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801 S High St, Winchester
$279,900
3 Beds ⋅ 2 Baths ⋅ 3305185 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.38 Acres ⋅ 37398 Zip Code
Move-in ready with charm, space, and versatility. This beautifully refreshed home has been updated with fresh paint throughout, new light fixtures, and fresh landscaping. The spacious primary bedroom features vaulted ceilings and natural lighting. A brand new water heater and included washer and dryer add convenience for the new owner. Step outside to enjoy the large, beautiful backyard, perfect for entertaining, gardening, or simply relaxing. The detached mother-in-law suite with its own screened in porch offers endless possibilities-- ideal for guests, extended family, or home office. This home is conveniently located minutes from town and a short distance to the Winchester Square.

801 S High St, Winchester

924 Cline Ridge Rd, Winchester
$399,900
2 Beds ⋅ 2 Baths ⋅ 3305167 MLS ⋅ ACTIVE Status ⋅ 0.78 Acres ⋅ 37398 Zip Code
Enjoy the best of Tennessee living in this charming lakefront home nestled on 0.78± acres on Tims Ford Lake! Offering approximately 1,450 square feet of comfortable living space, oversized decks and porches this property combines peaceful country surroundings with convenient access to outdoor recreation. Inside, you'll find a spacious layout featuring an inviting living area with Panoramic window views, dining room, eat-in kitchen with beautiful wooden cabinets and moveable island ! All this provides plenty of room for family and friends to gather and enjoy the lake or just hanging out playing games and watching movies . 2 bedrooms and 2 full baths for your convenience and the washer and dryer are all located on that main level! Downstairs you’ll find 2 rooms and a closet/ laundry room if desired. Step outside to enjoy the scenic setting, beautiful landscape and plenty of storage and privacy where you can relax and take in the beauty of the nearby water views. Located just minutes from Tims Ford Dam, public boat ramps, marinas, and Tims Ford State Park, this home is ideal as a full-time residence, weekend retreat, or vacation getaway. Whether you enjoy boating, fishing, golfing, or simply unwinding in a peaceful setting, this property offers the perfect place to call home. Schedule your showing today and experience all that this beautiful Winchester property has to offer! This property does come with an inlet lake access within walking distance from the house .

924 Cline Ridge Rd, Winchester

95 Luttrell Dr, Winchester
$359,900
3 Beds ⋅ 2 Baths ⋅ 3298130 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37398 Zip Code
Beautifully maintained 3-bedroom, 2-bath home offering a spacious split-bedroom, open-concept floor plan with custom kitchen cabinetry, abundant storage, and an inviting living area. The primary suite features a tray ceiling, dual walk-in closets, and a private bath. Relax in the new two-person hot tub (which conveys) while enjoying beautiful views of Tims Ford Lake. A unique bonus is the vacant lot behind the home, which is not buildable, providing added privacy and helping preserve the lake view. Located on Luttrell Drive, you'll enjoy public access to Tims Ford Lake just approximately 100 yards away—perfect for fishing, kayaking, or simply enjoying the water. Additional features include a 2-car garage, rocking chair front porch, spacious corner lot, beautiful lake views, and NO HOA!

95 Luttrell Dr, Winchester

1200 Little St, Winchester
$289,000
5 Beds ⋅ 2 Baths ⋅ 3278665 MLS ⋅ ACTIVE Status ⋅ 0.54 Acres ⋅ 37398 Zip Code
--- MOVE IN READY --- 1 Level - FLEX space galore - Fully rehabbed from top to bottom and 100% move-in ready, this solid, single-level ranch offers modern comfort just minutes from Tims Ford Lake and Boiling Fork Creek. Designed with zero stairs and two separate living areas, this highly versatile layout is the perfect setup for a large family, multi-generational living or a high-yield rental investment. Enjoy absolute peace of mind with premium upgrades throughout, including a brand-new metal roof, siding, windows, and a stunning designer kitchen. Outside, the brand-new back deck overlooks a spacious, level half-acre lot—providing an ideal space for entertaining and plenty of room to park your boat, trailer and lake toys. A rock-solid, fully renovated home in a fantastic location. PRICED TO SELL! Appliance credit could be considered with acceptable offer.

1200 Little St, Winchester

23 Woods Edge Rd, Winchester
$275,000
3 Beds ⋅ 2 Baths ⋅ 3259669 MLS ⋅ ACTIVE Status ⋅ 1.23 Acres ⋅ 37398 Zip Code
A welcoming living space boasts a stunning double-opening fireplace, perfect for cozy evenings spent with family and friends. The abundant natural light streaming through replacement windows creates an airy ambiance that will make you feel right at home. The dining room conveniently opens to an outdoor patio through sliding doors, making it an entertainer's dream. Imagine hosting gatherings with seamless indoor-outdoor flow, where laughter and good food abound beneath the stars. Enjoy the convenience of instant hot water with a state-of-the-art gas system. This property features not only a spacious 2-car attached garage for daily convenience but also a detached 2-car garage/shop that offers additional storage and versatility. Whether you need space for vehicles, hobbies, or tools, you will never be short on space. With over an acre to explore, you have the perfect canvas for gardening, outdoor activities, or simply basking in the beauty of nature. The expansive yard provides endless possibilities for relaxation or recreation, making it an ideal space for families, pets, and outdoor enthusiasts alike. Situated in a tranquil setting, yet conveniently located near schools, shopping, Winchester City Park and Tims Ford Lake, you can enjoy the best of both worlds – peace and accessibility. Selling ‘As Is’.

23 Woods Edge Rd, Winchester

131 Charlotte Dr, Winchester
$349,888
3 Beds ⋅ 2 Baths ⋅ 3251006 MLS ⋅ ACTIVE Status ⋅ 0.47 Acres ⋅ 37398 Zip Code
Bring Offers! Welcome Home!! Such a cute, well designed and spaciously laid out home that proudly boasts of 1,548 sq ft of comfortable living space!! The home welcomes you through the foyer into the roomy Living Room with a gas fireplace and custom tilework. The hardwood floors throughout this home are so beautiful and compliment every room only to add to the elegance of this beautifully designed Move In Ready home. The gorgeously crafted kitchen is appointed with granite counter tops, full size pantry, custom tile backsplash, and tile floors. Everything is color coordinated for you!! All 3 bedrooms have ceiling fans, hardwood floors, and big windows that let in plenty of sunshine. The private Master Suite has double vanities, a make-up area, a Large Walk-In Closet, and a custom walk-in tile shower with dual shower heads too. The Den area with its window A/C unit and Gas Heater is a great place to relax and watch TV!! For anyone who loves to enjoy nature, but not be out in it, just off the Den is a screened in deck to be able to enjoy a cool morning or evening out there while listening to the birds and other sounds of nature. The backyard has been surrounded by a privacy fence and beautifully landscaped. The landscaping in the front adds to first impression WOW factor as you pull into the concrete drive. Do you have a 5th wheel? These owners have added a place specifically for that to park too!! Dont miss the almost new outbuilding that stays with this home as well!! Don't miss out on this home!! Its meticulously maintained inside and out!! Make plans today to come see it before someone else does!!

131 Charlotte Dr, Winchester

6606 Old Tullahoma Rd, 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

1717 Georgia Crossing Rd, Winchester
$99,900
3 Beds ⋅ 2 Baths ⋅ 3234838 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37398 Zip Code
Unlock the potential of this versatile 1,500± sq. ft. property! Offering a unique opportunity for investors, renovators, or buyers looking to create a space tailored to their vision, this property provides a blank slate with flexible layout possibilities. Whether you envision an open-concept design, additional living areas, or a completely customized floor plan, there is plenty of room to bring your ideas to life. Outside, a detached block building with a durable metal roof offers additional space for a workshop, storage, hobbies, or future improvements. An attached one-car garage adds even more functionality. A new water meter will need to be installed for the property. This property was recently created through a minor division separating it from the neighboring property, now offered as MLS #3234828.

1717 Georgia Crossing Rd, Winchester

99 N Shephard St, Winchester
$295,999
3 Beds ⋅ 2 Baths ⋅ 3231532 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Welcome to Green River—where front porch living, walkable convenience, and small-town charm come together. Located just a half-mile from Winchester’s historic square and only 1.5 miles from Tims Ford Lake, this brand-new home offers the perfect balance of downtown accessibility and outdoor recreation. Enjoy local dining, shopping, festivals, boating, and lake days—all just minutes from your front door. This charming 3-bedroom, 2-bath cottage-style home offers low-maintenance living in one of Winchester’s most desirable walking communities. The open-concept floor plan features a spacious kitchen with a large island, modern finishes, and inviting living and dining areas perfect for everyday living and entertaining. Two bedrooms and a full bath are located on the main level, while the private primary suite occupies the entire second floor, complete with an ensuite bath and generous closet space. Enjoy relaxing on the covered front porch, entertaining on the back deck, and the convenience of a detached one-car garage. Located within walking distance of Downtown Winchester and just minutes from Tims Ford Lake, this home offers easy access to shopping, dining, recreation, and community events. Experience the perfect blend of modern comfort, convenience, and small-town charm.

99 N Shephard St, Winchester

44 Houghton Dr, Winchester
$399,900
4 Beds ⋅ 4 Baths ⋅ 3229184 MLS ⋅ ACTIVE Status ⋅ 0.47 Acres ⋅ 37398 Zip Code
Huge price Reduction withranch style home in a great location only minutes to the winchester square! Only 15 min to I-24! This renovated 4 bedroom brick home with all of its updates is a gem! The beautiful kitchen has a country french feel with the granite and beautiful backsplash and newly updated cabinets with the finishing touch of bar seating. This well appointed home has a large living room and a florida room for large gatherings. The owner has done many well thought out upgrades and additions to the home. Huge laundry room with 1/2 bath just off of the pool side of the home so wet guests will not need to go through the house. The home has had all of the plumbing updated as well and the seller has added additional gas heating units!. The large 4th bedroom has a full bath and the second bedroom has a 1/2 bath in it as well. This cute as can be home has a salt water pool to relax in that is partially underground and has a deck alongside it for relaxing on under the cabanna. The private back yard is fully fenced with two outbuildings and lots of soft grass and a fountain along with its beautiful landscaping around the property. The ower has also had gutter guards added to keep the gutters leaf free. This home provides extra parking in the back by the carport or would make a great basket ball area for a growing family. This lovely home is just minutes to the popular Twin creeks Marina, Tims ford lake and shopping and local airport. This home is a must see! Schedule your showing today.

44 Houghton Dr, Winchester

3896 Lynchburg Rd, Winchester
$355,000
3 Beds ⋅ 2 Baths ⋅ 3220839 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.9 Acres ⋅ 37398 Zip Code
Charming Remodeled Home with Extra Garage Space Near Tims Ford Lake! This beautifully updated 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and location. Recently remodeled, the interior features stainless steel appliances, new light fixtures, stylish finishes including granite countertops and a fresh, modern feel throughout. The home includes a 2-car attached garage with durable epoxy flooring, plus a newly built spacious 23x29 detached two-bay garage—ideal for extra vehicles, a workshop, or storage. Additional upgrades include an encapsulated crawlspace, providing improved energy efficiency and peace of mind. Situated outside city limits, you’ll enjoy added privacy while still being just minutes from Tims Ford Lake and nearby marinas, making this a perfect spot for boating, fishing, and outdoor living. Whether you're looking for a full-time residence or a weekend retreat, this property checks all the boxes!

3896 Lynchburg Rd, Winchester

802 Evans Rd, Winchester
$375,000
3 Beds ⋅ 2 Baths ⋅ 3182544 MLS ⋅ ACTIVE Status ⋅ 2.57 Acres ⋅ 37398 Zip Code
Escape to this peaceful, FULLY FURNISHED home nestled on a 2.5 acre wooded lot just minutes from Tim's Ford Lake, a public boat ramp, and the world-famous Jack Daniel’s Distillery. This charming and successful Airbnb offers the perfect mix of charm and modern comfort. Inside, you'll find an updated kitchen with modern appliances, perfect for home-cooked meals, and cozy fireplaces to warm up after a day on the water. Step outside to relax under the stars around the outdoor fire pit or enjoy the quiet seclusion of the wooded surroundings. Additional amenities include a covered carport, extra storage, and plenty of space to park your boat or recreational gear. Whether you're looking for a personal residence with unique charm and full amenities or a new investment for your portfolio - this retreat offers convenience, comfort, and a true Tennessee experience. Update list is attached including brand new tankless water heater and PEX plumbing throughout!

802 Evans Rd, Winchester

500 Golf Shores Dr, Winchester
$388,000
4 Beds ⋅ 3 Baths ⋅ 2963154 MLS ⋅ ACTIVE Status ⋅ 1.52 Acres ⋅ 37398 Zip Code
Premier Location!! Golf Shores Dr is a very quite street that ends in a cul-de-sac. approximately one mile from Tim's Ford State Park, only minutes from Bear Trace Golf Course, 3 marina's and multiple boat ramps. Concrete drive and a two car/boat carport! Spend those hot summer days enjoying the above ground pool! The large deck area is great place for entertaining offering a view of the forest that surrounds the back of the property. You will find an in-law suite on the bottom floor with it's own private entrance! (In-Law suite serves as a great short term rental) The main home has 3b2b, large den, dining room and eat in kitchen. The property has been well maintained (NEW ROOF 2025) and has several upgrades since original construction. Two outbuildings offer ample storage space. Adjoining property is included in this purchase. .76 acre / lot #17 at no additional cost. This lot has electric hookup for camper in place. Owner is willing to rent the property) on a monthly basis while it's on the market.

500 Golf Shores Dr, 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.

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