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21321 Harborside Boulevard, Port Charlotte
$2,350,000
5 Beds ⋅ 6 Baths ⋅ Grassy Point Estates SubDv.
Live the LUXURY lifestyle with this Mediterranean style 5 bedroom, 5 1/2 bath, 6 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 2008, this STUNNING two-story home boasts over 6400 square feet of living space with tile & wood flooring throughout, crown molding, tray & coffered ceilings, a working elevator, 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 Miele appliances, including a new GE MONOGRAM refrigerator/freezer, two built-in ovens, a built-in microwave & convection oven, Gas cooking range with pot filler, food prep island with sink, new Corian countertops, plenty of cabinets for storage, a breakfast bar, walk-in pantry, a dinette with bench seating, and zero corner sliders to the patio. A large office has wood flooring, a built-in desk and shelving, and a full-sized safe. A spacious master suite has a glass slider to the patio, a gas fireplace, a large walk-in closet, and a private en-suite bathroom with split 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 French doors to a private balcony. Three guest rooms are on the main floor offering plenty of privacy and private en-suite bathrooms with walk-in showers. Ascend the staircase to the great room with zero corner sliders to a 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, dishwasher, ice maker, refrigerator/freezer, wine cooler, bartop counter. A fifth guest room is on the second floor with a private balcony and an attached full bathroom with a walk-in shower. Host summer BBQs with an outdoor kitchen with new countertops and grill, and a sink and refrigerator. A staircase leads you to a private oasis where you can dip in the crystal waters of a heated saltwater pool & spa or soak up the sun from the pool deck. NEW STONE COATED STEEL ROOF - NEW GUTTERS & SOFFIT - 5 NEW A/C UNITS - UPDATED KITCHEN - UPDATED LIGHTING FIXTURES & LED CAN LIGHTS - UPDATED POOL & SPA - FRESHLY PAINTED INTERIOR & EXTERIOR - UPDATED LANDSCAPING - DOCK A8 - SEE ATTACHED LIST OF FULL FEATURES & UPGRADES. Conveniently close to US-41 for easy access to shopping and amenities or take a short boat ride to local favorites such as Fishermen’s Village, Ponce De Leon Park, Laishley Crab House, Sunseeker Resort, and award-winning beaches! Schedule your showing TODAY!

21321 Harborside Boulevard, Port Charlotte
4531 Grassy Point Boulevard, Port Charlotte
$1,790,000
4 Beds ⋅ 5 Baths ⋅ Grassy Point Estates SubDv.
Welcome to Grassy Point Yacht Club, a rare 24-hour gated estate community on Charlotte Harbor offering private marina access, perfect for waterfront luxury living. This impeccably maintained home sits on the Elkcam Waterway, boasting panoramic harbor views and nightly sunset spectacles. The nearly 1,200-square-foot screened and covered lanai invites seamless indoor–outdoor living, with floor-to-ceiling sliding glass and glass pocket doors that open onto a gorgeous pool and spa deck. Additions include a private sunning area overlooking a neighbor’s putting green and custom Nebula lighting that sets a refined ambiance for evening entertaining. For boating enthusiasts, the property provides a 30,000-pound boat lift with upgraded remote-controlled Gem system, stainless steel cables, pulleys, and aluminum supports, plus a full-length, deep-water concrete dock accommodating vessels up to 55 feet. A second 6,000-pound lift offers convenience for jet skis or another boat, and all 22 pilings have been freshly serviced. Dockside amenities also include dual 50 amp and 30 amp power/water stations. In 2025, the residence received extensive luxury enhancements: the interior and exterior were freshly painted, the primary suite received elegant wide-plank porcelain tile flooring, and the home was outfitted with ten high-end ceiling fans, recessed LED lighting, and premium linear HVAC vents. The kitchen has been transformed with designer quartz countertops, backsplash, a new refrigerator, dishwasher, wine/beverage cooler, plus under- and over-cabinet lighting. Both covered porches have tongue-and-groove wood ceilings, and the landscape was fully renovated with new irrigation and an underground 250-gallon propane tank powering the outdoor kitchen and lanai fireplace. Built to stand the test of time, the home features a 50-year Boral stone-coated steel roof, a solar system generating 110% of its power needs, two high-efficiency water heaters, whole-house filtration, a Generac propane generator, and three high-efficiency HVAC systems. With hurricane-rated windows, storm coverings, and four ensuite bedrooms, including primary suites on both levels, plus custom plantation shutters throughout, every detail balances comfort and resilience. The oversized garage adds room for three to six vehicles, complete with epoxy flooring, hurricane-rated doors, built-in storage, and an EV charger, while the paver driveway and walkways lead to an additional RV hookup and accentuate the residence’s polished curb appeal. This property is not just a home, it’s a waterfront sanctuary designed for entertaining, relaxation, and luxurious everyday living. Schedule a private showing to experience its full splendor. See attached feature sheet for full list of upgrades. SELLER FINANCING AVAILABLE! BE SURE TO CLICK THE FULL VIRTUAL TOUR LINKS FOR DETAILS!

4531 Grassy Point Boulevard, Port Charlotte
4781 Harbor Point Court, Port Charlotte
$160,000
Grassy Point Estates SubDv.
Build your estate home in Grassy Point Estates, one of the most desirable places to live in Port Charlotte. An oversized lot with breathtaking sunset views, that you can never get tired of admiring. From your private dock space C-21, you can easily access Charlotte Harbor, the Gulf of Mexico, Peace River and the Myakka River to enjoy a day out fishing, sight-seeing and take in the beautiful riverscape all year round. Feel safe and secure in this Deed-Restricted community that provides gated 24 hour security, a clubhouse for get togethers and private streets that are perfect for walking, biking or running. Within a short drive you can enjoy a stroll on the beach, explore nearby Historic Downtown Punta Gorda that offers unique shopping and trendy dining experiences, or visiting the spring training facilities of Braves and Wellen Park in North Port. Come check out this gated community today.

4781 Harbor Point Court, Port Charlotte
21361 Harborside Boulevard, Port Charlotte
$60,000
Grassy Point Estates SubDv.
Great Vacant Lot located in Beautiful Grassy Point Estates, a Deed Restricted Gated Waterfront Community, with secure access to Custom Homes, Private Marina with Deeded Dock and Sailboat Access to Charlotte Harbor and on to the Gulf of Mexico, the subject property backs up to Protected Wetlands, ideal location to build your Dream Home in a Beautiful Gated Community.

21361 Harborside Boulevard, Port Charlotte