Winchester, TN Homes

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  /40

  $589,000

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  18 Shady Cove Ln, Winchester, TN 37398

  Newer build in the quiet, wooded Hopkins Point Subdivision offering strong investment potential and privacy. This low-maintenance, corner-lot home is currently operating as a short-term rental, and is being sold furnished for a true turn-key opportunity. The main level features 3 bedrooms, 2 full baths, an open layout, and a whole-home water purification system. The unfinished walkout basement

  

  Jennifer Cummings

  SimpliHOM

  (931) 283-6984

  18 Shady Cove Ln, Winchester, TN 37398
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  /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

  Last Listing Agent Dennis Sanders eXp Realty

  226 Kayak Way, Winchester, TN 37398
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  /65

  Est $1,235,813 Not Listed For Sale

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

  397 Shasteen Bend Dr, Winchester, TN 37398

  397 Shasteen Bend Dr, Winchester, TN 37398
• 

  

  

  /3

  $69,900

  • Land
  • 0.15 Acre
  • $466,000 per Acre

  0 Deer Valley Cir Unit RTC2980805, 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) 429-0901

  0 Deer Valley Cir Unit RTC2980805, Winchester, TN 37398
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  /16

  $130,000 Sold Aug 14, 2025

  0 River Watch Way Unit RTC2941024, Winchester, TN 37398

  • Land
  • 0.38 Acre
  • $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
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  /36

  Est $352,083 Not Listed For Sale

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

  155 Cooper Ln, Winchester, TN 37398

  155 Cooper Ln, Winchester, TN 37398
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  /58

  $469,000

  • 4 Beds
  • 2.5 Baths
  • 2,141 Sq Ft

  203 Campfire Ct, Winchester, TN 37398

  Come to Tims Ford Lake and enjoy Lake Living in this beautiful 4 Bedroom, 2.5 Bath pre-owned home in gated Twin Creeks Resort. This home features a Large kitchen/dining room, custom cabinets, Quartz countertops, top of the line oven, stove and microwave along with a large island & pantry area. Large living room is excellent for entertaining or relaxing. Master Bedroom has a spacious walk-in

  

  Billie Kay Caldwell

  Swaffords Property Shop

  (931) 369-4194

  203 Campfire Ct, Winchester, TN 37398
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  /2

  $980,000 Sold Apr 29, 2025

  1331 Dripping Springs Rd, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 1,391 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $705/SF
  • 15 Days On Market

  Current Estimated Value $972,931

  Last Listing Agent John Peck Peck Realty Group, LLC

  1331 Dripping Springs Rd, Winchester, TN 37398
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  /32

  Est $363,738 Not Listed For Sale

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

  716 Riva Lake Rd, Winchester, TN 37398

  716 Riva Lake Rd, Winchester, TN 37398
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  /3

  $76,900

  • Land
  • 0.17 Acre
  • $452,353 per Acre

  0 Deer Valley Cir Unit RTC2980808, 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) 391-3042

  0 Deer Valley Cir Unit RTC2980808, Winchester, TN 37398
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  /22

  $226,000 Sold Apr 30, 2025

  211 N Jefferson St, Winchester, TN 37398

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

  Last Sold Summary

  • 19% Below List Price
  • $116/SF
  • 81 Days On Market

  Current Estimated Value $226,919

  Last Listing Agent Penny Patterson Swaffords Property Shop

  211 N Jefferson St, Winchester, TN 37398
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  /43

  Est $425,008 Not Listed For Sale

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

  374 Woodcrest Dr, Winchester, TN 37398

  374 Woodcrest Dr, Winchester, TN 37398
• 

  

  /3

  $69,900

  • Land
  • 0.15 Acre
  • $466,000 per Acre

  0 Deer Valley Cir Unit RTC2980794, 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) 313-8991

  0 Deer Valley Cir Unit RTC2980794, Winchester, TN 37398
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  /42

  $355,000 Sold Mar 07, 2025

  121 Edgefield Ct, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,814 Sq Ft
  • Built 2023

  Last Sold Summary

  • 1% Below List Price
  • $196/SF
  • 145 Days On Market

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

  121 Edgefield Ct, Winchester, TN 37398
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  /67

  Est $1,947,326 Not Listed For Sale

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

  290 Shasteen Bend Dr, Winchester, TN 37398

  290 Shasteen Bend Dr, Winchester, TN 37398
• 

  

  /3

  $76,900

  • Land
  • 0.15 Acre
  • $512,667 per Acre

  0 Deer Valley Cir Unit RTC2980756, 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) 277-6057

  0 Deer Valley Cir Unit RTC2980756, Winchester, TN 37398
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  /2

  $459,000 Sold Mar 27, 2025

  484 Old Clark Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,817 Sq Ft
  • Built 2025

  Last Sold Summary

  • $253/SF
  • 0 Days On Market

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

  484 Old Clark Rd, Winchester, TN 37398
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  /58

  Est $491,860 Not Listed For Sale

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

  271 Cedar Bluff Dr, Winchester, TN 37398

  271 Cedar Bluff Dr, Winchester, TN 37398
• 

  

  /3

  $69,900

  • Land
  • 0.15 Acre
  • $466,000 per Acre

  0 Deer Valley Cir Unit RTC2980798, 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) 429-3425

  0 Deer Valley Cir Unit RTC2980798, Winchester, TN 37398
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  /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

  Last Listing Agent Sean Crabtree Blue Door Realty Group

  218 Susie Dr, Winchester, TN 37398
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  /20

  Est $225,114 Not Listed For Sale

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

  112 Cheyenne Ave, Winchester, TN 37398

  112 Cheyenne Ave, Winchester, TN 37398
• 

  

  /3

  $69,900

  • Land
  • 0.15 Acre
  • $466,000 per Acre

  0 Deer Valley Cir Unit RTC2980787, 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) 485-5138

  0 Deer Valley Cir Unit RTC2980787, Winchester, TN 37398
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  /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
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  /32

  Est $282,956 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft

  766 Maple Bend Rd, Winchester, TN 37398

  766 Maple Bend Rd, Winchester, TN 37398
• 

  

  /51

  $775,000

  • 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) 271-4665

  71 Windjammer Ct, Winchester, TN 37398
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  /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

  Last Listing Agent Zaya Holmes Compass

  239 River Watch Way, Winchester, TN 37398
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  /45

  Est $360,397 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,667 Sq Ft

  1132 Holders Cove Rd, Winchester, TN 37398

  1132 Holders Cove Rd, Winchester, TN 37398
• 

  

  /3

  $69,900

  • Land
  • 0.15 Acre
  • $466,000 per Acre

  0 Deer Valley Cir Unit RTC2980757, 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) 710-6393

  0 Deer Valley Cir Unit RTC2980757, Winchester, TN 37398
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  /64

  $505,000 Sold May 01, 2025

  146 Brandi Way, Winchester, TN 37398

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

  Last Sold Summary

  • 1% Below List Price
  • $243/SF
  • 102 Days On Market

  Current Estimated Value $507,788

  Last Listing Agent Melissa Wilson Southern Middle Realty

  146 Brandi Way, Winchester, TN 37398
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  /25

  Est $364,226 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,891 Sq Ft

  463 Dripping Springs Rd, Winchester, TN 37398

  463 Dripping Springs Rd, Winchester, TN 37398
• 

  

  /51

  $279,000

  • 3 Beds
  • 1 Bath
  • 2,236 Sq Ft

  621 S Jefferson St, Winchester, TN 37398

  Step back in time with this historic Craftsman house just blocks away from Downtown Winchester! Built in 1910, full of character and charm, this home has had some updates such as new metal roof and great kitchen, but is ready for more updates and repairs to make it truly your own. The Guest house with a LR, kitchen, bedroom and full bath is perfect for visitors, extended family or rental

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 369-4822

  621 S Jefferson St, Winchester, TN 37398
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  /2

  $45,000 Sold Mar 06, 2025

  0 Kay St, Winchester, TN 37398

  • Land
  • 0.45 Acre
  • $100,000 per Acre

  Last Sold Summary

  • 15 Days On Market

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

  0 Kay St, Winchester, TN 37398
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  /58

  Est $423,664 Not Listed For Sale

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

  215 Franklin Heights Dr, Winchester, TN 37398

  215 Franklin Heights Dr, Winchester, TN 37398
• 

  

  /51

  $549,900 Pending

  • 6 Beds
  • 4 Baths
  • 8,508 Sq Ft

  974 Lynchburg Rd, Winchester, TN 37398

  Former Antebellum Inn which offers so much potential. Now Magnolia Hill Manor

  

  John Peck

  Peck Realty Group, LLC

  (931) 416-0673

  974 Lynchburg Rd, Winchester, TN 37398
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  /30

  $1,050,000 Sold Jun 20, 2025

  62 Abby Cir, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,868 Sq Ft
  • Built 2022

  Last Sold Summary

  • 11% Below List Price
  • $366/SF
  • 20 Days On Market

  Current Estimated Value $1,074,347

  Last Listing Agent Grey Smotherman Reliant Realty ERA Powered

  62 Abby Cir, Winchester, TN 37398
• 

  

  /31

  Est $195,050 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  106 7th Ave SW, Winchester, TN 37398

  106 7th Ave SW, Winchester, TN 37398
• 

  

  /20

  $214,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  713 Hunt St, Winchester, TN 37398

  This beautifully designed 1064 sq ft home combines quality craftsmanship with modern comfort. Step inside to an open floor plan featuring quartz countertops, soft close cabinets, and luxury vinyl plank flooring throughout. The vaulted ceilings enhances the spacious feel of the kitchen and living area. The kitchen comes fully equipped with stainless steel appliances- stove, microwave, dishwasher,

  

  Shawna Denby

  1st Choice REALTOR

  (931) 369-2407

  713 Hunt St, Winchester, TN 37398
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  /38

  $260,000 Sold Aug 29, 2025

  115 Highland Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • Built 1952

  Last Sold Summary

  • 4% Below List Price
  • $192/SF
  • 96 Days On Market

  Current Estimated Value $256,121

  Last Listing Agent Fhonda Hatmaker eXp Realty

  115 Highland Dr, Winchester, TN 37398
• 

  

  /43

  Est $1,209,485 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,512 Sq Ft

  18 Brown Rd E, Winchester, TN 37398

  18 Brown Rd E, Winchester, TN 37398
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  /24

  $204,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  540 Milton Ln, Winchester, TN 37398

  This 1064 sq ft home offers modern finishes with a funtional layout. Featuring granite countertops and soft close kitchen cabinets. Luxury vinyl flooring throughout. The vaulted ceilings in the kitchen and livingroom elevate these common areas. The kitchen is equipped with a stove, microwave, dishwasher, and refrigerator. Convenient stackable washer and dryer also included. Enjoy the outdoors

  

  Shawna Denby

  1st Choice REALTOR

  (931) 575-5281

  540 Milton Ln, Winchester, TN 37398

Showing Results 241 - 280, Page 7 of 18