Winchester, TN Homes

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  /53

  $199,500

  Sold May 22, 2026

  114 Allen Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1938

  Last Sold Summary

  • 19% Below List Price
  • $142/SF
  • 51 Days On Market

  Current Estimated Value $207,926

  Last Listing Agent Tim Stevens Better Homes & Gardens Real Estate Heritage Group

  114 Allen Dr, Winchester, TN 37398
• 

  

  

  /29

  Est $298,174

  Not Listed For Sale

  92 Greenview Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,691 Sq Ft
  • Built 1978

  92 Greenview Dr, Winchester, TN 37398

  Last Sold Summary

  • 82 Days On Market

  Last Listing Agent Shawna Denby 1st Choice REALTOR
• 

  

  

  /27

  $369,999

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft

  131 Charlotte Dr, Winchester, TN 37398

  Bring Offers! Welcome Home!! Such a cute, well designed and spaciously laid out home that proudly boasts of 1,548 sq ft of comfortable living space!! The home welcomes you through the foyer into the roomy Living Room with a gas fireplace and custom tilework. The hardwood floors throughout this home are so beautiful and compliment every room only to add to the elegance of this beautifully designed

  Landon Keller Century 21 Volunteer Realty

  131 Charlotte Dr, Winchester, TN 37398
• 

  

  

  /55

  $562,410

  Sold Jun 22, 2026

  178 Sugar Leaf Cir, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,815 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Below List Price
  • $200/SF
  • 4 Days On Market

  Current Estimated Value $563,236

  Last Listing Agent Chelsea Greenway Southern Middle Realty

  178 Sugar Leaf Cir, Winchester, TN 37398
• 

  

  

  /36

  Est $414,409

  Not Listed For Sale

  1321 Georgia Crossing Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 1993

  1321 Georgia Crossing Rd, Winchester, TN 37398

  Last Sold Summary

  • 4 Days On Market

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

  

  /17

  $89,900

  • Land
  • 14,810 Sq Ft
  • $264,412 per Acre

  0 Kayak Way Unit 500, Winchester, TN 37398

  Lake life starts here! Located in the desirable Twin Creeks Village community on Tims Ford Lake, this large homesite offers the opportunity to build a custom getaway or full-time residence in a gated, resort-style setting. Enjoy amenities including multiple pools, a clubhouse with a restaurant, marina access, walking trails, and community gathering spaces designed for both relaxation and

  George Weeks Team George Weeks Real Estate, LLC

  0 Kayak Way Unit 500, Winchester, TN 37398
• 

  

  /66

  $865,000

  Sold Jan 28, 2026

  138 Kayak Way, Winchester, TN 37398

  • 4 Beds
  • 4.5 Baths
  • 3,040 Sq Ft
  • Built 2025

  Last Sold Summary

  • 9% Below List Price
  • $285/SF
  • 0 Days On Market

  Last Listing Agent Christy Bashlor Onward Real Estate

  138 Kayak Way, Winchester, TN 37398
• 

  

  /23

  Est $290,850

  Not Listed For Sale

  136 Brookfield Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,317 Sq Ft
  • Built 2007

  136 Brookfield Cir, Winchester, TN 37398

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Terry Eads Jr Sallis Realty Group
• 

  

  /83

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  924 Cline Ridge Rd, Winchester, TN 37398

  Enjoy the best of Tennessee living in this charming lakefront home nestled on 0.78± acres on Tims Ford Lake! Offering approximately 1,450 square feet of comfortable living space, oversized decks and porches this property combines peaceful country surroundings with convenient access to outdoor recreation.Inside, you'll find a spacious layout featuring an inviting living area with Panoramic

  Dayla Bray Keller Williams Russell Realty & Auction

  924 Cline Ridge Rd, Winchester, TN 37398
• 

  

  /25

  $800,000

  Sold Aug 20, 2025

  1419 Dripping Springs Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,411 Sq Ft
  • Built 1975

  Last Sold Summary

  • 14% Below List Price
  • $332/SF
  • 67 Days On Market

  Current Estimated Value $866,408

  Last Listing Agent Chris Hawkersmith Lynch Rigsby Realty & Auction, LLC

  1419 Dripping Springs Rd, Winchester, TN 37398
• 

  

  /37

  Est $308,212

  Not Listed For Sale

  237 Brookfield Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,231 Sq Ft
  • Built 2001

  237 Brookfield Cir, Winchester, TN 37398

  Last Sold Summary

  • 8 Days On Market

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

  

  /4

  $99,900

  • Land
  • 13,939 Sq Ft
  • $312,188 per Acre

  0 Why Worry Ln Unit RTC3186713, Winchester, TN 37398

  Build your ideal lake retreat on Lot 257 Why Worry Lane in the highly sought-after Twin Creeks Village near stunning Tims Ford Lake. This gated waterfront community blends luxury lake living with the relaxed charm of a resort getaway, making it the perfect place to create your own escape. Enjoy access to incredible amenities including multiple community pools, a clubhouse, full-service marina

  Art Kelly Zeitlin Sotheby's International Realty

  0 Why Worry Ln Unit RTC3186713, Winchester, TN 37398
• 

  /2

  $55,000

  Sold Mar 27, 2026

  1533 Rowe Gap Rd Unit 1 (3), Winchester, TN 37398

  • Land
  • 21,780 Sq Ft
  • $110,000 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 260 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  1533 Rowe Gap Rd Unit 1 (3), Winchester, TN 37398
• 

  

  /29

  Est $328,326

  Not Listed For Sale

  85 Brookfield Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 2001

  85 Brookfield Cir, Winchester, TN 37398

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Ashley Lynch Lynch Rigsby Realty & Auction, LLC
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  /37

  $449,000

  • 3 Beds
  • 2 Baths
  • 2,157 Sq Ft

  109 Oak Park, Winchester, TN 37398

  SELLER IS OFFERING $15,000 TOWARDS CLOSING COSTS OR RATE BUY DOWN!! Step into this beautifully renovated 1950s ranch where timeless charm meets modern comfort. This move-in ready home features 3 bedrooms and 2 full bathrooms, thoughtfully updated throughout. The spacious great room is the heart of the home, highlighted by the original stone fireplace that creates a warm and inviting atmosphere

  Penny Bowen Bowen Signature Properties

  109 Oak Park, Winchester, TN 37398
• 

  

  /56

  $590,000

  Sold Feb 27, 2026

  110 Cascade Dr, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Below List Price
  • $239/SF
  • 14 Days On Market

  Current Estimated Value $423,333

  Last Listing Agent Jaclyn Harney-Williams Onward Real Estate

  110 Cascade Dr, Winchester, TN 37398
• 

  

  /59

  Est $270,896

  Not Listed For Sale

  301 N Cedar St, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1935

  301 N Cedar St, Winchester, TN 37398

  Last Sold Summary

  • 109 Days On Market

  Last Listing Agent David Janke Canopy Real Estate
• 

  

  /36

  $325,000

  New Construction

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

  1585 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

  1585 Paynes Church Rd, Winchester, TN 37398
• 

  

  /18

  $186,000

  Sold Jun 02, 2026

  417 Laura Ave, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft
  • Built 1950

  Last Sold Summary

  • 17% Below List Price
  • $175/SF
  • 88 Days On Market

  Current Estimated Value $182,808

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

  417 Laura Ave, Winchester, TN 37398
• 

  

  /20

  Est $170,075

  Not Listed For Sale

  308 3rd Ave NW, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,150 Sq Ft
  • Built 1835

  308 3rd Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 286 Days On Market

  Last Listing Agent Pam Peck Century 21 Volunteer Realty
• 

  

  /15

  $369,500

  • 3 Beds
  • 2 Baths
  • 1,797 Sq Ft

  145 Murray Lake Dr, Winchester, TN 37398

  Welcome to this beautiful 3 br 2 ba brick home located in the areas most desirable subdivision. This home features an inviting open floor plan perfect for entertaining or everyday living. You'll love the gorgeous HW floors, custom cabinetry, and abundant counterspace. The oversize laundry room provides additional convenience while the huge closets ensure plenty of organization. The huge primary

  Chris Hawkersmith Lynch Rigsby Realty & Auction, LLC

  145 Murray Lake Dr, Winchester, TN 37398
• 

  

  /71

  $449,000

  Sold Jun 12, 2026

  56 Suntan Ct, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $235/SF
  • 31 Days On Market

  Current Estimated Value $459,719

  Last Listing Agent Billie Kay Caldwell Swaffords Property Shop

  56 Suntan Ct, Winchester, TN 37398
• 

  

  /26

  Est $238,020

  Not Listed For Sale

  305 4th Ave NW, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft
  • Built 1900

  305 4th Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Tyler Henley Franklin County Realty
• 

  

  /63

  $999,999

  • 5 Beds
  • 4.5 Baths
  • 3,191 Sq Ft

  171 Cypress Point Dr, Winchester, TN 37398

  This property is absolutely stunning! The features give it such a luxurious and unique vibe. The combination of master suites on the main floor, the roll-up garage door in the dining room for that indoor-outdoor feel, and the real mountain sandstone outdoor fireplace and foundation really sets it apart. Plus, a boat slip on the community dock and extra garage space for a boat are perfect for

  Bj Rigsby Lynch Rigsby Realty & Auction, LLC

  171 Cypress Point Dr, Winchester, TN 37398
• 

  

  /41

  $970,000

  Sold Nov 07, 2025

  1108 N Jefferson St, Winchester, TN 37398

  • 4 Beds
  • 7 Baths
  • 3,157 Sq Ft
  • Built 2025

  Last Sold Summary

  • 13% Below List Price
  • $307/SF
  • 78 Days On Market

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  1108 N Jefferson St, Winchester, TN 37398
• 

  

  /23

  Est $148,463

  Not Listed For Sale

  506 Maple St, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,184 Sq Ft
  • Built 1955

  506 Maple St, Winchester, TN 37398

  Last Sold Summary

  • 69 Days On Market

  Last Listing Agent Chelsea Greenway Southern Middle Realty
• 

  

  /79

  $455,000

  $5K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  106 Chattin St, Winchester, TN 37398

  Welcome home to this beautifully remodeled all-brick ranch offering the convenience of one-level living in one of Winchester’s most sought-after lake communities. Located just a block from a boat ramp, you’ll enjoy easy access to the lake & all the recreation it has to offer. Step inside to an inviting open floor plan designed for comfortable living & entertaining. The stunning newly remodeled

  Amberly (Abbi) Tomme Legion Realty

  106 Chattin St, Winchester, TN 37398
• 

  

  /27

  $340,000

  Sold Sep 25, 2025

  341 Carol Cir, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 1,788 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $190/SF
  • 89 Days On Market

  Current Estimated Value $369,793

  Last Listing Agent Chris Hawkersmith Lynch Rigsby Realty & Auction, LLC

  341 Carol Cir, Winchester, TN 37398
• 

  

  /21

  Est $154,526

  Not Listed For Sale

  509 Plattenburg St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Built 1920

  509 Plattenburg St, Winchester, TN 37398

  Last Sold Summary

  • 103 Days On Market

  Last Listing Agent Donna Barber Synergy Realty Network, LLC
• 

  

  /5

  $110,000

  • Land
  • 33,976 Sq Ft
  • $141,026 per Acre

  0 Summer Lake Ct Unit 12, Winchester, TN 37398

  Build your new home in this quiet and secluded subdivision. TVA Access Trail for all property owners to access the Owl Hollow Cove on Tims Ford Lake. Summer Lake TVA Access Trail for ATV's, golf carts, bicycle, hiking, paddle board, kayak, swimming and fishing. Boats can be driven into the cove. Currently a boat dock is not permitted but there are several boat docks within a short distance of the

  Yvette Lowe Century 21 Coffee County Realty & Auction

  0 Summer Lake Ct Unit 12, Winchester, TN 37398
• 

  

  /58

  $745,000

  Sold May 05, 2026

  47 Long View Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $310/SF
  • 16 Days On Market

  Current Estimated Value $742,973

  Last Listing Agent Justin Briggs Freedom Realty

  47 Long View Dr, Winchester, TN 37398
• 

  

  /26

  Est $109,800

  Not Listed For Sale

  515 Plattenburg St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 849 Sq Ft
  • Built 1942

  515 Plattenburg St, Winchester, TN 37398

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Lindsey Perry Steve Jernigan Realty
• 

  

  /16

  $99,999

  $10K PRICE DROP

  • Land
  • 9,016 Sq Ft
  • $483,087 per Acre

  0 Kayak Way Unit RTC3271990, Winchester, TN 37398

  Imagine waking each morning to the gentle rhythm of lake life, where every day holds the promise of relaxation and connection. Nestled within a beautifully gated community along the shores of Tims Ford Lake, this rare opportunity at 0 Kayak Way offers more than just a property, it presents an invitation to embrace a lifestyle of ease and adventure. The community welcomes you with an impressive

  Valerie Wilder Century 21 Coffee County Realty & Auction

  0 Kayak Way Unit RTC3271990, Winchester, TN 37398
• 

  

  /24

  $188,900

  Sold Jul 16, 2026

  540 Milton Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $178/SF
  • 99 Days On Market

  Last Listing Agent Shawna Denby 1st Choice REALTOR

  540 Milton Ln, Winchester, TN 37398
• 

  

  /10

  Est $140,420

  Not Listed For Sale

  411 Style St, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1945

  411 Style St, Winchester, TN 37398

  Last Sold Summary

  • 52 Days On Market

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

  

  /55

  $525,000

  $85K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,682 Sq Ft

  145 Franklin Heights Dr, Winchester, TN 37398

  Welcome home to comfort, space, and peaceful surroundings in this beautifully designed mostly one-level home nestled on one of the largest lots in Franklin Hills-- a generous 1.64 acres. Thoughtfully laid out with everyday living on the main floor, this home is ideal for those seeking easy convenient living without sacrificing room to spread out. The main level features three spacious bedrooms

  Thomas Ore Winton Auction & Realty Co.

  145 Franklin Heights Dr, Winchester, TN 37398
• 

  

  /36

  $389,000

  Sold Feb 06, 2026

  482 Boswell Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,527 Sq Ft
  • Built 2025

  Last Sold Summary

  • $255/SF
  • 50 Days On Market

  Last Listing Agent Jacob Arnold Wildwood Management, LLC

  482 Boswell Rd, Winchester, TN 37398
• 

  

  /54

  Est $245,503

  Not Listed For Sale

  408 Style St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1957

  408 Style St, Winchester, TN 37398

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Darrell Potts United Country - Columbia Realty & Auction
• 

  

  /99

  $1,049,000

  $151K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,714 Sq Ft

  914 N Jefferson St, Winchester, TN 37398

  JUST REDUCED – LAKEFRONT OPPORTUNITY ON TIM’S FORD LAKE Welcome to 914 N Jefferson Street in the sought-after Barefoot Bay community, where short-term rentals are allowed—making this an ideal primary residence, weekend retreat, or income-producing property. Located just 0.7 miles from Historic Downtown Winchester and 1.9 miles to Twin Creeks Marina & Resort, this home offers the perfect blend of

  Danny Babel Benchmark Realty, LLC

  914 N Jefferson St, Winchester, TN 37398
• 

  

  /52

  $415,000

  Sold Mar 31, 2026

  135 Carter Rd, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 2,884 Sq Ft
  • Built 1977

  Last Sold Summary

  • $144/SF
  • 63 Days On Market

  Current Estimated Value $427,558

  Last Listing Agent George Weeks Team George Weeks Real Estate, LLC

  135 Carter Rd, Winchester, TN 37398

Showing Results 521 - 560, Page 14 of 18