Oak Park Homes with Sidewalk Exterior Features

Welcome to Oak Park, a charming subdivision nestled in the heart of Pinellas Park, Florida. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, retirees, and everyone in between. With its lush landscapes and friendly atmosphere, Oak Park invites you to experience the best of Florida living.

One of the standout features of Oak Park is its beautifully designed homes, many of which boast appealing sidewalk exterior features. These sidewalks not only enhance the aesthetic charm of the neighborhood but also promote a sense of community. Picture yourself taking leisurely strolls in the evening, greeting neighbors, and enjoying the warm Florida breeze. The sidewalks create safe and inviting pathways for children to ride their bikes or for families to take evening walks, fostering a neighborly spirit that is hard to find elsewhere.

Located in Pinellas County, Oak Park is conveniently situated near a variety of shopping, dining, and recreational options. Residents can easily access local parks, schools, and entertainment venues, ensuring that everything you need is just a short drive away. Whether you’re looking to enjoy a day at the beach, explore local nature trails, or indulge in the vibrant local dining scene, Oak Park places you right in the center of it all.

If you’re searching for a welcoming community with beautiful homes and a strong sense of belonging, look no further than Oak Park. Come and discover your dream home in this picturesque subdivision 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