Port Charlotte Homes with Sailboat Water Water Frontage

Port Charlotte Homes with Sailboat Water Water Frontage

Welcome to Port Charlotte, Florida – a hidden gem nestled in the heart of Charlotte County. Known for its stunning natural beauty and laid-back lifestyle, Port Charlotte is a vibrant community that offers a perfect blend of suburban charm and waterfront living. With access to the picturesque waters of the Gulf of Mexico, residents enjoy a plethora of outdoor activities, from boating and fishing to kayaking and paddleboarding.

One of the standout features of Port Charlotte is its exceptional homes with sailboat water frontage. Imagine waking up each morning to the gentle sound of waves lapping against your dock, where your sailboat awaits for your next adventure. These waterfront properties not only provide direct access to the open waters but also offer breathtaking views that change with the seasons, creating a serene backdrop for your daily life.

The homes in this area are designed for those who appreciate the finer things in life, with many featuring modern amenities, spacious layouts, and private pools to soak up the Florida sun. The neighborhood fosters a sense of community, where friendly neighbors gather to share stories and enjoy the beautiful surroundings.

Port Charlotte is also conveniently located near shopping, dining, and entertainment options, ensuring that you have everything you need within reach. Whether you’re looking for a peaceful retirement haven or a family-friendly environment, Port Charlotte’s sailboat waterfront homes provide the perfect setting for a luxurious, relaxed lifestyle. Come discover the enchanting allure of Port Charlotte, where your dream home awaits!

Newest Port Charlotte Homes with Sailboat Water Water Frontage

$295,000
2 Beds ⋅ 2 Baths ⋅ Port Charlotte SubDv. ⋅ 33948 Zip Code
No Flood Zone! Discover this spacious and expanded two-bedroom saltwater-front home, perfectly situated in the heart of paradise. A welcoming front porch sets the tone as you step inside to a large living room, followed by a dining area that flows seamlessly into a recently remodeled kitchen featuring granite countertops, updated cabinets, and beautifully upgraded bathrooms. Beyond the dining space, you’ll find an enclosed, air-conditioned Florida room with walls of windows, offering the perfect spot to relax year-round. This home is packed with extras: a generous laundry room with ample storage, plus a separate shop/storage area with stainless steel shelving. Since purchasing, the owners have nearly doubled the size of the two-car carport, installed a 6,000-lb boat lift, extended the dock with water and electric, added new impact windows (2018), and installed a new heat pump in 2024. Boating enthusiasts will love the easy access—just a 20-minute ride to Charlotte Harbor and beyond to open waters. The location is equally convenient by land, with shopping, healthcare, Charlotte Sports Park (spring training home of the Rays), and sandy Gulf beaches all just minutes away. And importantly: no flooding or storm damage from the last two hurricanes. Don’t let the two-bedroom count fool you—this home lives large and offers all the space you need. Schedule your showing today and start enjoying the easy Florida lifestyle.

2256 Auburn Boulevard, Port Charlotte
$1,250,000
4 Beds ⋅ 4 Baths ⋅ Port Charlotte SubDv. ⋅ 33952 Zip Code
Exceptional waterfront opportunity on Charlotte Harbor! This extensively remodeled, fully furnished, turnkey residence is exceptionally clean and meticulously maintained. The home offers four bedrooms, 3.5 bathrooms, a private pool, a durable tile roof, and approximately 100 feet of concrete seawall. Enjoy direct sailboat access to open water with no fixed bridges, along with no HOA and no deed restrictions. The bright, open interior features a beautiful open-water view and a modern kitchen appointed with quartz countertops, stainless-steel appliances, and a waterfall island. Multiple sliding doors open to the screened pool and spacious waterfront entertaining area. Dolphins are frequently seen swimming behind the home, adding to the unforgettable Southwest Florida waterfront experience. Complete with a private primary suite, attached two-car garage, tropical landscaping, and breathtaking sunset views, this property is ideal as a full-time residence, seasonal retreat, or investment opportunity. Bring your boat and begin enjoying the Southwest Florida waterfront lifestyle! Professional photos, including a sunset photograph showcasing the property’s remarkable water views, are coming soon.

4449 Crews Court, Port Charlotte
$98,800
Port Charlotte SubDv. ⋅ 33948 Zip Code
SAILBOAT ACCESS! Bring your vision to life on this beautiful, cleared waterfront lot with direct access to Charlotte Harbor and the Gulf of Mexico—with no bridges out! This is your chance to secure a prime piece of Southwest Florida real estate where the water is part of everyday life. The lot is cleared and ready for your dream home, making it easier to picture the possibilities from day one. Step outside and enjoy the beauty of waterfront living, with boating, fishing, and sunny Gulf days right at your fingertips. The no-bridge sailboat access is a standout feature, offering a smooth route from your waterfront to open water. Conveniently located near popular shopping, fishing spots, and delicious local restaurants, this property puts fun and convenience close at hand. Spend the day on the water, grab a great meal, or explore nearby shops before heading back to your own private slice of paradise. If you have been searching for a waterfront lot for sale with sailboat access to Charlotte Harbor and the Gulf of Mexico, this property deserves a close look. Opportunities like this are not easy to find. Make an offer today and start planning your Southwest Florida dream!

18422 Van Nuys Circle, Port Charlotte
$499,900
3 Beds ⋅ 2 Baths ⋅ South Gulf Cove SubDv. ⋅ 33981 Zip Code
Waterfront Home with Gulf Access – Sailboat Water - No Bridges To The Bay! Ideal for your Sailboat or Large Yacht! At this time this is the lowest priced completed 3 Bedroom POOL home on Sailboat Water in South Gulf Cove. You can live your Florida dream vacation every day just a short drive to one of the most beautiful beaches in Southwest Florida! This charming home offers an open floorplan with split bedrooms providing privacy for you and your guests. The vaulted ceilings with ample high shelves for your treasures create an open, airy atmosphere with lots of natural light. There are 3 Bedrooms, 2 Baths, a formal dining room, efficient kitchen with Stainless Steel appliances & pantry closet, and a breakfast nook plus a breakfast bar. From the Living Room, French Doors lead you to the large screened lanai with a POOL & Spa. This home is in X Flood Zone so no flood insurance is required, however, the current flood policy is transferrable to a new owner at a very low rate if desired. Located on a DEEP WATER CANAL with 80 feet of Concrete Seawall leading to Charlotte Harbor, the Gulf, the Caribbean, fabulous Boca Grande and the world beyond! At this location you can enjoy a day on the water with the convenience of having your boat ready for use at a moment’s notice! Need a little more room? Seller owns the ADJACENT CONCRETE SEAWALL LOT which could provide an additional 80 feet on the water giving the potential to have more space or to build a Family Compound. South Gulf Cove is a very special waterfront community conveniently located close to great shopping, restaurants from casual to gourmet, world class Golf Courses, quaint Olde Englewood Village, historic Punta Gorda and Fisherman’s Village (by boat or car), and of course the beautiful Gulf Beaches of Boca Grande! Take your boat out to Boca Grande for the day or take a short (approx. 10 minute) drive to the Boca Grande Causeway to enjoy spectacular sunsets and all that fabulous Boca has to offer. Call today for more information on this home and possible special financing to a qualified buyer.

15001 Appleton Blvd, Port Charlotte
$2,300,000
4 Beds ⋅ 6 Baths ⋅ Grassy Point Estates SubDv. ⋅ 33952 Zip Code
LUXURY lifestyle with this Mediterranean style 4 bedroom, 6 bath, 4 Car garage home, located in the upscale private deed restricted community of Grassy Point Yacht Club. Grassy Point is a WATERFRONT GATED COMMUNITY featuring 24 HOUR MANNED SECURITY, DEEDED DOCKS with a PRIVATE MARINA, DEEP WATER BASIN, CLUBHOUSE AND MUCH MORE! All docks are within OPEN WATERS with NO BRIDGES. Built-in 2007, this STUNNING two-story home boasts over 5657 square feet of living space with travertine marble flooring throughout, crown molding, tray & coffered ceilings, a sauna room in the master bathroom, Safe Room, Storage room, tankless water heater, home theater, Tesla solar panels that provide power to entire house (in the event of a power outage), chargers for Tesla vehicles in both garages, epoxy garage floors, wine cellar, Pool table, gym, gas range in kitchen and BBQ, central vacuum system, in-ground 375 gallons propane tank, new roof 2024, new pool 2026 with brand new pool heater, recently remodeled guest bathroom and SO MUCH MORE! French doors open to a grand living room with a gas fireplace, large windows for plenty of natural lighting, and an open dining room, ideal for entertaining friends and family. A GOURMET eat-in kitchen is a chef's dream with ALL Stainless-steel professional gourmet appliances, including built-in refrigerator/freezer, built-in double ovens, gas cooking range with pot filler, food prep island with sink, granite countertops, plenty of cabinets for storage, a breakfast bar, walk-in pantry, a breakfast nook with glass wall overlooking pool area. A large office has built-in bookcases and fireplace. Spacious master suite has tray ceilings, gas fireplace, 2 large custom walk-in closets, and a large private en-suite bathroom with separate HIS & HERS vanities, a jetted soaking tub, a dual walk-in shower with 4 shower heads including two overhead rain shower heads, massaging wall jets and sauna room. Two guest rooms are on the main floor offering plenty of privacy and private bathroom with walk-in showers. On the second floor you’ll find access to second floor balcony overlooking the pool with a GORGEOUS view over the mangroves out to the harbor, and a full wet bar with granite countertops, plenty of cabinets & built-in shelving for storage, sitting area, movie theater, billiards room and fourth bedroom with en-suite bathroom. Enjoy outdoor kitchen with grill, sink and refrigerator. Adjacent to outdoor kitchen, enjoy crystal waters of a heated saltwater pool & spa or soak up the sun from the pool deck. NEW TILE ROOF - NEW GUTTERS & SOFFIT (2024) – 2 of 3 NEW A/C UNITS - NEW POOL & SPA - FRESHLY PAINTED INTERIOR & EXTERIOR - UPDATED LANDSCAPING - DOCK ASSIGNED AND INCLUDED - SEE ATTACHED LIST OF FULL FEATURES & UPGRADES. Short drive to Historic Punta Gorda and Gulf beaches. Schedule your showing TODAY! *Due to the exclusive nature and value of this property, all prospective purchasers must provide satisfactory proof of funds or lender pre-approval prior to confirmation of any showing appointment. For cash purchasers, proof of liquid funds sufficient to complete the purchase is requested. For financed purchasers, a current lender pre-approval letter from a reputable lending institution is requested. Seller reserves the right to require advance notice and to approve all showings. Please submit proof of funds or pre-approval prior to scheduling showings. Thank you for understanding and respecting the privacy of this luxury residence.

4790 Harbor Point Court, Port Charlotte
$900,000
4 Beds ⋅ 2 Baths ⋅ Port Charlotte SubDv. ⋅ 33952 Zip Code
Virtually Staged. WATERFRONT 4-BEDROOM, 2-BATH POOL HOME WITH GULF ACCESS, BOAT LIFT, HEATED SALTWATER POOL, HURRICANE WINDOWS, 2023 METAL ROOF AND OVERSIZED GARAGE in Port Charlotte! Located at 206 South Waterway Drive Port Charlotte, FL 33952 this concrete block home offers an outstanding boating location with only ONE BRIDGE within 5 MINUTES to open waters. Inside, the open floor plan features high ceilings in the living area, WOOD GRAIN - TILE flooring throughout, pocket sliding doors, ceiling fans, sun-blocking blinds and a front entry with coat closet. The kitchen offers wood cabinetry, granite countertops, stainless steel Maytag appliances, FARM sink, double oven, garbage disposal, Reverse osmosis system, pantry and an eat-in kitchen area with pool and canal view. The 4-bedroom, 2-bath split-bedroom floor plan provides privacy for the primary suite, which includes separate his-and-hers walk-in closets, mini split for comfort, a walk-in shower, soaking tub and ADA-height toilet. The guest bathroom features double sinks. An interior laundry room with sink adds convenience, while surround sound is available in select bedrooms and the family room includes a wall mount for a television. Step outside and enjoy the Florida lifestyle with a heated saltwater pool, 2024 pool pump, 2024 pool filter assembly and filter, pool fence and 20' x 20' no-see-um screened 2025 pool cage. The waterfront backyard includes a 10,000lbs boat lift. 2001 Flair 16'10" boat with 60 HP Yamaha motor included with sale of the home. Florida-ready features include hurricane windows, a metal roof, rain gutters, downspouts and a Ring security system, covering windows and doors. City water and sewer provide convenience, while a private well with an extra motor offers an additional water source. A water softener is also included. The oversized garage provides excellent storage and functionality with a sink and garage door opener, garage door screen, and drop-down stairs to attic storage. The extended driveway offers additional parking for vehicles, a boat or recreational equipment. Located close to shopping, parks, dining and everyday conveniences, 206 South Waterway Drive delivers the combination many Port Charlotte waterfront buyers are seeking: 4 bedrooms, 2 baths, Gulf access, private boat lift, heated saltwater pool, one bridge to open water, hurricane protection, metal roof, oversized garage and city water and sewer. A strong choice for anyone looking to enjoy boating, pool days and the Southwest Florida lifestyle from home.

206 S Waterway Drive Nw, Port Charlotte
$109,000
Grassy Point Estates SubDv. ⋅ 33952 Zip Code
Vacant Lot in Grassy Point Estates. Build your dream home in an exclusive gated and deed-restricted waterfront community, Grassy Point Estates in Port Charlotte. This desirable vacant lot offers a peaceful setting surrounded by natural beauty, upscale coastal living, and convenient access to some of Florida’s finest boating waters. Residents enjoy access to the community’s private marina and a deeded dock with sailboat access to Charlotte Harbor and the Gulf of Mexico. The property also backs to protected wetlands, providing added privacy, tranquil views, and a serene natural backdrop. Grassy Point features beautiful oversized estate lots and a relaxed waterfront lifestyle, all conveniently located near hospitals, schools, restaurants, and shopping. Within approximately 8–10 minutes, residents can enjoy waterfront dining, concerts at the Charlotte County Event Center, pickleball at Gilchrist Park, nearby yacht clubs, and a variety of open-air events. Create a custom home in this peaceful coastal community and enjoy the best of Florida waterfront living. Please visit Grassy Point On Charlotte Harbor website for more exciting community information.

21361 Harborside Boulevard, Port Charlotte
$289,314
2 Beds ⋅ 2 Baths ⋅ Port Charlotte SubDv. ⋅ 33948 Zip Code
LOCATION, LOCATION, LOCATION! MOVE-IN READY and exceptionally clean—Mrs. Clean lived here! This meticulously maintained waterfront home shows pride of ownership throughout and is ready for its new owners to simply unpack and start enjoying the Florida lifestyle. Conveniently located on a pleasant residential street close to schools, shopping, dining, medical care, and everyday essentials, this beautifully updated home offers a canal-front setting with access to open water via two fixed bridges. Step inside to a fresh, updated interior featuring a renovated kitchen with granite countertops, new appliances (2025), updated bar counter, plank tile flooring, new interior doors, updated bathroom vanities, fixtures and ceiling fans, plus two beautifully renovated bathrooms. Additional improvements include a NEW ROOF (2020), new water heater (2026), new garage door, new front door, new front windows, and fresh interior and exterior paint. The oversized screened lanai provides fantastic additional space for relaxing and entertaining while overlooking the spacious, fully fenced backyard and canal. A large waterside patio creates a peaceful setting for morning tea, outdoor dining, entertaining, or simply unwinding by the water. Steps have also been added at the seawall for convenient waterfront access. The fully fenced backyard offers plenty of room for pets, play, and outdoor activities. A shed added in 2024 provides valuable additional storage, and the trampoline and swing set are included. Immaculate, updated, waterfront and truly MOVE-IN READY! With extensive improvements, generous indoor/outdoor living space, canal frontage, and a convenient location, this home offers an exceptional combination of comfort, value, and Southwest Florida lifestyle. PRICED TO SELL—schedule your private showing today!

2016 Pellam Boulevard, Port Charlotte
$94,900
Port Charlotte SubDv. ⋅ 33981 Zip Code
GULF-ACCESS WATERFRONT LOT ON THE GALAXIE WATERWAY - SOUTH GULF COVE. Bring your boat AND your builder to this canal-front homesite in one of SW Florida's premier boating communities. This 80x125 lot (10,000 sq ft) offers direct Galaxie Waterway frontage, southern exposure, PUBLIC WATER & SEWER availability, and HIGH-SPEED FIBER INTERNET available (up to 1-2 GB). Powerboat Gulf access via the South Gulf Cove canal system, Interceptor Lagoon and the community lock (free to use) to the Myakka River, Charlotte Harbor & the Gulf of Mexico - a fixed bridge lies on the route (approx. 9-10 ft clearance; buyer to verify route & vessel fit). BUILDER HEAD START: a building-permit application is already on file with Charlotte County (protocol 26tmp-020798; permit not yet issued), and full architectural/engineering plans plus a boundary & topographic survey are available for review (buyer to verify). No seawall. FEMA Flood Zone AE. Voluntary HOA community with NO rental restrictions - ideal for investors or your own dream home. Minutes to Boca Grande, Englewood beaches, world-class fishing & golf.

14250 Keystone Boulevard, Port Charlotte
$974,900
3 Beds ⋅ 3 Baths ⋅ Port Charlotte SubDv. ⋅ 33952 Zip Code
Every day feels like a vacation in this turnkey waterfront home, where luxury living meets effortless boating just 10 minutes to Charlotte Harbor and the Gulf with no fixed bridges. Built in 2021, this beautifully appointed waterfront residence offers modern construction and premium finishes throughout. Perfectly positioned on an oversized waterfront homesite with approximately 120 feet of seawall, this stunning home delivers the Southwest Florida waterfront lifestyle buyers dream about. Whether you're cruising to the Gulf, entertaining friends poolside, or simply unwinding as the sun reflects across the canal, every detail was designed for luxury and effortless waterfront living. Boating enthusiasts will appreciate the extended composite dock with water and electric, an 8,000-pound boat lift, and quick, unrestricted access to open water. Inside, soaring tray ceilings, abundant natural light, and contemporary finishes define the open-concept design. The kitchen features custom soft-close cabinetry, granite countertops, stainless steel appliances, a built-in oven, cooktop with vent hood, stylish backsplash, and an oversized breakfast bar perfect for gathering with family and friends. The luxurious primary suite is a private retreat with pocket sliders opening to the lanai, dual walk-in closets, and a spa-inspired bath featuring dual vanities, a soaking tub, and an oversized Roman shower. A private guest suite with an ensuite bath and direct pool access offers exceptional comfort for family and visitors. Step outside to the expansive screened lanai through zero corner sliding doors, which features a heated beach-entry pool, relaxing spa, generous covered entertaining space, two outdoor TV locations, and hookups for a future outdoor kitchen. Southeastern rear exposure provides sunshine throughout the day while showcasing peaceful canal views. Additional highlights include impact windows, plantation shutters, smart home technology, a laundry room, a screened three-car garage, an oversized paver driveway, a spacious fenced backyard, and exceptional craftsmanship throughout. This home is offered fully furnished and turnkey, allowing you to begin enjoying the waterfront lifestyle from day one. Just a short walk away, the newly redeveloped Port Charlotte Beach Park offers enhanced waterfront recreation, a public boat launch, pickleball courts, walking paths, playgrounds, and more. Fishermen's Village, Sunseeker Resort, waterfront dining, shopping, golf, and world-class boating and fishing are all just minutes away. Whether you're seeking a full-time residence, seasonal escape, or legacy investment, this home checks every box. Previously enjoyed as a successful luxury vacation home, it offers outstanding flexibility as a primary residence, winter retreat, or investment opportunity. Luxury. Lifestyle. Waterfront Living. Opportunities like this are rare. Come discover why every day feels like a vacation.

4286 Harbor Boulevard, Port Charlotte
$215,000
Port Charlotte SubDv. ⋅ 33953 Zip Code
Imagine ending the day on your own dock, watching the Florida sunset paint the sky while your boat waits just steps from home. Survey included along with house plans the owner paid for, ready to use by the new owners. Mostly Cleared saving you thousands of dollars when you’re ready to build your dream home. Pontoon boat also available for sale! At 321 Hoffer St, that lifestyle is ready to become reality. This cleared 10,000-SF waterfront homesite offers approximately 80 feet on the Apollo Waterway with Gulf, Charlotte Harbor and Myakka River access. A concrete seawall, composite dock and boat lift are already in place, giving you a head start on creating your custom Florida retreat. With room for a pool and no HOA, bring your vision and build the waterfront escape you've been dreaming about—where boating, fishing, sunsets and laid-back Florida living become part of every day. Conveniently located near dining, shopping, golf and area beaches.

321 Hoffer Street, Port Charlotte
$825,000
3 Beds ⋅ 3 Baths ⋅ Port Charlotte SubDv. ⋅ 33953 Zip Code
ATTENTION CAR ENTHUSIASTS, BOATERS & HOBBYISTS — YOUR DREAM PROPERTY HAS ARRIVED! Welcome to an extraordinary ½-acre Gulf-access waterfront estate where luxury living meets unmatched functionality. Perfectly positioned on an oversized corner lot, this one-of-a-kind property offers a rare combination of an elegant waterfront home, resort-style outdoor living, and a 1,488 sq. ft. climate-controlled "show-stopper" detached garage that is truly in a class of its own. Designed with versatility in mind, the detached garage features one 12-foot door, two 8-foot overhead doors, a hydraulic vehicle lift, extensive cabinetry and shelving, plus room for up to 8 cars or 4 trucks. Whether you're a collector, contractor, woodworker, landscaper, RV owner, or simply need incredible storage space, this building delivers endless possibilities. There's even additional space for your boat, golf cart, trailer, or recreational toys. Completing the package is a charming air-conditioned She Shed complete with water and electric—perfect as a home office, craft studio, workshop, or private retreat. Step inside the beautifully updated home and you'll immediately appreciate the bright, open floor plan enhanced by soaring cathedral ceilings, abundant natural light, and calming coastal-inspired finishes throughout. Offering 3 spacious bedrooms, 2.5 bathrooms, formal dining, and two generous living areas, this home was designed for both comfortable everyday living and effortless entertaining. The heart of the home is the stunning gourmet kitchen, featuring elegant shaker cabinetry, granite countertops, stainless steel appliances, abundant storage, and generous prep space that any chef will appreciate. The adjoining family room overlooks the sparkling pool and peaceful canal, creating seamless indoor-outdoor living. Retreat to the spacious owner's suite where every morning begins with tranquil waterfront views. The luxurious primary bath has been completely remodeled and features spa-inspired finishes, while the guest bathrooms have also been tastefully renovated. Step outside to your own private waterfront oasis. Relax in the heated saltwater pool, unwind beneath the screened lanai complete with a convenient pool bath, or enjoy the beautifully landscaped yard overlooking the canal. The new composite dock and boat lift provide quick boating access to the Myakka River, Charlotte Harbor, and the Gulf of Mexico in just minutes, making this a true boater's paradise.

1114 Campbell Street, Port Charlotte
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