Winchester, TN Homes

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  $76,000 Sold Aug 11, 2025

  0 Jensen Ln, Winchester, TN 37398

  • Land
  • 1.56 Acres
  • $48,718 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 144 Days On Market

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

  0 Jensen Ln, Winchester, TN 37398
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  /27

  Est $300,490 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  123 Bel Aire Dr, Winchester, TN 37398

  123 Bel Aire Dr, Winchester, TN 37398
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  /22

  $189,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft

  7010 Lynchburg Rd, Winchester, TN 37398

  Tucked away on approximately 1 acre and set back off the road, this private 4-bedroom, 2-bath home offers space, seclusion, and opportunity for the right buyer. Inside, you’ll find a functional layout with four bedrooms, a den featuring a fireplace, and ample living space ready for renovation. The kitchen and living areas offer a solid footprint to make your own. This property is an ideal project

  Daniel Prince John Smith Jr Realty and Auction LLC

  7010 Lynchburg Rd, Winchester, TN 37398
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  /17

  $323,282 Sold Nov 05, 2025

  0 Aedc Rd Unit RTC3007781, Winchester, TN 37398

  • Land
  • 5.76 Acres
  • $56,125 per Acre

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Vandy VanMeter Parks Auction & Realty

  0 Aedc Rd Unit RTC3007781, Winchester, TN 37398
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  /27

  Est $402,139 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,002 Sq Ft

  66 Lake Ln, Winchester, TN 37398

  66 Lake Ln, Winchester, TN 37398
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  $995,900 New Construction

  • 3 Beds
  • 4 Baths
  • 3,258 Sq Ft

  98 Whippoorwill Cove Rd, Winchester, TN 37398

  Beautiful Lake home just 30 steps to the water's edge. Has a private & permitted dock. Priced to Sell! New Construction home built by Sun Valley Custom Homes. Large Kitchen open to the living room and outdoor deck. Master bedroom is on it's own private floor with large windows looking out to the lake. Upstairs are 3 more bedrooms and spacious Bonus room. Take the spiral staircase from the bonus

  Whitney Jones Benchmark Realty, LLC

  98 Whippoorwill Cove Rd, Winchester, TN 37398
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  /15

  $185,000 Sold Jul 14, 2025

  104 3rd Ave NW, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 999 Sq Ft
  • Built 1948

  Last Sold Summary

  • $185/SF
  • 7 Days On Market

  Current Estimated Value $180,735

  Last Listing Agent Shawna Denby 1st Choice REALTOR

  104 3rd Ave NW, Winchester, TN 37398
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  /32

  Est $520,274 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  132 Chattin St, Winchester, TN 37398

  132 Chattin St, Winchester, TN 37398
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  /24

  $110,000

  • Land
  • 0 Acre

  0 River Watch Way Unit RTC3119353, Winchester, TN 37398

  Private lot at an incredible price in a secluded section of a community with an abundance of amenities. Lake Home? Vacation Home? This is the spot for you! Want a big yard? Build on the lot next door and keep this one. Enjoy the clubhouse, pool, putting green, fire pit, pavilion, boat storage lot, special events area with a lake view, full service marina and restaurant, boat slip rentals, trails,

  Jason Hilbelink Onward Real Estate

  0 River Watch Way Unit RTC3119353, Winchester, TN 37398
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  /70

  $680,000 Sold Sep 24, 2025

  308 Twin Creeks Dr, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 2,880 Sq Ft
  • Built 2021

  Last Sold Summary

  • 6% Below List Price
  • $236/SF
  • 12 Days On Market

  Current Estimated Value $683,702

  Last Listing Agent Erynn Lavagnino Parks Compass

  308 Twin Creeks Dr, Winchester, TN 37398
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  /60

  Est $417,950 Not Listed For Sale

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

  106 Chattin St, Winchester, TN 37398

  106 Chattin St, Winchester, TN 37398
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  /26

  Call for Price Pending

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  506 6th Ave NW, Winchester, TN 37398

  ONLINE ONLY ESTATE AUCTION! BID NOW UNTIL MONDAY, JANUARY 12TH AT 6PM. PREVIEW/INSPECTION: SUNDAY, JANUARY 11TH 2-4PM OR BY APPOINTMENT. Tract 1: This 3 bedroom 1 bathroom house is conveniently located within walking distance to both downtown Winchester and Twin Creeks Marina! It is a move in ready house and features a covered carport w/ shop, living room, eat-in kitchen, central HVAC, city

  Thomas Ore Winton Auction & Realty Co.

  506 6th Ave NW, Winchester, TN 37398
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  /29

  $365,000 Sold Jun 16, 2025

  27 Island Way, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,727 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $211/SF
  • 67 Days On Market

  Current Estimated Value $391,234

  Last Listing Agent Angela Miller John Smith Jr Realty and Auction LLC

  27 Island Way, Winchester, TN 37398
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  /30

  Est $854,184 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,283 Sq Ft

  171 Brandi Way, Winchester, TN 37398

  171 Brandi Way, Winchester, TN 37398
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  /14

  $61,500

  • Land
  • 0 Acre

  0 Dry Fork Unit RTC3121620, Winchester, TN 37398

  Build your dream home in the exclusive, gated Twin Creeks Village on Tim’s Ford Lake—ideally located within walking distance to one of the community’s resort-style pools and pool house. This prime homesite places you in the heart of one of Winchester’s most sought-after lake communities, offering unmatched convenience and lifestyle appeal. Twin Creeks is a golf-cart-friendly, amenity-rich

  Eberley Holloway Southern Middle Realty

  0 Dry Fork Unit RTC3121620, Winchester, TN 37398
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  /56

  $900,000 Sold Nov 21, 2025

  48 White Oak Ln, Winchester, TN 37398

  • 3 Beds
  • 4 Baths
  • 2,475 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $364/SF
  • 284 Days On Market

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  48 White Oak Ln, Winchester, TN 37398
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  /58

  Est $898,994 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 2,707 Sq Ft

  51 Roberts Rd S, Winchester, TN 37398

  51 Roberts Rd S, Winchester, TN 37398
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  /2

  $55,000

  • Land
  • 0.5 Acre
  • $110,000 per Acre

  1533 Rowe Gap Rd, Winchester, TN 37398

  1/2 Acre vacant building lot with approval for 3 bedroom septic system. 94' x 233'. 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, Winchester, TN 37398
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  /27

  $424,900 Sold May 07, 2025

  57 Pontoon Place, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,423 Sq Ft
  • Built 2021

  Last Sold Summary

  • 9% Below List Price
  • $299/SF
  • 90 Days On Market

  Current Estimated Value $429,334

  Last Listing Agent Susan Bryant Keller Williams Realty Nashville/Franklin

  57 Pontoon Place, Winchester, TN 37398
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  /13

  Est $306,833 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,377 Sq Ft

  189 Oak Leaf Cir, Winchester, TN 37398

  189 Oak Leaf Cir, Winchester, TN 37398
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  /56

  $619,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  110 Cascade Dr, Winchester, TN 37398

  Stunning one level living within 1/2 mile to Tim's Ford Lake! Beautiful setting on a large lot with 4 Bedrooms down, 2.5 baths, expandable upstairs over the garage (already plumbed for a extra bath), gorgeous hardwood floors, 8' tall double Mahogany stained front doors & 10' ceilings in the living areas, 8’ tall interior doors, huge pantry, tankless water heater, large bathrooms, mud bench, all

  Jaclyn Harney-Williams Onward Real Estate

  110 Cascade Dr, Winchester, TN 37398
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  /31

  $175,000 Sold Feb 12, 2025

  711 N Vine St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1947

  Last Sold Summary

  • $260/SF
  • 60 Days On Market

  Current Estimated Value $160,466

  Last Listing Agent Clinton Blatter CB Realty

  711 N Vine St, Winchester, TN 37398
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  /33

  Est $295,277 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,345 Sq Ft

  271 Fairview Cir, Winchester, TN 37398

  271 Fairview Cir, Winchester, TN 37398
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  /35

  $79,900

  • Land
  • 0 Acre

  0 Campfire Ct Unit RTC3111135, Winchester, TN 37398

  Build your dream home in the exclusive, gated Twin Creeks Village on Tim’s Ford Lake—ideally located directly across from one of the community’s resort-style pools and pool house. This prime homesite places you in the heart of one of Winchester’s most sought-after lake communities, offering unmatched convenience and lifestyle appeal. Twin Creeks is a golf-cart-friendly, amenity-rich neighborhood

  Eberley Holloway Southern Middle Realty

  0 Campfire Ct Unit RTC3111135, Winchester, TN 37398
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  /47

  $195,000 Sold Jul 03, 2025

  4756 Old Tullahoma Rd, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Above List Price
  • $183/SF
  • 9 Days On Market

  Current Estimated Value $199,152

  Last Listing Agent Jessica London Southern Middle Realty

  4756 Old Tullahoma Rd, Winchester, TN 37398
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  /18

  Est $313,612 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,542 Sq Ft

  72 Fairview Cir, Winchester, TN 37398

  72 Fairview Cir, Winchester, TN 37398
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  /18

  $224,900

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  417 Laura Ave, Winchester, TN 37398

  Welcome to this charming starter home that has been completely renovated from top to bottom and is ready for its next lucky owner! Step inside to discover fresh finishes, updated fixtures, and a bright, welcoming layout that makes everyday living feel effortless. Perfectly situated in a convenient location close to shopping/dining. New LVP flooring, SS appliances, replacement windows, fresh paint

  Angela Miller John Smith Jr Realty and Auction LLC

  417 Laura Ave, Winchester, TN 37398
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  /79

  $847,900 Sold May 14, 2025

  143 Slalom Cir, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 3,216 Sq Ft
  • Built 2020

  Last Sold Summary

  • $264/SF
  • 5 Days On Market

  Current Estimated Value $827,624

  Last Listing Agent Jennifer Watson Exit Truly Home Realty

  143 Slalom Cir, Winchester, TN 37398
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  /31

  Est $207,151 Not Listed For Sale

  105 Maple Dr, Winchester, TN 37398

  105 Maple Dr, Winchester, TN 37398
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  /88

  $585,000

  • 5 Beds
  • 4.5 Baths
  • 3,510 Sq Ft

  101 Westmeade Dr, Winchester, TN 37398

  Welcome to this beautifully crafted residence in the highly desirable Franklin Heights subdivision. Offering over 3,500 sq. ft. of living space, this two-story home features 5 bedrooms, 4.5 bathrooms, a dedicated office and a 2 car garage. From the moment you step into the grand foyer, you’re greeted with timeless details, including a formal dining room to your left and a private office to your

  Eberley Holloway Southern Middle Realty

  101 Westmeade Dr, Winchester, TN 37398
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  /2

  $55,000 Sold Aug 13, 2025

  0 Old Tullahoma Rd Unit RTC2967840, Winchester, TN 37398

  • Land
  • 1.16 Acres
  • $47,414 per Acre

  Last Sold Summary

  • 15% Below List Price

  Last Listing Agent Mitch Umbarger Better Homes & Gardens Real Estate Heritage Group

  0 Old Tullahoma Rd Unit RTC2967840, Winchester, TN 37398
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  /66

  Est $968,042 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft

  1041 Dripping Springs Rd, Winchester, TN 37398

  1041 Dripping Springs Rd, Winchester, TN 37398
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  /4

  $250,000

  • Land
  • 0.67 Acre
  • $373,134 per Acre

  0 Long View Dr, Winchester, TN 37398

  Build your dream home on this beautiful lake lot with dock rights on the beautiful Tims Ford Lake in Winchester TN. This lot has a boat dock slip allowed and comes with a public pickle ball court, boat ramp, and a beautiful view. This property is a rare find for those seeking both recreational and residential excellence on the lake.

  Jon Smith Real Broker

  0 Long View Dr, Winchester, TN 37398
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  /70

  $3,050,000 Sold Jun 30, 2025

  51 W Rockcrest Cir, Winchester, TN 37398

  • 3 Beds
  • 6.5 Baths
  • 7,901 Sq Ft
  • Built 2006

  Last Sold Summary

  • 19% Below List Price
  • $386/SF
  • 45 Days On Market

  Current Estimated Value $2,927,713

  Last Listing Agent Marla Richardson Parks Compass

  51 W Rockcrest Cir, Winchester, TN 37398
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  /20

  Est $263,719 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,184 Sq Ft

  55 Philip Ln, Winchester, TN 37398

  55 Philip Ln, Winchester, TN 37398
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  /9

  $204,900

  • 3 Beds
  • 1 Bath
  • 1,308 Sq Ft

  115 7th Ave NE, Winchester, TN 37398

  Located close to downtown, Clark Memorial School. Winchester city park and Tims Ford Lake. Home on large lot. Showings on hold til January 29th.

  Susan Wade Benchmark Realty, LLC

  115 7th Ave NE, Winchester, TN 37398
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  /17

  $230,000 Sold Dec 03, 2025

  0 Kayak Way Unit RTC3018220, Winchester, TN 37398

  • Land
  • 0 Acre

  Last Sold Summary

  • 6% Below List Price
  • 35 Days On Market

  Last Listing Agent Heather Boldizsar Lake Homes Realty, LLC

  0 Kayak Way Unit RTC3018220, Winchester, TN 37398
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  /35

  Est $470,776 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  109 Haddon Ln, Winchester, TN 37398

  109 Haddon Ln, Winchester, TN 37398
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  /12

  $279,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,247 Sq Ft

  614 Haddon Ln, Winchester, TN 37398

  This new construction 3 bedroom, 2 bath home sits on a spacious 0.79-acre lot in the desirable Broadview community. Featuring an open floor plan, it’s perfect for modern living and entertaining. Enjoy the convenience of being close to town while just minutes from the lake. Additional 5+ acres available.

  Nathan Smith John Smith Jr Realty and Auction LLC

  614 Haddon Ln, Winchester, TN 37398
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  /4

  $63,000 Sold Feb 06, 2026

  0 Rocky Hollow Dr Unit RTC3066568, Winchester, TN 37398

  • Land
  • 0.76 Acre
  • $82,895 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 34 Days On Market

  Last Listing Agent Frederick Moore Compass

  0 Rocky Hollow Dr Unit RTC3066568, Winchester, TN 37398

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