Oak Hollow Homes with Pool Community features

Welcome to Oak Hollow, a serene and inviting subdivision nestled in the heart of Port Charlotte, Florida. This charming community offers a perfect blend of tranquility and convenience, making it an ideal destination for families, retirees, and anyone seeking the quintessential Florida lifestyle.

Oak Hollow features a variety of beautiful homes, many of which come complete with private pools, offering residents a refreshing retreat right in their own backyards. Imagine basking in the Florida sun, enjoying lazy afternoons by the pool, or hosting delightful gatherings with friends and family. The allure of a poolside lifestyle is just one of the many reasons why Oak Hollow stands out as a sought-after community.

Beyond the beautiful homes, Oak Hollow boasts a range of community features designed to enhance your living experience. Residents can take advantage of well-maintained parks and recreational areas, perfect for picnics, leisurely walks, or simply soaking in the natural beauty of the surrounding landscape. The community fosters a friendly atmosphere, where neighbors become friends and everyone feels welcome.

Located in the vibrant city of Port Charlotte, Oak Hollow is conveniently situated near shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away. With easy access to stunning Gulf Coast beaches and a plethora of outdoor activities, residents can enjoy the best of Florida living year-round.

Discover the charm of Oak Hollow today, where your dream home awaits in a community that truly feels like home. Whether you're looking for a peaceful retreat or an active lifestyle, Oak Hollow has something for everyone. Come experience the magic of this delightful subdivision!

Newest Oak Hollow Homes with Pool Community features

19505 Quesada Avenue Unit S208, Port Charlotte

$111,500

1 Beds ⋅ 1 Baths ⋅ Oak Hollow SubDv.

Welcome to The Oaks 3!!! Any local who has been in town for years will tell you The Oaks has been a premiere condo community since its inception in 1985. POURED CONCRETE buildings set among 23 acres with--you guessed it--lots of oak trees. The location of the community is in the heart of Port Charlotte with grocery shopping (Publix and a Walmart Marketplace), restaurants, YMCA, and a host of other services. In fact, if you feel like getting your steps in while you take care of your errands, you can take the sidewalks! This unit boasts a fantastic private water view that will delight you with the antics ducks and other waterfowl. The Oaks 3 has a pool for the residents, outdoor grills, shuffleboard, and bocci ball. This is the perfect nesting spot for anyone needing only one nice-sized bedroom. The living room/dining room are spacious. A low, reasonable HOA fee of $274 for ALL the amenities is a win! The lanai deck will be your favorite coffee/ beverage area to enjoy the tranquil setting. Make your appointment today!

19505 Quesada Avenue Unit S208, Port Charlotte

$219,900

2 Beds ⋅ 2 Baths ⋅ Oak Hollow SubDv.

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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