Winchester, TN Homes

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  /58

  Est $836,515 Not Listed For Sale

  51 Roberts Rd S, Winchester, TN 37398

  • 3 Beds
  • 4.5 Baths
  • 2,707 Sq Ft
  • Built 1999

  51 Roberts Rd S, Winchester, TN 37398

  Last Sold Summary

  • 12% Below List Price
  • $351/SF
  • 17 Days On Market

  Last Sold Price $949,000

  Last Listing Agent Billie Kay Caldwell Swaffords Property Shop
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  /13

  $161,000

  • Land
  • 0.43 Acre
  • $374,419 per Acre

  0 Hammock Dr Unit 240, Winchester, TN 37398

  Looking for the perfect canvas for your dream home? This 0.43-acre corner lot on Hammock is a rare find in Twin Creeks Village. As one of the larger footprints in the community, this homesite offers the space and flexibility you need to design a custom floor plan—whether you’re dreaming of a sprawling wrap-around porch or a spacious backyard for entertaining. The location is unbeatable. Situated

  Timothy Anderson Anderson Realty Services

  0 Hammock Dr Unit 240, Winchester, TN 37398
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  /68

  $530,000 Sold Mar 16, 2026

  290 Maple Bend Rd, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,925 Sq Ft
  • Built 2022

  Last Sold Summary

  • 3% Below List Price
  • $275/SF
  • 31 Days On Market

  Current Estimated Value $538,043

  Last Listing Agent Charlie Gonzales Southern Middle Realty

  290 Maple Bend Rd, Winchester, TN 37398
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  /13

  Est $298,206 Not Listed For Sale

  189 Oak Leaf Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,377 Sq Ft
  • Built 1995

  189 Oak Leaf Cir, Winchester, TN 37398

  Last Sold Summary

  • 22% Above List Price
  • $178/SF
  • 7 Days On Market

  Last Sold Price $245,000

  Last Listing Agent Edward Brock Lynch Rigsby Realty & Auction, LLC
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  /19

  $229,000

  • 3 Beds
  • 1.5 Baths
  • 1,333 Sq Ft

  205 8th Ave NW, Winchester, TN 37398

  Welcome to this delightful brick home nestled on a generous corner lot surrounded by mature shade trees. Full of character and timeless appeal, this home features gleaming original hardwood floors that add warmth and authenticity throughout. Perfectly situated close to town and just minutes from Tims Ford Lake. This combines peaceful living with everyday convenience. Replacement windows

  Angela Miller John Smith Jr Realty and Auction LLC

  205 8th Ave NW, Winchester, TN 37398
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  /37

  $694,900 Sold Jan 16, 2026

  255 Ridgecrest Dr, Winchester, TN 37398

  • 4 Beds
  • 4.5 Baths
  • 3,017 Sq Ft
  • Built 2025

  Last Sold Summary

  • $230/SF
  • 10 Days On Market

  Last Listing Agent Angela Privett Benchmark Realty, LLC

  255 Ridgecrest Dr, Winchester, TN 37398
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  /33

  Est $278,334 Not Listed For Sale

  271 Fairview Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,345 Sq Ft
  • Built 2003

  271 Fairview Cir, Winchester, TN 37398

  Last Sold Summary

  • 3% Below List Price
  • $213/SF
  • 1 Day On Market

  Last Sold Price $287,000

  Last Listing Agent Mikayla Wurth Southern Middle Realty
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  /82

  $575,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,946 Sq Ft

  656 Shadowbrook Rd, Winchester, TN 37398

  Classic charm meets timeless elegance in this beautiful Winchester home—one that instantly brings to mind the warmth and character of Father of the Bride and the nostalgia of Home Alone. Offering over 2,900 square feet of thoughtfully designed living space, this home is filled with inviting details, gorgeous millwork, and stunning hardwood floors throughout. Located less than two miles from the

  Elizabeth Banks Southern Middle Realty

  656 Shadowbrook Rd, Winchester, TN 37398
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  /11

  $155,000 Sold Dec 16, 2025

  108 Allen Dr, Winchester, TN 37398

  • 4 Beds
  • 1.5 Baths
  • 1,375 Sq Ft
  • Built 1964

  Last Sold Summary

  • 5% Below List Price
  • $113/SF
  • 32 Days On Market

  Current Estimated Value $162,350

  Last Listing Agent Candi Dorman Century 21 Coffee County Realty & Auction

  108 Allen Dr, Winchester, TN 37398
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  /18

  Est $311,001 Not Listed For Sale

  72 Fairview Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,542 Sq Ft
  • Built 2006

  72 Fairview Cir, Winchester, TN 37398

  Last Sold Summary

  • 3% Below List Price
  • $207/SF
  • 26 Days On Market

  Last Sold Price $319,900

  Last Listing Agent Ashley Lynch Lynch Rigsby Realty & Auction, LLC
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  /4

  $79,900

  • Land
  • 0.93 Acre
  • $85,914 per Acre

  0 Rowe Gap Rd Unit 2, Winchester, TN 37398

  Beautiful lot located in Winchester, TN. This property offers a peaceful country setting. Perfect for building your dream home or a weekend getaway. Enjoy the charm of small-town living while being just minutes from Tims Ford Lake, shopping, and schools. Don’t miss this opportunity to own your slice of Tennessee!

  LeighAnn Tillett Lamica Realty

  0 Rowe Gap Rd Unit 2, Winchester, TN 37398
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  /6

  $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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  /34

  Est $283,672 Not Listed For Sale

  20 Fairview Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft
  • Built 2005

  20 Fairview Cir, Winchester, TN 37398

  Last Sold Summary

  • 1% Below List Price
  • $181/SF
  • 24 Days On Market

  Last Sold Price $287,000

  Last Listing Agent Pelatiah Prince Winton Auction & Realty Co.
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  /44

  $678,000

  • 4 Beds
  • 3.5 Baths
  • 3,323 Sq Ft

  1035 Franklin Heights Dr, Winchester, TN 37398

  **BRING US AN OFFER TODAY!!** The Location Is Every Bit As Appealing As The Home Itself. You Are Just Minutes Away From Tims Ford Lake Or The Historic Downtown Filled With Shops, Restaurants, And Small-Town Hospitality. For Bigger Adventures, Nashville, Chattanooga, And Huntsville Are All Within 90 Miles Or Less, Making Day Trips Or Weekend Getaways Easy. This Must See Custom Built Home Has Been

  Courtney Folderauer Berkshire Hathaway HomeServices Woodmont Realty

  1035 Franklin Heights Dr, 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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  /31

  Est $606,787 Not Listed For Sale

  105 Maple Dr, Winchester, TN 37398

  • Built 2024

  105 Maple Dr, Winchester, TN 37398

  Last Sold Summary

  • 237% Above List Price
  • $95/SF
  • 3 Days On Market

  Last Sold Price $180,000

  Last Listing Agent Timothy Crabtree Benchmark Realty, LLC
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  /2

  $166,000

  • Land
  • 0.7 Acre
  • $237,143 per Acre

  0 Cascade Dr Unit 57, Winchester, TN 37398

  Build your dream home on this beautiful lot in Stone Field Heights Ph I. Subdivision conveniently located to downtown Winchester, Tim's Food Lake, shopping and restaurants. Has city water, underground utilities, sewer available. Minium square footage requirements are 2300 ft and plans must be approved by developer.

  Renee Keene WEICHERT, REALTORS Joe Orr & Associates

  0 Cascade Dr Unit 57, 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 $184,156

  Last Listing Agent Shawna Denby 1st Choice REALTOR

  104 3rd Ave NW, Winchester, TN 37398
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  /66

  Est $843,764 Not Listed For Sale

  1041 Dripping Springs Rd, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • Built 1972

  1041 Dripping Springs Rd, Winchester, TN 37398

  Last Sold Summary

  • 13% Below List Price
  • $322/SF
  • 119 Days On Market

  Last Sold Price $965,000

  Last Listing Agent Fallon Massey Van Massey Realty & Auction
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  /55

  $489,900

  • 2,084 Sq Ft

  65 Duncan Ln, Winchester, TN 37398

  Rare opportunity to own a nearly new, high-end duplex built in 2023. The property features two beautifully finished 2-bedroom, 2-bath units, each offering 888 square feet of modern, efficient living space with an attached one-car garage. Both units are thoughtfully designed with open-concept layouts, upscale finishes, modern kitchens, and spacious bedrooms with private baths. One unit is

  Charlie Gonzales Southern Middle Realty

  65 Duncan Ln, 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 $703,580

  Last Listing Agent Erynn Lavagnino Parks Compass

  308 Twin Creeks Dr, Winchester, TN 37398
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  /20

  Est $259,181 Not Listed For Sale

  55 Philip Ln, Winchester, TN 37398

  • 3 Beds
  • 1.5 Baths
  • 1,184 Sq Ft
  • Built 1979

  55 Philip Ln, Winchester, TN 37398

  Last Sold Summary

  • 9% Above List Price
  • $200/SF
  • 1 Day On Market

  Last Sold Price $237,000

  Last Listing Agent Edward Brock Lynch Rigsby Realty & Auction, LLC
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  /15

  $139,900

  • Land
  • 0.38 Acre
  • $368,158 per Acre

  0 River Watch Way Unit 522, Winchester, TN 37398

  This beautiful corner homesite with a view of Tims Ford Lake is located in the highly sought-after gated community of Twin Creeks Village. This spacious lot offers the perfect setting to build your custom lake retreat or full-time residence and enjoy the relaxed lifestyle that makes this community so special. Residents of Twin Creeks enjoy resort-style amenities including a Clubhouse, three

  Shelia Lunsford Benchmark Realty, LLC

  0 River Watch Way Unit 522, 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 $379,645

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

  27 Island Way, Winchester, TN 37398
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  /35

  Est $433,747 Not Listed For Sale

  109 Haddon Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 2007

  109 Haddon Ln, Winchester, TN 37398

  Last Sold Summary

  • 1% Below List Price
  • $238/SF
  • 21 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Chris Hawkersmith Lynch Rigsby Realty & Auction, LLC
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  /23

  $202,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,036 Sq Ft

  1019 Old Cowan Rd, Winchester, TN 37398

  Discover this pristine 3-bedroom, 2-bathroom gem, built in 2022 and located on a serene, level lot in Winchester. This isn't just a newer build; it’s a meticulously upgraded home. The interior features an inviting open-concept layout bathed in natural light, tied together by durable, stylish LVP flooring throughout.The current owner has invested heavily in "behind-the-scenes" quality, including a

  Sean Crabtree Blue Door Realty Group

  1019 Old Cowan Rd, Winchester, TN 37398
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  /2

  $242,500 Sold Mar 20, 2026

  512 N Vine St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • Built 2026

  Last Sold Summary

  • 3% Below List Price
  • $188/SF
  • 0 Days On Market

  Current Estimated Value $112,500

  Last Listing Agent Billie Kay Caldwell Swaffords Property Shop

  512 N Vine St, Winchester, TN 37398
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  /21

  Est $269,508 Not Listed For Sale

  4519 Lynchburg Rd, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 1,548 Sq Ft
  • Built 1976

  4519 Lynchburg Rd, Winchester, TN 37398

  Last Sold Summary

  • 12% Above List Price
  • $155/SF
  • 28 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Jim Brock Lynch Rigsby Realty & Auction, LLC
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  /71

  $990,000

  • 4 Beds
  • 3.5 Baths
  • 6,803 Sq Ft

  2124 Boswell Rd, Winchester, TN 37398

  Just MINUTES from Tim's Ford Lake! When Your Custom-Built Home Is Masterfully Crafted By A Brilliant Engineer, You’re Investing In A Home Designed For Generations. Set On An Expansive 2.6-Acre Estate, This Property Combines Uncompromising Quality With Thoughtful Functionality At Every Turn. Upstairs You Will Find The Primary Suite, Spacious Kitchen, Guest Bedrooms, Tranquil Sunroom, And A

  Robert Evanoff Berkshire Hathaway HomeServices Woodmont Realty

  2124 Boswell Rd, 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

  Current Estimated Value $840,480

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  48 White Oak Ln, Winchester, TN 37398
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  /22

  Est $340,357 Not Listed For Sale

  4250 Lynchburg Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,781 Sq Ft
  • Built 2006

  4250 Lynchburg Rd, Winchester, TN 37398

  Last Sold Summary

  • $191/SF
  • 1 Day On Market

  Last Sold Price $339,900

  Last Listing Agent Josh Gray Highlands Elite Real Estate
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  /8

  $94,900

  • Land
  • 0 Acre

  0 Driftwood Ct Unit RTC3129033, Winchester, TN 37398

  Lot 409 one of the few lots left in Twin Creeks Village. Enjoy all the amenities of this community. Restrictions apply.

  Bj Rigsby Lynch Rigsby Realty & Auction, LLC

  0 Driftwood Ct Unit RTC3129033, Winchester, TN 37398
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  /4

  $140,000 Sold Mar 13, 2026

  0 Rowe Gap Rd Unit 1, Winchester, TN 37398

  • Land
  • 2.02 Acres
  • $69,307 per Acre

  Last Sold Summary

  • 56% Above List Price
  • 202 Days On Market

  Last Listing Agent LeighAnn Tillett Lamica Realty

  0 Rowe Gap Rd Unit 1, Winchester, TN 37398
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  /23

  Est $370,223 Not Listed For Sale

  700 Maple Bend Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,515 Sq Ft
  • Built 1971

  700 Maple Bend Rd, Winchester, TN 37398

  Last Sold Summary

  • 45% Above List Price
  • $168/SF
  • 121 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Marcia Long Franklin County Realty
• 

  

  /23

  $189,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  103 Dalewood Dr, Winchester, TN 37398

  Well-maintained 3 bedroom, 1.5 bath residence situated in a quiet, established neighborhood just minutes from Winchester Square. This inviting home offers a functional floor plan featuring a spacious living area, a well-appointed kitchen with ample cabinet space, and comfortable bedrooms designed for everyday living. The property includes a convenient half bath for guests and a full bathroom

  Angela Miller John Smith Jr Realty and Auction LLC

  103 Dalewood Dr, 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 $436,466

  Last Listing Agent Susan Bryant Keller Williams Realty Nashville/Franklin

  57 Pontoon Place, Winchester, TN 37398
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  /36

  Est $419,543 Not Listed For Sale

  223 Magnolia Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,278 Sq Ft
  • Built 1980

  223 Magnolia Dr, Winchester, TN 37398

  Last Sold Summary

  • 5% Above List Price
  • $313/SF
  • 22 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Alyssa Roland Southern Middle Realty
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  /44

  $739,900

  • 4 Beds
  • 3.5 Baths
  • 3,118 Sq Ft

  82 Hammock Dr, Winchester, TN 37398

  Experience peace, comfort, and luxury living at 82 Hammock Ct. This move-in ready and fully furnished 3,118 SF home offers 4 bedrooms, 3.5 baths, a large bonus room that can serve as a 5th bedroom, and an additional media room. Enjoy an open layout, spacious kitchen with a large walk-in pantry, and a screened-in porch overlooking the fenced backyard. This gated community boasts three pools, a

  Jenny Massey Capstone Realty

  82 Hammock Dr, 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 $197,606

  Last Listing Agent Jessica London Southern Middle Realty

  4756 Old Tullahoma Rd, Winchester, TN 37398
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  /57

  Est $1,414,176 Not Listed For Sale

  1332 Cline Ridge Rd, Winchester, TN 37398

  • 4 Beds
  • 4 Baths
  • 4,415 Sq Ft
  • Built 2023

  1332 Cline Ridge Rd, Winchester, TN 37398

  Last Sold Summary

  • 10% Above List Price
  • $292/SF
  • 303 Days On Market

  Last Sold Price $1,290,000

  Last Listing Agent Jennifer Watson Exit Truly Home Realty

Showing Results 641 - 680, Page 17 of 18