$2,550,000 Welcome to 601 Avenida De Mayo, a stunning waterfront home nestled in the heart of Siesta Key. This exquisite property offers a rare opportunity to live in one the most coveted locations on the island, just a short walk from the the Village, powdery sands and crystal-clear waters that Siesta Key is renowned for. This exceptional property features a spacious double lot, offering ample outdoor space and a beautifully landscaped garden that enhances the home's curb appeal. Privacy is a paramount, with a private gate leading you into your own tropical oasis. The expansive grounds provide a perfect setting for relaxation or entertaining, with a sparkling pool and dock complete with a new 16,000 pound boat lift. Inside, the home boasts three levels of beautifully designed living spaces. The first floor features a spacious playroom and movie room, perfect for family gatherings and entertaining guests, with easy access to the screened lanai and pool area. The second floor is dedicated to comfort and privacy, with a luxurious master bedroom, a well-appointed en-suit bath, two master closets. Two additional bedrooms and one more bathroom complete this level, providing plenty of space for family and guests. The third floor is a true highlight, offering an open-concept kitchen, living room, and large bedroom, bathroom. The bright, airy space is perfect for both relaxation and entertaining, and the terrace provides an ideal setting to enjoy sunsets. For those who love to entertain or simply enjoy the beauty of Siesta Key, this waterfront retreat offers a unique compination of luxury, privacy, and unparalleled access to the Gulf and the vibrant life in Siesta Village. Don't miss your chance to own this incredible property-your piece of paradise on Siesta Key. 4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code Welcome to 601 Avenida De Mayo, a stunning waterfront home nestled in the heart of Siesta Key. This exquisite property offers a rare opportunity to live in one the most coveted locations on the island, just a short walk from the the Village, powdery sands and crystal-clear waters that Siesta Key is renowned for. This exceptional property features a spacious double lot, offering ample outdoor space and a beautifully landscaped garden that enhances the home's curb appeal. Privacy is a paramount, with a private gate leading you into your own tropical oasis. The expansive grounds provide a perfect setting for relaxation or entertaining, with a sparkling pool and dock complete with a new 16,000 pound boat lift. Inside, the home boasts three levels of beautifully designed living spaces. The first floor features a spacious playroom and movie room, perfect for family gatherings and entertaining guests, with easy access to the screened lanai and pool area. The second floor is dedicated to comfort and privacy, with a luxurious master bedroom, a well-appointed en-suit bath, two master closets. Two additional bedrooms and one more bathroom complete this level, providing plenty of space for family and guests. The third floor is a true highlight, offering an open-concept kitchen, living room, and large bedroom, bathroom. The bright, airy space is perfect for both relaxation and entertaining, and the terrace provides an ideal setting to enjoy sunsets. For those who love to entertain or simply enjoy the beauty of Siesta Key, this waterfront retreat offers a unique compination of luxury, privacy, and unparalleled access to the Gulf and the vibrant life in Siesta Village. Don't miss your chance to own this incredible property-your piece of paradise on Siesta Key. 601 Avenida De Mayo, Sarasota
$16,000,000 Newly completed Gulf-front coastal contemporary home on prestigious Siesta Key by Murray Homes. This 5BR/5BA/1HB residence offers approx. 5,500 sq. ft. of living space plus 2,600 sq. ft. of recreational non-conforming space. Features include a gourmet kitchen with large island, walk-in pantry, wine refrigerator, and built-in coffee system, opening to a spacious great room with fireplace. Smart home technology, high-end lighting, and whole-house generator. Outdoor living includes Gulf-front pool and spa with beach shelf, expansive deck, summer kitchen, fireplace, and lounge areas. Upstairs lounge with vaulted wood ceilings and beverage refrigerator, plus 4 en-suite bedrooms, many with Gulf views. Primary suite with soaking tub, oversized shower, and dual vanities. Private beach on a secluded street with panoramic Gulf views. 4-car garage plus golf cart/kayak garage 5 Beds ⋅ 5 Baths ⋅ White Beach Fruit Co Property SubDv. ⋅ 34242 Zip Code Newly completed Gulf-front coastal contemporary home on prestigious Siesta Key by Murray Homes. This 5BR/5BA/1HB residence offers approx. 5,500 sq. ft. of living space plus 2,600 sq. ft. of recreational non-conforming space. Features include a gourmet kitchen with large island, walk-in pantry, wine refrigerator, and built-in coffee system, opening to a spacious great room with fireplace. Smart home technology, high-end lighting, and whole-house generator. Outdoor living includes Gulf-front pool and spa with beach shelf, expansive deck, summer kitchen, fireplace, and lounge areas. Upstairs lounge with vaulted wood ceilings and beverage refrigerator, plus 4 en-suite bedrooms, many with Gulf views. Primary suite with soaking tub, oversized shower, and dual vanities. Private beach on a secluded street with panoramic Gulf views. 4-car garage plus golf cart/kayak garage 7324 Point Of Rocks Road, Sarasota
$650,000 AVAILABLE NOW - UPDATED COASTAL RETREAT ON SIESTA KEY! Step into island living with this beautifully renovated 2-bedroom, 2-bath condo in the highly desirable Palm Bay Club – one of Siesta Key’s premier beach-to-bay resort communities. This stylish second-floor residence features a modern open-concept kitchen with granite countertops, updated tile flooring throughout, and coastal-chic furnishings that create a fresh, inviting ambiance. Enjoy tranquil views from your private balcony overlooking lush tropical courtyards, and take advantage of direct access to Sarasota Bay with day docks, a fishing pier, a heated bayside pool, and a large custom hot tub. Deeded beach access leads you to a private stretch of world-famous Siesta Key Beach, where you’ll find another heated pool, a brand-new fitness center, lighted tennis courts, and pickleball. Whether you're looking for a personal getaway or a high-performing rental property, this turnkey-furnished condo is rental-ready, with 3-day minimum stays allowed and on-site rental management available. Located in the heart of Siesta Key, you're just minutes from both the North and South Villages for shopping, dining, and entertainment. Don’t wait – this updated gem is move-in ready and available now! Schedule your private showing today. 2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code AVAILABLE NOW - UPDATED COASTAL RETREAT ON SIESTA KEY! Step into island living with this beautifully renovated 2-bedroom, 2-bath condo in the highly desirable Palm Bay Club – one of Siesta Key’s premier beach-to-bay resort communities. This stylish second-floor residence features a modern open-concept kitchen with granite countertops, updated tile flooring throughout, and coastal-chic furnishings that create a fresh, inviting ambiance. Enjoy tranquil views from your private balcony overlooking lush tropical courtyards, and take advantage of direct access to Sarasota Bay with day docks, a fishing pier, a heated bayside pool, and a large custom hot tub. Deeded beach access leads you to a private stretch of world-famous Siesta Key Beach, where you’ll find another heated pool, a brand-new fitness center, lighted tennis courts, and pickleball. Whether you're looking for a personal getaway or a high-performing rental property, this turnkey-furnished condo is rental-ready, with 3-day minimum stays allowed and on-site rental management available. Located in the heart of Siesta Key, you're just minutes from both the North and South Villages for shopping, dining, and entertainment. Don’t wait – this updated gem is move-in ready and available now! Schedule your private showing today. 5963 Midnight Pass Road Unit 355, Sarasota
$1,375,000 In one of Siesta Key's most desirable buildings, Somerset Cay offers a very unique chance to own an opulent three-bedroom, three-bathroom waterfront home. The comforts of a condominium lifestyle are combined with the seclusion of single-family living in this property. With a private gate leading down to the pool and dock, residents may enjoy colorful sunsets from the expansive 900 square foot, two-level waterfront terrace/lanai that faces west. A limited elevator and lobby provide safe access, and the elevator travels straight to a private foyer on the second story. Bamboo flooring, a combination of tile and carpeting, crown molding, plantation shutters, granite countertops, large walk-in closets, high ceilings, an in-unit laundry room, an immense two-car garage, and a separate storage area are just a few of the interior features. With features including a fitness center, a grill area ideal for gathering, and a glittering pool and spa, the exclusive Somerset Cay neighborhood encourages a resort-style lifestyle. There is a kayak launch, a new kayak lift, kayak storage indoors, and direct sailboat access to the bay and Intracoastal Waterway, which eliminates the need to cross bridges. The freshly rebuilt Midnight Pass offers easy access to the Gulf of Mexico. With just 17 residences in the complex, Somerset Cay offers an unparalleled degree of seclusion and peace. This second-floor home is ideally located close to Turtle Beach, the well-known Ophelia's Restaurant, Turtles Bar & Grill, and South Key Marina on the southern end of Siesta Key. Locals can browse the stores. Some photos have been staged. 3 Beds ⋅ 3 Baths ⋅ Somerset Cay SubDv. ⋅ 34242 Zip Code In one of Siesta Key's most desirable buildings, Somerset Cay offers a very unique chance to own an opulent three-bedroom, three-bathroom waterfront home. The comforts of a condominium lifestyle are combined with the seclusion of single-family living in this property. With a private gate leading down to the pool and dock, residents may enjoy colorful sunsets from the expansive 900 square foot, two-level waterfront terrace/lanai that faces west. A limited elevator and lobby provide safe access, and the elevator travels straight to a private foyer on the second story. Bamboo flooring, a combination of tile and carpeting, crown molding, plantation shutters, granite countertops, large walk-in closets, high ceilings, an in-unit laundry room, an immense two-car garage, and a separate storage area are just a few of the interior features. With features including a fitness center, a grill area ideal for gathering, and a glittering pool and spa, the exclusive Somerset Cay neighborhood encourages a resort-style lifestyle. There is a kayak launch, a new kayak lift, kayak storage indoors, and direct sailboat access to the bay and Intracoastal Waterway, which eliminates the need to cross bridges. The freshly rebuilt Midnight Pass offers easy access to the Gulf of Mexico. With just 17 residences in the complex, Somerset Cay offers an unparalleled degree of seclusion and peace. This second-floor home is ideally located close to Turtle Beach, the well-known Ophelia's Restaurant, Turtles Bar & Grill, and South Key Marina on the southern end of Siesta Key. Locals can browse the stores. Some photos have been staged. 9122 Midnight Pass Road Unit 24, Sarasota
$1,100,000 Welcome to Flamingo Avenue, one of Sarasota's most coveted streets. Set on Bay Island, this classic Sarasota home presents an excellent opportunity to own on a street accompanied by iconic estates. You'll feel the ocean breeze at this location, and even enjoy partial water views from balconies! This Key West style home offers an elevated living area with features such as wood floors, fireplace, plantation shutters and much more! From the moment you arrive at this property, you'll notice the walled-in pool and patio area which creates a private island oasis with covered seating area. The first level of the home features a two-car garage and abundant storage. The main living level is on the second story and features a generously-sized living area, dining room, kitchen and two bedrooms with access to the hall bath. The primary bedroom is on the third level and features its own west facing balcony for incredible sunset viewing. This spacious suite offers plenty of room, an oversized walk-in closet, and spacious bathroom. This home has a metal roof and two brand new HVAC units for low maintenance peace of mind. This small and private dead-end street is unique to Bay Island and presents a fine opportunity to own in one of Sarasota's best neighborhoods. Easy access off the north bridge to downtown Sarasota is yours, and as well as just a short distance to amazing Gulf beaches. Schedule your private showing today! 3 Beds ⋅ 2 Baths ⋅ Bay Island Park SubDv. ⋅ 34242 Zip Code Welcome to Flamingo Avenue, one of Sarasota's most coveted streets. Set on Bay Island, this classic Sarasota home presents an excellent opportunity to own on a street accompanied by iconic estates. You'll feel the ocean breeze at this location, and even enjoy partial water views from balconies! This Key West style home offers an elevated living area with features such as wood floors, fireplace, plantation shutters and much more! From the moment you arrive at this property, you'll notice the walled-in pool and patio area which creates a private island oasis with covered seating area. The first level of the home features a two-car garage and abundant storage. The main living level is on the second story and features a generously-sized living area, dining room, kitchen and two bedrooms with access to the hall bath. The primary bedroom is on the third level and features its own west facing balcony for incredible sunset viewing. This spacious suite offers plenty of room, an oversized walk-in closet, and spacious bathroom. This home has a metal roof and two brand new HVAC units for low maintenance peace of mind. This small and private dead-end street is unique to Bay Island and presents a fine opportunity to own in one of Sarasota's best neighborhoods. Easy access off the north bridge to downtown Sarasota is yours, and as well as just a short distance to amazing Gulf beaches. Schedule your private showing today! 3455 Flamingo Avenue, Sarasota
$425,000 This is the One! *A true community! Enjoy the island lifestyle with actual neighbors*No need to worry about who will be renting next to you on a week to week basis* (Rental options available after 2 years) *Seller will make a concession off list price of 1 year of current HOA fees ($10,188) to offset rental terms*Rarely Available 2bed/2bath Condo located in Sandy Cove II*Second Floor Unit with Your Own Exterior Entrance and Water Views from Your Living Room! Own a Tree top Condo on the #1 beach, Siesta Key*Pet friendly*Open plan with Cathedral ceilings*Sandy Cove II offers access to one of the best fishing piers and waterfront areas on Siesta Key*Designed by Frank Smith from the Sarasota School of Architecture*The master bedroom is on the first level with its own sliding doors that open to a side balcony*The Living Room has full views of the Gulf*The second bedroom is located on the second level with it's own bathroom*Located on the second level is a bonus room* Newer AC system which is still under warranty*Hurricane-rated/high end sliding glass doors which also feature window tint for energy savings*This condo is a short (less than .5 miles) walk or bike ride to the shops and restaurants of Siesta Village*The community features a clubhouse with a screened porch that can be used for private parties and an apartment for visiting guests*There is bike, canoe, kayak, & paddle board storage available & this property has a separate assigned storage unit as well*Sandy Cove II is truly an unique complex located on the North end of the Key* 2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code This is the One! *A true community! Enjoy the island lifestyle with actual neighbors*No need to worry about who will be renting next to you on a week to week basis* (Rental options available after 2 years) *Seller will make a concession off list price of 1 year of current HOA fees ($10,188) to offset rental terms*Rarely Available 2bed/2bath Condo located in Sandy Cove II*Second Floor Unit with Your Own Exterior Entrance and Water Views from Your Living Room! Own a Tree top Condo on the #1 beach, Siesta Key*Pet friendly*Open plan with Cathedral ceilings*Sandy Cove II offers access to one of the best fishing piers and waterfront areas on Siesta Key*Designed by Frank Smith from the Sarasota School of Architecture*The master bedroom is on the first level with its own sliding doors that open to a side balcony*The Living Room has full views of the Gulf*The second bedroom is located on the second level with it's own bathroom*Located on the second level is a bonus room* Newer AC system which is still under warranty*Hurricane-rated/high end sliding glass doors which also feature window tint for energy savings*This condo is a short (less than .5 miles) walk or bike ride to the shops and restaurants of Siesta Village*The community features a clubhouse with a screened porch that can be used for private parties and an apartment for visiting guests*There is bike, canoe, kayak, & paddle board storage available & this property has a separate assigned storage unit as well*Sandy Cove II is truly an unique complex located on the North end of the Key* 212 Pass Key Road Unit 212, Sarasota
$375,000 ATTENTION: ALL BEACH LOVERS!! Want to own a piece of paradise? Here is your chance!! This FIRST FLOOR 1+ bdrm is located in a private gulf front community. (That is PET FRIENDLY too!) This secluded enclave offers oceanfront panoramic views and just two blocks to Siesta Key VILLAGE! NO hurricane damage and NO upcoming assessments! New AC, hot water tank and hurricane sliders! Your condo boasts of spacious entertainment friendly living and dining areas open to the wonderful double private patio, primary suite has abundant closet space and step into PARADISE! Walk to Siesta Key Village to enjoy shopping, dining, entertainment and coffee shops. This amazing offering is perfectly located between your private sanctuary and the heart of Siestas Village! Make your dream a reality! 1 Beds ⋅ 1 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code ATTENTION: ALL BEACH LOVERS!! Want to own a piece of paradise? Here is your chance!! This FIRST FLOOR 1+ bdrm is located in a private gulf front community. (That is PET FRIENDLY too!) This secluded enclave offers oceanfront panoramic views and just two blocks to Siesta Key VILLAGE! NO hurricane damage and NO upcoming assessments! New AC, hot water tank and hurricane sliders! Your condo boasts of spacious entertainment friendly living and dining areas open to the wonderful double private patio, primary suite has abundant closet space and step into PARADISE! Walk to Siesta Key Village to enjoy shopping, dining, entertainment and coffee shops. This amazing offering is perfectly located between your private sanctuary and the heart of Siestas Village! Make your dream a reality! 105 Pass Key Road Unit 105, Sarasota
$1,450,000 Experience sophisticated coastal living in this turnkey redesigned and remodeled 5th-floor unit, featuring an extended wraparound balcony, offering expansive outdoor space and panoramic views. Located at Siesta Gulf View, a gated 59-unit building, this residence stands apart with its unparalleled proximity to the beach. Bathed in natural light, the rare west-facing angle offers breathtaking sunset views over the Gulf, creating an open and airy atmosphere. With an intimate connection to the water that larger complexes simply can't match, this space blends modern elegance with functional design. Showcasing high-end finishes, an open-concept layout, and a thoughtfully integrated dining space, this 2-bedroom, 2-bathroom retreat offers modern elegance and functionality. The chef’s kitchen boasts stunning water views, premium appliances, and elegant cabinetry, making it as practical as it is beautiful. A built-in office nook adds convenience, while the spacious living area flows effortlessly onto the wraparound Gulf-front lanai featuring brand-new impact glass sliders. Ceiling fans throughout enhance the coastal comfort, and in-unit laundry adds everyday convenience. Siesta Gulf View isn’t just a residence—it’s a lifestyle. Nestled in a meticulously maintained Gulf-front community, residents enjoy resort-style amenities, including a heated pool, tennis courts, fitness center, beachside grilling and picnic areas, a private clubhouse with a full kitchen, and under-building parking with ample guest spaces. With a private beach exclusively for residents, you can fully immerse yourself in the Siesta lifestyle at its peak. Located just steps from the world-renowned white sands of Siesta Beach and the vibrant charm of Siesta Village, and only 15 minutes from downtown Sarasota, this unit offers the perfect balance of modern luxury, convenience, and island charm. Whether you're looking for a permanent residence, a seasonal beach retreat, or a high-demand investment property, this unit offers exceptional flexibility with monthly rentals allowed. Don’t miss this rare opportunity—schedule your private tour today and experience the best of Siesta Key living. 2 Beds ⋅ 2 Baths ⋅ Siesta Gulf View SubDv. ⋅ 34242 Zip Code Experience sophisticated coastal living in this turnkey redesigned and remodeled 5th-floor unit, featuring an extended wraparound balcony, offering expansive outdoor space and panoramic views. Located at Siesta Gulf View, a gated 59-unit building, this residence stands apart with its unparalleled proximity to the beach. Bathed in natural light, the rare west-facing angle offers breathtaking sunset views over the Gulf, creating an open and airy atmosphere. With an intimate connection to the water that larger complexes simply can't match, this space blends modern elegance with functional design. Showcasing high-end finishes, an open-concept layout, and a thoughtfully integrated dining space, this 2-bedroom, 2-bathroom retreat offers modern elegance and functionality. The chef’s kitchen boasts stunning water views, premium appliances, and elegant cabinetry, making it as practical as it is beautiful. A built-in office nook adds convenience, while the spacious living area flows effortlessly onto the wraparound Gulf-front lanai featuring brand-new impact glass sliders. Ceiling fans throughout enhance the coastal comfort, and in-unit laundry adds everyday convenience. Siesta Gulf View isn’t just a residence—it’s a lifestyle. Nestled in a meticulously maintained Gulf-front community, residents enjoy resort-style amenities, including a heated pool, tennis courts, fitness center, beachside grilling and picnic areas, a private clubhouse with a full kitchen, and under-building parking with ample guest spaces. With a private beach exclusively for residents, you can fully immerse yourself in the Siesta lifestyle at its peak. Located just steps from the world-renowned white sands of Siesta Beach and the vibrant charm of Siesta Village, and only 15 minutes from downtown Sarasota, this unit offers the perfect balance of modern luxury, convenience, and island charm. Whether you're looking for a permanent residence, a seasonal beach retreat, or a high-demand investment property, this unit offers exceptional flexibility with monthly rentals allowed. Don’t miss this rare opportunity—schedule your private tour today and experience the best of Siesta Key living. 420 Beach Road Unit 502, Sarasota
$370,000 PRICED TO MOVE and a Super Fantastic Buy! Siesta Harbor is the BEST kept Secret on Siesta Key! This Lovely Turnkey Furnished 2BR/ 2 Bath - 3rd Floor - Unit Features: Gulf to Bay Access with Inter-coastal Canal Water Views, Located across the Street from the Famous Siesta Key Beaches w/Deeded Beach Access through Crescent Arms, Semi-Updated Kitchen w/2024 Refrigerator, Tastefully Furnished, New Interior Paint, Tile Flooring throughout, 2019 AC, Brand New Hurricane Impact Windows Installed in 3/2025, Lanai Sliders also include Hurricane Impact Glass, Elevator Access, Unit has a Storage Locker for Beach Chairs or Bicycles, Carport Parking Space #314, NO FLOOD or STORM DAMAGE TO UNIT, Annual Boat Dock Leases Available w/Average Boat Size Cost at about $1000 per Year, New 2024 Fully Funded Condo Roof, Condo Car Wash Station, Fabulous Community Pool w/Clubhouse & Gym, Well Managed and Maintained Complex w/On-Site Management, All Milestone & Structural Integrity Reports are Done. 55+ Age Restricted Community, 12 Rentals allowed per a year w/30 Day Minimum. Unit is Vacant and Easy to Show. 2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code PRICED TO MOVE and a Super Fantastic Buy! Siesta Harbor is the BEST kept Secret on Siesta Key! This Lovely Turnkey Furnished 2BR/ 2 Bath - 3rd Floor - Unit Features: Gulf to Bay Access with Inter-coastal Canal Water Views, Located across the Street from the Famous Siesta Key Beaches w/Deeded Beach Access through Crescent Arms, Semi-Updated Kitchen w/2024 Refrigerator, Tastefully Furnished, New Interior Paint, Tile Flooring throughout, 2019 AC, Brand New Hurricane Impact Windows Installed in 3/2025, Lanai Sliders also include Hurricane Impact Glass, Elevator Access, Unit has a Storage Locker for Beach Chairs or Bicycles, Carport Parking Space #314, NO FLOOD or STORM DAMAGE TO UNIT, Annual Boat Dock Leases Available w/Average Boat Size Cost at about $1000 per Year, New 2024 Fully Funded Condo Roof, Condo Car Wash Station, Fabulous Community Pool w/Clubhouse & Gym, Well Managed and Maintained Complex w/On-Site Management, All Milestone & Structural Integrity Reports are Done. 55+ Age Restricted Community, 12 Rentals allowed per a year w/30 Day Minimum. Unit is Vacant and Easy to Show. 1250 N Portofino Drive Unit 303, Sarasota
$3,000,000 **BELOW APPRAISED VALUE**This exquisite Key West-inspired residence, perfectly positioned along Siesta Key's pristine Gulf waters, embodies the epitome of sophisticated coastal living. Spanning an impressive 4,486 square feet, this custom-built haven seamlessly blends casual elegance with luxurious comfort. The home's grand entrance welcomes you through a covered porch into a spectacular open floor plan, where soaring ceilings and gleaming hardwood floors set the stage for refined entertainment. The great room showcases a majestic floor-to-ceiling natural cut coral fireplace, while the gourmet kitchen boasts premium KitchenAid appliances, granite countertops, and a convenient butler's pantry. Triple pocketing glass doors create a magnificent 10-foot opening to an expansive covered balcony, perfect for enjoying endless Gulf vistas. The main level features two generously sized bedrooms, shared bath facilities, and a thoughtfully placed elevator. The upper level houses a sumptuous primary suite, complete with hardwood floors, a private Gulf-view balcony, and a luxurious ensuite bathroom. An adjoining private office with full bath offers additional Gulf views. Outdoor living reaches new heights with a Gulf-side heated pool and spa, complemented by a 2,300-square-foot travertine patio. A mother-in-law suite provides perfect accommodations for family or visitors. Modern amenities include impact glass, hurricane protection, and a new metal roof. The low-maintenance exterior features composite siding, Trek decking, and a circle paver driveway. Down a private, gated lane this coastal masterpiece sits moments from Siesta Key Village and the renowned Siesta Beach, while downtown Sarasota's cultural attractions lie just 15 minutes away. Recently enhanced with new pool equipment, landscape lighting, and a mosquito mist system, this residence represents the pinnacle of island living. 5 Beds ⋅ 5 Baths ⋅ Twitchell Ralph S Siesta Key SubDv. ⋅ 34242 Zip Code **BELOW APPRAISED VALUE**This exquisite Key West-inspired residence, perfectly positioned along Siesta Key's pristine Gulf waters, embodies the epitome of sophisticated coastal living. Spanning an impressive 4,486 square feet, this custom-built haven seamlessly blends casual elegance with luxurious comfort. The home's grand entrance welcomes you through a covered porch into a spectacular open floor plan, where soaring ceilings and gleaming hardwood floors set the stage for refined entertainment. The great room showcases a majestic floor-to-ceiling natural cut coral fireplace, while the gourmet kitchen boasts premium KitchenAid appliances, granite countertops, and a convenient butler's pantry. Triple pocketing glass doors create a magnificent 10-foot opening to an expansive covered balcony, perfect for enjoying endless Gulf vistas. The main level features two generously sized bedrooms, shared bath facilities, and a thoughtfully placed elevator. The upper level houses a sumptuous primary suite, complete with hardwood floors, a private Gulf-view balcony, and a luxurious ensuite bathroom. An adjoining private office with full bath offers additional Gulf views. Outdoor living reaches new heights with a Gulf-side heated pool and spa, complemented by a 2,300-square-foot travertine patio. A mother-in-law suite provides perfect accommodations for family or visitors. Modern amenities include impact glass, hurricane protection, and a new metal roof. The low-maintenance exterior features composite siding, Trek decking, and a circle paver driveway. Down a private, gated lane this coastal masterpiece sits moments from Siesta Key Village and the renowned Siesta Beach, while downtown Sarasota's cultural attractions lie just 15 minutes away. Recently enhanced with new pool equipment, landscape lighting, and a mosquito mist system, this residence represents the pinnacle of island living. 137 Big Pass Lane, Sarasota
$850,000 INCREDIBLE Views!....INCREDIBLE Privacy!....INCREDIBLE Siesta Key Neighborhood!....Only (2) Owners have Enjoyed this Peaceful Island Oasis along the Edward C. Wright Nature Preserve & Bird Sanctuary---just a short Bike Ride to the Powdery Quartz Sands of TOP-RATED Siesta Key Beach!....Conveniently Located, with easy access to the North Bridge, in the "park-like" Bayside Club community along a tree-lined street on an Oversized High Elevation WATERFRONT Lot ---this home incurred No Flooding****Generously Sized Living Spaces & Gracious Floor Plan**** are ready for New Owner to "make their own"....You will savor your morning coffee while being Indulged by the "Post-Card" Sunrises across the "never-ending" Waterfront Preserve Horizon. PRIVATE PIER and DOCK for launching Kayaks and Paddle-boards to Navigate the Sights & Sounds of the Lagoon as well as continue your journey into the Intracoastal Waterway.****Many Special Outdoor Spaces**** that are Perfect for Entertaining...Catching up on your Favorite Podcast...or Relaxing with some Binoculars and the Quiet Enjoyment of Identifying the Variety of Birds & Plant Species....IDYLLIC as Year-round; Vacation or Seasonal Residence. 3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code INCREDIBLE Views!....INCREDIBLE Privacy!....INCREDIBLE Siesta Key Neighborhood!....Only (2) Owners have Enjoyed this Peaceful Island Oasis along the Edward C. Wright Nature Preserve & Bird Sanctuary---just a short Bike Ride to the Powdery Quartz Sands of TOP-RATED Siesta Key Beach!....Conveniently Located, with easy access to the North Bridge, in the "park-like" Bayside Club community along a tree-lined street on an Oversized High Elevation WATERFRONT Lot ---this home incurred No Flooding****Generously Sized Living Spaces & Gracious Floor Plan**** are ready for New Owner to "make their own"....You will savor your morning coffee while being Indulged by the "Post-Card" Sunrises across the "never-ending" Waterfront Preserve Horizon. PRIVATE PIER and DOCK for launching Kayaks and Paddle-boards to Navigate the Sights & Sounds of the Lagoon as well as continue your journey into the Intracoastal Waterway.****Many Special Outdoor Spaces**** that are Perfect for Entertaining...Catching up on your Favorite Podcast...or Relaxing with some Binoculars and the Quiet Enjoyment of Identifying the Variety of Birds & Plant Species....IDYLLIC as Year-round; Vacation or Seasonal Residence. 700 Tropical Circle, Sarasota
$578,000 Discover this beautifully renovated and fully furnished 1,287 square foot condominium on Siesta Key, featuring 2 spacious bedrooms and 2 modern bathrooms. Nestled in the prestigious Anchorage Yacht and Tennis Club, this southern-exposure gem offers breathtaking views of both the Gulf and the Intercoastal Waterway. Ideal for both personal use and investment, the HOA permits weekly rentals year-round when not owner-occupied. Step inside unit 607 to find a bright, open-concept living area that connects to a private, condo-width balcony through sliding glass doors. The fully-equipped kitchen, adorned with elegant granite countertops, opens onto the dining area and living space, perfect for entertaining or enjoying quiet evenings at home. The expansive master suite features an ensuite bathroom with a luxurious walk-in shower, a separate dressing area, a generous walk-in closet, and its own access to the balcony. The inviting guest bedroom also includes a walk-in closet and balcony access, ensuring comfort for all your visitors. This unit comes with a deeded carport, along with ample guest parking for your convenience. The Anchorage offers an impressive array of amenities, including an Olympic-sized heated swimming pool, a state-of-the-art fitness center, lighted pickleball and tennis courts, a clubhouse, BBQ and picnic areas, and kayak storage facilities. With private beach access to the renowned Siesta Key Crescent Beach, The Anchorage combines the luxury of resort-style living with the comforts of a residential community. Enjoy living or vacationing in this prime location condominium on beautiful Siesta Key. Don’t miss your chance to own this exceptional property! 2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code Discover this beautifully renovated and fully furnished 1,287 square foot condominium on Siesta Key, featuring 2 spacious bedrooms and 2 modern bathrooms. Nestled in the prestigious Anchorage Yacht and Tennis Club, this southern-exposure gem offers breathtaking views of both the Gulf and the Intercoastal Waterway. Ideal for both personal use and investment, the HOA permits weekly rentals year-round when not owner-occupied. Step inside unit 607 to find a bright, open-concept living area that connects to a private, condo-width balcony through sliding glass doors. The fully-equipped kitchen, adorned with elegant granite countertops, opens onto the dining area and living space, perfect for entertaining or enjoying quiet evenings at home. The expansive master suite features an ensuite bathroom with a luxurious walk-in shower, a separate dressing area, a generous walk-in closet, and its own access to the balcony. The inviting guest bedroom also includes a walk-in closet and balcony access, ensuring comfort for all your visitors. This unit comes with a deeded carport, along with ample guest parking for your convenience. The Anchorage offers an impressive array of amenities, including an Olympic-sized heated swimming pool, a state-of-the-art fitness center, lighted pickleball and tennis courts, a clubhouse, BBQ and picnic areas, and kayak storage facilities. With private beach access to the renowned Siesta Key Crescent Beach, The Anchorage combines the luxury of resort-style living with the comforts of a residential community. Enjoy living or vacationing in this prime location condominium on beautiful Siesta Key. Don’t miss your chance to own this exceptional property! 6415 Midnight Pass Road Unit 607, Sarasota
$1,910,000 Your dream home awaits — this rarely available, turnkey furnished, 3 bedrooms, with 2 ½ baths, offers 1919 sq ft of luxurious living space. This stunning end unit at the prestigious Gulf & Bay Club boasts expansive windows filling the condo with natural light and providing breathtaking views of the freshwater lakes and fountains. The open kitchen is the heart of the condo featuring Corian countertops, Kitchen Aid appliances, and a walk-in pantry. Both full bathrooms offer dual sinks, and both walk-in closets have built-in organizers offering ample storage. Enjoy serene evenings on the enclosed lanai and year-round comfort with the brand-new AC. Located within the exclusive 24-hour guard gated community of Gulf & Bay Club on Siesta Key, this condo offers access to top-notch amenities spread across 32 acres. Relax on a beach chair on your 800 ft of private white quartz sandy beach — named #1 in the country and #4 in the world! Featuring 3 swimming pools, 3 dry saunas, a fitness center with an indoor spa, and 2 clubhouses, one of which is equipped with a lending library and pool table. Engage in various activities including racquetball, basketball, shuffleboard, tennis, and pickleball. Multiple BBQ areas and lush landscaping throughout the property invite outdoor gatherings, and Wi-Fi available throughout the complex keeps you connected. Additional conveniences include electric car charging stations, a car wash area, organized social groups for golf, tennis, pickleball, and cards, and a guest suite rentable only by owners. This is coastal living at its finest — a perfect combination of luxury, comfort, and community. Don't miss the opportunity to make this extraordinary condo your home. 3 Beds ⋅ 3 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code Your dream home awaits — this rarely available, turnkey furnished, 3 bedrooms, with 2 ½ baths, offers 1919 sq ft of luxurious living space. This stunning end unit at the prestigious Gulf & Bay Club boasts expansive windows filling the condo with natural light and providing breathtaking views of the freshwater lakes and fountains. The open kitchen is the heart of the condo featuring Corian countertops, Kitchen Aid appliances, and a walk-in pantry. Both full bathrooms offer dual sinks, and both walk-in closets have built-in organizers offering ample storage. Enjoy serene evenings on the enclosed lanai and year-round comfort with the brand-new AC. Located within the exclusive 24-hour guard gated community of Gulf & Bay Club on Siesta Key, this condo offers access to top-notch amenities spread across 32 acres. Relax on a beach chair on your 800 ft of private white quartz sandy beach — named #1 in the country and #4 in the world! Featuring 3 swimming pools, 3 dry saunas, a fitness center with an indoor spa, and 2 clubhouses, one of which is equipped with a lending library and pool table. Engage in various activities including racquetball, basketball, shuffleboard, tennis, and pickleball. Multiple BBQ areas and lush landscaping throughout the property invite outdoor gatherings, and Wi-Fi available throughout the complex keeps you connected. Additional conveniences include electric car charging stations, a car wash area, organized social groups for golf, tennis, pickleball, and cards, and a guest suite rentable only by owners. This is coastal living at its finest — a perfect combination of luxury, comfort, and community. Don't miss the opportunity to make this extraordinary condo your home. 5780 Midnight Pass Road Unit 501B, Sarasota
$2,900,000 One or more photo(s) has been virtually staged. Stunning Waterfront Home on Siesta Key with Spectacular Bayou and Bay Views. Welcome to this exceptional waterfront property located on the serene and sought-after Siesta Key. Situated on a quiet dead-end street, this gorgeous home offers breathtaking views of the bayou and open bay, along with direct access to protected sailboat waters, just 100 yards from the open bay. With a 16,000lb boat lift, you'll have the perfect setup for boating enthusiasts. This expansive residence boasts 3,400 square feet of luxurious living space upstairs and an additional 2,000 square feet of air-conditioned space downstairs (currently used as storage). Built with concrete block construction and impact windows, this home offers both durability and peace of mind. Step inside to discover a spacious, open-concept living area featuring beautiful real wood floors throughout. The gourmet kitchen is a chef's dream, equipped with an 8-burner gas range, double ovens, and top-of-the-line appliances. Perfect for entertaining, the kitchen flows into the living and dining areas, all of which offer panoramic water views. The oversized primary suite is a true retreat, offering ample space, stunning views, and a spa-like ensuite bathroom. A private den/office provides a quiet place for work or relaxation. The home also includes vaulted, beamed ceilings that add character and elevate the airy feel of the living spaces. Enjoy the Florida lifestyle with your own outdoor oasis, featuring a heated saltwater pool and spa, ideal for year-round enjoyment. The upstairs front balcony provides a perfect spot to unwind and take in the spectacular sunsets over the water. With an elevator for added convenience and tons of storage throughout, this home combines functionality with luxury. Located just minutes from Siesta Village and the world-famous Siesta Beach, you'll have access to vibrant local dining, shopping, and the best sandy shores on the Gulf Coast. Don’t miss the opportunity to own this incredible waterfront property on Siesta Key, where every detail has been thoughtfully designed for comfort, style, and waterfront living at its finest. 3 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code One or more photo(s) has been virtually staged. Stunning Waterfront Home on Siesta Key with Spectacular Bayou and Bay Views. Welcome to this exceptional waterfront property located on the serene and sought-after Siesta Key. Situated on a quiet dead-end street, this gorgeous home offers breathtaking views of the bayou and open bay, along with direct access to protected sailboat waters, just 100 yards from the open bay. With a 16,000lb boat lift, you'll have the perfect setup for boating enthusiasts. This expansive residence boasts 3,400 square feet of luxurious living space upstairs and an additional 2,000 square feet of air-conditioned space downstairs (currently used as storage). Built with concrete block construction and impact windows, this home offers both durability and peace of mind. Step inside to discover a spacious, open-concept living area featuring beautiful real wood floors throughout. The gourmet kitchen is a chef's dream, equipped with an 8-burner gas range, double ovens, and top-of-the-line appliances. Perfect for entertaining, the kitchen flows into the living and dining areas, all of which offer panoramic water views. The oversized primary suite is a true retreat, offering ample space, stunning views, and a spa-like ensuite bathroom. A private den/office provides a quiet place for work or relaxation. The home also includes vaulted, beamed ceilings that add character and elevate the airy feel of the living spaces. Enjoy the Florida lifestyle with your own outdoor oasis, featuring a heated saltwater pool and spa, ideal for year-round enjoyment. The upstairs front balcony provides a perfect spot to unwind and take in the spectacular sunsets over the water. With an elevator for added convenience and tons of storage throughout, this home combines functionality with luxury. Located just minutes from Siesta Village and the world-famous Siesta Beach, you'll have access to vibrant local dining, shopping, and the best sandy shores on the Gulf Coast. Don’t miss the opportunity to own this incredible waterfront property on Siesta Key, where every detail has been thoughtfully designed for comfort, style, and waterfront living at its finest. 875 Siesta Key Circle, Sarasota
$775,000 Welcome to this stunning top-floor condo on Siesta Key, offering breathtaking, panoramic views of the Intracoastal Waterway, a playground to wildlife and impressive boat traffic year-round. This meticulously maintained property combines luxury, comfort, and serene waterfront living, all within steps of the world-renowned Siesta Key Beach. Upon entering, you’re greeted with an expansive open concept living area that’s flooded with natural light, thanks to large windows that frame the incredible views of the water and lush surroundings. The spacious living room seamlessly connects to the screened terrace, ideal for savoring the saltwater breeze while enjoying your morning coffee or evening spirits. The updated kitchen is a chef's dream, featuring granite countertops that sparkle under the updated recessed lighting, modern stainless steel appliances, ample cabinet space, and a sleek backsplash. The condo offers two generously sized bedrooms, each designed with comfort and relaxation in mind. The primary suite is generous enough to offer a small office space and additional seating alongside the comfortable and coastal inspired furnishings and features a beautifully renovated en-suite bathroom with dual vanities and a walk-in shower with modern frameless glass shower doors. With its top-floor position, this condo provides unmatched privacy and tranquility along with the community amenities, including a heated pool, clubhouse, deeded beach access to Crescent beach, direct Intracoastal access via fishing piers, boat docks available for rental, and gently meandering walking paths canopied by beautiful oak trees. Whether you’re looking for a seasonal getaway or a year-round residence, this condo provides the perfect blend of style, convenience, and coastal living. A prime location, this community is walking distance to Siesta Key’s south village with bustling shops and eateries and is convenient to Stickney Point bridge so getting on and off the island is far easier than some mid-island communities. A short trolley ride takes you to Siesta Key Village where more community, activity and entertainment awaits. This is the ultimate opportunity to own a piece of Siesta Key waterfront living, while being tucked away in your own private paradise. 2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code Welcome to this stunning top-floor condo on Siesta Key, offering breathtaking, panoramic views of the Intracoastal Waterway, a playground to wildlife and impressive boat traffic year-round. This meticulously maintained property combines luxury, comfort, and serene waterfront living, all within steps of the world-renowned Siesta Key Beach. Upon entering, you’re greeted with an expansive open concept living area that’s flooded with natural light, thanks to large windows that frame the incredible views of the water and lush surroundings. The spacious living room seamlessly connects to the screened terrace, ideal for savoring the saltwater breeze while enjoying your morning coffee or evening spirits. The updated kitchen is a chef's dream, featuring granite countertops that sparkle under the updated recessed lighting, modern stainless steel appliances, ample cabinet space, and a sleek backsplash. The condo offers two generously sized bedrooms, each designed with comfort and relaxation in mind. The primary suite is generous enough to offer a small office space and additional seating alongside the comfortable and coastal inspired furnishings and features a beautifully renovated en-suite bathroom with dual vanities and a walk-in shower with modern frameless glass shower doors. With its top-floor position, this condo provides unmatched privacy and tranquility along with the community amenities, including a heated pool, clubhouse, deeded beach access to Crescent beach, direct Intracoastal access via fishing piers, boat docks available for rental, and gently meandering walking paths canopied by beautiful oak trees. Whether you’re looking for a seasonal getaway or a year-round residence, this condo provides the perfect blend of style, convenience, and coastal living. A prime location, this community is walking distance to Siesta Key’s south village with bustling shops and eateries and is convenient to Stickney Point bridge so getting on and off the island is far easier than some mid-island communities. A short trolley ride takes you to Siesta Key Village where more community, activity and entertainment awaits. This is the ultimate opportunity to own a piece of Siesta Key waterfront living, while being tucked away in your own private paradise. 1900 Cove Ii Place Unit 133, Sarasota
$1,650,000 Experience the best of every world, boating life, beach life and city life—in this beautifully REMODELED WATERFRONT HOME with an expansive and exquisitely landscaped private lot on the DESIRED NORTHERN TIP of Siesta Key. Fully renovated, this 3-bedroom, 3-bath property boasts a BRAND-NEW ROOF, NEWER CAPPED SEAWALL, BOAT LIFT (10,000-pound capacity) AND DOCK. A stunning NEW KITCHEN AND APPLIANCES, NEW BATHROOMS, and fresh interior paint throughout, and fireplace. Located on Bayou Louise, this home offers direct access to Sarasota Bay and is just 3 blocks to Shell Beach on the Gulf of Mexico. Siesta Key continues to be ranked the #1 beach in the USA, and this location provides easy access to the mainland and downtown Sarasota—a rare combination of privacy, lush tropical landscaping, and convenience to all that downtown Sarasota has to offer. Step inside the walled courtyard entry, where a tranquil reflecting pool and fountain welcomes you. Inside, the spacious living room overlooks the picturesque saltwater pool and spa, while French doors throughout the home open to serene garden, with views to a wonderful garden oasis. The split floor plan ensures privacy, with the primary suite featuring a private outdoor shower that connects to a spa-like ensuite bath. Recent updates include a fully remodeled kitchen with quartzite counters, a large island, brand new appliances, as well as stylishly renovated bathrooms and a screened in lanai facing beautiful sunsets over the Gulf of Mexico. A new hurricane impact garage door (2018) and an oversized storage closet provide ample space, with an additional accessory building for extra storage. With direct access to the open waters of Sarasota Bay, this is a boater’s dream. Whether you’re looking for a permanent residence or a private coastal retreat, this home perfectly blends Old Florida charm with modern luxury. Located Just minutes away from the Out of Door Academy campus, this location is ideal for families as well. Don't miss this one-of-a-kind opportunity! * Music lovers will be delighted as the purchase of this home also includes one year of complimentary membership to the exclusive Whiteleaf Private Concert Club where you can enjoy a discreet luxury celebrity concert series. www.whiteleafconcertclub.com Whiteleaf Private Concert Club – Sarasota’s exclusive rendezvous for an unforgettable blend of luxury and live entertainment. 3 Beds ⋅ 3 Baths ⋅ Bayou Louise - 28 SubDv. ⋅ 34242 Zip Code Experience the best of every world, boating life, beach life and city life—in this beautifully REMODELED WATERFRONT HOME with an expansive and exquisitely landscaped private lot on the DESIRED NORTHERN TIP of Siesta Key. Fully renovated, this 3-bedroom, 3-bath property boasts a BRAND-NEW ROOF, NEWER CAPPED SEAWALL, BOAT LIFT (10,000-pound capacity) AND DOCK. A stunning NEW KITCHEN AND APPLIANCES, NEW BATHROOMS, and fresh interior paint throughout, and fireplace. Located on Bayou Louise, this home offers direct access to Sarasota Bay and is just 3 blocks to Shell Beach on the Gulf of Mexico. Siesta Key continues to be ranked the #1 beach in the USA, and this location provides easy access to the mainland and downtown Sarasota—a rare combination of privacy, lush tropical landscaping, and convenience to all that downtown Sarasota has to offer. Step inside the walled courtyard entry, where a tranquil reflecting pool and fountain welcomes you. Inside, the spacious living room overlooks the picturesque saltwater pool and spa, while French doors throughout the home open to serene garden, with views to a wonderful garden oasis. The split floor plan ensures privacy, with the primary suite featuring a private outdoor shower that connects to a spa-like ensuite bath. Recent updates include a fully remodeled kitchen with quartzite counters, a large island, brand new appliances, as well as stylishly renovated bathrooms and a screened in lanai facing beautiful sunsets over the Gulf of Mexico. A new hurricane impact garage door (2018) and an oversized storage closet provide ample space, with an additional accessory building for extra storage. With direct access to the open waters of Sarasota Bay, this is a boater’s dream. Whether you’re looking for a permanent residence or a private coastal retreat, this home perfectly blends Old Florida charm with modern luxury. Located Just minutes away from the Out of Door Academy campus, this location is ideal for families as well. Don't miss this one-of-a-kind opportunity! * Music lovers will be delighted as the purchase of this home also includes one year of complimentary membership to the exclusive Whiteleaf Private Concert Club where you can enjoy a discreet luxury celebrity concert series. www.whiteleafconcertclub.com Whiteleaf Private Concert Club – Sarasota’s exclusive rendezvous for an unforgettable blend of luxury and live entertainment. 110 Faubel Street, Sarasota
$1,800,000 Welcome to your tropical beach house retreat on Siesta Key! This stunning 3 story, 4-bedroom, 4.5-bath ensuite Key West-style home was built in 2007 by a local builder as his personal residence, ensuring unmatched craftsmanship and attention to detail. An open paver driveway with lush tropical landscaping welcomes you home. Step inside to a light-filled, open-concept design where hardwood floors, high ceilings, and natural elements create a seamless connection to the outdoors. The gourmet kitchen is a chef’s dream, featuring white shaker cabinets and beadboard wood ceiling, granite countertops, high-end stainless-steel appliances, two wine coolers, and gas cooktop. The spacious center island is perfect for entertaining, while the adjoining formal dining room boasts elegant bamboo ceilings and niches to display your art. Relax in the living room, complete with a gas fireplace, Bose sound system, and celestial windows that bathe the space in natural light. A gallery hallway leads to 2 ensuite bedrooms with French doors that open to outdoor deck. Take the elevator or staircase to the master suite, a true sanctuary with a bamboo tray ceiling, three walk-in closets, a wet bar, gas fireplace, and a private screened balcony overlooking the lush backyard. The spa-like master bath in shell stone and granite offers dual vanities, a Jacuzzi tub, 7-head shower, and private toilet. And the adjacent den provides the perfect space for a full home office, gaming, or just relaxation with a private balcony. The separate fourth ensuite bedroom could also serve as a workout room, baby room, or extra office. Designed for both comfort and peace of mind, this home features impact windows and doors, multi-floor generator, whole house water filter system and a built-in fire sprinkler and alarm system. Outdoor living is just as impressive, from a finished bonus room plus bath, to the spacious deck and a summer kitchen, all within a private, landscaped oasis. The oversized garage accommodates 2 cars plus a work area and even more amazing storage. Located just minutes from Siesta Key Beach—ranked #1 in America—and a short drive to downtown Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional home offers the best of coastal living. Don’t miss your chance to own this island paradise! 4 Beds ⋅ 5 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Welcome to your tropical beach house retreat on Siesta Key! This stunning 3 story, 4-bedroom, 4.5-bath ensuite Key West-style home was built in 2007 by a local builder as his personal residence, ensuring unmatched craftsmanship and attention to detail. An open paver driveway with lush tropical landscaping welcomes you home. Step inside to a light-filled, open-concept design where hardwood floors, high ceilings, and natural elements create a seamless connection to the outdoors. The gourmet kitchen is a chef’s dream, featuring white shaker cabinets and beadboard wood ceiling, granite countertops, high-end stainless-steel appliances, two wine coolers, and gas cooktop. The spacious center island is perfect for entertaining, while the adjoining formal dining room boasts elegant bamboo ceilings and niches to display your art. Relax in the living room, complete with a gas fireplace, Bose sound system, and celestial windows that bathe the space in natural light. A gallery hallway leads to 2 ensuite bedrooms with French doors that open to outdoor deck. Take the elevator or staircase to the master suite, a true sanctuary with a bamboo tray ceiling, three walk-in closets, a wet bar, gas fireplace, and a private screened balcony overlooking the lush backyard. The spa-like master bath in shell stone and granite offers dual vanities, a Jacuzzi tub, 7-head shower, and private toilet. And the adjacent den provides the perfect space for a full home office, gaming, or just relaxation with a private balcony. The separate fourth ensuite bedroom could also serve as a workout room, baby room, or extra office. Designed for both comfort and peace of mind, this home features impact windows and doors, multi-floor generator, whole house water filter system and a built-in fire sprinkler and alarm system. Outdoor living is just as impressive, from a finished bonus room plus bath, to the spacious deck and a summer kitchen, all within a private, landscaped oasis. The oversized garage accommodates 2 cars plus a work area and even more amazing storage. Located just minutes from Siesta Key Beach—ranked #1 in America—and a short drive to downtown Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional home offers the best of coastal living. Don’t miss your chance to own this island paradise! 4941 Commonwealth Drive, Sarasota
$455,000 Experience breathtaking views from this stunning, fully remodeled 2-bedroom, 2-bath waterfront condo with Deeded Beach Access! Natural light pours into this corner unit through hurricane impact windows and doors, highlighting the gorgeous canal and Bay vistas. Thoughtfully renovated throughout, this home is move-in ready, offering the perfect space to enjoy the best of Florida living. The open, split-bedroom floor plan is ideal for entertaining, and the patio can easily be closed for year-round enjoyment. The spacious, recently upgraded kitchen adds to the appeal. With engineered wood flooring throughout the main living areas and tile in the wet zones, upkeep is a breeze. Elegant Plantation shutters cover the impact windows, adding a touch of class. This TURNKEY furnished home allows for a smooth transition right into your new space. The November 2014 AC is still under a 12 year warranty. Siesta Harbor is a vibrant 55+ community nestled along the Intracoastal Waterway that has been meticulously maintained and recently updated, including new roofs and remodeled common areas. Bring your boat, as dock space is available for up to 30 foot vessels at very reasonable prices on the deep-water canal right in your backyard. World-renowned Siesta Key Beach is just across the street, accessible via your community’s deeded access. With a 1-month minimum rental policy, this unit offers an excellent investment opportunity. It also serves as the perfect home for year-round living, complete with amenities such as a heated pool and spa, sauna, fitness center, barbecue area, fishing pier, and assigned covered parking. Enjoy dining and shopping just a short stroll, bike ride, or Siesta trolley ride away, plus easy access to your private community beach. Don’t miss out—call today to schedule a tour of this exceptional unit! 2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code Experience breathtaking views from this stunning, fully remodeled 2-bedroom, 2-bath waterfront condo with Deeded Beach Access! Natural light pours into this corner unit through hurricane impact windows and doors, highlighting the gorgeous canal and Bay vistas. Thoughtfully renovated throughout, this home is move-in ready, offering the perfect space to enjoy the best of Florida living. The open, split-bedroom floor plan is ideal for entertaining, and the patio can easily be closed for year-round enjoyment. The spacious, recently upgraded kitchen adds to the appeal. With engineered wood flooring throughout the main living areas and tile in the wet zones, upkeep is a breeze. Elegant Plantation shutters cover the impact windows, adding a touch of class. This TURNKEY furnished home allows for a smooth transition right into your new space. The November 2014 AC is still under a 12 year warranty. Siesta Harbor is a vibrant 55+ community nestled along the Intracoastal Waterway that has been meticulously maintained and recently updated, including new roofs and remodeled common areas. Bring your boat, as dock space is available for up to 30 foot vessels at very reasonable prices on the deep-water canal right in your backyard. World-renowned Siesta Key Beach is just across the street, accessible via your community’s deeded access. With a 1-month minimum rental policy, this unit offers an excellent investment opportunity. It also serves as the perfect home for year-round living, complete with amenities such as a heated pool and spa, sauna, fitness center, barbecue area, fishing pier, and assigned covered parking. Enjoy dining and shopping just a short stroll, bike ride, or Siesta trolley ride away, plus easy access to your private community beach. Don’t miss out—call today to schedule a tour of this exceptional unit! 1250 N Portofino Drive Unit 201, Sarasota
$692,000 Welcome to this beautifully updated 2-bedroom, 2-bath condo in the highly desirable Excelsior Beach to Bay Resort. Nestled in a serene, park- like setting with private beach access to the world-famous Crescent Beach, this Bayside end-unit offers the perfect blend of relaxation and resort-style living. From the moment you step inside, you’ll be captivated by the lushly landscaped grounds, tranquil fountains, and stately oaks. The spacious living and dining areas flow seamlessly to a screened balcony, where you can savor morning coffee or evening cocktails with picturesque views of the tropical courtyard and pool. Lovingly updated by the current owners, this home boasts a bright, open layout with a thoughtfully redesigned kitchen, fresh neutral paint, porcelain plank tile flooring, smooth-finish ceilings, new baseboards, and updated interior doors. Additional upgrades include impact windows, a new AC system, new appliances, and a water filtration system. Both bathrooms have been tastefully renovated with frameless glass shower enclosures for a sleek, modern touch. The split-bedroom floor plan ensures privacy for owners and guests, while the open living space is perfect for entertaining. Excelsior offers an array of resort-style amenities, including private beach access, two heated swimming pools, two whirlpools, tennis and pickleball courts, a fitness center, outdoor barbecues, an intracoastal fishing pier, a community room, and a library. Ideally located within walking distance to shopping, dining, and boat and bike rentals, this move-in-ready coastal retreat is a rare find in one of Siesta Key’s most sought-after communities. Don’t miss your chance to own a slice of paradise! 2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code Welcome to this beautifully updated 2-bedroom, 2-bath condo in the highly desirable Excelsior Beach to Bay Resort. Nestled in a serene, park- like setting with private beach access to the world-famous Crescent Beach, this Bayside end-unit offers the perfect blend of relaxation and resort-style living. From the moment you step inside, you’ll be captivated by the lushly landscaped grounds, tranquil fountains, and stately oaks. The spacious living and dining areas flow seamlessly to a screened balcony, where you can savor morning coffee or evening cocktails with picturesque views of the tropical courtyard and pool. Lovingly updated by the current owners, this home boasts a bright, open layout with a thoughtfully redesigned kitchen, fresh neutral paint, porcelain plank tile flooring, smooth-finish ceilings, new baseboards, and updated interior doors. Additional upgrades include impact windows, a new AC system, new appliances, and a water filtration system. Both bathrooms have been tastefully renovated with frameless glass shower enclosures for a sleek, modern touch. The split-bedroom floor plan ensures privacy for owners and guests, while the open living space is perfect for entertaining. Excelsior offers an array of resort-style amenities, including private beach access, two heated swimming pools, two whirlpools, tennis and pickleball courts, a fitness center, outdoor barbecues, an intracoastal fishing pier, a community room, and a library. Ideally located within walking distance to shopping, dining, and boat and bike rentals, this move-in-ready coastal retreat is a rare find in one of Siesta Key’s most sought-after communities. Don’t miss your chance to own a slice of paradise! 6285 Midnight Pass Road Unit 201, Sarasota
$3,250,000 Under Construction. A rare opportunity to own a beautifully crafted custom home on Siesta Key by Nutter Custom Construction. This stunning custom residence is now nearing completion, with anticipated delivery in September 2026. Every detail has been thoughtfully curated to deliver an exceptional luxury living experience. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous covered lanai that seamlessly blends indoor and outdoor living. Inside, the open floor plan is filled with natural light and features a stunning chef’s kitchen equipped with luxury appliances, custom cabinetry, and a walk-in pantry. The kitchen flows effortlessly into the dining area and great room, creating the perfect space for entertaining or relaxing with family. The home includes 4 bedrooms and 4 full bathrooms, providing ample space for family and guests. The expansive primary suite offers dual walk-in closets, a private balcony, and a serene retreat for homeowners. Upstairs, a versatile loft with access to a private balcony makes an ideal office or second living area. Additional highlights include an oversized 2.5-car garage, elevator access to all levels, and a full utility room for added convenience. The private backyard oasis features a beautiful pool and lush surroundings for year-round enjoyment. Located just minutes from Siesta Key’s world-famous beaches, as well as the vibrant shopping and dining options in The Village, this is a unique opportunity to personalize your dream home during this phase of construction. Don’t miss your chance to own a custom-built home in one of Sarasota’s most sought-after coastal communities. Please note: Some photos have been virtually staged for illustration purposes. 4 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Under Construction. A rare opportunity to own a beautifully crafted custom home on Siesta Key by Nutter Custom Construction. This stunning custom residence is now nearing completion, with anticipated delivery in September 2026. Every detail has been thoughtfully curated to deliver an exceptional luxury living experience. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous covered lanai that seamlessly blends indoor and outdoor living. Inside, the open floor plan is filled with natural light and features a stunning chef’s kitchen equipped with luxury appliances, custom cabinetry, and a walk-in pantry. The kitchen flows effortlessly into the dining area and great room, creating the perfect space for entertaining or relaxing with family. The home includes 4 bedrooms and 4 full bathrooms, providing ample space for family and guests. The expansive primary suite offers dual walk-in closets, a private balcony, and a serene retreat for homeowners. Upstairs, a versatile loft with access to a private balcony makes an ideal office or second living area. Additional highlights include an oversized 2.5-car garage, elevator access to all levels, and a full utility room for added convenience. The private backyard oasis features a beautiful pool and lush surroundings for year-round enjoyment. Located just minutes from Siesta Key’s world-famous beaches, as well as the vibrant shopping and dining options in The Village, this is a unique opportunity to personalize your dream home during this phase of construction. Don’t miss your chance to own a custom-built home in one of Sarasota’s most sought-after coastal communities. Please note: Some photos have been virtually staged for illustration purposes. 4903 Commonwealth Drive, Sarasota
$475,000 GREAT GULF FRONT OPPORTUNITY! This incredibly well priced 2 bed/2 bath villa represents an exceptional opportunity to start fresh with almost new construction in the idyllic GULF FRONT property of Whispering Sands on Siesta Key. This lovely unit experienced flooding last fall and is now being sold post remediation and pre rebuild – providing the next owner with the wonderful opportunity to customize it to their own individual style. It has undergone professional remediation, mold, asbestos, and lead inspections, drywall removal and installation, and has been newly painted. New baseboards, interior doors, trim, and remaining flooring have yet to be added back to the villa. This unit features a wonderful galley kitchen with small breakfast bar. The lower kitchen cabinets, appliances, and bathroom vanities & fixtures have been removed. The kitchen and bathroom countertops were able to be saved, are in great shape, and are stored in the villa. The interior includes gleaming crown molding, recessed lighting, and newer ceiling fans. Two sets of beautiful French doors with privacy mini blinds open from the living space. One set opens into a gorgeous sunroom with high windows, vaulted ceiling, sliding windows with screens, and its own A/C system, and the other into a private patio. The primary and guest bedroom windows are covered with plantation shutters. This will also features a one car garage, with a W/D hook up. A NEW 2025 CONCRETE TILE ROOF IS BEING PUT ON THE VILLA - PAID BY THE SELLER. The garage was reroofed in 2020. 2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code GREAT GULF FRONT OPPORTUNITY! This incredibly well priced 2 bed/2 bath villa represents an exceptional opportunity to start fresh with almost new construction in the idyllic GULF FRONT property of Whispering Sands on Siesta Key. This lovely unit experienced flooding last fall and is now being sold post remediation and pre rebuild – providing the next owner with the wonderful opportunity to customize it to their own individual style. It has undergone professional remediation, mold, asbestos, and lead inspections, drywall removal and installation, and has been newly painted. New baseboards, interior doors, trim, and remaining flooring have yet to be added back to the villa. This unit features a wonderful galley kitchen with small breakfast bar. The lower kitchen cabinets, appliances, and bathroom vanities & fixtures have been removed. The kitchen and bathroom countertops were able to be saved, are in great shape, and are stored in the villa. The interior includes gleaming crown molding, recessed lighting, and newer ceiling fans. Two sets of beautiful French doors with privacy mini blinds open from the living space. One set opens into a gorgeous sunroom with high windows, vaulted ceiling, sliding windows with screens, and its own A/C system, and the other into a private patio. The primary and guest bedroom windows are covered with plantation shutters. This will also features a one car garage, with a W/D hook up. A NEW 2025 CONCRETE TILE ROOF IS BEING PUT ON THE VILLA - PAID BY THE SELLER. The garage was reroofed in 2020. 147 Whispering Sands Drive Unit V29, Sarasota
$861,360 BREATHTAKING GULF VIEWS AWAIT! Discover the perfect blend of comfort and coastal beauty in this wonderful 2 bed/2 bath, 3rd floor North Tower residence in the premiere 55+ GULF FRONT property of Whispering Sands! With expansive 180 degree views of the shimmering Gulf, this unit provides the perfect retreat against an unparalleled backdrop of sand, sea, sky, and lush greenery. You’ll enjoy endless colorful Florida sunsets and the soothing sounds of the surf from your private 25 foot balcony accessible from both the living room and primary bedroom. This well maintained unit is completely move-in ready. If desired, it also provides an excellent opportunity for customization. Now is an ideal time to remodel while the building itself is in the final stages of a multi-year concrete restoration project. This unit’s balcony restoration, including new railings, is expected to be completed in just a few months. The inviting interior features carpeted living areas and bedrooms, neutral paint, tiled kitchen and bathrooms, ceiling fans, and window treatments consisting of plantation shutters and vertical blinds. The spacious primary suite boasts a walk-in closet, an ensuite bath, and a generous vanity area with additional storage and recessed lighting. 2020 Carrier HVAC system, 2019 water heater. Selected furniture may also be available. 2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code BREATHTAKING GULF VIEWS AWAIT! Discover the perfect blend of comfort and coastal beauty in this wonderful 2 bed/2 bath, 3rd floor North Tower residence in the premiere 55+ GULF FRONT property of Whispering Sands! With expansive 180 degree views of the shimmering Gulf, this unit provides the perfect retreat against an unparalleled backdrop of sand, sea, sky, and lush greenery. You’ll enjoy endless colorful Florida sunsets and the soothing sounds of the surf from your private 25 foot balcony accessible from both the living room and primary bedroom. This well maintained unit is completely move-in ready. If desired, it also provides an excellent opportunity for customization. Now is an ideal time to remodel while the building itself is in the final stages of a multi-year concrete restoration project. This unit’s balcony restoration, including new railings, is expected to be completed in just a few months. The inviting interior features carpeted living areas and bedrooms, neutral paint, tiled kitchen and bathrooms, ceiling fans, and window treatments consisting of plantation shutters and vertical blinds. The spacious primary suite boasts a walk-in closet, an ensuite bath, and a generous vanity area with additional storage and recessed lighting. 2020 Carrier HVAC system, 2019 water heater. Selected furniture may also be available. 19 Whispering Sands Drive Unit 303, Sarasota
$6,600,000 * Pending. Accepting backup offers.* Nestled along the pristine northern shores of Siesta Key, this magnificent three-story waterfront retreat redefines coastal luxury and exclusivity. The home features 10,600 sq ft under roof with approximately 5,500sq ft under air. This exceptional home is crafted for grand entertaining and effortless relaxation. While Siesta Beach and Village are just minutes away by golf cart, the gated personal estate ensures total privacy, creating a secluded paradise where the rhythm of the waves and the beauty of the Gulf serve as the ultimate backdrop. As you approach, a sprawling driveway and state-of-the-art security gates provide both exclusivity and convenience, granting access to a four-car garage, perfect for luxury vehicles, watercraft, or additional storage. Stepping inside, you’re greeted by a grand entrance with a 34-foot-high foyer. Up the stairs you will find walls of glass showcasing unobstructed Gulf panoramas. Expansive retractable glass doors erase the line between indoors and out, immersing you in the stunning coastal setting from the moment you arrive. Descending to the main living level, a chef’s dream kitchen awaits, masterfully designed with thick quartz countertops, a spacious center island, and a custom eight-seat breakfast bar. Flowing seamlessly into sun-drenched living and dining areas, this space is enhanced by towering 12-foot ceilings, creating an atmosphere of grandeur and warmth. A hidden bonus room unveils a fully equipped outdoor kitchen and entertainment lounge, offering a seamless transition to alfresco dining and unforgettable gatherings under the stars. The upper levels of the home are dedicated to rest and rejuvenation, with four private bedroom suites, each offering breathtaking Gulf views, intimate balconies, and spa-inspired en-suite baths. The primary suite, a haven of tranquility, boasts 270-degree water views, expansive lounging terraces, and a marble-clad spa bath, designed to capture the essence of relaxation and indulgence. Beyond the home’s elegant interiors lies a spectacular tropical oasis. Designed by the renowned Lucas Lagoons, the lagoon-style pool and spa feature a cascading waterfall, offering the ultimate retreat for relaxation. A meandering stone pathway winds through the gorgeous landscape, passing a serene saltwater tidal pond, leading to a two-story Tiki retreat, an idyllic setting for sunset cocktails and ocean breezes. At the edge of the property, a Gulf-front fire pit, nestled into the immaculate white sands, invites you to unwind as the sky transforms into a breathtaking masterpiece of colors. Whether envisioned as a luxurious primary residence or an exceptional coastal retreat, this one-of-a-kind Gulf-front estate offers an unparalleled blend of seclusion, sophistication, and effortless luxury. With unrivaled beach frontage and panoramic water views, this property is more than just a home—it is a rare opportunity to own a true piece of paradise on one of the most coveted stretches of Siesta Key. This listing does not include the lot at 0 Solymar Dr. MLS number (A4642147). Creative Seller Financing Available! 4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code * Pending. Accepting backup offers.* Nestled along the pristine northern shores of Siesta Key, this magnificent three-story waterfront retreat redefines coastal luxury and exclusivity. The home features 10,600 sq ft under roof with approximately 5,500sq ft under air. This exceptional home is crafted for grand entertaining and effortless relaxation. While Siesta Beach and Village are just minutes away by golf cart, the gated personal estate ensures total privacy, creating a secluded paradise where the rhythm of the waves and the beauty of the Gulf serve as the ultimate backdrop. As you approach, a sprawling driveway and state-of-the-art security gates provide both exclusivity and convenience, granting access to a four-car garage, perfect for luxury vehicles, watercraft, or additional storage. Stepping inside, you’re greeted by a grand entrance with a 34-foot-high foyer. Up the stairs you will find walls of glass showcasing unobstructed Gulf panoramas. Expansive retractable glass doors erase the line between indoors and out, immersing you in the stunning coastal setting from the moment you arrive. Descending to the main living level, a chef’s dream kitchen awaits, masterfully designed with thick quartz countertops, a spacious center island, and a custom eight-seat breakfast bar. Flowing seamlessly into sun-drenched living and dining areas, this space is enhanced by towering 12-foot ceilings, creating an atmosphere of grandeur and warmth. A hidden bonus room unveils a fully equipped outdoor kitchen and entertainment lounge, offering a seamless transition to alfresco dining and unforgettable gatherings under the stars. The upper levels of the home are dedicated to rest and rejuvenation, with four private bedroom suites, each offering breathtaking Gulf views, intimate balconies, and spa-inspired en-suite baths. The primary suite, a haven of tranquility, boasts 270-degree water views, expansive lounging terraces, and a marble-clad spa bath, designed to capture the essence of relaxation and indulgence. Beyond the home’s elegant interiors lies a spectacular tropical oasis. Designed by the renowned Lucas Lagoons, the lagoon-style pool and spa feature a cascading waterfall, offering the ultimate retreat for relaxation. A meandering stone pathway winds through the gorgeous landscape, passing a serene saltwater tidal pond, leading to a two-story Tiki retreat, an idyllic setting for sunset cocktails and ocean breezes. At the edge of the property, a Gulf-front fire pit, nestled into the immaculate white sands, invites you to unwind as the sky transforms into a breathtaking masterpiece of colors. Whether envisioned as a luxurious primary residence or an exceptional coastal retreat, this one-of-a-kind Gulf-front estate offers an unparalleled blend of seclusion, sophistication, and effortless luxury. With unrivaled beach frontage and panoramic water views, this property is more than just a home—it is a rare opportunity to own a true piece of paradise on one of the most coveted stretches of Siesta Key. This listing does not include the lot at 0 Solymar Dr. MLS number (A4642147). Creative Seller Financing Available! 3935 N Shell Road, Sarasota
$2,950,000 New price! Experience the epitome of Siesta Key living in this exquisitely crafted residence near Siesta Village and renowned pristine beaches, with every conceivable amenity nearby. On a generous one-third-acre lot, this 2019 custom masterpiece by award-winning John Cannon Homes epitomizes luxury and sophistication. Boasting four spacious bedrooms, an office, and five baths, this home is an entertainer's dream, designed to host large gatherings with ease and elegance. Built with an unwavering commitment to quality and luxury, every detail has been thoughtfully considered to offer unparalleled comfort and convenience. Innovative technology is seamlessly integrated throughout the home, allowing for remote control from your smartphone, a cutting-edge media system for immersive sound and visual experiences, a Lutron lighting and blind system, and a reliable backup generator, ensuring uninterrupted enjoyment. The open-concept floor plan offers soaring ceilings illuminated by natural light. The great room flows seamlessly to the dining area and the fabulous chef’s kitchen, which features sleek custom cabinetry, an expansive island with seating, and quartz counters. Top-of-the-line Thermador appliances include a six-burner natural gas range and a built-in Miele coffee system, ensuring culinary excellence. The primary suite is a sanctuary of relaxation, welcoming its occupants after a day filled with sun and fun. Guests are pampered with their own en-suite baths and access to bespoke entertainment options, ensuring privacy and luxury for everyone. The heart of this magnificent property is the expansive outdoor lanai, featuring a stunning pool set against the backdrop of silver travertine tile, a rejuvenating spa, and a fully equipped kitchen and bar area, living room and fireplace, promising unforgettable moments under the sun or stars. As the sun sets, the outdoor living space becomes a central gathering spot, where music, laughter, and culinary delights blend to create the perfect evening. An automated irrigation system maintains lush greenery. A high-ceiling garage with a two-car lift provides ample space for your luxury vehicles, while a comprehensive camera system, impact doors, windows, and garage door, and a natural gas-powered generator ensure security and peace of mind. The high-quality construction offers an added benefit with reasonable insurance rates. This home promises a life of exquisite luxury and unmatched convenience, where the car keys are forgotten. Enjoy the convenience of being near the vibrant Village, as well as the white quartz sands and azure waters of Siesta Beach. Welcome to your paradise on Siesta Key, where every day there is a testament to the beauty of island living. 4 Beds ⋅ 5 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code New price! Experience the epitome of Siesta Key living in this exquisitely crafted residence near Siesta Village and renowned pristine beaches, with every conceivable amenity nearby. On a generous one-third-acre lot, this 2019 custom masterpiece by award-winning John Cannon Homes epitomizes luxury and sophistication. Boasting four spacious bedrooms, an office, and five baths, this home is an entertainer's dream, designed to host large gatherings with ease and elegance. Built with an unwavering commitment to quality and luxury, every detail has been thoughtfully considered to offer unparalleled comfort and convenience. Innovative technology is seamlessly integrated throughout the home, allowing for remote control from your smartphone, a cutting-edge media system for immersive sound and visual experiences, a Lutron lighting and blind system, and a reliable backup generator, ensuring uninterrupted enjoyment. The open-concept floor plan offers soaring ceilings illuminated by natural light. The great room flows seamlessly to the dining area and the fabulous chef’s kitchen, which features sleek custom cabinetry, an expansive island with seating, and quartz counters. Top-of-the-line Thermador appliances include a six-burner natural gas range and a built-in Miele coffee system, ensuring culinary excellence. The primary suite is a sanctuary of relaxation, welcoming its occupants after a day filled with sun and fun. Guests are pampered with their own en-suite baths and access to bespoke entertainment options, ensuring privacy and luxury for everyone. The heart of this magnificent property is the expansive outdoor lanai, featuring a stunning pool set against the backdrop of silver travertine tile, a rejuvenating spa, and a fully equipped kitchen and bar area, living room and fireplace, promising unforgettable moments under the sun or stars. As the sun sets, the outdoor living space becomes a central gathering spot, where music, laughter, and culinary delights blend to create the perfect evening. An automated irrigation system maintains lush greenery. A high-ceiling garage with a two-car lift provides ample space for your luxury vehicles, while a comprehensive camera system, impact doors, windows, and garage door, and a natural gas-powered generator ensure security and peace of mind. The high-quality construction offers an added benefit with reasonable insurance rates. This home promises a life of exquisite luxury and unmatched convenience, where the car keys are forgotten. Enjoy the convenience of being near the vibrant Village, as well as the white quartz sands and azure waters of Siesta Beach. Welcome to your paradise on Siesta Key, where every day there is a testament to the beauty of island living. 4940 Peaceable Way, Sarasota
$1,200,000 The Gulf & Bay Club on Siesta Key is, by its own definition: exclusive, elegant and engaging. A gated 32-acre community with unrivaled waterfrontage and amenities, this is not your typical beach front condo, this is unparalleled resort living on Siesta Key. In this premium community, building F is ostensibly the prime location with sprawling views of the white sands of Crescent beach that gently fade under lapping waves into the crystal-clear waters of the Gulf. Spacious and turnkey furnished, this bright unit offers just under 1,500 square feet of living space and an open concept that allows you to move and converse freely throughout. A kitchen outfitted with ample storage also offers an informal dinette while the dining area still boasts seating for 8. The comfortable living space, adjacent to the integrated lanai, will keep you comfortable while you gaze upon the coveted, unobstructed horizon view. Retreat to your owner’s suite with generous space and more captivating panorama. Guests will be comfortable in the additional bedroom and full bath while laundry and closet space benefit your organized routine. A dedicated, covered parking space is an added bonus. Meander along the footpaths through the meticulously manicured courtyard with a freshwater lake and fountain features, an island situated in a lagoon, and three heated swimming pools. Take advantage of any number of organized events, cultural outings or recreation happenings at the two clubhouses with pool tables, tennis, pickleball, racquetball and basketball courts, media facilities and print/video libraries. Stay active and feel your best at the commercial grade fitness center, hot tub and dry saunas. Driving electric? Gulf & Bay is one of only two communities on the island offering charging stations! You simply must visit to fully understand just how much is offered at the Gulf & Bay Club, where you can create your own adventure from sunrise to sunset along the award winning Crescent Beach on Siesta Key! 2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code The Gulf & Bay Club on Siesta Key is, by its own definition: exclusive, elegant and engaging. A gated 32-acre community with unrivaled waterfrontage and amenities, this is not your typical beach front condo, this is unparalleled resort living on Siesta Key. In this premium community, building F is ostensibly the prime location with sprawling views of the white sands of Crescent beach that gently fade under lapping waves into the crystal-clear waters of the Gulf. Spacious and turnkey furnished, this bright unit offers just under 1,500 square feet of living space and an open concept that allows you to move and converse freely throughout. A kitchen outfitted with ample storage also offers an informal dinette while the dining area still boasts seating for 8. The comfortable living space, adjacent to the integrated lanai, will keep you comfortable while you gaze upon the coveted, unobstructed horizon view. Retreat to your owner’s suite with generous space and more captivating panorama. Guests will be comfortable in the additional bedroom and full bath while laundry and closet space benefit your organized routine. A dedicated, covered parking space is an added bonus. Meander along the footpaths through the meticulously manicured courtyard with a freshwater lake and fountain features, an island situated in a lagoon, and three heated swimming pools. Take advantage of any number of organized events, cultural outings or recreation happenings at the two clubhouses with pool tables, tennis, pickleball, racquetball and basketball courts, media facilities and print/video libraries. Stay active and feel your best at the commercial grade fitness center, hot tub and dry saunas. Driving electric? Gulf & Bay is one of only two communities on the island offering charging stations! You simply must visit to fully understand just how much is offered at the Gulf & Bay Club, where you can create your own adventure from sunrise to sunset along the award winning Crescent Beach on Siesta Key! 5740 Midnight Pass Road Unit 402, Sarasota
$630,000 Look no further - you've just found your perfect beach retreat in Bay Tree Club, a very special Gulf to Bay community with deeded Beach and Bay Access. Enjoy the amazing water and garden views from your spacious lanai and watch the boats on the Intracoastal waterway or bask in the tranquility of the majestic oaks. This 2 Bedroom 2 Bath condo is partially furnished and beautifully updated with an open floorplan. Immaculate, light and bright, it will instantly give you the relaxed feel that you expect when you come to the beach. The split floorplan with modern en suite bathrooms will guarantee plenty of privacy. The well designed contemporary Italian kitchen with granite counters will please everybody who loves to cook. The second bedroom offers plenty of workspace and a Murphy bed. Whether you would like to boat, bicycle, swim or just sit back and enjoy life, Bay Tree Club has it ALL. Your own private cabana close to the beach provides great convenience. On the way to the beach say hello to the lovely loggerhead turtles along the shore. If you would like to go to the pool, you have a choice between Bayside or Gulfside! Barbecue areas on each side are also available. Ample boat docks are on a first come basis and there is space for your kayak as well. Life is good in Bay Tree Club! 2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code Look no further - you've just found your perfect beach retreat in Bay Tree Club, a very special Gulf to Bay community with deeded Beach and Bay Access. Enjoy the amazing water and garden views from your spacious lanai and watch the boats on the Intracoastal waterway or bask in the tranquility of the majestic oaks. This 2 Bedroom 2 Bath condo is partially furnished and beautifully updated with an open floorplan. Immaculate, light and bright, it will instantly give you the relaxed feel that you expect when you come to the beach. The split floorplan with modern en suite bathrooms will guarantee plenty of privacy. The well designed contemporary Italian kitchen with granite counters will please everybody who loves to cook. The second bedroom offers plenty of workspace and a Murphy bed. Whether you would like to boat, bicycle, swim or just sit back and enjoy life, Bay Tree Club has it ALL. Your own private cabana close to the beach provides great convenience. On the way to the beach say hello to the lovely loggerhead turtles along the shore. If you would like to go to the pool, you have a choice between Bayside or Gulfside! Barbecue areas on each side are also available. Ample boat docks are on a first come basis and there is space for your kayak as well. Life is good in Bay Tree Club! 8635 Midnight Pass Road Unit 206C, Sarasota
$920,000 Lovingly owned for 20 years, this tropical retreat offers privacy, charm, and thoughtful updates throughout. Recent enhancements include lush Areca palms for a private, resort-style setting, and an expanded pool area complete with a cozy seating space, large umbrella, and fire pit-perfect for relaxing or entertaining under the stars. Nestled in the heart of Siesta Key, and close to one of the best beaches in the U.S., this spacious 5-bedroom, 3.5 bathroom home offers a perfect blend of comfort, style, and functionality. Featuring engineered hardwood floors throughout, this residence is designed for family living and entertaining. The living room flows seamlessly into the dining room, which is conveniently located next to the kitchen. The kitchen features shaker style cabinetry and Corian counters. A pass-through window and breakfast bar open to the casual dining area, which can easily be transformed into a game room or flex space to suit your needs. On the other side of the of the kitchen is the spacious family room, with soaring vaulted ceilings and fireplace. A French door from the family room leads to the open pool area. A fiberglass salt water pool was added in 2008 with a travertine deck. The spacious Primary bedroom suite includes a sitting area with large window that offers serene views, an adjoining library/office that allows for work from home with floor to ceiling bookshelves with a separate exterior door. A major renovation in 2014 added two additional upstairs bedrooms bringing the total to four, plus a half bath with a charming turquoise/green tile display on the mirrored wall. The full bath upstairs has Quartz counters, shaker cabinets, double sinks, and skylight in the shower giving the space an abundance of natural light. The home is built for durability with a metal roof, hurricane impact windows upstairs, and many downstairs, with custom hurricane Fabric shields protecting non-impact windows and doors. The 10’ elevation has kept the property free from hurricane damage. The home is ideally situated a short distance from Glebe Park, one of Siesta Key’s hidden gems. Perfect for families and active lifestyles, the park features a baseball field, basketball court, multi-purpose field(great for soccer or casual games), pickleball court, playground, restrooms, and a gazebo for parties and picnics. The mid-island location offers easy access to both the North and South bridges. 5 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Lovingly owned for 20 years, this tropical retreat offers privacy, charm, and thoughtful updates throughout. Recent enhancements include lush Areca palms for a private, resort-style setting, and an expanded pool area complete with a cozy seating space, large umbrella, and fire pit-perfect for relaxing or entertaining under the stars. Nestled in the heart of Siesta Key, and close to one of the best beaches in the U.S., this spacious 5-bedroom, 3.5 bathroom home offers a perfect blend of comfort, style, and functionality. Featuring engineered hardwood floors throughout, this residence is designed for family living and entertaining. The living room flows seamlessly into the dining room, which is conveniently located next to the kitchen. The kitchen features shaker style cabinetry and Corian counters. A pass-through window and breakfast bar open to the casual dining area, which can easily be transformed into a game room or flex space to suit your needs. On the other side of the of the kitchen is the spacious family room, with soaring vaulted ceilings and fireplace. A French door from the family room leads to the open pool area. A fiberglass salt water pool was added in 2008 with a travertine deck. The spacious Primary bedroom suite includes a sitting area with large window that offers serene views, an adjoining library/office that allows for work from home with floor to ceiling bookshelves with a separate exterior door. A major renovation in 2014 added two additional upstairs bedrooms bringing the total to four, plus a half bath with a charming turquoise/green tile display on the mirrored wall. The full bath upstairs has Quartz counters, shaker cabinets, double sinks, and skylight in the shower giving the space an abundance of natural light. The home is built for durability with a metal roof, hurricane impact windows upstairs, and many downstairs, with custom hurricane Fabric shields protecting non-impact windows and doors. The 10’ elevation has kept the property free from hurricane damage. The home is ideally situated a short distance from Glebe Park, one of Siesta Key’s hidden gems. Perfect for families and active lifestyles, the park features a baseball field, basketball court, multi-purpose field(great for soccer or casual games), pickleball court, playground, restrooms, and a gazebo for parties and picnics. The mid-island location offers easy access to both the North and South bridges. 614 Tropical Circle, Sarasota
$2,875,000 One or more photo(s) has been virtually staged. Step into the Siesta Key lifestyle today — no waiting for construction, no uncertainty, just effortless waterfront living. Elevated at 10.5 feet with no history of flood damage, this exceptionally maintained 2015 Key West–style home offers an exceedingly rare turnkey waterfront opportunity, combining timeless design with peace of mind, creating a sanctuary where every detail has been carefully considered. Imagine mornings in your chef-inspired kitchen, quartz counters gleaming, Thermador appliances, and a gas stove ready for weekend brunches. Walls of glass invite sunlight into the great room and open to a covered lanai with outdoor kitchen, heated saltwater pool, carefully maintained landscaping, and majestic oak trees, where afternoons flow seamlessly into evenings spent entertaining family and friends. A versatile den/office provides a quiet retreat or workspace, and the outdoor shower makes rinsing off after a day on the water effortless. Outside, a wide waterfront canal with private dock, 13,000-lb boat lift, and fish cleaning station offers direct access to the Intracoastal — perfect for boating, yachting, and all water adventures with only one bridge to navigate. The 3-car split garage provides space for a collector car, golf cart, or hobby projects, while impact windows, a whole-house generator, and updated HVAC ensure comfort, safety, and peace of mind. The split floor plan offers privacy for guests with en suite baths, while the primary suite is your own private retreat. Nestled on a quiet cul-de-sac and WIDE canal, just minutes from Siesta Village, award-winning beaches, dining, shopping, and Sarasota’s vibrant arts scene, this walkable, bikeable, and kayak-friendly neighborhood lets you enjoy everything the Key has to offer without ever getting in your car — every day feels like a vacation. More than a house, this is a lifestyle ready now. Secure, elevated, turnkey waterfront property, and perfectly positioned on one of Siesta Key’s most desirable canals. Experience the rare combination of security, luxury, and effortless waterfront living — your turnkey Key West–style sanctuary awaits. 3 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code One or more photo(s) has been virtually staged. Step into the Siesta Key lifestyle today — no waiting for construction, no uncertainty, just effortless waterfront living. Elevated at 10.5 feet with no history of flood damage, this exceptionally maintained 2015 Key West–style home offers an exceedingly rare turnkey waterfront opportunity, combining timeless design with peace of mind, creating a sanctuary where every detail has been carefully considered. Imagine mornings in your chef-inspired kitchen, quartz counters gleaming, Thermador appliances, and a gas stove ready for weekend brunches. Walls of glass invite sunlight into the great room and open to a covered lanai with outdoor kitchen, heated saltwater pool, carefully maintained landscaping, and majestic oak trees, where afternoons flow seamlessly into evenings spent entertaining family and friends. A versatile den/office provides a quiet retreat or workspace, and the outdoor shower makes rinsing off after a day on the water effortless. Outside, a wide waterfront canal with private dock, 13,000-lb boat lift, and fish cleaning station offers direct access to the Intracoastal — perfect for boating, yachting, and all water adventures with only one bridge to navigate. The 3-car split garage provides space for a collector car, golf cart, or hobby projects, while impact windows, a whole-house generator, and updated HVAC ensure comfort, safety, and peace of mind. The split floor plan offers privacy for guests with en suite baths, while the primary suite is your own private retreat. Nestled on a quiet cul-de-sac and WIDE canal, just minutes from Siesta Village, award-winning beaches, dining, shopping, and Sarasota’s vibrant arts scene, this walkable, bikeable, and kayak-friendly neighborhood lets you enjoy everything the Key has to offer without ever getting in your car — every day feels like a vacation. More than a house, this is a lifestyle ready now. Secure, elevated, turnkey waterfront property, and perfectly positioned on one of Siesta Key’s most desirable canals. Experience the rare combination of security, luxury, and effortless waterfront living — your turnkey Key West–style sanctuary awaits. 5169 Sandy Shore Avenue, Sarasota
$450,000 AMAZING NEW PRICE! Seller is very motivated...Waterfront Paradise for Water Lovers! Wake up in this FULLY FURNISHED and UPDATED condo to stunning views of Blind Pass Lagoon and step outside to the community boat slips (first come first serve) for boating, fishing, kayaking, or paddleboarding over to the new Midnight Pass. Plumbing stacks replaced with PVC (2022). With a new dock and seawall (2024) and direct Intracoastal Waterway access, adventure is just outside your door. A five-minute stroll takes you to Turtle Beach for sun and sand or laze the day away in the heated community pool. This bright, freshly painted condo features a remodeled open-concept kitchen with solid wood cabinets, new granite countertops, and backsplash. The spacious living/dining area and master suite offers spectacular water views. New flooring (2021) in the bedrooms and updated baths (2023) add modern comfort. The lanai with motorized sunshade is the perfect spot to relax and take in breathtaking sunsets. Stay cool with a well-maintained HVAC system (2017) with new UV purifiers and cleaned ducts (2024). The unit includes in-unit laundry (2018), hurricane shutters, and two assigned parking spaces (one covered with storage). Community amenities include BOAT SLIPS, heated pool with a paver deck for year-round enjoyment. Automatic Hurricane shutters on windows in Living area, bedrooms, and manual ones on guest bathroom window and lanai. Located near Siesta Key Beach, Siesta Village, and local restaurants, this condo is perfect for those seeking a vibrant waterfront lifestyle. Schedule your showing today! 2 Beds ⋅ 2 Baths ⋅ Moorings SubDv. ⋅ 34242 Zip Code AMAZING NEW PRICE! Seller is very motivated...Waterfront Paradise for Water Lovers! Wake up in this FULLY FURNISHED and UPDATED condo to stunning views of Blind Pass Lagoon and step outside to the community boat slips (first come first serve) for boating, fishing, kayaking, or paddleboarding over to the new Midnight Pass. Plumbing stacks replaced with PVC (2022). With a new dock and seawall (2024) and direct Intracoastal Waterway access, adventure is just outside your door. A five-minute stroll takes you to Turtle Beach for sun and sand or laze the day away in the heated community pool. This bright, freshly painted condo features a remodeled open-concept kitchen with solid wood cabinets, new granite countertops, and backsplash. The spacious living/dining area and master suite offers spectacular water views. New flooring (2021) in the bedrooms and updated baths (2023) add modern comfort. The lanai with motorized sunshade is the perfect spot to relax and take in breathtaking sunsets. Stay cool with a well-maintained HVAC system (2017) with new UV purifiers and cleaned ducts (2024). The unit includes in-unit laundry (2018), hurricane shutters, and two assigned parking spaces (one covered with storage). Community amenities include BOAT SLIPS, heated pool with a paver deck for year-round enjoyment. Automatic Hurricane shutters on windows in Living area, bedrooms, and manual ones on guest bathroom window and lanai. Located near Siesta Key Beach, Siesta Village, and local restaurants, this condo is perfect for those seeking a vibrant waterfront lifestyle. Schedule your showing today! 9074 Midnight Pass Road Unit 11, Sarasota
$882,500 Water-damaged home with tons of potential. Great opportunity to own on Siesta Key. 4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code Water-damaged home with tons of potential. Great opportunity to own on Siesta Key. 431 Island Circle, Sarasota