Oak Hollow Homes with Block Exterior Construction

Oak Hollow Homes with Block Exterior Construction

Welcome to Oak Hollow, a picturesque subdivision nestled in the heart of Port Charlotte, Florida. This charming community offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and friendly atmosphere, Oak Hollow invites you to experience the best of Florida living.

One of the standout features of homes in Oak Hollow is their durable block exterior construction. This robust building method not only enhances the aesthetic appeal of the residences but also provides exceptional strength and energy efficiency. Homeowners can enjoy peace of mind knowing that their property is built to withstand the elements, while also benefiting from lower energy bills thanks to excellent insulation.

The subdivision is strategically located near a variety of amenities, including shopping centers, dining options, and recreational facilities. Residents can take advantage of nearby parks, beautiful beaches, and the stunning waterways that define the region. Whether you’re looking to spend a day fishing, kayaking, or simply soaking up the sun, Oak Hollow offers easy access to all that Port Charlotte has to offer.

With a strong sense of community and a welcoming atmosphere, Oak Hollow is more than just a place to live; it’s a place to thrive. Explore the available homes today and discover your dream residence in this charming Florida enclave. Embrace the Oak Hollow lifestyle, where comfort meets convenience, and make your move to this beautiful subdivision today!

Newest Oak Hollow Homes with Block Exterior Construction

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

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

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

SITUATED ON A RARE DOUBLE LOT, this beautifully maintained 2BR 2BA plus flex room home in Oak Hollow delivers exceptional space, privacy, and value in one of the area’s most desirable deed-restricted communities. From the moment you arrive, the glass impact front door and screened front porch set the tone for a welcoming and well-cared-for residence. Inside, high ceilings and a freshly painted interior create a bright, open feel. The kitchen is both functional and inviting, featuring Corian countertops, stainless steel appliances (approx. 2 years old), a vented microwave to the exterior, abundant cabinetry, and a charming eat-in dining area. Thoughtful upgrades continue throughout, including an LG washer/dryer combo (approx. 2 years old), linen closet, and pull-down attic stairs for added storage. The living space flows seamlessly to the lanai, complete with a motorized sunshade and impact-rated door for comfort and peace of mind. Designed for easy Florida living, the exterior offers accordion hurricane shutters, a new garage screen, and a shed for additional storage. Major updates include a 2023 roof, 2019 AC with ultraviolet light, upgraded electrical system (2019), whole-house water filtration system, and a 22KW whole-house generator serviced annually, along with a new garage door opener. Residents of Oak Hollow enjoy access to a heated pool, fitness center, clubhouse, and tennis courts, all within a beautifully maintained community. A rare combination of space, upgrades, and location—this move-in-ready home is ideal for enjoying the Florida lifestyle year-round.

548 Rose Apple Circle, Port Charlotte

2 Beds ⋅ 2 Baths ⋅ Oak Hollow SubDv. ⋅ 33948 Zip Code

BRAND NEW AIR CONDITIONING AND WATER HEATER JUNE 2026! Other upgrades include IMPACT WINDOWS, Accordion Hurricane Shutter for lanai and UPDATED KITCHEN. This VERY AFFORDABLE and charming, furnished, 2 bedroom, 2 bath condo is the Heart of Port Charlotte and calling your name. This 2nd floor unit comes furnished with just about everything you need to move right in. The two bedrooms are slit on opposite sides of the unit for privacy. The open concept living/dining area is spacious and features ceramic tile floors for easy maintenance. The kitchen has been updated with solid wood cabinets with lazy susan cabinets in the corners for maximum storage, granite counters and stainless steel appliances. The primary bedroom has an en suite bathroom with 2 closets and stacked front loading FULL SIZE washer & dryer. The primary bathroom has a tiled walk in shower stall and water closet separated from the vanity for more privacy. The guest bedroom has built in shelves/storage and a Murphy Bed (the Murphy Bed system is removable if you prefer a regular bed) so you can use it as an office/den until your guests arrive! The home features Verosol blinds on the windows and sliders which provide thermal protection and block out light. Enjoy morning coffee or evening cocktails on your screened in balcony/lanai. The impact windows and an accordion hurricane shutter for the lanai as well as the newly replaced a/c and water heater will help lower your insurance costs making even more affordable to call this place HOME!! Recreational facilities include bocce ball, shuffleboard, screened in pools, clubhouse, horseshoes and you won't be a stranger for long since the neighbors are friendly and just a happy to be in Florida as you are. The reasonable HOA FEE INCLUDES WATER, SEWER, OUTDOOR LIGHTING, GROUND MAINTENANCE, STREET LIGHTS, PEST CONTROL & TRASH COLLECTION. Oaks IV is located near US41 and close to shopping, restaurants, BJ's, Walmart, Home Depot and health care facilities. Allegiant airlines is in Punta Gorda and only about 25 minutes away with new flights being added all the time. The Gulf beaches and Bocca Grande are a short ride away. The Tampa Bay Rays and Atlanta Braves spring training facilities are just minutes away so you'll be able to watch the Pro ball players practice which is Very exciting! Did we mention there are several golf courses within a few minutes drive as well? Port Charlotte is one of the Best Kept Secrets on the Gulf Coast with new housing developments and commerce being built here. Come and grab your little slice of Paradise before it's too late.

19505 Quesada Avenue Unit EE202, Port Charlotte

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

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Kenneth Weir

With over 20 years of experience in New York, Kenny brings deep market knowledge, sharp negotiation skills, and a client first approach to every transaction. In February 2025, I relocated to Ocala, Florida where I quickly earned my Florida Real Estate license in March 2025 and began helping buyers and sellers confidently navigate the market in the Horse Capital of the World. For several years while working with clients in the Real Estate market in NYC and Long Island I worked for a title company as a settlement closer.This background gave me a unique advantage. I understand contracts,title issues, and the closing process from the inside out. My clients will experience the benefit of smoother transactions, fewer surprises, and strong protection from start to finish.I'm known for my clear communication, honest guidance, and dependable service. I focus on making the buying or selling experience as stress-free as possible. Whether working with first-time buyers, relocating families, or seasoned investors I am committed to helping clients make smart real estate decisions and feel confident every step of the way.

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