Winchester, TN Homes

• 

  

  

  /23

  Est $272,065

  Not Listed For Sale

  414 S Vine St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Built 2024

  414 S Vine St, Winchester, TN 37398

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Christopher (Bra Heath Simmons Realty
• 

  

  

  /49

  $464,900

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

  2607 Old Tullahoma Rd, Winchester, TN 37398

  Let's talk about convenience! 2607 Old Tullahoma Rd in Winchester is priced at $464,900! 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 downtown. We have it all: boutiques, locally owned restaurants, and a vintage theater. This spacious 3–4 bedroom home with

  Elisa Chessor Century 21 Coffee County Realty & Auction

  2607 Old Tullahoma Rd, Winchester, TN 37398
• 

  

  

  /30

  $210,000

  Sold Jun 03, 2026

  110 Dotson Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1945

  Last Sold Summary

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

  Current Estimated Value $212,326

  Last Listing Agent Pamela Hamilton RE/MAX Unlimited

  110 Dotson Ln, Winchester, TN 37398
• 

  

  

  /21

  Est $234,650

  Not Listed For Sale

  601 Sharp Springs Rd, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 1,618 Sq Ft
  • Built 1946

  601 Sharp Springs Rd, Winchester, TN 37398

  Last Sold Summary

  • 84 Days On Market

  Last Listing Agent Brent Liston Sr. Lynch Rigsby Realty & Auction, LLC
• 

  

  

  /61

  $454,900

  • 4 Beds
  • 2 Baths
  • 1,887 Sq Ft

  25 Lookout Dr, Winchester, TN 37398

  Brand new construction opportunity with early buyer selections available. Construction hasn't begun, giving buyers who secure a contract early the opportunity to personalize select finishes such as paint colors, countertops, cabinetry, and flooring. Qualified buyers who use the preferred lender with an accepted offer may be eligible for rates in the 4s! Welcome to your brand-new dream home in the

  Christopher (Chr Tapp APP Realty

  25 Lookout Dr, Winchester, TN 37398
• 

  

  /55

  $281,000

  Sold Jan 28, 2026

  218 Susie Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,446 Sq Ft
  • Built 1996

  Last Sold Summary

  • 8% Below List Price
  • $194/SF
  • 189 Days On Market

  Current Estimated Value $292,336

  Last Listing Agent Sean Crabtree Blue Door Realty Group

  218 Susie Dr, Winchester, TN 37398
• 

  

  /67

  Est $2,257,768

  Not Listed For Sale

  98 E Rockcrest Cir, Winchester, TN 37398

  • 3 Beds
  • 5.5 Baths
  • 5,530 Sq Ft
  • Built 1997

  98 E Rockcrest Cir, Winchester, TN 37398

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Lisa Culp Taylor Onward Real Estate
• 

  

  /39

  $228,000

  $10K PRICE DROP Under Contract

  • 2 Beds
  • 2 Baths
  • 1,370 Sq Ft

  404 S Jefferson St, Winchester, TN 37398

  This property has so much to offer... Updated kitchen with stainless range. Tankless water heater recently installed. Primary bathroom added with walk-.in shower and large walk-in closet. Walk-in tub in hall bath, expandable attic space with framing already completed. Huge rocking chair front porch. Private covered back deck, and a fantastic 28x44 detached 3 car garage with (2) 220 outlets, 3

  Eric Fruehauf BHGRE Baker & Cole

  404 S Jefferson St, Winchester, TN 37398
• 

  

  /6

  $125,000

  Sold Jan 06, 2026

  3250 Lynchburg Rd, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1992

  Last Sold Summary

  • 17% Below List Price
  • $128/SF
  • 113 Days On Market

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC

  3250 Lynchburg Rd, Winchester, TN 37398
• 

  

  /18

  Est $283,171

  Not Listed For Sale

  133 Bel Aire Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft
  • Built 1967

  133 Bel Aire Dr, Winchester, TN 37398

  Last Sold Summary

  • 76 Days On Market

  Last Listing Agent Brad Weibert Better Homes & Gardens Real Estate Heritage Group
• 

  

  /62

  $459,000

  $21K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,209 Sq Ft

  220 Bryan Dr, Winchester, TN 37398

  Welcome to your new home nestled in a serene lake neighborhood on Tims Ford Lake. This delightful house offers the perfect blend of comfort, privacy and entertaining space, making it ideal for families and those seeking a relaxed lifestyle. The privacy-fenced backyard provides the perfect escape for gatherings or quiet evenings under the stars. The convenient patio is perfect for barbecues,

  Sharon Swafford Swaffords Property Shop

  220 Bryan Dr, Winchester, TN 37398
• 

  

  /6

  $150,000

  Sold May 28, 2026

  0 Holders Cove Rd, Winchester, TN 37398

  • Land
  • 7.69 Acres
  • $19,506 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 58 Days On Market

  Last Listing Agent Edward Brock Lynch Rigsby Realty & Auction, LLC

  0 Holders Cove Rd, Winchester, TN 37398
• 

  

  /28

  Est $482,669

  Not Listed For Sale

  118 Golf Shores Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,284 Sq Ft
  • Built 1999

  118 Golf Shores Dr, Winchester, TN 37398

  Last Sold Summary

  • 167 Days On Market

  Last Listing Agent Jordan Vandiver Reliant Realty ERA Powered
• 

  /2

  $150,000

  • Land
  • 19,602 Sq Ft
  • $333,333 per Acre

  2 Oak St, Winchester, TN 37398

  Conveniently located lot that is near Hwy 41-A and within walking distance to the lake. Bring your plans for a custom home. Investors bring your plans for two single family homes or two duplexes with city approval. Property has access to sewer and city water at the road. Schedule an appointment to see this lot with unlimited possibilities today! Buyer to verify all pertinent information.

  Latoya Stone simpliHOM - The Results Team

  2 Oak St, Winchester, TN 37398
• 

  

  /40

  $435,000

  Sold Sep 09, 2026

  102 Cannonball Ct, Winchester, TN 37398

  • 2 Beds
  • 2.5 Baths
  • 1,425 Sq Ft
  • Built 2018

  Last Sold Summary

  • 5% Below List Price
  • $305/SF
  • 37 Days On Market

  Current Estimated Value $544,298

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

  102 Cannonball Ct, Winchester, TN 37398
• 

  

  /11

  Est $191,383

  Not Listed For Sale

  518 N Vine St, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,264 Sq Ft
  • Built 1957

  518 N Vine St, Winchester, TN 37398

  Last Sold Summary

  • 44 Days On Market

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

  

  /33

  $315,000

  New Construction $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  1605 Paynes Church Rd, Winchester, TN 37398

  BRAND NEW! ONE LEVEL, 3BD | 2BTH home LVP flooring throughout, NO CARPET OR STAIRS! ideal for easy maintenance! The kitchen features custom cabinetry, and SS kitchen appliances with brush nickel finishes. Open Concept layout & split bedroom floorplan- providing added privacy to the primary suite. This large yard offers plenty of space to host BBQ's, Garden or let the pups run & play! Take in the

  Kasidy Lowe Compass Tennessee, LLC

  1605 Paynes Church Rd, Winchester, TN 37398
• 

  

  /65

  $299,900

  Sold Jun 23, 2026

  103 Lisa Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft
  • Built 1988

  Last Sold Summary

  • 16% Below List Price
  • $191/SF
  • 241 Days On Market

  Current Estimated Value $299,507

  Last Listing Agent Sharon Swafford Swaffords Property Shop

  103 Lisa Cir, Winchester, TN 37398
• 

  

  /16

  Est $191,322

  Not Listed For Sale

  104 7th Ave SW, Winchester, TN 37398

  • 2 Beds
  • 1.5 Baths
  • 936 Sq Ft
  • Built 1988

  104 7th Ave SW, Winchester, TN 37398

  Last Sold Summary

  • 17 Days On Market

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

  

  /50

  $999,000

  • 2 Beds
  • 2 Baths
  • 1,428 Sq Ft

  52 Narrows Dr, Winchester, TN 37398

  Experience lakefront living at its finest in this immaculate 2-bedroom, 2-bath log home nestled in a peaceful cove. Meticulously maintained and full of rustic charm, this property offers exceptional access to the water with three points of entry, including a boathouse, floating dock, and standard dock—perfect for boating, fishing, swimming, or simply enjoying the lake lifestyle. The inviting

  Kaila Gentry BMA Properties

  52 Narrows Dr, Winchester, TN 37398
• 

  

  /3

  $382,500

  Sold Mar 17, 2026

  232 Favre Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $197/SF
  • 5 Days On Market

  Current Estimated Value $393,470

  Last Listing Agent Mike Stubblefield Franklin County Realty

  232 Favre Cir, Winchester, TN 37398
• 

  

  /59

  Est $919,511

  Not Listed For Sale

  75 Bluff Dr, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1990

  75 Bluff Dr, Winchester, TN 37398

  Last Sold Summary

  • 52 Days On Market

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

  

  /52

  $554,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft

  167 Saddle Up Ln, Winchester, TN 37398

  This pristine Moore County mini farm consists of 16.80 acres perfect for the outdoor enthusiast with a 48x36 3 stall horse barn with large tack room and plenty of storage for ATVs, camper, mowers etc. The property is perimeter fenced and cross fenced with multiple gates and turn out pens. There is a large cover hay barn, spring water with pump house for gardening and animals with multiple

  Olen Mitchell Leading Edge Real Estate Group

  167 Saddle Up Ln, Winchester, TN 37398
• 

  

  /70

  $640,000

  Sold Oct 27, 2025

  239 River Watch Way, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,739 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $234/SF
  • 327 Days On Market

  Current Estimated Value $682,540

  Last Listing Agent Zaya Holmes Compass

  239 River Watch Way, Winchester, TN 37398
• 

  

  /14

  Est $182,922

  Not Listed For Sale

  100 Mountain View Dr, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1963

  100 Mountain View Dr, Winchester, TN 37398

  Last Sold Summary

  • 92 Days On Market

  Last Listing Agent Mike Stubblefield Franklin County Realty
• 

  

  /22

  $94,000

  $5K PRICE DROP

  • Land
  • 0 Sq Ft

  0 Dry Fork Dr Unit 64, Winchester, TN 37398

  Build your dream home in Twin Creeks Village on beautiful Tim’s Ford Lake! This homesite offers the opportunity to enjoy one of Winchester’s premier gated lake communities, featuring resort-style pools, clubhouse, putting green, walking trails, and inviting common areas. Golf-cart-friendly Twin Creeks also offers access to the marina, boat ramp, waterfront dining, live music, community events,

  Ashley Swaim Capstone Realty

  0 Dry Fork Dr Unit 64, Winchester, TN 37398
• 

  

  /23

  $154,900

  Sold Mar 26, 2026

  716 N Cedar St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1953

  Last Sold Summary

  • 11% Below List Price
  • $142/SF
  • 63 Days On Market

  Current Estimated Value $159,846

  Last Listing Agent Steve Jernigan Steve Jernigan Realty

  716 N Cedar St, Winchester, TN 37398
• 

  

  /13

  Est $188,168

  Not Listed For Sale

  117 11th Ave NW, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,003 Sq Ft
  • Built 1953

  117 11th Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Moronke Olubola United Real Estate Middle Tennessee
• 

  

  /57

  $650,000

  $20K PRICE DROP Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,723 Sq Ft

  798 Haddon Ln, Winchester, TN 37398

  Step into luxury, comfort, and room to breathe. Nestled on over 5 beautiful acres, this stunning, like-new home offers the perfect blend of modern elegance and peaceful country living. Inside you will be captivated by the soaring ceiling, abundant of natural lighting coming through the large sliding back doors, and an open-concept design that's perfect for both everyday living and entertaining.

  Angela Miller John Smith Jr Realty and Auction LLC

  798 Haddon Ln, Winchester, TN 37398
• 

  

  /26

  $755,000

  Sold Sep 08, 2026

  206 Knott Rd, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 3,279 Sq Ft
  • Built 2014

  Last Sold Summary

  • 7% Below List Price
  • $230/SF
  • 45 Days On Market

  Current Estimated Value $794,796

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC

  206 Knott Rd, Winchester, TN 37398
• 

  

  /10

  Est $257,897

  Not Listed For Sale

  140 Bel Aire Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft
  • Built 1965

  140 Bel Aire Dr, Winchester, TN 37398

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Jonathan Harris ResultsMLS Realtors
• 

  

  /54

  $429,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,660 Sq Ft

  58 Island Way, Winchester, TN 37398

  Low maintenance living meets lake life luxury in this beautifully designed townhome tucked inside a gated community loaded with amenities! Whether you're looking for a full-time residence or the perfect weekend escape, this one checks all the boxes. Step inside to find a spacious layout featuring a primary suite on the main level, offering convenience and comfort. The spa-like bath is your

  Angela Miller John Smith Jr Realty and Auction LLC

  58 Island Way, Winchester, TN 37398
• 

  

  /3

  $25,000

  Sold Mar 26, 2026

  0 Lees Ford Ln, Winchester, TN 37398

  • Land
  • 23,086 Sq Ft
  • $47,170 per Acre

  Last Sold Summary

  • 29% Below List Price
  • 37 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  0 Lees Ford Ln, Winchester, TN 37398
• 

  

  /35

  Est $318,246

  Not Listed For Sale

  280 Susie Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Built 1993

  280 Susie Dr, Winchester, TN 37398

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Bonnie Schiffner John Smith Jr Realty and Auction LLC
• 

  

  /3

  $299,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  220 Union Rd, Winchester, TN 37398

  Great location close to Tim's Ford Marina and golf course. New construction!!! House features open floor plan with 3 bedrooms, 2 baths, covered porch and rear patio on large lot.

  Rachel Perryman Homestead-Kent Davis Realty & Aucti

  220 Union Rd, Winchester, TN 37398
• 

  

  /18

  $228,000

  Sold Jun 25, 2026

  286 Strawberry Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 2003

  Last Sold Summary

  • 16% Below List Price
  • $198/SF
  • 146 Days On Market

  Current Estimated Value $231,890

  Last Listing Agent Rachel Ferrell Southern Middle Realty

  286 Strawberry Dr, Winchester, TN 37398
• 

  

  /4

  Est $218,467

  Not Listed For Sale

  1309 Old Cowan Rd, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 1,284 Sq Ft
  • Built 1949

  1309 Old Cowan Rd, Winchester, TN 37398

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Sean Crabtree Blue Door Realty Group
• 

  

  /10

  $225,000

  $50K PRICE DROP

  • 1,575 Sq Ft

  110 Allen Dr, Winchester, TN 37398

  Great investment property, located in cul de sac. All brick! Two units with central heating and cooling, one with a brand new unit. Large, private back yard. Located close to grocery store, shopping, restaurants, etc. Great return on your money. Both units are rented at 875.00 and 950.00.

  Curtis Benchmark Realty, LLC

  110 Allen Dr, Winchester, TN 37398
• 

  

  /26

  $389,000

  Sold Mar 31, 2026

  295 Metcalf Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1999

  Last Sold Summary

  • 9% Below List Price
  • $216/SF
  • 115 Days On Market

  Current Estimated Value $392,620

  Last Listing Agent Jerry Shelton Shelton Auction and Realty

  295 Metcalf Rd, Winchester, TN 37398
• 

  Est $646,029

  Not Listed For Sale

  3836 Decherd Estill Rd, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 2,938 Sq Ft
  • Built 1993

  

  3836 Decherd Estill Rd, Winchester, TN 37398

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Shannon Ball Tennessee Mountain Properties

Showing Results 321 - 360, Page 9 of 18