Winchester, TN Homes

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  /56

  $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
• Explore Winchester

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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
• 

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  /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
• 

  

  /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 $647,731

  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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  /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
• 

  

  /17

  $1,795 Per Month

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • House for Rent

  625 Strawberry Dr, Winchester, TN 37398

  Welcome home to 625 Strawberry Dr, Manchester, TN! This inviting 3-bedroom, 2-bathroom home offers comfortable living with a practical layout and plenty of space to make your own.The home features a spacious living area, a functional kitchen, three comfortable bedrooms, and two full bathrooms. Whether you're looking for room for your family, a home office, or extra space for guests, this

  625 Strawberry Dr, Winchester, TN 37398
• 

  

  /46

  $105,000

  Sold Sep 16, 2026

  7334 Lynchburg Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,444 Sq Ft
  • Built 1954

  Last Sold Summary

  • 34% Below List Price
  • $73/SF
  • 21 Days On Market

  Current Estimated Value $286,690

  Last Listing Agent Jordan Mitchell SimpliHOM

  7334 Lynchburg Rd, Winchester, TN 37398
• 

  

  /34

  Est $559,391

  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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  /57

  $355,000

  $44K PRICE DROP

  • 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
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  /60

  $1,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Apartment for Rent

  103 8th Ave SE Unit A, Winchester, TN 37398

  Beautiful Cottage-Style Home in Upscale Neighborhood within easy Walking Distance of Historical Downtown Winchester Square, with our many lovely Boutiques, Restaurants & Family Entertainment.. Home Features many Vintage touches that remain, Accented by rich designer Williamsburg Blue wall color in Kitchen, Sunroom & Den. Detached 24 x 20 1-1/2 Car GARAGE. WASHER / DRYER Included. KITCHEN

  Angie Johnson Lynch Rigsby Realty & Auction, LLC

  103 8th Ave SE Unit A, 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 $292,145

  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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  /56

  $479,900

  $20K PRICE DROP

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

  70 Island Way, Winchester, TN 37398

  Your Tims Ford Lake Life Starts HereTurnkey, beautifully updated, and ready to enjoy now! This spacious 4-bedroom, 3-bath end-unit townhome in Twin Creeks offers more than 2,500 sq ft of living space and over $60,000 in recent updates, creating the perfect full-time residence or effortless lake retreat.Inside, the open, lake-inspired interior features a spacious living rm with a striking stone

  

  Dena Abbott

  SimpliHOM

  70 Island Way, Winchester, TN 37398
• 

  

  /20

  $3,000 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
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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 $188,803

  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.
• 

  

  /34

  $649,900

  • 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
• 

  

  /12

  $1,750 Per Month

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft
  • House for Rent

  389 Colonial Dr, Winchester, TN 37398

  This inviting home in beautiful Cherokee Estates offers the perfect blend of comfort and convenience. Featuring three spacious bedrooms and two well-appointed bathrooms, the property includes a large garage ideal for storage or hobbies, a cozy fireplace that anchors the living area, and a generous backyard perfect for outdoor enjoyment. With its warm character and desirable neighborhood setting,

  Angela Miller John Smith Jr Realty and Auction LLC

  389 Colonial Dr, 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 $178,017

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

  713 N Vine St, Winchester, TN 37398
• 

  

  /12

  Est $90,979

  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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  /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
• 

  

  /8

  $850 Per Month

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft
  • Apartment for Rent

  101 Heath Ln, Winchester, TN 37398

  Nice duplex includes Stove, Fridge, Dish Washer, and lawn care.

  Benjamin Merrill Lynch Rigsby Realty & Auction, LLC

  101 Heath Ln, Winchester, TN 37398
• 

  

  /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 $378,871

  Last Listing Agent Fallon Massey Van Massey Realty & Auction

  190 Chase Cir, Winchester, TN 37398
• 

  

  /68

  Est $885,869

  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
• 

  

  /11

  $389,900

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  225 Golf Shores Dr, Winchester, TN 37398

  Great find... charming, well kept and move in ready. Quiet neighborhood located just minutes from both Tims Ford State Park and Tims Ford Lake, only 15 min from Winchester and approx 15 min from Tullahoma or Lynchburg. Great features both inside and outside..open kitchen, dining area, 2 car garage, concrete drive and a completely fenced in back yard.

  

  Billie Kay Caldwell

  Swaffords Property Shop

  225 Golf Shores Dr, Winchester, TN 37398
• 

  

  /18

  $950 Per Month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  300 N Jefferson St Unit B, Winchester, TN 37398

  2 Bedrooms, 1 Full Bath Apartment with a convenient location close to downtown Courthouse Square shopping, restaurants, school, grocery and more. Please no animals. Credit & Background Check Required (600 minimum, if less than 600 then first month rent, last month rent and security deposit are required up front).

  Sharon Swafford Swaffords Property Shop

  300 N Jefferson St 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 $195,812

  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
• 

  

  /90

  $1,499,000

  • 4 Beds
  • 3.5 Baths
  • 4,035 Sq Ft

  136 Bay Cove Trail, Winchester, TN 37398

  Welcome to this beautiful custom-built lake home in Fanning Bend, lovingly maintained by its one and only owner. Thoughtfully designed with a spacious floor plan and an easy, natural flow between the living room, kitchen, and sunroom, this home is perfect for both everyday living and entertaining. The main level features two spacious ensuite bedrooms, offering comfort and privacy for family and

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  136 Bay Cove Trail, Winchester, TN 37398
• 

  

  /28

  $875 Per Month

  • 1 Bed
  • 1 Bath
  • 670 Sq Ft
  • Apartment for Rent

  103 8th Ave SE Unit B, Winchester, TN 37398

  CHARMING Apartment !!! Refinished Original Wood Floors. Newer Large Windows. Renovated Bathroom with Tile Floor. Washer & Dryer Included.Fridge, Range & Dishwasher are Provided. Lawn Mowing Included. Within easy walking distance to Historical Downtown Winchester Square...with Boutiques, Restaurants and Family Entertainment. NO pets . NO smokers.CONTACT OWNER/LANDLORD FOR SHOWING

  Angie Johnson Lynch Rigsby Realty & Auction, LLC

  103 8th Ave SE Unit B, Winchester, TN 37398
• 

  /2

  $59,900

  Sold Aug 06, 2026

  0 Lookout Dr Unit 12, Winchester, TN 37398

  • Land
  • 12,632 Sq Ft
  • $206,552 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 21 Days On Market

  Last Listing Agent Nick Jenkins Go Realty, LLC

  0 Lookout Dr Unit 12, Winchester, TN 37398
• 

  

  /42

  Est $375,293

  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.
• 

  

  /40

  $299,900

  • 4 Beds
  • 2 Baths
  • 1,999 Sq Ft

  206 Homeward Ave, Winchester, TN 37398

  Space, style, and valuable extras—this beautifully maintained home has it all! Enjoy hardwood floors, fresh paint, updated lighting, multiple living areas, and flex space. The fourth bedroom can easily serve as a media room, guest suite, or additional living area. All kitchen appliances remain, along with the washer, dryer, and storage shed. Outside, relax on the screened-in patio, enjoy sunrise

  

  Tekesha Fuqua-Taylor

  Keller Williams Realty - Murfreesboro

  206 Homeward Ave, 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
• 

  

  /47

  Est $704,621

  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
• 

  

  /45

  $289,900

  Under Contract

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

  335 Myers Rd, Winchester, TN 37398

  Beautifully renovated brick home on a spacious 0.50-acre lot in Winchester! This 3-bedroom, 2-bath home offers approximately 1,768 sq. ft. of updated living space with a long list of recent improvements, including a new roof, new HVAC system and ductwork, new LVP flooring, new appliances, granite countertops, new water heater, and updated plumbing. The large, tree-shaded lot provides plenty of

  

  Joe Orr

  WEICHERT, REALTORS Joe Orr & Associates

  335 Myers Rd, Winchester, TN 37398

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