Oak Park Homes with Cottage Architectural style

Welcome to Oak Park, a charming subdivision nestled in the heart of Florida, where enchanting cottage-style homes create an inviting atmosphere perfect for families and individuals alike. This picturesque community is renowned for its lush landscapes, tree-lined streets, and a warm sense of belonging that draws residents in and keeps them coming back for more.

The homes in Oak Park boast a delightful cottage architectural style, characterized by their quaint design, gabled roofs, and cozy front porches. These charming residences often feature intricate woodwork, vibrant gardens, and a unique blend of modern amenities with classic aesthetics. Whether you’re sipping your morning coffee on the porch or hosting a garden party in the backyard, these homes provide the perfect backdrop for creating lasting memories.

Living in Oak Park means you’re not just investing in a home; you’re embracing a lifestyle. The community is conveniently located near top-rated schools, local parks, and vibrant shopping districts. Residents have easy access to recreational activities, from hiking and biking trails to nearby lakes for fishing and kayaking.

The sense of community in Oak Park is palpable, with friendly neighbors often gathering for seasonal events and block parties, fostering connections that make this subdivision feel like a true home. Whether you’re a first-time homebuyer or looking to downsize, Oak Park offers a unique blend of charm, comfort, and community spirit that’s hard to resist.

Discover your dream cottage home in Oak Park today and experience the magic of Florida living at its finest!

Newest Oak Park Homes with Cottage Architectural style

$289,000

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

Virtually Staged. **SELLER SAYS SELL! REDUCED PRICE!!! WELCOME TO 321 CASSADY Street & 20 N OAK Avenue — TWO ADDRESSES, TWO LIVING SPACES, ONE UNIQUE PROPERTY! *MOTIVATED SELLER* 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

$229,000

2 Beds ⋅ 1 Baths ⋅ Oak Park SubDv. ⋅ 32609 Zip Code

Character, charm, and a location you’ll love. This adorable cottage bungalow has been completely updated while preserving the details that give it so much character. The original parquet floors were refinished, with LVP added only where needed, keeping the home’s original feel while giving the spaces a fresh look. The kitchen is straight out of a magazine, featuring new cabinetry and countertops, floating shelves, stainless steel appliances, a cozy breakfast nook, and a custom-built kitchen bench. Major updates include new windows, a new mini-split HVAC system, a metal roof, and a newer water heater. Outside, the landscaping has been thoughtfully done to create a beautiful setting around the home, with space for gardening, outdoor projects, or simply enjoying the yard. The fully covered front porch gives you plenty of room to sit back with your morning coffee or enjoy the afternoon breeze. And the location is hard to beat. Tucked right behind one of Gainesville’s favorite donut shops, Baloo Donuts, you’re less than a 10-minute drive from UF, downtown Gainesville, Shands, the VA, and major hospitals. Cute, updated, full of character, and close to just about everything you need this is one you’ll want to see.

807 Nw 24th Avenue, Gainesville

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