Winchester Real Estate

Winchester: A Charming City in Franklin County, Tennessee

Nestled in the heart of Franklin County, Tennessee, Winchester is a charming city that offers a unique blend of small-town charm and modern amenities. With its rich history, picturesque landscapes, and friendly community, Winchester is a wonderful place to call home.

One of the highlights of living in Winchester is its convenient location. Situated in the southern part of the state, residents have easy access to both the natural beauty of the Cumberland Plateau and the vibrant city life of Nashville, which is just a short drive away. This makes Winchester an ideal choice for those who crave a peaceful suburban lifestyle while still being within reach of big-city attractions.

For outdoor enthusiasts, Winchester is a paradise. The city is surrounded by stunning natural beauty, with the Tims Ford Lake and the picturesque Tims Ford State Park offering ample opportunities for boating, fishing, hiking, and camping. The area is also home to numerous scenic trails, perfect for exploring and enjoying the beauty of nature.

Winchester boasts a strong sense of community and a welcoming atmosphere. The city hosts various events and festivals throughout the year, bringing residents together and fostering a tight-knit community spirit. The local schools are highly regarded, making Winchester an excellent choice for families looking for a safe and nurturing environment for their children.

With its rich history, beautiful landscapes, and strong community spirit, Winchester is a city that offers the best of both worlds. Whether you are looking for a peaceful retreat or a place to raise a family, Winchester has something to offer everyone. Come and discover the charm of this hidden gem in Franklin County, Tennessee.

Newest Listings in Winchester

$369,000

2 Beds ⋅ 2 Baths ⋅ 3546608 MLS ⋅ ACTIVE Status ⋅ 0.11 Acres ⋅ 37398 Zip Code

Welcome to maintenance-free living in this beautifully maintained townhome! Enjoy the convenience of low-maintenance living with exterior maintenance taken care of, giving you more time to relax and enjoy your new home. This inviting property offers comfortable living space, a functional layout, and a welcoming atmosphere. Ideally suited for those looking for the ease of townhome living without the upkeep of a traditional single-family home. Stunning granite countertops, luxurious LVT flooring, large walk-in tiled shower, and a one car attached garage. Move-in ready!!

101 Edgefield Ct, Winchester

$379,000

3 Beds ⋅ 2 Baths ⋅ 3546456 MLS ⋅ ACTIVE Status ⋅ 0.29 Acres ⋅ 37398 Zip Code

Welcome home to this impeccably maintained home! This home offers so much...Thoughtfully designed open-concept living and kitchen area with a desirable split-bedroom floor plan, beautiful kitchen with Custom cabinets, built in pantry with pull out drawers, large seamless island, stainless steel appliances and more! Attached garage is heated and cooled. Detached garage measures 16x16 with concrete drive. Screened in back deck with gorgeous mountain views, large outside patio area perfect for entertaining complete with a hot tub which conveys! Fenced in back yard and underneath the deck has been closed in offering even more storage! And this gorgeous yard is STUNNING! Beautifully landscaped and planed with Zoysia grass complete with irrigation system. YOU DO NOT WANT TO MISS THIS ONE!! Items to convey with buyer: Hot tub, patio furniture, back porch cabinet with TV and Bose home theater system, washer and dryer, all kitchen appliances.

539 Strawberry Dr, Winchester

$744,900

4 Beds ⋅ 4 Baths ⋅ 3546298 MLS ⋅ ACTIVE Status ⋅ 0.18 Acres ⋅ 37398 Zip Code

Lake living meets a layout you’ll love in Twin Creeks Village! This 4-bedroom, 4-full-bath home offers space to gather and room to retreat, with two bedrooms and two full baths on each level. The main-level primary bedroom provides everyday convenience, while the open living room, dining area, and large, open kitchen with abundant cabinets and an island create a welcoming space for entertaining or simply enjoying time together. Off one of the upstairs bedrooms is another heated/cooled space measuring approximately 14'x9'; ideal for conditioned storage, music or hobby room, or whatever you may need! The huge screened porch is a standout, featuring a gas fireplace and plenty of room for dining, playing games, or relaxing by the fire! Inside, a huge bonus room opens up even more possibilities—movie nights, game days, or that extra hangout space everyone will appreciate. But wait -- there’s a surprise tucked away—a secret room hidden behind a shelf adds a playful touch of mystery and character! Whether you’re welcoming weekend guests or settling into full-time living, this flexible floor plan makes it easy to feel at home. Twin Creeks residents enjoy three community pools, a clubhouse, and an on-site waterfront restaurant and marina, bringing recreation and relaxation close to home. From afternoons by the pool to dinner by the water, there’s plenty to love about life here. Come for the home, stay for the lifestyle! Short-term rentals require a permit; contact the HOA representative for current information and requirements.

72 Driftwood Ct, Winchester

$389,000

2 Beds ⋅ 2 Baths ⋅ 3545836 MLS ⋅ ACTIVE Status ⋅ 0.15 Acres ⋅ 37398 Zip Code

Welcome to this beautiful all-brick patio home located in the popular Fox Run community! This thoughtfully designed home offers an easy, comfortable floor plan with spacious living areas and plenty of room to relax and entertain. The open-concept living room and kitchen create a welcoming gathering space and the kitchen features stainless steel appliances, granite countertops, and a beautiful tile backsplash. The two oversized bedrooms and two full baths provide comfort and privacy. A small office, craft room, or hobby room offers the perfect flex space to suit your needs. Step outside to enjoy the screened-in back porch—a wonderful spot to sip your morning coffee, unwind in the evening, or enjoy the peaceful surroundings. As a resident of Fox Run, you’ll also enjoy wonderful community amenities including a swimming pool, clubhouse, and lawn care included. This home offers low-maintenance living in a desirable community, making it the perfect place to call home! Convenient to downtown Winchester, shopping, dining, grocery stores and Tim's Ford Lake!

319 Chase Cir, Winchester

$524,900

3 Beds ⋅ 3 Baths ⋅ 3545612 MLS ⋅ ACTIVE Status ⋅ 0.14 Acres ⋅ 37398 Zip Code

Weekends away...or here to stay...this adorable home may be exactly what you're looking for. Here's where you find your affordable, every day escape in Twin Creeks Village! This inviting 3-bedroom, 2.5-bath home with 3/4" sand and finish flooring combines an open floor plan with wonderful spaces to relax, gather, and enjoy the outdoors. The covered front porch (with arched stone entry!) offers a welcoming first impression, while the large screened porch steals the show—perfect for morning coffee or simply settling in with a good book. Inside, this home makes everyday living and entertaining feel effortless. A main level primary bedroom adds convenience while two additional bedrooms upstairs offer room for guests, a home office, or whatever suits your lifestyle. The large laundry room is complete with cabinets and a sink. Whether you’re searching for a full-time home or lake get-away, this home is ready for your next chapter. Furniture and furnishings are available for negotiation, offering the opportunity to spend less time furnishing and more time enjoying your new home!

605 River Watch Way, Winchester

$339,900

3 Beds ⋅ 2 Baths ⋅ 3545572 MLS ⋅ ACTIVE Status ⋅ 0.92 Acres ⋅ 37398 Zip Code

Privacy, space, and comfortable one-level living come together beautifully. Situated on nearly an acre surrounded by mature trees, this 3-bedroom, 2-bath home offers a peaceful setting with plenty of room to relax both inside and out. A large front porch with new Trex decking creates an inviting first impression and the perfect spot to enjoy quiet mornings or unwind at the end of the day. Inside, the home offers a warm and functional layout featuring a separate dining room, keeping room, and a welcoming living space centered around a gas fireplace. The kitchen features maple cabinetry and tile countertops with plenty of space for everyday meal preparation and gathering. Just beyond the main living areas, the heated and cooled sunroom extends the home's usable living space year-round—ideal for relaxing, entertaining, or creating a bright home office or hobby space. The primary suite provides a comfortable retreat with separate his-and-hers walk-in closets and a private bath with a walk-in shower. Partial new carpeting adds a fresh touch throughout the home, while the included washer and natural gas dryer provide added convenience. Outside, mature trees create a wonderful sense of privacy and a peaceful backdrop for enjoying the spacious property. With nearly an acre, inviting indoor and outdoor living spaces, and a floor plan designed for comfortable everyday living,

338 Royal Oak Dr, Winchester

$215,900

3 Beds ⋅ 2 Baths ⋅ 3545433 MLS ⋅ ACTIVE Status ⋅ 0.92 Acres ⋅ 37398 Zip Code

Welcome home to this charming 3BR/2BA property where comfort meets convenience. Step inside to find stylish LVP flooring, a relaxing living room with a ceiling fan, and a beautifully updated kitchen boasting custom cabinetry and stainless appliances. The new HVAC keeps things perfectly comfortable, while the patio offers a peaceful spot for morning coffee. With a concrete drivewayand quick access to shopping and dining, this home is perfectly placed for easy living.

Little St, Winchester

$215,900

3 Beds ⋅ 2 Baths ⋅ 3545434 MLS ⋅ ACTIVE Status ⋅ 0.63 Acres ⋅ 37398 Zip Code

Little St, Winchester

$239,900

3545435 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code

ATTENTION INVESTORS! Unique 1 BR/1 BA duplex--income potential located in Winchester, TN near downtown area, custom cabinets, stainless Whirlpool appliances, minutes to shopping, restaurants, and schools. This property is a must see

1512 Clark St, Winchester

$1,500,000

3 Beds ⋅ 2 Baths ⋅ 3544332 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37398 Zip Code

Welcome to your Tims Ford Lake retreat! A beautifully maintained 3-bedroom, 2-bath lake house offering the perfect blend of privacy, space, and waterfront living. Set on half an acre with a private dock and boat lift on year-round water, this home puts lake life right outside your back door. Step inside to find a newly renovated kitchen, ready for everything from quiet mornings to entertaining guests. Skylights throughout the home flood the living spaces with natural light, creating a bright, airy feel from room to room. Upstairs, the sprawling primary suite offers a true owner's retreat, while the walkout unfinished basement adds abundant storage or future expansion potential. The two-car garage provides everyday convenience, and the two-story layout gives everyone room to spread out. The true showstopper is the sunroom, where floor-to-ceiling views of Tims Ford Lake and your private dock make it easy to imagine morning coffee or evening sunsets right at home. Beyond the water, the location delivers everyday peace of mind and convenience - city fire and police are close by, the hospital is just 2.2 miles away, and you're within easy walking distance of the city square for shopping and dining. This lovingly maintained home is lakefront living at its finest. Don't miss your chance to own a slice of Tims Ford Lake.

107 Brandi Way, Winchester

$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

$340,000

3 Beds ⋅ 2 Baths ⋅ 3544164 MLS ⋅ ACTIVE Status ⋅ 0.53 Acres ⋅ 37398 Zip Code

3 BR, 2 bath home, all on a 1/2 acre in desirable neighborhood! Hardwood floors in main area and main bedroom. With beautiful cabinetry in the kitchen, stainless appliances and a 6-burner stove. Large jack/jill bath w/double vanities and walk-in closets throughout each bedroom of the house. Large master bedroom, with a huge closet, double vanity sink, tile shower, and large whirlpool tub. Backyard fenced for privacy; Storage building does convey. Come check out this must see home, and make an offer! 24 Hour Notice to Show!

117 Carol Cir, Winchester

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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.