Oak Hollow Homes for Sale

Oak Hollow Homes for Sale

Welcome to Oak Hollow, a hidden gem nestled in the heart of Port Charlotte, Florida! This charming subdivision offers a delightful blend of serene living and vibrant community spirit, making it the perfect place to call home. Surrounded by lush landscapes and scenic waterways, Oak Hollow boasts a tranquil atmosphere that invites residents to unwind and enjoy the beauty of nature.

The homes for sale in Oak Hollow are as diverse as the community itself, catering to a variety of lifestyles and preferences. From cozy single-family homes to modern designs, each property is thoughtfully crafted with quality finishes and spacious layouts. Many homes feature inviting outdoor spaces, ideal for entertaining or simply soaking up the Florida sunshine. With an array of amenities nearby, including parks, shopping centers, and dining options, residents have everything they need just a stone's throw away.

Living in Oak Hollow means embracing a lifestyle filled with outdoor adventures. Explore the nearby Charlotte Harbor, where you can indulge in boating, fishing, and kayaking, or take a leisurely stroll along the picturesque waterfront. For those who enjoy golf, several championship courses are within easy reach, offering the perfect way to spend a sunny afternoon.

Whether you're a first-time homebuyer, a growing family, or looking to downsize, Oak Hollow has something for everyone. With homes for sale that reflect the beauty and charm of Florida living, this subdivision is an opportunity not to be missed. Come and discover your dream home in Oak Hollow, where community and comfort meet in perfect harmony!

Newest Oak Hollow Homes for Sale

483 Winwood Court, Port Charlotte
$242,499
3 Beds ⋅ 2 Baths ⋅ Oak Hollow SubDv. ⋅ 33954 Zip Code
Seller is offering 2% toward the buyer’s closing costs PLUS a home warranty! Welcome to this well-maintained 3-bedroom, 2-bath, 2-car garage home in Oak Hollow in central Port Charlotte. This home features an owned solar system, an open floor plan with cathedral ceilings, abundant natural light, tile flooring throughout, and triple sliding glass doors leading to the covered, screened lanai. The kitchen features granite countertops, ample cabinet space, and a dining area. The split-bedroom floor plan offers a spacious primary suite with a walk-in closet and an en-suite bath with a walk-in shower. Two guest bedrooms with vaulted ceilings share a full guest bathroom. Additional features include an inside laundry room, hurricane protection, a 2019 roof, and mature landscaping. Located in the Shadowmoss section of Oak Hollow, residents enjoy access to a clubhouse, heated community pool, fitness center, park, playground, and tennis courts. Conveniently located near the Murdock shopping and dining district, golf courses, schools, medical facilities, historic downtown Punta Gorda, boating, fishing, entertainment, and Gulf beaches. Schedule your private showing today!

483 Winwood Court, Port Charlotte
20005 Goldcup Court, Port Charlotte
$219,900
2 Beds ⋅ 2 Baths ⋅ Oak Hollow SubDv. ⋅ 33952 Zip Code
PRICE REDUCED! **OWNER OFFERING FINANCING!!!** Situated on a cul-de-sac, in the Oak Hollow Community, this 2 bedroom, 2 bath home has been completely updated! With vaulted ceilings throughout the main living area and kitchen, this home feels much larger than it is. There is new luxury vinyl throughout. The roof was replaced in 2025, York HVAC system in 2025 including all new ductwork, new hot water heater, kitchen and baths completely remodeled in 2025. There are all new light fixtures and fans throughout. The kitchen has beautiful solid wood cabinetry and stainless appliances. The ensuite primary bedroom, with sliders for light and outdoor access, features a completely remodeled bathroom with tiled shower with custom glass enclosure. The remodeled guest bath has a tub/shower combination which has a custom glass enclosure, also. Enjoy relaxing on your newly screened lanai accessible through sliders from the living room. This home has been freshly painted, both inside and out and has new landscaping including new sod. Oak Hollow is a deed restricted community with access to the Oak Hollow recreational Center including a clubhouse, heated pool, exercise, room, playground and more! The HOA fee is extremely affordable ($208 per quarter). All this in a wonderful location within close proximity to restaurants, shopping, library, parks, golf courses, fishing and more. Call today to schedule your showing!

20005 Goldcup Court, Port Charlotte
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