Winchester Homes for Sale

Welcome to Winchester, a charming city located in Franklin County, Tennessee. Winchester is a place where small-town charm meets modern convenience, offering residents a high quality of life in a beautiful setting.

In Winchester, you will find a variety of homes for sale to suit every lifestyle and budget. Whether you are looking for a cozy single-family home, a spacious townhouse, or a luxurious waterfront property, Winchester has something for everyone. The real estate market in Winchester is vibrant and diverse, with options ranging from historic homes with character to newly built residences with all the modern amenities.

Living in Winchester means enjoying a peaceful and welcoming community with easy access to outdoor recreation, local shops, restaurants, and more. The city is known for its picturesque landscapes, friendly neighbors, and strong sense of community spirit.

If you are considering making Winchester your home, now is the perfect time to explore the available homes for sale in this area. With the help of experienced real estate agents, you can find the perfect property that meets your needs and fulfills your dreams of living in this wonderful city.

Come and discover all that Winchester has to offer – from its rich history to its vibrant real estate market, this city has something for everyone. Start your search for your dream home in Winchester today!

Newest Winchester Homes for Sale

$200,000

2 Beds ⋅ 1 Baths ⋅ 3593149 MLS ⋅ ACTIVE Status ⋅ 0.39 Acres ⋅ 37398 Zip Code

Step into this cozy 2-bedroom, 1-bath home conveniently located in the heart of town! Offering a flexible floor plan, this home features a spacious den that could easily serve as a 3rd bedroom, home office, or additional living space. The kitchen comes equipped with stainless steel appliances, while property also offers a detached garage and separate storage building, giving you plenty of room for vehicles, hobbies, tools, and extra storage. With its convenient location close to shopping, dining, schools, and everyday amenities, this home offers the perfect combination of comfort and versatility.

107 Highland Dr, Winchester

$599,900

3 Beds ⋅ 4 Baths ⋅ 3592560 MLS ⋅ ACTIVE Status ⋅ 0.15 Acres ⋅ 37398 Zip Code

Discover this beautifully upgraded, custom home nestled inside a gated lakefront community, offering both comfort and style at an affordable price. Step inside to an open, light-filled layout featuring the primary bedroom and a dedicated office conveniently located on the main level. Upstairs, you’ll find two more bedrooms, a second full bath and a versatile bonus room with an adjoining half bath -- ideal for guests, hobbies, or an exercise room. The screened-in porch w/epoxy finish, is complete with a cozy fireplace and tv mount. Roll up the custom "garage door" between the dining area and screened porch for additional entertainment value everyone is sure to love! The large screened porch with gas fireplace invites you to unwind year-round (perfect for football season!), while the additional outside patio is perfect for grilling and gathering with family and friends. Every detail of this home reflects thoughtful upgrades and quality finishes, blending modern comfort with lakeside charm. Enjoy the peace of gated living, the beauty of the water, and the satisfaction of knowing you found your perfect lake retreat at an unbeatable value! Home is currently leased through 11/10/26.

70 Lake Life Court, Winchester

$229,900

3 Beds ⋅ 2 Baths ⋅ 3592341 MLS ⋅ ACTIVE Status ⋅ 0.291 Acres ⋅ 37398 Zip Code

WHY RENT WHEN YOU CAN BUY? Come and experience everything Winchester has to offer! Welcome to this awesome new construction ONE LEVEL home. This residence features LVP flooring throughout, providing durability and a modern, fresh look. Large living room and combo kitchen area complete with stainless steel appliances and custom cabinets. 3 bedrooms and 2 full baths. Easy access to shopping, marinas, restaurants, and interstate. Just a short drive to Sewanee or Monteagle mountain, minutes from Tim's Ford Lake and Tullahoma. Ask agent about the Builder's preferred lender incentives.

S High St, Winchester

$215,900

3 Beds ⋅ 2 Baths ⋅ 3592318 MLS ⋅ ACTIVE Status ⋅ 0.9500000000000001 Acres ⋅ 37398 Zip Code

PERFECT LOCATION right in the heart of Winchester! WHY RENT WHEN YOU CAN BUY? Come and experience everything Winchester has to offer! Welcome to this awesome new construction ONE LEVEL home. This residence features LVP flooring throughout, providing durability and a modern, fresh look. Large living room and combo kitchen area complete with stainless steel appliances and custom cabinets. 3 bedrooms and 2 full baths. Easy access to shopping, marinas, restaurants, and interstate. Just a short drive to Sewanee or Monteagle mountain, minutes from Tim's Ford Lake and Tullahoma. Ask agent about the Builder's preferred lender incentives.

Little St, Winchester

$349,900

3 Beds ⋅ 2 Baths ⋅ 3592183 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37398 Zip Code

1557 Rowe Gap Rd, Winchester

$289,900

3 Beds ⋅ 2 Baths ⋅ 3547794 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37398 Zip Code

Beautifully renovated brick home on a spacious 0.50-acre lot in Winchester! This 3-bedroom, 2-bath home offers approximately 1,768 sq. ft. of updated living space with a long list of recent improvements, including a new roof, new HVAC system and ductwork, new LVP flooring, new appliances, granite countertops, new water heater, and updated plumbing. The large, tree-shaded lot provides plenty of outdoor space, while the concrete driveway leads to an approximately 28' x 28' detached garage, offering excellent parking, storage, or workshop potential. Conveniently located near Tims Ford Lake, this move-in-ready home combines classic brick construction with modern updates. A great opportunity to enjoy comfortable living with room to spread out!

335 MYERS ROAD, Winchester

$1,447,500

3 Beds ⋅ 3 Baths ⋅ 3547221 MLS ⋅ ACTIVE Status ⋅ 0.34 Acres ⋅ 37398 Zip Code

WELCOME TO LAKEFRONT LIVING ON TIM’S FORD LAKE! This incredible lakefront retreat is tucked along a beautiful cove—perfect for swimming, relaxing, and enjoying everything Tim’s Ford Lake has to offer. Private dock, boat slip with lift, double jet ski docks, and beautiful lake views. { $50K Major Shoreline Improvement ROCK/Bulkhead.} This home was made for unforgettable days on the water and gatherings with family and friends.~Currently used as a 5 bedroom home, the spacious layout offers plenty of room for both large gatherings and quiet lake weekends.~Step inside to a dramatic soaring-ceiling foyer with slate tile flooring, opening into a spacious living room featuring a fireplace and beautiful sand-and-finished hardwood floors. Step out onto the private porch overlooking the lake—the perfect place for morning coffee, evening sunsets, and taking in the peaceful waterfront setting.~The newly updated kitchen is fully equipped with granite countertops, stainless steel appliances, gas cooktop, microwave, Bosch dishwasher, large pantry, and a charming breakfast nook overlooking the lake.~The spacious Primary Suite offers its own relaxing retreat with a grand sitting area, newly updated lighting, oversized walk-in closet, separate shower, jetted soaking tub with a lake view, and double vanities.~The main level offers 3 bedrooms, providing comfortable and convenient one-level living.WALK-OUT BASEMENT — ROOM FOR EVERYONE!The newly finished walk-out basement dramatically expands the possibilities of this lake home. Gather in the REC Room-gas fireplace, tile flooring—perfect for movie nights, game days, and entertaining after a day on the lake. ~ALL NEWLY FINISHED BASEMENT also offers 3 additional rooms currently used as guest bedrooms * ALL newly renovated full bathroom with tiled flooring and tub/shower combination.Outside, enjoy double-deck outdoor living areas overlooking the lake with easy access to your private dock. OWNER Agent

228 Murray Lake Dr, 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

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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.