Waterfront single family homes with sailboat access to Charlotte Harbor, Pine Island Sound, the ICW, the Gulf of Mexico and beyond.
5727 RIEGELS POINT ROAD
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 3,616 SqFt · $2,033/SqFt
Days on Market: 130
County: Sarasota
Subdiv/Community Name: Riegels Landing
Legal Subdivision Name: RIEGELS LANDING
Year built: 1982
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to your island paradise on Siesta Key. Riegel’s Landing, one of the premier locations on Siesta Key, is renowned for its excellent boating access and proximity to one of the best beaches in the country. On a protected boat basin with 357 feet of waterfront and direct access to the Intracoastal Waterway, this stunning residence has been completely renovated by its owners and offers an island sanctuary. Key features include impact-rated windows and doors, a newer standing seam, metal roof, Hardie plank siding, composite decks with powder-coated aluminum exterior railings, a whole-house water softener, four air-conditioning zones, beautiful mature ... Read more....»
3576 SAN REMO TERRACE
SARASOTA FL 34239
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 6,091 SqFt · $1,231/SqFt
Days on Market: 328
County: Sarasota
Subdiv/Community Name: San Remo Estates
Legal Subdivision Name: SAN REMO ESTATES
Year built: 2005
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Huge $2.5M price reduction. The best views in San Remo. Experience the pinnacle of coastal elegance at this extraordinary estate, now offered at a reduced price for a truly remarkable opportunity. A full interior refresh in light gray and white is complete, further enhancing its timeless appeal. This home has proven its resilience, enduring two direct hurricanes without flooding or significant damage. Meticulously updated in 2009 to meet current hurricane standards, this property offers peace of mind alongside luxurious living. Perched just over the North Bridge to Siesta Key, this home offers the rare combination of spectacular bay views without ... Read more....»
65 LIGHTHOUSE POINT DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,941 SqFt · $1,617/SqFt
Days on Market: 3
County: Sarasota
Subdiv/Community Name: Lighthouse Point
Legal Subdivision Name: LIGHTHOUSE POINT
Year built: 2001
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Built with the scale and security of a grand personal estate, this gated waterfront home boasts nearly 5,000 square feet of interior living space that opens seamlessly to expansive terraces on two levels, with spectacular vistas overlooking manicured tropical surroundings and a secluded lagoon that enjoys bridgeless access to the Gulf. Extensively updated in 2021, the two-story Mediterranean-style residence and grounds feature luxurious design elements and upgrades, including fully renovated Cucina Ricci kitchen and bathrooms, indoor-outdoor Yamaha sound system, landscape and security lighting, and whole-house Koehler generator. Immediately showcasing the home’s distinctively elegant coastal style, arched French casement double doors open ... Read more....»
1525 MALLARD LANE
SARASOTA FL 34239
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 5,664 SqFt · $1,545/SqFt
New Listing!!! Days on Market: 1
County: Sarasota
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: PARADISE SHORES
Year built: 2021
Garage: Yes 6 vehicles
Private Pool: Yes
Waterfront: Yes
A true masterpiece of modern coastal design, this custom-built 2021 waterfront estate is a stunning showcase of luxury, craftsmanship, and breathtaking views. Nestled in the highly coveted West of Trail Paradise Shores community, this 5,664 sq. ft. architectural beauty offers five bedrooms, five and a half baths, and an array of state-of-the-art amenities designed for the most discerning buyer. Step through the custom 10-foot decorative glass entry doors, and you’re welcomed by an ambiance of refined elegance. The home’s open-concept design is accentuated by vaulted ceiling details, a showcase electric fireplace, and a multitude of custom built-ins. Hardwood flooring flows throughout ... Read more....»
3631 SAN REMO TERRACE
SARASOTA FL 34239
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 4,705 SqFt · $1,966/SqFt
Days on Market: 66
County: Sarasota
Subdiv/Community Name: San Remo
Legal Subdivision Name: SAN REMO ESTATES
Year built: 2021
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to 3631 San Remo Terrace, an extraordinary estate that combines modern luxury living with a commitment to sustainability, all while remaining unscathed by the two hurricanes that impacted Sarasota and the Barrier Islands, according to the owner. This home is a testament to resilience and thoughtful design. Completed in 2021 by award-winning designer Stephen Chung and significantly refined by the owner, the home sits on one of the most cherished and protected deepwater locations in Sarasota. This home is 4,705 square feet of modern living with four bedrooms, 3.5 baths, a loft, plus almost 3,000 square feet of pool, ... Read more....»
3621 SAN REMO TERRACE
SARASOTA FL 34239
Residential / Single Family Residence
5 Bed · 5 Bath · 2 Half Baths · 5,328 SqFt · $1,830/SqFt
Days on Market: 400
County: Sarasota
Subdiv/Community Name: San Remo Estates
Legal Subdivision Name: SAN REMO ESTATES
Year built: 2024
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Under Construction. Experience the epitome of luxury with this stunning new construction by Seaward Homes. Nestled on a quiet cul-de-sac west of Orange Avenue, this Florida Coastal masterpiece offers 5300 sq. ft. of prime waterfront living. With a bayou stretching almost 400 feet wide, enjoy direct access to the breathtaking Sarasota Bay and BIG WATER VIEWS that define coastal elegance. Designed with meticulous attention to detail, the home features an expansive, light-filled open floor plan. It includes five spacious bedrooms, each with its own walk-in closet, five full baths, and two half baths. Two oversized lanais and a four-car garage ensure ... Read more....»
501 HARBOR POINT ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 6,125 SqFt · $1,616/SqFt
Days on Market: 141
County: Sarasota
Subdiv/Community Name: Bay Isles
Legal Subdivision Name: BAY ISLES
Year built: 1989
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota’s most prestigious barrier island of Longboat Key, in the coveted Harbors enclave of Bay Isles. Orchestrating exceptional style, comfort, and barefoot elegance, this five-bedroom home stirs the senses. Completely redesigned by renowned architect Clifford Scholz, construction was completed in October 2023 after two years. This home is filled with top of the line finishes that merge with a thoughtful floorplan and an endless list of custom touches. Set on a dreamy corner lot with basin frontage that leads straight into Sarasota Bay, the outdoor experience was perfected ... Read more....»
600 PUTTER LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 5,982 SqFt · $1,668/SqFt
Days on Market: 35
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES, UNIT 5, SEC 3
Year built: 2017
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to Paradise on Longboat Key. This coastal modern home is located on the direct bayfront with a total of 270 feet on the water. As you enter the home, your first view is a serene and expansive view of Sarasota Bay all the way from the Ringling Museum to Downtown Sarasota. Every bedroom is filled with bay views. Enjoy different types of boating as the dock includes 2 jet ski lifts and a 13,000 pound boat lift. With plenty of interior space that includes 5 bedrooms, 5 baths plus and office/den and upstairs has a ... Read more....»
1249 S BASIN LANE
SARASOTA FL 34242
Residential / Single Family Residence
6 Bed · 6 Bath · 1 Half Bath · 10,455 SqFt · $956/SqFt
Days on Market: 67
County: Sarasota
Subdiv/Community Name: Sanderling Club
Legal Subdivision Name: SANDERLING CLUB
Year built: 1951
Garage: Yes 8 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.56
This extraordinary waterfront property offers an unparalleled opportunity to create a stunning retreat overlooking the tranquil waters of Little Sarasota Bay. Spanning over 1.5 acres, this expansive corner parcel boasts more than 500 feet of water frontage on two sides, providing exceptional privacy and sweeping coastal views. Situated within the exclusive Sanderling Club on Siesta Key, this unique property is poised for transformation. The existing six-bedroom home offers a canvas ready for designing your custom dream residence. The main house includes formal living and dining rooms, an eat-in kitchen, family room, media room, and multiple dens. The first level features ... Read more....»
1336 & 1338 HARBOR DRIVE
SARASOTA FL 34239
Residential / Single Family Residence
5 Bed · 5 Bath · 2 Half Baths · 4,366 SqFt · $2,747/SqFt
Days on Market: 5
County: Sarasota
Subdiv/Community Name: Harbor Acres
Legal Subdivision Name: HARBOR ACRES
Year built: 1950
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
This compound (1336 and 1338 Harbor Drive) waterfront estate in the West-of-the-Trail Harbor Acres community offers a perfect blend of luxury, privacy, and serenity. The Chicago brick circular drive welcomes you to a walled property framed by lush greenery and large specimen trees. Tucked in the back of the quieter waters of a serene bayou, this home offers two boat docks, one with two boat lifts, perfect for the water enthusiast. Remodeled down to the studs two and a half years ago, the residence showcases superior craftsmanship throughout, featuring DuChateau European white oak floors, extensive shiplap paneling, Carrara marble baths, ... Read more....»
1610 N LODGE DRIVE
SARASOTA FL 34239
Residential / Single Family Residence
5 Bed · 5 Bath · 3 Half Baths · 7,110 SqFt · $2,068/SqFt
Days on Market: 187
County: Sarasota
Subdiv/Community Name: Cherokee Lodge
Legal Subdivision Name: CHEROKEE LODGE
Year built: 2024
Garage: Yes 8 vehicles
Private Pool: Yes
Waterfront: Yes
This stunning three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. Developer is offering the following allowances to the buyer to make selections: 25k for chandelier, 25k for primary bedroom closet build out, and a customizable boat dock and lift. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in either the detached two-car garage beneath the guest house or ... Read more....»
3200 HIGEL AVENUE
SARASOTA FL 34242
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 4,705 SqFt · $3,613/SqFt
Days on Market: 55
County: Sarasota
Subdiv/Community Name: Siesta Rev
Legal Subdivision Name: SIESTA REV OF
Year built: 2025
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to 3200 Higel Ave, an extraordinary waterfront estate that exudes unparalleled luxury and sophistication. Set on the pristine shores of Sarasota Bay, this 2025 under construction masterpiece offers a boater’s dream lifestyle combined with breathtaking views of Big Pass, South Lido Beach Park, Bird Key, and the dazzling bay and city skyline. Spanning four meticulously designed floors and encompassing 4,656 square feet, this stunning residence boasts 5 spacious bedrooms adorned with engineered hardwood flooring and level 5 custom builit in walk-in closets, offering a perfect blend of ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.