Winchester, TN Homes for Sale

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  /47

  $355,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  79 Charlotte Dr, Winchester, TN 37398

  Welcome home to this beautifully remodeled 3-bedroom, 2-bath ranch offering the ease of all one-level living & stylish updates throughout. From the moment you step inside, you’ll appreciate the fresh, modern feel created by brand-new luxury vinyl plank flooring throughout the home & new tile flooring in both bathrooms. The spacious living area is warm & inviting, offering the perfect place to

  Amberly (Abbi) Tomme Legion Realty

  79 Charlotte Dr, Winchester, TN 37398
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  /6

  $89,000

  • Land
  • 13,503 Sq Ft
  • $287,097 per Acre

  109 7th Ave NE, Winchester, TN 37398

  This blank canvas is ready for your vision in one of Winchester’s most convenient locations. This vacant building lot on 7th Ave N offers an ideal setting for your next home or investment, just minutes from the heart of Winchester. Located only seven blocks from the downtown square, you’ll enjoy quick access to local dining, shopping, and community events, while still being tucked into a quiet

  Thomas Ore Winton Auction & Realty Co.

  109 7th Ave NE, Winchester, TN 37398
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  /54

  $429,900

  New Construction $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,890 Sq Ft

  124 Lookout Dr, Winchester, TN 37398

  Welcome to the Winchester Plan—a beautifully designed 1-level, 4-bedroom home offering comfort, style, and functionality! The open living concept creates a warm and inviting atmosphere, perfect for family gatherings and entertaining guests. Enjoy relaxing evenings on the covered back porch, ideal for outdoor dining or simply taking in the peaceful surroundings. Located in a gated, family-friendly

  Mitchell Bowman simpliHOM - The Results Team

  124 Lookout Dr, Winchester, TN 37398
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  /10

  $84,900

  $3K PRICE DROP

  • Land
  • 0 Sq Ft

  0 Why Worry Ln Unit 322, Winchester, TN 37398

  Discover the perfect place to build your dream getaway in this sought-after lake subdivision, where resort style living meets everyday comfort. This amazing lot offers access to private boat slips, community pools, and a on the water restaurant ideal for casual dining and sunset gatherings. This neighborhood also features stunning wedding and event venues, making it a vibrant destination for

  Chris Hawkersmith Lynch Rigsby Realty & Auction, LLC

  0 Why Worry Ln Unit 322, Winchester, TN 37398
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  /63

  $307,900

  $2K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,213 Sq Ft

  103 N Shephard St, Winchester, TN 37398

  Welcome home to “A Whiter Shade of Pale,” a home that beautifully blends classic character with modern comfort. Perfectly situated within walking distance of downtown Winchester and just 1.5 miles from stunning Tims Ford Lake, this home offers the best of small-town living and outdoor adventure. Step inside to discover an inviting open-concept main level designed for both everyday living and

  Eberley Holloway Southern Middle Realty

  103 N Shephard St, Winchester, TN 37398
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  /52

  $650,000

  $49K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,952 Sq Ft

  16 Bingham Ct, Winchester, TN 37398

  Tucked inside the highly sought-after lake community of Dripping Springs, this beautifully fully updated home offers the kind of lifestyle people dream about. With year-round lake views and your very own private pier dock, every day feels like a getaway. Inside has been completely updated. The show-stopping floor-to-ceiling fireplace anchors the main living space creating a warm atmosphere.

  Thomas Ore Winton Auction & Realty Co.

  16 Bingham Ct, Winchester, TN 37398
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  /2

  $65,000

  • Land
  • 27,442 Sq Ft
  • $103,175 per Acre

  0 Old Tullahoma Rd Unit 1, Winchester, TN 37398

  Building lot in Meadow Wood Acres. 0.63 acres. 2 bedroom perc site.

  Mitch Umbarger Better Homes & Gardens Real Estate Heritage Group

  0 Old Tullahoma Rd Unit 1, Winchester, TN 37398
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  /34

  $225,000

  • Land
  • 3 Acres
  • $75,000 per Acre

  0 Spring Hill Dr, Winchester, TN 37398

  Discover the perfect blend of convenience and freedom with this rare 3-acre parcel inside Winchester city limits. If you’ve been searching for a few acres to build your dream home—just minutes from downtown—this one checks every box. Located just beyond a neatly maintained grass-lined fence row at the edge of Winchester Village Phase II, the property offers the benefits of subdivision proximity

  Leah Dickert Noble Real Estate

  0 Spring Hill Dr, Winchester, TN 37398
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  /2

  $110,000

  • Land
  • 30,056 Sq Ft
  • $159,420 per Acre

  0 Summer Lake Unit 2, Winchester, TN 37398

  Build your new home in this quiet and secluded subdivision. Walking trail for all lot owners to access the Owl Hollow Cove on Tims Ford Lake. Summer Lake TVA Access Trail for golf carts, ATV, bicycle, hiking, paddle board, kayak, swimming and fishing. Boats can be driven into the cove. Currently a boat dock is not permitted but there are several boat docks within a short distance of the property.

  Yvette Lowe Century 21 Coffee County Realty & Auction

  0 Summer Lake Unit 2, Winchester, TN 37398
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  /44

  $412,000

  Open Sun 1PM - 3PM $18K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  802 Evans Rd, Winchester, TN 37398

  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

  Hannah Monilaw Better Homes & Gardens Real Estate Heritage Group

  802 Evans Rd, Winchester, TN 37398
• 

  

  /3

  $84,900

  $5K PRICE INCREASE

  • Land
  • 7,840 Sq Ft
  • $471,667 per Acre

  0 Kayak Way Unit 413, Winchester, TN 37398

  One of the prettiest gated lake communities in Tennessee. Come stay and play in this beautiful, gated community on Tims Ford Lake. Always something to do with walking trails, event center, waterfront dinning at Drafts & Watercrafts, clubhouse, heated pools, full-service marina w/dock, boat slip rental, underground utilities, High speed fiber internet, boat club, boat rentals and more. Only thing

  Sam Hatfield Sam Hatfield Realty, Inc.

  0 Kayak Way Unit 413, Winchester, TN 37398
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  /13

  $139,900

  $15K PRICE DROP

  • Land
  • 15,681 Sq Ft
  • $388,611 per Acre

  0 Paddleboard Ct Unit 229, Winchester, TN 37398

  Large cul-de-sac lot in Twin Creeks Village! This beautiful lot sits on the marina side of the neighborhood, placing you within easy walking or golf cart ride to the full-service marina, boat slips, a lakefront restaurant/bar, three resort-style pools, clubhouse, scenic walking trails, and a sandy beach area. Come design your multi-level dream home and take in the serene views and peaceful

  Andrew (Andy) McInturff Zach Taylor Real Estate

  0 Paddleboard Ct Unit 229, Winchester, TN 37398
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  /2

  $90,000

  • Land
  • 0 Sq Ft

  0 Turtle Ct Unit 375, Winchester, TN 37398

  Outstanding opportunity on a prime homesite in Twin Creeks Village, offering an attractive price point for a resort-style lake community. This level lot sets up beautifully for your future custom lake home and sits just inside the gated entrance, only a short walk or quick golf cart ride from the newly added third community pool. Whether you envision a full-time residence or a weekend retreat,

  Christopher Wilson APP Realty

  0 Turtle Ct Unit 375, Winchester, TN 37398
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  /7

  $79,900

  $5K PRICE DROP

  • Land
  • 6,359 Sq Ft
  • $547,260 per Acre

  0 River Watch Way Unit 365, Winchester, TN 37398

  Motivated Sellers! All reasonable offers considered.Come enjoy all the amenities this Summer ! And the 4th of July fireworks - at Twin Creeks Marina. This level lot is ready for your dream home! Bring the house plans. (The lot next door *364, MLS * is also for sale so you could build on both lots. Located in family-friendly, gated lakeside community, Twin Creeks offers everything you need for

  Amy Rivera Marcoma Realty, Inc.

  0 River Watch Way Unit 365, Winchester, TN 37398
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  /39

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,490 Sq Ft

  1400 Holders Cove Rd, Winchester, TN 37398

  2.3 +/- acres in country like setting just minutes from the square in Winchester.

  Bj Rigsby Lynch Rigsby Realty & Auction, LLC

  1400 Holders Cove Rd, Winchester, TN 37398
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  /7

  $99,900

  • Land
  • 0 Sq Ft

  0 Pontoon Place Unit RTC3129038, Winchester, TN 37398

  Lot 435 One of the few lots left in Twin Creeks Village. Enjoy all the amenities of this community. Restrictions apply.

  Bj Rigsby Lynch Rigsby Realty & Auction, LLC

  0 Pontoon Place Unit RTC3129038, Winchester, TN 37398
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  /6

  $159,900

  $15K PRICE DROP

  • Land
  • 1.04 Acres
  • $153,750 per Acre

  0 Cascade Dr Unit 9, Winchester, TN 37398

  Build your dream home on this spacious 1.04-acre lot located in the highly desirable Stone Field Heights subdivision. This premium homesite is one of the largest parcels in the neighborhood, providing both space and privacy. Situated at the front corner of the subdivision, the property backs up to a beautiful horse farm—ensuring no future development behind you—with breathtaking sunset views

  Steven Koleno Beycome Brokerage Realty, LLC

  0 Cascade Dr Unit 9, Winchester, TN 37398
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  /99

  $974,900

  Open Sat 1PM - 4PM $125K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,622 Sq Ft

  11 Hammock Dr, Winchester, TN 37398

  This stunning home offers beautiful views and is just steps from Twin Creeks Marina & Resort, with scenic overlooks of Tim’s Ford Lake. Nestled in the heart of Winchester, this location is surrounded by rolling hills, peaceful coves, and sparkling lake waters, creating the perfect blend of relaxation and recreation. The area is celebrated for its welcoming community, laid-back lifestyle, and

  Megan Jones Onward Real Estate

  11 Hammock Dr, Winchester, TN 37398
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  /63

  $2,119,040

  • 4 Beds
  • 5.5 Baths
  • 6,160 Sq Ft

  318 N Porter St, Winchester, TN 37398

  Elevated Lake Living. Lakeside Luxury at the Finest! 3 Level Home that Has It All and More. In Gated Boutique Community Close to Downtown Winchester. HOA incl Lawn Mowing, Gate Maintenance, Common Area and Dock Maintenance/Insurance. This Home is 3 Level of Luxury with 3 Private Primary Suites - 1 on the Main Level, and 2 Upstairs- all with Double Vanities, Large Showers, Water Closets, and

  Tara Hays Benchmark Realty, LLC

  318 N Porter St, Winchester, TN 37398
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  /76

  $740,000

  • 3 Beds
  • 3 Baths
  • 2,075 Sq Ft

  59 Walnut Dr, Winchester, TN 37398

  Tucked away in the trees of desirable Cline Ridge, this charming cottage-style retreat offers the perfect blend of privacy and lake living. Featuring 3 bedrooms, 3 bathrooms, a spacious walk-out basement, garage, and stunning covered and screened porches, there’s room for everyone to relax and unwind. Enjoy your private covered boat slip on Tim’s Ford Lake, making days on the water effortless.

  Alyssa Roland Southern Middle Realty

  59 Walnut Dr, Winchester, TN 37398
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  /5

  $110,000

  $40K PRICE DROP

  • Land
  • 41,382 Sq Ft
  • $115,789 per Acre

  7 Summer Lake, Winchester, TN 37398

  Nice building tract with 3 BR building soil site on .95 acres. This lot is only minutes to Tims Ford Lake & located in the center of all the attractions. Only minutes to the state park, marinas, restaurants, and Jack Daniels Distillery. Located in southern middle Tennessee, this property is 1 1/2 hours to Nashville and 1 hour to Huntsville AL. There is a deeded easement on Lot 8 for access to the

  Greg Sitz Parks Auction & Realty

  7 Summer Lake, Winchester, TN 37398
• 

  $690,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,086 Sq Ft

  57 Cypress Point Dr, Winchester, TN 37398

  Stunning New-Construction Lakefront Living – 2,086 Sq Ft. Waterfront Access. Welcome to this brand-new 3-bedroom, 2-bath with Office /Study lake house, designed for modern comfort and lakeside entertaining. Spanning a generous 2,086 square feet, this thoughtfully crafted home delivers open, light-filled living with beautiful lake views from the moment you walk through the door. Luxury Vinyl Plank

  Danny Duffey Duffeys Real Estate

  57 Cypress Point Dr, Winchester, TN 37398
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  /52

  $299,000

  • 5 Beds
  • 2 Baths
  • 1,600 Sq Ft

  1200 Little St, Winchester, TN 37398

  Turnkey perfection just minutes from the water! 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

  Lori Rowton Keller Williams Realty Nashville/Franklin

  1200 Little St, Winchester, TN 37398
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  /24

  $135,000

  • Land
  • 28,749 Sq Ft
  • $204,545 per Acre

  0 River Watch Way Unit 524, Winchester, TN 37398

  Fabulous opportunity to build your dream lake home on a large level lot in one of the most private and secluded areas of the community. It is hard to get any closer to Tims Ford Lake with the potential for lake views right from your home! Want a big yard? Build on this lot and purchase the one next door from us too. Enjoy the clubhouse, pool, putting green, fire pit, pavilion, boat storage lot,

  Jason Hilbelink Onward Real Estate

  0 River Watch Way Unit 524, Winchester, TN 37398
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  /2

  $55,000

  $5K PRICE DROP

  • Land
  • 21,780 Sq Ft
  • $110,000 per Acre

  1533 Rowe Gap Rd Unit 1 (4), Winchester, TN 37398

  1/2 Acre vacant building lot with approval for 3-bedroom septic system. 92' x 238'. Zoned R-1 (single family only, no mobile homes). Otherwise unrestricted. Great lot for house or barn-dominium.

  Thomas Ore Winton Auction & Realty Co.

  1533 Rowe Gap Rd Unit 1 (4), Winchester, TN 37398
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  /5

  $110,000

  $90K PRICE DROP

  • Land
  • 41,382 Sq Ft
  • $115,789 per Acre

  11 Summer Lake Ct, Winchester, TN 37398

  Nice building tract with 3 BR building soil site on .95 acres. This lot is only minutes to Tims Ford Lake & located in the center of all the attractions. Only minutes to the state park, marinas, restaurants, and Jack Daniels Distillery. Located in southern middle Tennessee, this property is 1 1/2 hours to Nashville and 1 hour to Huntsville AL. There is a deeded easement on Lot 8 for access to the

  Greg Sitz Parks Auction & Realty

  11 Summer Lake Ct, Winchester, TN 37398
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  /86

  $1,475,000

  $100K PRICE DROP

  • 3 Beds
  • 5 Baths
  • 6,300 Sq Ft

  1485 Water Tank Rd, Winchester, TN 37398

  We are introducing this breath taking home crafted on a beautifully wooded 12.1 acres in one of the most desired locations. Meticulously designed and constructed this remarkable traditional residence spans 4000 square feet, offering a seamless concept of traditional and modern floor plan. This home presents 3 bedrooms with 3 ensuite bathrooms and an additional guest half bath, a library, and a

  Sharon Swafford Swaffords Property Shop

  1485 Water Tank Rd, Winchester, TN 37398
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  /62

  $149,900

  Open Sat 1PM - 4PM

  • Land
  • 0 Sq Ft

  0 Kayak Way Unit 516, Winchester, TN 37398

  Lake View Lot- On the South Side of Twin Creeks Village and Resort! Imagine Yourself on the Upper Story Watching the Sun Set On The Lake From Your Future Home! Beautiful Lot and READY TO BUILD. LAKE VIEW LOT on the TWIN CREEKS SOUTH SIDE. Very Close to the Largest Twin Creeks Pool, Close to the Serene Side of Tim's Ford Lake, Come Build Your Dream Lake House! HOA cuts the grass, even after you

  Tara Hays Benchmark Realty, LLC

  0 Kayak Way Unit 516, Winchester, TN 37398
• 

  

  /4

  $100,000

  • Land
  • 1.71 Acres
  • $58,480 per Acre

  0 Old Clark Rd, Winchester, TN 37398

  Ivy Hankins Southern Middle Realty

  0 Old Clark Rd, Winchester, TN 37398
• 

  

  /10

  $149,900

  $10K PRICE DROP

  • Land
  • 5.01 Acres
  • $29,920 per Acre

  0 Lynchburg Rd Unit 1, Winchester, TN 37398

  Beautiful 5 acre Tract Ready for You to Build Your Dream Home. Nestled in the heart of Franklin County, perfectly positioned between the charm of Historic Lynchburg, Tim's Ford Lake and State Park Area, with the convenience of Winchester. Property Already Has Three Defined Soils Areas 1 is 21,943 sq ft, 2 is 13,480 sq ft, 3 is 10,775 sq ft possibility to divide property. Do not miss your chance

  Troy Stacy Parks Auction & Realty

  0 Lynchburg Rd Unit 1, Winchester, TN 37398
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  /51

  $869,900

  • 3 Beds
  • 2.5 Baths
  • 2,236 Sq Ft

  155 Cypress Point Dr, Winchester, TN 37398

  Welcome to your custom-built dream home on the water, with a community boat dock plus a boat slip. Extensive, detailed ceilings. Solid wood cabinetry with quartz tops and tile showers—primary suite on the main level with a large walk-in closet and entry door to the patio. Thoughtfully designed space with 2x6 construction and a large partially finished bonus room. Luxury vinyl plank and tile

  Thomas Williams Crye-Leike, Inc., REALTORS

  155 Cypress Point Dr, Winchester, TN 37398
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  /29

  $489,900

  • 3 Beds
  • 2 Baths
  • 2,116 Sq Ft

  647 Golf Shores Dr, Winchester, TN 37398

  Welcome to this beautiful brick home offering over 2,000 sq ft of living space in one of the most desirable setting around. This home rests on an amazing lot connecting to Tim's Ford State Park with a short hike to the lake. This property provides direct access to hiking trails and the lake, making it perfect for outdoor enthusiast who enjoy fishing, hiking or nature walks. Inside you will enjoy

  Chris Hawkersmith Lynch Rigsby Realty & Auction, LLC

  647 Golf Shores Dr, Winchester, TN 37398
• 

  

  /25

  $469,900

  • 3 Beds
  • 2 Baths
  • 1,817 Sq Ft

  172 Lookout Dr, Winchester, TN 37398

  Better than new with tons of builder and seller upgrades in a beautiful, gated community! This gem is located only 1/2 mile from a public boat ramp on the ever-popular Tims Ford Lake. You'll love the grand entrance with soaring ceilings, 8 foot doors throughout, tons of natural light, quartz countertops, and the huge custom pantry. The laundry room, with custom cabinets and folding station,

  Renee Delbridge Benchmark Realty, LLC

  172 Lookout Dr, Winchester, TN 37398
• 

  

  /5

  $110,000

  $40K PRICE DROP

  • Land
  • 33,541 Sq Ft
  • $142,857 per Acre

  3 Summer Lake Ct, Winchester, TN 37398

  Nice building tract with 3 BR building soil site on .77 acres. This lot is only minutes to Tims Ford Lake & located in the center of all the attractions. Only minutes to the state park, marinas, restaurants, and Jack Daniels Distillery. Located in southern middle Tennessee, this property is 1 1/2 hours to Nashville and 1 hour to Huntsville AL. There is a deeded easement on Lot 8 for access to the

  Greg Sitz Parks Auction & Realty

  3 Summer Lake Ct, Winchester, TN 37398
• 

  /2

  $89,000

  • Land
  • 11,761 Sq Ft
  • $329,630 per Acre

  612 N Jefferson St, Winchester, TN 37398

  Corner residential building lot just a stone's throw from Tims Ford Lake and the adorable downtown district of Winchester, TN! This lot is just 7 blocks from the public square and 1 mile from the nearest boat launching ramp which is located in the Winchester City Park. This lot also benefits from a variance that was granted to allow for a larger building footprint. This blank canvas is filled

  Thomas Ore Winton Auction & Realty Co.

  612 N Jefferson St, Winchester, TN 37398
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  /17

  $120,000

  $10K PRICE DROP

  • Land
  • 5.17 Acres
  • $23,211 per Acre

  0 Haddon Ln Unit lot 7, Winchester, TN 37398

  There’s something special about a piece of land that just feels right the moment you step onto it—and this one truly does.This 5-acre property offers the kind of space and stillness that’s getting harder to find. A peaceful pond sits at the heart of the land, creating a natural backdrop for slow mornings, evening sunsets, and everything in between.Build your dream home with city water and

  Trisha Aldrup Tyler York Real Estate Brokers, LLC

  0 Haddon Ln Unit lot 7, Winchester, TN 37398
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  /81

  $825,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,411 Sq Ft

  150 Edie Mae Ln, Winchester, TN 37398

  BRING YOUR HORSES! PLUS LAKE ACCESS Nestled on 9 scenic acres adjacent to Tims Ford Lake, this stunning modern home offers the perfect blend of comfort, style and tranquility.Built just 6 years ago, the residence features a bright, open floor plan designed for both everyday living and entertaining.The home boasts 3 spacious. bedrooms a huge bonus room, and 2 1/2 beautifully appointed bathrooms.

  Sheila Bair Century 21 Coffee County Realty & Auction

  150 Edie Mae Ln, Winchester, TN 37398
• 

  

  /72

  $627,781

  Open Sat 1PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,893 Sq Ft

  49 Driftwood Ct, Winchester, TN 37398

  Beautiful, Like-New Home! Well Taken Care Of, Upgraded Finishes. Main Level Primary Bedroom with Private Bathroom, Double Vanities, Beautifully Tiled Shower, Soaking Tub with Tile Accent Wall, and Walk-in Closet. Beautiful White Kitchen with Tile Backsplash, Wall Oven and Sleek Electric Cooktop. Second Bedroom on the Main Level Could also be Used as a Nursery, Office, Formal Dining, Sitting Room,

  Tara Hays Benchmark Realty, LLC

  49 Driftwood Ct, Winchester, TN 37398
• 

  

  /70

  $450,000

  • 3 Beds
  • 3 Baths
  • 2,629 Sq Ft

  314 4th Ave NW, Winchester, TN 37398

  Charming Southern Elegance Awaits You! Step into a world of timeless beauty and modern luxury with this stunning turn-of-the-century home, meticulously renovated to blend classic charm with contemporary comfort. The heart of the home is the spacious kitchen, featuring exquisite quartz and granite countertops that will inspire your culinary adventures. Whether hosting intimate dinners or grand

  Sharon Swafford Swaffords Property Shop

  314 4th Ave NW, Winchester, TN 37398
• 

  

  /5

  $110,000

  $40K PRICE DROP

  • Land
  • 40,510 Sq Ft
  • $118,280 per Acre

  5 Summer Lake, Winchester, TN 37398

  Nice building tract with 3 BR building soil site on .93 acres. This lot is only minutes to Tims Ford Lake & located in the center of all the attractions. Only minutes to the state park, marinas, restaurants, and Jack Daniels Distillery. Located in southern middle Tennessee, this property is 1 1/2 hours to Nashville and 1 hour to Huntsville AL. There is a deeded easement on Lot 8 for access to the

  Greg Sitz Parks Auction & Realty

  5 Summer Lake, Winchester, TN 37398

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