Port Charlotte Vacation Homes for Sale

OFFERED AT 2.5 MILLION LESS THAN LAST APPRAISAL. This is certain to be a gain for your portfolio. Welcome to the Magic on the Myakka! No expense was spared in creating a masterpiece. Every inch of the home has been beautifully upgraded and well-considered. Situated on 20 ACRES of privacy with unobstructed views of the MYAKKA RIVER.

Set on a rare tip lot with approximately 320 feet of pristine waterfront, this one-of-a-kind custom estate delivers an extraordinary blend of architectural elegance, thoughtful engineering, and effortless coastal living. Designed and built as a private retreat, the home spans over 5,500+ sq. ft. of air-conditioned space and more than 7,000+ sq. ft.

PRIME LOCATION! Presenting this stunning, Key West Style, waterfront home on the desired Lagoon in South Gulf Cove, located minutes from Charlotte Harbor. The front staircase leads to a covered balcony with w/ Wi-Fi lighting and sound.

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.

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.

Just STUNNING! Discover an exceptional estate home that blends luxury and true Florida waterfront living. Perfectly positioned on three waterfront lots—totaling over three-quarters of an acre—this custom 4,265 sq. ft. residence offers sweeping views of the wide canal leading straight out to the Myakka River. Built with meticulous attention to detail, this 3-bedroom plus office, 3.

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.

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.

The breathtaking water views serve as a serene backdrop to this exquisite 4-bedroom, 3-bathroom waterfront, gulf access sanctuary with breathtaking, unobstructed views of Charlotte Harbor from nearly every room. This custom-built home built in 2020 offers both construction features and an elevation that were designed to prevent damage from storms.

Experience a lifestyle of unmatched luxury and serenity at 3690 Como Street—an extraordinary waterfront residence set within one of Port Charlotte’s most exclusive and private neighborhoods. Built in 2017, this custom-designed estate masterfully blends modern sophistication with timeless Florida charm, offering an exceptional balance of comfort, style, and functionality.

Most Elegant & Sophisticated SAILBOAT ACCESS 2-story Mediterranean style estate pool & spa home offering 4 bds., 3.5 baths, and 3 car garage (Tesla hook-up) & over 5300 sq.ft. of luxury living! This home is located on almost 1 acre, directly on the Manchester waterway with a private NEW boat dock, 10,000 pound boat lift & concrete seawall that leads out to the Gulf of Mexico.

Seller to Contribute up to $20,000 Towards Closing Cost. South Gulf Cove a Waterfront Community. Come see this Amazing Home. This Home was Custom Made, every detail carefully thought through. The Floor Plan provides space for everyone, and its 12 feet high Ceilings adds elegance to the entire home.