$975,000 RARELY AVAILABLE THREE BEDROOM THREE BATH WITH 10,000 POUND BOAT LIFT AND SLIP THAT ACCOMMODATES UP TO A 45’ BOAT! Have you heard? Big Pass Is Open! You can now access the open waters of the Gulf from Big Pass, located between south Siesta Key and Casey Key! Enjoy the intracoastal waterway North and South in protected waters. This condo has beautifully updated kitchen and baths, quartz countertops, newer appliances, beautiful flooring throughout and soaring 20’ ceilings. Relax in the glassed and screened lanai overlooking the deep-water boat basin. The second story offers additional living space, a private bedroom and bath and a spacious 12’ x 13’ storage room. Harbour Towne has a clubhouse, pool, spa, four pickleball courts and a tennis court. Enjoy the world-famous Siesta Key Beach right across the street. If you love beach life, boating, pickleball and tennis, this is the condo for you! You may especially like the Siesta Key Village vibe with an easy walk, cycle or free trolley ride to enjoy great restaurants, live music, and shopping. It’s all here for the resort get-away feeling! 3 Beds ⋅ 3 Baths ⋅ Harbour Towne SubDv. ⋅ 34242 Zip Code RARELY AVAILABLE THREE BEDROOM THREE BATH WITH 10,000 POUND BOAT LIFT AND SLIP THAT ACCOMMODATES UP TO A 45’ BOAT! Have you heard? Big Pass Is Open! You can now access the open waters of the Gulf from Big Pass, located between south Siesta Key and Casey Key! Enjoy the intracoastal waterway North and South in protected waters. This condo has beautifully updated kitchen and baths, quartz countertops, newer appliances, beautiful flooring throughout and soaring 20’ ceilings. Relax in the glassed and screened lanai overlooking the deep-water boat basin. The second story offers additional living space, a private bedroom and bath and a spacious 12’ x 13’ storage room. Harbour Towne has a clubhouse, pool, spa, four pickleball courts and a tennis court. Enjoy the world-famous Siesta Key Beach right across the street. If you love beach life, boating, pickleball and tennis, this is the condo for you! You may especially like the Siesta Key Village vibe with an easy walk, cycle or free trolley ride to enjoy great restaurants, live music, and shopping. It’s all here for the resort get-away feeling! 1233 Dockside Place Unit 207, Sarasota
$370,000 Million Dollar Views at Half the Price.. Two Bedroom, Two Bathroom Corner End Unit... Discover the ultimate coastal retreat on the serene southern end of Siesta Key. This top-floor end-unit condo offers gorgeous partial Gulf views with coveted western exposure—perfect for soaking in breathtaking sunsets over the water. Just a short stroll to Turtle Beach and nestled along the picturesque Blind Pass saltwater canal, this hidden gem presents a rare opportunity to create your dream getaway. Though this unit is a fixer-upper, its unmatched location and incredible potential make it one of the best values on Siesta Key. Whether you’re seeking a personal sanctuary, a year-round residence, or a smart investment property, this condo offers the ideal foundation to bring your vision to life. Community Highlights: Boat-Friendly Living: Rentable boat slips available to owners and tenants on a 30-day rotation. Water Access: Dedicated kayak and paddleboard launch with secure storage. Peace of Mind: New seawall installed in 2022—proven resilient through the 2024 hurricane season. Resort-Style Pool: Recently resurfaced with new furniture, pump, and equipment. Outdoor Living: Brand-new community grill area, perfect for entertaining. Updated Exterior: Freshly painted in 2023 with a new roof added in 2024. Step into the laid-back charm of island living. Enjoy white-sand beaches and calm Gulf waters just minutes away. Explore local favorites in Siesta Village—home to vibrant restaurants, casual bars, and charming boutiques—all within walking or biking distance. Don’t miss this opportunity to own a slice of paradise. You can renovate the space to your taste, but this spectacular location is truly one-of-a-kind. Schedule your private showing today and start envisioning your future on Siesta Key! 2 Beds ⋅ 2 Baths ⋅ Inlet Apts SubDv. ⋅ 34242 Zip Code Million Dollar Views at Half the Price.. Two Bedroom, Two Bathroom Corner End Unit... Discover the ultimate coastal retreat on the serene southern end of Siesta Key. This top-floor end-unit condo offers gorgeous partial Gulf views with coveted western exposure—perfect for soaking in breathtaking sunsets over the water. Just a short stroll to Turtle Beach and nestled along the picturesque Blind Pass saltwater canal, this hidden gem presents a rare opportunity to create your dream getaway. Though this unit is a fixer-upper, its unmatched location and incredible potential make it one of the best values on Siesta Key. Whether you’re seeking a personal sanctuary, a year-round residence, or a smart investment property, this condo offers the ideal foundation to bring your vision to life. Community Highlights: Boat-Friendly Living: Rentable boat slips available to owners and tenants on a 30-day rotation. Water Access: Dedicated kayak and paddleboard launch with secure storage. Peace of Mind: New seawall installed in 2022—proven resilient through the 2024 hurricane season. Resort-Style Pool: Recently resurfaced with new furniture, pump, and equipment. Outdoor Living: Brand-new community grill area, perfect for entertaining. Updated Exterior: Freshly painted in 2023 with a new roof added in 2024. Step into the laid-back charm of island living. Enjoy white-sand beaches and calm Gulf waters just minutes away. Explore local favorites in Siesta Village—home to vibrant restaurants, casual bars, and charming boutiques—all within walking or biking distance. Don’t miss this opportunity to own a slice of paradise. You can renovate the space to your taste, but this spectacular location is truly one-of-a-kind. Schedule your private showing today and start envisioning your future on Siesta Key! 9200 Midnight Pass Road Unit 30, Sarasota
$510,000 Rarely available end-unit condo at Sunrise Cove on Siesta Key offering breathtaking, unobstructed views of both the Bay and the Gulf. This larger end unit features more windows for added natural light and space. The kitchen has been updated with newer flooring, cabinets, and countertops, while the rest of the unit is clean and well-maintained. Unit includes one carport space and a storage unit. Enjoy two bayfront pools, boat slips (available at a low cost, first-come basis), kayak storage, tennis and pickleball courts, a fitness center, and more. Located across from Siesta Key’s Turtle Beach access and trolley stop. No flooding from the 2024 storms—solid construction and an ideal island retreat. Monthly rentals allowed. 2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code Rarely available end-unit condo at Sunrise Cove on Siesta Key offering breathtaking, unobstructed views of both the Bay and the Gulf. This larger end unit features more windows for added natural light and space. The kitchen has been updated with newer flooring, cabinets, and countertops, while the rest of the unit is clean and well-maintained. Unit includes one carport space and a storage unit. Enjoy two bayfront pools, boat slips (available at a low cost, first-come basis), kayak storage, tennis and pickleball courts, a fitness center, and more. Located across from Siesta Key’s Turtle Beach access and trolley stop. No flooding from the 2024 storms—solid construction and an ideal island retreat. Monthly rentals allowed. 8897 Midnight Pass Road Unit 407, Sarasota
$1,300,000 INCREDIBLE VIEWS!.....INCREDIBLE ISLAND LOCATION!....INCREDIBLE INDOOR/OUTDOOR LIVING!....Turnkey Furnished & Located on a Quiet Cul-de-Sac street along the GRAND CANAL with Long Water Views ..... YOU will be "Wowed" by this 3 Bedroom/ 2 Bath Bright and Spacious Open Floor Plan that Seamlessly Flows to Over-Sized Screened Lanai with Heated Salt Water Pool--- Excellent for Entertaining as well as Everyday Activities****Updated Kitchen and Baths; Quartz Countertops & Luxury Vinyl Plank Flooring Throughout****Enjoy your Morning Coffee Poolside, Dinners Al Fresco and Sunset Cocktails Relaxing by the Waterside Fire-pit..... Ideal Property for the Boating Enthusiast with 10,000# Boat Lift & ease of Egress along the Grand Canal and just 5 minutes to the Intracoastal with Quick Access to the Gulf....and for the "Beach Lover"--- a quick bike ride to the Powdery White Sands of Top-Rated SIESTA KEY BEACH....Perfect as Investment, Vacation/Seasonal Property or Primary Residence! 3 Beds ⋅ 2 Baths ⋅ Waterside East SubDv. ⋅ 34242 Zip Code INCREDIBLE VIEWS!.....INCREDIBLE ISLAND LOCATION!....INCREDIBLE INDOOR/OUTDOOR LIVING!....Turnkey Furnished & Located on a Quiet Cul-de-Sac street along the GRAND CANAL with Long Water Views ..... YOU will be "Wowed" by this 3 Bedroom/ 2 Bath Bright and Spacious Open Floor Plan that Seamlessly Flows to Over-Sized Screened Lanai with Heated Salt Water Pool--- Excellent for Entertaining as well as Everyday Activities****Updated Kitchen and Baths; Quartz Countertops & Luxury Vinyl Plank Flooring Throughout****Enjoy your Morning Coffee Poolside, Dinners Al Fresco and Sunset Cocktails Relaxing by the Waterside Fire-pit..... Ideal Property for the Boating Enthusiast with 10,000# Boat Lift & ease of Egress along the Grand Canal and just 5 minutes to the Intracoastal with Quick Access to the Gulf....and for the "Beach Lover"--- a quick bike ride to the Powdery White Sands of Top-Rated SIESTA KEY BEACH....Perfect as Investment, Vacation/Seasonal Property or Primary Residence! 572 Commonwealth Lane, Sarasota
$4,300,000 Located in an exclusive enclave of multi-million-dollar homes, this custom residence offers a special combination of privacy, prestige, and move-in-ready waterfront living. Ideal for boating and car enthusiasts, this residence was completely updated in 2018 and is set on a beautifully landscaped 0.6-acre lot. Cedar Park owners can enjoy private beach access to a pristine beach overlooking Big Pass and the Gulf. Inside, an open and thoughtfully designed single-story layout maximizes water views and natural light. Elegant tray ceilings, a stacked-stone gas fireplace, and plank tile floors set a refined tone throughout the main living spaces. Sliding glass doors in the living area seamlessly connect the interior to the expansive outdoor space, delivering a true Florida indoor-outdoor lifestyle. The gourmet kitchen is appointed with custom cabinetry, quartz surfaces, high-end stainless appliances, a handy dumb waiter, and two islands, flowing naturally into the casual dining area and family room. The formal living and dining spaces provide flexibility for both entertaining and everyday living. The spacious primary suite enjoys pool and water views, direct access to the covered terrace, a luxurious spa-style bath with freestanding tub, and a spacious walk-in closet. Three additional bedrooms, a private office, a large laundry/hobby room and a butler’s pantry complete the interior footprint, offering flexibility and privacy for guests and everyday living needs. One of the best features of this home is the huge garage – there is room for all your toys, 6-8 vehicles, storage, a climate-controlled game room, and a workshop! Designed for effortless entertaining, the expansive covered lanai features retractable screens, multiple lounging and dining areas, and overlooks the resort-like heated pool and spa framed with lush tropical landscaping. Neatly manicured, thick mangroves protect the property and provide a gateway to a large Trex dock with a 10,000-lb boat lift and 4,500-lb lift for two jet skis. The calm, protected waters of Cocoanut Bayou offer quick access to the open waters of Sarasota Bay and the Gulf. Homeowners have access to 100 feet of private beachfront with a gated entry, tiki hut, a dog run, parking, and a set of multi-colored Adirondack chairs from which to enjoy the spectacular sunset skies. Additional features of the home include hurricane-impact windows and doors, central vac, circular brick driveway, a side parking pad, huge garage with workshop and game room fitted with Endura flood easy maintenance wall system, a pre-wired elevator shaft, and an outdoor shower. Block construction and built to hurricane code standards, this residence offers peace of mind and modern convenience. Located on the north end of the island, just 1.4 miles from Siesta Key Village and moments from downtown Sarasota - 244 Cedar Park Circle delivers a unique blend of privacy, boating lifestyle, and coastal elegance. 4 Beds ⋅ 4 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code Located in an exclusive enclave of multi-million-dollar homes, this custom residence offers a special combination of privacy, prestige, and move-in-ready waterfront living. Ideal for boating and car enthusiasts, this residence was completely updated in 2018 and is set on a beautifully landscaped 0.6-acre lot. Cedar Park owners can enjoy private beach access to a pristine beach overlooking Big Pass and the Gulf. Inside, an open and thoughtfully designed single-story layout maximizes water views and natural light. Elegant tray ceilings, a stacked-stone gas fireplace, and plank tile floors set a refined tone throughout the main living spaces. Sliding glass doors in the living area seamlessly connect the interior to the expansive outdoor space, delivering a true Florida indoor-outdoor lifestyle. The gourmet kitchen is appointed with custom cabinetry, quartz surfaces, high-end stainless appliances, a handy dumb waiter, and two islands, flowing naturally into the casual dining area and family room. The formal living and dining spaces provide flexibility for both entertaining and everyday living. The spacious primary suite enjoys pool and water views, direct access to the covered terrace, a luxurious spa-style bath with freestanding tub, and a spacious walk-in closet. Three additional bedrooms, a private office, a large laundry/hobby room and a butler’s pantry complete the interior footprint, offering flexibility and privacy for guests and everyday living needs. One of the best features of this home is the huge garage – there is room for all your toys, 6-8 vehicles, storage, a climate-controlled game room, and a workshop! Designed for effortless entertaining, the expansive covered lanai features retractable screens, multiple lounging and dining areas, and overlooks the resort-like heated pool and spa framed with lush tropical landscaping. Neatly manicured, thick mangroves protect the property and provide a gateway to a large Trex dock with a 10,000-lb boat lift and 4,500-lb lift for two jet skis. The calm, protected waters of Cocoanut Bayou offer quick access to the open waters of Sarasota Bay and the Gulf. Homeowners have access to 100 feet of private beachfront with a gated entry, tiki hut, a dog run, parking, and a set of multi-colored Adirondack chairs from which to enjoy the spectacular sunset skies. Additional features of the home include hurricane-impact windows and doors, central vac, circular brick driveway, a side parking pad, huge garage with workshop and game room fitted with Endura flood easy maintenance wall system, a pre-wired elevator shaft, and an outdoor shower. Block construction and built to hurricane code standards, this residence offers peace of mind and modern convenience. Located on the north end of the island, just 1.4 miles from Siesta Key Village and moments from downtown Sarasota - 244 Cedar Park Circle delivers a unique blend of privacy, boating lifestyle, and coastal elegance. 244 Cedar Park Circle, Sarasota
$380,000 Welcome to your dream coastal retreat in the exclusive Vista Hermosa community on Siesta Key! Perfect as a forever home, a seasonal escape, or a lucrative investment, this turnkey villa combines recent upgrades with an unbeatable location in one of Florida’s most coveted coastal enclaves. This stunning 2-bedroom, 1-bath villa has been meticulously reimagined, blending modern elegance with island charm. Entering your bright, open living space adorned with new window treatments and sleek luxury vinyl flooring that flows seamlessly throughout. The lanai with newly installed indoor/outdoor carpet is the perfect place to sip your morning coffee before you head to the beach. The fully updated kitchen is a chef’s delight, featuring dazzling quartz countertops, premium stainless-steel appliances, including a new dishwasher, stovetop, and refrigerator—and ample cabinetry for effortless organization. An AC unit that can be accessed remotely and water heater were both replaced in 2025. As part of this maintenance-free community, you’ll enjoy resort-style amenities, including a heated pool, a newly renovated clubhouse with a full kitchen, outdoor grilling areas, and a dedicated covered parking space. Just minutes from the world-famous Siesta Beach, with its sugar-soft sands and turquoise Gulf waters, this villa offers the ultimate blend of serenity and adventure. Explore the lively Siesta Key Village, brimming with boutique shops, gourmet dining, and vibrant entertainment. With the Stickney Point Bridge nearby, you’re a quick drive from the cultural delights of Downtown Sarasota, the upscale charm of St. Armands Circle, and the pristine shores of Longboat Key. Don’t let this Siesta Key treasure slip away—schedule your private tour today and claim your piece of paradise! 2 Beds ⋅ 1 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code Welcome to your dream coastal retreat in the exclusive Vista Hermosa community on Siesta Key! Perfect as a forever home, a seasonal escape, or a lucrative investment, this turnkey villa combines recent upgrades with an unbeatable location in one of Florida’s most coveted coastal enclaves. This stunning 2-bedroom, 1-bath villa has been meticulously reimagined, blending modern elegance with island charm. Entering your bright, open living space adorned with new window treatments and sleek luxury vinyl flooring that flows seamlessly throughout. The lanai with newly installed indoor/outdoor carpet is the perfect place to sip your morning coffee before you head to the beach. The fully updated kitchen is a chef’s delight, featuring dazzling quartz countertops, premium stainless-steel appliances, including a new dishwasher, stovetop, and refrigerator—and ample cabinetry for effortless organization. An AC unit that can be accessed remotely and water heater were both replaced in 2025. As part of this maintenance-free community, you’ll enjoy resort-style amenities, including a heated pool, a newly renovated clubhouse with a full kitchen, outdoor grilling areas, and a dedicated covered parking space. Just minutes from the world-famous Siesta Beach, with its sugar-soft sands and turquoise Gulf waters, this villa offers the ultimate blend of serenity and adventure. Explore the lively Siesta Key Village, brimming with boutique shops, gourmet dining, and vibrant entertainment. With the Stickney Point Bridge nearby, you’re a quick drive from the cultural delights of Downtown Sarasota, the upscale charm of St. Armands Circle, and the pristine shores of Longboat Key. Don’t let this Siesta Key treasure slip away—schedule your private tour today and claim your piece of paradise! 151 Vista Hermosa Circle Unit 31C, Sarasota
$650,000 Paradise awaits at Gulf & Bay Club Bayside on Siesta Key. FIRST-FLOOR, TURNKEY FURNISHED, 2-bedroom, 2-bathroom residence includes a deep one-car GARAGE. Flexibility of weekly rentals, perfect for personal enjoyment or as a lucrative income-producing property. Located in a popular gated community just steps from DEEDED BEACH ACCESS to world-famous Siesta Key and Crescent Beach. This home invites you to live like you’re on vacation. Tile flooring throughout allows for easy cleanup. Well-equipped kitchen with stainless steel appliances, pantry closet, breakfast bar seating and a dedicated dining area. The open-concept living room flows seamlessly to a covered and screened lanai overlooking a tranquil pond and tennis courts. Both bedrooms are generously sized, and the convenience of an in-unit washer and dryer (only 1 year old) adds to the home’s appeal. With no hurricane damage to the unit, peace of mind comes included. The community offers a true resort lifestyle with two heated pools, clubhouse with a full kitchen and fitness room, tennis and pickleball courts, BBQ grills, a newly renovated fishing dock, boat loading zones, and scenic walking paths. A dedicated on-site property manager makes rentals effortless. The location is unbeatable – just steps to the beach and a quick ride on the free Siesta Key trolley to explore the vibrant Village or South Siesta’s dining and shopping. Whether you're seeking a full-time residence, vacation home, or investment property, this is your chance to enjoy the best of island living on Siesta Key. 2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code Paradise awaits at Gulf & Bay Club Bayside on Siesta Key. FIRST-FLOOR, TURNKEY FURNISHED, 2-bedroom, 2-bathroom residence includes a deep one-car GARAGE. Flexibility of weekly rentals, perfect for personal enjoyment or as a lucrative income-producing property. Located in a popular gated community just steps from DEEDED BEACH ACCESS to world-famous Siesta Key and Crescent Beach. This home invites you to live like you’re on vacation. Tile flooring throughout allows for easy cleanup. Well-equipped kitchen with stainless steel appliances, pantry closet, breakfast bar seating and a dedicated dining area. The open-concept living room flows seamlessly to a covered and screened lanai overlooking a tranquil pond and tennis courts. Both bedrooms are generously sized, and the convenience of an in-unit washer and dryer (only 1 year old) adds to the home’s appeal. With no hurricane damage to the unit, peace of mind comes included. The community offers a true resort lifestyle with two heated pools, clubhouse with a full kitchen and fitness room, tennis and pickleball courts, BBQ grills, a newly renovated fishing dock, boat loading zones, and scenic walking paths. A dedicated on-site property manager makes rentals effortless. The location is unbeatable – just steps to the beach and a quick ride on the free Siesta Key trolley to explore the vibrant Village or South Siesta’s dining and shopping. Whether you're seeking a full-time residence, vacation home, or investment property, this is your chance to enjoy the best of island living on Siesta Key. 1226 Siesta Bayside Drive Unit 1226C, Sarasota
$450,000 Welcome to your own slice of paradise on stunning Siesta Key! This turnkey-furnished 2-bedroom, 2-bathroom condo is perfectly situated in the sought-after White Sands Village—just 367 steps from the world-renowned Siesta Key Beach, proudly ranked the #1 beach in the U.S. Whether you're seeking a full-time residence, a sun-soaked vacation getaway, or a high-performing income property, this condo has it all. Step inside to a bright, open living space that's been tastefully updated with stylish tile flooring, a fully equipped kitchen featuring sleek stainless-steel appliances, and modern bathrooms, and crown molding throughout. Both the living room and bedrooms are comfortably furnished and move-in ready—just bring your flip-flops! Unwind on your private screened lanai, where you can soak in the tropical breeze and peaceful sounds of nature. Recent updates include a new A/C Unit (2023) and Hot Water Heater (2019), adding peace of mind to your investment. Community perks include, Heated swimming pool & sauna, Boat docks (available for annual rental, first-come basis), Clubhouse for social events, BBQ grills & picnic spots, Multiple laundry facilities, Covered parking + plenty of guest parking. Directly across the street, Siesta Key Public Beach offers tennis, pickleball, volleyball, and a playground—perfect for active beach days. When the sun sets, hop on the free trolley or Frog Hopper and head to Siesta Village for live music, fantastic dining, shopping, festivals, and the weekend farmer's market. With a pet-friendly policy, flexible 2-week rental terms, and an on-site rental manager to handle everything, this condo offers not only a relaxing beach lifestyle but also excellent rental income potential. Don’t miss your chance to own a piece of paradise in one of the world’s most beloved beach destinations. Live the laid-back Siesta Key lifestyle—your coastal oasis is waiting! 2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code Welcome to your own slice of paradise on stunning Siesta Key! This turnkey-furnished 2-bedroom, 2-bathroom condo is perfectly situated in the sought-after White Sands Village—just 367 steps from the world-renowned Siesta Key Beach, proudly ranked the #1 beach in the U.S. Whether you're seeking a full-time residence, a sun-soaked vacation getaway, or a high-performing income property, this condo has it all. Step inside to a bright, open living space that's been tastefully updated with stylish tile flooring, a fully equipped kitchen featuring sleek stainless-steel appliances, and modern bathrooms, and crown molding throughout. Both the living room and bedrooms are comfortably furnished and move-in ready—just bring your flip-flops! Unwind on your private screened lanai, where you can soak in the tropical breeze and peaceful sounds of nature. Recent updates include a new A/C Unit (2023) and Hot Water Heater (2019), adding peace of mind to your investment. Community perks include, Heated swimming pool & sauna, Boat docks (available for annual rental, first-come basis), Clubhouse for social events, BBQ grills & picnic spots, Multiple laundry facilities, Covered parking + plenty of guest parking. Directly across the street, Siesta Key Public Beach offers tennis, pickleball, volleyball, and a playground—perfect for active beach days. When the sun sets, hop on the free trolley or Frog Hopper and head to Siesta Village for live music, fantastic dining, shopping, festivals, and the weekend farmer's market. With a pet-friendly policy, flexible 2-week rental terms, and an on-site rental manager to handle everything, this condo offers not only a relaxing beach lifestyle but also excellent rental income potential. Don’t miss your chance to own a piece of paradise in one of the world’s most beloved beach destinations. Live the laid-back Siesta Key lifestyle—your coastal oasis is waiting! 5669 Midnight Pass Road Unit 308, Sarasota
$450,000 Turnkey furnished 2-bedroom, 2-bath condo in the desirable 55+ community of Siesta Harbor on Siesta Key. This light-filled unit features a spacious primary suite with walk-in closet and balcony access. Enjoy canal views and partial views of Little Sarasota Bay from the enclosed lanai. Boaters will appreciate direct access to the Intracoastal with no bridges and the option to lease dock space for vessels up to 30' (subject to availability). Community amenities include a heated pool, outdoor spa, gas grills, picnic area, and a clubhouse with a full kitchen, fitness center, sauna, game room, and library—all supported by a full social calendar. Deeded access to Crescent Beach lets you enjoy Siesta Key’s famous white quartz sand. Additional features include assigned covered parking, private storage, and convenient laundry facilities. Located just off the South Bridge with easy access to restaurants, shops, and mainland Sarasota. On-site management provides peace of mind in this beautifully maintained, waterfront community. 2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code Turnkey furnished 2-bedroom, 2-bath condo in the desirable 55+ community of Siesta Harbor on Siesta Key. This light-filled unit features a spacious primary suite with walk-in closet and balcony access. Enjoy canal views and partial views of Little Sarasota Bay from the enclosed lanai. Boaters will appreciate direct access to the Intracoastal with no bridges and the option to lease dock space for vessels up to 30' (subject to availability). Community amenities include a heated pool, outdoor spa, gas grills, picnic area, and a clubhouse with a full kitchen, fitness center, sauna, game room, and library—all supported by a full social calendar. Deeded access to Crescent Beach lets you enjoy Siesta Key’s famous white quartz sand. Additional features include assigned covered parking, private storage, and convenient laundry facilities. Located just off the South Bridge with easy access to restaurants, shops, and mainland Sarasota. On-site management provides peace of mind in this beautifully maintained, waterfront community. 1350 N Portofino Drive Unit 208, Sarasota
$625,000 Perfect home for full-time Florida living or a great investment property in highly sought-after Siesta Key! Centrally located at an unbeatable price, this 2-bedroom, 2-bath ground-level condo offers incomparable value. Can be furnished (with the exception of a few personal items) or unfurnished. Neither the unit nor the complex sustained flooding or material damage from the 2024 hurricanes - making it a smart, secure choice on Siesta Key. Tucked into a popular community and just steps from the main pool, this unit boasts prime placement. Inside, you'll find recent upgrades throughout, including new Mohawk flooring, tiled lanai, upgraded washer, dryer, and stove, and stylish new ceiling fans. Exterior recently painted providing a fresh upgrade and additional upcoming improvements include road resurfacing and new pool tiling. An oversized primary bedroom features vaulted ceilings, a walk-in closet, and en-suite bath. The spacious second bedroom includes a double closet and access to a full bath. With east and west exposure, the condo enjoys an abundance of natural light throughout the day. The kitchen includes a cozy nook for a dining table, a bar area with room for stools, and a pantry closet - perfect for both everyday living and entertaining. A rare and desirable feature: there’s no unit above, offering extra light, added privacy, and peaceful quiet. Enjoy the outdoors from your choice of three spaces: the front patio, side patio, or the screened lanai with sliders overlooking the fountain, pond, and frequent visits from turtles and native birds. Residents and guests at Gulf & Bay Bayside have perpetual deeded access to a private stretch of Siesta Key’s white sand beach directly across the street at the Gulf & Bay Club—an incredibly rare and valuable perk. Additional community amenities include two pools, tennis and pickleball courts, six barbecue grills, a walking path, fishing dock with sunrise and sunset views, a gym, and a party room. Guest parking is located throughout the community for added convenience. With its ideal location, thoughtful upgrades, and unique features, this condo is a great buy! 2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code Perfect home for full-time Florida living or a great investment property in highly sought-after Siesta Key! Centrally located at an unbeatable price, this 2-bedroom, 2-bath ground-level condo offers incomparable value. Can be furnished (with the exception of a few personal items) or unfurnished. Neither the unit nor the complex sustained flooding or material damage from the 2024 hurricanes - making it a smart, secure choice on Siesta Key. Tucked into a popular community and just steps from the main pool, this unit boasts prime placement. Inside, you'll find recent upgrades throughout, including new Mohawk flooring, tiled lanai, upgraded washer, dryer, and stove, and stylish new ceiling fans. Exterior recently painted providing a fresh upgrade and additional upcoming improvements include road resurfacing and new pool tiling. An oversized primary bedroom features vaulted ceilings, a walk-in closet, and en-suite bath. The spacious second bedroom includes a double closet and access to a full bath. With east and west exposure, the condo enjoys an abundance of natural light throughout the day. The kitchen includes a cozy nook for a dining table, a bar area with room for stools, and a pantry closet - perfect for both everyday living and entertaining. A rare and desirable feature: there’s no unit above, offering extra light, added privacy, and peaceful quiet. Enjoy the outdoors from your choice of three spaces: the front patio, side patio, or the screened lanai with sliders overlooking the fountain, pond, and frequent visits from turtles and native birds. Residents and guests at Gulf & Bay Bayside have perpetual deeded access to a private stretch of Siesta Key’s white sand beach directly across the street at the Gulf & Bay Club—an incredibly rare and valuable perk. Additional community amenities include two pools, tennis and pickleball courts, six barbecue grills, a walking path, fishing dock with sunrise and sunset views, a gym, and a party room. Guest parking is located throughout the community for added convenience. With its ideal location, thoughtful upgrades, and unique features, this condo is a great buy! 1311 Siesta Bayside Drive Unit 1311-A, Sarasota
$5,685,000 Under contract-accepting backup offers. Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living. 5 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code Under contract-accepting backup offers. Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living. 5132 Jungle Plum Road, Sarasota
$570,000 LOCATION, LOCATION, LOCATION. Welcome to Harbor Towers Yacht & Racquet Club, which recently underwent a full building renovation, including new impact windows and sliders resulting in no damage from the 2024 storms! This fabulous resort-style community allows easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an array of boutique shopping and dining options. This 2 bed, 2 bath condo is being offered turnkey furnished and is move in ready! Whether you are looking for a vacation home or an investment opportunity you will not be disappointed. The kitchen offers ample storage with granite countertops, a breakfast bar and stainless-steel appliances. The unit continues into the spacious living area which offers views over the pool and intracoastal waterway allowing you to relax and enjoy the Florida lifestyle. Offering two separate bedroom suites each with ensuite bathrooms provides privacy to visiting friends and family. You can be as social as you like with the amenities available at this community! From fishing, tennis, swimming, a state-of-the-art fitness center or one of the many recreational activities held in the social room you will never be at a loss for things to do! Residents also enjoy complimentary access to the Siesta Key Open Air Trolley, making it easy to explore the island, or visit the mainland where you can enjoy everything Sarasota has to offer from shopping, restaurants, state parks, golf and of course the arts and culture of downtown Sarasota where you will find theaters, opera, ballet or even a Ball game! Siesta Key is truly a magical, a place once visited you never want to leave! 2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code LOCATION, LOCATION, LOCATION. Welcome to Harbor Towers Yacht & Racquet Club, which recently underwent a full building renovation, including new impact windows and sliders resulting in no damage from the 2024 storms! This fabulous resort-style community allows easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an array of boutique shopping and dining options. This 2 bed, 2 bath condo is being offered turnkey furnished and is move in ready! Whether you are looking for a vacation home or an investment opportunity you will not be disappointed. The kitchen offers ample storage with granite countertops, a breakfast bar and stainless-steel appliances. The unit continues into the spacious living area which offers views over the pool and intracoastal waterway allowing you to relax and enjoy the Florida lifestyle. Offering two separate bedroom suites each with ensuite bathrooms provides privacy to visiting friends and family. You can be as social as you like with the amenities available at this community! From fishing, tennis, swimming, a state-of-the-art fitness center or one of the many recreational activities held in the social room you will never be at a loss for things to do! Residents also enjoy complimentary access to the Siesta Key Open Air Trolley, making it easy to explore the island, or visit the mainland where you can enjoy everything Sarasota has to offer from shopping, restaurants, state parks, golf and of course the arts and culture of downtown Sarasota where you will find theaters, opera, ballet or even a Ball game! Siesta Key is truly a magical, a place once visited you never want to leave! 5855 Midnight Pass Road Unit 303, Sarasota
$400,000 One or more photo(s) has been virtually staged. INVESTOR SPECIAL!! Incredible opportunity to own one of the most desirable condo units in all of Sandy Cove. This 2 bedroom 2 bath first floor unit with an attached garage and its own laundry room, is a rare find. This currently empty shell is begging for someone with a vision and a keen eye for an investment opportunity. All drywall, electrical and plumbing inspections have been completed. Once remodeled, units like this have recently sold in the $900Ks and $800Ks. The lanai has been extended and offers a wonderful space to sit and enjoy your favorite beverage overlooking the fountain and the swim friendly lake. The bright, spacious open floor plan with vaulted ceilings accentuates the HUGE abundance of floor to ceiling windows , flooding the space with tons of natural light. Sandy Cove, is an exclusive old Florida-style Mid Century Modern inspired community with an exclusive private beach of pristine white quartz sand on the Gulf of Mexico, perfect for kayaking, swimming, or relaxing. Tucked away in a hidden section of Siesta Key, this highly sought after enclave was designed by the locally famous and world renowned Sarasota architect Frank Folsom Smith and is just a short stroll from Siesta Key Village’s dining, shopping, and entertainment options. Explore this hidden gem and find out why Siesta Key is celebrated for having the finest beaches in the country. Don’t miss this opportunity to live in paradise. Big dogs are welcome too! 2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code One or more photo(s) has been virtually staged. INVESTOR SPECIAL!! Incredible opportunity to own one of the most desirable condo units in all of Sandy Cove. This 2 bedroom 2 bath first floor unit with an attached garage and its own laundry room, is a rare find. This currently empty shell is begging for someone with a vision and a keen eye for an investment opportunity. All drywall, electrical and plumbing inspections have been completed. Once remodeled, units like this have recently sold in the $900Ks and $800Ks. The lanai has been extended and offers a wonderful space to sit and enjoy your favorite beverage overlooking the fountain and the swim friendly lake. The bright, spacious open floor plan with vaulted ceilings accentuates the HUGE abundance of floor to ceiling windows , flooding the space with tons of natural light. Sandy Cove, is an exclusive old Florida-style Mid Century Modern inspired community with an exclusive private beach of pristine white quartz sand on the Gulf of Mexico, perfect for kayaking, swimming, or relaxing. Tucked away in a hidden section of Siesta Key, this highly sought after enclave was designed by the locally famous and world renowned Sarasota architect Frank Folsom Smith and is just a short stroll from Siesta Key Village’s dining, shopping, and entertainment options. Explore this hidden gem and find out why Siesta Key is celebrated for having the finest beaches in the country. Don’t miss this opportunity to live in paradise. Big dogs are welcome too! 7 Sandy Cove Road, Sarasota
$680,000 Professionally Redesigned, Renovated & Updated in 2021, this lake-front Contemporary Coastal Chic townhouse is sure to delight! Located just steps away from the cool quartz sand on Siesta Key Beach this open, light & bright townhouse lives large with high ceilings & 4 sets of glass sliders. This 2-bedroom, 2-full bathroom home has a 1-car garage under the unit with extra storage space for the equipment to enjoy sand, pool & tennis/pickleball activities. Start your day with coffee & sunrise on the Eastern balcony & wind down on the 21 ft. covered porch with long-lake views & sunsets over the Gulf! The remodeled kitchen with soft-close hardwood cabinets, Quartz Countertops, & detailed tile backsplash is well equipped for efficiency to serve the adjacent dining table or kitchen dinette. The Primary Ensuite has a long-lake view from the King bed & large screen TV. The spa-like Ensuite has a solid-wood double vanity w/ Quartz top, detailed porcelain flooring, a walk-in shower w/ Frameless Glass Enclosure & 2 large closets. Bedroom #2 is separated on the 2nd floor, has 2 twin beds & enjoys the morning Sunrise over the balcony. The 2nd full bathroom, also on the 2nd floor has an enlarged tub, dual showerheads, folding glass shower curtain & solid wood single vanity w/Quartz top. The solid-surface floors throughout & the full-sized in-house washer & dryer provide easy maintenance. Onsite amenities include tennis, a resort-style pool, BBQ & picnic area. Across the street, the Siesta Key Public Beach offers Pickleball, Tennis, a Kid’s Playground, Lifeguards, wheelchair access & Sand Volleyball on the beach. A FREE Trolley runs up & down the Key to a variety of restaurants, bars, small boutiques & shops. Being sold turn key, this is a wonderful opportunity for a new owner and/or also a great investment property. The owners currently have the home in an Airbnb and there is also an onsite, short-term Rental Company with a waiting list for 2026 reservations. Siesta Key Beach was Ranked in 2025 by Tripadvisor #1 beach in the U.S. & #4 in the world. The Townhomes at Our House on The Beach do not last long on the market, so don’t miss your opportunity! 2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code Professionally Redesigned, Renovated & Updated in 2021, this lake-front Contemporary Coastal Chic townhouse is sure to delight! Located just steps away from the cool quartz sand on Siesta Key Beach this open, light & bright townhouse lives large with high ceilings & 4 sets of glass sliders. This 2-bedroom, 2-full bathroom home has a 1-car garage under the unit with extra storage space for the equipment to enjoy sand, pool & tennis/pickleball activities. Start your day with coffee & sunrise on the Eastern balcony & wind down on the 21 ft. covered porch with long-lake views & sunsets over the Gulf! The remodeled kitchen with soft-close hardwood cabinets, Quartz Countertops, & detailed tile backsplash is well equipped for efficiency to serve the adjacent dining table or kitchen dinette. The Primary Ensuite has a long-lake view from the King bed & large screen TV. The spa-like Ensuite has a solid-wood double vanity w/ Quartz top, detailed porcelain flooring, a walk-in shower w/ Frameless Glass Enclosure & 2 large closets. Bedroom #2 is separated on the 2nd floor, has 2 twin beds & enjoys the morning Sunrise over the balcony. The 2nd full bathroom, also on the 2nd floor has an enlarged tub, dual showerheads, folding glass shower curtain & solid wood single vanity w/Quartz top. The solid-surface floors throughout & the full-sized in-house washer & dryer provide easy maintenance. Onsite amenities include tennis, a resort-style pool, BBQ & picnic area. Across the street, the Siesta Key Public Beach offers Pickleball, Tennis, a Kid’s Playground, Lifeguards, wheelchair access & Sand Volleyball on the beach. A FREE Trolley runs up & down the Key to a variety of restaurants, bars, small boutiques & shops. Being sold turn key, this is a wonderful opportunity for a new owner and/or also a great investment property. The owners currently have the home in an Airbnb and there is also an onsite, short-term Rental Company with a waiting list for 2026 reservations. Siesta Key Beach was Ranked in 2025 by Tripadvisor #1 beach in the U.S. & #4 in the world. The Townhomes at Our House on The Beach do not last long on the market, so don’t miss your opportunity! 1155 Lake House Circle Unit C119, Sarasota
$925,000 One or more photo(s) has been virtually staged. Welcome to 396 Avenida Madera! Nestled in the heart of the Siesta Key Village and walking distance to world renown Siesta Key Beach presents a rare opportunity to own prime land. The very last lot at the end of a cul-de-sac offers a novel setting for your tranquil escape to over 112 feet of direct saltwater canal access. Having had storm damages from Helene & Milton, seller has professionally remediated the home: selling as is, for land value. Seller's highlights include a new concrete seawall built in 2023. Seller has made your renovation plans easy with optional estimates for completion with which to add your personal touches and preferences. Perhaps you'll agree this prime location is rather the proper ground to start fresh and build a custom waterfront retreat. Wake up to spectacular sunrises on your waterfront porch where you can enjoy morning coffee and tea with views of the canal. A short ten minute walk leaves you in breathless beauty of powdery sands and crystal-clear waters at Siesta Key Beach Access #3. And in the evenings, a five-minute stroll brings you top-rated dining and entertainment. Take advantage of an unparalleled opportunity to live in paradise and own a property that has it all. 3 Beds ⋅ 3 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code One or more photo(s) has been virtually staged. Welcome to 396 Avenida Madera! Nestled in the heart of the Siesta Key Village and walking distance to world renown Siesta Key Beach presents a rare opportunity to own prime land. The very last lot at the end of a cul-de-sac offers a novel setting for your tranquil escape to over 112 feet of direct saltwater canal access. Having had storm damages from Helene & Milton, seller has professionally remediated the home: selling as is, for land value. Seller's highlights include a new concrete seawall built in 2023. Seller has made your renovation plans easy with optional estimates for completion with which to add your personal touches and preferences. Perhaps you'll agree this prime location is rather the proper ground to start fresh and build a custom waterfront retreat. Wake up to spectacular sunrises on your waterfront porch where you can enjoy morning coffee and tea with views of the canal. A short ten minute walk leaves you in breathless beauty of powdery sands and crystal-clear waters at Siesta Key Beach Access #3. And in the evenings, a five-minute stroll brings you top-rated dining and entertainment. Take advantage of an unparalleled opportunity to live in paradise and own a property that has it all. 396 Avenida Madera, Sarasota
$440,000 Say Hello to a Good Buy! Best value -1BD/1BA condo with Open Balcony plus private Florida Room offers fabulous views of the pool area and Intercoastal. Enjoy peace of mind, HVAC, and a new dishwasher in 2024, a new water heater, and a new main electrical panel in 2023. The remodeled condo offers stunning travertine stone floors, granite countertops, stainless steel appliances, and a beautifully remodeled bathroom. You'll be surprised by the number of closets and storage space. You may enjoy the condo and Harbor Tower amenities for personal use and/or take advantage of the 2-week rental policy for income. FYI. 2025, the owner has appreciated just under 17000 rental income. Why Harbor Towers Yacht & Racquet Club? It is loaded with amenities. Here's 10 reasons why 1.) In 2024, the complex was refitted entirely to meet and exceed current hurricane storm codes. 2.) Located on the Bayside of Siesta Key, it is less than 1100 yards from Siesta Key Public Beach. Take the Trolley, or you can easily walk to the Beach entrance, which is easier than finding a parking place. 3. Two heated pools, adjacent outdoor grilling patio, state-of-the-art Fitness Center; treadmills, elliptical trainers, free weights, plus a dry sauna 4. Best of the Best Har-Tru Tennis Courts are maintained daily with a rebound net for additional practice time. 5.) Seawall stroll and an Island Gazabo for relaxing in the shade along the intercoastal or cast a fishing line. You might catch dinner! 6.) Marina with 40 boat slips available on a first-come, first-served basis, and Kayak dry dock storage. 7.) Boaters - Red Right Returning - Marker 70 8.) Bicycle Storage Building 9.) Siesta Key Trolley Stop at Harbor Towers 10.) Kayak Storage and Direct Kayak Launch to Intercoastal Waterway. The owner says I have enjoyed the best of both worlds: personal use and leasing it to seasonal vacationers. My personal and business life have become increasingly busy; it's time to let go of this condo for someone else to own and enjoy. I'm ready to make a deal. Let's talk. 1 Beds ⋅ 1 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code Say Hello to a Good Buy! Best value -1BD/1BA condo with Open Balcony plus private Florida Room offers fabulous views of the pool area and Intercoastal. Enjoy peace of mind, HVAC, and a new dishwasher in 2024, a new water heater, and a new main electrical panel in 2023. The remodeled condo offers stunning travertine stone floors, granite countertops, stainless steel appliances, and a beautifully remodeled bathroom. You'll be surprised by the number of closets and storage space. You may enjoy the condo and Harbor Tower amenities for personal use and/or take advantage of the 2-week rental policy for income. FYI. 2025, the owner has appreciated just under 17000 rental income. Why Harbor Towers Yacht & Racquet Club? It is loaded with amenities. Here's 10 reasons why 1.) In 2024, the complex was refitted entirely to meet and exceed current hurricane storm codes. 2.) Located on the Bayside of Siesta Key, it is less than 1100 yards from Siesta Key Public Beach. Take the Trolley, or you can easily walk to the Beach entrance, which is easier than finding a parking place. 3. Two heated pools, adjacent outdoor grilling patio, state-of-the-art Fitness Center; treadmills, elliptical trainers, free weights, plus a dry sauna 4. Best of the Best Har-Tru Tennis Courts are maintained daily with a rebound net for additional practice time. 5.) Seawall stroll and an Island Gazabo for relaxing in the shade along the intercoastal or cast a fishing line. You might catch dinner! 6.) Marina with 40 boat slips available on a first-come, first-served basis, and Kayak dry dock storage. 7.) Boaters - Red Right Returning - Marker 70 8.) Bicycle Storage Building 9.) Siesta Key Trolley Stop at Harbor Towers 10.) Kayak Storage and Direct Kayak Launch to Intercoastal Waterway. The owner says I have enjoyed the best of both worlds: personal use and leasing it to seasonal vacationers. My personal and business life have become increasingly busy; it's time to let go of this condo for someone else to own and enjoy. I'm ready to make a deal. Let's talk. 5855 Midnight Pass Road Unit 201, Sarasota
$475,000 Welcome to paradise on Siesta Key! This delightful elevated first-floor one-bedroom, one-bath unit in the highly sought-after Gulf and Bay Club Bayside combines comfort, style, and unbeatable convenience—with no flood or storm damage. Enjoy direct deeded beach access just across the street to world-famous Siesta Key Beach, and embrace true resort-style living with incredible amenities at your fingertips. Step inside to an open-concept floor plan with a spacious living/dining area, a large eat-in kitchen, and a fabulous glassed and screened lanai overlooking lush tropical landscaping. The comfortable bedroom includes an updated bath, and the unit is complete with a private one-car garage, in-unit washer and dryer, and turn-key furnishings—ready for you or your guests. This is one of the largest one bedroom available on Siesta Key! Important upgrades include a new electrical panel, AC, and water heater—all replaced in 2022, offering peace of mind and modern efficiency. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private events Freshly painted buildings with new metal roofs This weekly-rental-friendly community also offers onsite management, making it an exceptional income opportunity for investors or those seeking a flexible-use property. Location couldn’t be more attractive—cross the road for beach access, or hop on the free trolley to explore Siesta Key Village or South Siesta. Park your car and instantly feel like you're on vacation! Live the island lifestyle at Gulf and Bay Club Bayside—where coastal charm meets modern convenience. 1 Beds ⋅ 1 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code Welcome to paradise on Siesta Key! This delightful elevated first-floor one-bedroom, one-bath unit in the highly sought-after Gulf and Bay Club Bayside combines comfort, style, and unbeatable convenience—with no flood or storm damage. Enjoy direct deeded beach access just across the street to world-famous Siesta Key Beach, and embrace true resort-style living with incredible amenities at your fingertips. Step inside to an open-concept floor plan with a spacious living/dining area, a large eat-in kitchen, and a fabulous glassed and screened lanai overlooking lush tropical landscaping. The comfortable bedroom includes an updated bath, and the unit is complete with a private one-car garage, in-unit washer and dryer, and turn-key furnishings—ready for you or your guests. This is one of the largest one bedroom available on Siesta Key! Important upgrades include a new electrical panel, AC, and water heater—all replaced in 2022, offering peace of mind and modern efficiency. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private events Freshly painted buildings with new metal roofs This weekly-rental-friendly community also offers onsite management, making it an exceptional income opportunity for investors or those seeking a flexible-use property. Location couldn’t be more attractive—cross the road for beach access, or hop on the free trolley to explore Siesta Key Village or South Siesta. Park your car and instantly feel like you're on vacation! Live the island lifestyle at Gulf and Bay Club Bayside—where coastal charm meets modern convenience. 1223 Siesta Bayside Drive Unit 1223, Sarasota
$550,000 THE ANCHORAGE - PARADISE AWAITS: A UNIQUE CORNER CONDO WITH DEEDED ACCESS TO SIESTA KEY BEACH ....Experience coastal paradise at this stunning 2-bedroom, 2-bathroom corner condo offering three private balconies and coveted deeded access to TripAdvisor's #1 Rated Beach in the USA. This fully furnished retreat captures Florida's natural beauty through its unique double-aspect design, flooding the space with abundant sunlight and panoramic views. The thoughtfully designed open floor plan features two spacious master suites, an updated kitchen with modern appliances, convenient breakfast nook, and VIEWS —creating an expansive, luxurious feel throughout. Start each day with breathtaking sunrises, unwind on your private balcony during tranquil afternoons, and toast to spectacular Gulf sunsets each evening. Ideally situated at the gateway to Siesta Key, enjoy the convenient proximity to shopping, diverse dining options, and effortless access to the complimentary Siesta Key Village Trolley. The Anchorage, a meticulously maintained and low-density complex, enhances your lifestyle with resort-style amenities, park like grounds and offers an optional on-site rental program allowing weekly stays, making this versatile property ideal as your private Florida retreat, personal sanctuary away from the everyday, or a lucrative rental income generator with impressive return potential! Don't miss this opportunity to own your special piece of Florida paradise! 2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code THE ANCHORAGE - PARADISE AWAITS: A UNIQUE CORNER CONDO WITH DEEDED ACCESS TO SIESTA KEY BEACH ....Experience coastal paradise at this stunning 2-bedroom, 2-bathroom corner condo offering three private balconies and coveted deeded access to TripAdvisor's #1 Rated Beach in the USA. This fully furnished retreat captures Florida's natural beauty through its unique double-aspect design, flooding the space with abundant sunlight and panoramic views. The thoughtfully designed open floor plan features two spacious master suites, an updated kitchen with modern appliances, convenient breakfast nook, and VIEWS —creating an expansive, luxurious feel throughout. Start each day with breathtaking sunrises, unwind on your private balcony during tranquil afternoons, and toast to spectacular Gulf sunsets each evening. Ideally situated at the gateway to Siesta Key, enjoy the convenient proximity to shopping, diverse dining options, and effortless access to the complimentary Siesta Key Village Trolley. The Anchorage, a meticulously maintained and low-density complex, enhances your lifestyle with resort-style amenities, park like grounds and offers an optional on-site rental program allowing weekly stays, making this versatile property ideal as your private Florida retreat, personal sanctuary away from the everyday, or a lucrative rental income generator with impressive return potential! Don't miss this opportunity to own your special piece of Florida paradise! 6415 Midnight Pass Rd Unit 204, Sarasota
$585,000 Embrace waterfront living in this end-unit residence in Sunrise Cove, an updated, turnkey-furnished 2-bed/2-bath condo offering 1,228 sq ft of coastal style, just one shared wall, tile flooring and crown molding throughout, abundant closets, and a coveted in-unit washer-dryer. The granite kitchen features high-end stainless appliances, two pantries, and generous cabinetry, while impact-rated windows, plantation-shuttered in both bedrooms, capture spectacular sunrise panoramas over Little Sarasota Bay from the living area and screened lanai and serene sunset Gulf views from the kitchen and guest suite. Extra end-unit windows flood the primary suite and guest room with light; newer systems include an HVAC (2022) and water heater (2021). Community highlights: two heated pools (one Olympic length), lighted tennis/pickleball courts, a freshly renovated clubhouse, fitness and game rooms, barbecue area, kayak launch and optional boat docks, all tended by an on-site crew Monday, Friday, with a funded assessment for new roofs, carports, and dock upgrades under way. On-site management supports 30-day rentals for effortless income potential, while Turtle Beach, three restaurants, and the free Siesta Key Breeze trolley are just steps from your door, delivering the complete island lifestyle and an investment opportunity in one. 2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code Embrace waterfront living in this end-unit residence in Sunrise Cove, an updated, turnkey-furnished 2-bed/2-bath condo offering 1,228 sq ft of coastal style, just one shared wall, tile flooring and crown molding throughout, abundant closets, and a coveted in-unit washer-dryer. The granite kitchen features high-end stainless appliances, two pantries, and generous cabinetry, while impact-rated windows, plantation-shuttered in both bedrooms, capture spectacular sunrise panoramas over Little Sarasota Bay from the living area and screened lanai and serene sunset Gulf views from the kitchen and guest suite. Extra end-unit windows flood the primary suite and guest room with light; newer systems include an HVAC (2022) and water heater (2021). Community highlights: two heated pools (one Olympic length), lighted tennis/pickleball courts, a freshly renovated clubhouse, fitness and game rooms, barbecue area, kayak launch and optional boat docks, all tended by an on-site crew Monday, Friday, with a funded assessment for new roofs, carports, and dock upgrades under way. On-site management supports 30-day rentals for effortless income potential, while Turtle Beach, three restaurants, and the free Siesta Key Breeze trolley are just steps from your door, delivering the complete island lifestyle and an investment opportunity in one. 8911 Midnight Pass Road Unit 308, Sarasota
$1,954,700 Nestled in the quaint neighborhood along the Grand Canal on Siesta Key, this Key West style home offers the perfect blend of old-world charm and modern living. This well-appointed custom-built home has a spectacular open floor plan. The home's grand entrance welcomes you through a covered porch that leads to an oversized foyer. An abundance of natural light, beautiful canal views, soaring ceilings and gleaming hardwood floors create a bright and airy atmosphere throughout. You will then be charmed by the library with a sliding ladder, wood burning fireplace, walnut wood flooring, and cedar beams in the living room, all combined with modern style furniture. The open living area includes a kitchen, with cherry wood cabinets, and an Iron Elmira stove surrounded by Chicago brick, gorgeous dining room and a breakfast nook. Floor to ceiling windows and sliding doors seamlessly connect the grand living area to the outside covered deck, perfect for entertaining. The beautiful primary suite with canal views is on the main level and two generously sized bedrooms with their en-suite bathrooms are located on the upper level. A “basement room” between the two garages offers a huge amount of storage with built-in closets and cabinets. If interested to create an additional room/Office, a plan and design is available upon request.The house was not affected by any wind or flood damage thanks to its solid concrete block construction and 11ft elevation of living space. Some water intrusion on garage level, but did not cause any damage to building, or cabinets in storage area between the garages. The fenced-in backyard features a 35ft screened heated pool with a waterfall and Chicago brick deck. The 60ft IPE hardwood boat dock with a tropical over-the-water gazebo is equipped with a 10,000lb boat lift and offers plenty of space for all your outdoor toys. Boating just one mile through the deep-water canal brings you to the Intercoastal Waterway which leads right out into the open Gulf. In a market where quality counts more than ever, this home offers a rare blend of location, craftsmanship, and timeless appeal. Welcome home to Siesta Key - island living, breath-taking sunsets, boating and award-winning beaches, all at your doorstep. 3 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Nestled in the quaint neighborhood along the Grand Canal on Siesta Key, this Key West style home offers the perfect blend of old-world charm and modern living. This well-appointed custom-built home has a spectacular open floor plan. The home's grand entrance welcomes you through a covered porch that leads to an oversized foyer. An abundance of natural light, beautiful canal views, soaring ceilings and gleaming hardwood floors create a bright and airy atmosphere throughout. You will then be charmed by the library with a sliding ladder, wood burning fireplace, walnut wood flooring, and cedar beams in the living room, all combined with modern style furniture. The open living area includes a kitchen, with cherry wood cabinets, and an Iron Elmira stove surrounded by Chicago brick, gorgeous dining room and a breakfast nook. Floor to ceiling windows and sliding doors seamlessly connect the grand living area to the outside covered deck, perfect for entertaining. The beautiful primary suite with canal views is on the main level and two generously sized bedrooms with their en-suite bathrooms are located on the upper level. A “basement room” between the two garages offers a huge amount of storage with built-in closets and cabinets. If interested to create an additional room/Office, a plan and design is available upon request.The house was not affected by any wind or flood damage thanks to its solid concrete block construction and 11ft elevation of living space. Some water intrusion on garage level, but did not cause any damage to building, or cabinets in storage area between the garages. The fenced-in backyard features a 35ft screened heated pool with a waterfall and Chicago brick deck. The 60ft IPE hardwood boat dock with a tropical over-the-water gazebo is equipped with a 10,000lb boat lift and offers plenty of space for all your outdoor toys. Boating just one mile through the deep-water canal brings you to the Intercoastal Waterway which leads right out into the open Gulf. In a market where quality counts more than ever, this home offers a rare blend of location, craftsmanship, and timeless appeal. Welcome home to Siesta Key - island living, breath-taking sunsets, boating and award-winning beaches, all at your doorstep. 5024 Commonwealth Drive, Sarasota
$550,000 SIESTA KEY INTERCOASTAL WATERFRONT, WATERVIEW...Welcome to Paradise in PROVINCIAL GARDENS, a small 26 unit enclave. You will love the MILLION DOLLAR VIEW from this quaint, Mid-Century Modern one bedroom, one bath first floor condo with Florida room addition overlooking the community park, NEW fishing pier with new sea wall and the Intercoastal channel. Deeded beach access and Olympic pool use DIRECTLY across Midnight Pass Road. You can rent your kayak storage for $300/year. Reasonable condo fee. DID NOT FLOOD in hurricanes. You have one dedicated parking space. The kitchen appliances are "newer" and this condo does have it's own washer/dryer! The roof is 11 years old and is scheduled to be replaced next year with funding already in place. Home is professionally staged and being SOLD UNFURNISHED. Come, be mesmerized watching the boats slowly go by all day long from your FANTASTIC views $550,000. 1 Beds ⋅ 1 Baths ⋅ Provintial Gardens SubDv. ⋅ 34242 Zip Code SIESTA KEY INTERCOASTAL WATERFRONT, WATERVIEW...Welcome to Paradise in PROVINCIAL GARDENS, a small 26 unit enclave. You will love the MILLION DOLLAR VIEW from this quaint, Mid-Century Modern one bedroom, one bath first floor condo with Florida room addition overlooking the community park, NEW fishing pier with new sea wall and the Intercoastal channel. Deeded beach access and Olympic pool use DIRECTLY across Midnight Pass Road. You can rent your kayak storage for $300/year. Reasonable condo fee. DID NOT FLOOD in hurricanes. You have one dedicated parking space. The kitchen appliances are "newer" and this condo does have it's own washer/dryer! The roof is 11 years old and is scheduled to be replaced next year with funding already in place. Home is professionally staged and being SOLD UNFURNISHED. Come, be mesmerized watching the boats slowly go by all day long from your FANTASTIC views $550,000. 6005 Midnight Pass Road Unit N11, Sarasota
$525,000 SIESTA KEY INTERCOASTAL WATERFRONT, WATERVIEW...Welcome to Paradise in PROVINCIAL GARDEN, a small enclave of only 26 units. You will love the MILLION DOLLAR VIEW from this quaint, Mid-Century Modern one bedroom, one bath condo with SCREENED Florida room overlooking the community park, its own washer & dryer. There is a NEW fishing pier with new seawall and vistas of the Intercoastal channel. Deeded beach access and large pool use DIRECTLY across Midnight Pass Road. Store your kayak for only $300/year. Reasonable condo fee. DID NOT FLOOD in hurricanes. The roof is 11 years old and is scheduled to be replaced next year and is fully funded. There is one dedicated parking spot. Home is professionally staged and being SOLD UNFURNISHED. Come, be mesmerized watching the boats slowly go by all day long from your FANTASTIC views $550,000. 1 Beds ⋅ 1 Baths ⋅ Provintial Gardens SubDv. ⋅ 34242 Zip Code SIESTA KEY INTERCOASTAL WATERFRONT, WATERVIEW...Welcome to Paradise in PROVINCIAL GARDEN, a small enclave of only 26 units. You will love the MILLION DOLLAR VIEW from this quaint, Mid-Century Modern one bedroom, one bath condo with SCREENED Florida room overlooking the community park, its own washer & dryer. There is a NEW fishing pier with new seawall and vistas of the Intercoastal channel. Deeded beach access and large pool use DIRECTLY across Midnight Pass Road. Store your kayak for only $300/year. Reasonable condo fee. DID NOT FLOOD in hurricanes. The roof is 11 years old and is scheduled to be replaced next year and is fully funded. There is one dedicated parking spot. Home is professionally staged and being SOLD UNFURNISHED. Come, be mesmerized watching the boats slowly go by all day long from your FANTASTIC views $550,000. 6005 Midnight Pass Road Unit N13, Sarasota
$400,000 PRICED FOR QUICK, AS-IS SALE - Lowest price per sq. foot condo on Island! Siesta Key Waterfront for a Great Price! TWO-STORY, 2 BEDROOMS, 3 BATHROOMS, & 1-WEEK RENTALS PERMITTED gem in the popular Bay Oaks community. This spacious condo features two oversized ensuite bedrooms, a guest half bath, and three private lanais—two of them covered, and two with stunning Intracoastal Waterway views. Sip your morning coffee or evening cocktail while watching boats drift by from your living room or lanai—paradise found! Whether you're looking for a smart investment with income potential or your own personal beach sanctuary, this is a rare opportunity to own on world-famous Siesta Key at an amazing value. Just a short walk to Crescent Beach access points #12 and #13, where you'll find the powdery white quartz sand that’s cool to the touch and consistently ranked among the best in the world. Bay Oaks offers a peaceful tropical setting, yet you're close to it all—fine dining, pubs, shopping, and fun in the sun. The free Siesta Key Breeze Trolley stops right in front of the complex, making it easy to explore the island without ever needing your car. Don't miss your chance to own this slice of island life—it’s beautiful, versatile, and priced to move! 2 Beds ⋅ 3 Baths ⋅ Bay Oaks SubDv. ⋅ 34242 Zip Code PRICED FOR QUICK, AS-IS SALE - Lowest price per sq. foot condo on Island! Siesta Key Waterfront for a Great Price! TWO-STORY, 2 BEDROOMS, 3 BATHROOMS, & 1-WEEK RENTALS PERMITTED gem in the popular Bay Oaks community. This spacious condo features two oversized ensuite bedrooms, a guest half bath, and three private lanais—two of them covered, and two with stunning Intracoastal Waterway views. Sip your morning coffee or evening cocktail while watching boats drift by from your living room or lanai—paradise found! Whether you're looking for a smart investment with income potential or your own personal beach sanctuary, this is a rare opportunity to own on world-famous Siesta Key at an amazing value. Just a short walk to Crescent Beach access points #12 and #13, where you'll find the powdery white quartz sand that’s cool to the touch and consistently ranked among the best in the world. Bay Oaks offers a peaceful tropical setting, yet you're close to it all—fine dining, pubs, shopping, and fun in the sun. The free Siesta Key Breeze Trolley stops right in front of the complex, making it easy to explore the island without ever needing your car. Don't miss your chance to own this slice of island life—it’s beautiful, versatile, and priced to move! 6157 Midnight Pass Road Unit B42, Sarasota
$341,000 Experience the ultimate paradise at Sands Village in Siesta Key! Whether you're seeking an investment opportunity or a personal oasis, this property has it all. Turn-key furnished, open concept living, full tile flooring, abundance of natural light and plenty of living space are just the beginning of what this property offers. Enjoy access to a beautiful pool, community clubhouse, dedicated covered parking, and an option for boat slip rental at the onsite marina. Siesta Key itself is a vibrant and welcoming beach community, offering a wide range of activities and amenities. From fine dining restaurants and charming boutiques to outdoor adventures and water sports, there is something for everyone. This condo unit is being sold turnkey furnished. It's ready for you or your future tenants to move in and start enjoying the Siesta Key lifestyle. This condo offers everything you need to make a profitable investment while enjoying the beauty of Siesta Key. Contact us today to schedule a viewing and embark on a journey towards a lifetime of blissful beachside living. 1 Beds ⋅ 1 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code Experience the ultimate paradise at Sands Village in Siesta Key! Whether you're seeking an investment opportunity or a personal oasis, this property has it all. Turn-key furnished, open concept living, full tile flooring, abundance of natural light and plenty of living space are just the beginning of what this property offers. Enjoy access to a beautiful pool, community clubhouse, dedicated covered parking, and an option for boat slip rental at the onsite marina. Siesta Key itself is a vibrant and welcoming beach community, offering a wide range of activities and amenities. From fine dining restaurants and charming boutiques to outdoor adventures and water sports, there is something for everyone. This condo unit is being sold turnkey furnished. It's ready for you or your future tenants to move in and start enjoying the Siesta Key lifestyle. This condo offers everything you need to make a profitable investment while enjoying the beauty of Siesta Key. Contact us today to schedule a viewing and embark on a journey towards a lifetime of blissful beachside living. 5631 Midnight Pass Road Unit 1007, Sarasota
$2,900,000 Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously transformed by the renowned Nautilus Homes, this home boasts an open floor plan with soaring high ceilings, making it the perfect space for both relaxation and entertaining. Every inch of the property has been updated with the finest finishes and state-of-the-art features, including: Gourmet Kitchen with new appliances, Impact-Resistant Windows for peace of mind, New 17KW Solar System with backup generator, keeping your electric bill at an incredibly low $20-$30 month, New Boat Lift Motors and a private dock, perfect for boating enthusiasts, Saltwater Pool System and spa, enclosed in a serene, waterside cage for privacy, Custom Treehouse for a fun and unique retreat, Whole House Water Conditioner and new water heater, Two New A/C Units ensuring year-round comfort and a Xeroflood water barrier system has been installed. Natural light pours into every room, highlighting the spacious living areas and creating an inviting atmosphere throughout. The sumptuous Primary Suite offers a private sanctuary, featuring views of the lush tropical surroundings. Step outside to your own private oasis where you can unwind by the pool, entertain in style, or take your boat out for a sunset cruise – all right in your backyard. With Siesta Key's famous restaurants, shops, and nightlife just moments away, you’ll have everything you need to experience the best of island living. This is a rare opportunity to own a piece of paradise on Palm Island, where the ultimate lifestyle meets extraordinary design and function. 4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously transformed by the renowned Nautilus Homes, this home boasts an open floor plan with soaring high ceilings, making it the perfect space for both relaxation and entertaining. Every inch of the property has been updated with the finest finishes and state-of-the-art features, including: Gourmet Kitchen with new appliances, Impact-Resistant Windows for peace of mind, New 17KW Solar System with backup generator, keeping your electric bill at an incredibly low $20-$30 month, New Boat Lift Motors and a private dock, perfect for boating enthusiasts, Saltwater Pool System and spa, enclosed in a serene, waterside cage for privacy, Custom Treehouse for a fun and unique retreat, Whole House Water Conditioner and new water heater, Two New A/C Units ensuring year-round comfort and a Xeroflood water barrier system has been installed. Natural light pours into every room, highlighting the spacious living areas and creating an inviting atmosphere throughout. The sumptuous Primary Suite offers a private sanctuary, featuring views of the lush tropical surroundings. Step outside to your own private oasis where you can unwind by the pool, entertain in style, or take your boat out for a sunset cruise – all right in your backyard. With Siesta Key's famous restaurants, shops, and nightlife just moments away, you’ll have everything you need to experience the best of island living. This is a rare opportunity to own a piece of paradise on Palm Island, where the ultimate lifestyle meets extraordinary design and function. 238 Island Circle, Sarasota
$1,010,000 Newly adjusted price - an exceptional opportunity to own a charming beach retreat on Siesta Key minutes from world-famous Siesta Beach—consistently ranked among the best beaches in the U.S. With powdery white sands, crystal-clear turquoise waters, and unforgettable Gulf sunsets close by, this home captures the essence of relaxed island living. Located in the desirable, deed-restricted community of Siesta Isles, this three-bedroom, two-bath residence is set on a lushly landscaped, nearly 15,000-square-foot lot adorned with more than 40 mature palm trees, bromeliads, and a rare, show-stopping staghorn fern. The expansive property offers exceptional outdoor privacy, ample room for entertaining or recreation, and space to add a pool. Inside, the open-concept floor plan features generously sized rooms filled with natural light. A wraparound wall of windows in the living and breakfast areas frames serene views of the tropical backyard, creating a seamless indoor-outdoor connection. The renovated kitchen is thoughtfully designed with white quartz countertops, glass tile backsplash, and newer appliances, while a separate dining room provides comfortable space for gatherings. The primary suite includes an en-suite bath and a tranquil retreat feel. Two additional bedrooms offer flexibility, including a third bedroom with contemporary barn doors—ideal for a home office, den, or guest space. With a base flood elevation of 8'8" the home remained high and dry with no water intrusion during the storms; the elevation certificate and inspection certification are available. Additional highlights include a private, low-maintenance, six-foot fenced backyard, an oversized circular paver driveway with generous parking, and a two-car garage for storage and convenience. The home may be purchased turnkey furnished (with a few exclusions), making it well-suited as a beach getaway, seasonal residence, or income-producing property. Recent improvements totaling over $100,000 add peace of mind and value, including a metal roof (2022), HVAC system (2023), paver driveway (2022), six-foot PVC fencing (2020), and re-piped sewer and water lines. Just one mile from Siesta Village’s boutiques, dining, and live music—and a short drive to downtown Sarasota’s cultural attractions, farmers markets, and waterfront destinations—this property also offers long-term potential as a future residential building site due to its prime island location. With a voluntary HOA of only $200 annually and a newly improved price, this is a compelling opportunity to secure your place on Siesta Key. Schedule your private showing today and experience the island lifestyle you’ve been waiting for. 3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code Newly adjusted price - an exceptional opportunity to own a charming beach retreat on Siesta Key minutes from world-famous Siesta Beach—consistently ranked among the best beaches in the U.S. With powdery white sands, crystal-clear turquoise waters, and unforgettable Gulf sunsets close by, this home captures the essence of relaxed island living. Located in the desirable, deed-restricted community of Siesta Isles, this three-bedroom, two-bath residence is set on a lushly landscaped, nearly 15,000-square-foot lot adorned with more than 40 mature palm trees, bromeliads, and a rare, show-stopping staghorn fern. The expansive property offers exceptional outdoor privacy, ample room for entertaining or recreation, and space to add a pool. Inside, the open-concept floor plan features generously sized rooms filled with natural light. A wraparound wall of windows in the living and breakfast areas frames serene views of the tropical backyard, creating a seamless indoor-outdoor connection. The renovated kitchen is thoughtfully designed with white quartz countertops, glass tile backsplash, and newer appliances, while a separate dining room provides comfortable space for gatherings. The primary suite includes an en-suite bath and a tranquil retreat feel. Two additional bedrooms offer flexibility, including a third bedroom with contemporary barn doors—ideal for a home office, den, or guest space. With a base flood elevation of 8'8" the home remained high and dry with no water intrusion during the storms; the elevation certificate and inspection certification are available. Additional highlights include a private, low-maintenance, six-foot fenced backyard, an oversized circular paver driveway with generous parking, and a two-car garage for storage and convenience. The home may be purchased turnkey furnished (with a few exclusions), making it well-suited as a beach getaway, seasonal residence, or income-producing property. Recent improvements totaling over $100,000 add peace of mind and value, including a metal roof (2022), HVAC system (2023), paver driveway (2022), six-foot PVC fencing (2020), and re-piped sewer and water lines. Just one mile from Siesta Village’s boutiques, dining, and live music—and a short drive to downtown Sarasota’s cultural attractions, farmers markets, and waterfront destinations—this property also offers long-term potential as a future residential building site due to its prime island location. With a voluntary HOA of only $200 annually and a newly improved price, this is a compelling opportunity to secure your place on Siesta Key. Schedule your private showing today and experience the island lifestyle you’ve been waiting for. 5432 Cape Leyte Drive, Sarasota
$1,081,500 Build your Dream Home or renovate the existing home on this Siesta Isles Canal Front lot just a short walk to the cool powdery quartz sands of Siesta Key. This 14,200 square foot lot boasts approximately 80 feet on a deep canal with a boat dock. New homes and extensive renovations are occurring in this highly sought after neighborhood with its excellent boating water and close proximity to the beach. The current home on the property consists of a 3-bedrooms, 4 bathrooms and 2,337 square feet of living area. The current home experienced some water intrusion during Hurricane Helene (but not Milton). 3 Beds ⋅ 4 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code Build your Dream Home or renovate the existing home on this Siesta Isles Canal Front lot just a short walk to the cool powdery quartz sands of Siesta Key. This 14,200 square foot lot boasts approximately 80 feet on a deep canal with a boat dock. New homes and extensive renovations are occurring in this highly sought after neighborhood with its excellent boating water and close proximity to the beach. The current home on the property consists of a 3-bedrooms, 4 bathrooms and 2,337 square feet of living area. The current home experienced some water intrusion during Hurricane Helene (but not Milton). 5502 Shadow Lawn Drive, Sarasota
$630,000 PRICED TO SELL! 100K PRICE IMPROVEMENT!! THE SEASON IS HERE! Don't miss your chance to secure a great investment with this consistently rented condo. Welcome home to the GOOD LIFE in Siesta Key Beach! This turn-key condo is ready for you to experience the epitome of beachside living year 'round as you awaken to the scent of salt air and the sound of waves rolling in, all from the comfort of your living room! This fully furnished, OPEN FLOOR PLAN, two-bedroom, two-bath condominium is positioned in the sought-after community of Crescent Royale directly across from Siesta Key’s world-renowned powdery sand beaches. Designed for those who value luxury and laid-back coastal elegance combined with smart investment potential, this prime, first-floor, turnkey condominium offers the ideal combination of luxury, convenience and relaxation. There is no need to take the stairs or search for beach parking when you live steps from the beach with an assigned parking space. Wake to panoramic views of turquoise water and unwind on your private lanai with stunning gulf sunsets. Inside, you’ll be greeted by bright, light-filled spaces with floor-to-ceiling sliders that invite in ocean breezes. The tastefully renovated home has newly installed white oak (LVP) floors throughout. A stylish kitchen complete with granite countertops, newer appliances, and a breakfast/wine bar that flows into the dining and living area creates a space for hosting with ease. Each bedroom is a serene retreat complete with a walk-in closet and a sophisticated en-suite bath, ideal for guests and owners alike. Crescent Royale pampers their residents and guests with resort-style amenities including a sparkling heated pool, fully equipped fitness center, game room, shuffleboard court, and a picnic/barbecue area. Just minutes away, Sarasota adds a cultural heartbeat with art galleries, theaters and gourmet dining. The pace here is relaxed but vibrant! Farmer’s markets, waterfront cafes and year-round sunshine create the ideal blend of sophisticated living and coastal charm. Living near Siesta Key and Sarasota means every day feels like a vacation, and every moment feels like home. Whether you're looking for a personal retreat, a seasonal escape or an income-generating asset, this property delivers because it works while you relax. Beyond its beauty, this residence is a savvy investment, offering strong rental income potential, friendly leasing policies and on-site management, creating a rare opportunity for a passive income stream in one of Florida’s most desirable beach communities. No pets or smoking allowed in this community! Location, luxury and income potential! Live the dream, earn while you’re away and invest in a lifestyle that pays you back. This condominium delivers the lifestyle you’ve been dreaming of, just across from Siesta Key Beach so don’t miss this rare chance to own a slice of Siesta Key’s desirable beachfront real estate, with income potential to match. Call us today to schedule your private showing and begin living the Florida Lifestyle you have dreamed of. 2 Beds ⋅ 2 Baths ⋅ Crescent Royale SubDv. ⋅ 34242 Zip Code PRICED TO SELL! 100K PRICE IMPROVEMENT!! THE SEASON IS HERE! Don't miss your chance to secure a great investment with this consistently rented condo. Welcome home to the GOOD LIFE in Siesta Key Beach! This turn-key condo is ready for you to experience the epitome of beachside living year 'round as you awaken to the scent of salt air and the sound of waves rolling in, all from the comfort of your living room! This fully furnished, OPEN FLOOR PLAN, two-bedroom, two-bath condominium is positioned in the sought-after community of Crescent Royale directly across from Siesta Key’s world-renowned powdery sand beaches. Designed for those who value luxury and laid-back coastal elegance combined with smart investment potential, this prime, first-floor, turnkey condominium offers the ideal combination of luxury, convenience and relaxation. There is no need to take the stairs or search for beach parking when you live steps from the beach with an assigned parking space. Wake to panoramic views of turquoise water and unwind on your private lanai with stunning gulf sunsets. Inside, you’ll be greeted by bright, light-filled spaces with floor-to-ceiling sliders that invite in ocean breezes. The tastefully renovated home has newly installed white oak (LVP) floors throughout. A stylish kitchen complete with granite countertops, newer appliances, and a breakfast/wine bar that flows into the dining and living area creates a space for hosting with ease. Each bedroom is a serene retreat complete with a walk-in closet and a sophisticated en-suite bath, ideal for guests and owners alike. Crescent Royale pampers their residents and guests with resort-style amenities including a sparkling heated pool, fully equipped fitness center, game room, shuffleboard court, and a picnic/barbecue area. Just minutes away, Sarasota adds a cultural heartbeat with art galleries, theaters and gourmet dining. The pace here is relaxed but vibrant! Farmer’s markets, waterfront cafes and year-round sunshine create the ideal blend of sophisticated living and coastal charm. Living near Siesta Key and Sarasota means every day feels like a vacation, and every moment feels like home. Whether you're looking for a personal retreat, a seasonal escape or an income-generating asset, this property delivers because it works while you relax. Beyond its beauty, this residence is a savvy investment, offering strong rental income potential, friendly leasing policies and on-site management, creating a rare opportunity for a passive income stream in one of Florida’s most desirable beach communities. No pets or smoking allowed in this community! Location, luxury and income potential! Live the dream, earn while you’re away and invest in a lifestyle that pays you back. This condominium delivers the lifestyle you’ve been dreaming of, just across from Siesta Key Beach so don’t miss this rare chance to own a slice of Siesta Key’s desirable beachfront real estate, with income potential to match. Call us today to schedule your private showing and begin living the Florida Lifestyle you have dreamed of. 777 Beach Road Unit 1B, Sarasota
$1,110,000 One or more photo(s) has been virtually staged. Charming Key West Style Home on World-Renowned Siesta Key Step into coastal elegance with this beautifully maintained 3-bedroom, 2-bath elevated home with a versatile second-story loft, located on a private street with only 8 homes—just short drive down Ocean Blvd to the public beach access. As you ascend the newly updated stairs, you’re welcomed into a light-filled sanctuary featuring stunning white oak floors throughout and warm cedar plank tongue-and-groove ceilings. The front of the home offers two spacious guest bedrooms and a full bath, while the rear opens up to a grand living/dining room, a chef’s kitchen, and a serene primary suite. The kitchen is a true centerpiece with hickory wood cabinetry, granite countertops, stainless steel appliances, a breakfast nook, and a gas stove powered by an on-demand propane tank. A laundry room with extra storage and a utility sink is conveniently located just off the kitchen. Retreat to your spacious primary suite boasting vaulted ceilings, floor-to-ceiling windows, private slider access to the screened-in porch, a large walk-in closet with built-ins, and a spa-like bath with dual vanities, soaking tub, separate shower, and a private water closet. Upstairs, a sunlit loft offers the perfect space for an office, art studio, or children’s playroom. Don’t miss out on enjoying sunny days swimming in the saltwater swimming pool with a beautiful 50x20 paver deck that is fenced in for those who like privacy. This lovingly cared-for home also includes a recently resealed and refastened metal roof, a new AC unit (2024), tankless water heater, and gas dryer. This is a rare find on Siesta Key—ideal as a primary residence, vacation retreat, or income-producing rental. Stroll to Siesta Village for dining and shopping, or enjoy quick access to the mainland—just 10 minutes away. Don't miss out—schedule your private showing today! FYI this home has survived two major storms with no major issues. 3 Beds ⋅ 2 Baths ⋅ Siesta Hammock SubDv. ⋅ 34242 Zip Code One or more photo(s) has been virtually staged. Charming Key West Style Home on World-Renowned Siesta Key Step into coastal elegance with this beautifully maintained 3-bedroom, 2-bath elevated home with a versatile second-story loft, located on a private street with only 8 homes—just short drive down Ocean Blvd to the public beach access. As you ascend the newly updated stairs, you’re welcomed into a light-filled sanctuary featuring stunning white oak floors throughout and warm cedar plank tongue-and-groove ceilings. The front of the home offers two spacious guest bedrooms and a full bath, while the rear opens up to a grand living/dining room, a chef’s kitchen, and a serene primary suite. The kitchen is a true centerpiece with hickory wood cabinetry, granite countertops, stainless steel appliances, a breakfast nook, and a gas stove powered by an on-demand propane tank. A laundry room with extra storage and a utility sink is conveniently located just off the kitchen. Retreat to your spacious primary suite boasting vaulted ceilings, floor-to-ceiling windows, private slider access to the screened-in porch, a large walk-in closet with built-ins, and a spa-like bath with dual vanities, soaking tub, separate shower, and a private water closet. Upstairs, a sunlit loft offers the perfect space for an office, art studio, or children’s playroom. Don’t miss out on enjoying sunny days swimming in the saltwater swimming pool with a beautiful 50x20 paver deck that is fenced in for those who like privacy. This lovingly cared-for home also includes a recently resealed and refastened metal roof, a new AC unit (2024), tankless water heater, and gas dryer. This is a rare find on Siesta Key—ideal as a primary residence, vacation retreat, or income-producing rental. Stroll to Siesta Village for dining and shopping, or enjoy quick access to the mainland—just 10 minutes away. Don't miss out—schedule your private showing today! FYI this home has survived two major storms with no major issues. 4818 Givens Court, Sarasota
$1,140,000 Own a Slice of Paradise on Siesta Key – Voted #1 Beach in the U.S. by TripAdvisor in 2025! Welcome to your dream beach escape and investment opportunity all in one. Whether you’re searching for a family-friendly getaway or a revenue-generating vacation rental, this beautifully maintained 2-bedroom, 2-bath condo on world-famous Siesta Key offers the best of both worlds. Perfectly positioned just steps from the soft, powdery quartz sand and crystal-clear waters that earned Siesta Key its 2025 title as the #1 Beach in the U.S., this fully furnished unit is turnkey ready and zoned for weekly rentals—a rare and highly sought-after feature that opens the door to exceptional income potential. Inside, the condo features a bright and open floor plan with two spacious bedrooms, two full bathrooms, and an extra interior storage closet—perfect for keeping beach gear or owner’s items secure between rentals. The layout provides comfort and privacy for families or couples traveling together, making it especially attractive to vacationers seeking short-term stays. The community pool is an added bonus, offering a refreshing retreat after a day at the beach. Relax on the spacious pool deck surrounded by chaise lounge chairs, ideal for soaking up the Florida sunshine while enjoying the tropical ambiance of Siesta Key. Location is everything—and this condo delivers. Tucked away with quick and easy access from the South Bridge, you can avoid the long lines of traffic that often build up on Midnight Pass Road. This convenient location makes arrival and departure stress-free for both owners and guests, enhancing the appeal for vacation renters. Families will love the close proximity to the beach, vibrant local dining, and the laid-back, coastal lifestyle that makes Siesta Key so special. Spend your days building sandcastles, paddleboarding along the calm shoreline, or biking through the island’s charming neighborhoods. In the evenings, stroll over to Siesta Key Village for live music, seafood dinners, and unforgettable sunsets over the Gulf. For investors, this unit is a proven performer. With the flexibility of weekly rentals, year-round demand, and a location that’s both desirable and accessible, this condo offers strong income potential without sacrificing personal use. Living or vacationing here means embracing the Siesta Key lifestyle—a unique blend of relaxed island living with easy access to shopping, dining, outdoor adventure, and year-round sunshine. Whether you're sipping coffee on your private balcony, enjoying beach yoga at sunrise, or taking a sunset cruise, every day feels like a vacation. Don’t miss this rare opportunity to own on one of the most celebrated beaches in the country. Whether you're looking to create unforgettable family memories or build your income-producing dream property, this Siesta Key condo checks every box. 2 Beds ⋅ 2 Baths ⋅ Siesta Breakers SubDv. ⋅ 34242 Zip Code Own a Slice of Paradise on Siesta Key – Voted #1 Beach in the U.S. by TripAdvisor in 2025! Welcome to your dream beach escape and investment opportunity all in one. Whether you’re searching for a family-friendly getaway or a revenue-generating vacation rental, this beautifully maintained 2-bedroom, 2-bath condo on world-famous Siesta Key offers the best of both worlds. Perfectly positioned just steps from the soft, powdery quartz sand and crystal-clear waters that earned Siesta Key its 2025 title as the #1 Beach in the U.S., this fully furnished unit is turnkey ready and zoned for weekly rentals—a rare and highly sought-after feature that opens the door to exceptional income potential. Inside, the condo features a bright and open floor plan with two spacious bedrooms, two full bathrooms, and an extra interior storage closet—perfect for keeping beach gear or owner’s items secure between rentals. The layout provides comfort and privacy for families or couples traveling together, making it especially attractive to vacationers seeking short-term stays. The community pool is an added bonus, offering a refreshing retreat after a day at the beach. Relax on the spacious pool deck surrounded by chaise lounge chairs, ideal for soaking up the Florida sunshine while enjoying the tropical ambiance of Siesta Key. Location is everything—and this condo delivers. Tucked away with quick and easy access from the South Bridge, you can avoid the long lines of traffic that often build up on Midnight Pass Road. This convenient location makes arrival and departure stress-free for both owners and guests, enhancing the appeal for vacation renters. Families will love the close proximity to the beach, vibrant local dining, and the laid-back, coastal lifestyle that makes Siesta Key so special. Spend your days building sandcastles, paddleboarding along the calm shoreline, or biking through the island’s charming neighborhoods. In the evenings, stroll over to Siesta Key Village for live music, seafood dinners, and unforgettable sunsets over the Gulf. For investors, this unit is a proven performer. With the flexibility of weekly rentals, year-round demand, and a location that’s both desirable and accessible, this condo offers strong income potential without sacrificing personal use. Living or vacationing here means embracing the Siesta Key lifestyle—a unique blend of relaxed island living with easy access to shopping, dining, outdoor adventure, and year-round sunshine. Whether you're sipping coffee on your private balcony, enjoying beach yoga at sunrise, or taking a sunset cruise, every day feels like a vacation. Don’t miss this rare opportunity to own on one of the most celebrated beaches in the country. Whether you're looking to create unforgettable family memories or build your income-producing dream property, this Siesta Key condo checks every box. 6480 Midnight Pass Road Unit 316, Sarasota