Swfloridafinehomes.com Search Results

$4,000,000

Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create an extraordinary 2,365-SF home. Completely reimagined by award-winning architect Michael Halflants of Halflants + Pichette Studio for Modern Architecture, the residence received the prestigious AIA Florida/Caribbean Honor Award of Excellence in Interior Design and was featured in Sarasota Magazine's Dream Homes issue. Original interior walls were removed to reveal uninterrupted vistas that extend along the shoreline of Siesta Key, across Sarasota Bay, and to the downtown Sarasota skyline. The result is a flowing two-bedroom, two-and-a-half-bath residence where panoramic views, exceptional materials, and thoughtful design exist in perfect balance. At the center of the home, a sculptural Etimoe hardwood core houses the kitchen, storage, primary bath, and an expansive walk-in closet, bringing warmth and architectural definition to the open floor plan. Floor-to-ceiling, seven-panel bi-fold glass doors disappear completely at the corners, creating a seamless connection to the Gulf and inviting coastal breezes into the living spaces. Custom folding partitions provide privacy between the primary suite and main living areas without compromising the home's openness or visual continuity. Thoughtful custom details continue throughout the residence, including a custom steel desk overlooking the Gulf of Mexico, creating a work-from-home setting few could rival. The raw concrete ceiling from Smith's original 1969 design was scraped and clear-coated to a soft sheen, transforming a defining element of the building into a striking contemporary feature. Large-format porcelain tile, custom steel detailing, and carefully selected wood finishes complete a sophisticated material palette that feels both timeless and contemporary. Residents of The Terrace enjoy private access to Siesta Key's renowned beach and are just moments from the shops, restaurants, and energy of Siesta Village. More than a luxury beachfront residence, this is a rare opportunity to own an award-winning home within one of Sarasota's most recognizable waterfront landmarks, where exceptional architecture and Gulf-front living are seamlessly intertwined.

2 Beds ⋅ 3 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create an extraordinary 2,365-SF home. Completely reimagined by award-winning architect Michael Halflants of Halflants + Pichette Studio for Modern Architecture, the residence received the prestigious AIA Florida/Caribbean Honor Award of Excellence in Interior Design and was featured in Sarasota Magazine's Dream Homes issue. Original interior walls were removed to reveal uninterrupted vistas that extend along the shoreline of Siesta Key, across Sarasota Bay, and to the downtown Sarasota skyline. The result is a flowing two-bedroom, two-and-a-half-bath residence where panoramic views, exceptional materials, and thoughtful design exist in perfect balance. At the center of the home, a sculptural Etimoe hardwood core houses the kitchen, storage, primary bath, and an expansive walk-in closet, bringing warmth and architectural definition to the open floor plan. Floor-to-ceiling, seven-panel bi-fold glass doors disappear completely at the corners, creating a seamless connection to the Gulf and inviting coastal breezes into the living spaces. Custom folding partitions provide privacy between the primary suite and main living areas without compromising the home's openness or visual continuity. Thoughtful custom details continue throughout the residence, including a custom steel desk overlooking the Gulf of Mexico, creating a work-from-home setting few could rival. The raw concrete ceiling from Smith's original 1969 design was scraped and clear-coated to a soft sheen, transforming a defining element of the building into a striking contemporary feature. Large-format porcelain tile, custom steel detailing, and carefully selected wood finishes complete a sophisticated material palette that feels both timeless and contemporary. Residents of The Terrace enjoy private access to Siesta Key's renowned beach and are just moments from the shops, restaurants, and energy of Siesta Village. More than a luxury beachfront residence, this is a rare opportunity to own an award-winning home within one of Sarasota's most recognizable waterfront landmarks, where exceptional architecture and Gulf-front living are seamlessly intertwined.

5400 Ocean Boulevard Unit 15 1-4, Sarasota

$615,000

Welcome to Jamaica Royale #93, a beautifully remodeled two-bedroom, two-bath garden-view condominium nestled within the lush tropical grounds of Jamaica Royale on world-renowned Siesta Key. Offering 921 square feet of thoughtfully updated living space, this inviting coastal retreat showcases a complete 2025 renovation with quality finishes throughout, creating the perfect blend of modern comfort and relaxed coastal style. The stunning new kitchen features custom cabinetry, elegant quartz countertops, a ceramic tile backsplash, new stainless steel appliances, and a new garbage disposal. Additional 2025 improvements include new HVAC systems (inside and out), a new hot water heater, fresh interior paint, stylish new furnishings, hurricane impact-resistant windows and sliding glass doors, luxury vinyl plank flooring in both bathrooms, new bathroom vanities and fixtures, and beautifully remodeled showers with ceramic tile surrounds, frameless glass doors, and contemporary finishes. The spacious primary suite features a king-size bed, while the guest bedroom offers two queen-size beds, providing ample space for family and guests. Step outside to your private patio with comfortable outdoor seating—the perfect place to enjoy your morning coffee, dine al fresco, or relax after a day on the beach. Located just steps from the world-famous powdery quartz sands and turquoise waters of Siesta Key Beach, owners and guests enjoy deeded beach access and an exceptional array of resort-style amenities, including three heated community pools, shuffleboard courts, community grilling areas, beautifully landscaped tropical grounds, and one assigned parking space. Public transportation conveniently stops directly in front of the community, providing easy access to Siesta Key Village's restaurants, boutiques, entertainment, and vibrant island nightlife. Whether you're searching for a private beach retreat, seasonal residence, or an outstanding investment opportunity with excellent rental potential, Jamaica Royale #93 offers a truly turnkey opportunity in one of Siesta Key's most desirable beachfront communities!

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

Welcome to Jamaica Royale #93, a beautifully remodeled two-bedroom, two-bath garden-view condominium nestled within the lush tropical grounds of Jamaica Royale on world-renowned Siesta Key. Offering 921 square feet of thoughtfully updated living space, this inviting coastal retreat showcases a complete 2025 renovation with quality finishes throughout, creating the perfect blend of modern comfort and relaxed coastal style. The stunning new kitchen features custom cabinetry, elegant quartz countertops, a ceramic tile backsplash, new stainless steel appliances, and a new garbage disposal. Additional 2025 improvements include new HVAC systems (inside and out), a new hot water heater, fresh interior paint, stylish new furnishings, hurricane impact-resistant windows and sliding glass doors, luxury vinyl plank flooring in both bathrooms, new bathroom vanities and fixtures, and beautifully remodeled showers with ceramic tile surrounds, frameless glass doors, and contemporary finishes. The spacious primary suite features a king-size bed, while the guest bedroom offers two queen-size beds, providing ample space for family and guests. Step outside to your private patio with comfortable outdoor seating—the perfect place to enjoy your morning coffee, dine al fresco, or relax after a day on the beach. Located just steps from the world-famous powdery quartz sands and turquoise waters of Siesta Key Beach, owners and guests enjoy deeded beach access and an exceptional array of resort-style amenities, including three heated community pools, shuffleboard courts, community grilling areas, beautifully landscaped tropical grounds, and one assigned parking space. Public transportation conveniently stops directly in front of the community, providing easy access to Siesta Key Village's restaurants, boutiques, entertainment, and vibrant island nightlife. Whether you're searching for a private beach retreat, seasonal residence, or an outstanding investment opportunity with excellent rental potential, Jamaica Royale #93 offers a truly turnkey opportunity in one of Siesta Key's most desirable beachfront communities!

5830 Midnight Pass Road Unit 93, Sarasota

$799,000

Turnkey furnished and beautifully reimagined in 2024, this top-floor Gulf-front residence at Fisherman's Cove offers a rare opportunity to own one of Siesta Key's most distinctive beachfront retreats. Positioned at the quiet southern end of the island, this one-bedroom residence enjoys unobstructed panoramic views of the Gulf of Mexico from nearly every room, where turquoise waters, sugar-white sand, and breathtaking sunsets become part of everyday living. Thoughtfully renovated throughout, this residence is also the only one-bedroom floor plan in the community offering both a full bath and an additional half bath, providing added comfort and convenience for guests. Designed to maximize natural light and waterfront scenery, the open floor plan flows effortlessly from room to room. The Gulf-front terrace has been enclosed, expanding the living space while walls of impact-rated glass frame uninterrupted beach views. Soft coastal finishes, elegant tile flooring, and a fresh, contemporary palette create a relaxed yet refined atmosphere ideal for full-time living, seasonal enjoyment, or investment. The remodeled kitchen features custom cabinetry, stone countertops, newer appliances, generous storage, and an open design that overlooks the living and dining areas while keeping the Gulf as the focal point. Renovations completed in 2024 include impact windows and sliding glass doors, beautifully updated bathrooms, and quality finishes throughout, while a newer air-conditioning system installed in 2023 adds peace of mind. The spacious primary suite enjoys spectacular Gulf views through oversized windows and features an updated en-suite bath. The additional powder room is a rare feature within Fisherman's Cove, allowing guests the convenience of a separate bath while maintaining the privacy of the primary suite. This unit comfortably sleeps four people. Nestled between the Gulf of Mexico and Blind Pass Lagoon, Fisherman's Cove offers one of Siesta Key's most desirable waterfront settings. Residents enjoy direct beach access, a heated community pool, fishing pier, complimentary first-come boat slips, and easy access to kayaking, paddleboarding, and boating that leads to Sarasota Bay and the Gulf. The island's south end is also renowned for exceptional shelling and miles of unspoiled shoreline stretching toward Casey Key. Ideally located just minutes from Siesta Key Village, waterfront dining, marinas, and downtown Sarasota's renowned Cultural Coast, residents enjoy boutique shopping, acclaimed restaurants, theaters, galleries, Selby Gardens, and year-round entertainment. Whether you're searching for a luxurious beachfront escape, a high-demand investment with one-week rental flexibility, or a move-in-ready Gulf-front residence, this exceptional Fisherman's Cove offering delivers the very best of Siesta Key living.

1 Beds ⋅ 2 Baths ⋅ Fishermans Cove SubDv. ⋅ 34242 Zip Code

Turnkey furnished and beautifully reimagined in 2024, this top-floor Gulf-front residence at Fisherman's Cove offers a rare opportunity to own one of Siesta Key's most distinctive beachfront retreats. Positioned at the quiet southern end of the island, this one-bedroom residence enjoys unobstructed panoramic views of the Gulf of Mexico from nearly every room, where turquoise waters, sugar-white sand, and breathtaking sunsets become part of everyday living. Thoughtfully renovated throughout, this residence is also the only one-bedroom floor plan in the community offering both a full bath and an additional half bath, providing added comfort and convenience for guests. Designed to maximize natural light and waterfront scenery, the open floor plan flows effortlessly from room to room. The Gulf-front terrace has been enclosed, expanding the living space while walls of impact-rated glass frame uninterrupted beach views. Soft coastal finishes, elegant tile flooring, and a fresh, contemporary palette create a relaxed yet refined atmosphere ideal for full-time living, seasonal enjoyment, or investment. The remodeled kitchen features custom cabinetry, stone countertops, newer appliances, generous storage, and an open design that overlooks the living and dining areas while keeping the Gulf as the focal point. Renovations completed in 2024 include impact windows and sliding glass doors, beautifully updated bathrooms, and quality finishes throughout, while a newer air-conditioning system installed in 2023 adds peace of mind. The spacious primary suite enjoys spectacular Gulf views through oversized windows and features an updated en-suite bath. The additional powder room is a rare feature within Fisherman's Cove, allowing guests the convenience of a separate bath while maintaining the privacy of the primary suite. This unit comfortably sleeps four people. Nestled between the Gulf of Mexico and Blind Pass Lagoon, Fisherman's Cove offers one of Siesta Key's most desirable waterfront settings. Residents enjoy direct beach access, a heated community pool, fishing pier, complimentary first-come boat slips, and easy access to kayaking, paddleboarding, and boating that leads to Sarasota Bay and the Gulf. The island's south end is also renowned for exceptional shelling and miles of unspoiled shoreline stretching toward Casey Key. Ideally located just minutes from Siesta Key Village, waterfront dining, marinas, and downtown Sarasota's renowned Cultural Coast, residents enjoy boutique shopping, acclaimed restaurants, theaters, galleries, Selby Gardens, and year-round entertainment. Whether you're searching for a luxurious beachfront escape, a high-demand investment with one-week rental flexibility, or a move-in-ready Gulf-front residence, this exceptional Fisherman's Cove offering delivers the very best of Siesta Key living.

9000 Blind Pass Road Unit 303, Sarasota

$859,000

Virtually Staged. Live the ultimate island life in the highly sought-after waterfront community of Siesta Isles. Perfectly positioned just 0.8 miles from the public parking lot of world-famous Siesta Beach, you can easily stroll to the powdery white sands that make this area America's number one beach. Enjoy a short, breezy bike ride to the charming shops and incredible dining of Siesta Village, all without ever having to step foot on the main roads. This three-bedroom, two-and-a-half-bathroom single-family home presents an incredible opportunity to design your ideal coastal retreat. Serving as a true artist's blank canvas, the residence invites you to bring your creative vision and reimagine every room into a custom masterpiece. You will have piece of mind knowing the roof and AC are only 2 years old! The newer kitchen and updated appliances shine. The exterior boasts lush, mature landscaping with a gorgeous canopy of trees and gardens, providing a beautifully serene and shaded oasis for outdoor living. For boating enthusiasts, you are merely fifteen minutes by water to the spectacular Sarasota Bay, featuring direct Gulf access with just a single bridge. When you are ready for a change of pace, a quick fifteen-minute drive transports you to the vibrant heart of downtown Sarasota, rich with cultural and urban amenities. This is a one-of-a-kind opportunity to craft a dream home in an absolutely unbeatable location.

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

Virtually Staged. Live the ultimate island life in the highly sought-after waterfront community of Siesta Isles. Perfectly positioned just 0.8 miles from the public parking lot of world-famous Siesta Beach, you can easily stroll to the powdery white sands that make this area America's number one beach. Enjoy a short, breezy bike ride to the charming shops and incredible dining of Siesta Village, all without ever having to step foot on the main roads. This three-bedroom, two-and-a-half-bathroom single-family home presents an incredible opportunity to design your ideal coastal retreat. Serving as a true artist's blank canvas, the residence invites you to bring your creative vision and reimagine every room into a custom masterpiece. You will have piece of mind knowing the roof and AC are only 2 years old! The newer kitchen and updated appliances shine. The exterior boasts lush, mature landscaping with a gorgeous canopy of trees and gardens, providing a beautifully serene and shaded oasis for outdoor living. For boating enthusiasts, you are merely fifteen minutes by water to the spectacular Sarasota Bay, featuring direct Gulf access with just a single bridge. When you are ready for a change of pace, a quick fifteen-minute drive transports you to the vibrant heart of downtown Sarasota, rich with cultural and urban amenities. This is a one-of-a-kind opportunity to craft a dream home in an absolutely unbeatable location.

5451 Shadow Lawn Drive, Sarasota

$480,000

This rare, freestanding 3-bedroom, 2-bath villa presents an exceptional opportunity to create the coastal home you've always envisioned in the premier Gulf front community of Whispering Sands. With its highly desirable floor plan, attached 2-car garage, and private fenced patio, this residence offers the perfect foundation for a truly personalized retreat. Professionally remediated following Hurricane Helene, this villa is being offered in its current condition. Featuring concrete floors, partial drywall, and no kitchen or bathroom fixtures, this residence offers a true blank canvas – inviting you to select every finish, fixture, and detail to create a home that reflects your own style and vision. Washer and dryer hookup is located in the garage. Important exterior improvements have already been completed, including NEW 2025 villa and garage roofs and fresh exterior paint, while a comprehensive two-year community landscaping enhancement plan is in the planning stages. Life at Whispering Sands is about far more than just your residence. Enjoy 800 feet of PRIVATE quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling that will also include a catering kitchen and fitness rooms), beachside Tiki Hut, shuffleboard courts, canoe/kayak storage, and professionally maintained grounds, all just a short stroll from the shops, restaurants, and vibrant charm of Siesta Key Village. The comprehensive HOA fee includes cable, high speed internet, recreational amenities, landscaping, reserves escrow, HOA insurance, on-site management & maintenance team, security, water and sewer – allowing you to spend more time enjoying the island lifestyle. Freestanding villas in Whispering Sands are exceptionally rare. This is a unique opportunity to create a home that reflects your personal taste while enjoying maintenance-free living in one of Siesta Key's most desirable 55+ Gulf front communities.

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

This rare, freestanding 3-bedroom, 2-bath villa presents an exceptional opportunity to create the coastal home you've always envisioned in the premier Gulf front community of Whispering Sands. With its highly desirable floor plan, attached 2-car garage, and private fenced patio, this residence offers the perfect foundation for a truly personalized retreat. Professionally remediated following Hurricane Helene, this villa is being offered in its current condition. Featuring concrete floors, partial drywall, and no kitchen or bathroom fixtures, this residence offers a true blank canvas – inviting you to select every finish, fixture, and detail to create a home that reflects your own style and vision. Washer and dryer hookup is located in the garage. Important exterior improvements have already been completed, including NEW 2025 villa and garage roofs and fresh exterior paint, while a comprehensive two-year community landscaping enhancement plan is in the planning stages. Life at Whispering Sands is about far more than just your residence. Enjoy 800 feet of PRIVATE quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling that will also include a catering kitchen and fitness rooms), beachside Tiki Hut, shuffleboard courts, canoe/kayak storage, and professionally maintained grounds, all just a short stroll from the shops, restaurants, and vibrant charm of Siesta Key Village. The comprehensive HOA fee includes cable, high speed internet, recreational amenities, landscaping, reserves escrow, HOA insurance, on-site management & maintenance team, security, water and sewer – allowing you to spend more time enjoying the island lifestyle. Freestanding villas in Whispering Sands are exceptionally rare. This is a unique opportunity to create a home that reflects your personal taste while enjoying maintenance-free living in one of Siesta Key's most desirable 55+ Gulf front communities.

208 Hourglass Way Unit V11, Sarasota

$625,000

Turn-Key Furnished Villa in Aloha Kai – One of Siesta Key's Premier Beachfront Communities! Just steps from world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 1.5-bath villa offers the perfect combination of coastal living, rental potential, and investment opportunity. Whether you're searching for a vacation home, seasonal retreat, full-time residence, or income-producing property, this move-in-ready villa is a must-see. Recent updates include a metal roof (2020), impact-rated windows and front door, 200-amp electrical service, 2023 water heater, and an updated kitchen with newer cabinetry, countertops, and appliances. Offered turn-key furnished for immediate enjoyment or rental. Following Hurricane Milton, the first floor underwent professional remediation, including a fully permitted renovation and independent mold testing with negative results. Documentation is available. Aloha Kai offers private deeded beach access, a heated Olympic-size pool, clubhouse, shuffleboard, tropical landscaping, and on-site management. Short-term rentals are permitted, making this an attractive opportunity for personal use or investment (subject to association rules). Conveniently located near Siesta Key Village, waterfront dining, shopping, boating, and downtown Sarasota. Buyer shall independently verify all room dimensions, rental restrictions, association rules, and all other information deemed material during the due diligence period.

2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code

Turn-Key Furnished Villa in Aloha Kai – One of Siesta Key's Premier Beachfront Communities! Just steps from world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 1.5-bath villa offers the perfect combination of coastal living, rental potential, and investment opportunity. Whether you're searching for a vacation home, seasonal retreat, full-time residence, or income-producing property, this move-in-ready villa is a must-see. Recent updates include a metal roof (2020), impact-rated windows and front door, 200-amp electrical service, 2023 water heater, and an updated kitchen with newer cabinetry, countertops, and appliances. Offered turn-key furnished for immediate enjoyment or rental. Following Hurricane Milton, the first floor underwent professional remediation, including a fully permitted renovation and independent mold testing with negative results. Documentation is available. Aloha Kai offers private deeded beach access, a heated Olympic-size pool, clubhouse, shuffleboard, tropical landscaping, and on-site management. Short-term rentals are permitted, making this an attractive opportunity for personal use or investment (subject to association rules). Conveniently located near Siesta Key Village, waterfront dining, shopping, boating, and downtown Sarasota. Buyer shall independently verify all room dimensions, rental restrictions, association rules, and all other information deemed material during the due diligence period.

6020 Midnight Pass Road Unit 49, Sarasota

$1,559,000

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.

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

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.

5400 Ocean Boulevard Unit 17-04, Sarasota

$665,000

Beach, comfort, and privacy all in one standalone villa. This 2-bed, 2-bath escape sleeps the whole group with a king primary ensuite, two twins in the guest room, and a living-area sofa bed. Ideal for families or friends. Inside: roomy living and dining areas, a fully equipped kitchen with updated counters and modern appliances, three flat-screen TVs, central heat and air, and a private screened lanai for winding down. Outside: you're part of Island House Beach Resort, a short walk from the Gulf's powdery sand and turquoise water. Enjoy a beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating for legendary Siesta Key sunsets, plus two beach cabanas, a heated pool, and a game room with ping pong and air hockey. Ride the Siesta Key Trolley to Siesta Village's dining and shops, or explore Myakka River State Park, island bike routes, and paddleboarding through the mangroves and reopened Midnight Pass. Sarasota's museums, gardens, golf, and world-renowned Mote Marine Aquarium round out everything you need for a memorable stay. Your unforgettable Siesta Key getaway starts here.

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

Beach, comfort, and privacy all in one standalone villa. This 2-bed, 2-bath escape sleeps the whole group with a king primary ensuite, two twins in the guest room, and a living-area sofa bed. Ideal for families or friends. Inside: roomy living and dining areas, a fully equipped kitchen with updated counters and modern appliances, three flat-screen TVs, central heat and air, and a private screened lanai for winding down. Outside: you're part of Island House Beach Resort, a short walk from the Gulf's powdery sand and turquoise water. Enjoy a beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating for legendary Siesta Key sunsets, plus two beach cabanas, a heated pool, and a game room with ping pong and air hockey. Ride the Siesta Key Trolley to Siesta Village's dining and shops, or explore Myakka River State Park, island bike routes, and paddleboarding through the mangroves and reopened Midnight Pass. Sarasota's museums, gardens, golf, and world-renowned Mote Marine Aquarium round out everything you need for a memorable stay. Your unforgettable Siesta Key getaway starts here.

Sarasota

$1,100,000

Rarely available top-floor 2-bedroom condominium offering truly spectacular, million-dollar water views. Bay Tree Club is a gulf-to-bay property that provides the perfect Florida lifestyle. Enjoy breathtaking scenery of the Gulf from the comfort of your home while embracing the ultimate waterfront living. Gulf side has storage cabanas for your beach umbrella, chairs and bikes with secure restroom facilities just off the beachside path. For BOATING ENTHUSIASTS, this property is a RARE FIND! Easy access to the newly reopened Midnight Pass! Boat slips are just steps from your door on the Bay side. Year round moorings to the TREX dock at no charge. Convenient access to the Gulf along with free electricity and water. A floating dock or lift can also be added. Whether you're heading out for a day on the bay, enjoying sunset cruises, or simply appreciating the waterfront setting, this condo offers the perfect combination of comfort, convenience, and coastal living. Complex has two heated pools to provide the perfect spot for sunning or doing your laps. This condo was renovated to provide an open plan with IMPACT WINDOWS, UPDATED BATHS, TANKLESS HOTWATER HEATER, and IN UNIT LAUNDRY. In addition to the in unit laundry there is a laundry on all levels, elevator, full-time maintenance and onsite manager. The kitchen flows seamlessly into the dining/living combination. But the real living takes place from morning till sunset in the enclosed 14' X 8' loggia that can accommodate for cocktails, bridge, or just relaxing as the sun sets over the gulf horizon. Contiguous ceramic tile floors throughout, set diagonally add to the open feeling. Many cabinets and drawers in this kitchen with a breakfast island. Plenty of counter space covered in classic black granite. The guest room has its own ensuite bath and a Murphy Bed hidden behind a moving bookshelf should an office be needed. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach. The Siesta Key Trolley travels right by the front door 7 days a week from 10-10 and until midnight on weekends to make a trip to the Siesta Key Village easy and convenient. Unit comes furnished!

2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code

Rarely available top-floor 2-bedroom condominium offering truly spectacular, million-dollar water views. Bay Tree Club is a gulf-to-bay property that provides the perfect Florida lifestyle. Enjoy breathtaking scenery of the Gulf from the comfort of your home while embracing the ultimate waterfront living. Gulf side has storage cabanas for your beach umbrella, chairs and bikes with secure restroom facilities just off the beachside path. For BOATING ENTHUSIASTS, this property is a RARE FIND! Easy access to the newly reopened Midnight Pass! Boat slips are just steps from your door on the Bay side. Year round moorings to the TREX dock at no charge. Convenient access to the Gulf along with free electricity and water. A floating dock or lift can also be added. Whether you're heading out for a day on the bay, enjoying sunset cruises, or simply appreciating the waterfront setting, this condo offers the perfect combination of comfort, convenience, and coastal living. Complex has two heated pools to provide the perfect spot for sunning or doing your laps. This condo was renovated to provide an open plan with IMPACT WINDOWS, UPDATED BATHS, TANKLESS HOTWATER HEATER, and IN UNIT LAUNDRY. In addition to the in unit laundry there is a laundry on all levels, elevator, full-time maintenance and onsite manager. The kitchen flows seamlessly into the dining/living combination. But the real living takes place from morning till sunset in the enclosed 14' X 8' loggia that can accommodate for cocktails, bridge, or just relaxing as the sun sets over the gulf horizon. Contiguous ceramic tile floors throughout, set diagonally add to the open feeling. Many cabinets and drawers in this kitchen with a breakfast island. Plenty of counter space covered in classic black granite. The guest room has its own ensuite bath and a Murphy Bed hidden behind a moving bookshelf should an office be needed. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach. The Siesta Key Trolley travels right by the front door 7 days a week from 10-10 and until midnight on weekends to make a trip to the Siesta Key Village easy and convenient. Unit comes furnished!

8630 Midnight Pass Road Unit 502A, Sarasota

$525,000

Welcome to the beautifully maintained and highly sought-after Gulf to Bay community on Siesta Key—Bay Tree Club. This charming 2-bedroom, 2-bath END UNIT is situated on the second floor, offering an abundance of natural light through its FOUR SIDE WINDOWS. Enjoy open views of the swimming pool and a glimpse of Little Sarasota Bay in the distance. Bay Tree Club boasts PRIVATE DEEDED BEACH ACCESS, a bayside swimming pool with a picnic and grill area, and a gulf-side swimming pool equipped with additional grills and picnic spaces. The community also features beautifully maintained BOAT DOCKS for your convenience, along with kayak and canoe storage onsite. Each unit includes a PRIVATE GULF SIDE CABANA for storing beach chairs and toys. The grounds are impeccably kept, and the community welcomes two pets, each weighing no more than 35 pounds. There is flexible rental availability, with a one-month minimum during peak season and a two-week minimum in the offseason. This FURNISHED unit is ready for its new owner!

2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code

Welcome to the beautifully maintained and highly sought-after Gulf to Bay community on Siesta Key—Bay Tree Club. This charming 2-bedroom, 2-bath END UNIT is situated on the second floor, offering an abundance of natural light through its FOUR SIDE WINDOWS. Enjoy open views of the swimming pool and a glimpse of Little Sarasota Bay in the distance. Bay Tree Club boasts PRIVATE DEEDED BEACH ACCESS, a bayside swimming pool with a picnic and grill area, and a gulf-side swimming pool equipped with additional grills and picnic spaces. The community also features beautifully maintained BOAT DOCKS for your convenience, along with kayak and canoe storage onsite. Each unit includes a PRIVATE GULF SIDE CABANA for storing beach chairs and toys. The grounds are impeccably kept, and the community welcomes two pets, each weighing no more than 35 pounds. There is flexible rental availability, with a one-month minimum during peak season and a two-week minimum in the offseason. This FURNISHED unit is ready for its new owner!

8625 Midnight Pass Road Unit 208B, Sarasota

$699,000

Fantastic Siesta Key sunsets await from this spacious and updated two-bedroom, two-bath condominium facing west overlooking Siesta Key Beach. You can be on the sugary sands in seconds from your front door. Beautifully finished with an open floor plan, amazing natural light, neutral ceramic tile throughout, large kitchen island bar complete with granite countertops and beverage refrigerator, stainless steel appliances, spacious walk-in finished closets, custom built-ins, crown molding, plantation shutters, and all impact glass windows and sliders. This unit has a new air conditioning system, and the building has just been freshly painted. Beach Way allows monthly rentals 12 times a year, and has a large heated pool with an outside grilling area, social room with a kitchen for entertaining, elevator to your floor and a separate storage closet for all your beach needs. A carport just outside this condominium is included but there is no need for a car as you are minutes from the shopping and dining of Siesta Key Village, or a short ride to the arts and culture of downtown Sarasota. A great Island getaway, full-time residence or a highly desirable investment property as this condominium has a good rental history, allowing you to still enjoy the benefits of personal use when not renting. A truly unique property.

2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code

Fantastic Siesta Key sunsets await from this spacious and updated two-bedroom, two-bath condominium facing west overlooking Siesta Key Beach. You can be on the sugary sands in seconds from your front door. Beautifully finished with an open floor plan, amazing natural light, neutral ceramic tile throughout, large kitchen island bar complete with granite countertops and beverage refrigerator, stainless steel appliances, spacious walk-in finished closets, custom built-ins, crown molding, plantation shutters, and all impact glass windows and sliders. This unit has a new air conditioning system, and the building has just been freshly painted. Beach Way allows monthly rentals 12 times a year, and has a large heated pool with an outside grilling area, social room with a kitchen for entertaining, elevator to your floor and a separate storage closet for all your beach needs. A carport just outside this condominium is included but there is no need for a car as you are minutes from the shopping and dining of Siesta Key Village, or a short ride to the arts and culture of downtown Sarasota. A great Island getaway, full-time residence or a highly desirable investment property as this condominium has a good rental history, allowing you to still enjoy the benefits of personal use when not renting. A truly unique property.

5600 Beach Way Dr Unit 213, Sarasota

$649,000

Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan. Upgrades galore!! Fantastic rental history! The HOA installed a new roof on the property in 2023, too! Jamaica Royale allows short term rentals so this could be a great investment property or keep it for your own second home. This is the closest gulf side weekly rental property to the main public beach offering 3 swimming pools, grilling stations and shuffle board. Make this great property yours today at a value!

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

Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan. Upgrades galore!! Fantastic rental history! The HOA installed a new roof on the property in 2023, too! Jamaica Royale allows short term rentals so this could be a great investment property or keep it for your own second home. This is the closest gulf side weekly rental property to the main public beach offering 3 swimming pools, grilling stations and shuffle board. Make this great property yours today at a value!

5830 Midnight Pass Road Unit 3, Sarasota

$1,250,000

Nestled beneath majestic oak trees, this beautifully updated home has a flexible floor plan. It boasts multiple sleeping areas that comfortably accommodates visiting family and guests. Tastefully furnished and decorated, this residence underwent extensive renovations in recent years and features a newly installed roof, new impact rated windows, restored terrazzo flooring complemented by updated tile throughout. The kitchen is well-appointed with stainless steel appliances. Both bathrooms have been tastefully remodeled with granite countertops, updated fixtures, modern sinks, and designer finishes. Walk, Bike or golf cart just a short distance to the Siesta Key Village and America's most celebrated beach. Step outside to enjoy the enclosed, heated, chlorine-free pool and a private backyard oasis, perfect for relaxing or entertaining. Nearby, Siesta Key Village offers boutique shopping, acclaimed dining, live entertainment, vibrant nightlife, charming cafés, and peaceful parks. Aside from the stunning Siesta Key beaches... pickle ball, tennis courts and parks just a short bike ride away, provide fantastic outdoor recreation opportunities. Throughout the year, the island hosts a variety of special events that celebrate the unique lifestyle and beauty of the area. Discover the best of island living on world-famous Siesta Key, celebrated for its powder-soft white sand, crystal-clear turquoise waters, and relaxed coastal lifestyle. Whether you're looking for a full-time residence, vacation retreat, or income-producing investment, this charming property offers the opportunity to own your own piece of paradise. A pre-sale home inspection has been completed, providing added peace of mind, and the property is being offered turn-key and ready to enjoy. The seller is also offering a one-year home warranty with the sale. With strong year-round rental demand, this property combines an exceptional island lifestyle with attractive investment potential. All measurements are approximate and should be independently verified by the buyer.

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

Nestled beneath majestic oak trees, this beautifully updated home has a flexible floor plan. It boasts multiple sleeping areas that comfortably accommodates visiting family and guests. Tastefully furnished and decorated, this residence underwent extensive renovations in recent years and features a newly installed roof, new impact rated windows, restored terrazzo flooring complemented by updated tile throughout. The kitchen is well-appointed with stainless steel appliances. Both bathrooms have been tastefully remodeled with granite countertops, updated fixtures, modern sinks, and designer finishes. Walk, Bike or golf cart just a short distance to the Siesta Key Village and America's most celebrated beach. Step outside to enjoy the enclosed, heated, chlorine-free pool and a private backyard oasis, perfect for relaxing or entertaining. Nearby, Siesta Key Village offers boutique shopping, acclaimed dining, live entertainment, vibrant nightlife, charming cafés, and peaceful parks. Aside from the stunning Siesta Key beaches... pickle ball, tennis courts and parks just a short bike ride away, provide fantastic outdoor recreation opportunities. Throughout the year, the island hosts a variety of special events that celebrate the unique lifestyle and beauty of the area. Discover the best of island living on world-famous Siesta Key, celebrated for its powder-soft white sand, crystal-clear turquoise waters, and relaxed coastal lifestyle. Whether you're looking for a full-time residence, vacation retreat, or income-producing investment, this charming property offers the opportunity to own your own piece of paradise. A pre-sale home inspection has been completed, providing added peace of mind, and the property is being offered turn-key and ready to enjoy. The seller is also offering a one-year home warranty with the sale. With strong year-round rental demand, this property combines an exceptional island lifestyle with attractive investment potential. All measurements are approximate and should be independently verified by the buyer.

5128 Oxford Drive, Sarasota

$595,000

PRICE REDUCTION— SIESTA KEY BEACHFRONT LIFESTYLE AWAITS! Don’t miss this opportunity to own a beautifully renovated, TURNKEY FURNISHED 2-bedroom, 1-bath villa in Casa Blanca, one of Siesta Key’s most desirable beachfront communities. Ideally located on the Gulf side of Midnight Pass Road, you’re just steps from the powdery white quartz sands and turquoise waters of Crescent Beach. Near Point of Rocks, enjoy beach walks, shelling, snorkeling, swimming, and spectacular Gulf sunsets just outside your door. Beautifully remodeled from top to bottom, this move-in-ready villa is designed for easy, carefree island living. Features include impact-rated windows and doors, an updated kitchen with GE appliances, a beautifully renovated bathroom, tile flooring throughout, and a bright, open floor plan with stylish coastal finishes. The location within Casa Blanca is another standout—just a short stroll to the community pool, clubhouse, and BEACH! Looking for a Siesta Key property you can enjoy while also offering excellent rental flexibility? Casa Blanca’s desirable 5- to 7-day minimum rental policy makes this an appealing option as a vacation getaway, investment property, seasonal retreat, or full-time island home. Leave the car behind and embrace the Siesta Key lifestyle! The nearby trolley provides convenient access to Siesta Key Village, restaurants, shopping, entertainment, and waterfront dining. Turnkey furnished, beautifully renovated, impact windows and doors, flexible rentals, a prime Gulf-side location, and just steps from one of the most beautiful beaches in the world. This is your opportunity to own a little piece of paradise on Siesta Key. Don't miss this one... schedule your private showing today!

2 Beds ⋅ 1 Baths ⋅ Casa Blanca Villas SubDv. ⋅ 34242 Zip Code

PRICE REDUCTION— SIESTA KEY BEACHFRONT LIFESTYLE AWAITS! Don’t miss this opportunity to own a beautifully renovated, TURNKEY FURNISHED 2-bedroom, 1-bath villa in Casa Blanca, one of Siesta Key’s most desirable beachfront communities. Ideally located on the Gulf side of Midnight Pass Road, you’re just steps from the powdery white quartz sands and turquoise waters of Crescent Beach. Near Point of Rocks, enjoy beach walks, shelling, snorkeling, swimming, and spectacular Gulf sunsets just outside your door. Beautifully remodeled from top to bottom, this move-in-ready villa is designed for easy, carefree island living. Features include impact-rated windows and doors, an updated kitchen with GE appliances, a beautifully renovated bathroom, tile flooring throughout, and a bright, open floor plan with stylish coastal finishes. The location within Casa Blanca is another standout—just a short stroll to the community pool, clubhouse, and BEACH! Looking for a Siesta Key property you can enjoy while also offering excellent rental flexibility? Casa Blanca’s desirable 5- to 7-day minimum rental policy makes this an appealing option as a vacation getaway, investment property, seasonal retreat, or full-time island home. Leave the car behind and embrace the Siesta Key lifestyle! The nearby trolley provides convenient access to Siesta Key Village, restaurants, shopping, entertainment, and waterfront dining. Turnkey furnished, beautifully renovated, impact windows and doors, flexible rentals, a prime Gulf-side location, and just steps from one of the most beautiful beaches in the world. This is your opportunity to own a little piece of paradise on Siesta Key. Don't miss this one... schedule your private showing today!

6154 Midnight Pass Road Unit B1, Sarasota

$850,000

Exceptional opportunity just a short steps away from Siesta Village and the world-famous Siesta Key Beach, consistently ranked among the best beaches in the United States. Situated on a rare double lot, this property offers endless possibilities—remodel the existing home, create a luxury beach retreat, develop a high-performing vacation rental, or build your custom dream home. The existing residence features solid block construction, a private pool, and a detached guest house, providing a strong foundation for renovation or redevelopment. The flexible layout and prime location make this an ideal opportunity for those seeking a primary residence, second home, or income-producing property. Enjoy the ultimate Siesta Key lifestyle with the beach, Siesta Village's restaurants, boutiques, nightlife, and entertainment all within walking distance. The combination of a double lot, guest house, pool, and proximity to the beach creates exceptional potential for a vacation rental property in one of Florida's most desirable destinations. Rarely does a property with this much potential become available so close to Siesta Key Beach and Siesta Village. Don't miss this chance to create your vision and maximize the possibilities in one of Sarasota's most sought-after coastal communities.

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

Exceptional opportunity just a short steps away from Siesta Village and the world-famous Siesta Key Beach, consistently ranked among the best beaches in the United States. Situated on a rare double lot, this property offers endless possibilities—remodel the existing home, create a luxury beach retreat, develop a high-performing vacation rental, or build your custom dream home. The existing residence features solid block construction, a private pool, and a detached guest house, providing a strong foundation for renovation or redevelopment. The flexible layout and prime location make this an ideal opportunity for those seeking a primary residence, second home, or income-producing property. Enjoy the ultimate Siesta Key lifestyle with the beach, Siesta Village's restaurants, boutiques, nightlife, and entertainment all within walking distance. The combination of a double lot, guest house, pool, and proximity to the beach creates exceptional potential for a vacation rental property in one of Florida's most desirable destinations. Rarely does a property with this much potential become available so close to Siesta Key Beach and Siesta Village. Don't miss this chance to create your vision and maximize the possibilities in one of Sarasota's most sought-after coastal communities.

617 Calle De Peru, Sarasota

$1,377,500

Island House Dream Condo on Siesta Key! Experience the best of beachfront living at Island House on world-famous Siesta Key, where breathtaking Gulf views, unbeatable location, and effortless island living come together. Perfectly positioned in one of the most desirable beachfront buildings in the community, this second-floor condo offers truly unobstructed beach and water views with no other condo or building standing in your way. From the moment you arrive, the view takes center stage. Enjoy stunning beach views from all living areas, including the living room, guest bedroom, and master bedroom. New hurricane-impact windows and expansive glass bring the beauty of Siesta Key inside, creating a bright, open, coastal retreat from every angle. This is as close to the sand as it gets—literally beachfront and just steps from the world-famous powdery sand and warm Gulf waters. The elevated second-floor setting gives you the privacy and peace of mind you want, with no past water intrusion or storm damage to the unit, while still offering easy access to the beach and a convenient ramp for luggage. Inside, the condo is move-in ready and designed for easy beach living, featuring tile flooring throughout, an updated kitchen with solid-surface/granite counters, and beautifully updated bathrooms with elegant tiled showers. Whether you are looking for your own Siesta Key escape or an income-producing investment, the flexible 3-night minimum rental policy makes this an outstanding opportunity. Island House offers everything you need for the perfect beach lifestyle, including on-site management, refreshed landscaping, outdoor dining and game areas, beach chairs, chaise lounges, shaded beach cabanas, shuffleboard, cornhole, a heated community pool, and a clubhouse with billiards, foosball, board games, and puzzles. When you are ready to explore, hop on the free trolley or local ride-share vans to Siesta Key Village for shopping, dining, and nightlife, or venture to Turtle Beach, downtown Sarasota, restaurants, boating, fishing charters, performing arts, museums, parks, and the Legacy Trail. This is more than a condo—it is your front-row seat to Siesta Key’s legendary beach lifestyle. Bring your toothbrush, swimsuit, and love for sunsets, because this one is ready to enjoy!

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

Island House Dream Condo on Siesta Key! Experience the best of beachfront living at Island House on world-famous Siesta Key, where breathtaking Gulf views, unbeatable location, and effortless island living come together. Perfectly positioned in one of the most desirable beachfront buildings in the community, this second-floor condo offers truly unobstructed beach and water views with no other condo or building standing in your way. From the moment you arrive, the view takes center stage. Enjoy stunning beach views from all living areas, including the living room, guest bedroom, and master bedroom. New hurricane-impact windows and expansive glass bring the beauty of Siesta Key inside, creating a bright, open, coastal retreat from every angle. This is as close to the sand as it gets—literally beachfront and just steps from the world-famous powdery sand and warm Gulf waters. The elevated second-floor setting gives you the privacy and peace of mind you want, with no past water intrusion or storm damage to the unit, while still offering easy access to the beach and a convenient ramp for luggage. Inside, the condo is move-in ready and designed for easy beach living, featuring tile flooring throughout, an updated kitchen with solid-surface/granite counters, and beautifully updated bathrooms with elegant tiled showers. Whether you are looking for your own Siesta Key escape or an income-producing investment, the flexible 3-night minimum rental policy makes this an outstanding opportunity. Island House offers everything you need for the perfect beach lifestyle, including on-site management, refreshed landscaping, outdoor dining and game areas, beach chairs, chaise lounges, shaded beach cabanas, shuffleboard, cornhole, a heated community pool, and a clubhouse with billiards, foosball, board games, and puzzles. When you are ready to explore, hop on the free trolley or local ride-share vans to Siesta Key Village for shopping, dining, and nightlife, or venture to Turtle Beach, downtown Sarasota, restaurants, boating, fishing charters, performing arts, museums, parks, and the Legacy Trail. This is more than a condo—it is your front-row seat to Siesta Key’s legendary beach lifestyle. Bring your toothbrush, swimsuit, and love for sunsets, because this one is ready to enjoy!

6144 Midnight Pass Road Unit 3N, Sarasota

$3,795,000

Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive living spaces, extensive upgrades, and breathtaking water views. Positioned at the canal's coveted "Big Bend," the home enjoys panoramic open-water vistas enhanced by neighboring county-owned green space, creating a lush natural backdrop and a remarkable sense of seclusion. Designed for both grand entertaining and everyday comfort, the light-filled floor plan features four bedrooms+bonus room, three full baths, multiple living areas, and rich wood flooring throughout. At the heart of the home is a gourmet chef's kitchen appointed with premium appliances, seamlessly connecting to an expansive great room where floor-to-ceiling glass frames stunning waterfront views. A separate entertaining bar features illuminated cabinetry, a wine refrigerator, sink, second Bosch dishwasher, and pass-through window to the lanai, making indoor-outdoor hosting effortless. The great room easily accommodates a dining table for ten while offering multiple gathering spaces to relax and enjoy the ever-changing waterfront scenery. The spacious primary suite serves as a private retreat, featuring a newly replaced waterfront deck and captivating water views from nearly every angle. Extensively upgraded with an emphasis on durability and peace of mind, the home features impact-rated windows and doors, recently replaced metal and flat roofs, two elevated HVAC systems, an elevated whole-house generator, mini-split air conditioning in the garage, two water heaters, extensive electrical upgrades, and all cast-iron sewer lines replaced with PVC. Outside, the resort-style living experience continues with expansive travertine patios, a heated saltwater pool and spa, multiple covered and open-air seating areas, and exceptional boating amenities including a new dock, 10,000-pound boat lift, and additional double jet ski/kayak lift. Professionally designed landscaping and architectural lighting enhance the home's tropical setting, creating a beautiful ambiance both day and night. With quick access to Roberts Bay and the Intracoastal Waterway, this property is perfectly suited for boating enthusiasts. Located just one mile from world-famous Siesta Key Beach and minutes from Sarasota's renowned dining, shopping, and cultural attractions, this extraordinary waterfront retreat offers the perfect blend of luxury, comfort, boating lifestyle, and privacy. This is truly A HOME FOR JOYFUL GATHERINGS!

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

Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive living spaces, extensive upgrades, and breathtaking water views. Positioned at the canal's coveted "Big Bend," the home enjoys panoramic open-water vistas enhanced by neighboring county-owned green space, creating a lush natural backdrop and a remarkable sense of seclusion. Designed for both grand entertaining and everyday comfort, the light-filled floor plan features four bedrooms+bonus room, three full baths, multiple living areas, and rich wood flooring throughout. At the heart of the home is a gourmet chef's kitchen appointed with premium appliances, seamlessly connecting to an expansive great room where floor-to-ceiling glass frames stunning waterfront views. A separate entertaining bar features illuminated cabinetry, a wine refrigerator, sink, second Bosch dishwasher, and pass-through window to the lanai, making indoor-outdoor hosting effortless. The great room easily accommodates a dining table for ten while offering multiple gathering spaces to relax and enjoy the ever-changing waterfront scenery. The spacious primary suite serves as a private retreat, featuring a newly replaced waterfront deck and captivating water views from nearly every angle. Extensively upgraded with an emphasis on durability and peace of mind, the home features impact-rated windows and doors, recently replaced metal and flat roofs, two elevated HVAC systems, an elevated whole-house generator, mini-split air conditioning in the garage, two water heaters, extensive electrical upgrades, and all cast-iron sewer lines replaced with PVC. Outside, the resort-style living experience continues with expansive travertine patios, a heated saltwater pool and spa, multiple covered and open-air seating areas, and exceptional boating amenities including a new dock, 10,000-pound boat lift, and additional double jet ski/kayak lift. Professionally designed landscaping and architectural lighting enhance the home's tropical setting, creating a beautiful ambiance both day and night. With quick access to Roberts Bay and the Intracoastal Waterway, this property is perfectly suited for boating enthusiasts. Located just one mile from world-famous Siesta Key Beach and minutes from Sarasota's renowned dining, shopping, and cultural attractions, this extraordinary waterfront retreat offers the perfect blend of luxury, comfort, boating lifestyle, and privacy. This is truly A HOME FOR JOYFUL GATHERINGS!

813 Idlewild Way, Sarasota

$1,695,000

Under contract-accepting backup offers. Experience the best of waterfront island living in this exceptional 4-bedroom, 2.5-bath residence, perfectly positioned just minutes from the world-famous shores of Siesta Key Beach. Situated on a sprawling corner lot of approximately 19,055 square feet — with almost 80 feet of canal frontage — the property is enveloped by mature tropical landscaping that creates an incredibly private, resort-like sanctuary you have to see to believe. This home has been completely and thoughtfully updated — truly move-in ready with select furnishings included. New hurricane impact-rated windows and sliding doors (2023) provide both security and peace of mind, while the Tesla Solar System with battery backup delivers energy efficiency and independence. Step outside and discover your own private paradise. A tiki hut, freeform pool with cascading waterfall, and stunning outdoor living spaces make entertaining effortless, while your private dock with boat lift puts boating, fishing, kayaking, and paddleboarding right at your doorstep. The sheer size and lush privacy of this lot is a rare find — expansive, tranquil, and beautifully landscaped. No HOA. Just freedom, flexibility, and the Florida lifestyle at its absolute finest — minutes from the boutique shops, acclaimed dining, and laid-back charm of Siesta Key Village.

4 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Experience the best of waterfront island living in this exceptional 4-bedroom, 2.5-bath residence, perfectly positioned just minutes from the world-famous shores of Siesta Key Beach. Situated on a sprawling corner lot of approximately 19,055 square feet — with almost 80 feet of canal frontage — the property is enveloped by mature tropical landscaping that creates an incredibly private, resort-like sanctuary you have to see to believe. This home has been completely and thoughtfully updated — truly move-in ready with select furnishings included. New hurricane impact-rated windows and sliding doors (2023) provide both security and peace of mind, while the Tesla Solar System with battery backup delivers energy efficiency and independence. Step outside and discover your own private paradise. A tiki hut, freeform pool with cascading waterfall, and stunning outdoor living spaces make entertaining effortless, while your private dock with boat lift puts boating, fishing, kayaking, and paddleboarding right at your doorstep. The sheer size and lush privacy of this lot is a rare find — expansive, tranquil, and beautifully landscaped. No HOA. Just freedom, flexibility, and the Florida lifestyle at its absolute finest — minutes from the boutique shops, acclaimed dining, and laid-back charm of Siesta Key Village.

4925 Primrose Path, Sarasota

$558,000

Welcome to your own slice of paradise at Jamaica Royale, located directly on the world-famous shores of Siesta Key Beach. This beautifully remodeled one-bedroom, one-bath condominium, complete with a queen sleeper sofa, and a twin sleeper sofa, offers the perfect combination of coastal sophistication and exceptional rental income potential. Thoughtfully updated throughout, the stunning kitchen features elegant quartz countertops, custom wood cabinetry, stainless steel appliances, and a convenient laundry closet with a stackable washer and dryer—ideal for effortless beachside living and entertaining. The spa-inspired bathroom showcases designer finishes, including a custom-tiled shower and sleek quartz top vanity. Designed with both comfort and style in mind, the open and inviting floor plan is offered fully furnished and turnkey, allowing you to begin enjoying the Siesta Key lifestyle immediately. Whether you're seeking a personal beachfront getaway, an investment property, or both, this residence delivers. Jamaica Royale is one of Siesta Key's most sought-after beachfront communities, offering flexible one-week minimum rentals, making it highly attractive to vacationers and investors alike. Residents and guests enjoy 3 heated community pools, designated BBQ areas, a shuffleboard court and approximately 300 feet of private beachfront, with direct access to the Gulf of Mexico's crystal-clear waters and powder-soft quartz sand. Perfectly positioned just minutes from Siesta Key Village, you'll enjoy easy access to award-winning restaurants, charming boutiques, entertainment, and vibrant nightlife. This is a rare opportunity to own a turnkey beachfront retreat in one of Florida's most desirable coastal destinations—where every day feels like a vacation.

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

Welcome to your own slice of paradise at Jamaica Royale, located directly on the world-famous shores of Siesta Key Beach. This beautifully remodeled one-bedroom, one-bath condominium, complete with a queen sleeper sofa, and a twin sleeper sofa, offers the perfect combination of coastal sophistication and exceptional rental income potential. Thoughtfully updated throughout, the stunning kitchen features elegant quartz countertops, custom wood cabinetry, stainless steel appliances, and a convenient laundry closet with a stackable washer and dryer—ideal for effortless beachside living and entertaining. The spa-inspired bathroom showcases designer finishes, including a custom-tiled shower and sleek quartz top vanity. Designed with both comfort and style in mind, the open and inviting floor plan is offered fully furnished and turnkey, allowing you to begin enjoying the Siesta Key lifestyle immediately. Whether you're seeking a personal beachfront getaway, an investment property, or both, this residence delivers. Jamaica Royale is one of Siesta Key's most sought-after beachfront communities, offering flexible one-week minimum rentals, making it highly attractive to vacationers and investors alike. Residents and guests enjoy 3 heated community pools, designated BBQ areas, a shuffleboard court and approximately 300 feet of private beachfront, with direct access to the Gulf of Mexico's crystal-clear waters and powder-soft quartz sand. Perfectly positioned just minutes from Siesta Key Village, you'll enjoy easy access to award-winning restaurants, charming boutiques, entertainment, and vibrant nightlife. This is a rare opportunity to own a turnkey beachfront retreat in one of Florida's most desirable coastal destinations—where every day feels like a vacation.

5830 Midnight Pass Road Unit 48, Sarasota

$400,000

Opportunity awaits in one of Siesta Key's most desirable GULF FRONT communities! Perfectly positioned on the 3rd floor of the popular Tropic View building just steps from the sugar white sands and turquoise waters of the Gulf, this 2 bedroom/2 bath Whispering Sands residence offers exceptional potential for the buyer with vision. The sellers are willing to offer a $30,000 SELLER CREDIT with an acceptable contract, to offset any future improvements or assessments. Ready for renovation and priced accordingly, this property serves as a blank canvas for updates and customization to suit your style. The spacious floor plan is complemented by a 34' screened and glass enclosed lanai that spans the entire length of the unit, providing additional valuable living space and a comfortable setting in which to relax or entertain year round. The primary bedroom includes a walk-in closet and ensuite bath with glassed shower. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Furnishings are negotiable. This unit also comes with an assigned storage locker on the same floor for all of your beach essentials. Whether you're seeking a seasonal escape, year round residence, or an opportunity to create a personalized coastal retreat, this property offers the prefect foundation in an exceptional location. Bring your imagination and discover the possibilities that await just moments from the Gulf!

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

Opportunity awaits in one of Siesta Key's most desirable GULF FRONT communities! Perfectly positioned on the 3rd floor of the popular Tropic View building just steps from the sugar white sands and turquoise waters of the Gulf, this 2 bedroom/2 bath Whispering Sands residence offers exceptional potential for the buyer with vision. The sellers are willing to offer a $30,000 SELLER CREDIT with an acceptable contract, to offset any future improvements or assessments. Ready for renovation and priced accordingly, this property serves as a blank canvas for updates and customization to suit your style. The spacious floor plan is complemented by a 34' screened and glass enclosed lanai that spans the entire length of the unit, providing additional valuable living space and a comfortable setting in which to relax or entertain year round. The primary bedroom includes a walk-in closet and ensuite bath with glassed shower. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Furnishings are negotiable. This unit also comes with an assigned storage locker on the same floor for all of your beach essentials. Whether you're seeking a seasonal escape, year round residence, or an opportunity to create a personalized coastal retreat, this property offers the prefect foundation in an exceptional location. Bring your imagination and discover the possibilities that await just moments from the Gulf!

101 Whispering Sands Drive Unit 301, Sarasota

$469,900

This second floor 2-bedroom, 2 bath condo is located in the Marlin House in the 55+ community of wonderful Siesta Harbor! This unit offers an open floor plan with plenty of light. Step out onto one of the balcony’s to view the peaceful water, boats going by and you may see dolphins playing while you are enjoying your morning beverage. This community offers more than just serene water views. Included in the many amenities are a heated pool, shuffleboard, library and a fitness area. Feel free to participate in movie night, Tai Chi and Happy Hour along with many other activities offered at the clubhouse. Are you a boater? Siesta Harbor is one of the few condos on Siesta Key that offers a boat dock with deep water, for those interested in this bonus extra. If you wish to walk to the beautiful Siesta Key beach, voted best beach in the USA and the world, private access right across the street through a deeded access. Siesta Harbor keeps its grounds and buildings well maintained, recently updated with new roofs and updated common areas. This unit is a must have, with the deep water of the Intracoastal Waterway right in your backyard, the peaceful and serene atmosphere of the area, the beautiful beach just a shore walk away and it can be an income producer should that be something you want to consider.

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

This second floor 2-bedroom, 2 bath condo is located in the Marlin House in the 55+ community of wonderful Siesta Harbor! This unit offers an open floor plan with plenty of light. Step out onto one of the balcony’s to view the peaceful water, boats going by and you may see dolphins playing while you are enjoying your morning beverage. This community offers more than just serene water views. Included in the many amenities are a heated pool, shuffleboard, library and a fitness area. Feel free to participate in movie night, Tai Chi and Happy Hour along with many other activities offered at the clubhouse. Are you a boater? Siesta Harbor is one of the few condos on Siesta Key that offers a boat dock with deep water, for those interested in this bonus extra. If you wish to walk to the beautiful Siesta Key beach, voted best beach in the USA and the world, private access right across the street through a deeded access. Siesta Harbor keeps its grounds and buildings well maintained, recently updated with new roofs and updated common areas. This unit is a must have, with the deep water of the Intracoastal Waterway right in your backyard, the peaceful and serene atmosphere of the area, the beautiful beach just a shore walk away and it can be an income producer should that be something you want to consider.

1250 N Portofino Drive Unit 202, Sarasota

$395,000

Welcome to Jamaica Royale, a Gulf-side development on Siesta Key, with its award-winning, crystal powder soft sandy beach, just nearby. This studio offers a main-floor villa that has been renovated for comfort and durability. Enjoy the new kitchen with new stainless steel appliances, quartz counters throughout and a new bath. All furnishings have been tastefully replaced with a focus on quality and functionality. The water heater is new, freshly painted, and waiting for its new owner. The location of the rear patio is conveniently near one of three pools. An on-site office offers an optional rental program, so you may generate potential income when not in residence. While you go out your rear patio to the beach, you will pass Jamaica Royale's additional pools, beach cabana and white sands of Siesta Key. The clubhouse offers a full kitchen, a meeting room, on-site association services and rental management. Outside offers barbecue grills, a table and chairs, a lounging area and shuffleboard, a great area to gather with family and friends. Siesta Key offers public transportation to many of the area's local coastal attractions, restaurants, shopping and Sarasota, with all that it offers.

1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

Welcome to Jamaica Royale, a Gulf-side development on Siesta Key, with its award-winning, crystal powder soft sandy beach, just nearby. This studio offers a main-floor villa that has been renovated for comfort and durability. Enjoy the new kitchen with new stainless steel appliances, quartz counters throughout and a new bath. All furnishings have been tastefully replaced with a focus on quality and functionality. The water heater is new, freshly painted, and waiting for its new owner. The location of the rear patio is conveniently near one of three pools. An on-site office offers an optional rental program, so you may generate potential income when not in residence. While you go out your rear patio to the beach, you will pass Jamaica Royale's additional pools, beach cabana and white sands of Siesta Key. The clubhouse offers a full kitchen, a meeting room, on-site association services and rental management. Outside offers barbecue grills, a table and chairs, a lounging area and shuffleboard, a great area to gather with family and friends. Siesta Key offers public transportation to many of the area's local coastal attractions, restaurants, shopping and Sarasota, with all that it offers.

5830 Midnight Pass Road Unit 32, Sarasota

$1,279,000

Under contract-accepting backup offers. Nestled on the renowned shores of Siesta Key, Horizons West offers a truly exceptional waterfront living experience where breathtaking panoramic views and unforgettable sunsets become part of everyday life. This meticulously cared-for two-bedroom, two-bathroom residence, elevated on the sixth floor, delivers unparalleled luxury and privacy in a home that has never been in a rental program, resulting in exceptionally minimal wear and tear. Following a comprehensive top-to-bottom renovation that stripped the unit to its concrete box, every inch of this residence reflects the pride of true ownership with timeless, sophisticated design. The gourmet kitchen and bathrooms feature custom Harlan solid wood cabinetry sourced from Indiana, sleek granite countertops, and a premium suite of KitchenAid stainless steel appliances. Modern infrastructure is seamlessly integrated throughout, including Cat 6 data outlets, a commercial-grade PakEdge Wi-Fi router, and a whole-home surge protector. Comfort is guaranteed with a brand-new HVAC system installed in July 2025, complete with an air scrubber for active air purification. The home is an audiophile’s dream with a built-in multi-zone sound system featuring Vienna Acoustics speakers and a Marantz receiver. Elegant touches abound, from recessed LED and runway lighting to motorized Hunter Douglas window treatments and custom California Closets. Offered turnkey and fully furnished, the residence includes high-end pieces like an American Leather sofa and Westin Heavenly Bed® mattresses, along with the rare convenience of a roughed-in space for an in-unit washer and dryer. Horizons West spans 11 acres with over 300 feet of deeded beach access, a beachside pool and spa, and a serene bay-side park with a day dock. This is a rare opportunity to own a residence finished to the highest standard on the world-renowned shores of Siesta Key. Welcome home.

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

Under contract-accepting backup offers. Nestled on the renowned shores of Siesta Key, Horizons West offers a truly exceptional waterfront living experience where breathtaking panoramic views and unforgettable sunsets become part of everyday life. This meticulously cared-for two-bedroom, two-bathroom residence, elevated on the sixth floor, delivers unparalleled luxury and privacy in a home that has never been in a rental program, resulting in exceptionally minimal wear and tear. Following a comprehensive top-to-bottom renovation that stripped the unit to its concrete box, every inch of this residence reflects the pride of true ownership with timeless, sophisticated design. The gourmet kitchen and bathrooms feature custom Harlan solid wood cabinetry sourced from Indiana, sleek granite countertops, and a premium suite of KitchenAid stainless steel appliances. Modern infrastructure is seamlessly integrated throughout, including Cat 6 data outlets, a commercial-grade PakEdge Wi-Fi router, and a whole-home surge protector. Comfort is guaranteed with a brand-new HVAC system installed in July 2025, complete with an air scrubber for active air purification. The home is an audiophile’s dream with a built-in multi-zone sound system featuring Vienna Acoustics speakers and a Marantz receiver. Elegant touches abound, from recessed LED and runway lighting to motorized Hunter Douglas window treatments and custom California Closets. Offered turnkey and fully furnished, the residence includes high-end pieces like an American Leather sofa and Westin Heavenly Bed® mattresses, along with the rare convenience of a roughed-in space for an in-unit washer and dryer. Horizons West spans 11 acres with over 300 feet of deeded beach access, a beachside pool and spa, and a serene bay-side park with a day dock. This is a rare opportunity to own a residence finished to the highest standard on the world-renowned shores of Siesta Key. Welcome home.

6140 Midnight Pass Road Unit 606, Sarasota

$1,200,000

Capturing the essence of “location, location, location,” this canal-front pool home is ideally situated on a quiet cul-de-sac street on the desirable north end of Siesta Key. Offering 2 bedrooms & 2 bathrooms, the well-maintained, albeit dated, residence presents an exceptional opportunity to update or build the custom waterfront estate of your dreams. Set in a premier location where the true value lies in the land and lifestyle, the property has not experienced flooding and offers the rare combination of tranquility, boating access, and proximity to the beach. Just 1.1 miles away are the world-renowned white quartz sand beaches of Siesta Beach, with Beach Access #5 conveniently located at the west end of Siesta Key Village. The Village is known for its vibrant island atmosphere, featuring an eclectic mix of restaurants, boutiques, nightlife, and entertainment. For boating enthusiasts, the home offers an 18 minute +/- boat ride via the Grand Canal to Sarasota Bay, with direct access to Big Pass and the Gulf of Mexico. Whether you envision relaxing poolside, spending carefree days at the beach, enjoying boating adventures, or embracing the vibrant island lifestyle, this property offers endless possibilities in one of Sarasota’s most coveted waterfront locations.

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

Capturing the essence of “location, location, location,” this canal-front pool home is ideally situated on a quiet cul-de-sac street on the desirable north end of Siesta Key. Offering 2 bedrooms & 2 bathrooms, the well-maintained, albeit dated, residence presents an exceptional opportunity to update or build the custom waterfront estate of your dreams. Set in a premier location where the true value lies in the land and lifestyle, the property has not experienced flooding and offers the rare combination of tranquility, boating access, and proximity to the beach. Just 1.1 miles away are the world-renowned white quartz sand beaches of Siesta Beach, with Beach Access #5 conveniently located at the west end of Siesta Key Village. The Village is known for its vibrant island atmosphere, featuring an eclectic mix of restaurants, boutiques, nightlife, and entertainment. For boating enthusiasts, the home offers an 18 minute +/- boat ride via the Grand Canal to Sarasota Bay, with direct access to Big Pass and the Gulf of Mexico. Whether you envision relaxing poolside, spending carefree days at the beach, enjoying boating adventures, or embracing the vibrant island lifestyle, this property offers endless possibilities in one of Sarasota’s most coveted waterfront locations.

5108 Sandy Shore Avenue, Sarasota

$525,000

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

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

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

5830 Midnight Pass Road Unit 29, Sarasota

$1,250,000

Rare opportunity on Siesta Key to own a fully remodeled multifamily property just moments from world-famous Siesta Key Beach. Offering two separate residences, each featuring 2 bedrooms and 1 bathroom, this property presents flexible potential for personal use, short-term rental income, or a live-in investment opportunity. Both units have been extensively updated throughout, featuring luxury vinyl plank flooring, updated electrical and plumbing, fresh interior finishes, new interior doors, and bright coastal-inspired design elements. The kitchens showcase white shaker cabinetry, quartz countertops, stainless steel appliances, and striking teal subway tile backsplashes that bring a fun yet refined coastal character to the space. Open living areas are filled with natural light from oversized windows and complemented by custom wood accent detailing. Each residence includes remodeled bathrooms, private entrances, and in-unit stacked washers and dryers for convenience. Outside, the property offers exceptional curb appeal with tropical landscaping, decorative stone accents, paver courtyard spaces, pergola detailing, and a charming gated entry. Residents and guests can also enjoy access to a nearby community pool. What’s special: guests enjoy private gated beach access through the club, with lounge chairs and umbrellas provided for effortless days on the sand. Located in one of Siesta Key’s most desirable beachside areas, this move-in-ready property offers a rare combination of style, flexibility, and investment potential in an unbeatable location.

4 Beds ⋅ 2 Baths ⋅ 34242 Zip Code

Rare opportunity on Siesta Key to own a fully remodeled multifamily property just moments from world-famous Siesta Key Beach. Offering two separate residences, each featuring 2 bedrooms and 1 bathroom, this property presents flexible potential for personal use, short-term rental income, or a live-in investment opportunity. Both units have been extensively updated throughout, featuring luxury vinyl plank flooring, updated electrical and plumbing, fresh interior finishes, new interior doors, and bright coastal-inspired design elements. The kitchens showcase white shaker cabinetry, quartz countertops, stainless steel appliances, and striking teal subway tile backsplashes that bring a fun yet refined coastal character to the space. Open living areas are filled with natural light from oversized windows and complemented by custom wood accent detailing. Each residence includes remodeled bathrooms, private entrances, and in-unit stacked washers and dryers for convenience. Outside, the property offers exceptional curb appeal with tropical landscaping, decorative stone accents, paver courtyard spaces, pergola detailing, and a charming gated entry. Residents and guests can also enjoy access to a nearby community pool. What’s special: guests enjoy private gated beach access through the club, with lounge chairs and umbrellas provided for effortless days on the sand. Located in one of Siesta Key’s most desirable beachside areas, this move-in-ready property offers a rare combination of style, flexibility, and investment potential in an unbeatable location.

1138 Sun N Sea Drive, Sarasota

$429,900

Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats pass by. Boat slips are available for vessels up to 30’, with dockage approximately $1,000 annually (buyer to verify with Harbor Master). This property is also investment-friendly, allowing monthly rentals, and has a strong rental history (buyer to verify current rental restrictions and income). Community amenities include a heated waterfront pool, fishing pier, fitness center, clubhouse, shuffleboard, and busy social calendar. Additional features include assigned covered parking and private storage. Located just steps to beach access through Crescent Arms and close to dining, shopping, and the Siesta Key trolley. Ideal as a full-time residence, seasonal retreat, or income-producing property.

1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats pass by. Boat slips are available for vessels up to 30’, with dockage approximately $1,000 annually (buyer to verify with Harbor Master). This property is also investment-friendly, allowing monthly rentals, and has a strong rental history (buyer to verify current rental restrictions and income). Community amenities include a heated waterfront pool, fishing pier, fitness center, clubhouse, shuffleboard, and busy social calendar. Additional features include assigned covered parking and private storage. Located just steps to beach access through Crescent Arms and close to dining, shopping, and the Siesta Key trolley. Ideal as a full-time residence, seasonal retreat, or income-producing property.

1257 S Portofino Drive Unit 104, Sarasota

$2,590,000

Welcome to luxury coastal living on Siesta Key. Perfectly positioned in the exclusive Sara Sands community, this fully remodeled 4-bedroom, 3.5-bath waterfront residence offers the ultimate blend of modern elegance, boating lifestyle, and relaxed Florida luxury. Situated on a deep-water canal with quick access to Sarasota Bay and the Gulf, this exceptional property features a private dock and boat lift, making it a dream for boaters and waterfront enthusiasts alike. Thoughtfully redesigned with high-end finishes and updated appliances throughout, the home showcases an open-concept layout filled with natural light, designer touches, and seamless indoor-outdoor living. The gourmet chef’s kitchen flows effortlessly into expansive living and entertaining spaces, while oversized impact glass doors open to your private tropical retreat. Step outside to a resort-style covered pool and lounge area designed for year-round entertaining, complete with multiple patio spaces and beautiful canal views. Whether hosting sunset gatherings, relaxing poolside, or taking your boat out for the day, this property delivers the best of the Siesta Key lifestyle. Additional features include a spacious 2-car garage, a fully paid-off solar panel system valued at over $30,000, lush landscaping, generous bedroom suites, luxurious spa-inspired bathrooms, and a prime oversized lot on one of the island’s most desirable streets. Located just minutes from world-famous Siesta Key Beach — consistently ranked among the top beaches in the United States — as well as Siesta Village dining, shopping, and entertainment. Enjoy easy access to white quartz sand beaches, waterfront restaurants, marinas, and downtown Sarasota cultural attractions, all within approximately a 5–10 minute drive. Recently appraised at approximately $2.6 million and now offered at $2.4 million, this is an extraordinary opportunity to own a move-in-ready luxury waterfront home in one of Sarasota’s most sought-after coastal neighborhoods. Experience the perfect combination of modern sophistication, waterfront convenience, and island living at 5073 Higel Avenue.

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

Welcome to luxury coastal living on Siesta Key. Perfectly positioned in the exclusive Sara Sands community, this fully remodeled 4-bedroom, 3.5-bath waterfront residence offers the ultimate blend of modern elegance, boating lifestyle, and relaxed Florida luxury. Situated on a deep-water canal with quick access to Sarasota Bay and the Gulf, this exceptional property features a private dock and boat lift, making it a dream for boaters and waterfront enthusiasts alike. Thoughtfully redesigned with high-end finishes and updated appliances throughout, the home showcases an open-concept layout filled with natural light, designer touches, and seamless indoor-outdoor living. The gourmet chef’s kitchen flows effortlessly into expansive living and entertaining spaces, while oversized impact glass doors open to your private tropical retreat. Step outside to a resort-style covered pool and lounge area designed for year-round entertaining, complete with multiple patio spaces and beautiful canal views. Whether hosting sunset gatherings, relaxing poolside, or taking your boat out for the day, this property delivers the best of the Siesta Key lifestyle. Additional features include a spacious 2-car garage, a fully paid-off solar panel system valued at over $30,000, lush landscaping, generous bedroom suites, luxurious spa-inspired bathrooms, and a prime oversized lot on one of the island’s most desirable streets. Located just minutes from world-famous Siesta Key Beach — consistently ranked among the top beaches in the United States — as well as Siesta Village dining, shopping, and entertainment. Enjoy easy access to white quartz sand beaches, waterfront restaurants, marinas, and downtown Sarasota cultural attractions, all within approximately a 5–10 minute drive. Recently appraised at approximately $2.6 million and now offered at $2.4 million, this is an extraordinary opportunity to own a move-in-ready luxury waterfront home in one of Sarasota’s most sought-after coastal neighborhoods. Experience the perfect combination of modern sophistication, waterfront convenience, and island living at 5073 Higel Avenue.

5073 Higel Avenue, Sarasota

$8,950,000

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

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

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

1249 S Basin Lane, Sarasota

$424,900

Escape the winter chill and step into your endless summer at this meticulously maintained, fully turn-key furnished 2-bedroom, 2-bathroom condo in the desirable Siesta Harbor community on Siesta Key. This 4th-floor gem has been lovingly cared for by the owners and offers charming peek-a-boo ocean views along with direct canal frontage — perfect for morning coffee with a waterfront breeze or romantic sunset dinner. This active 55+ community delivers the true Siesta Key lifestyle with outstanding amenities: deeded beach access via Crescent Arms, a fishing pier on the Intracoastal Waterway, a heated community pool, boat docks, onsite management, and a vibrant calendar of social activities. You’re just minutes from downtown Sarasota’s top restaurants, shops, and cultural attractions.Enjoy low HOA fees, worry-free maintenance, and peace of mind knowing the property has sustained no storm damage. This turn-key condo is your opportunity to own a slice of the laid-back tropical dream on Siesta Key.

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

Escape the winter chill and step into your endless summer at this meticulously maintained, fully turn-key furnished 2-bedroom, 2-bathroom condo in the desirable Siesta Harbor community on Siesta Key. This 4th-floor gem has been lovingly cared for by the owners and offers charming peek-a-boo ocean views along with direct canal frontage — perfect for morning coffee with a waterfront breeze or romantic sunset dinner. This active 55+ community delivers the true Siesta Key lifestyle with outstanding amenities: deeded beach access via Crescent Arms, a fishing pier on the Intracoastal Waterway, a heated community pool, boat docks, onsite management, and a vibrant calendar of social activities. You’re just minutes from downtown Sarasota’s top restaurants, shops, and cultural attractions.Enjoy low HOA fees, worry-free maintenance, and peace of mind knowing the property has sustained no storm damage. This turn-key condo is your opportunity to own a slice of the laid-back tropical dream on Siesta Key.

1215 S Portofino Drive Unit 406, Sarasota