Grassy Point Estates Homes with Sailboat Water Water Frontage

Grassy Point Estates Homes with Sailboat Water Water Frontage

Welcome to Grassy Point Estates, a hidden gem nestled in the heart of Port Charlotte, Florida! This picturesque subdivision offers an idyllic lifestyle for those seeking a blend of tranquility and adventure, all while being surrounded by the natural beauty of the Sunshine State.

Grassy Point Estates is renowned for its stunning sailboat water frontage, providing residents with direct access to the serene waters of Charlotte Harbor and the Gulf of Mexico. Imagine waking up to the gentle sound of lapping waves and the sight of sailboats gliding by your window. This unique feature makes it a paradise for boating enthusiasts and nature lovers alike, offering endless opportunities for fishing, kayaking, and exploring the stunning coastal landscapes.

The homes in Grassy Point Estates are thoughtfully designed to maximize the breathtaking waterfront views. Many properties boast spacious layouts, modern amenities, and private docks, ensuring that your dream of waterfront living is well within reach. The community is characterized by lush landscaping, friendly neighbors, and a sense of belonging that makes it feel like home from the moment you arrive.

Location is everything, and Grassy Point Estates is conveniently situated near shopping, dining, and recreational facilities, making it easy to enjoy the best of Port Charlotte. Whether you’re looking for a peaceful retreat or an active lifestyle, this charming community offers the perfect balance.

Come experience the allure of Grassy Point Estates, where every day feels like a vacation. Your waterfront dream home awaits!

Newest Grassy Point Estates Homes with Sailboat Water Water Frontage

4790 Harbor Point Court, Port Charlotte
$2,300,000
4 Beds ⋅ 6 Baths ⋅ Grassy Point Estates SubDv. ⋅ 33952 Zip Code
Private Grassy Point Yacht Club estate with deeded marina access, no bridges to open water, 24-hour gated security, resort-style new pool and spa, 4-car garage, theater, wine cellar and whole-home solar backup. 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. Short drive to Historic Punta Gorda and Gulf beaches. Schedule your showing TODAY! and experience this exceptional Grassy Point Yacht Club residence and its private marina lifestyle.

4790 Harbor Point Court, Port Charlotte
21361 Harborside Boulevard, Port Charlotte
$89,000
Grassy Point Estates SubDv. ⋅ 33952 Zip Code
Price improved—take a look at the possibilities this lot offers 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
21370 Harborside Boulevard, Port Charlotte
$799,000
3 Beds ⋅ 3 Baths ⋅ Grassy Point Estates SubDv. ⋅ 33952 Zip Code
Stunning home with 3 Bedrooms, 3 Bathrooms, office/den and 3 Car Garage located in the upscale WATERFRONT gated community of GRASSY POINT. This home has a DEEDED DOCK in the community Marina. IMMEDIATE ACCESS TO CHARLOTTE HARBOR and on to the Gulf of Mexico. Beautiful high end design features throughout the home. This light and bright home offers a true open concept and split bedroom floor plan with Great Room, Dining Room, Living Room, well appointed Kitchen, Inside Laundry Room, Office and Bonus Room. Expansive Great Room with tile floor, high ceiling, crown molding, large arched windows and plantation shutters is perfect for entertaining. Off of the Great Room there is a separate Dining Room and separate Living Room offering a wonderful flow for guests. Both rooms have great natural light through large arched windows. French doors lead to a large Office/Den with closet and 2 large arched windows which could also be used as a bedroom. The Kitchen features wood cabinets (some with a glass front), granite counters, dining area, island with additional storage, double sink and stainless dishwasher. There is a stainless French door refrigerator and stainless oven with 6 burner gas range and hood. Good cabinet and counter space. A short staircase leads from the kitchen to a Bonus Room which could be a bedroom, craft room, office, man cave. The Inside Laundry has a washer, dryer, cabinets, sink, two windows, exterior door and long folding counter. The spacious Master Bedroom suite has a tray ceiling, crown molding, exterior door, two large windows and private bathroom. The bathroom features large glass walk in shower, dual sinks, vanity area. One guest bathroom has a unique decorative vanity and large walk in shower. The other guest bathroom has a tub/shower combination and glass sink. Per Owner: NEW METAL ROOF 2023....2 NEW A/C UNITS 2020, exterior painted 2023. THE DOCK SPACE IN THE MARINA IS #C15. Utilities are public water and sewer. Other features include: Double door entry with beautiful arched wood doors, open porch in the front, patio in the rear, tile floor and plantation shutters throughout, hurricane shutters, irrigation system, rain gutters, arched doorways, large arched windows. GRASSY POINT ESTATES is a deed restricted community with clubhouse, marina, lush tropical landscaping, full time manager and 24 hour security guard at the entrance. This home is beautifully appointed and is perfect for a family or those who enjoy entertaining!

21370 Harborside Boulevard, Port Charlotte
4661 Grassy Point Boulevard, Port Charlotte
$95,000
Grassy Point Estates SubDv. ⋅ 33952 Zip Code
Welcome to Grassy Point Estates — Port Charlotte’s premier gated waterfront enclave, where privacy and luxury meet the best of Florida coastal living. This exceptional homesite is perfectly positioned within a protected marina basin, offering peace of mind and quick access to Charlotte Harbor and the Gulf of Mexico. Surrounded by high-end luxury residences, this lot presents an outstanding opportunity to build your custom dream home at a highly desirable price point. Residents of this exclusive community enjoy a 24-hour guarded entry, private marina with deeded boat slips, and beautifully maintained grounds framed by lush tropical landscaping. Included with the property is deeded slip #A-5, ideally situated near the seawall within the private marina for added protection and convenience — providing a shorter walk and easy access to your boat. Grassy Point’s location places you moments from downtown Punta Gorda’s waterfront dining, boutique shopping, walking trails, and lively festivals — as well as the area’s world-class boating, fishing, and pristine Gulf beaches. Don’t miss this opportunity to own within one of Southwest Florida’s most distinguished gated communities and create your ideal coastal retreat in the heart of Punta Gorda.

4661 Grassy Point Boulevard, Port Charlotte
21421 Harborside Boulevard, Port Charlotte
$139,000
Grassy Point Estates SubDv. ⋅ 33952 Zip Code
Welcome to Grassy Point with its beautiful oversized estate lots, private gated entrance, and exclusive marina. This unique community is located directly on Charlotte Harbor. Build your dream home on a 130x200 lot (0.6 acres) The rear of the property faces protected state wetlands offering privacy and a beautiful view. This property comes with a DEEDED DOCK (B-15) in the community marina. Immediate sailboat access to Charlotte Harbor and on to the Gulf of Mexico. GRASSY POINT ESTATES is a deed restricted community with clubhouse, lush tropical landscaping, full time manager, and 24 hour security guard at the entrance. Minutes from shopping, dining, entertainment, medical care. This is a great location in a very special community.

21421 Harborside Boulevard, Port Charlotte
Start Your Search

How much is your home worth?

Get instant property value now!