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 inviting subdivision offers a serene and picturesque setting, perfect for families, retirees, and everyone in between. With its lush green landscapes and charming tree-lined streets, Oak Hollow is more than just a neighborhood; it's a community where neighbors become friends and memories are made.

Oak Hollow boasts a variety of homes for sale, ranging from cozy single-family residences to spacious modern designs, ensuring there’s something for everyone. Each home is thoughtfully crafted with attention to detail, featuring open floor plans, updated kitchens, and beautiful outdoor spaces that invite you to enjoy the splendid Florida weather. Many of the properties in this delightful subdivision come with generous backyards, ideal for hosting family gatherings or simply relaxing in your own private oasis.

Located in Charlotte County, Oak Hollow is conveniently situated near shopping centers, dining options, and recreational facilities, making everyday living a breeze. The nearby parks and waterways offer ample opportunities for outdoor activities, from boating and fishing to hiking and biking. Families will appreciate the proximity to highly-rated schools, while retirees will enjoy the peaceful atmosphere and vibrant community events.

With homes for sale in Oak Hollow, now is the perfect time to discover this charming enclave. Whether you’re looking to invest in your first home or seeking a tranquil retreat, Oak Hollow is waiting to welcome you. Experience the best of Florida living—come explore Oak Hollow today!

Newest Oak Hollow Homes for Sale

$242,500
3 Beds ⋅ 2 Baths ⋅ Oak Hollow SubDv.
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
$175,000
2 Beds ⋅ 2 Baths ⋅ Oak Hollow SubDv.
Short Sale. HUGE OPPORTUNITY TO GET THIS IMPECCABLE HOME AT AN UNBELIEVABLE DEAL! Welcome to this charming TURNKEY FURNISHED 2 bed, 2 bath home in the highly desirable community of Oak Hollow! Nestled in a cul-de-sac with MATURE, UPGRADED LANDSCAPING, this unbeatable location offers the perfect blend of beauty and privacy. Check out the numerous upgrades and features of this home including COASTAL-THEMED SOLID SURFACE COUNTERTOPS AND BACKSPLASH IN THE KITCHEN, STAINLESS STEEL APPLIANCES, A NEWLY-ADDED DISHWASHER AND PANTRY IN 2024, NEW ROOF IN 2023, UPDATED BATHROOMS, RECENT INTERIOR AND EXTERIOR PAINTING, AND TILE THROUGHOUT! Enjoy easy access to the screened-in lanai from the living room and primary bedroom! This home is also located in flood zone X500, meaning NO FLOOD INSURANCE REQUIRED IF YOU ARE FINANCING! Underground power lines help preserve the natural beauty and open feel of the neighborhood while PUBLIC WATER AND SEWER provide added convenience and low-maintenance living for everyday ease. Oak Hollow residents get exclusive access to the amenity-rich Oak Hollow Recreation Center, featuring a clubhouse, fitness center, heated pool, tennis/pickleball court, basketball court, playground, horseshoes, bocce ball, and shuffleboard - all included with the low HOA fee! Whether you are looking for a full-time residence or the perfect part-time retreat, this move-in-ready gem is one you do not want to miss out on. Schedule your private showing today, this one is not going to last at this price!

19595 Kapok Court, Port Charlotte
$224,900
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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