9,786

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

    Agent Photo

    Jennifer Cummings

    SimpliHOM

    (931) 283-6984

    18 Shady Cove Ln, 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

    Last Listing Agent Dennis Sanders eXp Realty

    226 Kayak Way, Winchester, TN 37398
    • /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-

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 429-0901

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

    Agent Photo

    Billie Kay Caldwell

    Swaffords Property Shop

    (931) 369-4194

    203 Campfire Ct, Winchester, TN 37398
  • /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
    • /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
  • /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-

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 391-3042

    0 Deer Valley Cir Unit RTC2980808, Winchester, TN 37398
  • /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
    • /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-

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 313-8991

    0 Deer Valley Cir Unit RTC2980794, Winchester, TN 37398
  • /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
    • /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-

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 277-6057

    0 Deer Valley Cir Unit RTC2980756, Winchester, TN 37398
  • /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
    • /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-

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 429-3425

    0 Deer Valley Cir Unit RTC2980798, 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

    Last Listing Agent Sean Crabtree Blue Door Realty Group

    218 Susie Dr, Winchester, TN 37398
    • /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-

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 485-5138

    0 Deer Valley Cir Unit RTC2980787, 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
    • /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

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 271-4665

    71 Windjammer Ct, 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

    Last Listing Agent Zaya Holmes Compass

    239 River Watch Way, Winchester, TN 37398
    • /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-

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 710-6393

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

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 369-4822

    621 S Jefferson St, Winchester, TN 37398
  • /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
    • /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

    Agent Photo

    John Peck

    Peck Realty Group, LLC

    (931) 416-0673

    974 Lynchburg Rd, Winchester, TN 37398
  • /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,

    Agent Photo

    Shawna Denby

    1st Choice REALTOR

    (931) 369-2407

    713 Hunt St, Winchester, TN 37398
  • /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
  • /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

    Agent Photo

    Shawna Denby

    1st Choice REALTOR

    (931) 575-5281

    540 Milton Ln, Winchester, TN 37398

Showing Results 241 - 280, Page 7 of 18

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