Winchester, TN Homes

• 

  

  

  /27

  Est $299,402

  Not Listed For Sale

  122 Highland Dr, Winchester, TN 37398

  • 3 Beds
  • 1.5 Baths
  • 1,689 Sq Ft
  • Built 1955

  122 Highland Dr, Winchester, TN 37398

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Candice Bedwell Epique Realty
• 

  

  

  /49

  $464,900

  Open Sun 1PM - 3PM

  • 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
• 

  

  

  /19

  $145,000

  Sold Jun 11, 2026

  0 Hammock Dr Unit 165, Winchester, TN 37398

  • Land
  • 12,632 Sq Ft
  • $500,000 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 90 Days On Market

  Last Listing Agent Beatrice Salako USRealty.com, LLP

  0 Hammock Dr Unit 165, Winchester, TN 37398
• 

  

  

  /68

  Est $1,137,076

  Not Listed For Sale

  702 Bluff Dr, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 2,884 Sq Ft
  • Built 1994

  702 Bluff Dr, Winchester, TN 37398

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Alison Davis Pilkerton Realtors
• 

  

  

  /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
• 

  

  /57

  $815,000

  Sold Dec 05, 2025

  226 Kayak Way, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,219 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $367/SF

  Current Estimated Value $839,793

  Last Listing Agent Dennis Sanders eXp Realty

  226 Kayak Way, Winchester, TN 37398
• 

  

  /27

  Est $134,501

  Not Listed For Sale

  408 7th Ave NW, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 926 Sq Ft
  • Built 1953

  408 7th Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 114 Days On Market

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

  

  /39

  $94,900

  • Land
  • 0 Sq Ft

  0 River Watch Way Unit 266, Winchester, TN 37398

  Enjoy vibrant summers and unhurried winters in Twin Creeks Village, a thoughtfully designed lake community offering year-round comfort, amenities, and a true sense of neighborhood. Lawn maintenance is handled for you, allowing more time to relax and enjoyed the lifestyle of living in a gated, lakefront community. Amenities galore in Twin Creeks -- 3 pools, Clubhouse, walking trails, Marina (boat

  Shelia Lunsford Benchmark Realty, LLC

  0 River Watch Way Unit 266, Winchester, TN 37398
• 

  

  /16

  $130,000

  Sold Aug 14, 2025

  0 River Watch Way Unit RTC2941024, Winchester, TN 37398

  • Land
  • 16,552 Sq Ft
  • $342,105 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 6 Days On Market

  Last Listing Agent Jason Hilbelink Onward Real Estate

  0 River Watch Way Unit RTC2941024, Winchester, TN 37398
• 

  

  /22

  Est $332,246

  Not Listed For Sale

  102 10th Ave NW, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 3,150 Sq Ft
  • Built 2001

  102 10th Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent John Smith, Jr. John Smith Jr Realty and Auction LLC
• 

  

  /39

  $238,000

  • 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
• 

  

  /8

  $75,000

  Sold Jun 22, 2026

  0 Michelle Ln, Winchester, TN 37398

  • Land
  • 3 Acres
  • $25,000 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 88 Days On Market

  Last Listing Agent Alexandra Watts Southern Middle Realty

  0 Michelle Ln, Winchester, TN 37398
• 

  

  /38

  Est $321,036

  Not Listed For Sale

  810 Cumberland Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,260 Sq Ft
  • Built 1948

  810 Cumberland Dr, Winchester, TN 37398

  Last Sold Summary

  • 72 Days On Market

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

  /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
• 

  

  /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 $214,188

  Last Listing Agent Pamela Hamilton RE/MAX Unlimited

  110 Dotson Ln, Winchester, TN 37398
• 

  

  /37

  Est $669,777

  Not Listed For Sale

  2233 Georgia Crossing Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,765 Sq Ft
  • Built 2004

  2233 Georgia Crossing Rd, Winchester, TN 37398

  Last Sold Summary

  • 115 Days On Market

  Last Listing Agent Landon Keller Century 21 Volunteer Realty
• 

  

  /33

  $325,000

  New Construction

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

  1605 Paynes Church Rd, Winchester, TN 37398

  **Move in for only $99 AND a fixed rate as low as 5.5%** 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

  Kasidy Lowe Compass Tennessee, LLC

  1605 Paynes Church Rd, 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 $293,197

  Last Listing Agent Sean Crabtree Blue Door Realty Group

  218 Susie Dr, Winchester, TN 37398
• 

  

  /23

  Est $247,596

  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
• 

  

  /35

  $675,000

  New Construction $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,688 Sq Ft

  102 Summer Lake Ct, Winchester, TN 37398

  Great home, excellent neighborhood, and a fantastic location! Convenient to Tims Ford Lake, marinas, the state park, Jack Daniels Distillery, and just minutes to Winchester. This new construction has a well laid out floor plan, with spacious rooms and lots of storage. The kitchen is fully furnished with stainless appliances, featuring a large island and a gas stove with a griddle. The master

  Greg Sitz Parks Auction & Realty

  102 Summer Lake Ct, 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
• 

  

  /21

  Est $234,951

  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
• 

  

  /56

  $670,000

  • 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
• 

  

  /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
• 

  

  /67

  Est $2,237,923

  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
• 

  

  /54

  $439,000

  • 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
• 

  

  /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 $300,063

  Last Listing Agent Sharon Swafford Swaffords Property Shop

  103 Lisa Cir, Winchester, TN 37398
• 

  

  /18

  Est $269,075

  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
• 

  

  /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
• 

  

  /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 $396,826

  Last Listing Agent Mike Stubblefield Franklin County Realty

  232 Favre Cir, 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
• 

  

  /50

  $1,249,900

  • 4 Beds
  • 4.5 Baths
  • 2,800 Sq Ft

  100 Barefoot Way, Winchester, TN 37398

  LAKE FRONT TIM'S FORD. Just steps from the water. Lakefront living at its finest. This custom-built home is being offered fully furnished and is truly turnkey, making it ideal as a primary residence, second home, or investment opportunity. The home features 4 bedrooms, 4 full bathrooms, a half bath, and a spacious bunk room, thoughtfully designed to accommodate both everyday living and

  Carla (Danielle) Chandler Edgemont Properties, LLC

  100 Barefoot Way, 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 $675,714

  Last Listing Agent Zaya Holmes Compass

  239 River Watch Way, Winchester, TN 37398
• 

  

  /11

  Est $184,791

  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
• 

  

  /30

  $115,000

  • Land
  • 15,246 Sq Ft
  • $328,571 per Acre

  0 Driftwood Ct Unit 389, Winchester, TN 37398

  The lake is calling your name! This large, corner lot is everything you've been looking for to build your dream lake house on. Twin Creeks community offers lake access, community beach, heated pool open year round, firepits, walking trails, marina, and so much more! Call today to lock in this dream lot!

  Katie Garrison Barlow Realty LLC

  0 Driftwood Ct Unit 389, 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
• 

  

  /16

  Est $185,461

  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.
• 

  

  /80

  $1,849,999

  • 6 Beds
  • 3.5 Baths
  • 3,617 Sq Ft

  3539 Liberty Rd, Winchester, TN 37398

  Exceptional property on 10.5 sprawling acres offering the perfect blend of space, comfort, and resort style outdoor living. The main residence features 3,617 sq. ft. with 6 bed, 3.5 baths, providing ample room for family, guests, and entertaining. The well appointed kitchen showcases beautiful hickory cabinetry, black stainless steel appliances, quartz countertops, abundant storage and generous

  Chesney Luttrell John Smith Jr Realty and Auction LLC

  3539 Liberty Rd, 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
• 

  

  /59

  Est $898,137

  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

Showing Results 321 - 360, Page 9 of 18