Oak Hollow Real Estate

Oak Hollow Real Estate

Welcome to Oak Hollow, a serene and inviting subdivision nestled in the heart of Florida. This charming community offers a perfect blend of tranquility and accessibility, making it an ideal choice for families, retirees, and everyone in between. With its picturesque tree-lined streets and beautifully manicured lawns, Oak Hollow exudes a warm and welcoming atmosphere that residents are proud to call home.

One of the standout features of Oak Hollow is its commitment to outdoor living. The community boasts several parks and green spaces, perfect for leisurely strolls, picnics, or simply soaking in the Florida sunshine. Families will appreciate the nearby playgrounds and recreational facilities, providing ample opportunities for children to play and make lasting memories.

Convenience is key in Oak Hollow, with easy access to major highways and local amenities. Residents can enjoy a short drive to shopping centers, dining options, and entertainment venues, ensuring that everything you need is just around the corner. For those who appreciate nature, the nearby lakes and nature reserves offer an escape into Florida's stunning landscapes, ideal for hiking, fishing, or simply enjoying a peaceful day outdoors.

The community also prides itself on its strong sense of camaraderie. Regular neighborhood events and gatherings foster connections among residents, creating a tight-knit community where everyone feels like family.

If you're looking for a place that combines comfort, community, and convenience, Oak Hollow is the perfect choice. Come explore this delightful subdivision and discover the lifestyle that awaits you in sunny Florida!

Newest Listings in Oak Hollow

2 Beds ⋅ 2 Baths ⋅ Oak Hollow SubDv. ⋅ 33954 Zip Code

ENJOY THE BEAUTIFUL FLORIDA WEATHER. HOME LOCATED NEAR SHOPPING, RESTAURANTS AND FLORIDA BEACHES. HOME FEATURES SPACIOUS MASTER BEDROOM, UPDATED BATHROOMS, NEWER ROOF, UPDATED KITCHEN , NEW DISHWASHER, FLAT TOP RANGED, BUILT IN MICROWAVE, REFRIGERATOR. WASHER AD DRYER AND AN EXTRA REFRIGERATOR LOCATED IN THE GARAGE. LARGE BACK YARD AND SCREENED PORCH, PLUS EXTRA PATIO FOR GRILLING. HOME IS LOCATED IN A CUL DE SAC WITH LOW TRAFFIC. COMMUNITY HEATED POOL WITH EXERCISE ROOM, TENNIS AND PICKELBALL COURTS, PLAYGROUND AND PLANNED ACTIVITIES. VERY LOW HOA FEES.

471 Insull Court, Port Charlotte

Oak Hollow SubDv. ⋅ 33954 Zip Code

Virtually Staged. Cleared Canal Lot in Port Charlotte – PLANS AND SURVEY INCLUDED Build your dream home in the desirable Woodlands section of Oak Hollow. This cleared freshwater canal lot has CITY WATER AND SEWER AVAILABLE, and over 95% of the property outside the flood zone according to the available survey. Enjoy the community amenities, including an Olympic-size heated pool, private clubhouse, fitness center, billiard room, and shuffleboard, all in a beautiful park-like setting. Sale includes a full set of completed house plans and survey, potentially saving valuable time and upfront development costs. The property is also reported to be outside the Scrub-Jay area. Blueshine Builder LLC is available as an optional builder and can provide construction options and pricing. Buyer is not required to use Blueshine Builder and may select any properly licensed contractor. Plans are done. Survey is done. LOT IS CLEARED. Bring your vision and start building! Buyer to verify flood zone, utilities, environmental, permitting, and building requirements.

493 Ricold Terrace, Port Charlotte

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

Oak Hollow SubDv. ⋅ 34491 Zip Code

OWNER FINANCING AVAILABLE - LARGE LOT RE ZONING MINUTES TO THE VILLAGES! Discover the perfect setting for your dream home on this beautiful 1.88-acre parcel with RE (Residential Estate) zoning. Ideally located just off Hwy. 441 and Hwy. 42, this property offers the perfect blend of privacy and convenience. Enjoy a peaceful setting with no neighbors directly behind you, providing added privacy and a serene backdrop for your future home. The paved road frontage provides easy access, while the generous acreage gives you plenty of space for a custom estate, workshop, garden, or outdoor living area. Situated near Lake Weir and just minutes from The Villages, you’ll have quick access to shopping, dining, entertainment, and recreation while still enjoying the quiet feel of country living. Whether you’re ready to build now or invest for the future, this property offers location, space, and privacy all in one exceptional opportunity.

Se 99th Avenue, Summerfield

1 Beds ⋅ 1 Baths ⋅ Oak Hollow SubDv. ⋅ 33948 Zip Code

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

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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Jennifer Garcia

Experience. Strategy. Results. The Legacy Collective Realty is a premier boutique brokerage based in Punta Gorda, Florida, proudly serving buyers and sellers across Southwest Florida and beyond. Founded on integrity, innovation, and results, The Legacy Collective Realty blends personalized service with powerful marketing and global reach, offering every client a truly elevated real estate experience. With over 20 years of real estate expertise and thousands of homes successfully sold, our team has built a strong reputation for excellence in residential, luxury, investment, and new construction properties. Our approach is strategic and modern — combining expert negotiation skills, market knowledge, and cutting-edge digital marketing to achieve exceptional results. At The Legacy Collective Realty, we believe that every property deserves world-class representation, no matter the price point. From initial consultation to closing day, we guide our clients with transparency, communication, and professionalism, ensuring confidence at every step of the journey. Boutique Brokerage • Global Reach Proudly serving Florida’s Gulf Coast communities — from Sarasota to Fort Myers, State-Wide and beyond.

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