Oak Park Homes with Sidewalk Exterior Features

Welcome to Oak Park, a delightful subdivision nestled in the heart of Pinellas Park, Florida. This vibrant community is known for its picturesque streets lined with lush trees and beautifully manicured lawns, creating a serene atmosphere that feels like home the moment you arrive. With its prime location in Pinellas County, residents enjoy the perfect blend of suburban tranquility and convenient access to the bustling city life.

One of the standout features of Oak Park is its charming homes, each boasting inviting sidewalk exterior features that encourage leisurely strolls and friendly neighborhood interactions. Whether you’re walking your dog, jogging, or simply enjoying a warm Florida evening, the sidewalks provide a safe and pleasant space for all ages to explore the community.

The homes in Oak Park are designed with comfort and style in mind, offering a variety of layouts to suit diverse lifestyles. Many properties feature spacious yards, perfect for family gatherings or gardening enthusiasts. The neighborhood is also known for its strong sense of community, with annual events and gatherings that foster connections among residents.

Living in Oak Park means you are just minutes away from local parks, shopping centers, and top-rated schools, making it an ideal choice for families and professionals alike. Plus, with the stunning beaches of the Gulf Coast just a short drive away, residents can easily enjoy sun-soaked weekends by the water.

Discover the charm of Oak Park, where community spirit and beautiful homes await you!

$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