Oak Park Homes with Sidewalk Exterior Features

Welcome to Oak Park, a picturesque subdivision nestled in the heart of Pinellas Park, Florida. This charming community is a hidden gem within Pinellas County, offering a perfect blend of suburban tranquility and convenient access to urban amenities. Oak Park is known for its friendly atmosphere and well-maintained surroundings, making it an ideal place for families, retirees, and everyone in between.

One of the standout features of Oak Park is its commitment to walkability. The homes in this delightful neighborhood boast beautiful sidewalk exterior features, encouraging residents to enjoy leisurely strolls and outdoor activities. Picture yourself taking a morning walk along the tree-lined streets, greeting neighbors, and soaking in the warm Florida sunshine. The sidewalks not only enhance the community’s aesthetic appeal but also promote a healthy, active lifestyle for residents of all ages.

The homes in Oak Park are thoughtfully designed, with a variety of styles and sizes to suit different preferences and budgets. Whether you’re looking for a cozy single-family home or a spacious property for entertaining, Oak Park has something for everyone. The community’s lush landscaping and well-kept yards create a welcoming ambiance that makes coming home feel special.

Conveniently located near shopping centers, parks, and schools, Oak Park offers easy access to everything you need. With its charming homes, inviting community spirit, and pedestrian-friendly streets, Oak Park is not just a place to live; it’s a place to thrive. Come discover your new home in this enchanting neighborhood today!

$349,000

2 Beds ⋅ 2 Baths ⋅ Oak Park SubDv. ⋅ 32784 Zip Code

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

Oak Park Homes with Sidewalk Exterior Features

Newest Oak Park Homes with Sidewalk Exterior Features