Winchester, TN Homes

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  /73

  $767,355

  Sold May 22, 2026

  142 Hammock Ct, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 3,034 Sq Ft
  • Built 2026

  Last Sold Summary

  • 3% Above List Price
  • $253/SF
  • 0 Days On Market

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  142 Hammock Ct, Winchester, TN 37398
• 

  

  

  /34

  Est $291,541

  Not Listed For Sale

  174 Apple Dr, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,521 Sq Ft
  • Built 2009

  174 Apple Dr, Winchester, TN 37398

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Houston Poston BHHS Southern Routes Realty
• 

  

  

  /48

  $575,000

  $24K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,493 Sq Ft

  50 Maple Dr, Winchester, TN 37398

  Welcome to this well-maintained all-brick home offering a comfortable and easy-flow floor plan, perfect for everyday living and entertaining. Located in the desirable Dripping Springs neighborhood, this property includes deeded access to Tim’s Ford Lake, making it an ideal retreat for lake lovers. Enjoy your own out lot parcel featuring a single covered boat dock complete with lift and solar

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  50 Maple Dr, Winchester, TN 37398
• 

  

  

  /33

  $344,000

  Sold Oct 30, 2025

  906 N High St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,976 Sq Ft
  • Built 1960

  Last Sold Summary

  • 6% Below List Price
  • $174/SF
  • 66 Days On Market

  Current Estimated Value $349,569

  Last Listing Agent Patsy Truslow Sewanee Realty

  906 N High St, Winchester, TN 37398
• 

  

  

  /64

  Est $510,344

  Not Listed For Sale

  146 Brandi Way, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft
  • Built 2009

  146 Brandi Way, Winchester, TN 37398

  Last Sold Summary

  • 102 Days On Market

  Last Listing Agent Melissa Wilson Southern Middle Realty
• 

  

  /53

  $1,075,000

  • 4 Beds
  • 3 Baths
  • 2,583 Sq Ft

  71 Fanning Bend Dr, Winchester, TN 37398

  Welcome to luxury lake living in the prestigious Fanning Bend Subdivision. Situated on a large, beautifully maintained lot, this exceptional home offers the perfect blend of comfort, entertaining space, and year-round lake lifestyle amenities. The property features both a 2-car attached garage and an impressive 31x25 detached 2-car garage (heated and cooled), providing ample space for boat

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  71 Fanning Bend Dr, Winchester, TN 37398
• 

  

  /16

  $275,000

  Sold Sep 22, 2026

  383 Strawberry Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 2006

  Last Sold Summary

  • 7% Below List Price
  • $212/SF
  • 36 Days On Market

  Current Estimated Value $292,799

  Last Listing Agent Josh Hammonds Craig and Wheeler Realty & Auction

  383 Strawberry Dr, Winchester, TN 37398
• 

  

  /15

  Est $165,824

  Not Listed For Sale

  816 Mason Ave, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 808 Sq Ft
  • Built 1950

  816 Mason Ave, Winchester, TN 37398

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Sean Crabtree Blue Door Realty Group
• 

  

  /20

  $749,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,207 Sq Ft

  153 Brandi Way, Winchester, TN 37398

  1st time on the market! Great home in Winchester Village. Large open floor plan, tongue and groove ceiling and 2 sided stone fireplace in Great room. Roof is approx 10 years old. Selling AS-IS. Home is Lakefront and in TVA Zone 7 but has never had a dock.

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  153 Brandi Way, Winchester, TN 37398
• 

  

  /72

  $419,000

  Sold Apr 02, 2026

  225 Crimson Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,485 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $169/SF
  • 21 Days On Market

  Current Estimated Value $431,669

  Last Listing Agent Charlie Gonzales Southern Middle Realty

  225 Crimson Dr, Winchester, TN 37398
• 

  

  /86

  Est $932,240

  Not Listed For Sale

  264 Cascade Dr, Winchester, TN 37398

  • 5 Beds
  • 3.5 Baths
  • 3,729 Sq Ft
  • Built 2008

  264 Cascade Dr, Winchester, TN 37398

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Jessica London Southern Middle Realty
• 

  

  /47

  $740,000

  • 4 Beds
  • 3.5 Baths
  • 3,017 Sq Ft

  71 Windjammer Ct, Winchester, TN 37398

  Welcome to your dream home in Twin Creeks Village, where comfort meets style and convenience. This beautiful 4-bedroom, 3.5-bath home offers spacious living with a thoughtful layout and high-end touches throughout. Downstairs you will find a seamless flow between the living room and kitchen, perfect for entertaining or relaxing. The Primary Suite is also on the main level providing a private

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  71 Windjammer Ct, Winchester, TN 37398
• 

  

  /49

  $478,000

  Sold Jun 01, 2026

  146 Island Way, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,578 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Below List Price
  • $185/SF
  • 235 Days On Market

  Current Estimated Value $490,349

  Last Listing Agent Alley Christenson Synergy Realty Network, LLC

  146 Island Way, Winchester, TN 37398
• 

  

  /32

  Est $308,297

  Not Listed For Sale

  1322 Marble Hill Rd, Winchester, TN 37398

  • 4 Beds
  • 1 Bath
  • 2,138 Sq Ft
  • Built 1930

  1322 Marble Hill Rd, Winchester, TN 37398

  Last Sold Summary

  • 10 Days On Market

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

  

  /24

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  222 Orchard Ln, Winchester, TN 37398

  Welcome to this charming 1,344-square-foot brick ranch offering 3 bedrooms and 2 baths in a convenient Winchester location! This well-located home provides easy access to the activities and amenities that make the area so desirable, including Winchester City Park, beautiful Tims Ford Lake for boating and recreation, and historic Downtown Winchester with local dining, shopping, and the lively

  

  Melissa Stewart

  Swaffords Property Shop

  222 Orchard Ln, Winchester, TN 37398
• 

  

  /61

  $299,900

  Sold Sep 17, 2026

  30 W Paradise Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft
  • Built 1979

  Last Sold Summary

  • 9% Below List Price
  • $167/SF
  • 61 Days On Market

  Current Estimated Value $334,204

  Last Listing Agent W. M. Anderton Winton Auction & Realty Co.

  30 W Paradise Dr, Winchester, TN 37398
• 

  

  /4

  Est $186,941

  Not Listed For Sale

  1770 Short Creek Rd, Winchester, TN 37398

  • Built 1900

  1770 Short Creek Rd, Winchester, TN 37398

  Last Sold Summary

  • 364 Days On Market

  Last Listing Agent James Sutton SUTTON REALTY CO.
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  /62

  $449,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,355 Sq Ft

  262 Crimson Dr, Winchester, TN 37398

  Brick Ranch in Prime Winchester Location! Welcome home to this 3-bedroom, 2-full-bath brick home situated on a spacious 0.7-acre lot in a quiet, established subdivision. Featuring a desirable split-bedroom floor plan, this property offers the perfect blend of privacy, comfort, and convenience. The primary bedroom is a true sanctuary, featuring 252' sq ft of space with a large walk-in closet plus

  

  Melissa Stewart

  Swaffords Property Shop

  262 Crimson Dr, Winchester, TN 37398
• 

  

  /36

  $325,000

  Sold Jun 23, 2026

  1517 Paynes Church Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,508 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $216/SF
  • 229 Days On Market

  Last Listing Agent Kasidy Lowe Compass Tennessee, LLC

  1517 Paynes Church Rd, Winchester, TN 37398
• 

  

  /69

  Est $750,298

  Not Listed For Sale

  200 Greenleaf Ln, Winchester, TN 37398

  • 5 Beds
  • 3 Baths
  • 2,957 Sq Ft
  • Built 1987

  200 Greenleaf Ln, Winchester, TN 37398

  Last Sold Summary

  • 111 Days On Market

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

  

  /18

  $240,000

  • Land
  • 4.17 Acres
  • $57,554 per Acre

  649 Blair Pond Rd, Winchester, TN 37398

  ◆ 4.17 ACRES WITH 28x50 CONCRETE GARAGE ◆ Rare opportunity to own 4.17, mostly cleared acres in the Winchester area featuring a substantial 28x50 concrete garage/workshop already in place. Zoned Agricultural by Franklin County while subject to the City of Winchester building permit requirements, this property offers an outstanding combination of flexibility, convenience, and future

  

  Mack Meeks

  Century 21 Volunteer Realty

  649 Blair Pond Rd, Winchester, TN 37398
• 

  

  /26

  $175,000

  Sold Jul 24, 2026

  714 N Cedar St, Winchester, TN 37398

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Below List Price
  • $152/SF
  • 157 Days On Market

  Current Estimated Value $172,114

  Last Listing Agent Eberley Holloway Southern Middle Realty

  714 N Cedar St, Winchester, TN 37398
• 

  

  /48

  Est $574,499

  Not Listed For Sale

  124 Sugar Leaf Cir, Winchester, TN 37398

  • 5 Beds
  • 3.5 Baths
  • 3,776 Sq Ft
  • Built 1993

  124 Sugar Leaf Cir, Winchester, TN 37398

  Last Sold Summary

  • 234 Days On Market

  Last Listing Agent Mike Stubblefield Franklin County Realty
• 

  

  /14

  $199,000

  • Land
  • 0 Sq Ft

  0 Slalom Cir Unit 119, Winchester, TN 37398

  Large corner lot located directly next to the golf cart path to take you straight to Tim's Ford Lake, the Marina and Drafts and Watercrafts (the floating restaurant and bar!) This lot is perfect for a multi level home to take in lake views from the 2nd story! Enjoy all the amenities that Twin Creeks Village has to offer: Clubhouse on site, 3 swimming pools, sandy beach, walking trails, campground

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  0 Slalom Cir Unit 119, Winchester, TN 37398
• 

  

  /17

  $189,471

  Sold Nov 05, 2025

  0 Aedc Rd Unit RTC3007773, Winchester, TN 37398

  • Land
  • 3.38 Acres
  • $56,057 per Acre

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Vandy VanMeter Parks Auction & Realty

  0 Aedc Rd Unit RTC3007773, Winchester, TN 37398
• 

  

  /22

  Est $260,680

  Not Listed For Sale

  211 N Jefferson St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,956 Sq Ft
  • Built 1920

  211 N Jefferson St, Winchester, TN 37398

  Last Sold Summary

  • 81 Days On Market

  Last Listing Agent Penny Patterson Swaffords Property Shop
• 

  

  /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

  0 Metcalf Rd Unit RTC3243837, Winchester, TN 37398
• 

  

  /3

  $73,750

  Sold Feb 18, 2026

  0 Deer Valley Cir Unit RTC2980801, Winchester, TN 37398

  • Land
  • 16,988 Sq Ft
  • $189,103 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 169 Days On Market

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

  0 Deer Valley Cir Unit RTC2980801, Winchester, TN 37398
• 

  

  /13

  Est $184,556

  Not Listed For Sale

  808 N High St, Winchester, TN 37398

  • 2 Beds
  • 1.5 Baths
  • 971 Sq Ft
  • Built 1941

  808 N High St, Winchester, TN 37398

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Timothy Anderson Anderson Realty Services
• 

  

  /51

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 1,697 Sq Ft

  801 S High St, Winchester, TN 37398

  Move-in ready with charm, space, and versatility. This beautifully refreshed home has been updated with fresh paint throughout, new light fixtures, and fresh landscaping. The spacious primary bedroom features vaulted ceilings and natural lighting. A brand new water heater and included washer and dryer add convenience for the new owner. Step outside to enjoy the large, beautiful backyard, perfect

  

  Chelsea Greenway

  Southern Middle Realty

  801 S High St, Winchester, TN 37398
• 

  

  /3

  $112,500

  Sold May 08, 2026

  0 Pickney Rd, Winchester, TN 37398

  • Land
  • 40,075 Sq Ft
  • $122,283 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 6 Days On Market

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

  0 Pickney Rd, Winchester, TN 37398
• 

  

  /30

  Est $281,935

  Not Listed For Sale

  759 Little Hurricane Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1979

  759 Little Hurricane Rd, Winchester, TN 37398

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Melissa Stewart Swaffords Property Shop
• 

  

  /41

  $875,500

  $325K PRICE DROP Pending

  • 5 Beds
  • 3 Baths
  • 3,640 Sq Ft

  182 Loop Dr, Winchester, TN 37398

  Property has added a floating dock - Welcome to 182 Loop Drive, where lake living meets comfort, flexibility, & endless opportunities for entertaining, relaxing, or generating income. Perfectly positioned on a scenic hillside lot, beautiful lake views, spacious 5 bedroom, 3 Bath home has been thoughtfully designed to accommodate everything from large family gatherings to weekend getaways &

  

  Billie Kay Caldwell

  Swaffords Property Shop

  182 Loop Dr, Winchester, TN 37398
• 

  

  /70

  $1,615,000

  Sold Jul 15, 2026

  959 Fanning Bend Dr, Winchester, TN 37398

  • 6 Beds
  • 8 Baths
  • 4,678 Sq Ft
  • Built 2026

  Last Sold Summary

  • 5% Below List Price
  • $345/SF
  • 58 Days On Market

  Last Listing Agent Brandon Bubis Legacy South Brokerage

  959 Fanning Bend Dr, Winchester, TN 37398
• 

  

  /49

  Est $635,930

  Not Listed For Sale

  1026 Franklin Heights Dr, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,972 Sq Ft
  • Built 1996

  1026 Franklin Heights Dr, Winchester, TN 37398

  Last Sold Summary

  • 71 Days On Market

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

  

  /40

  $695,900

  • 4 Beds
  • 3.5 Baths
  • 2,560 Sq Ft

  59 Turtle Ct, Winchester, TN 37398

  Lake Life at its FINEST- this remarkable home in Twin Creeks Subdivision has everything you need! Open Living concept for easy entertaining featuring vaulted ceilings, 5 burner Gas cooktop, double ovens, Quartz countertops and designer lighting. Primary suite is on the main level. Upstairs features 3 large bedrooms all with walk in closets as well as built in bunks perfect for sleepovers! Large

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  59 Turtle Ct, Winchester, TN 37398
• 

  

  /8

  $199,900

  Sold Mar 24, 2026

  141 Modena Cir, Decherd, TN 37324

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 2003

  Last Sold Summary

  • $161/SF
  • 31 Days On Market

  Current Estimated Value $206,395

  Last Listing Agent Benjamin Merrill Lynch Rigsby Realty & Auction, LLC

  141 Modena Cir, Decherd, TN 37324
• 

  

  /39

  Est $676,034

  Not Listed For Sale

  545 Pickney Rd, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 3,219 Sq Ft
  • Built 2008

  545 Pickney Rd, Winchester, TN 37398

  Last Sold Summary

  • 193 Days On Market

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

  

  /17

  $99,999

  • Land
  • 0 Sq Ft

  0 Campfire Ct Unit 463, Winchester, TN 37398

  

  Billie Kay Caldwell

  Swaffords Property Shop

  0 Campfire Ct Unit 463, Winchester, TN 37398
• 

  

  /32

  $309,000

  Sold Mar 06, 2026

  25 Glasner Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Below List Price
  • $206/SF
  • 102 Days On Market

  Current Estimated Value $315,411

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  25 Glasner Ln, Winchester, TN 37398

Showing Results 41 - 80, Page 2 of 18