Oak Hollow Homes with Shingle Roof

Oak Hollow Homes with Shingle Roof

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

Oak Hollow is characterized by its picturesque tree-lined streets and beautifully landscaped yards, creating a warm and inviting atmosphere. The homes here are predominantly designed with classic shingle roofs, adding to the neighborhood's timeless appeal. These roofs not only enhance the aesthetic charm of the residences but also provide durability and protection against Florida's weather.

Residents of Oak Hollow enjoy the convenience of nearby amenities, including shopping centers, dining options, and recreational facilities. The area is also in close proximity to stunning beaches, lush parks, and the pristine waterways that Southwest Florida is renowned for. Whether you're looking to spend a day on the beach, enjoy water sports, or explore nature trails, you'll find plenty of opportunities right at your doorstep.

The community vibe in Oak Hollow is friendly and welcoming, with neighbors often gathering for community events and activities. This sense of camaraderie makes it easy to forge lasting friendships and create cherished memories.

If you’re searching for a place that combines comfort, beauty, and a sense of community, look no further than Oak Hollow in Port Charlotte. Discover your dream home in this delightful subdivision and experience the best of Florida living!

Newest Oak Hollow Homes with Shingle Roof

$260,000
3 Beds ⋅ 2 Baths ⋅ N6145326 MLS
WELCOME TO OAK HOLLOW, A DEED-RESTRICTED COMMUNITY featuring this beautifully maintained home offering a wonderful combination of thoughtful updates and valuable storm protection features. Major improvements to the home include 2022 Roof, 2021 AC, 2022 Hot Water Heater, 2025 Impact Windows providing peace of mind for years to come. Step inside to an inviting interior with high ceilings and vinyl flooring throughout and tile in the primary with the most inviting soaking tub. The kitchen features warm-toned granite countertops and light cabinets and a newer range with a convenient built-in air fryer feature. Ceiling fans in the living and bedrooms while plantation shutters provide an attractive finishing touch in the front bedroom. The primary suite is a beautiful sanctuary with direct access to the lanai through a sliding glass door. Additional highlights include an epoxy-coded garage floor. With significant improvements already completed, desirable community amenities, and a comfortable blend of indoor and outdoor living, this Oak Hollow home is ready to welcome its new owner. Schedule your showing today!

449 Rose Apple Circle, Port Charlotte
$242,500
3 Beds ⋅ 2 Baths ⋅ C7528805 MLS
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
$115,900
1 Beds ⋅ 1 Baths ⋅ C7520563 MLS ⋅ S-208 BLDG.
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
$224,900
2 Beds ⋅ 2 Baths ⋅ C7519494 MLS
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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