Oak Park Real Estate

Welcome to Oak Park, a charming subdivision nestled in the heart of Tennessee, where modern living meets the tranquility of nature. Oak Park is not just a place to live; it’s a community that embraces the essence of Southern hospitality and a lifestyle that balances convenience with comfort.

As you stroll through the tree-lined streets of Oak Park, you’ll be captivated by the beautiful homes that showcase a variety of architectural styles, from classic designs to contemporary finishes. Each residence is thoughtfully designed, offering spacious layouts and modern amenities that cater to families, young professionals, and retirees alike. With well-maintained lawns and vibrant gardens, the neighborhood exudes warmth and a sense of pride among its residents.

Oak Park boasts an array of amenities that enhance the quality of life for its inhabitants. Families will appreciate the nearby parks, perfect for weekend picnics or evening strolls, while children can enjoy safe play areas and recreational facilities. The community is also within close proximity to top-rated schools, ensuring that educational opportunities are just a stone's throw away.

For those who crave convenience, Oak Park is ideally situated near major highways and local shopping centers, making commuting and errands a breeze. Dining options abound, with a delightful mix of local eateries and popular chain restaurants to satisfy any palate.

In Oak Park, you’re not just buying a home; you’re investing in a lifestyle that promotes community, comfort, and connection. Come discover the charm of Oak Park—where your dream home awaits!

Newest Listings in Oak Park

$284,900

2 Beds ⋅ 1 Baths ⋅ 3282483 MLS ⋅ ACTIVE Status ⋅ 0.74 Acres ⋅ 37398 Zip Code

Make plans now to see this extensively renovated home with a FULL basement in the heart of Winchester! Sitting on a huge corner lot and surrounded by mature shade trees, there is still room to expand. Beautifully renovated inside and out, some of the major updates include a new roof, new Hardie Board siding, new heat/air system, new plumbing, new electric, new water heater, new windows, new gutters and downspouts. The newly renovated kitchen includes new cabinets, new quartz counters, new stainless steel appliance package, new faucets and light fixtures. Beautiful new LVP flooring throughout the main level. The renovated bathroom features a custom tiled shower. Updates also include new recessed lighting plus updated drywall, trim and paint. Original pine bedroom walls add character while the rest of the home offers modern finishes and an open, functional layout. Best of all, the FULL basement and oversized lot offer opportunities for additional living space, workshop, storage, garage, recreation area, or future expansion. This home is a great option for owner/occupants (especially if you operate a home-based business!), investors, long or short-term rentals (think AirBnb/VRBO opportunities)! Great location--roughly 1.5 miles to Downtown Winchester and so convenient to Tims Ford Lake, Nissan Decherd, AEDC, Tullahoma, Manchester, and Huntsville.

102 Oak Park, Winchester

$449,000

3 Beds ⋅ 2 Baths ⋅ 3247095 MLS ⋅ ACTIVE Status ⋅ 0.44 Acres ⋅ 37398 Zip Code

Step into this beautifully renovated 1950s ranch where timeless charm meets modern comfort. This move-in ready home features 3 bedrooms and 2 full bathrooms, thoughtfully updated throughout. The spacious great room is the heart of the home, highlighted by the original stone fireplace that creates a warm and inviting atmosphere for gathering with family and friends. The updated interior offers stylish finishes, custom closet shelving for added organization, and a functional layout designed for everyday living. Step outside to enjoy the covered tile patio, perfect for relaxing, entertaining, or enjoying your morning coffee. Situated on a desirable corner lot, this property provides additional outdoor space and curb appeal. Conveniently located and beautifully renovated, this home is ready for its next owner to enjoy. Owner/Agent. ** Preferred lender is offering lender paid 1-0 rate buydown and free appraisal to qualified buyers**

109 Oak Park, Winchester

$289,000

3 Beds ⋅ 4 Baths ⋅ 3182212 MLS ⋅ ACTIVE Status ⋅ 0.75 Acres ⋅ 30728 Zip Code

This well-loved home is nestled in the desirable Oakwood subdivision only minutes away from the golf course. It's spacious floorplan and large lot provide flexibility for cozy evenings or hosting gatherings. The ADU affords opportunities for additional family space or a second dwelling.

301 Woodland Drive, La Fayette

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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.