Swfloridafinehomes.com Search Results

$520,000

Welcome to Villa 63 at Aloha Kai, a beautifully renovated one-bedroom, one-bath villa located just steps from the world-famous quartz sands of Siesta Key Beach. This coastal retreat has been fully remodeled from top to bottom, offering the perfect combination of comfort, style, and income potential. From the moment you arrive, you’ll notice the fresh exterior with tropical landscaping, paver walkways, and colorful shutters that set the tone for this charming island escape. Inside, the villa opens to a bright and airy living space designed for both relaxation and entertaining. Luxury vinyl plank flooring runs throughout, complementing the crisp coastal color palette. Recessed lighting, plantation shutters, and high-end finishes make the interiors feel modern and inviting. The kitchen has been thoughtfully updated with white cabinetry, sleek counters, and newer appliances, blending functionality with coastal charm. The open-concept layout flows seamlessly into the dining area and spacious living room, where there’s plenty of room for family and friends. The villa comes tastefully furnished with comfortable seating, stylish décor, and thoughtful details that enhance the beachside experience. The bedroom is a tranquil retreat with a king-size bed, ample storage, and calming coastal accents. The bathroom has been fully remodeled with elegant tilework, a modern vanity, and updated fixtures, giving it a spa-like feel. Every inch of this villa has been refreshed to create a truly turnkey property—ideal as a second home, vacation rental, or year-round residence. Step outside to your private patio area, surrounded by lush landscaping and paver walkways, or stroll just a short distance to Aloha Kai’s private, gated access to Siesta Key’s award-winning beach. This community is known for its resort-style amenities, including the island’s largest heated pool, a well-appointed clubhouse, shuffleboard courts, and an on-site rental management program that makes ownership effortless. Villa 63 is not only an inviting personal retreat but also an exceptional rental opportunity. Aloha Kai’s rental program is highly regarded, offering owners the ability to generate strong rental income while still enjoying the property themselves. With its prime location in the heart of Siesta Key, this villa gives you the best of both worlds: a peaceful getaway and a smart investment. Whether you’re drawn by the sugar-white sands, turquoise waters, or vibrant island lifestyle, the villa delivers it all in a fresh, modern package. Don’t miss the opportunity to own a fully remodeled villa in one of Siesta Key’s most established beachfront communities.

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

Welcome to Villa 63 at Aloha Kai, a beautifully renovated one-bedroom, one-bath villa located just steps from the world-famous quartz sands of Siesta Key Beach. This coastal retreat has been fully remodeled from top to bottom, offering the perfect combination of comfort, style, and income potential. From the moment you arrive, you’ll notice the fresh exterior with tropical landscaping, paver walkways, and colorful shutters that set the tone for this charming island escape. Inside, the villa opens to a bright and airy living space designed for both relaxation and entertaining. Luxury vinyl plank flooring runs throughout, complementing the crisp coastal color palette. Recessed lighting, plantation shutters, and high-end finishes make the interiors feel modern and inviting. The kitchen has been thoughtfully updated with white cabinetry, sleek counters, and newer appliances, blending functionality with coastal charm. The open-concept layout flows seamlessly into the dining area and spacious living room, where there’s plenty of room for family and friends. The villa comes tastefully furnished with comfortable seating, stylish décor, and thoughtful details that enhance the beachside experience. The bedroom is a tranquil retreat with a king-size bed, ample storage, and calming coastal accents. The bathroom has been fully remodeled with elegant tilework, a modern vanity, and updated fixtures, giving it a spa-like feel. Every inch of this villa has been refreshed to create a truly turnkey property—ideal as a second home, vacation rental, or year-round residence. Step outside to your private patio area, surrounded by lush landscaping and paver walkways, or stroll just a short distance to Aloha Kai’s private, gated access to Siesta Key’s award-winning beach. This community is known for its resort-style amenities, including the island’s largest heated pool, a well-appointed clubhouse, shuffleboard courts, and an on-site rental management program that makes ownership effortless. Villa 63 is not only an inviting personal retreat but also an exceptional rental opportunity. Aloha Kai’s rental program is highly regarded, offering owners the ability to generate strong rental income while still enjoying the property themselves. With its prime location in the heart of Siesta Key, this villa gives you the best of both worlds: a peaceful getaway and a smart investment. Whether you’re drawn by the sugar-white sands, turquoise waters, or vibrant island lifestyle, the villa delivers it all in a fresh, modern package. Don’t miss the opportunity to own a fully remodeled villa in one of Siesta Key’s most established beachfront communities.

6020 Midnight Pass Road Unit 63, Siesta Key

$1,550,000

Exceptional Investment Opportunity on Siesta Key – Turnkey 5-Bedroom Home with Strong Rental Income Potential Unlock the full potential of coastal luxury with this expansive 5-bedroom, 4-bathroom residence offering over 3,700 square feet of casually refined living space. Perfectly situated on an oversized, private lot just minutes from the world-famous Siesta Key Beach, this property is a rare find for savvy investors or those seeking a dual-purpose personal retreat and income-generating asset. Designed with both comfort and functionality in mind, the home features flexible living spaces, an abundance of natural light, a home office, and luxuriously updated kitchen and bathrooms. The kitchen is equipped with high-end stainless steel appliances, custom cabinetry, and ample prep space—ideal for entertaining guests or catering to vacationing families. Step outside to your own tropical oasis: a heated pool and spa, expansive patio, and lush, mature landscaping provide the perfect backdrop for relaxation and outdoor gatherings. The detached 3-car garage offers generous storage for vehicles, beach equipment, and water sports gear—an essential amenity for short-term rental guests. With a 7-night minimum rental policy, this property is perfectly positioned to generate premium vacation rental income year-round. The home's size, layout, and resort-style features make it an ideal choice for large families or groups, significantly increasing its desirability and earning potential in Siesta Key’s thriving short-term rental market.

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

Exceptional Investment Opportunity on Siesta Key – Turnkey 5-Bedroom Home with Strong Rental Income Potential Unlock the full potential of coastal luxury with this expansive 5-bedroom, 4-bathroom residence offering over 3,700 square feet of casually refined living space. Perfectly situated on an oversized, private lot just minutes from the world-famous Siesta Key Beach, this property is a rare find for savvy investors or those seeking a dual-purpose personal retreat and income-generating asset. Designed with both comfort and functionality in mind, the home features flexible living spaces, an abundance of natural light, a home office, and luxuriously updated kitchen and bathrooms. The kitchen is equipped with high-end stainless steel appliances, custom cabinetry, and ample prep space—ideal for entertaining guests or catering to vacationing families. Step outside to your own tropical oasis: a heated pool and spa, expansive patio, and lush, mature landscaping provide the perfect backdrop for relaxation and outdoor gatherings. The detached 3-car garage offers generous storage for vehicles, beach equipment, and water sports gear—an essential amenity for short-term rental guests. With a 7-night minimum rental policy, this property is perfectly positioned to generate premium vacation rental income year-round. The home's size, layout, and resort-style features make it an ideal choice for large families or groups, significantly increasing its desirability and earning potential in Siesta Key’s thriving short-term rental market.

185 Faubel Street, Sarasota

$10,500,000

Welcome to this extraordinary Gulf-front estate located in one of Siesta Key’s most exclusive enclaves. Situated on a full acre in the private Sandy Hook community, this fully renovated, turnkey residence offers over 5,000 square feet of refined living space and more than 3,000 square feet of covered outdoor areas, all just a short stroll from Siesta Key Village and with direct access to a private community beach. Inside, the layout features five en-suite bedrooms, two powder baths, a dedicated office, and a three-car garage with beach cruisers and kayaks included. Floor-to-ceiling Andersen impact windows frame panoramic Gulf views, while rich finishes like Sapele mahogany siding, IPE hardwood decking, and a custom Pecky Cypress entertainment system reflect the home’s elevated craftsmanship. The chef’s kitchen is a showpiece, centered around a Labradorite Lumarian Blue granite island imported from Brazil, with Wolf, Miele, and Sub-Zero appliances throughout. The spa-inspired primary suite includes a waterfall feature wall, dual curbless shower, lighted soaking tub, and Toto smart toilets. A private elevator and full smart-home system ensure ease and efficiency. Outdoor living is exceptional, with a heated saltwater pool and Jacuzzi, a fully equipped summer kitchen, a covered outdoor living room with fireplace and TV, a poolside theater with dual fireplaces and TVs, and a sunset-facing gas fire pit. The professionally designed $1M+ tropical landscape includes advanced mosquito-misting and irrigation systems for effortless maintenance. With direct access to a private, resident-only beach and an ideal location just minutes from restaurants, shopping, and entertainment, this one-of-a-kind estate offers a rare opportunity to experience the best of coastal living on Siesta Key. Designed for elevated living and effortless enjoyment, 26 Sandy Hook Road S is more than a home—it is a fully realized Gulf-front sanctuary.

5 Beds ⋅ 7 Baths ⋅ Sandy Hook SubDv. ⋅ 34242 Zip Code

Welcome to this extraordinary Gulf-front estate located in one of Siesta Key’s most exclusive enclaves. Situated on a full acre in the private Sandy Hook community, this fully renovated, turnkey residence offers over 5,000 square feet of refined living space and more than 3,000 square feet of covered outdoor areas, all just a short stroll from Siesta Key Village and with direct access to a private community beach. Inside, the layout features five en-suite bedrooms, two powder baths, a dedicated office, and a three-car garage with beach cruisers and kayaks included. Floor-to-ceiling Andersen impact windows frame panoramic Gulf views, while rich finishes like Sapele mahogany siding, IPE hardwood decking, and a custom Pecky Cypress entertainment system reflect the home’s elevated craftsmanship. The chef’s kitchen is a showpiece, centered around a Labradorite Lumarian Blue granite island imported from Brazil, with Wolf, Miele, and Sub-Zero appliances throughout. The spa-inspired primary suite includes a waterfall feature wall, dual curbless shower, lighted soaking tub, and Toto smart toilets. A private elevator and full smart-home system ensure ease and efficiency. Outdoor living is exceptional, with a heated saltwater pool and Jacuzzi, a fully equipped summer kitchen, a covered outdoor living room with fireplace and TV, a poolside theater with dual fireplaces and TVs, and a sunset-facing gas fire pit. The professionally designed $1M+ tropical landscape includes advanced mosquito-misting and irrigation systems for effortless maintenance. With direct access to a private, resident-only beach and an ideal location just minutes from restaurants, shopping, and entertainment, this one-of-a-kind estate offers a rare opportunity to experience the best of coastal living on Siesta Key. Designed for elevated living and effortless enjoyment, 26 Sandy Hook Road S is more than a home—it is a fully realized Gulf-front sanctuary.

26 Sandy Hook Road N, Sarasota

$506,000

Endless vacations await at La Siesta! Condo-hotel daily/weekly/monthly rental allowed through association. This highly desirable first-floor, recently remodeled two-bedroom, two-bath corner condo has been beautifully updated throughout, including a modern new kitchen, stylish finishes, and tasteful décor. The open layout and all-tile flooring make the space bright and inviting for both relaxation and entertaining. Step out to your private screened lanai and enjoy a short stroll to the main entrance of Siesta Beach, ranked the #1 beach in the U.S. by TripAdvisor in 2020. Spend your days on the island’s famous quartz sands, play volleyball or tennis, dine at Siesta Beach Eats, or take in breathtaking Gulf sunsets from the beachside viewing deck. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, and professional full-time management. A covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured well into 2026. Perfectly situated near the shops and restaurants of Siesta Key Village, and with easy access via Stickney Point Road, this turnkey-furnished residence blends vacation living, smart investing, and everyday comfort. Move-in ready, recently renovated, and steps from Siesta Beach — this is the opportunity you’ve been waiting for.

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

Endless vacations await at La Siesta! Condo-hotel daily/weekly/monthly rental allowed through association. This highly desirable first-floor, recently remodeled two-bedroom, two-bath corner condo has been beautifully updated throughout, including a modern new kitchen, stylish finishes, and tasteful décor. The open layout and all-tile flooring make the space bright and inviting for both relaxation and entertaining. Step out to your private screened lanai and enjoy a short stroll to the main entrance of Siesta Beach, ranked the #1 beach in the U.S. by TripAdvisor in 2020. Spend your days on the island’s famous quartz sands, play volleyball or tennis, dine at Siesta Beach Eats, or take in breathtaking Gulf sunsets from the beachside viewing deck. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, and professional full-time management. A covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured well into 2026. Perfectly situated near the shops and restaurants of Siesta Key Village, and with easy access via Stickney Point Road, this turnkey-furnished residence blends vacation living, smart investing, and everyday comfort. Move-in ready, recently renovated, and steps from Siesta Beach — this is the opportunity you’ve been waiting for.

925 Beach Road Unit 112, Siesta Key

$985,000

One or more photo(s) has been virtually staged. Tucked away at the end of quiet Estrada De Costa, a single lane road with just three homes, this unique and spacious Siesta Key 3 bedroom/3 bath lakefront property offers rare privacy, flexibility, and charm. The home was expanded in 2001, the property includes a 2 bedroom/2 bath main house, and a fully equipped one bedroom/one bath separate suite with its own private entrance, cozy living room, kitchen, walk-in closet, and screened porch with tranquil water views. Ideal for multigenerational living, guest accommodations, or income potential. Saltillo(Mexican) tile flooring flows throughout both living spaces and adds character and charm to every room, while the open layout flows seamlessly for comfortable everyday living. Sliding glass doors on the water side fill the rooms with natural light. The house did have water in the home after Hurricane Helene, so the owner completed some thoughtful and stylish renovations such as Shaker cabinets, quartz counters, subway tile backsplash, all new LG stainless steel appliances, new AC, and hot water heaters in both living spaces, and solid paneled doors throughout. New roof in 2022, and drain pipes lines in 2024. Located on Lake Rittwood, a serene neighborhood pond teeming with tilapia, turtles, ducks and birds, this home is a retreat. Stroll into Siesta Key Village, or catch sunset views at the Big Pass/Gulf public access at the West end of Givens St. and Ocean Blvd. This home offers the end-of-the-road seclusion, but still close to the wonderful activities of Siesta Key and Sarasota. Whether you're hosting guests, housing extended family, or exploring rental potential, this unique layout offers flexible living options rarely found on the Key.

3 Beds ⋅ 3 Baths ⋅ Twitchell Ralph S Siesta Key Prop SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Tucked away at the end of quiet Estrada De Costa, a single lane road with just three homes, this unique and spacious Siesta Key 3 bedroom/3 bath lakefront property offers rare privacy, flexibility, and charm. The home was expanded in 2001, the property includes a 2 bedroom/2 bath main house, and a fully equipped one bedroom/one bath separate suite with its own private entrance, cozy living room, kitchen, walk-in closet, and screened porch with tranquil water views. Ideal for multigenerational living, guest accommodations, or income potential. Saltillo(Mexican) tile flooring flows throughout both living spaces and adds character and charm to every room, while the open layout flows seamlessly for comfortable everyday living. Sliding glass doors on the water side fill the rooms with natural light. The house did have water in the home after Hurricane Helene, so the owner completed some thoughtful and stylish renovations such as Shaker cabinets, quartz counters, subway tile backsplash, all new LG stainless steel appliances, new AC, and hot water heaters in both living spaces, and solid paneled doors throughout. New roof in 2022, and drain pipes lines in 2024. Located on Lake Rittwood, a serene neighborhood pond teeming with tilapia, turtles, ducks and birds, this home is a retreat. Stroll into Siesta Key Village, or catch sunset views at the Big Pass/Gulf public access at the West end of Givens St. and Ocean Blvd. This home offers the end-of-the-road seclusion, but still close to the wonderful activities of Siesta Key and Sarasota. Whether you're hosting guests, housing extended family, or exploring rental potential, this unique layout offers flexible living options rarely found on the Key.

4830 Estrada De Costa, Sarasota

$1,325,000

Under contract-accepting backup offers. Welcome to your dream family home on Bay Island, located on the premier north end of Siesta Key. This inviting 2-bedroom, 2-bathroom residence is nestled among beautiful homes on Norsota Way, one of Sarasota's most coveted streets, offering a perfect blend of comfort and elegance. Located in an exclusive neighborhood with multimillion-dollar homes, this property presents an incredible value opportunity. This solidly built block construction home offers peace of mind and durability without sacrificing old school Florida charm. The main living level is elevated on the second story and features a spacious open floor plan designed for ease and relaxation, including partial water views of Sarasota Bay from the upstairs bedrooms and a wrap-around deck, perfect for enjoying your morning coffee. This home includes approximately 1,527 additional square feet on the first floor, which is not included in the main living space square footage. From here, step outside through the sliding doors to discover a recently resurfaced pool and spa with brand new pool and pump equipment (2025), set in a captivating garden oasis. This gem is adorned with numerous updates, including a new hot water heater (2024), upstairs and downstairs HVAC systems (2024), a new furnace (2024), a new refrigerator (2024), a new washer and dryer (2024) and fresh landscaping. Just steps away, you'll find a gorgeous park with unobstructed views of passing sailboats, friendly dolphins, breathtaking sunsets, the Ringling Bridge and Sarasota skyline. Shell Beach is only a short stroll away or hop on your bike or golf cart and ride to Siesta Beach, Siesta Village, Southside Village, or to the Field Club for family-friendly entertainment. Sarasota Memorial Hospital, Out of Door Academy, Southside Elementary School are also less than two miles away. Don’t miss your chance to own a piece of paradise in this exclusive enclave! Schedule your private tour today!

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

Under contract-accepting backup offers. Welcome to your dream family home on Bay Island, located on the premier north end of Siesta Key. This inviting 2-bedroom, 2-bathroom residence is nestled among beautiful homes on Norsota Way, one of Sarasota's most coveted streets, offering a perfect blend of comfort and elegance. Located in an exclusive neighborhood with multimillion-dollar homes, this property presents an incredible value opportunity. This solidly built block construction home offers peace of mind and durability without sacrificing old school Florida charm. The main living level is elevated on the second story and features a spacious open floor plan designed for ease and relaxation, including partial water views of Sarasota Bay from the upstairs bedrooms and a wrap-around deck, perfect for enjoying your morning coffee. This home includes approximately 1,527 additional square feet on the first floor, which is not included in the main living space square footage. From here, step outside through the sliding doors to discover a recently resurfaced pool and spa with brand new pool and pump equipment (2025), set in a captivating garden oasis. This gem is adorned with numerous updates, including a new hot water heater (2024), upstairs and downstairs HVAC systems (2024), a new furnace (2024), a new refrigerator (2024), a new washer and dryer (2024) and fresh landscaping. Just steps away, you'll find a gorgeous park with unobstructed views of passing sailboats, friendly dolphins, breathtaking sunsets, the Ringling Bridge and Sarasota skyline. Shell Beach is only a short stroll away or hop on your bike or golf cart and ride to Siesta Beach, Siesta Village, Southside Village, or to the Field Club for family-friendly entertainment. Sarasota Memorial Hospital, Out of Door Academy, Southside Elementary School are also less than two miles away. Don’t miss your chance to own a piece of paradise in this exclusive enclave! Schedule your private tour today!

854 Norsota Way, Sarasota

$965,000

Welcome to coastal elegance and a rare opportunity to own one of only 27 townhomes in the highly sought-after Coquille community, nestled on the picturesque barrier island of Siesta Key, where you are steps to having your feet in the famous soft, white quartz sand that makes Siesta Beach famous. This spacious and light-filled, furnished 2-bedroom, 2-bathroom residence also includes a Florida room and an enclosed study that can easily function as a third bedroom, offering over 1,760 square feet of refined, maintenance-free living in an intimate, boutique townhome complex. Inside, soaring 17-foot ceilings and clerestory windows flood the open living space with natural light, creating a bright and airy atmosphere perfect for relaxing or entertaining. The kitchen features classic white cabinetry, granite countertops, and stainless steel KitchenAid appliances, all seamlessly integrated with the dining and living areas to offer a cohesive and functional layout. The main-level primary suite includes direct access to the enclosed lanai Florida room and a vestibule with both walk-in and reach-in closets that lead to the primary bathroom, complete with a new stacked washer and dryer for added convenience. Upstairs, a generous 15x13 guest bedroom includes a reach-in closet and is complemented by a hallway with both walk-in and linen closets. The beautifully renovated coastal-style bathroom features a soaking tub and shower combination, while an enclosed loft area currently serves as a third bedroom with a built-in set of drawers and a home office with built-in desk and cabinetry. Additional storage under the stairs, custom built-in drawers along the living room wall, and a private 7x7 storage room downstairs in the garage give you the space and feel of single family home living. The oversized, tandem garage located directly beneath the residence accommodates 2 to 3 vehicles and includes a designated grill area. The property also features electric hurricane shutters for peace of mind. Recent updates and ongoing community enhancements further elevate the value of this home. A new roof has just been completed, and the community is undergoing a stunning transformation scheduled for completion by year-end. Improvements include new exterior paint (Sherwin-Williams Alabaster on walls and Sherwin-Williams Underseas on the shutters and front doors), new garage doors (Sherwin-Williams Urbane Bronze), new modern exterior lighting, new fencing, and refreshed landscaping. The current owner has also ordered a new front door to be installed for this unit. Additional system upgrades include a 2019/2024 HVAC system and a 2024 electric tankless water heater. Outside, enjoy the best of the Siesta Key lifestyle with a private boardwalk leading directly to the beach, complete with chairs and chaise lounges for residents. The community also features a recently refinished 36x19 pool and spa area, along with an outdoor shower and restrooms. Coquille is pet-friendly and ideally located just a short walk or drive to the vibrant dining, shopping, and energy of Siesta Village.

2 Beds ⋅ 2 Baths ⋅ Coquille SubDv. ⋅ 34242 Zip Code

Welcome to coastal elegance and a rare opportunity to own one of only 27 townhomes in the highly sought-after Coquille community, nestled on the picturesque barrier island of Siesta Key, where you are steps to having your feet in the famous soft, white quartz sand that makes Siesta Beach famous. This spacious and light-filled, furnished 2-bedroom, 2-bathroom residence also includes a Florida room and an enclosed study that can easily function as a third bedroom, offering over 1,760 square feet of refined, maintenance-free living in an intimate, boutique townhome complex. Inside, soaring 17-foot ceilings and clerestory windows flood the open living space with natural light, creating a bright and airy atmosphere perfect for relaxing or entertaining. The kitchen features classic white cabinetry, granite countertops, and stainless steel KitchenAid appliances, all seamlessly integrated with the dining and living areas to offer a cohesive and functional layout. The main-level primary suite includes direct access to the enclosed lanai Florida room and a vestibule with both walk-in and reach-in closets that lead to the primary bathroom, complete with a new stacked washer and dryer for added convenience. Upstairs, a generous 15x13 guest bedroom includes a reach-in closet and is complemented by a hallway with both walk-in and linen closets. The beautifully renovated coastal-style bathroom features a soaking tub and shower combination, while an enclosed loft area currently serves as a third bedroom with a built-in set of drawers and a home office with built-in desk and cabinetry. Additional storage under the stairs, custom built-in drawers along the living room wall, and a private 7x7 storage room downstairs in the garage give you the space and feel of single family home living. The oversized, tandem garage located directly beneath the residence accommodates 2 to 3 vehicles and includes a designated grill area. The property also features electric hurricane shutters for peace of mind. Recent updates and ongoing community enhancements further elevate the value of this home. A new roof has just been completed, and the community is undergoing a stunning transformation scheduled for completion by year-end. Improvements include new exterior paint (Sherwin-Williams Alabaster on walls and Sherwin-Williams Underseas on the shutters and front doors), new garage doors (Sherwin-Williams Urbane Bronze), new modern exterior lighting, new fencing, and refreshed landscaping. The current owner has also ordered a new front door to be installed for this unit. Additional system upgrades include a 2019/2024 HVAC system and a 2024 electric tankless water heater. Outside, enjoy the best of the Siesta Key lifestyle with a private boardwalk leading directly to the beach, complete with chairs and chaise lounges for residents. The community also features a recently refinished 36x19 pool and spa area, along with an outdoor shower and restrooms. Coquille is pet-friendly and ideally located just a short walk or drive to the vibrant dining, shopping, and energy of Siesta Village.

1161 Coquille Street Unit 206, Sarasota

$540,000

Step into your completely turnkey Siesta Key waterfront retreat at Midnight Cove II where everything is done for you – just bring your suitcase and start living the dream. This first floor condo comes furnished and equipped, eliminating the hassle of moving, decorating, and outfitting your new coastal sanctuary. The move-in ready convenience extends throughout this waterfront haven, featuring a washer and dryer in the unit, along with newer dishwasher, garbage disposal, and air handler already in place. Your turnkey package includes a generous storage unit plus a dedicated parking spot. The Condo Association handles the details for you, recently planning WiFi thermostat installations and thoughtfully providing luggage carts at mailboxes – even mail retrieval has been simplified in your ready-to-enjoy retreat. This fully equipped coastal escape sits beautifully positioned with approximately 300 feet of Intracoastal frontage in the heart of Siesta Key. Midnight Cove II’s resort-style amenities complement your lifestyle with heated swimming pool, newly rebuilt tennis courts, basketball court, clubhouse, and barbecue grilling areas. You’ll also enjoy kayak storage and easy launch access, direct beach access across the street, and private docks to accommodate your boat. Crescent Beach’s pristine white sands and world-famous Siesta Beach are just minutes away. The charming Siesta Key village awaits nearby with shops, restaurants, live entertainment, and nightlife. With weekly rentals permitted, this turnkey investment opportunity combines effortless coastal living with income potential in one of Florida’s most desirable destinations. Don’t miss your chance to own this rare Siesta Key retreat—schedule your private showing today and start living the island lifestyle you’ve always dreamed of!

2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

Step into your completely turnkey Siesta Key waterfront retreat at Midnight Cove II where everything is done for you – just bring your suitcase and start living the dream. This first floor condo comes furnished and equipped, eliminating the hassle of moving, decorating, and outfitting your new coastal sanctuary. The move-in ready convenience extends throughout this waterfront haven, featuring a washer and dryer in the unit, along with newer dishwasher, garbage disposal, and air handler already in place. Your turnkey package includes a generous storage unit plus a dedicated parking spot. The Condo Association handles the details for you, recently planning WiFi thermostat installations and thoughtfully providing luggage carts at mailboxes – even mail retrieval has been simplified in your ready-to-enjoy retreat. This fully equipped coastal escape sits beautifully positioned with approximately 300 feet of Intracoastal frontage in the heart of Siesta Key. Midnight Cove II’s resort-style amenities complement your lifestyle with heated swimming pool, newly rebuilt tennis courts, basketball court, clubhouse, and barbecue grilling areas. You’ll also enjoy kayak storage and easy launch access, direct beach access across the street, and private docks to accommodate your boat. Crescent Beach’s pristine white sands and world-famous Siesta Beach are just minutes away. The charming Siesta Key village awaits nearby with shops, restaurants, live entertainment, and nightlife. With weekly rentals permitted, this turnkey investment opportunity combines effortless coastal living with income potential in one of Florida’s most desirable destinations. Don’t miss your chance to own this rare Siesta Key retreat—schedule your private showing today and start living the island lifestyle you’ve always dreamed of!

1900 Cove Ii Place Unit 114, Sarasota

$3,825,000

Introducing a stunning, move-in ready 2025 waterfront masterpiece tucked along a tranquil canal on a quiet street in the heart of Siesta Key - just minutes from the lively Village and the world-famous white-sand beaches that are consistently ranked among the very best.Designed for the ultimate coastal lifestyle, this elevated luxury residence blends modern craftsmanship with timeless elegance, offering both a serene retreat and an entertainer’s dream, all while providing unparalleled privacy and direct waterfront access. Spanning 4,009 square feet of impeccably designed air-conditioned living space, plus more than 2,000 additional square feet of versatile non-conforming area, this home is perfectly suited for every chapter of your life. With five spacious bedrooms, four full baths, two half baths, and a flexible bonus room, there is room for extended family, guests, or a home office. The rare six-car garage ensures plenty of storage for vehicles, golf carts, or recreational gear, while the additional non-conforming space can easily transform into a golf simulator lounge, private gym, wine cellar, or a state-of-the-art home theater - your imagination is the only limit. Outside, the property feels like your own private resort. Step into lushly landscaped surroundings designed for beauty and privacy, where the sound of palms swaying and water gently lapping the canal creates a calming backdrop. The resort-style pool invites endless afternoons of relaxation, while the outdoor kitchen makes al fresco dining and entertaining effortless. Multiple covered balconies provide shaded retreats for morning coffee or evening cocktails, and the expansive rooftop patio becomes your sanctuary for breathtaking panoramic views—watch the sun rise over the bay, then return for unforgettable Gulf sunsets that melt into the horizon. With a brand-new dock just steps away, boating enthusiasts will relish the quick access to Sarasota Bay and the Gulf of Mexico for fishing, cruising, or island hopping. Inside, every detail is elevated to luxury standards. The gourmet kitchen is a chef’s dream, featuring custom white cabinetry, gleaming quartz countertops, a six-burner professional range with dual ovens, and top-tier stainless appliances. Wide-plank hardwood flooring flows throughout the home, creating warmth and sophistication, while hurricane-rated impact windows and doors provide peace of mind during storm season. The master retreat is nothing short of indulgent, with dual walk-in closets, private balcony access, and a spa-inspired bath showcasing a freestanding soaking tub, a massive walk-in shower, and finishes that rival five-star resorts. Beyond the stunning features, what truly sets this property apart is the lifestyle it offers. Imagine walking to the prestigious Out-of-Door Academy or biking to Siesta Key Village for a lively evening of dining and music. Spend mornings strolling along the powdery sands of Siesta Beach, afternoons boating with friends, and evenings entertaining under the stars on your rooftop terrace. Whether you seek the perfect primary residence, a luxurious vacation retreat, or an investment in one of Sarasota’s most coveted waterfront locations, this home captures the essence of island living at its finest. Elevated design, hurricane-rated construction, world-class finishes, and an unbeatable location come together here to create the ultimate expression of the Siesta Key lifestyle.

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

Introducing a stunning, move-in ready 2025 waterfront masterpiece tucked along a tranquil canal on a quiet street in the heart of Siesta Key - just minutes from the lively Village and the world-famous white-sand beaches that are consistently ranked among the very best.Designed for the ultimate coastal lifestyle, this elevated luxury residence blends modern craftsmanship with timeless elegance, offering both a serene retreat and an entertainer’s dream, all while providing unparalleled privacy and direct waterfront access. Spanning 4,009 square feet of impeccably designed air-conditioned living space, plus more than 2,000 additional square feet of versatile non-conforming area, this home is perfectly suited for every chapter of your life. With five spacious bedrooms, four full baths, two half baths, and a flexible bonus room, there is room for extended family, guests, or a home office. The rare six-car garage ensures plenty of storage for vehicles, golf carts, or recreational gear, while the additional non-conforming space can easily transform into a golf simulator lounge, private gym, wine cellar, or a state-of-the-art home theater - your imagination is the only limit. Outside, the property feels like your own private resort. Step into lushly landscaped surroundings designed for beauty and privacy, where the sound of palms swaying and water gently lapping the canal creates a calming backdrop. The resort-style pool invites endless afternoons of relaxation, while the outdoor kitchen makes al fresco dining and entertaining effortless. Multiple covered balconies provide shaded retreats for morning coffee or evening cocktails, and the expansive rooftop patio becomes your sanctuary for breathtaking panoramic views—watch the sun rise over the bay, then return for unforgettable Gulf sunsets that melt into the horizon. With a brand-new dock just steps away, boating enthusiasts will relish the quick access to Sarasota Bay and the Gulf of Mexico for fishing, cruising, or island hopping. Inside, every detail is elevated to luxury standards. The gourmet kitchen is a chef’s dream, featuring custom white cabinetry, gleaming quartz countertops, a six-burner professional range with dual ovens, and top-tier stainless appliances. Wide-plank hardwood flooring flows throughout the home, creating warmth and sophistication, while hurricane-rated impact windows and doors provide peace of mind during storm season. The master retreat is nothing short of indulgent, with dual walk-in closets, private balcony access, and a spa-inspired bath showcasing a freestanding soaking tub, a massive walk-in shower, and finishes that rival five-star resorts. Beyond the stunning features, what truly sets this property apart is the lifestyle it offers. Imagine walking to the prestigious Out-of-Door Academy or biking to Siesta Key Village for a lively evening of dining and music. Spend mornings strolling along the powdery sands of Siesta Beach, afternoons boating with friends, and evenings entertaining under the stars on your rooftop terrace. Whether you seek the perfect primary residence, a luxurious vacation retreat, or an investment in one of Sarasota’s most coveted waterfront locations, this home captures the essence of island living at its finest. Elevated design, hurricane-rated construction, world-class finishes, and an unbeatable location come together here to create the ultimate expression of the Siesta Key lifestyle.

226 Garden Lane, Sarasota

$750,000

Opportunity Awaits with a Million-Dollar View! Imagine starting with a blank canvas and creating your very own slice of paradise—complete with private beach access and unobstructed Gulf views. Welcome to this light-filled 2 bed / 2 bath residence in the coveted North Tower of Whispering Sands, a premier 55+ Gulf-front community. Perfectly perched on the 2nd floor, this home captures sweeping vistas of shimmering turquoise waters, sugar-white sands, endless sky, and lush tropical greenery. Step onto your private balcony—accessible from both the living room and primary suite—and be mesmerized by the soothing rhythm of the surf and the kaleidoscope of Florida sunsets that paint the horizon each evening. This is your front-row seat to the Gulf Coast lifestyle. Dream away!

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

Opportunity Awaits with a Million-Dollar View! Imagine starting with a blank canvas and creating your very own slice of paradise—complete with private beach access and unobstructed Gulf views. Welcome to this light-filled 2 bed / 2 bath residence in the coveted North Tower of Whispering Sands, a premier 55+ Gulf-front community. Perfectly perched on the 2nd floor, this home captures sweeping vistas of shimmering turquoise waters, sugar-white sands, endless sky, and lush tropical greenery. Step onto your private balcony—accessible from both the living room and primary suite—and be mesmerized by the soothing rhythm of the surf and the kaleidoscope of Florida sunsets that paint the horizon each evening. This is your front-row seat to the Gulf Coast lifestyle. Dream away!

19 Whispering Sands Drive Unit 203, Sarasota

$690,000

Under contract-accepting backup offers. PENTHOUSE" OPPORTUNITY on the 5th Floor of Building 797 in Sought After & Gated CRESCENT ROYALE! As you walk through the door you will be astounded with the beautiful views of the Gulf of Mexico & Siesta Beach! Own your own piece of Siesta Key and enjoy the gorgeous nightly sunsets on the top floor. This updated unit has been well maintained and tastefully furnished, updated with a functional kitchen, updated bath and Hurricane sliding glass doors leading out to the lanai. The screened lanai will give you balmy breezes and will also provide a 180 degree view of the Gulf of Mexico. Security Gates & a beautiful paved entryway will greet you upon entering and you'll have your own, assigned covered carport space. There is plenty of guest parking available as well. There is also a storage area assigned to this unit for beach chairs, coolers, etc. on the same floor. You will be greeted with a professional and friendly staff from management to maintenance on site who handle all aspects of property management. Crescent Royale also features a new state-of-the-art fitness center, gas grills & tables with umbrellas for a cookout, shuffleboard court, Olympic style heated pool, pool table in the air conditioned lounge, elevators, recreation room & a handicap accessible banquet room with a kitchen. A short ride to siesta village with lots of shopping and nite life

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

Under contract-accepting backup offers. PENTHOUSE" OPPORTUNITY on the 5th Floor of Building 797 in Sought After & Gated CRESCENT ROYALE! As you walk through the door you will be astounded with the beautiful views of the Gulf of Mexico & Siesta Beach! Own your own piece of Siesta Key and enjoy the gorgeous nightly sunsets on the top floor. This updated unit has been well maintained and tastefully furnished, updated with a functional kitchen, updated bath and Hurricane sliding glass doors leading out to the lanai. The screened lanai will give you balmy breezes and will also provide a 180 degree view of the Gulf of Mexico. Security Gates & a beautiful paved entryway will greet you upon entering and you'll have your own, assigned covered carport space. There is plenty of guest parking available as well. There is also a storage area assigned to this unit for beach chairs, coolers, etc. on the same floor. You will be greeted with a professional and friendly staff from management to maintenance on site who handle all aspects of property management. Crescent Royale also features a new state-of-the-art fitness center, gas grills & tables with umbrellas for a cookout, shuffleboard court, Olympic style heated pool, pool table in the air conditioned lounge, elevators, recreation room & a handicap accessible banquet room with a kitchen. A short ride to siesta village with lots of shopping and nite life

797 Beach Road Unit 509, Sarasota

$530,000

Discover an exclusive, gated oasis at the southernmost tip of Siesta Key. This recently renovated 5th-floor condo, nestled within the private 5.2 acre community of The Pointe, offers a lifestyle of unparalleled luxury & tranquility. The residence provides a rare opportunity to witness breathtaking sunrises over Sarasota Bay & celebrate unforgettable sunsets over Midnight Pass & the Gulf of America. Inside, a chef’s kitchen features solid-wood, soft-close cabinetry, granite countertops & several new appliances. The 2 full bathrooms are equally modern with new fixtures & sleek quartz vanity tops. Throughout the light-filled, move-in-ready home with Impact Glass windows, elegant luxury vinyl & porcelain tile provide low-maintenance sophistication. The new professional staging can be included or purchased separately. Relax on your spacious, 29-foot screened lanai as you watch kayakers glide over the water & observe the natural beauty of the Neville Bird Sanctuary. Engage with resort-style amenities, including a heated lap pool & spa, lighted tennis & pickleball courts, a fitness center & saunas. The pet-friendly community offers the ultimate peace of mind with a dedicated management team & dual elevators. For the boater, slips up to 26 feet & kayak storage are available for a nominal annual fee. Located on an elevated part of the Key, this property had no water damage or storm assessments in 2024. Enjoy the convenience of a short stroll to Turtle Beach & the free public trolley to Siesta Village & Siesta Beach.

2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

Discover an exclusive, gated oasis at the southernmost tip of Siesta Key. This recently renovated 5th-floor condo, nestled within the private 5.2 acre community of The Pointe, offers a lifestyle of unparalleled luxury & tranquility. The residence provides a rare opportunity to witness breathtaking sunrises over Sarasota Bay & celebrate unforgettable sunsets over Midnight Pass & the Gulf of America. Inside, a chef’s kitchen features solid-wood, soft-close cabinetry, granite countertops & several new appliances. The 2 full bathrooms are equally modern with new fixtures & sleek quartz vanity tops. Throughout the light-filled, move-in-ready home with Impact Glass windows, elegant luxury vinyl & porcelain tile provide low-maintenance sophistication. The new professional staging can be included or purchased separately. Relax on your spacious, 29-foot screened lanai as you watch kayakers glide over the water & observe the natural beauty of the Neville Bird Sanctuary. Engage with resort-style amenities, including a heated lap pool & spa, lighted tennis & pickleball courts, a fitness center & saunas. The pet-friendly community offers the ultimate peace of mind with a dedicated management team & dual elevators. For the boater, slips up to 26 feet & kayak storage are available for a nominal annual fee. Located on an elevated part of the Key, this property had no water damage or storm assessments in 2024. Enjoy the convenience of a short stroll to Turtle Beach & the free public trolley to Siesta Village & Siesta Beach.

9397 Midnight Pass Road Unit 505, Sarasota

$560,000

Beach living on Siesta Key. Discover the ultimate coastal retreat in this completely remodeled condominium, positioned along the pristine shores of Siesta Key. Jamaica Royale offers 300 feet of private white sandy beach on Siesta Key Beach with lush tropical grounds and this two-bedroom, two-bath residence has been completely renovated and is offered turnkey furnished, ready for immediate enjoyment. Go inside to find luxury vinyl floors and an open floor plan that seamlessly blends beach vacation with functionality. The kitchen is beautifully redone featuring stainless steel appliances, quartz countertops, shaker style cabinets with soft-close doors and drawers. The spacious primary suite is a private space with a stunning en suite primary bath. There is plenty of storage with extra deep double closets in both bedrooms. The additional bedroom provides ample comfort for your guests with two full beds. You will appreciate the convenience of your laundry closet, private patio and covered parking directly outside your door. This exceptional condominium offers a combination of beach fun, stylish comfort and unbeatable coastal living. Jamaica Royale is on a private lane that leads directly to the beach with no through traffic and no streets to cross ~ just go to the famed white sands of Siesta Key Beach. There are three pools and plenty of lounge chairs to enjoy the beach life. Enjoy quiet, beachfront seclusion where you can soak up the sun, cool off in the water and view the beautiful sunsets. You are steps to the beach where you can walk the white quartz sand that is soft underneath you while enjoying the tranquility of soft waves splashing, and beautiful turquoise waters. The drum circle is sure to entertain you some nights or just sit and watch a beautiful sunset. If you prefer, at any given time of the day, you can catch the shuttle which will transport you up and down Siesta Key to your favorite entertainment spot, dinner, and/or shopping.

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

Beach living on Siesta Key. Discover the ultimate coastal retreat in this completely remodeled condominium, positioned along the pristine shores of Siesta Key. Jamaica Royale offers 300 feet of private white sandy beach on Siesta Key Beach with lush tropical grounds and this two-bedroom, two-bath residence has been completely renovated and is offered turnkey furnished, ready for immediate enjoyment. Go inside to find luxury vinyl floors and an open floor plan that seamlessly blends beach vacation with functionality. The kitchen is beautifully redone featuring stainless steel appliances, quartz countertops, shaker style cabinets with soft-close doors and drawers. The spacious primary suite is a private space with a stunning en suite primary bath. There is plenty of storage with extra deep double closets in both bedrooms. The additional bedroom provides ample comfort for your guests with two full beds. You will appreciate the convenience of your laundry closet, private patio and covered parking directly outside your door. This exceptional condominium offers a combination of beach fun, stylish comfort and unbeatable coastal living. Jamaica Royale is on a private lane that leads directly to the beach with no through traffic and no streets to cross ~ just go to the famed white sands of Siesta Key Beach. There are three pools and plenty of lounge chairs to enjoy the beach life. Enjoy quiet, beachfront seclusion where you can soak up the sun, cool off in the water and view the beautiful sunsets. You are steps to the beach where you can walk the white quartz sand that is soft underneath you while enjoying the tranquility of soft waves splashing, and beautiful turquoise waters. The drum circle is sure to entertain you some nights or just sit and watch a beautiful sunset. If you prefer, at any given time of the day, you can catch the shuttle which will transport you up and down Siesta Key to your favorite entertainment spot, dinner, and/or shopping.

5830 Midnight Pass Road Unit 101, Sarasota

$2,000,000

Exquisite waterfront townhome in private gated community with architectural detail in the Bermuda tradition. Lush tropical landscaping , dramatic pool area with view of lagoon and fountain and overhanging Oaks. Tennis and Pickleball Court. Deeded deep water protected dock with lift, electric and water at dock provided by the Association. No bridges to the intercoastal. This home has enchanting wide water views of the Bayou from almost every room. Mangroves make this body of water a beautiful environment for fish and other wildlife. A covered balcony overlooking the water is the perfect spot to sit and sip your cocktail. This home has been beautifully renovated with fine finishes and many artistic touches. Open gourmet kitchen witih large center island. Pantry, storage and corner sitting area with window seat. Impact glass windows throughout. Inviting great room with gas fireplace and charming ambiance. Three bedrooms with ensuite baths and large family room. Elevator from garage to second and third floor. Small enclosed yard on ground floor. Walk right out to your boat and enjoy all that Siesta Key has to offer. Located on the North end of Siesta, minutes to Shell Beach, Siesta Village and the famous white sand of Crescent Beach. Minutes by car to downtown Sarasota with endless cultural opportunities and fabulous shopping and restaurants.

3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code

Exquisite waterfront townhome in private gated community with architectural detail in the Bermuda tradition. Lush tropical landscaping , dramatic pool area with view of lagoon and fountain and overhanging Oaks. Tennis and Pickleball Court. Deeded deep water protected dock with lift, electric and water at dock provided by the Association. No bridges to the intercoastal. This home has enchanting wide water views of the Bayou from almost every room. Mangroves make this body of water a beautiful environment for fish and other wildlife. A covered balcony overlooking the water is the perfect spot to sit and sip your cocktail. This home has been beautifully renovated with fine finishes and many artistic touches. Open gourmet kitchen witih large center island. Pantry, storage and corner sitting area with window seat. Impact glass windows throughout. Inviting great room with gas fireplace and charming ambiance. Three bedrooms with ensuite baths and large family room. Elevator from garage to second and third floor. Small enclosed yard on ground floor. Walk right out to your boat and enjoy all that Siesta Key has to offer. Located on the North end of Siesta, minutes to Shell Beach, Siesta Village and the famous white sand of Crescent Beach. Minutes by car to downtown Sarasota with endless cultural opportunities and fabulous shopping and restaurants.

3925 Hamilton Club Circle Unit 7, Sarasota

$460,000

***PROJECTED GROSS REVENUE UPWARDS OF 45,000 PER YEAR***Experience the best of Siesta Key living in this light-filled, south-facing 2-bedroom, 2-bath condo at The Anchorage on Siesta Key. This spacious unit features a large, private balcony with tranquil views of the canal and Intracoastal Waterway, buffered by lush mangroves for added privacy. Enjoy balcony access directly from the main bedroom a perfect spot for morning coffee or evening sunsets. The second bedroom also features an ensuite bathroom, offering comfort and privacy for guests or family. Offered fully turnkey furnished just bring your suitcase and move right in! Stylish new furniture from 2024 complements the open layout, while recent updates include fresh interior paint and durable life-proof flooring in the primary bedroom. Additional upgrades such as a newer water heater installed in 2020. Originally remodeled in 2010, the condo seamlessly blends modern convenience with timeless coastal charm. Enjoy deeded private beach access to the world-renowned #1-rated Siesta Key Beach, just a short stroll across the street. The Anchorage is a highly desirable waterfront community offering resort-style amenities: a heated Olympic-size pool, fitness center, his-and-hers saunas, lighted tennis court, two pickleball courts, BBQ grills, shuffleboard, and beautifully maintained gardens along the water. Boating enthusiasts will appreciate the first-come, first-served boat slips with direct Intracoastal access, available to owners for just $10/month. Perfect for both personal use and investment, this property allows weekly rentals year-round (1-week minimum), offering excellent income potential. The on-site professional management team makes ownership and guest rentals effortless. Additional features include an elevator in the building, ample parking, and a secure, welcoming community environment. Ideally located near the Stickney Point Bridge for easy access to the mainland, and just minutes from shops, restaurants, Siesta Key Village, and downtown Sarasota’s vibrant arts and culture scene. Whether you're seeking a full-time residence, seasonal retreat, or high-performing rental property, this condo delivers the best of coastal living on Siesta Key.

2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code

***PROJECTED GROSS REVENUE UPWARDS OF 45,000 PER YEAR***Experience the best of Siesta Key living in this light-filled, south-facing 2-bedroom, 2-bath condo at The Anchorage on Siesta Key. This spacious unit features a large, private balcony with tranquil views of the canal and Intracoastal Waterway, buffered by lush mangroves for added privacy. Enjoy balcony access directly from the main bedroom a perfect spot for morning coffee or evening sunsets. The second bedroom also features an ensuite bathroom, offering comfort and privacy for guests or family. Offered fully turnkey furnished just bring your suitcase and move right in! Stylish new furniture from 2024 complements the open layout, while recent updates include fresh interior paint and durable life-proof flooring in the primary bedroom. Additional upgrades such as a newer water heater installed in 2020. Originally remodeled in 2010, the condo seamlessly blends modern convenience with timeless coastal charm. Enjoy deeded private beach access to the world-renowned #1-rated Siesta Key Beach, just a short stroll across the street. The Anchorage is a highly desirable waterfront community offering resort-style amenities: a heated Olympic-size pool, fitness center, his-and-hers saunas, lighted tennis court, two pickleball courts, BBQ grills, shuffleboard, and beautifully maintained gardens along the water. Boating enthusiasts will appreciate the first-come, first-served boat slips with direct Intracoastal access, available to owners for just $10/month. Perfect for both personal use and investment, this property allows weekly rentals year-round (1-week minimum), offering excellent income potential. The on-site professional management team makes ownership and guest rentals effortless. Additional features include an elevator in the building, ample parking, and a secure, welcoming community environment. Ideally located near the Stickney Point Bridge for easy access to the mainland, and just minutes from shops, restaurants, Siesta Key Village, and downtown Sarasota’s vibrant arts and culture scene. Whether you're seeking a full-time residence, seasonal retreat, or high-performing rental property, this condo delivers the best of coastal living on Siesta Key.

6415 Midnight Pass Road Unit 205, Sarasota

$2,590,000

A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!

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

A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!

300 Garden Lane, Sarasota

$2,075,000

This newer construction home is perfect for year-round living or as a beach retreat. Additionally, it has made nearly $100,000.00 in rental income. Its design and amenities are exceptional as is it’s versatility! The elevator extends from the street level 3+ car garages to the main living floor and the upper floor. You are greeted on the main floor with a large living room opening to a main dining room. The dining room extends to the large chef’s kitchen and its breakfast bar which easily seats 6 for casual dining. This floor also contains one of the 2 primary suites toward the rear of the home with views of the backyard pool area. The main level also has a large ½ bath and an additional family/entertainment room. The primary suite is furnished with a king-size bed, a primary bath with dual vanities, water closet and extra-large shower. Closet space was not spared and there is abundant storage as well. The kitchen has a large walk-in pantry, upgraded appliances, soft close drawers and doors and plenty of storage. The upper, 3rd level, has a large family room, a breakfast bar, mini fridge, microwave and plenty of counterspace and storage for long lazy nights in front of the tv or with a good book. The laundry area is on this floor along with another primary suite, primary bath with a beautiful soaking tub, separate shower, water closet and walk-in closet as well as 2 additional large guest bedrooms and a full bath. All this is wrapped with beautiful outdoor space, private balconies and porches on all living levels and a covered sitting area beside the sparkling heated pool. If you prefer the beach, Siesta Key beach is a short 3 block walk, and the village is filled with wonderful restaurants, shops and all beach life’s necessities are all close at hand. The Seller’s preference is to sell the home turnkey but if that isn’t your desire, they will accommodate the needs of the buyer.

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

This newer construction home is perfect for year-round living or as a beach retreat. Additionally, it has made nearly $100,000.00 in rental income. Its design and amenities are exceptional as is it’s versatility! The elevator extends from the street level 3+ car garages to the main living floor and the upper floor. You are greeted on the main floor with a large living room opening to a main dining room. The dining room extends to the large chef’s kitchen and its breakfast bar which easily seats 6 for casual dining. This floor also contains one of the 2 primary suites toward the rear of the home with views of the backyard pool area. The main level also has a large ½ bath and an additional family/entertainment room. The primary suite is furnished with a king-size bed, a primary bath with dual vanities, water closet and extra-large shower. Closet space was not spared and there is abundant storage as well. The kitchen has a large walk-in pantry, upgraded appliances, soft close drawers and doors and plenty of storage. The upper, 3rd level, has a large family room, a breakfast bar, mini fridge, microwave and plenty of counterspace and storage for long lazy nights in front of the tv or with a good book. The laundry area is on this floor along with another primary suite, primary bath with a beautiful soaking tub, separate shower, water closet and walk-in closet as well as 2 additional large guest bedrooms and a full bath. All this is wrapped with beautiful outdoor space, private balconies and porches on all living levels and a covered sitting area beside the sparkling heated pool. If you prefer the beach, Siesta Key beach is a short 3 block walk, and the village is filled with wonderful restaurants, shops and all beach life’s necessities are all close at hand. The Seller’s preference is to sell the home turnkey but if that isn’t your desire, they will accommodate the needs of the buyer.

5365 Calle Florida, Sarasota

$1,300,000

Knock, knock your slice of paradise is calling! There’s no place like this home or home away from home! A gorgeous view in an exquisitely updated condo on the world’s finest beach! What more could you ask for?!! HURRICANE WINDOWS, Quartz countertops EVERYWHERE (even in the laundry room!), wine refrigerator, Kitchen Aid appliances, new cabinetry (including in the bathrooms), closet built-ins, luxury vinyl plank flooring, tasteful, coastal furniture, electronic remote control Hunter Douglas shades on windows, ample storage, full size utility room, enclosed balcony professionally done so it truly feels like part of the home. Being sold furnished with everything you need to get started living the good life! The Gulf & Bay community is packed with amenities and spacious grounds, located mid-key with easy access to the north or south bridge, with a guarded gate and on-site property management, you will not be disappointed! 4 Tennis (3 Plexi cushion, 1 clay), 6 pickleball courts, and 2 racquetball courts, shuffleboard, a fitness room and clubhouse with a library, computer and meeting/event room and card room. The common area and multiple pools are lushly landscaped and manicured, giving you that true resort feel. The parking lot is pavered and carports, with deeded parking spaces, are included with units as well as ample guest spaces. There is also a carwash area and there are electric vehicle charging stations. Building E has the advantage of being closer to the water and therefore a more up-close view of the Gulf. Click your heels together and power up that hot air balloon (or whatever mode of transport you prefer) and hurry over to follow your heart and mind and gather the courage to grab your slice of paradise before it’s gone! This is not a dream, it’s a dream come true!

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

Knock, knock your slice of paradise is calling! There’s no place like this home or home away from home! A gorgeous view in an exquisitely updated condo on the world’s finest beach! What more could you ask for?!! HURRICANE WINDOWS, Quartz countertops EVERYWHERE (even in the laundry room!), wine refrigerator, Kitchen Aid appliances, new cabinetry (including in the bathrooms), closet built-ins, luxury vinyl plank flooring, tasteful, coastal furniture, electronic remote control Hunter Douglas shades on windows, ample storage, full size utility room, enclosed balcony professionally done so it truly feels like part of the home. Being sold furnished with everything you need to get started living the good life! The Gulf & Bay community is packed with amenities and spacious grounds, located mid-key with easy access to the north or south bridge, with a guarded gate and on-site property management, you will not be disappointed! 4 Tennis (3 Plexi cushion, 1 clay), 6 pickleball courts, and 2 racquetball courts, shuffleboard, a fitness room and clubhouse with a library, computer and meeting/event room and card room. The common area and multiple pools are lushly landscaped and manicured, giving you that true resort feel. The parking lot is pavered and carports, with deeded parking spaces, are included with units as well as ample guest spaces. There is also a carwash area and there are electric vehicle charging stations. Building E has the advantage of being closer to the water and therefore a more up-close view of the Gulf. Click your heels together and power up that hot air balloon (or whatever mode of transport you prefer) and hurry over to follow your heart and mind and gather the courage to grab your slice of paradise before it’s gone! This is not a dream, it’s a dream come true!

5750 Midnight Pass Road Unit 508 E, Sarasota

$1,475,000

Perched high above the shoreline, Residence 8C at Siesta Towers delivers nearly 360-degree views spanning the Gulf, Big Pass, Sarasota Bay, and the twinkling downtown skyline. From glowing sunsets to sparkling city lights, this vantage point is among the most extraordinary on Siesta Key. Rarely available, this three-bedroom, three-bath residence has just undergone a complete, top-to-bottom remodel. Every detail was thoughtfully curated with today’s luxury buyer in mind—offering the ease of brand-new finishes within an iconic Siesta Key location. Designed with a sleek, modern aesthetic, the open floor plan showcases impact-rated windows and sliding glass doors, wide-plank luxury flooring, custom recessed lighting, and a seamless indoor-outdoor flow. The all-new designer kitchen is appointed with quartz countertops, custom soft-close cabinetry, premium stainless-steel smart appliances, and a striking island ideal for entertaining. Each of the three en-suite bathrooms has been fully redesigned with spa-level finishes, frameless glass showers, elegant tilework, and contemporary fixtures. The spacious primary suite is a retreat in itself, featuring a tranquil en-suite bath and panoramic water views. Siesta Towers is a secure, well-managed waterfront community offering an enviable lifestyle. Building amenities include secure access-controlled entry, 24/7 security, a remodeled club room, fitness room, heated waterfront pool, BBQ grills, fishing dock, social dock, bike storage, and more. Just beyond your door, Siesta Village’s restaurants, shops, and nightlife are a short stroll away, with the powdery sands of world-renowned Siesta Beach minutes from home. This residence combines the rarity of a three-bedroom layout with a brand-new, complete remodel and nearly all-around views—an exceptional opportunity to own one of Siesta Key’s most striking vantage points.

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

Perched high above the shoreline, Residence 8C at Siesta Towers delivers nearly 360-degree views spanning the Gulf, Big Pass, Sarasota Bay, and the twinkling downtown skyline. From glowing sunsets to sparkling city lights, this vantage point is among the most extraordinary on Siesta Key. Rarely available, this three-bedroom, three-bath residence has just undergone a complete, top-to-bottom remodel. Every detail was thoughtfully curated with today’s luxury buyer in mind—offering the ease of brand-new finishes within an iconic Siesta Key location. Designed with a sleek, modern aesthetic, the open floor plan showcases impact-rated windows and sliding glass doors, wide-plank luxury flooring, custom recessed lighting, and a seamless indoor-outdoor flow. The all-new designer kitchen is appointed with quartz countertops, custom soft-close cabinetry, premium stainless-steel smart appliances, and a striking island ideal for entertaining. Each of the three en-suite bathrooms has been fully redesigned with spa-level finishes, frameless glass showers, elegant tilework, and contemporary fixtures. The spacious primary suite is a retreat in itself, featuring a tranquil en-suite bath and panoramic water views. Siesta Towers is a secure, well-managed waterfront community offering an enviable lifestyle. Building amenities include secure access-controlled entry, 24/7 security, a remodeled club room, fitness room, heated waterfront pool, BBQ grills, fishing dock, social dock, bike storage, and more. Just beyond your door, Siesta Village’s restaurants, shops, and nightlife are a short stroll away, with the powdery sands of world-renowned Siesta Beach minutes from home. This residence combines the rarity of a three-bedroom layout with a brand-new, complete remodel and nearly all-around views—an exceptional opportunity to own one of Siesta Key’s most striking vantage points.

4822 Ocean Boulevard Unit 8C, Sarasota

$700,000

Selling the LOT for this price - Motivated Seller - Bring All Offers - Build Your Dream Home! .3 Acres with 96' of frontage on Lake Norma, 105' on Ocean Blvd., Awesome Location, Location, Location!!! 1 Mile to Siesta Key Beach, 25 Homes to The Village, 6 Homes to Out of Door Academy, 5 Homes to Siesta Key Chapel Make your offer today & Build Your Dream Home Tomorrow!!!

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

Selling the LOT for this price - Motivated Seller - Bring All Offers - Build Your Dream Home! .3 Acres with 96' of frontage on Lake Norma, 105' on Ocean Blvd., Awesome Location, Location, Location!!! 1 Mile to Siesta Key Beach, 25 Homes to The Village, 6 Homes to Out of Door Academy, 5 Homes to Siesta Key Chapel Make your offer today & Build Your Dream Home Tomorrow!!!

4637 Ocean Boulevard, Sarasota

$4,250,000

Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?

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

Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?

160 Garden Lane, Sarasota

$1,100,000

Excellent Development and Investment Opportunity LOT, PLANS and PERMITS have already been city-approved to build a new home on the property located on the coveted north end of Siesta Key just minutes from Siesta Key Beach! Renderings can be found under attachments. Refurbish and renovate the existing property, or tear it down and build your dream home on this prime oversized corner lot.. The preliminary plans are attached for a coastal contemporary elevated three-story home featuring 5 bedrooms, 4 full and 1 half bathrooms, a two car garage, open floor plan, gourmet chef’s kitchen, dining room, a dedicated office, flexible bonus spaces, an elevator servicing all three levels. The outdoor area includes multiple covered lanais and balconies, spaces for entertaining, and a resort-style pool and spa with a sun shelf. Short-term rentals are permitted, allowing flexibility for many investment opportunities such as Airbnb and vacation rentals. Located just steps from Siesta Key’s world-famous beaches and only minutes from Siesta Village dining and shopping, this new construction residence offers the perfect blend of luxury, design, and island lifestyle. This is a rare opportunity to enjoy island life and the best beaches while living in a convenient location within very close proximity to Downtown Sarasota, Southside Village, top restaurants, shopping, hospitals, and entertainment.

Siesta Rev SubDv. ⋅ 34242 Zip Code

Excellent Development and Investment Opportunity LOT, PLANS and PERMITS have already been city-approved to build a new home on the property located on the coveted north end of Siesta Key just minutes from Siesta Key Beach! Renderings can be found under attachments. Refurbish and renovate the existing property, or tear it down and build your dream home on this prime oversized corner lot.. The preliminary plans are attached for a coastal contemporary elevated three-story home featuring 5 bedrooms, 4 full and 1 half bathrooms, a two car garage, open floor plan, gourmet chef’s kitchen, dining room, a dedicated office, flexible bonus spaces, an elevator servicing all three levels. The outdoor area includes multiple covered lanais and balconies, spaces for entertaining, and a resort-style pool and spa with a sun shelf. Short-term rentals are permitted, allowing flexibility for many investment opportunities such as Airbnb and vacation rentals. Located just steps from Siesta Key’s world-famous beaches and only minutes from Siesta Village dining and shopping, this new construction residence offers the perfect blend of luxury, design, and island lifestyle. This is a rare opportunity to enjoy island life and the best beaches while living in a convenient location within very close proximity to Downtown Sarasota, Southside Village, top restaurants, shopping, hospitals, and entertainment.

160 Garden Lane, Sarasota

$1,075,000

Rare Opportunity to acquire an upper floor end unit with full western Gulf and Crescent Beach views extending from Point of Rocks to northern Siesta Key. This 6th floor condo has beach views from all rooms – even the bathrooms. Make this the perfect owner-occupied or second home retreat as the possibilities are endless: Remove the NON-load bearing wall between the living room and 30-foot balcony to add a wall of glass and expand the already amazing water views. Create your dream kitchen by removing walls and expanding the area. Enlarge the primary bathroom to create a sumptuous en-suite. Add a laundry room with washer and dryer. With 1,552 interior square feet and over 200 feet of enclosed balcony, you can even add an office or den. This home comes with IMPACT WINDOWS and DOORS. This fabulous find is located in Horizons West, a gulf-to-bay community consisting of over 7-acres, all being newly landscaped. The gulf side has 300 feet of deeded beach access, beach cabanas, a beachside pool and spa, and beachside grilling areas. There is a second pool adjacent to the community clubhouse. Explore the grounds and private intracoastal waterway park with day dock that is perfect for picnicking, fishing or just watching boats cruise by. Bayside is the perfect place to launch your kayaks and paddle boards to explore the mangroves. Use Siesta Key’s free trolley to partake in the Key’s exceptional dining, entertainment, and shopping.

2 Beds ⋅ 2 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code

Rare Opportunity to acquire an upper floor end unit with full western Gulf and Crescent Beach views extending from Point of Rocks to northern Siesta Key. This 6th floor condo has beach views from all rooms – even the bathrooms. Make this the perfect owner-occupied or second home retreat as the possibilities are endless: Remove the NON-load bearing wall between the living room and 30-foot balcony to add a wall of glass and expand the already amazing water views. Create your dream kitchen by removing walls and expanding the area. Enlarge the primary bathroom to create a sumptuous en-suite. Add a laundry room with washer and dryer. With 1,552 interior square feet and over 200 feet of enclosed balcony, you can even add an office or den. This home comes with IMPACT WINDOWS and DOORS. This fabulous find is located in Horizons West, a gulf-to-bay community consisting of over 7-acres, all being newly landscaped. The gulf side has 300 feet of deeded beach access, beach cabanas, a beachside pool and spa, and beachside grilling areas. There is a second pool adjacent to the community clubhouse. Explore the grounds and private intracoastal waterway park with day dock that is perfect for picnicking, fishing or just watching boats cruise by. Bayside is the perfect place to launch your kayaks and paddle boards to explore the mangroves. Use Siesta Key’s free trolley to partake in the Key’s exceptional dining, entertainment, and shopping.

6140 Midnight Pass Road Unit 601, Sarasota

$1,400,000

JUST REDUCED!! SIESTA ISLES Waterfront Gem. Experience the best of Siesta Key living in this well maintained 3-bedroom + den, 3-bath pool home with 135+ feet of frontage on the Grand Canal. Situated on an oversized 15,269 sq ft /.35-acre lot, this residence offers the perfect blend of privacy, upgrades, and waterfront lifestyle. Situated well back from the street, the home opens with a welcoming foyer and expansive great room featuring vaulted ceilings, impact windows and impact sliding glass doors flooding the space with natural light while framing serene garden and waterway views. Two bedrooms feature en-suite baths and direct access to the back yard, while the primary suite’s bath connects conveniently to the pool area. Enjoy the privacy of this tropical retreat, swim in the sparkling pool, rinse off in the outdoor shower, or launch kayaks and paddleboards from the floating dock. With space to add a full dock or lift, boaters will love the water access via one fixed bridge to the Intracoastal Waterway. Practical updates bring peace of mind, including a durable metal roof and maintenance contracts for irrigation, AC, pest control, and alarm systems. The home has county water and sewer and there's a shared irrigation well that sustains the mature landscaping. The home experienced NO WATER INTRUSTION during last year’s storms and is truly move-in ready. A winding walkway through lush landscaping leads to the waterfront patio, while an extended brick paver driveway offers ample guest parking. Just minutes from Siesta Key’s world-famous beaches and The Village’s varied dining and shopping options, this home is ideal as a full-time residence or lucrative rental investment. Don’t miss your chance to own a slice of paradise on the Grand Canal—schedule your private showing today!

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

JUST REDUCED!! SIESTA ISLES Waterfront Gem. Experience the best of Siesta Key living in this well maintained 3-bedroom + den, 3-bath pool home with 135+ feet of frontage on the Grand Canal. Situated on an oversized 15,269 sq ft /.35-acre lot, this residence offers the perfect blend of privacy, upgrades, and waterfront lifestyle. Situated well back from the street, the home opens with a welcoming foyer and expansive great room featuring vaulted ceilings, impact windows and impact sliding glass doors flooding the space with natural light while framing serene garden and waterway views. Two bedrooms feature en-suite baths and direct access to the back yard, while the primary suite’s bath connects conveniently to the pool area. Enjoy the privacy of this tropical retreat, swim in the sparkling pool, rinse off in the outdoor shower, or launch kayaks and paddleboards from the floating dock. With space to add a full dock or lift, boaters will love the water access via one fixed bridge to the Intracoastal Waterway. Practical updates bring peace of mind, including a durable metal roof and maintenance contracts for irrigation, AC, pest control, and alarm systems. The home has county water and sewer and there's a shared irrigation well that sustains the mature landscaping. The home experienced NO WATER INTRUSTION during last year’s storms and is truly move-in ready. A winding walkway through lush landscaping leads to the waterfront patio, while an extended brick paver driveway offers ample guest parking. Just minutes from Siesta Key’s world-famous beaches and The Village’s varied dining and shopping options, this home is ideal as a full-time residence or lucrative rental investment. Don’t miss your chance to own a slice of paradise on the Grand Canal—schedule your private showing today!

5215 Cape Leyte Drive, Sarasota

$495,000

One or more photo(s) has been virtually staged. BEST PRICED UPDATED VILLA WITH GARAGE ON SIESTA KEY! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa nestled in the premier GULF FRONT property of Whispering Sands is the perfect island getaway. Remodeled in 2025, this villa features all NEW vinyl plank flooring, paint, baseboards, trim, molding, and all interior doors. The bright NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Ideally located just around the corner from Whispering Sands’ two sparkling heated pools, clubhouse (currently in the beginning stages of being remodeled and which will include a fitness center and catering kitchen), NEW beachside Tiki Hut, shuffleboard, and 800' of your own private beach on the Gulf — perfect for enjoying Siesta Key’s world famous quartz sand and spectacular sunsets! When you're not luxuriating in the pool or going for a dip in the Gulf, step out of your front door and walk to shopping and dinner! Whispering Sands is situated right around the corner from the colorful boutiques and fine restaurants of Siesta Key Village. Embrace the island lifestyle! Whether as a year-round residence or a vacation retreat, this maintenance free Gulfside villa combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.

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

One or more photo(s) has been virtually staged. BEST PRICED UPDATED VILLA WITH GARAGE ON SIESTA KEY! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa nestled in the premier GULF FRONT property of Whispering Sands is the perfect island getaway. Remodeled in 2025, this villa features all NEW vinyl plank flooring, paint, baseboards, trim, molding, and all interior doors. The bright NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Ideally located just around the corner from Whispering Sands’ two sparkling heated pools, clubhouse (currently in the beginning stages of being remodeled and which will include a fitness center and catering kitchen), NEW beachside Tiki Hut, shuffleboard, and 800' of your own private beach on the Gulf — perfect for enjoying Siesta Key’s world famous quartz sand and spectacular sunsets! When you're not luxuriating in the pool or going for a dip in the Gulf, step out of your front door and walk to shopping and dinner! Whispering Sands is situated right around the corner from the colorful boutiques and fine restaurants of Siesta Key Village. Embrace the island lifestyle! Whether as a year-round residence or a vacation retreat, this maintenance free Gulfside villa combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.

119 Whispering Sands Circle Unit V36, Sarasota

$1,400,000

*2 BUILDABLE WATERFRONT LOTS* Palm Island IS the "Heart of Siesta Key". Don't miss this rare opportunity to live in Siesta Key's most sought-after neighborhood and experience the quiet, friendly, yet close to everything community of Palm Island. Build your tropical dream home on one lot and sell the other, or go "all in" and create your ideal island estate on the 17,883 sq ft lot. If restoration is more your style, this home was built using the Lamolithic poured in place construction method developed by John Lambie Jr and was a key design element in the Sarasota School of Architecture. As a result, most of the primary structure and walls are made of 12 inch poured concrete, providing unsurpassed strength and durability. This spacious property located in one of the finest and friendliest communities on Siesta Key is situated a mere 600 feet from arguably the best beach on the planet. Situated on the Grand Canal, it is minutes by boat to the Intercoastal Waterway and a short walk or bike ride to Siesta Key Village. This sought after Palm Island address sits on two county approved building lots and is a rare opportunity for all interests. Maximize your Island experience and treat yourself to this rare, peaceful island escape limited only by your imagination. *House Plans and Budget available for both lots

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

*2 BUILDABLE WATERFRONT LOTS* Palm Island IS the "Heart of Siesta Key". Don't miss this rare opportunity to live in Siesta Key's most sought-after neighborhood and experience the quiet, friendly, yet close to everything community of Palm Island. Build your tropical dream home on one lot and sell the other, or go "all in" and create your ideal island estate on the 17,883 sq ft lot. If restoration is more your style, this home was built using the Lamolithic poured in place construction method developed by John Lambie Jr and was a key design element in the Sarasota School of Architecture. As a result, most of the primary structure and walls are made of 12 inch poured concrete, providing unsurpassed strength and durability. This spacious property located in one of the finest and friendliest communities on Siesta Key is situated a mere 600 feet from arguably the best beach on the planet. Situated on the Grand Canal, it is minutes by boat to the Intercoastal Waterway and a short walk or bike ride to Siesta Key Village. This sought after Palm Island address sits on two county approved building lots and is a rare opportunity for all interests. Maximize your Island experience and treat yourself to this rare, peaceful island escape limited only by your imagination. *House Plans and Budget available for both lots

2 Island Circle, Sarasota

$525,000

Under contract-accepting backup offers. PRICED TO SELL! NEW impact-rated sliding glass doors were installed in June 2026, providing enhanced storm protection and complementing the home’s existing hurricane-impact windows. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought-after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide additional protection and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.

2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. PRICED TO SELL! NEW impact-rated sliding glass doors were installed in June 2026, providing enhanced storm protection and complementing the home’s existing hurricane-impact windows. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought-after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide additional protection and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.

4660 Ocean Boulevard Unit Q1, Sarasota

$522,500

Now pending—accepting backup offers. Turnkey furnished 1 bedroom, 1 bathroom condo at Jamaica Royale on Siesta Key, offering a true hands-off investment opportunity with onsite rental office and future bookings already in place for 2026. This fully renovated condo features high-end finishes and thoughtful upgrades throughout, making it ideal as a vacation rental, second home, or full-time residence. The updated kitchen showcases quartz countertops, a coastal-inspired backsplash, soft-close cabinetry, brand-new stainless steel appliances, and a spacious island—perfect for entertaining. Luxury waterproof vinyl plank (LVP) flooring flows throughout the living area, which is furnished with all-new high-end furniture. The large bedroom is furnished with two queen beds, offering comfort and flexibility for guests. The spa-inspired bathroom features a walk-in shower with built-in bench, porcelain tile, and a sleek backlit mirror. Thoughtful storage, including an expanded hallway closet, enhances functionality and makes this condo truly move-in ready. Jamaica Royale is a well-maintained beachfront community known for its private deeded beach and resort-style amenities, including three pools (one beachfront), newly renovated beachside restrooms and changing facilities, and an outdoor kitchen with grills and seating. With onsite rental management, this condo provides an easy, low-maintenance investment opportunity. Whether you’re searching for a turnkey vacation rental, income-producing investment property, or coastal retreat, this Jamaica Royale condo offers location, luxury, and convenience.

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

Now pending—accepting backup offers. Turnkey furnished 1 bedroom, 1 bathroom condo at Jamaica Royale on Siesta Key, offering a true hands-off investment opportunity with onsite rental office and future bookings already in place for 2026. This fully renovated condo features high-end finishes and thoughtful upgrades throughout, making it ideal as a vacation rental, second home, or full-time residence. The updated kitchen showcases quartz countertops, a coastal-inspired backsplash, soft-close cabinetry, brand-new stainless steel appliances, and a spacious island—perfect for entertaining. Luxury waterproof vinyl plank (LVP) flooring flows throughout the living area, which is furnished with all-new high-end furniture. The large bedroom is furnished with two queen beds, offering comfort and flexibility for guests. The spa-inspired bathroom features a walk-in shower with built-in bench, porcelain tile, and a sleek backlit mirror. Thoughtful storage, including an expanded hallway closet, enhances functionality and makes this condo truly move-in ready. Jamaica Royale is a well-maintained beachfront community known for its private deeded beach and resort-style amenities, including three pools (one beachfront), newly renovated beachside restrooms and changing facilities, and an outdoor kitchen with grills and seating. With onsite rental management, this condo provides an easy, low-maintenance investment opportunity. Whether you’re searching for a turnkey vacation rental, income-producing investment property, or coastal retreat, this Jamaica Royale condo offers location, luxury, and convenience.

5830 Midnight Pass Road Unit 25, Sarasota

$480,000

Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.

2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.

1255 E Peppertree Drive Unit 201, Sarasota

$1,595,000

Just minutes from the powdery white sands of Siesta Beach and the vibrant energy of Siesta Key Village, yet tucked away on a quiet, oak-shaded street, 5121 Oxford Drive is a 3-bedroom, 3-bath waterfront pool home. Located on the coveted Grand Canal, with 50 feet of deep-water frontage, you’ll be on the bay in just minutes. A brand-new dock and 10,000 lb. lift (2025) are ready for your boat, and the property is golf cart–friendly, allowing you to cruise easily to the Village or beach. For the right buyer, furnishings, the golf cart, and even the boat are negotiable, creating a truly turnkey opportunity. Every major upgrade has been completed so you can enjoy the home from day one. Impact-rated low-e sliders and exterior doors (2025) fill the space with natural light and security. The durable metal roof is built to last, while all-new HVAC systems (2025), a whole-home dehumidifier (2025), and a tankless water heater (2023) ensure modern comfort. The garage features hurricane-rated insulated doors (2020), a mini-split A/C (2025), and epoxy flooring (2025)—perfect for keeping your toys protected in style. The gourmet kitchen, fully renovated in 2023, boasts quartz counters, high-end stainless steel appliances, custom solid wood cabinetry and a sleek coastal design. The master bath (2024) feels like a spa retreat, and even the fireplace area was refreshed in 2021, adding a warm focal point to the living space. The living area flows onto wraparound balconies made from Cumaru Brazilian teak, overlooking the sparkling new saltwater pool (2024) with electric heater, marble travertine pavers, and all-new equipment. This property is made for the lifestyle you’ve been dreaming about - morning coffee as boats glide by, afternoons on the water, and evenings walking or taking the golf cart to dinner in the Village. Whether you’re seeking a full-time residence, a vacation getaway, or a high-demand rental, 5121 Oxford Drive delivers it all - turnkey option, fully upgraded, and ready for you to enjoy.

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

Just minutes from the powdery white sands of Siesta Beach and the vibrant energy of Siesta Key Village, yet tucked away on a quiet, oak-shaded street, 5121 Oxford Drive is a 3-bedroom, 3-bath waterfront pool home. Located on the coveted Grand Canal, with 50 feet of deep-water frontage, you’ll be on the bay in just minutes. A brand-new dock and 10,000 lb. lift (2025) are ready for your boat, and the property is golf cart–friendly, allowing you to cruise easily to the Village or beach. For the right buyer, furnishings, the golf cart, and even the boat are negotiable, creating a truly turnkey opportunity. Every major upgrade has been completed so you can enjoy the home from day one. Impact-rated low-e sliders and exterior doors (2025) fill the space with natural light and security. The durable metal roof is built to last, while all-new HVAC systems (2025), a whole-home dehumidifier (2025), and a tankless water heater (2023) ensure modern comfort. The garage features hurricane-rated insulated doors (2020), a mini-split A/C (2025), and epoxy flooring (2025)—perfect for keeping your toys protected in style. The gourmet kitchen, fully renovated in 2023, boasts quartz counters, high-end stainless steel appliances, custom solid wood cabinetry and a sleek coastal design. The master bath (2024) feels like a spa retreat, and even the fireplace area was refreshed in 2021, adding a warm focal point to the living space. The living area flows onto wraparound balconies made from Cumaru Brazilian teak, overlooking the sparkling new saltwater pool (2024) with electric heater, marble travertine pavers, and all-new equipment. This property is made for the lifestyle you’ve been dreaming about - morning coffee as boats glide by, afternoons on the water, and evenings walking or taking the golf cart to dinner in the Village. Whether you’re seeking a full-time residence, a vacation getaway, or a high-demand rental, 5121 Oxford Drive delivers it all - turnkey option, fully upgraded, and ready for you to enjoy.

5121 Oxford Drive, Sarasota