Oak Park Homes with Sidewalk Exterior Features

Welcome to Oak Park, a delightful subdivision nestled in the heart of Leesburg, Florida, within the picturesque Lake County. This charming community is known for its inviting atmosphere, friendly neighbors, and beautiful surroundings, making it an ideal place for families, retirees, and everyone in between.

One of the standout features of Oak Park is its well-designed homes, many of which boast attractive sidewalk exterior features. These sidewalks not only enhance the aesthetic appeal of the community but also promote an active lifestyle, encouraging residents to take leisurely strolls, enjoy morning jogs, or engage in friendly conversations with neighbors. Imagine starting your day with a peaceful walk along the tree-lined paths or gathering with friends for an evening stroll under the stars.

The homes in Oak Park are thoughtfully designed, offering a range of styles and sizes to suit various preferences and budgets. With spacious yards and modern amenities, these residences provide the perfect backdrop for creating lasting memories with loved ones. The community is also conveniently located near local parks, shopping centers, and dining options, ensuring that residents have everything they need just a stone's throw away.

Living in Oak Park means embracing a vibrant lifestyle in a serene environment. Whether you're looking to settle down or invest in a property, this subdivision offers the perfect blend of comfort, community, and convenience. Discover the charm of Oak Park today and see why so many choose to call this beautiful neighborhood home!

$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