Winchester, TN Homes

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  /84

  $1,650,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,900 Sq Ft

  220 Deer View Ln, Winchester, TN 37398

  This stunning Franklin County, Tennessee, farm offers a pristine rural setting for those seeking a beautiful 3 bedroom, 2 bathroom home with acreage! The property includes +/- 50 acres of highly productive tillable land, yielding exceptional row crops, alongside rolling pastures, barns, and gorgeous front porch views. The updated home provides ample space for a growing family or future expansion.

  Brian Whitt Arrowhead Land Company

  220 Deer View Ln, Winchester, TN 37398
• 

  

  

  /18

  $210,000

  Sold Apr 10, 2026

  119 Highland Dr, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,433 Sq Ft
  • Built 1949

  Last Sold Summary

  • 18% Below List Price
  • $147/SF
  • 35 Days On Market

  Current Estimated Value $208,246

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

  119 Highland Dr, Winchester, TN 37398
• 

  

  

  /63

  Est $1,593,526

  Not Listed For Sale

  20 W Rockcrest Cir, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 2,546 Sq Ft
  • Built 2000

  20 W Rockcrest Cir, Winchester, TN 37398

  Last Sold Summary

  • 11% Below List Price
  • $703/SF
  • 53 Days On Market

  • Last Sold Price $1,789,974
  • May 29, 2024

  Last Listing Agent Christy Frewin Vastland Realty Group, LLC
• 

  

  /2

  $575,000

  New Construction

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft

  112 Pine Bluff Rd, Winchester, TN 37398

  Beautiful new one-story construction located in the desirable Whispering Pines subdivision! This spacious home offers 3–4 bedrooms and 3 full baths with an open layout designed for comfortable living and entertaining. The great room features a stunning vaulted ceiling, while luxury vinyl plank flooring runs throughout the home for style and durability. The kitchen comes fully equipped with

  Susan Baker BHGRE Baker & Cole

  112 Pine Bluff Rd, Winchester, TN 37398
• 

  

  

  /49

  $334,000

  Sold Apr 23, 2026

  362 Chase Cir, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,701 Sq Ft
  • Built 2003

  Last Sold Summary

  • 6% Below List Price
  • $196/SF
  • 290 Days On Market

  Current Estimated Value $336,115

  Last Listing Agent John Peck Century 21 Volunteer Realty

  362 Chase Cir, Winchester, TN 37398
• 

  

  /38

  Est $320,064

  Not Listed For Sale

  107 Jensen Ln, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1979

  107 Jensen Ln, Winchester, TN 37398

  Last Sold Summary

  • 8% Below List Price
  • $218/SF
  • 21 Days On Market

  • Last Sold Price $349,000
  • Feb 12, 2025

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.
• 

  

  /33

  $744,900

  New Construction Under Contract

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

  142 Hammock Ct, Winchester, TN 37398

  New Construction 2026 by Legacy Lake Homes LLC! Built Ahead of Schedule- estimated completion mid May 2026! Gorgeous Lake Views from Front! Large Window Package. Very Special Home with upgraded finishes from the plaster fireplace to upgraded quartzite countertops to the upgraded designer lighting package. Gas Fireplace with Built-ins inside and Beautiful Gas Fireplace outside on Covered Porch.

  Tara Hays Benchmark Realty, LLC

  142 Hammock Ct, Winchester, TN 37398
• 

  

  /5

  $295,000

  Sold Sep 29, 2025

  804 N Jefferson St, Winchester, TN 37398

  • Land
  • 27,442 Sq Ft
  • $468,254 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 3 Days On Market

  Current Estimated Value $292,403

  Last Listing Agent Peter Noble Crye-Leike Realty

  804 N Jefferson St, Winchester, TN 37398
• 

  

  /65

  Est $1,184,471

  Not Listed For Sale

  397 Shasteen Bend Dr, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1989

  397 Shasteen Bend Dr, Winchester, TN 37398

  Last Sold Summary

  • 3% Below List Price
  • $508/SF
  • 2 Days On Market

  • Last Sold Price $1,220,000
  • Nov 25, 2024

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.
• 

  

  /49

  $489,900

  $10K PRICE DROP Pending

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

  146 Island Way, Winchester, TN 37398

  LAKE LOVERS DREAM! This 4 Bed 3 full Bath END UNIT townhouse in Gated Twin Creeks Village is situated at the end of a quiet cul de sac yet minutes from all the action! Enjoy the community pool, clubhouse, walking trails or head over to Tim Ford Lake's newest restaurant and Marina. Enjoy Drafts and Watercrafts right on the water! Walking distance to Dry Fork Public Beach. Comfortable floorpan,

  Alley Christenson Synergy Realty Network, LLC

  146 Island Way, Winchester, TN 37398
• 

  

  /42

  $350,000

  Sold Aug 01, 2025

  134 Island Way, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 2,002 Sq Ft
  • Built 2019

  Last Sold Summary

  • 26% Below List Price
  • $175/SF
  • 284 Days On Market

  Current Estimated Value $387,862

  Last Listing Agent Seth Choate Keller Williams Realty Frankli

  134 Island Way, Winchester, TN 37398
• 

  

  /36

  Est $338,488

  Not Listed For Sale

  155 Cooper Ln, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,773 Sq Ft
  • Built 1966

  155 Cooper Ln, Winchester, TN 37398

  Last Sold Summary

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

  • Last Sold Price $350,000
  • Jan 16, 2025

  Last Listing Agent Jenny Orr WEICHERT, REALTORS Joe Orr & Associates
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  /49

  $475,000

  New Construction $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,543 Sq Ft

  201 Lookout Dr, Winchester, TN 37398

  Welcome to this meticulously designed new home! The residence features three spacious bedrooms and two bathrooms, along with a supplemental room with a half bath. It includes upscale features like top-of-the-line stainless steel appliances, custom-built expansive wardrobes, and an exquisite coffered ceiling in the main living area. Through precise craftsmanship and the use of premium materials,

  Mena Shaker Dream Homes Realty

  201 Lookout Dr, Winchester, TN 37398
• 

  

  /36

  $565,000

  Sold Feb 13, 2026

  346 Campfire Ct, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,265 Sq Ft
  • Built 2021

  Last Sold Summary

  • 1% Below List Price
  • $249/SF
  • 199 Days On Market

  Current Estimated Value $563,288

  Last Listing Agent Kimberly Henderson Compass

  346 Campfire Ct, Winchester, TN 37398
• 

  

  /32

  Est $352,691

  Not Listed For Sale

  716 Riva Lake Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft
  • Built 1975

  716 Riva Lake Rd, Winchester, TN 37398

  Last Sold Summary

  • 18% Above List Price
  • $170/SF
  • 7 Days On Market

  • Last Sold Price $300,000
  • Oct 31, 2023

  Last Listing Agent John Peck Century 21 Volunteer Realty
• 

  

  /36

  $539,900

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,020 Sq Ft

  22 Driftwood Ct, Winchester, TN 37398

  Lake living meets effortless style in this beautiful 3-bedroom, 2.5-bath home located in the gated community of Twin Creeks Village on Tims Ford Lake. Inside, you’ll also find elevated finishes including high-end lighting throughout, a charming built-in bunk nook perfect for kids or weekend guests, and a spacious finished attic area. Step outside to enjoy a lovely screened back porch made for

  Shelia Lunsford Benchmark Realty, LLC

  22 Driftwood Ct, Winchester, TN 37398
• 

  

  /85

  $1,327,500

  Sold Aug 07, 2025

  228 Murray Lake Dr, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 3,394 Sq Ft
  • Built 1995

  Last Sold Summary

  • 12% Below List Price
  • $391/SF
  • 97 Days On Market

  Current Estimated Value $1,235,815

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

  228 Murray Lake Dr, Winchester, TN 37398
• 

  

  /51

  Est $707,252

  Not Listed For Sale

  994 Cline Ridge Rd, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 2,982 Sq Ft
  • Built 1987

  994 Cline Ridge Rd, Winchester, TN 37398

  Last Sold Summary

  • 13% Above List Price
  • $210/SF
  • 53 Days On Market

  • Last Sold Price $625,000
  • Apr 18, 2025

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

  

  /82

  $734,900

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

  323 Ridgecrest Dr, Winchester, TN 37398

  *Seller has an accepted offer with a 48-hour Buyers First Right of Refusal Contingency* 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

  Daryl Welch Freedom Realty Group

  323 Ridgecrest Dr, Winchester, TN 37398
• 

  

  /34

  $284,800

  Sold Feb 27, 2026

  14 Hazelwood Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Below List Price
  • $184/SF
  • 64 Days On Market

  Current Estimated Value $289,896

  Last Listing Agent Bernie Gallerani Bernie Gallerani Real Estate

  14 Hazelwood Ln, Winchester, TN 37398
• 

  

  /32

  Est $255,495

  Not Listed For Sale

  278 Cessna Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2002

  278 Cessna Cir, Winchester, TN 37398

  Last Sold Summary

  • $204/SF
  • 141 Days On Market

  • Last Sold Price $255,000
  • Mar 31, 2025

  Last Listing Agent Crystal Hill RE/MAX
• 

  

  /55

  $599,999

  • 4 Beds
  • 3 Baths
  • 2,544 Sq Ft

  88 Norwood Creek Rd, Winchester, TN 37398

  2 story home on 5.4+/- acres. Large garage, 4 bedrooms, 3 baths, 20x40 inground pool.

  Bj Rigsby Lynch Rigsby Realty & Auction, LLC

  88 Norwood Creek Rd, Winchester, TN 37398
• 

  

  /47

  $355,000

  Sold Jun 06, 2025

  655 Clark Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • Built 2009

  Last Sold Summary

  • 1% Below List Price
  • $248/SF
  • 2 Days On Market

  Current Estimated Value $683,115

  Last Listing Agent Shawna Denby 1st Choice REALTOR

  655 Clark Rd, Winchester, TN 37398
• 

  

  /43

  Est $419,641

  Not Listed For Sale

  374 Woodcrest Dr, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft
  • Built 1986

  374 Woodcrest Dr, Winchester, TN 37398

  Last Sold Summary

  • 12% Above List Price
  • $134/SF
  • 133 Days On Market

  • Last Sold Price $375,000
  • Aug 22, 2023

  Last Listing Agent Steve Jernigan Steve Jernigan Realty
• 

  

  /30

  $499,900

  $25K PRICE DROP

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

  2607 Old Tullahoma Rd, Winchester, TN 37398

  Let's talk about convenience! 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 down town. We have it all boutiques, locally owned restaurants, and a vintage theater. This spacious 3–4 bedroom home with 2 full baths and a half bath, offering primary bedroom on

  Valerie Wilder Century 21 Coffee County Realty & Auction

  2607 Old Tullahoma Rd, Winchester, TN 37398
• 

  

  /17

  $317,000

  Sold Nov 10, 2025

  6117 Aedc Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $199/SF
  • 81 Days On Market

  Current Estimated Value $317,220

  Last Listing Agent Amanda Koziol eXp Realty

  6117 Aedc Rd, Winchester, TN 37398
• 

  

  /56

  Est $348,711

  Not Listed For Sale

  715 N Vine St, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 3,010 Sq Ft
  • Built 1948

  715 N Vine St, Winchester, TN 37398

  Last Sold Summary

  • 25% Above List Price
  • $93/SF
  • 120 Days On Market

  • Last Sold Price $280,000
  • Jan 31, 2025

  Last Listing Agent Terry Christian Noble Real Estate
• 

  

  /54

  $479,900

  New Construction $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,290 Sq Ft

  108 Lookout Dr, Winchester, TN 37398

  Welcome to this beautiful 1.5-level home designed for comfort, convenience, and style! This 3-bedroom home features a zoned primary suite on the main floor, offering privacy and functionality for modern living. The open-concept layout creates an inviting space perfect for entertaining family and friends, while the spacious covered back porch provides the ideal spot to relax and unwind outdoors.

  Mitchell Bowman simpliHOM - The Results Team

  108 Lookout Dr, Winchester, TN 37398
• 

  /2

  $46,000

  Sold Jul 28, 2025

  507 Plattenburg St, Winchester, TN 37398

  • Land
  • 0 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • 9 Days On Market

  Current Estimated Value $46,541

  Last Listing Agent Stephanie Dowdy Freedom Realty Group

  507 Plattenburg St, Winchester, TN 37398
• 

  

  /67

  Est $1,852,563

  Not Listed For Sale

  290 Shasteen Bend Dr, Winchester, TN 37398

  • 5 Beds
  • 6 Baths
  • 6,806 Sq Ft
  • Built 1992

  290 Shasteen Bend Dr, Winchester, TN 37398

  Last Sold Summary

  • 11% Above List Price
  • $245/SF
  • 30 Days On Market

  • Last Sold Price $1,665,833
  • May 09, 2024

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.
• 

  

  /46

  $564,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,296 Sq Ft

  44 Hammock Dr, Winchester, TN 37398

  Welcome to life at Twin Creeks, where every day feels like a getaway. This beautifully designed two-story home offers the perfect blend of comfort, functionality, and community in one of Winchester’s most sought-after neighborhoods. Step inside to an inviting open foyer that flows seamlessly into the living room, formal dining area, and kitchen — ideal for both everyday living and hosting family

  Shelia Lunsford Benchmark Realty, LLC

  44 Hammock Dr, Winchester, TN 37398
• 

  

  /30

  $285,000

  Sold Oct 22, 2025

  138 Carol Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,325 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Below List Price
  • $215/SF
  • 22 Days On Market

  Current Estimated Value $285,166

  Last Listing Agent Chelsea Greenway Southern Middle Realty

  138 Carol Cir, Winchester, TN 37398
• 

  

  /58

  Est $479,351

  Not Listed For Sale

  271 Cedar Bluff Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 3,448 Sq Ft
  • Built 1990

  271 Cedar Bluff Dr, Winchester, TN 37398

  Last Sold Summary

  • 10% Above List Price
  • $126/SF
  • 74 Days On Market

  • Last Sold Price $435,000
  • Dec 30, 2024

  Last Listing Agent LeighAnn Tillett Lamica Realty
• 

  

  /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
• 

  

  /6

  $133,000

  Sold Feb 05, 2026

  0 Knott Rd, Winchester, TN 37398

  • Land
  • 5 Acres
  • $26,600 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 101 Days On Market

  Last Listing Agent Debra (L.D.) Thompson Swaffords Property Shop

  0 Knott Rd, Winchester, TN 37398
• 

  

  /20

  Est $231,012

  Not Listed For Sale

  112 Cheyenne Ave, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1998

  112 Cheyenne Ave, Winchester, TN 37398

  Last Sold Summary

  • 5% Above List Price
  • $199/SF
  • 4 Days On Market

  • Last Sold Price $220,000
  • Nov 03, 2023

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

  

  /26

  $449,900

  Under Contract

  • 5 Beds
  • 3 Baths
  • 3,168 Sq Ft

  297 Royal Oak Dr, Winchester, TN 37398

  This impressive 3,100 sq ft two story home offers exceptional space, comfort, and versatility with 5 bedrooms and 3 full bathrooms, including a main level primary suite and 10 ft ceilings throughout the downstairs living areas.The inviting living room features a wood burning fireplace with an electric insert, creating a warm focal point for gatherings. Just off the living room, a built in wet

  John Smith, Jr. John Smith Jr Realty and Auction LLC

  297 Royal Oak Dr, Winchester, TN 37398
• 

  

  /17

  $180,000

  Sold Mar 31, 2026

  1506 Old Cowan Rd, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 996 Sq Ft
  • Built 1958

  Last Sold Summary

  • 10% Below List Price
  • $181/SF
  • 50 Days On Market

  Current Estimated Value $184,534

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC

  1506 Old Cowan Rd, Winchester, TN 37398
• 

  

  /32

  Est $257,548

  Not Listed For Sale

  766 Maple Bend Rd, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft
  • Built 1994

  766 Maple Bend Rd, Winchester, TN 37398

  Last Sold Summary

  • 10% Above List Price
  • $204/SF
  • 1 Day On Market

  • Last Sold Price $235,000
  • Jul 09, 2024

  Last Listing Agent Melissa Stewart Swaffords Property Shop
• 

  

  /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

Showing Results 201 - 240, Page 6 of 18