Winchester, TN Homes

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  /56

  $499,900

  • 4 Beds
  • 3 Baths
  • 2,578 Sq Ft

  70 Island Way, Winchester, TN 37398

  THE SELLER IS OFFERING A BUYER CONCESSION!! Turnkey and ready for immediate lake enjoyment this 4-bedroom, 3-bath end-unit townhome offers the perfect opportunity to embrace lake living at its finest. Located in the highly sought-after Twin Creeks community on beautiful Tims Ford Lake, this home blends comfort, style, and convenience.Inside, you’ll find a thoughtfully curated, lake-inspired

  

  Dena Abbott

  SimpliHOM

  70 Island Way, Winchester, TN 37398
• Explore Winchester

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  /36

  $2,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,688 Sq Ft
  • House for Rent

  102 Dogwood Ln, Winchester, TN 37398

  1 year lease. Pets may be considered

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  102 Dogwood Ln, Winchester, TN 37398
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  /2

  $64,000

  Sold Jun 20, 2026

  0 Meadowwood Ln Unit 2, Winchester, TN 37398

  • Land
  • 39,204 Sq Ft
  • $71,111 per Acre

  Last Sold Summary

  Last Listing Agent Mitch Umbarger Better Homes & Gardens Real Estate Heritage Group

  0 Meadowwood Ln Unit 2, Winchester, TN 37398
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  /10

  Not Listed For Sale

  0 Crestview Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 2023

  0 Crestview Dr, Winchester, TN 37398

  Last Sold Summary

  • 173 Days On Market

  Last Listing Agent Angela Miller John Smith Jr Realty and Auction LLC
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  /25

  $275,000

  $50K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  1587 By Pass Rd, Winchester, TN 37398

  Beautiful 3 Bedroom, 2 bath, brick home located minutes from beautiful downtown Winchester, featuring quaint shops and a wide variety of restaurants to choose from. Also minutes Tims Ford Lake, Wood Reservoir & Nissan.Attached garage and detached garage/workshop. Exterior newly painted.

  

  Patricia Boswell

  Hanson Realty & Auction Company

  1587 By Pass Rd, Winchester, TN 37398
• 

  

  /19

  $1,600 Per Month

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Condo for Rent

  302 8th Ave SW Unit 1, Winchester, TN 37398

  Property Id: 1763753 Charming 3 Bed / 2 Bath Rental in Winchester, TN - Pet Friendly! Don't miss this spacious and well-maintained 3-bedroom, 2-bathroom multi-family home in the heart of Winchester! This inviting home offers a functional layout with modern conveniences, making it the perfect place to call home. Home Features: 3 Bedrooms | 2 Full Bathrooms Washer & Dryer

  302 8th Ave SW Unit 1, Winchester, TN 37398
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  /82

  $639,000

  Sold Apr 30, 2026

  60 Lake Life Ct, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 2,680 Sq Ft
  • Built 2022

  Last Sold Summary

  • 2% Below List Price
  • $238/SF
  • 58 Days On Market

  Current Estimated Value $650,862

  Last Listing Agent Shelia Lunsford Benchmark Realty, LLC

  60 Lake Life Ct, Winchester, TN 37398
• 

  

  /22

  Not Listed For Sale

  224 Dry Creek Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,581 Sq Ft
  • Built 1996

  224 Dry Creek Ln, Winchester, TN 37398

  Last Sold Summary

  • 169 Days On Market

  Last Listing Agent Laura Gordon Better Homes & Gardens Real Estate Heritage Group
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  /37

  $669,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft

  74 Maple Dr, Winchester, TN 37398

  Welcome to this stunning, fully remodeled 3-bedroom, 2-bath brick ranch located in the desirable Dripping Springs subdivision. This exceptional property includes a deeded out lot on Tim’s Ford Lake, complete with a brand-new single-slip, low-maintenance boat dock—perfect for enjoying lake life to the fullest. This deeded lake lot is just a short 1 minute golf cart ride away! Interior features

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  74 Maple Dr, Winchester, TN 37398
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  /17

  $1,400 Per Month

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft
  • Townhouse for Rent

  414 Charles Ave, Winchester, TN 37398

  Property Id: 1313711 Beautiful 3 bed, 1 bath townhouse in Winchester, TN available now. Close to the town square. Featuring modern amenities including dishwasher, washer/dryer, and central heat/AC. Enjoy off-street parking, lawn maintenance, and pet-friendly policy for cats/small dogs. Don't miss out on this cozy home for $1400/month! Credit and background checks required. First, last

  414 Charles Ave, Winchester, TN 37398
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  /2

  $109,055

  Sold Aug 19, 2025

  0 Haddon Ln Unit RTC2891649, Winchester, TN 37398

  • Land
  • 7.14 Acres
  • $15,274 per Acre

  Last Sold Summary

  • 36% Below List Price
  • 48 Days On Market

  Last Listing Agent Teresa Miller Century 21 Coffee County Realty & Auction

  0 Haddon Ln Unit RTC2891649, Winchester, TN 37398
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  /34

  Est $539,071

  Not Listed For Sale

  267 Bryan Dr, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,350 Sq Ft
  • Built 2018

  267 Bryan Dr, Winchester, TN 37398

  Last Sold Summary

  • 132 Days On Market

  Last Listing Agent Nick Edenfield Keller Williams Realty
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  /56

  $1,399,900

  • 6 Beds
  • 5.5 Baths
  • 6,176 Sq Ft

  61 Joy Cir, Winchester, TN 37398

  A custom built home is located in prestigious Fanning Bend Subdivision. You must see this spectacular fully furnished home on Tim’s Ford Lake. Lake views from breakfast area deck & patio areas Completed in 2022, this luxury lake home features over 6100 SF, 6BR/ 5.5 BA, open floor plan w/seamless flow into Kit, LR & DR areas. LR high ceiling & rock fireplace. Large kitchen custom cabinets ice

  

  Mike Winton

  Mike Winton Realty & Auction

  61 Joy Cir, Winchester, TN 37398
• 

  

  /20

  $2,950 Per Month

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • House for Rent

  41 Latitude Dr, Winchester, TN 37398

  Property Id: 1113999 Escape to lake living without the long-term commitment. This beautifully furnished home in Twin Creeks Village offers the perfect blend of comfort, convenience, and resort-style amenities for those seeking a seasonal home, relocation housing, or an extended stay. Located just minutes from Tims Ford Lake, this professionally maintained home is move-in ready and

  41 Latitude Dr, Winchester, TN 37398
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  /58

  $575,000

  Sold Jul 20, 2026

  112 Pine Bluff Rd, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 2026

  Last Sold Summary

  • $230/SF
  • 102 Days On Market

  Last Listing Agent Susan Baker BHGRE Baker & Cole

  112 Pine Bluff Rd, Winchester, TN 37398
• 

  

  /21

  Est $249,269

  Not Listed For Sale

  233 Duncan Ln, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft
  • Built 1991

  233 Duncan Ln, Winchester, TN 37398

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Stan Beech Zach Taylor Real Estate
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  /54

  $899,000

  $30K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,376 Sq Ft

  369 Fanning Bend Dr, Winchester, TN 37398

  Beautiful lakeview home located in the desirable Fanning Bend community. This 4 bedroom, 4.5 bath property features a functional floor plan with 3 en-suite bedrooms, offering comfort and privacy for family and guests. Enjoy scenic water views of Tim's Ford Lake from the screened-in back porch, perfect for relaxing or entertaining. Outdoor features include a grilling deck overlooking the lake and

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  369 Fanning Bend Dr, Winchester, TN 37398
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  /26

  $1,600 Per Month

  • 2 Beds
  • 2 Baths
  • 888 Sq Ft
  • Apartment for Rent

  77 Duncan Ln, Winchester, TN 37398

  Welcome home to this like-new 2BR/2BA duplex with garage — move-in ready and designed for easy, low-maintenance living in a convenient Winchester location. This 2023 build features a bright open-concept layout, modern finishes, and a spacious kitchen with ample cabinet storage, dishwasher, and microwave. The split-bedroom floor plan offers ideal privacy, with each bedroom having direct access to

  Jessica Anderson BHGRE Baker & Cole

  77 Duncan Ln, Winchester, TN 37398
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  /25

  $364,000

  Sold Feb 20, 2026

  6421 Lynchburg Rd, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $236/SF
  • 17 Days On Market

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

  6421 Lynchburg Rd, Winchester, TN 37398
• 

  

  /22

  Est $180,131

  Not Listed For Sale

  715 Lynwood St Unit 717, Winchester, TN 37398

  • Studio
  • 1,664 Sq Ft
  • Built 1986

  715 Lynwood St Unit 717, Winchester, TN 37398

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.
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  /41

  $745,000

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,592 Sq Ft

  25 Dry Fork Dr, Winchester, TN 37398

  DON’T MISS THIS AMAZING OPPORTUNITY — Wake up every day to beautiful lake views from your backyard or eat-in kitchen area! This truly turnkey, move-in-ready home is the perfect fit whether you're searching for a primary residence, weekend retreat, or investment opportunity. Thoughtfully designed and meticulously maintained, this stunning home blends timeless finishes with functional upgrades

  

  Dena Abbott

  SimpliHOM

  25 Dry Fork Dr, Winchester, TN 37398
• 

  

  /11

  $850 Per Month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  408 3rd Ave NW Unit D, Winchester, TN 37398

  408 3rd Ave NW Unit D, Winchester, TN 37398
• 

  

  /26

  $180,000

  Sold May 05, 2026

  713 N Vine St, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1947

  Last Sold Summary

  • 23% Below List Price
  • $195/SF
  • 312 Days On Market

  Current Estimated Value $179,971

  Last Listing Agent Andrea Cruz John Smith Jr Realty and Auction LLC

  713 N Vine St, Winchester, TN 37398
• 

  

  /12

  Est $108,707

  Not Listed For Sale

  140 Carson Ln, Winchester, TN 37398

  • 2 Beds
  • 1.5 Baths
  • 672 Sq Ft
  • Built 1965

  140 Carson Ln, Winchester, TN 37398

  Last Sold Summary

  • 113 Days On Market

  Last Listing Agent April Smith John Smith Jr Realty and Auction LLC
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  /45

  $399,900

  • 4 Beds
  • 4 Baths
  • 2,197 Sq Ft

  44 Houghton Dr, Winchester, TN 37398

  Renovations complete! Brick ranch style home with so much space! This 4 Bedroom, brick ranch style home in a great location only minutes to the winchester square! Only 15 min to I-24! This renovated 4 bedroom brick home with all of its updates is a gem! The beautiful kitchen has a country french feel with the granite and beautiful backsplash and newly updated cabinets with the finishing touch of

  

  Dana Dillinger

  RE/MAX 1st Realty

  44 Houghton Dr, Winchester, TN 37398
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  /33

  $2,450 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,256 Sq Ft
  • House for Rent

  107 Lookout Dr, Winchester, TN 37398

  Special Floorplan! You'll love the difference! Come see this home's upstairs open flex space that is great for a media room, rec room or upstairs den. The upstairs laundry is convenient just off the upstairs full bath. The downstairs master bedroom suite has much appreciated features such as a master bath with twin vanities, walk-in shower, separate tub, walk-in linen closet for the bath and a

  Sharon Swafford Swaffords Property Shop

  107 Lookout Dr, Winchester, TN 37398
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  /47

  $370,000

  Sold May 08, 2026

  190 Chase Cir, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,202 Sq Ft
  • Built 2018

  Last Sold Summary

  • 7% Below List Price
  • $168/SF
  • 44 Days On Market

  Current Estimated Value $376,207

  Last Listing Agent Fallon Massey Van Massey Realty & Auction

  190 Chase Cir, Winchester, TN 37398
• 

  

  /68

  Est $861,056

  Not Listed For Sale

  290 Cascade Dr, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 3,858 Sq Ft
  • Built 2010

  290 Cascade Dr, Winchester, TN 37398

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Jessica London Southern Middle Realty
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  /57

  $369,000

  $30K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,509 Sq Ft

  3896 Lynchburg Rd, Winchester, TN 37398

  Charming Remodeled Home with Extra Garage Space Near Tims Ford Lake!This beautifully updated 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and location. Recently remodeled, the interior features stainless steel appliances, new light fixtures, stylish finishes including granite countertops and a fresh, modern feel throughout.The home includes a 2-car attached

  

  Melissa Stewart

  Swaffords Property Shop

  3896 Lynchburg Rd, Winchester, TN 37398
• 

  

  /11

  $1,025 Per Month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Condo for Rent

  408 3rd Ave NW Unit B, Winchester, TN 37398

  408 3rd Ave NW Unit B, Winchester, TN 37398
• 

  

  /13

  $229,500

  Sold Feb 20, 2026

  157 Modena Cir, Decherd, TN 37324

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Above List Price
  • $174/SF
  • 88 Days On Market

  Current Estimated Value $230,294

  Last Listing Agent Benjamin Merrill Lynch Rigsby Realty & Auction, LLC

  157 Modena Cir, Decherd, TN 37324
• 

  

  /9

  Est $183,061

  Not Listed For Sale

  107 Sipes St, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,125 Sq Ft
  • Built 1953

  107 Sipes St, Winchester, TN 37398

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Matthew Joachim Zach Taylor Real Estate
• 

  

  /13

  $159,000

  • Land
  • 2.19 Acres
  • $72,603 per Acre

  0 Metcalf Rd Unit RTC3243837, Winchester, TN 37398

  Discover the possibilities on this beautiful 2.19-acre property, ready for your next project. Whether you're envisioning a mini farm, a custom dream home, or an investment opportunity, this versatile tract offers exceptional potential. A preliminary soil test supports a 4-bedroom home site, making it easier to start planning your build. Zoned R-2, the property may also accommodate duplex

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  0 Metcalf Rd Unit RTC3243837, Winchester, TN 37398
• 

  

  /20

  $3,200 Per Month

  • 4 Beds
  • 3 Baths
  • 1,900 Sq Ft
  • House for Rent

  58 Anderton Dr, Winchester, TN 37398

  Beautiful house 600 feet from Tim's Ford Marina. Four bedrooms, 3 baths. Two bedrooms down. Spacious floor plan. Two garage garage. 3 pools and lots of trails. No Pets Please!

  Marsia Miller Middle Tennessee Realty Group, Inc.

  58 Anderton Dr, Winchester, TN 37398
• 

  

  /37

  $352,000

  Sold Dec 22, 2025

  1203 Liberty Rd, Winchester, TN 37398

  • 2 Beds
  • 2.5 Baths
  • 1,709 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $206/SF
  • 103 Days On Market

  Last Listing Agent Christopher (Bra Heath Simmons Realty

  1203 Liberty Rd, Winchester, TN 37398
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  /42

  Est $372,542

  Not Listed For Sale

  13 Anderton Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft
  • Built 2008

  13 Anderton Dr, Winchester, TN 37398

  Last Sold Summary

  • 226 Days On Market

  Last Listing Agent Amy Rivera Marcoma Realty, Inc.
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  /51

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 1,697 Sq Ft

  801 S High St, Winchester, TN 37398

  Move-in ready with charm, space, and versatility. This beautifully refreshed home has been updated with fresh paint throughout, new light fixtures, and fresh landscaping. The spacious primary bedroom features vaulted ceilings and natural lighting. A brand new water heater and included washer and dryer add convenience for the new owner. Step outside to enjoy the large, beautiful backyard, perfect

  

  Chelsea Greenway

  Southern Middle Realty

  801 S High St, Winchester, TN 37398
• 

  

  /26

  $1,925 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,575 Sq Ft
  • LIKE NEW Townhome in Winchester...Walking Distance to Downtown Square!

  217 S Porter St, Winchester, TN 37398

  Introducing this 3 Bed 2.5 Bath Townhome in the Desirable Location of Winchester, TN....Walking Distance from the Historic Downtown Square with Shopping, Dining and More!These Modern Townhomes Feature:Stainless Steel AppliancesCeiling FansAttached One Car GarageLuxury Finishes Throughout (NO CARPET!)3 bedrooms and 2.5 BathroomsLaundry ConnectionsSo Much

  217 S Porter St, Winchester, TN 37398
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  /73

  $767,355

  Sold May 22, 2026

  142 Hammock Ct, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 3,034 Sq Ft
  • Built 2026

  Last Sold Summary

  • 3% Above List Price
  • $253/SF
  • 0 Days On Market

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  142 Hammock Ct, Winchester, TN 37398
• 

  

  /47

  Est $723,710

  Not Listed For Sale

  655 Clark Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • Built 2009

  655 Clark Rd, Winchester, TN 37398

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Shawna Denby 1st Choice REALTOR

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