Oak Park Homes with Sidewalk Exterior Features

Welcome to Oak Park, a charming subdivision located in the heart of Orlando, Florida. This family-friendly community is nestled in Orange County and offers a peaceful retreat from the hustle and bustle of the city.

One of the standout features of homes in Oak Park is the sidewalk exterior design. True to its promise of providing a safe and walkable neighborhood, Oak Park boasts homes with beautiful sidewalks that not only enhance the curb appeal but also encourage residents to take a leisurely stroll around the community.

With well-maintained sidewalks lining the streets, residents of Oak Park can enjoy evening walks, morning jogs, or simply take in the scenic views of the neighborhood. The sidewalk exterior features not only add to the aesthetic appeal of the homes but also promote a sense of community and connectivity among neighbors.

If you are looking for a home in Orlando that combines modern amenities with a touch of suburban charm, Oak Park is the perfect place for you. Explore the real estate options in Oak Park today and discover the beauty of living in a community that values both comfort and convenience.

$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