoy a cocktail or morning coffee. The main floor also hosts an en-suite bedroom that provides a view of the front pond and fountain, offering visitors their own private space. The third floor features the primary suite, overlooking the back pond and fountain, includes a large walk-in closet, dual sinks, a stand-alone soaking tub, private water closet, an extra-large shower and additional linen closet. The third floor also features another guest bedroom with an ensuite bath. Additionally, the main area on the third floor boasts a loft space with a pull-out couch, and workstation ideal for extended family and visitors. This community has made substantial investments, including new roofs, fresh exterior paint, and a well-maintained dock equipped with new electrical systems, a new pool pump, and a pool heater. The HOA fee covers wind and flood insurance along with grass cutting, landscaping, pool maintenance, dock electric and weekly refuse and recycling pickup. You will quickly realize how rare it is to find a turnkey furnished home of this quality among the private communities of Siesta Key. Set up an appointment today and don't let this incredible opportunity slip away! 3927 Somerset Drive, Sarasota
$1,890,000 Experience the quintessential Siesta Key lifestyle in this enchanting waterfront home full of Florida charm. 5125 Oxford Road offers four bedrooms, four baths and a two-car garage. Along the Grand Canal beneath a lush canopy of trees, this multi-level retreat ideally balances charm, comfort and functionality. Step onto the covered front porch from the paver driveway and walk-up, and enter through an elegant front door into bright, open living spaces and hardwood floors that extend throughout the main areas. The great room, with its French doors leading to a porch, is a spacious retreat that flows seamlessly into the dining area, where a wall of windows creates a light-filled space ideal for gathering. The adjacent kitchen features a large island with seating, quartz countertops, white cabinetry, a white tile backsplash and white appliances. A versatile sunroom, used as an office, boasts walls of windows and wood floors, making it an ideal space for work or relaxation. Just outside the sunroom, a casual living space with built-ins offers additional functionality. The home’s thoughtful layout includes a guest bedroom with and full bathroom on the main floor, a second guest suite with a private bath on the second floor and the primary suite alongside a third guest bedroom on the third floor. The primary suite features built-in storage, wood floors and French doors opening to a private terrace with serene water views. Its spa-like bath includes a freestanding soaking tub, a glass walk-in shower, dual sinks and tile floors. Outdoors, a stone paver deck surrounds the pool and spa, creating an inviting space to relax and take in the water views. For boating enthusiasts, the private deep-water dock, equipped with water, electricity, recently replaced pilings and a 10,000-pound lift, offers direct access to Sarasota Bay, the Intracoastal Waterway and Gulf of Mexico. With its ideal location just moments from Siesta Key Village, the beach and downtown Sarasota, this home delivers an unparalleled blend of island living and modern convenience. 4 Beds ⋅ 4 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code Experience the quintessential Siesta Key lifestyle in this enchanting waterfront home full of Florida charm. 5125 Oxford Road offers four bedrooms, four baths and a two-car garage. Along the Grand Canal beneath a lush canopy of trees, this multi-level retreat ideally balances charm, comfort and functionality. Step onto the covered front porch from the paver driveway and walk-up, and enter through an elegant front door into bright, open living spaces and hardwood floors that extend throughout the main areas. The great room, with its French doors leading to a porch, is a spacious retreat that flows seamlessly into the dining area, where a wall of windows creates a light-filled space ideal for gathering. The adjacent kitchen features a large island with seating, quartz countertops, white cabinetry, a white tile backsplash and white appliances. A versatile sunroom, used as an office, boasts walls of windows and wood floors, making it an ideal space for work or relaxation. Just outside the sunroom, a casual living space with built-ins offers additional functionality. The home’s thoughtful layout includes a guest bedroom with and full bathroom on the main floor, a second guest suite with a private bath on the second floor and the primary suite alongside a third guest bedroom on the third floor. The primary suite features built-in storage, wood floors and French doors opening to a private terrace with serene water views. Its spa-like bath includes a freestanding soaking tub, a glass walk-in shower, dual sinks and tile floors. Outdoors, a stone paver deck surrounds the pool and spa, creating an inviting space to relax and take in the water views. For boating enthusiasts, the private deep-water dock, equipped with water, electricity, recently replaced pilings and a 10,000-pound lift, offers direct access to Sarasota Bay, the Intracoastal Waterway and Gulf of Mexico. With its ideal location just moments from Siesta Key Village, the beach and downtown Sarasota, this home delivers an unparalleled blend of island living and modern convenience. 5125 Oxford Drive, Sarasota
$? New Construction on Siesta Key! This is a rare opportunity to purchase a new home in a gate community walking distance to Siesta Key Village. Walk to the beach and enjoy an evening sunset or just relax on your balcony gazing at the emerald greenintercoastal waterways. Looking to live the relaxing Florida lifestyle? The developer is waiving the first year of maintenance fees! Excellent rental income in this community! 4 Beds ⋅ 5 Baths ⋅ Coronas Park SubDv. ⋅ 34242 Zip Code New Construction on Siesta Key! This is a rare opportunity to purchase a new home in a gate community walking distance to Siesta Key Village. Walk to the beach and enjoy an evening sunset or just relax on your balcony gazing at the emerald greenintercoastal waterways. Looking to live the relaxing Florida lifestyle? The developer is waiving the first year of maintenance fees! Excellent rental income in this community! 6919 Bochi, Sarasota