Homes for Sale in 37398

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  $449,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,157 Sq Ft

  109 Oak Park, Winchester, TN 37398

  Professional photos coming soon. Step into this beautifully renovated 1950s ranch where timeless charm meets modern comfort. This move-in ready home features 3 bedrooms and 2 full bathrooms, thoughtfully updated throughout. The spacious great room is the heart of the home, highlighted by a stunning stone fireplace that creates a warm and inviting atmosphere for gathering with family and friends.

  Penny Bowen Bowen Signature Properties

  109 Oak Park, Winchester, TN 37398
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  /15

  $180,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  710 S High St, Winchester, TN 37398

  Such a cute cottage style home with upgrades galore!! Roof, Windows, Appliances, Siding, HVAC, Bathroom all upgraded in 2021!! 3 Bedrooms, Upgraded Kitchen with Granite Countertops, Upgraded Bathroom with vinyl floors and tub shower combo with tile surround, the living room is spacious for your family!! this house is MOVE In Ready for sure!! Bring your highest and best offer before someone else

  Landon Keller Century 21 Volunteer Realty

  710 S High St, Winchester, TN 37398
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  /26

  $815,000

  • 4 Beds
  • 3 Baths
  • 3,279 Sq Ft

  206 Knott Rd, Winchester, TN 37398

  206 Knott Rd is a private 4.3-acre retreat that offers flexible living space and a peaceful lifestyle that's hard to put a price tag on. Step inside, where the open-concept floor plan creates a seamless flow between the living room, dining area, and kitchen. A double-sided custom tile gas fireplace with a beautiful, stained wood mantel serves as the centerpiece. The spacious living areas are

  Aleisha Putman Synergy Realty Network, LLC

  206 Knott Rd, Winchester, TN 37398
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  /31

  $494,900

  • 4 Beds
  • 2.5 Baths
  • 2,645 Sq Ft

  2607 Old Tullahoma Rd, Winchester, TN 37398

  Let's talk about convenience! This home is located within a few minutes of everything you'll ever need. Winchester, TN is a charming lakeside town offering a blend of outdoor recreation, historic charm, and a historic down town. We have it all boutiques, locally owned restaurants, and a vintage theater. This spacious 3–4 bedroom home with 2 full baths and a half bath, offering primary bedroom on

  Valerie Wilder Century 21 Coffee County Realty & Auction

  2607 Old Tullahoma Rd, Winchester, TN 37398
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  /81

  $845,000

  • 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
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  • Land
  • 24,393 Sq Ft

  0 River Watch Way Unit RTC3246455, Winchester, TN 37398

  Lot 532, over an half acre! - The best vacant lot remaining! Current Bid $90,000 - Selling At Auction,Online Only Bidding - The best lot left in Twin Creeks, LAKE VIEW! River Watch Way, Over Half Acre+ Lot!, Build the home you want! All utilities ready to go! Outstanding opportunity! Bid Now Thru Thursday! A Special Lot, No Hype, No homes directly beside or behind, This is One of the Best Lots In

  James R. Cash James R. Cash II Auctions & Real Estate

  0 River Watch Way Unit RTC3246455, Winchester, TN 37398
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  $1,049,994

  Open Sun 1PM - 4PM

  • 4 Beds
  • 4.5 Baths
  • 3,375 Sq Ft

  155 Hammock Dr, Winchester, TN 37398

  Built in 2024, this stunning home is practically new and is immaculate! Don't miss this -- the 6-seater, Advanced EV Golf Cart conveys with property with accepted offer! Living Room, Dining Set, and Barstools are negotiable. Enjoy gorgeous lake views on both levels of this beautifully designed home. The open floor plan features soaring ceilings and walls of expansive windows for a great first

  Shelia Lunsford Benchmark Realty, LLC

  155 Hammock Dr, Winchester, TN 37398
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  /43

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  30 W Paradise Dr, Winchester, TN 37398

  Nice 3BR, 2BA home on a double corner lot in Pine Bluff Subdivision! Features include a stone fireplace, large utility room, primary bedroom with walk-in closet, screened back patio, mature shade trees, and carport with workshop. Enjoy access to Pine Bluff's private boat launch and boat storage with convenient access to Tims Ford Lake. Great location between Winchester and Tullahoma!

  W. M. Anderton Winton Auction & Realty Co.

  30 W Paradise Dr, Winchester, TN 37398
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  /79

  $324,900

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  88 Meadow Ln, Winchester, TN 37398

  Fully renovated and move-in ready, this beautifully updated home offers the perfect combination of small-town charm, modern upgrades, and Middle Tennessee convenience. Situated on a private one-acre lot in a quiet cul-de-sac, you'll enjoy mature trees, low traffic, and plenty of space to relax, entertain, and enjoy the outdoors—all just minutes from Tims Ford Lake, Winchester Square, shopping,

  Lisa Perry Keller Williams Realty Nashville/Franklin

  88 Meadow Ln, Winchester, TN 37398
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  /38

  $469,000

  • 3 Beds
  • 2.5 Baths
  • 2,308 Sq Ft

  74 Pine Bluff Rd, Winchester, TN 37398

  Welcome to 74 Pine Bluff great location in Franklin Co just minutes to Downtown, Tims Ford Lake & Tullahoma. This beautifully maintained 3 bedroom 2.5 bath home is like new and move - in ready condition. with a MODERN DESIGN and OPEN FLOORPLAN you do not want to miss this one. Main living area boasts plenty of natural lighting with room for living / entertainment. Kitchen area with beautiful

  Jeromey Cromwell RE/MAX 1st Realty

  74 Pine Bluff Rd, Winchester, TN 37398
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  • 2 Beds
  • 1 Bath
  • 1,014 Sq Ft

  408 S Shephard St, Winchester, TN 37398

  Sold As Is at Auction July 18 @ !2 Noon subject to Chancery Court Approval. Note a 25ftx142 additional lot will be Sold with the house and lot giving a total frontage of 106 ft per tax Info, which will give it Duplex Construction approval per lot size.

  John Smith, Jr. John Smith Jr Realty and Auction LLC

  408 S Shephard St, Winchester, TN 37398
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  /2

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  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  184 Edgewood Ln, Winchester, TN 37398

  Selling at Auction July 18 @ 9:30 am Subject to Chancery Court Approval

  John Smith, Jr. John Smith Jr Realty and Auction LLC

  184 Edgewood Ln, Winchester, TN 37398
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  /2

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  • Land
  • 0 Sq Ft

  0 Gem SW Unit RTC3244799, Winchester, TN 37398

  Selling At Auction on July !8 @ 11am Subject to Chancery Court Approval

  John Smith, Jr. John Smith Jr Realty and Auction LLC

  0 Gem SW Unit RTC3244799, Winchester, TN 37398
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  /13

  $159,000

  • Land
  • 2.19 Acres
  • $72,603 per Acre

  0 Metcalf Rd Unit RTC3243837, Winchester, TN 37398

  Discover the possibilities on this beautiful 2.19-acre property, ready for your next project. Whether you're envisioning a mini farm, a custom dream home, or an investment opportunity, this versatile tract offers exceptional potential. A preliminary soil test supports a 4-bedroom home site, making it easier to start planning your build. Zoned R-2, the property may also accommodate duplex

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 440-9916

  0 Metcalf Rd Unit RTC3243837, 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
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  /7

  $538,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft

  0 Deer Valley Unit RTC3243414, Winchester, TN 37398

  Winchesters newest 55 plus community ideal for low maintenance living. This new neighborhood features amenities such as Clubhouse, fitness center , pool, dog park and lawn maintenance. Located less than 1/2 mile to Food City and is a short drive to downtown. Tims Ford Lake Homes will be constructing a variety of floor plans in Deer Valley along with other quality custom home builders. This floor

  Angela Privett Benchmark Realty, LLC

  0 Deer Valley Unit RTC3243414, Winchester, TN 37398
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  /75

  $499,900

  • 4 Beds
  • 3.5 Baths
  • 2,260 Sq Ft

  805 N Jefferson St, Winchester, TN 37398

  With T ims Ford Lake just across the street, be prepared to love the LAKE VIEWS year round from the front porch! GREAT location with all the conveniences nearby -- Twin Creeks Marina, restaurants, shopping on the town Square and numerous boat ramps nearby. Wonderfully open floor plan! Primary downstairs; three bedrooms and open flex space at top of stairs. Bedroom 2 upstairs with its own private

  Shelia Lunsford Benchmark Realty, LLC

  805 N Jefferson St, Winchester, TN 37398
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  /76

  $740,000

  Open Sun 2PM - 4PM

  • 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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  /42

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft

  6606 Old Tullahoma Rd, Winchester, TN 37398

  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.

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 500-7245

  6606 Old Tullahoma Rd, Winchester, TN 37398
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  /79

  $460,000

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  106 Chattin St, Winchester, TN 37398

  Welcome home to this beautifully remodeled all-brick ranch offering the convenience of one-level living in one of Winchester’s most sought-after lake communities. Located just a block from a boat ramp, you’ll enjoy easy access to the lake & all the recreation it has to offer. Step inside to an inviting open floor plan designed for comfortable living & entertaining. The stunning newly remodeled

  Amberly (Abbi) Tomme Legion Realty

  106 Chattin St, Winchester, TN 37398
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  /24

  $309,000

  • 5 Beds
  • 3 Baths
  • 2,218 Sq Ft

  400 Cessna Cir, Winchester, TN 37398

  5 Bedroom 3 Bath home with 2218 sqft. Great Sunroom overlooking the pool and fully fenced backyard. The largest downstairs bedroom already has connections for a kitchenette, and could easily be converted to a full apartment with a separate entrance. Utility building with electricity. Sold with all appliances. Single basement garage and double carport. Storm/safe room 6x8 concrete with steel door.

  Mark Ryder Benchmark Realty, LLC

  400 Cessna Cir, Winchester, TN 37398
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  /40

  $329,900

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  1687 Georgia Crossing Rd, Winchester, TN 37398

  Charming 2 bed, 2 bath home situated on 2.4 acres, offering the perfect blend of modern comfort and peaceful country living. This 1,080 sqft home features high ceilings, updated finishes, and a beautifully renovated primary bathroom. Enjoy year-round relaxation in the Florida room, or step outside to take in the scenic surroundings. The newly built shop provides excellent space for storage,

  

  John Peck

  Century 21 Volunteer Realty

  (931) 910-2574

  1687 Georgia Crossing Rd, Winchester, TN 37398
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  /18

  $150,000

  • Land
  • 1.02 Acres
  • $147,059 per Acre

  0 Bell Dr W Unit 80, Winchester, TN 37398

  Come and build your dream home in the beautiful subdivision of Bell Acres. This is a large cleared 1.02 acre lot as you enter into the beautiful entrance on the left corner. More pictures coming soon.

  

  Chelsea Greenway

  Southern Middle Realty

  (931) 369-0281

  0 Bell Dr W Unit 80, Winchester, TN 37398
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  /36

  $409,000

  • 3 Beds
  • 2 Baths
  • 2,062 Sq Ft

  37 Pond Field Ct, Winchester, TN 37398

  Will review offers Wednesday, June 24th. Welcome home to this well maintained brick and stacked stone residence in the Queens Estates community. The layout features hardwood flooring throughout the main living areas, tile in the bathrooms and utility room, and comfortable carpeting in the bedrooms. The kitchen has granite countertops and overlooks the den, allowing you to prepare meals while

  Leanne Bonning Noble Real Estate

  37 Pond Field Ct, Winchester, TN 37398
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  /15

  $369,500

  • 3 Beds
  • 2 Baths
  • 1,797 Sq Ft

  145 Murray Lake Dr, Winchester, TN 37398

  Welcome to this beautiful 3 br 2 ba brick home located in the areas most desirable subdivision. This home features an inviting open floor plan perfect for entertaining or everyday living. You'll love the gorgeous HW floors, custom cabinetry, and abundant counterspace. The oversize laundry room provides additional convenience while the huge closets ensure plenty of organization. The huge primary

  Chris Hawkersmith Lynch Rigsby Realty & Auction, LLC

  145 Murray Lake Dr, Winchester, TN 37398
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  /17

  $299,999

  New Construction

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

  99 N Shephard St, Winchester, TN 37398

  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

  Ashley Nelson Franklin County Realty

  99 N Shephard St, Winchester, TN 37398
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  /14

  $349,000

  • Land
  • 27,007 Sq Ft
  • $562,903 per Acre

  0 Agate St, Winchester, TN 37398

  Ready to build your dream lake home? This pristine 0.60-acre lot on Tims Ford Lake offers incredible, unobstructed views and is just minutes from downtown Winchester. Combining peaceful waterfront living with quick access to local dining and shopping, this property is the perfect canvas for your custom retreat. Bring your builder and start living the lake life today! THIS LOT DOES NOT HAVE A DOCK

  Jackson Lynch Lynch Rigsby Realty & Auction, LLC

  0 Agate St, Winchester, TN 37398
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  /60

  $1,389,900

  • 4 Beds
  • 4 Baths
  • 3,720 Sq Ft

  160 Wakeboard Way, Winchester, TN 37398

  Incredible opportunity to own a well appointed custom designed home. The list price includes a 2019 Cobalt R- 7 luxury Watercraft in mint condition with very low hours - (valued at over $120,000) and your first years boat slip rental at Twin Creeks marina. In this is a home you will find attention to finest details speaks for themselves. Starting with the porcelain pavers at the front entry,

  Angela Privett Benchmark Realty, LLC

  160 Wakeboard Way, Winchester, TN 37398
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  /39

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 2,072 Sq Ft

  347 Keith Cove Rd, Cowan, TN 37318

  Welcome Home!! This beautifully maintained 3 bedroom, 2.5 bath property combines comfort, quality, and peace of mind! From the moment you arrive, you'll appreciated the pride of ownership and thoughtful updates throughout. The spacious kitchen features gorgeous granite countertops and a full suite of all-new Maytag appliances. Recent improvements include new vanities in two bathrooms and the

  Angela Miller John Smith Jr Realty and Auction LLC

  347 Keith Cove Rd, Cowan, TN 37318
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  $2,119,040

  Coming Soon

  • 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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  /2

  $59,900

  $3K PRICE DROP

  • Land
  • 12,632 Sq Ft
  • $206,552 per Acre

  0 Lookout Dr Unit 12, Winchester, TN 37398

  This lot is ready for your new home! Bring your own builder or use our preferred builder! Water, Sewer and gas available. Underground utilities. Gated Community with Common area. 1800 square foot minimum. Located less than one minute from Tim's Ford Lake (public boat launch on Sharp Springs Rd). Convenient to shopping and dining. Taxes are for land only - Owner Agent

  Nick Jenkins Go Realty, LLC

  0 Lookout Dr Unit 12, Winchester, TN 37398
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  /53

  $418,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,869 Sq Ft

  123 Lookout Dr, Winchester, TN 37398

  Stunning new construction one story home in a gated community! Features include LVP flooring throughout (no carpet), open-concept living, upscale lighting and fixtures, stainless steel appliances, gas range, soft-close cabinets, custom closets, and a spacious laundry room with sink. Covered back porch is the perfect place to relax and unwind. Conveniently located near shopping, dining, medical

  Sandra Ayad Keller Williams Realty Mt. Juliet

  123 Lookout Dr, Winchester, TN 37398
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  /42

  $229,000

  $7K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,116 Sq Ft

  1466 Bible Crossing Rd, Winchester, TN 37398

  This move-in ready home is conveniently located within minutes of shopping, restaurants, Tims Ford Lake access, Winchester city park, Nissan and AEDC. The home features an updated kitchen with built-in pantry, 2 large bedrooms, 1 full bathroom, LVP flooring throughout and numerous updates making this a turnkey property. Outside you'll find a surprisingly private and peaceful view from the covered

  Marcia Long Franklin County Realty

  1466 Bible Crossing Rd, Winchester, TN 37398
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  /44

  $399,900

  • 4 Beds
  • 4 Baths
  • 2,197 Sq Ft

  44 Houghton Dr, Winchester, TN 37398

  Renovations complete! Brick ranch style home with so much space! This 4 Bedroom, brick ranch 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

  

  Dana Dillinger

  RE/MAX 1st Realty

  (931) 651-8761

  44 Houghton Dr, Winchester, TN 37398
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  /55

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  171 Raspberry Dr, Winchester, TN 37398

  New Roof 2025! Welome Home~ This 3-bedroom, 2-bath home offers 1,544 sq. ft. of thoughtfully designed living space with an inviting open-concept layout. Features include rich walnut flooring, a spacious primary suite with a walk-in closet, beautifully stained wood kitchen cabinetry, and a large 2-car garage. Step outside to enjoy the fully fenced backyard complete with a 12×12 deck — perfect for

  Sharon Swafford Swaffords Property Shop

  171 Raspberry Dr, Winchester, TN 37398
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  /80

  $1,849,999

  • 6 Beds
  • 3.5 Baths
  • 3,617 Sq Ft

  3539 Liberty Rd, Winchester, TN 37398

  Exceptional property on 10.5 sprawling acres offering the perfect blend of space, comfort, and resort style outdoor living. The main residence features 3,617 sq. ft. with 6 bed, 3.5 baths, providing ample room for family, guests, and entertaining. The well appointed kitchen showcases beautiful hickory cabinetry, black stainless steel appliances, quartz countertops, abundant storage and generous

  Chesney Luttrell John Smith Jr Realty and Auction LLC

  3539 Liberty Rd, Winchester, TN 37398
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  /33

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 3,067 Sq Ft

  615 Lakeview Way, Winchester, TN 37398

  This distinguished residence at 615 Lakeview Way offers a rare blend of timeless elegance and everyday comfort within the desirable lakefront subdivision of Winchester. Set on a serene, park-like 1 acre corner lot, the 3,067-square-foot home welcomes you with stained glass windows that bathe the entry in soft, colorful light. Inside, the spacious formal living room invites conversation beneath

  Landon Keller Century 21 Volunteer Realty

  615 Lakeview Way, Winchester, TN 37398
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  /37

  $385,000

  $15K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,988 Sq Ft

  204 Homeward Ave, Winchester, TN 37398

  Discover the perfect blend of comfort, functionality, and flexibility in this well-maintained 3-bedroom, 3-bath home situated on a spacious 0.71-acre lot in Winchester. Inside, you’ll find nearly 2,000 square feet of inviting living space, including a bright sunroom that’s ideal for morning coffee, reading, or simply enjoying views of the backyard. The spacious living area offers plenty of room

  Lauren Whittle Keller Williams Russell Realty & Auction

  204 Homeward Ave, Winchester, TN 37398
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  /99

  $590,000

  • 3 Beds
  • 3.5 Baths
  • 2,682 Sq Ft

  105 8th Ave SE, Winchester, TN 37398

  Welcome to the iconic Shadow Home, a beautifully restored historic residence just blocks from Downtown Winchester and minutes from Tims Ford Lake, Twin Creeks Marina and Sewanee- The University of the South. This turn-key one-of-a-kind property offers the perfect blend of timeless character, modern luxury, and exceptional short-term rental potential. Featuring 3 bedrooms, 3 1/2 baths and over

  Lisa Darling Benchmark Realty, LLC

  105 8th Ave SE, Winchester, TN 37398
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  /29

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft

  135 Chickamauga Trail, Winchester, TN 37398

  Back on market at no fault of seller! Nestled in the established Cherokee Estates community of Winchester, this beautifully maintained 3-bedroom, 2-bath home, built in 2017, offers the perfect blend of comfort, functionality, and outdoor enjoyment. A versatile bonus room provides endless possibilities as a home office, playroom, media room, or additional living space. Step inside to an inviting

  Linda Mendoza eXp Realty

  135 Chickamauga Trail, Winchester, TN 37398

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