Winchester, TN Homes

• 

  

  

  /8

  $110,000

  Sold Nov 14, 2025

  0 Old Cowan Rd Unit RTC2970796, Winchester, TN 37398

  • Land
  • 32,103 Sq Ft
  • $149,254 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 63 Days On Market

  Last Listing Agent Sean Crabtree Blue Door Realty Group

  0 Old Cowan Rd Unit RTC2970796, Winchester, TN 37398
• 

  

  

  /23

  Est $391,170

  Not Listed For Sale

  136 Freedom Ln, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,342 Sq Ft
  • Built 1975

  136 Freedom Ln, Winchester, TN 37398

  Last Sold Summary

  • 2% Above List Price
  • $164/SF
  • 20 Days On Market

  • Last Sold Price $385,000
  • Sep 10, 2024

  Last Listing Agent Wayne Neese Coldwell Banker Southern Realty
• 

  

  

  /39

  $369,900

  • 3 Beds
  • 2 Baths
  • 2,172 Sq Ft

  120 Dogwood Ln, Winchester, TN 37398

  One level living at it's finest! Don't miss out on this gorgeous ranch home in the middle of charming Winchester Tennessee! This home features 3 spacious bedrooms with original hardwood floors. The huge living room is flooded with natural light and connects to the formal dining area with plenty of room for those you love to gather around your table! The kitchen has been updated with granite

  

  Katie Schmeltzer

  Southern Homes Real Estate LLC

  (931) 377-2077

  120 Dogwood Ln, Winchester, TN 37398
• 

  

  

  /54

  $460,000

  Sold Mar 02, 2026

  67 Summerset Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,543 Sq Ft
  • Built 2025

  Last Sold Summary

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

  Last Listing Agent Mena Shaker Dream Homes Realty

  67 Summerset Dr, Winchester, TN 37398
• 

  

  

  /42

  Est $237,621

  Not Listed For Sale

  119 Spring Hill Dr, Winchester, TN 37398

  • 3 Beds
  • 1.5 Baths
  • 1,532 Sq Ft
  • Built 1960

  119 Spring Hill Dr, Winchester, TN 37398

  Last Sold Summary

  • 40% Above List Price
  • $111/SF
  • 28 Days On Market

  • Last Sold Price $170,000
  • May 10, 2023

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

  

  /47

  $264,900

  $5K PRICE DROP Pending

  • Land
  • 0 Sq Ft

  0 Kayak Way Unit 487, Winchester, TN 37398

  Lake season is here time to build your home! Now is your opportunity to own one of the most desirable waterfront homesites in Twin Creeks! Lot 487 offers the perfect blend of low-maintenance living and an elevated lake lifestyle. Whether you're building your forever home or creating the ultimate getaway, this property is the ideal canvas. Take a stroll down the trail and enjoy easy access to the

  

  Dena Abbott

  SimpliHOM

  (931) 346-2449

  0 Kayak Way Unit 487, Winchester, TN 37398
• 

  

  /4

  $35,000

  Sold Jun 02, 2025

  0 Oak Leaf Cir Unit RTC2784261, Winchester, TN 37398

  • Land
  • 20,908 Sq Ft
  • $72,917 per Acre

  Last Sold Summary

  • 22% Below List Price
  • 29 Days On Market

  Last Listing Agent Susan Baker BHGRE Baker & Cole

  0 Oak Leaf Cir Unit RTC2784261, Winchester, TN 37398
• 

  

  /27

  Est $232,345

  Not Listed For Sale

  106 Swann Ave, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1975

  106 Swann Ave, Winchester, TN 37398

  Last Sold Summary

  • 3% Below List Price
  • $185/SF
  • 6 Days On Market

  • Last Sold Price $239,900
  • Sep 03, 2024

  Last Listing Agent Chelsea Greenway Southern Middle Realty
• 

  

  /72

  $1,300,000

  • 4 Beds
  • 3.5 Baths
  • 4,668 Sq Ft

  686 Bluff Dr, Winchester, TN 37398

  Beautiful lakefront home located in the sought-after Hopkins Point subdivision with STUNNING WATER VIEWS! Don’t miss this rare opportunity to own a lakefront retreat with panoramic water views and direct access to the lake. This spacious 3-level home offers open living areas, a finished walkout basement, and plenty of room for entertaining family and guests. The lower level features a den/rec

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 414-7568

  686 Bluff Dr, Winchester, TN 37398
• 

  

  /16

  $175,000

  Sold Sep 08, 2025

  148 Galloway Ln, Winchester, TN 37398

  Last Sold Summary

  • 45% Below List Price
  • 46 Days On Market

  Last Listing Agent Tabitha Staples Sewanee Realty

  148 Galloway Ln, Winchester, TN 37398
• 

  

  /21

  Est $127,671

  Not Listed For Sale

  510 Plattenburg St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft
  • Built 1933

  510 Plattenburg St, Winchester, TN 37398

  Last Sold Summary

  • 2% Above List Price
  • $131/SF
  • 122 Days On Market

  • Last Sold Price $125,000
  • Oct 16, 2023

  Last Listing Agent Lisa Cole BHGRE Baker & Cole
• 

  

  /75

  $879,900

  • 5 Beds
  • 4.5 Baths
  • 3,095 Sq Ft

  53 River Watch Way, Winchester, TN 37398

  Experience elevated lake living in the highly sought-after Twin Creeks Village on beautiful Tims Ford Lake. This stunning 2-story brick home offers 5 bedrooms, 4.5 baths, and 3,095 sq ft of thoughtfully designed living space within a gated, resort-style waterfront community. The open-concept living area with fireplace flows seamlessly into the kitchen, creating a warm yet sophisticated setting

  

  John Peck

  Century 21 Volunteer Realty

  (931) 367-2819

  53 River Watch Way, Winchester, TN 37398
• 

  

  /33

  $285,000

  Sold Dec 11, 2025

  145 Susie Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Below List Price
  • $176/SF
  • 24 Days On Market

  Current Estimated Value $287,264

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

  145 Susie Dr, Winchester, TN 37398
• 

  

  /37

  Est $207,316

  Not Listed For Sale

  1405 Old Cowan Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1948

  1405 Old Cowan Rd, Winchester, TN 37398

  Last Sold Summary

  • 1% Below List Price
  • $162/SF
  • 54 Days On Market

  • Last Sold Price $210,000
  • Aug 14, 2024

  Last Listing Agent John Peck Century 21 Volunteer Realty
• 

  

  /57

  $534,900

  Under Contract

  • 4 Beds
  • 4 Baths
  • 2,749 Sq Ft

  54 Foyer Dr, Winchester, TN 37398

  Welcome to 54 Foyer Dr. in the desirable Bell Acres subdivision of Winchester, TN! Conveniently located just minutes from town and beautiful Timbs Ford Lake, this stunning all-brick home offers the perfect brand of space, comfort, and location, featuring 4 bedrooms, 2 full baths, 2 half baths, and 2749 sqft. There is plenty of room for family living and entertaining. Situated on a spacious

  

  John Peck

  Century 21 Volunteer Realty

  (931) 286-7023

  54 Foyer Dr, Winchester, TN 37398
• 

  

  /14

  $221,400

  Sold Aug 12, 2025

  707 Hunt St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 2024

  Last Sold Summary

  • 11% Below List Price
  • $188/SF
  • 57 Days On Market

  Last Listing Agent Shawna Denby 1st Choice REALTOR

  707 Hunt St, Winchester, TN 37398
• 

  

  /29

  Est $270,124

  Not Listed For Sale

  218 E Petty Ln, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 1,834 Sq Ft
  • Built 1964

  218 E Petty Ln, Winchester, TN 37398

  Last Sold Summary

  • 2% Below List Price
  • $150/SF
  • 38 Days On Market

  • Last Sold Price $275,000
  • Aug 14, 2024

  Last Listing Agent Danielle Wolff Holland Coldwell Banker Southern Realty
• 

  

  /39

  $544,900

  • 3 Beds
  • 2.5 Baths
  • 2,327 Sq Ft

  215 Franklin Heights Dr, Winchester, TN 37398

  This beautiful all-brick, single-level home offers the perfect blend of comfort, style, and convenience. Featuring 3 spacious bedrooms and 2.5 bathrooms, this move-in-ready property sits on a large corner lot, providing both space and privacy. Recent upgrades include a brand-new roof, energy-efficient windows, and a new HVAC system for peace of mind. Inside, you’ll find fresh paint throughout,

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 342-3928

  215 Franklin Heights Dr, Winchester, TN 37398
• 

  

  /20

  $350,000

  Sold Jul 30, 2025

  201 S Porter St, Winchester, TN 37398

  • 5 Beds
  • 2,288 Sq Ft
  • Built 1908

  Last Sold Summary

  • 9% Below List Price
  • $153/SF
  • 159 Days On Market

  Last Listing Agent Ian Ratliff Ratliff

  201 S Porter St, Winchester, TN 37398
• 

  

  /27

  Est $452,214

  Not Listed For Sale

  119 Riva Lake Rd, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,969 Sq Ft
  • Built 2005

  119 Riva Lake Rd, Winchester, TN 37398

  Last Sold Summary

  • $229/SF
  • 31 Days On Market

  • Last Sold Price $450,000
  • Oct 17, 2024

  Last Listing Agent John Peck Century 21 Volunteer Realty
• 

  

  /3

  $76,900

  • Land
  • 10,890 Sq Ft
  • $307,600 per Acre

  0 Deer Valley Cir Unit RTC2980816, Winchester, TN 37398

  Welcome to your next opportunity in this brand-new, gated 55+ community designed for comfort, convenience, and connection! Choose your perfect spot and create a home that fits your lifestyle. This thoughtfully planned neighborhood will include a beautifully appointed clubhouse, swimming pool, fitness center, and a dedicated dog park—perfect for active, social living. Don't miss this opportunity-

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 575-6922

  0 Deer Valley Cir Unit RTC2980816, Winchester, TN 37398
• 

  

  /79

  $710,000

  Sold Aug 21, 2025

  106 Hammock Dr, Winchester, TN 37398

  • 3 Beds
  • 3.5 Baths
  • 3,028 Sq Ft
  • Built 2022

  Last Sold Summary

  • 11% Below List Price
  • $234/SF
  • 33 Days On Market

  Current Estimated Value $749,608

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  106 Hammock Dr, Winchester, TN 37398
• 

  

  /47

  Est $402,899

  Not Listed For Sale

  104 Dogwood Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,106 Sq Ft
  • Built 2020

  104 Dogwood Ln, Winchester, TN 37398

  Last Sold Summary

  • 1% Below List Price
  • $192/SF
  • 93 Days On Market

  • Last Sold Price $405,000
  • Jul 21, 2023

  Last Listing Agent John Peck Century 21 Volunteer Realty
• 

  

  /40

  $2,000,000

  • Land
  • 7.9 Acres
  • $253,165 per Acre

  7542 Chestnut Ridge Rd, Winchester, TN 37398

  Discover a remarkable opportunity with this unique 7.9-acre lakefront parcel in Winchester, Tennessee. This expansive property offers access to public water and electricity, making it an ideal canvas for development. With the potential to build multiple homes, it presents an excellent opportunity to create a charming subdivision or thoughtfully planned community.Boasting approximately 575

  

  Dena Abbott

  SimpliHOM

  (931) 600-5342

  7542 Chestnut Ridge Rd, Winchester, TN 37398
• 

  

  /53

  $549,900

  Sold Jun 17, 2025

  22 Flip Flop Ct, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft
  • Built 2021

  Last Sold Summary

  • $243/SF
  • 26 Days On Market

  Current Estimated Value $565,841

  Last Listing Agent Stephen Miller Benchmark Realty, LLC

  22 Flip Flop Ct, Winchester, TN 37398
• 

  

  /38

  Est $338,657

  Not Listed For Sale

  204 Homeward Ave, Winchester, TN 37398

  • 2 Beds
  • 3 Baths
  • 1,988 Sq Ft
  • Built 1963

  204 Homeward Ave, Winchester, TN 37398

  Last Sold Summary

  • 6% Above List Price
  • $160/SF
  • 18 Days On Market

  • Last Sold Price $318,000
  • Apr 22, 2024

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

  

  /55

  $469,000

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  270 Wood Bluff Rd, Winchester, TN 37398

  Bring your fishing pole or Kayak! This charming 4-bedroom, 2.5-bathroom home is all about easy living and great views, especially with its direct access to the peaceful Boiling Fork Creek and Tim's Ford Lake. Tucked away in a lovely neighborhood full of mature trees and super close to everything you need, it features a fully fenced-in backyard that’s perfect for pets or just hanging out. Inside,

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 246-4234

  270 Wood Bluff Rd, Winchester, TN 37398
• 

  /2

  $18,000

  Sold Mar 30, 2026

  1508 Old Cowan Rd, Winchester, TN 37398

  • Land
  • 13,068 Sq Ft
  • $60,000 per Acre

  Last Sold Summary

  Current Estimated Value $127,457

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC

  1508 Old Cowan Rd, Winchester, TN 37398
• 

  

  /38

  Est $318,666

  Not Listed For Sale

  290 Fairview Cir, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,452 Sq Ft
  • Built 2006

  290 Fairview Cir, Winchester, TN 37398

  Last Sold Summary

  • 6% Above List Price
  • $207/SF
  • 179 Days On Market

  • Last Sold Price $300,000
  • Nov 03, 2023

  Last Listing Agent Jeffrey Proper Keller Williams Realty - Murfreesboro
• 

  

  /7

  $125,000

  • Land
  • 1.26 Acres
  • $99,206 per Acre

  0 Cascade Dr Unit 15, Winchester, TN 37398

  Nestled at the back of desirable Stone Field Heights subdivision, this 1.26-acre lot offers the perfect blend of privacy and serenity. The property backs up to picturesque farmland, providing open views and a peaceful atmosphere with no rear neighbors. One of the larger lots which includes mature trees, city water, natural gas, underground utilities, and sewer connections. Ideal for building your

  

  Carolyn Williams

  Onward Real Estate

  (931) 369-3520

  0 Cascade Dr Unit 15, Winchester, TN 37398
• 

  

  /23

  $280,000

  Sold Aug 15, 2025

  0 Anderton Dr, Winchester, TN 37398

  • Land
  • 2.99 Acres
  • $93,771 per Acre

  Last Sold Summary

  • 26% Below List Price
  • 28 Days On Market

  Last Listing Agent isaac zimmerle Benchmark Realty, LLC

  0 Anderton Dr, Winchester, TN 37398
• 

  

  /59

  Est $231,976

  Not Listed For Sale

  216 Franklin Park, Winchester, TN 37398

  • 2 Beds
  • 2.5 Baths
  • 1,008 Sq Ft
  • Built 1988

  216 Franklin Park, Winchester, TN 37398

  Last Sold Summary

  • 3% Above List Price
  • $223/SF
  • 1 Day On Market

  • Last Sold Price $225,000
  • Jul 19, 2024

  Last Listing Agent Jalen Swain Southern Middle Realty
• 

  

  /51

  $765,000

  $10K PRICE DROP

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

  71 Windjammer Ct, Winchester, TN 37398

  Lake Season is just around the corner and 71 Windjammer has you covered! 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

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 740-1561

  71 Windjammer Ct, Winchester, TN 37398
• 

  

  /70

  $570,000

  Sold Dec 12, 2025

  504 River Watch Way, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,906 Sq Ft
  • Built 2022

  Last Sold Summary

  • 12% Below List Price
  • $196/SF
  • 226 Days On Market

  Current Estimated Value $583,502

  Last Listing Agent Elisa Chessor Century 21 Coffee County Realty & Auction

  504 River Watch Way, Winchester, TN 37398
• 

  

  /24

  Est $245,472

  Not Listed For Sale

  102 Spring Hill Dr, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1958

  102 Spring Hill Dr, Winchester, TN 37398

  Last Sold Summary

  • 7% Above List Price
  • $137/SF
  • 85 Days On Market

  • Last Sold Price $230,000
  • Dec 20, 2024

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

  

  /6

  $129,900

  Pending

  • 2 Beds
  • 1 Bath
  • 1,145 Sq Ft

  209 N Jefferson St, Winchester, TN 37398

  This versatile 2-bedroom, 1-bathroom home offers a prime investment opportunity with endless potential. Featuring a spacious garage, this property can serve as a comfortable residence or be transformed into a functional office space. With a flexible layout and a blank slate for customization, it’s the perfect canvas to bring your vision to life.

  

  John Peck

  Century 21 Volunteer Realty

  (931) 404-0461

  209 N Jefferson St, Winchester, TN 37398
• 

  

  /44

  $313,000

  Sold Jan 06, 2026

  196 Brookfield Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Above List Price
  • $262/SF
  • 6 Days On Market

  Current Estimated Value $306,055

  Last Listing Agent Dennis Sanders eXp Realty

  196 Brookfield Cir, Winchester, TN 37398
• 

  

  /55

  Est $570,872

  Not Listed For Sale

  60 Magrath Rd, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,468 Sq Ft
  • Built 2008

  60 Magrath Rd, Winchester, TN 37398

  Last Sold Summary

  • 5% Below List Price
  • $243/SF
  • 8 Days On Market

  • Last Sold Price $599,000
  • Dec 01, 2023

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

  

  /10

  $129,000

  • Land
  • 2.63 Acres
  • $49,087 per Acre

  0 Aedc Rd Unit Tract4, Winchester, TN 37398

  Prime Commercial Opportunity – High-Traffic Location. Don’t miss this exceptional opportunity to own vacant commercial land in a highly visible, high-traffic area. Positioned for maximum exposure, this property offers endless potential for a wide range of business ventures. With continued growth in the surrounding area, this is your chance to secure a strategic location. Tracts 2 and 3 available

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 416-3828

  0 Aedc Rd Unit Tract4, Winchester, TN 37398
• 

  

  /58

  $745,000

  Sold Mar 26, 2026

  20 Windjammer Ct, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 3,032 Sq Ft
  • Built 2019

  Last Sold Summary

  • 7% Below List Price
  • $246/SF
  • 12 Days On Market

  Current Estimated Value $793,215

  Last Listing Agent Felicia Wright Leading Edge Real Estate Group

  20 Windjammer Ct, Winchester, TN 37398

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