Waterfront single family homes with sailboat access to Charlotte Harbor, Pine Island Sound, the ICW, the Gulf of Mexico and beyond.
5117 COLLINGSWOOD BOULEVARD
PORT CHARLOTTE FL 33948
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 2,603 SqFt · $537/SqFt
Days on Market: 66
County: Charlotte
Subdiv/Community Name: South Bayview Estates
Legal Subdivision Name: SOUTH BAYVIEW ESTATES
Year built: 2001
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
The perfect harmony of custom luxury and serene waterfront living defines this striking 4 BEDROOM, 3.5 BATHROOM retreat with a spacious 3 CAR GARAGE-crafted with care and designed to impress. Set on OVER A HALF ACRE with 97 FT OF SHORELINE, the home offers sweeping views of a tranquil lagoon and mangrove-lined waterways, with DIRECT, NO BRIDGE access to Charlotte Harbor and the Gulf via Manchester Waterway. A circular drive leads to an open-concept interior filled with rich woodwork, LUXURIOUS FINISHES, custom barn doors, and STRIKING CHICAGO BRICK ACCENT WALLS. Tile flooring flows throughout, blending warmth and refinement for everyday ... Read more....»
15336 SPANISH POINT DRIVE
PORT CHARLOTTE FL 33981
Residential / Single Family Residence
4 Bed · 2 Bath · 1 Half Bath · 2,361 SqFt · $593/SqFt
Days on Market: 112
County: Charlotte
Subdiv/Community Name: Harbor West
Legal Subdivision Name: HARBOR WEST
Year built: 2020
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
The spectacular Gulf-access waterfront saltwater heated pool and spa home situated on one of the largest tip lots in Harbor West. This oversized lot offers just over half an acre and features 165 feet of waterfront. This sailboat water property provides direct Gulf access with no bridges and is positioned on two intersecting, lake-like canals: Butterford and Aquarius Waterways. Enjoy colorful views from sunrise to sunset from the expansive 60’ x 35’ paver-bricked screened lanai. The open-concept layout offers over 3,200 square feet of indoor and outdoor living space. The split-bedroom floor plan includes 3 bedrooms plus a flexible 4th bedroom ... Read more....»
14540 GASPAR LOOP
PORT CHARLOTTE FL 33981
Residential / Single Family Residence
3 Bed · 3 Bath · 2,647 SqFt · $567/SqFt
Days on Market: 197
County: Charlotte
Subdiv/Community Name: Harbor West
Legal Subdivision Name: HARBOR WEST
Year built: 2021
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.03
This home is a true gem in South Gulf Cove! Nestled on the largest lot in Harbor West, situated on over one acre, it has sailboat water access, making it a boater's paradise. Built in 2021, this unique Lennar built Sunset model is located in the exclusive, gated community of Harbor West, the only master-planned and gated community in South Gulf Cove. The home boasts a coastal design with 3 bedrooms, 3 bathrooms, and a den that can serve as a fourth bedroom. With 275 feet of water frontage, the property features a 90-foot extended paver walkway leading to a ... Read more....»
2073 TREASURE LANE
PUNTA GORDA FL 33982
Residential / Single Family Residence
4 Bed · 3 Bath · 2,850 SqFt · $544/SqFt
Days on Market: 129
Cumulative Days on Market: 1,129
County: Charlotte
Complex/CommunityName: THE ESTATES ON PEACE
Subdiv/Community Name: The Estates On Peace River
Legal Subdivision Name: THE ESTATES ON PEACE RIVER
Year built: 2023
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.17
**PLEASE ENJOY THE 3D INTERACTIVE VIRTUAL TOUR ASSOCIATED WITH THIS LISTING – Welcome to Punta Gorda, Florida, and the gated community of The Estates on Peace River, comprised of only 28 homes! This new custom-built pool home enjoys approximately 140 feet of water frontage and a private dock. The house is situated on one of the larger lots in the community, measuring ~1.17 acres in size. At almost 2900 square feet, the home sports four spacious bedrooms, an office/den, three full baths, a great room with a decorative accent wall and a coveted three-car attached garage. The many custom features ... Read more....»
16147 LANKFORD COURT
PORT CHARLOTTE FL 33981
Residential / Single Family Residence
3 Bed · 3 Bath · 2,416 SqFt · $642/SqFt
Days on Market: 462
County: Charlotte
Subdiv/Community Name: South Gulf Cove
Legal Subdivision Name: PORT CHARLOTTE SEC 94 01
Year built: 2022
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Why build when you can have this beautiful home now - shows like a model! ALL REASONABLE OFFERS CONSIDERED. IT IS A TURNKEY LISTING! This Luke Brothers model, THE GRAND CAYMAN, was voted by the judges and people viewing properties during Parade of Homes 2025, TO BE THE BEST IN CATEGORY FOR: SIZE,OUTDOOR LIVING, CURB APPEAL AND ACHITCTURAL DETAIL, MASTER SUITE, EXTERIOR FINISHES, and INTERIOR FINISHES. Here is luxury, resort style living welcoming you into this unique property that offers the epitome of waterfront living. This slice of perfection is sited on a cul-de-sac key ... Read more....»
27320 EGRET PLACE
PUNTA GORDA FL 33983
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,652 SqFt · $383/SqFt
Days on Market: 239
Cumulative Days on Market: 433
County: Charlotte
Subdiv/Community Name: Herons Cove
Legal Subdivision Name: HERONS COVE
Year built: 2003
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 3.05
One or more photo(s) has been virtually staged. Welcome to this one-of-a-kind 3.05-acre WATERFRONT private estate nestled in Herons Cove.Through your private gates is a STUNNING 4 bedroom, 4.5 baths, 4652 sq ft LUXURIOUS dream home with an oversized 3 car garage situated in the middle of this private estate. An open floor plan with natural light awaits you with over 12’ ceilings, custom cabinetry, fireplace, impact doors and windows, french doors, oak luxury vinyl flooring, Simply Safe Security system, and a full-house propane back-up generator. Each bedroom has its own en-suite bathroom and large walk-in closets. The master ... Read more....»
1415 BAYSHORE DRIVE
ENGLEWOOD FL 34223
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 3,487 SqFt · $531/SqFt
Days on Market: 121
County: Sarasota
Subdiv/Community Name: Englewood Gardens
Legal Subdivision Name: ENGLEWOOD GARDENS
Year built: 2003
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.08
Sailboat Waterway. This custom coastal estate sits on over an acre of lush, landscaped grounds overlooking the tranquil waters of Forked Creek, it offers the perfect blend of privacy and natural beauty. The tropical setting features coconut palms, banana trees, multiple mango varieties, olive trees, and more—creating a serene oasis. A heated pool, spacious fire pit, and multiple entertaining areas provide the ideal backdrop for lively gatherings, breathtaking sunsets, or peaceful evenings under the stars. With a private boat lift and two jet ski lifts, you’re just minutes from Lemon Bay, the Intracoastal Waterway, and pristine Gulf beaches. Inside, 3,487 sq. ft. ... Read more....»
6091 MANASOTA KEY ROAD
ENGLEWOOD FL 34223
Residential / Single Family Residence
3 Bed · 2 Bath · 2,062 SqFt · $946/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Manasota Bay Estates
Legal Subdivision Name: MANASOTA BAY ESTATES
Year built: 1989
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.48
From sunrise on the bay to sunset on the gulf, this beautiful Manasota Key home offers the ultimate Florida lifestyle on nearly 1.5 acres. A long private driveway lined with majestic oaks leads to a two-story, three-bedroom, two-bathroom retreat with deeded beach access. The home is being sold turnkey furnished, so you can simply bring your suitcase and start living the relaxed island life. Stone accents and double doors set the tone for its curb appeal, while spacious elevated front and back porches invite you to enjoy the views from every angle. The elevator makes access to the main living ... Read more....»
10580 POUGHKEEPSIE CIRCLE
PORT CHARLOTTE FL 33981
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 5,206 SqFt · $384/SqFt
Days on Market: 166
County: Charlotte
Complex/CommunityName: PORT CHARLOTTE
Subdiv/Community Name: Port Charlotte
Legal Subdivision Name: PORT CHARLOTTE SEC 87
Year built: 2009
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Live the Luxury Coastal lifestyle with this STUNNING SAILBOAT ACCESS 4 Bedroom, 4.5 Bathroom, 2 Car attached Garage & a 2 Car detached garage, TWO-STORY, Pool home with a Den, Family & Bonus rooms. Situated on a DOUBLE TIP Lot with 255ft of water frontage, a Wood dock & 16,000-lb boat lift, South Gulf Cove. Boasting over 5,200 square feet of living space, this home is bathed in natural light from expansive windows and offers BEAUTIFUL water views throughout, blending comfort, elegance, and scenic beauty. The living room impresses with soaring tray ceilings and breathtaking views, seamlessly connected to a ... Read more....»
63 PALM DRIVE
PLACIDA FL 33946
Residential / Single Family Residence
4 Bed · 2 Bath · 2 Half Baths · 3,294 SqFt · $622/SqFt
Days on Market: 116
County: Charlotte
Subdiv/Community Name: Palm Island Estates
Legal Subdivision Name: PALM ISLAND ESTATES UN 3
Year built: 2008
Garage: Yes 1 vehicles
Private Pool: Yes
Waterfront: Yes
Imagine living next door to world-famous Boca Grande — but for just a fraction of the cost. If you value privacy, tranquility, and true island living, this Palm Island property is your perfect escape. And here’s the twist — this dream can be yours for just 19 Bitcoin. Experience island living at its finest with this stunning waterfront retreat offering direct access to the Intracoastal and the Gulf of Mexico. One of the few island homes constructed with concrete block, this residence promises lasting durability and peace of mind—built to stand the test of time. Set in a serene, private oasis, this home ... Read more....»
3700 COMO STREET
PORT CHARLOTTE FL 33948
Residential / Single Family Residence
5 Bed · 4 Bath · 1 Half Bath · 4,915 SqFt · $468/SqFt
Days on Market: 1
County: Charlotte
Complex/CommunityName: BRIDGEBROOK SHORES
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: PORT CHARLOTTE SUB I SEC 31
Year built: 2005
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 3.44
Whatever your perfect Florida day looks like, you can live it here. Begin with a swim in your resort-style heated saltwater pool, stroll down your private nature trail to the tiki hut and dock with lifts, and set out for the Gulf. Entertain outdoors in the summer kitchen, or unwind with movie nights in your private theater. The upstairs entertainment loft offers a wet bar, balcony, and Murphy bed — the ideal space for guests. Set on 3.4 acres within the gated enclave of Bridgebrook Shores, this custom estate combines privacy, luxury, and resort-style living. Inside, 12-foot ceilings, graceful archways, and ... Read more....»
4024 CASEY KEY ROAD
NOKOMIS FL 34275
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 4,347 SqFt · $541/SqFt
Days on Market: 303
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: ACREAGE & UNREC
Year built: 1979
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
BACK ON MARKET. CASEY KEY HOME RUN INVESTMENT! MOTIVATED SELLERS HAVE REDUCED. STORM RESISTANT Waterfront Residence on Casey Key, one of the most exclusive barrier islands on Florida’s West Coast! Looking for a waterfront residence MOVE-IN READY, with a deep-water dock, completely unaffected by the recent storms; & located on a magical Island that has no high rises, no traffic jams, exclusivity, resident-owned beaches, privacy, great medical, dining, and shopping, all extremely convenient? This Casey Key estate with over 4300 square feet of living space offers a rare combination of privacy & location, with stunning views of Little Sarasota ... Read more....»
300 GARDEN LANE
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 4 Bath · 3,256 SqFt · $998/SqFt
Days on Market: 69
County: Sarasota
Subdiv/Community Name: Bay Island
Legal Subdivision Name: SIESTA REV OF
Year built: 1975
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
A Rare Opportunity on North Siesta Key – 350 Feet of Waterfront! Discover this unique single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—is truly a boater’s and fisherman’s paradise, just steps from Shell Beach and its breathtaking sunsets. The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom ... Read more....»
1386 TANGIER WAY
SARASOTA FL 34239
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 2,349 SqFt · $1,490/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: San Remo Estates
Legal Subdivision Name: SAN REMO ESTATES
Year built: 1957
Garage: No
Waterfront: Yes
SAN REMO ESTATES WATERFRONT LOT FOR SALE – Here’s your opportunity to bring your favorite architect and builder of choice and start designing your dream home directly on Roberts Bay in one of Sarasota’s most exclusive waterfront communities. On ONE-THIRD PLUS ACRE with over 90 FEET OF WATER FRONTAGE and the perfect southwestern backyard exposure, you’ll enjoy beautiful sunsets year-round. Boaters will love the location on sailboat water with no fixed bridges to the pristine aquamarine Gulf waters. San Remo Estates is, arguably, THE BEST WATERFRONT COMMUNITY in SARASOTA with all the benefits of the proximity to the white sandy ... Read more....»
3540 MISTLETOE LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 3,166 SqFt · $1,136/SqFt
Days on Market: 39
County: Sarasota
Subdiv/Community Name: Coreys Landing
Legal Subdivision Name: COREYS LANDING
Year built: 1991
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
This spectacular direct bayfront three-bedroom plus den home is offered fully furnished and meticulously updated to reflect modern coastal luxury. With sweeping views of Sarasota Bay and a deep-water dock with a lift, this residence is a boater’s dream. Every detail has been thoughtfully refined, from the new oak hardwood flooring throughout to impact-rated glass windows and sliders that flood the interiors with natural light. The home is further enhanced by freshly painted interior and exterior, a newer roof (2022), fully updated electrical and plumbing systems. Inside the nearly 3,200 square-foot layout, a stunning cathedral ceiling soars above the living ... Read more....»
614 BAYSHORE DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 4 Bath · 1 Half Bath · 4,048 SqFt · $1,359/SqFt
Days on Market: 81
County: Sarasota
Subdiv/Community Name: Bay Acres Sub
Legal Subdivision Name: BAY ACRES - RESUB
Year built: 2024
Garage: Yes 5 vehicles
Private Pool: Yes
Waterfront: Yes
New Seawall / Waterside deck, New Automated Gate, Lanai Automated Screens Commanding over half an acre with 116 feet of pristine frontage on Little Sarasota Bay, this brand-new custom estate captures the essence of coastal luxury. From the moment you arrive, you are greeted by sweeping water views and spectacular Casey Key sunsets, setting the stage for an extraordinary lifestyle. Designed for the boating connoisseur, the property boasts a new dock with water, electric, a 20,000 lb boat lift, and direct bay access—no bridges to the Gulf. For the automotive enthusiast, a 1,400 sq. ft. climate-controlled garage with 14-ft ceilings, professional-grade car ... Read more....»
5727 RIEGELS POINT ROAD
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 3,616 SqFt · $1,546/SqFt
Days on Market: 373
County: Sarasota
Subdiv/Community Name: Riegels Landing
Legal Subdivision Name: RIEGELS LANDING
Year built: 1982
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as effortless as it is extraordinary. Nestled within the gated enclave of Riegels Landing on Siesta Key, an exclusive community with fewer than 30 estate homes, this unique property offers a lifestyle where outdoor living is as exceptional as the interior. Step into your own island sanctuary, surrounded by 357 feet of deep-water ... Read more....»
7233 MIDNIGHT PASS ROAD
SARASOTA FL 34242
Residential / Single Family Residence
6 Bed · 5 Bath · 1 Half Bath · 4,250 SqFt · $1,400/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Sanderling Club
Legal Subdivision Name: SANDERLING CLUB
Year built: 2026
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Pre-Construction. To be built. Pre-Construction Waterfront Estate | The Sanderling Club, Siesta Key. Experience the pinnacle of coastal luxury with this rare 6-bedroom, 5.5-bath waterfront estate in the exclusive Sanderling Club on Siesta Key. Set within a private, tropical oasis with direct access to the Intracoastal Waterway, this 4Bedroom/4.5 Bath home to-be-built residence by E/M Custom Homes offers refined craftsmanship, elegant coastal architecture, and a flexible multigenerational design in addition to the existing 2/1 ADU currently on the property. Come live, boat, and park on property while you build your dream home. The main home to be built features 4 ... Read more....»
251 CEDAR PARK CIRCLE
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 3,446 SqFt · $1,741/SqFt
Days on Market: 17
County: Sarasota
Subdiv/Community Name: Cocoanut Bayou
Legal Subdivision Name: COCOANUT BAYOU
Year built: 2013
Garage: Yes 5 vehicles
Private Pool: Yes
Waterfront: Yes
This award-winning Modernist home was designed to provide privacy while maintaining direct tranquil water views framed by mature tropical landscaping. In the desired and private lot enclave of Cedar Park, one approaches the residence via a canopied private lane before entering the ideal spot for boaters, car enthusiasts, or those who just enjoy the serenity of the .6-acre grounds with plus/minus 350 feet of frontage on Cocoanut Bayou. The car enthusiast will appreciate the twin garages accommodating five cars, while boaters will be impressed by the water depth of plus/minus 4 feet, substantial IPE wood dock with 10,000-pound and 7,000-pound ... Read more....»
5132 JUNGLE PLUM ROAD
SARASOTA FL 34242
Residential / Single Family Residence
5 Bed · 5 Bath · 2 Half Baths · 6,928 SqFt · $996/SqFt
Days on Market: 173
County: Sarasota
Subdiv/Community Name: Hidden Harbor
Legal Subdivision Name: HIDDEN HARBOR
Year built: 2008
Garage: Yes 10 vehicles
Private Pool: Yes
Waterfront: Yes
Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living ... Read more....»
4315 MANGROVE PLACE
SARASOTA FL 34242
Residential / Single Family Residence
6 Bed · 6 Bath · 3 Half Baths · 7,535 SqFt · $2,117/SqFt
Days on Market: 81
County: Sarasota
Subdiv/Community Name: South Cocoanut Bayou
Legal Subdivision Name: SOUTH COCOANUT BAYOU
Year built: 2005
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Private Island, Gated Home, Private access to deeded beach! Experience the epitome of exclusivity with unheard of waterfront views, unmatched privacy, and breathtaking, expensive vistas from your own private island retreat. Tucked away on a private island in Siesta Key’s South Cocoanut Bayou, this Tuscan-inspired estate feels like it’s been plucked from the pages of a storybook. The estate at 4315 Mangrove Place features a Tuscan-inspired central courtyard with over 4000 sq ft designed as the heart of the home. It is a grand, open-air courtyard enclosed by both the main residence and the guest villa, connected via an elegant, ... Read more....»
4050 HIGEL AVENUE
SARASOTA FL 34242
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 6,301 SqFt · $3,492/SqFt
Days on Market: 33
Cumulative Days on Market: 164
County: Sarasota
Subdiv/Community Name: Siesta Rev
Legal Subdivision Name: SIESTA REV OF
Year built: 2026
Garage: Yes 16 vehicles
Private Pool: Yes
Waterfront: Yes
One or more photo(s) has been virtually staged. Pre-Construction. To be built. One or more photos was virtually staged. An unmatched LUXURY BEACH estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Currently in development for New Construction by M&J Pham Development, the iconic Mid-Century Modern style residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines on the Gulf of America and Sarasota Bay. Spanning 14,543 sq. ft. under roof, with 6,301 sq. ft. of air-conditioned interiors, the home features 5 bedrooms, 6 full ... 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.
