Oak Park Homes for Sale

Oak Park Homes for Sale

Welcome to Oak Park, a hidden gem nestled in the heart of Davenport, Florida. This charming subdivision is the perfect blend of suburban tranquility and modern convenience, making it an ideal place for families, retirees, and everyone in between. With its picturesque tree-lined streets and friendly atmosphere, Oak Park offers a true sense of community that is hard to find elsewhere.

The homes for sale in Oak Park are as diverse as its residents. From cozy single-family homes to spacious modern designs, there’s something to suit every taste and budget. Each property boasts unique features, including open floor plans, updated kitchens, and beautifully landscaped yards, perfect for entertaining or simply enjoying the Florida sunshine. Many homes also come equipped with energy-efficient appliances and smart home technology, ensuring comfort and convenience for today’s homeowner.

Living in Oak Park means you’re just a stone’s throw away from the best that Davenport has to offer. Enjoy easy access to local parks, shopping centers, and top-rated schools, making it an ideal location for families. Plus, with Orlando's world-famous attractions just a short drive away, your weekends can be filled with adventure and excitement.

Whether you’re looking to settle down or invest in a vacation home, Oak Park is a community that welcomes you with open arms. Explore the homes for sale today and discover your perfect piece of paradise in sunny Florida!

Newest Oak Park Homes for Sale

$349,000
2 Beds 2 Baths G5116404 MLS
Virtually Staged. WELCOME TO 321 CASSADY Street & 20 N OAK Avenue — TWO ADDRESSES, TWO LIVING SPACES, ONE UNIQUE PROPERTY! Discover a truly unique investment opportunity featuring two separate living spaces! The charming front home is a 1920s country cottage, complete with a classic white picket fence and plenty of character, while the rear of the property features a beautifully renovated garage apartment/ADU with its own separate address, electric meter, and water meter—an excellent setup for extended family, guests, or potential rental income. The main cottage offers 2 bedrooms and an inviting open great room and kitchen, filled with the warmth and character you would expect from a vintage country home. Relax on the large screened front porch, the perfect spot for morning coffee or an evening spent enjoying the Florida breeze. Step into the private, fully fenced backyard and you'll find even more to love. A charming KOI pond filled with fish creates a peaceful outdoor setting, while a cement walkway connects the main cottage to the rear apartment. There is plenty of space for entertaining, hobbies, storage, and all your Florida toys! The rear building offers a workshop beneath the ADU, plus there are two additional newer storage sheds, including one with an awning providing covered parking for a boat or golf cart. You'll also find a concrete RV pad alongside the garage. The garage apartment/ADU was completely renovated in 2025 and provides a separate living area with its own utilities and address—making this property especially versatile. MAJOR UPDATES INCLUDE: Electrical – 2025 Plumbing – 2025 Garage Apartment/ADU Completely Renovated – 2025 Metal Roof on Garage/ADU 2019 Shingle Roof on the 1920s Cottage Updates Have Been Permitted Whether you're looking for a multi-generational property, income-producing opportunity, guest quarters, or simply extra space, 321 Cassady & 20 N Oak offer possibilities that are hard to find. Two addresses, separate utilities, two living spaces, workshop and extensive storage—all on one unique property! Please note stove will be replaced prior to closing.

321 Cassady Street, Umatilla

$530,000
3 Beds 3 Baths TB8539682 MLS
Welcome Home! This beautiful two-story residence in the heart of Pinellas Park offers the perfect blend of comfort, style, and modern updates. From the moment you step inside, you’re greeted by an open, airy layout, elegant tile flooring, and spacious living and dining areas that flow effortlessly into the kitchen. The first floor is ideal for both everyday living and entertaining, featuring a convenient half bath and a large laundry room with abundant storage. The beautifully updated kitchen is a true centerpiece, showcasing a farmhouse-style sink, reverse osmosis system, tasteful backsplash, and pantry—perfect for home-cooked meals and gathering with friends and family. A whole-house water softener adds everyday comfort and convenience. Upstairs, retreat to your spacious master suite—your own private sanctuary—complete with a large walk-in closet, relaxing garden tub, separate shower, and double vanity with granite countertops. Two additional bedrooms provide generous closet space and share a well-designed Jack and Jill bathroom, making the layout both functional and family friendly. A versatile landing area at the top of the stairs provides the perfect spot for a home office, reading nook, or cozy lounge space. Step outside and embrace Florida living at its best. The fully fenced backyard is designed for relaxation and entertaining, featuring a large patio and gazebo with a sectional that conveys with the home. Whether you’re hosting weekend gatherings or enjoying quiet evenings outdoors, this space is ready for it all. A new storage shed adds even more practicality. This home has been thoughtfully upgraded for peace of mind and long-term value, including a new roof (2024), new washer and dryer (2025), new impact-rated French doors (2026), new kitchen backsplash, and new kitchen sink. Additional features include hurricane shutters, a reverse osmosis system, and a whole-house water softener. Perfectly located with quick access to beautiful Gulf beaches, shopping, dining, parks, and all that Pinellas County has to offer, this home delivers both convenience and lifestyle. Best of all, no flood insurance is required! This is more than just a home—it’s a place to live, relax, and create lasting memories.

7749 75th Street N, Pinellas Park

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