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$399,900
3 Beds 2 Baths 3544234 MLS ACTIVE Status 0.56 Acres 37398 Zip Code
Welcome to 810 Cumberland Dr.! This charming 3-bedroom, 2-bath home offers 2,260 square feet of living space in a beautiful, established Winchester setting. Thoughtfully updated throughout, the home features all-new windows, a new HVAC system with gas heat, new dishwasher, sink, disposal and microwave, professionally cleaned ductwork, fresh interior and exterior paint, new LED recessed lighting throughout, and new ceiling fans in the primary bedroom and sunroom—all completed in 2025. The water heater was also replaced in 2023. Outside, mature trees and fresh landscaping create a welcoming setting, while the spacious driveway offers plenty of parking. Conveniently located near the Franklin County Country Club and just minutes from downtown Winchester, you'll enjoy easy access to shopping, dining, recreation and local amenities. With extensive updates already completed and plenty of space to enjoy, this home is ready to welcome its next owners!

810 Cumberland Dr, Winchester

$1,179,000
3 Beds 1 Baths 3514331 MLS ACTIVE Status 34 Acres 37398 Zip Code
Charming brick home on 34+ acres in peaceful countryside, surrounded by pastureland. Combines classic brick with spacious rural living, ideal for first-time buyers. The home comes partially furnished, with a plumbed garage ready for conversion into a master suite with a full bath. This 34+ acre greenbelt is also perfect for building your dream home and shop. Located a quarter mile from Tims Ford State Park, Bear Trace Golf Course, and within 10 minutes of three marinas. Features a 3-bedroom farmhouse suitable for living or renting. This land is rolling, grass pastures, with a nine-stall pole barn, tack and washrooms, birthing stalls, lean-to, hay loft, and a four-bay gated implement shed, and stock pond. Subdivision into less than 5-acre lots isn't allowed.

5630 Mansford Rd, Winchester

$489,900
3268487 MLS ACTIVE Status 37398 Zip Code
Rare opportunity to own a nearly new, high-end duplex built in 2023. The property features two beautifully finished 2-bedroom, 2-bath units, each offering 888 square feet of modern, efficient living space with an attached one-car garage. Both units are thoughtfully designed with open-concept layouts, upscale finishes, modern kitchens, and spacious bedrooms with private baths. One unit is currently leased on a month-to-month basis at $1,800/month, while the 2nd unit is rented for $1,600/month with a year lease Located just minutes from downtown Winchester, shopping, restaurants, and Tims Ford Lake, this property offers the perfect blend of quality construction, strong rental demand, and long-term appreciation potential. A rare chance to acquire a newer construction duplex in a market with very limited multi-family inventory.

65 Duncan Ln, Winchester

$359,000
3 Beds 2 Baths 3242003 MLS ACTIVE Status 1 Acres 37398 Zip Code
Charming Farmhouse on 1 Acre – Move-In Ready! Welcome to your peaceful country retreat! This adorable farmhouse sits on 1 acre and offers the perfect blend of charm and modern updates. The home features 3 bedrooms and 2 full baths, with thoughtful renovations completed in 2015, including updated plumbing and electrical systems. Home was just completely repainted with a neutral paint throughout. Step into the lovely kitchen, where you’ll find custom cabinetry with abundant storage—perfect for keeping everything organized while enjoying a warm, inviting space to cook and gather. The upstairs bedroom provides a cozy and private area, ideal for a teen, guest room, or home office. Outside, the property continues to impress with a large detached 4 CAR GARAGE offering plenty of space for vehicles, hobbies, or extra storage. You’ll also find a carport, an additional storage building, and even a storm shelter for added safety and convenience. With plenty of room to roam and all the right updates already in place, this charming farmhouse is ready to welcome you home!

6606 Old Tullahoma Rd, Winchester

$435,000
5 Beds 3 Baths 3191031 MLS ACTIVE Status 1.1 Acres 37398 Zip Code
Completely remodeled and move-in ready, this stunning home offers the perfect blend of modern upgrades and functional space. Situated on approximately one acre, this property features 5 bedrooms, an office, a spacious recreation/game room upstairs, and a 2-car garage. Inside, you’ll find beautiful new flooring throughout, custom cabinetry, granite countertops, and stylish finishes at every turn. The primary suite is a true retreat with a gorgeous tiled shower, double vanity, oversized walk-in closet with built-in shelving, and thoughtfully designed details. Every inch of this home has been upgraded with new doors, fixtures, plumbing, and more, giving peace of mind for years to come. Major system updates include new field lines and a new septic system. Whether you need space for entertaining, working from home, or a growing family, this home offers flexibility and quality craftsmanship throughout. Don’t miss your opportunity to own this fully updated property with room to spread out both inside and out.

71 David Crockett Hwy, Winchester

$150,000
4 Beds 2 Baths 3145574 MLS ACTIVE Status 1.54 Acres 37388 Zip Code
**home sale contingency fell through** 4-bedroom, 2-bath brick home on a 1.54 acre wooded lot offering approximately 2,231 square feet. Built in 1960, the property presents a clear opportunity for investors or contractors looking for a full renovation project. The level, wooded lot provides space and privacy that is increasingly difficult to find. Recent cleanup has removed debris and cleared trees around the home, opening up the property and making it easier to evaluate. Cash or renovation financing likely required. Property is being sold as-is and the seller will make no repairs. Utilities may not be active. Enter at your own risk; some parts of the floor may not be safe to walk on. The home has recently been cleaned out and trees surrounding the house have been cleared. Updated photos reflecting these improvements will be added soon.

71 Oakwood Ln, Tullahoma

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