Winchester, TN Homes

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  /39

  $250,000

  Sold Apr 02, 2026

  301 N Shephard St, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,313 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Below List Price
  • $190/SF
  • 22 Days On Market

  Current Estimated Value $253,915

  Last Listing Agent Timothy Collins SimpliHOM

  301 N Shephard St, Winchester, TN 37398
• 

  

  

  /16

  Est $276,851

  Not Listed For Sale

  854 Mingo Rd, Winchester, TN 37398

  • 3 Beds
  • 1.5 Baths
  • 2,158 Sq Ft
  • Built 1966

  854 Mingo Rd, Winchester, TN 37398

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Landon Keller Century 21 Volunteer Realty
• 

  

  

  /36

  $598,000

  $77K PRICE DROP Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  124 Barefoot Way, Winchester, TN 37398

  Huge Price Improvement – Exceptional Opportunity With a substantial price adjustment, this property now offers outstanding value in today's market. If you've been waiting for the right opportunity in Barefoot Bay, now is the time to take another look Rare lakeview opportunity in sought-after Barefoot Bay, a gated community on Tim’s Ford Lake. Currently operating as a successful short-term rental

  Marla Richardson Parks Compass

  124 Barefoot Way, Winchester, TN 37398
• 

  

  

  /25

  $460,000

  Sold Aug 22, 2025

  287 Sisk Rd, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,580 Sq Ft
  • Built 2019

  Last Sold Summary

  • 7% Below List Price
  • $178/SF
  • 68 Days On Market

  Last Listing Agent April Smith John Smith Jr Realty and Auction LLC

  287 Sisk Rd, Winchester, TN 37398
• 

  

  

  /3

  Est $343,976

  Not Listed For Sale

  74 Freedom Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,244 Sq Ft
  • Built 1973

  74 Freedom Ln, Winchester, TN 37398

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Todd Davidson Parks Auction & Realty
• 

  

  /64

  $470,000

  $5K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 3,922 Sq Ft

  309 2nd Ave NW, Winchester, TN 37398

  SELLER OFFERING OWNER FINANCING AT 5.75% — An ideal income-producing property just over a block from downtown Winchester, provides a rare opportunity for buyers seeking investment property in Tennessee with flexibility for different uses. Built in 1917, this historic, commercially zoned 5-bedroom, 2-bath residence includes approximately 3,922 sq ft on a .34-acre lot in the heart of Winchester.

  Robert Duncan eXp Realty

  309 2nd Ave NW, Winchester, TN 37398
• 

  

  /80

  $1,450,000

  Sold Jul 01, 2026

  1305 Dripping Springs Rd, Winchester, TN 37398

  • 3 Beds
  • 4.5 Baths
  • 4,497 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Below List Price
  • $322/SF
  • 7 Days On Market

  Current Estimated Value $1,429,661

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  1305 Dripping Springs Rd, Winchester, TN 37398
• 

  

  /50

  Est $479,067

  Not Listed For Sale

  517 Lakeview Way, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,382 Sq Ft
  • Built 1987

  517 Lakeview Way, Winchester, TN 37398

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent John Smith, Jr. John Smith Jr Realty and Auction LLC
• 

  

  /31

  $499,000

  $46K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  23 Skidmore Ln, Winchester, TN 37398

  All-brick home with stunning mountain views, a detached 3-car garage with bonus space above, and nearly an acre of level country living just minutes from Winchester. Situated on a beautiful corner lot just minutes from Winchester, this all-brick home offers over 2,200 square feet of living space with stunning countryside and mountain views. Featuring 3 bedrooms, 2.5 baths, a dedicated office, and

  Ashley Nelson Franklin County Realty

  23 Skidmore Ln, Winchester, TN 37398
• 

  /2

  $247,000

  Sold Jul 15, 2026

  0 Kayak Way Unit 482, Winchester, TN 37398

  • Land
  • 11,761 Sq Ft
  • $914,815 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 3 Days On Market

  Last Listing Agent Felicia Wright Leading Edge Real Estate Group

  0 Kayak Way Unit 482, Winchester, TN 37398
• 

  

  /13

  Est $222,059

  Not Listed For Sale

  201 Myers Rd, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,011 Sq Ft
  • Built 1988

  201 Myers Rd, Winchester, TN 37398

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Clint Orr WEICHERT, REALTORS Joe Orr & Associates
• 

  

  /99

  $734,900

  • 4 Beds
  • 5 Baths
  • 3,960 Sq Ft

  323 Ridgecrest Dr, Winchester, TN 37398

  BE A PART OF THE FRANKLIN HILLS COMMUNITY! Relax in this stunning 4BR/5BA home in sought after Franklin Hills subdivision, where timeless elegance meets contemporary convenience. Nestled minutes from Tims Ford Lake and the Winchester city park, this home offers unparalleled living, sophisticated design and impressive amenities. Enjoy the grandeur of the 18 foot ceilings in the LR, accented by

  Daryl Welch Freedom Realty Group

  323 Ridgecrest Dr, Winchester, TN 37398
• 

  

  /75

  $1,960,000

  Sold Jan 27, 2026

  97 Shady Cove Ln, Winchester, TN 37398

  • 2 Beds
  • 3.5 Baths
  • 3,410 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $575/SF
  • 152 Days On Market

  Current Estimated Value $1,955,643

  Last Listing Agent Timothy Crabtree Benchmark Realty, LLC

  97 Shady Cove Ln, Winchester, TN 37398
• 

  

  /37

  Est $433,581

  Not Listed For Sale

  150 Michelle Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,032 Sq Ft
  • Built 1972

  150 Michelle Ln, Winchester, TN 37398

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Jarad Shetters Synergy Realty Network, LLC
• 

  

  /70

  $3,800,000

  • 6 Beds
  • 8 Baths
  • 8,002 Sq Ft

  1657 Boswell Rd, Winchester, TN 37398

  HIGHEST GROSSING RENTAL ON TIM'S FORD LAKE!!! Welcome to your stunning dream retreat on 14 acres on a private cove of Tims Ford Lake. This magnificent turnkey 8,000+ sqft estate comes furnished and boasts a 5 bed, 5.5 bath with luxurious accommodations and ample space for 20+ guests. The home features a modern commercial grade kitchen, endless windows for great natural light, a game room, a

  Davey Hackett Parks Compass

  1657 Boswell Rd, Winchester, TN 37398
• 

  

  /31

  $255,000

  Sold Apr 08, 2026

  406 Asia Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 1974

  Last Sold Summary

  • 22% Below List Price
  • $180/SF
  • 153 Days On Market

  Current Estimated Value $249,246

  Last Listing Agent Lashun Burks WEICHERT, REALTORS - The Andrews Group

  406 Asia Rd, Winchester, TN 37398
• 

  

  /30

  Est $246,940

  Not Listed For Sale

  2435 Water Tank Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,255 Sq Ft
  • Built 1991

  2435 Water Tank Rd, Winchester, TN 37398

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent Sheila Campbell eXp Realty
• 

  

  /39

  $1,275,000

  • 3 Beds
  • 2 Baths
  • 2,184 Sq Ft

  90 Wildwood Ct, Winchester, TN 37398

  First-time offering of this incredible lakefront property, perfectly positioned at the end of a peninsula with open, year-round water views overlooking Tim’s Ford State Park. Truly one of a kind, this home features a boat dock, an open one-level floor plan, a spacious kitchen with a large island and abundant seating, plus a beautiful stone fireplace anchoring the main living area and large dining

  Marla Richardson Parks Compass

  90 Wildwood Ct, Winchester, TN 37398
• 

  

  /32

  $364,900

  Sold Aug 11, 2025

  454 Myers Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $231/SF
  • 20 Days On Market

  Last Listing Agent Candice Bedwell Epique Realty

  454 Myers Rd, Winchester, TN 37398
• 

  

  /26

  Est $268,451

  Not Listed For Sale

  266 Water Tank Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,447 Sq Ft
  • Built 1997

  266 Water Tank Rd, Winchester, TN 37398

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent David Janke Canopy Real Estate
• 

  

  /15

  $230,000

  • Land
  • 10,890 Sq Ft
  • $920,000 per Acre

  0 Kayak Way Unit 489, Winchester, TN 37398

  LAKE VIEW LOT with water access! Don’t miss this highly sought-after lake view lot in the Twin Creeks Development. This is an excellent opportunity to build your dream home in a resort-style, golf cart friendly community. This lot is just a short ride to the marina, beach, hiking trails, fishing ponds, cabins, and campground. HOA includes mowing, access to 3 swimming pools, and use of the

  Felicia Wright Leading Edge Real Estate Group

  0 Kayak Way Unit 489, Winchester, TN 37398
• 

  

  /81

  $525,000

  Sold Sep 22, 2025

  130 Golf Shores Dr, Winchester, TN 37398

  • 3 Beds
  • 4 Baths
  • 2,668 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Above List Price
  • $197/SF
  • 4 Days On Market

  Current Estimated Value $567,053

  Last Listing Agent Eberley Holloway Southern Middle Realty

  130 Golf Shores Dr, Winchester, TN 37398
• 

  

  /42

  Est $279,688

  Not Listed For Sale

  1053 Rowe Gap Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 1995

  1053 Rowe Gap Rd, Winchester, TN 37398

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Melissa Stewart Swaffords Property Shop
• 

  

  /64

  $476,800

  $20K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,160 Sq Ft

  103 Anderton Dr, Winchester, TN 37398

  Welcome to a Gem of a Townhome, Immaculate and Well-Kept by Original Owner. Located in Twin Creeks Village and Resort, a Gated Community on Tim's Ford Lake in Winchester, Tennessee. This Unique Townhome Boasts 5 Bedrooms and a Spacious Feel Throughout, with TWO Bedrooms and TWO Full Bathrooms on the Main Level! Extra Privacy and Space on this Lot, with a Beautiful Pond to the Side, with

  Tara Hays Benchmark Realty, LLC

  103 Anderton Dr, Winchester, TN 37398
• 

  

  /22

  $1,250,000

  Sold Mar 30, 2026

  517 Bluff Dr, Winchester, TN 37398

  • 2 Beds
  • 4 Baths
  • 3,384 Sq Ft
  • Built 1998

  Last Sold Summary

  • 5% Above List Price
  • $369/SF
  • 7 Days On Market

  Current Estimated Value $1,067,682

  Last Listing Agent Ashley Lynch Lynch Rigsby Realty & Auction, LLC

  517 Bluff Dr, Winchester, TN 37398
• 

  

  /44

  Est $347,768

  Not Listed For Sale

  176 Susie Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,961 Sq Ft
  • Built 1995

  176 Susie Dr, Winchester, TN 37398

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Pelatiah Prince Winton Auction & Realty Co.
• 

  

  /15

  $574,900

  $40K PRICE DROP

  • Land
  • 1.13 Acres
  • $508,761 per Acre

  0 Dry Creek Ln Unit 3, Winchester, TN 37398

  Rare Lakefront Opportunity: Just Over an Acre of Private Paradise! Septic approved. TVA Section 26a dock permit application is currently in the environmental review phase. Site visit has been completed, and TVA has indicated they do not anticipate any issues. Documentation is available in MLS. Final approval remains subject to TVA review. Discover the perfect canvas for your dream lake home on

  Amy Wingo eXp Realty

  0 Dry Creek Ln Unit 3, Winchester, TN 37398
• 

  

  /49

  $484,900

  Sold Oct 14, 2025

  332 Country Club Rd, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,081 Sq Ft
  • Built 2022

  Last Sold Summary

  • 7% Below List Price
  • $233/SF
  • 48 Days On Market

  Current Estimated Value $498,805

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  332 Country Club Rd, Winchester, TN 37398
• 

  

  /55

  Est $465,893

  Not Listed For Sale

  106 Crouch Ln, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 4,291 Sq Ft
  • Built 1900

  106 Crouch Ln, Winchester, TN 37398

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.
• 

  

  /41

  $364,500

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,640 Sq Ft

  205 Houghton Dr, Winchester, TN 37398

  Motivated Seller!! Great one-level floor plan featuring two primary suites located on opposite ends of the home—perfect for privacy and flexibility. This home offers abundant storage throughout, including an oversized utility room with a walk-in pantry. A heated and cooled basement provides additional storage space or could serve as a potential storm shelter. Hardwood and tile flooring run

  Danielle Wolff Holland Coldwell Banker Southern Realty

  205 Houghton Dr, Winchester, TN 37398
• 

  

  /49

  $380,000

  Sold Mar 23, 2026

  657 Country Club Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,101 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Below List Price
  • $181/SF
  • 6 Days On Market

  Current Estimated Value $393,161

  Last Listing Agent Sabrina Kimball Simple Real Estate - Keller Williams

  657 Country Club Ln, Winchester, TN 37398
• 

  

  /64

  Est $392,308

  Not Listed For Sale

  160 Old Huntsville Rd, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,640 Sq Ft
  • Built 1938

  160 Old Huntsville Rd, Winchester, TN 37398

  Last Sold Summary

  • 126 Days On Market

  Last Listing Agent Sharon Swafford Swaffords Property Shop
• 

  

  /91

  $2,999,999

  • 3 Beds
  • 4.5 Baths
  • 4,637 Sq Ft

  323 Sunset Cove Ln, Winchester, TN 37398

  A once-in-a-lifetime opportunity on Tims Ford Lake. Set on approximately 19+ breathtaking acres with over 1,500 feet of pristine lake frontage, this extraordinary estate offers a level of privacy, natural beauty, and waterfront ownership that is nearly impossible to find. The property's size and layout may also present future development potential, subject to buyer verification and all applicable

  Justin Briggs Freedom Realty

  323 Sunset Cove Ln, Winchester, TN 37398
• 

  

  /10

  $65,000

  Sold Jul 21, 2026

  5468 Old Tullahoma Rd, Winchester, TN 37398

  • Land
  • 41,382 Sq Ft
  • $68,421 per Acre

  Last Sold Summary

  • 19% Below List Price
  • 69 Days On Market

  Last Listing Agent Mandi Oakes Fridrich & Clark Realty

  5468 Old Tullahoma Rd, Winchester, TN 37398
• 

  

  /44

  Est $680,198

  Not Listed For Sale

  64 Queens Cir, Winchester, TN 37398

  • 5 Beds
  • 4.5 Baths
  • 3,672 Sq Ft
  • Built 2008

  64 Queens Cir, Winchester, TN 37398

  Last Sold Summary

  • 227 Days On Market

  Last Listing Agent Leanne Bonning Noble Real Estate
• 

  

  /17

  $1,100,000

  • 4 Beds
  • 4.5 Baths
  • 6,152 Sq Ft

  236 Tims Ford Dr, Winchester, TN 37398

  This fantastic large custom home is located upon entering picturesque Tims Ford State Park. This home offers endless opportunities for outdoor enthusiasts.Spend your weekends golfing,hiking,boating or cycling through stunning trails,or enjoy a day on or by the lake. This property is horse-friendly & ideal for those who love the outdoors. As you explore the nearby walking trails, enjoy wildlife

  Debbie Goodman Professional Realty

  236 Tims Ford Dr, Winchester, TN 37398
• 

  

  /21

  $300,000

  Sold Oct 30, 2025

  17 Strawberry Dr, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,402 Sq Ft
  • Built 2003

  Last Sold Summary

  • 12% Below List Price
  • $125/SF
  • 181 Days On Market

  Current Estimated Value $327,627

  Last Listing Agent John Smith, Jr. John Smith Jr Realty and Auction LLC

  17 Strawberry Dr, Winchester, TN 37398
• 

  

  /49

  Est $669,915

  Not Listed For Sale

  469 Pickney Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 3,147 Sq Ft
  • Built 2007

  469 Pickney Rd, Winchester, TN 37398

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Teresa Young WEICHERT, REALTORS Joe Orr & Associates
• 

  

  /57

  $597,900

  • 5 Beds
  • 4 Baths
  • 2,753 Sq Ft

  8 Latitude Dr, 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, and Walk-in Closet. Second Bedroom is Also on The Main Level with Hallway Full Bathroom. Laundry Room has Tiled Floor. Living Room and Dining Room Feature Beautiful Wainscoting, Gas Fireplace, and Designer Light Fixtures. The Kitchen has A

  Tara Hays Benchmark Realty, LLC

  8 Latitude Dr, Winchester, TN 37398
• 

  

  /73

  $1,080,000

  Sold Dec 19, 2025

  45 Hammock Ct, Winchester, TN 37398

  • 5 Beds
  • 4.5 Baths
  • 3,596 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Below List Price
  • $300/SF
  • 11 Days On Market

  Last Listing Agent Grey Smotherman Reliant Realty ERA Powered

  45 Hammock Ct, Winchester, TN 37398

Showing Results 401 - 440, Page 11 of 18