Winchester, TN Homes

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  /2

  $515,000

  New Construction Pending

  • 3 Beds
  • 2.5 Baths
  • 2,077 Sq Ft

  5 Lookout Dr, Winchester, TN 37398

  Lot 5. Image is of rendering of completed home. Home is in the framing stage. Beautiful gated community located on Sharp Springs Road in Winchester, TN.

  

  Melissa Stewart

  Swaffords Property Shop

  5 Lookout Dr, Winchester, TN 37398
• 

  

  

  /40

  $315,000

  Sold Mar 20, 2026

  209 Franklin Park, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,053 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $153/SF
  • 24 Days On Market

  Current Estimated Value $318,332

  Last Listing Agent Hannah Monilaw Better Homes & Gardens Real Estate Heritage Group

  209 Franklin Park, Winchester, TN 37398
• 

  

  

  /54

  Est $575,849

  Not Listed For Sale

  420 Country Estates Dr, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,864 Sq Ft
  • Built 1991

  420 Country Estates Dr, Winchester, TN 37398

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC
• 

  

  

  /49

  $376,300

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft

  36 Meadowwood Ln, Winchester, TN 37398

  New construction near Tims Ford Lake! This beautifully crafted 3-bedroom, 2-bath home offers 1,420 sq ft of thoughtfully designed, all-level living on a level 1.15-acre lot, just minutes from two boat ramps and Winchester Bass Club. Built by Knob Creek Home & Barn, the barndominium/Craftsman-inspired design combines quality construction, upgraded mechanical systems and distinctive finishes

  

  Melissa Sterling

  Better Homes & Gardens Real Estate Heritage Group

  36 Meadowwood Ln, Winchester, TN 37398
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  /36

  $390,000

  Sold Jul 23, 2026

  37 Pond Field Ct, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,062 Sq Ft
  • Built 2007

  Last Sold Summary

  • 5% Below List Price
  • $189/SF
  • 18 Days On Market

  Current Estimated Value $401,532

  Last Listing Agent Leanne Bonning Benchmark Realty, LLC

  37 Pond Field Ct, Winchester, TN 37398
• 

  

  /40

  Est $265,840

  Not Listed For Sale

  700 S High St, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft
  • Built 1932

  700 S High St, Winchester, TN 37398

  Last Sold Summary

  • 73 Days On Market

  Last Listing Agent Billy Rigsby III Lynch Rigsby Realty & Auction, LLC
• 

  

  /4

  $429,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft

  0 Mansford Rd Unit RTC3155736, Winchester, TN 37398

  Construction will start once we have an agreement for purchase. Builder offering financing!! This is a brand-new, customizable 3-bedroom, 2-bath home featuring an open floor plan. Buyers have the opportunity to choose finishes and adjust the floor plan to fit their lifestyle. Standard features include luxury vinyl plank flooring throughout, beautiful granite countertops, soft-close cabinetry, a

  

  Bo Davis

  Keller Williams Realty - Murfreesboro

  0 Mansford Rd Unit RTC3155736, Winchester, TN 37398
• 

  

  /39

  $935,000

  Sold May 18, 2026

  995 Dripping Springs Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,256 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $414/SF
  • 160 Days On Market

  Current Estimated Value $941,081

  Last Listing Agent Anna Greer eXp Realty

  995 Dripping Springs Rd, Winchester, TN 37398
• 

  

  /11

  Est $277,549

  Not Listed For Sale

  360 Strawberry Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,289 Sq Ft
  • Built 2003

  360 Strawberry Dr, Winchester, TN 37398

  Last Sold Summary

  • 76 Days On Market

  Last Listing Agent Torrey Perry Century 21 Volunteer Realty
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  /30

  $419,000

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,664 Sq Ft

  56 Deer Valley Cir, Winchester, TN 37398

  Welcome to your dream home in a brand-new 55+ community designed for comfort, convenience, and low-maintenance living. This newly constructed, single-level home offers a thoughtfully designed floor plan with no steps, making everyday living effortless. Inside, you’ll find 2 spacious bedrooms and 2 full bathrooms, along with a large flex room perfect for a home office, hobby space, or guest area.

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  56 Deer Valley Cir, Winchester, TN 37398
• 

  

  /27

  $218,000

  Sold Jun 18, 2026

  217 S Porter St, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,575 Sq Ft
  • Built 2025

  Last Sold Summary

  • 27% Below List Price
  • $138/SF
  • 50 Days On Market

  Last Listing Agent Earin Smotherman Reliant Realty ERA Powered

  217 S Porter St, Winchester, TN 37398
• 

  

  /87

  Est $1,032,030

  Not Listed For Sale

  2090 Little Hurricane Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,454 Sq Ft
  • Built 1978

  2090 Little Hurricane Rd, Winchester, TN 37398

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Lea Anne Bedsole Compass
• 

  

  /99

  $1,060,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,919 Sq Ft

  135 Fanning Bend Dr, Winchester, TN 37398

  Located in the Fanning Bend community on Tim’s Ford Lake, this custom-built 2021 home blends modern lake living with thoughtful design, quality finishes, and access to one of the area’s most desirable waterfront communities. With over 2,900 square feet, the layout offers main-level living, spacious entertaining areas, and flexible downstairs space ideal for guests, family, or weekend lake

  Charlie Gonzales Southern Middle Realty

  135 Fanning Bend Dr, Winchester, TN 37398
• 

  

  /24

  $199,500

  Sold May 05, 2026

  815 N High St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1943

  Last Sold Summary

  • $213/SF
  • 92 Days On Market

  Current Estimated Value $194,429

  Last Listing Agent Heather Boldizsar Lake Homes Realty, LLC

  815 N High St, Winchester, TN 37398
• 

  

  /59

  Est $1,569,694

  Not Listed For Sale

  752 Magnolia Dr, Winchester, TN 37398

  • 2 Beds
  • 3.5 Baths
  • 2,863 Sq Ft
  • Built 1987

  752 Magnolia Dr, Winchester, TN 37398

  Last Sold Summary

  • 4 Days On Market

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

  

  /75

  $389,900

  $30K PRICE DROP Pending

  • 5 Beds
  • 3 Baths
  • 2,632 Sq Ft

  6933 Winchester Hwy, Winchester, TN 37398

  Take in beautiful sunsets from the front porch of this charming 5-bedroom, 3-bath home situated on 1.07 acres in desirable Moore County. Inside, you'll find beautiful walnut kitchen cabinets, original hardwood floors, abundant countertop space with bar seating, and spacious living areas that make everyday living and entertaining easy. The farmhouse-style laundry room offers a sink, countertop

  Charlie Gonzales Southern Middle Realty

  6933 Winchester Hwy, Winchester, TN 37398
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  /64

  $485,000

  Sold May 13, 2026

  148 Brandi Way, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,564 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $189/SF
  • 41 Days On Market

  Current Estimated Value $493,065

  Last Listing Agent Elizabeth Padgett Century 21 Volunteer Realty

  148 Brandi Way, Winchester, TN 37398
• 

  

  /24

  Est $278,983

  Not Listed For Sale

  3579 Lynchburg Rd, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,310 Sq Ft
  • Built 1963

  3579 Lynchburg Rd, Winchester, TN 37398

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Mike Winton Mike Winton Realty & Auction
• 

  

  /87

  $510,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,478 Sq Ft

  451 Bell Dr W, Winchester, TN 37398

  Welcome home to this beautifully maintained 3-bedroom, 2-full-bath all-brick home in sought-after Winchester, just minutes from the lake! This move-in ready home features a spacious living room with custom built-ins, smart switches, and in-ceiling Martin Logan surround sound speakers, plus a formal dining room for gatherings and a cozy sunroom with its own natural gas fireplace and custom

  Dawn Rigsby eXp Realty

  451 Bell Dr W, Winchester, TN 37398
• 

  

  /72

  $615,000

  Sold Aug 28, 2026

  65 Pontoon Place, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,592 Sq Ft
  • Built 2021

  Last Sold Summary

  • 11% Below List Price
  • $237/SF
  • 302 Days On Market

  Current Estimated Value $620,911

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

  65 Pontoon Place, Winchester, TN 37398
• 

  

  /18

  Est $296,535

  Not Listed For Sale

  166 Brookfield Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 2001

  166 Brookfield Cir, Winchester, TN 37398

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Aimee Whitt Freedom Realty Group
• 

  

  /49

  $425,000

  New Construction $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,814 Sq Ft

  84 Meadowood Ln, Winchester, TN 37398

  Welcome to 84 Meadowood Ln, a beautiful new construction home completed in June 2026 that offers the perfect blend of modern style, thoughtful design, and an exceptional location. Situated on a spacious 1.38-acre lot, this property provides plenty of room to enjoy now while offering endless possibilities for the future, including space to add a shop or pool. Inside, you'll find a well-designed

  William Forsythe Southern Elite Realty

  84 Meadowood Ln, Winchester, TN 37398
• 

  

  /21

  $229,900

  Sold Aug 13, 2026

  180 Woods Edge Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,154 Sq Ft
  • Built 1987

  Last Sold Summary

  • $199/SF
  • 70 Days On Market

  Current Estimated Value $227,305

  Last Listing Agent John Peck Century 21 Volunteer Realty

  180 Woods Edge Rd, Winchester, TN 37398
• 

  

  /66

  Est $558,820

  Not Listed For Sale

  420 Franklin Heights Dr, Winchester, TN 37398

  • 3 Beds
  • 3.5 Baths
  • 3,740 Sq Ft
  • Built 1999

  420 Franklin Heights Dr, Winchester, TN 37398

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Charlie Gonzales Southern Middle Realty
• 

  

  /94

  $768,500

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft

  27 Shady Cove Ln, Winchester, TN 37398

  Enjoy beautiful Tims Ford Lake views from this exceptionally maintained 3-bedroom, 2-bath home in the desirable Hopkins Point community. Built in 2023, this thoughtfully designed home combines high-end finishes with an open, single-level floor plan ideal for everyday living and entertaining. The spacious living area features a vaulted ceiling, fireplace, and large windows that bring in natural

  Charlie Gonzales Southern Middle Realty

  27 Shady Cove Ln, Winchester, TN 37398
• 

  

  /4

  $250,000

  Sold Oct 22, 2025

  0 Lynchburg Rd Unit RTC2927728, Winchester, TN 37398

  • Land
  • 10.11 Acres
  • $24,728 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 83 Days On Market

  Last Listing Agent Nathan Smith John Smith Jr Realty and Auction LLC

  0 Lynchburg Rd Unit RTC2927728, Winchester, TN 37398
• 

  

  /15

  Est $187,567

  Not Listed For Sale

  104 3rd Ave NW, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 999 Sq Ft
  • Built 1948

  104 3rd Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Shawna Denby 1st Choice REALTOR
• 

  

  /46

  $479,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,564 Sq Ft

  69 Anderton Dr, Winchester, TN 37398

  Enjoy lake living in the gated Twin Creeks Village community on Tims Ford Lake, with up to $10,000 in potential buyer incentives! The seller is offering $5,000 in concessions that can be used toward closing costs and/or an interest rate buy down. This beautifully maintained, move-in-ready condo features fresh exterior paint and an open main-level floor plan with a spacious primary suite, large

  William Forsythe Southern Elite Realty

  69 Anderton Dr, Winchester, TN 37398
• 

  

  /31

  $180,000

  Sold Jun 18, 2026

  0 N Jefferson St Unit 41, Winchester, TN 37398

  • Land
  • 0 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • 0 Days On Market

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  0 N Jefferson St Unit 41, Winchester, TN 37398
• 

  

  /29

  Est $474,609

  Not Listed For Sale

  200 Hilldale Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,255 Sq Ft
  • Built 1975

  200 Hilldale Dr, Winchester, TN 37398

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Whitney Jones Benchmark Realty, LLC
• 

  

  /84

  $1,650,000

  $30K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,900 Sq Ft

  220 Deer View Ln, Winchester, TN 37398

  This stunning Franklin County, Tennessee, farm offers a pristine rural setting for those seeking a beautiful 3 bedroom, 2 bathroom home with acreage! The property includes +/- 50 acres of highly productive tillable land, yielding exceptional row crops, alongside rolling pastures, barns, and gorgeous front porch views. The updated home provides ample space for a growing family or future expansion.

  Brian Whitt Arrowhead Land Company

  220 Deer View Ln, Winchester, TN 37398
• 

  

  /65

  $575,000

  Sold Mar 30, 2026

  250 Awalt Dr, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 3,068 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $187/SF
  • 136 Days On Market

  Last Listing Agent Miciah Viel Keller Williams Realty Nashville/Franklin

  250 Awalt Dr, Winchester, TN 37398
• 

  

  /50

  Est $1,153,354

  Not Listed For Sale

  326 Loop Dr, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 3,154 Sq Ft
  • Built 1984

  326 Loop Dr, Winchester, TN 37398

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Patricia Mathis Lake Homes Realty, LLC
• 

  

  /51

  $629,500

  Open Sun 2PM - 4PM $10K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,977 Sq Ft

  24 Kacey Marie Dr, Winchester, TN 37398

  Beautifully updated all-brick home in a highly sought-after neighborhood! This home is truly an entertainer’s dream, featuring a gorgeous, remodeled kitchen with quartz countertops and a stunning brick backsplash, soaring ceilings, custom built-ins, refinished hardwood floors and beautiful updated lighting throughout. Step outside to your own backyard retreat with a swimming pool and covered back

  Ashton Staker eXp Realty

  24 Kacey Marie Dr, Winchester, TN 37398
• 

  

  /72

  $1,950,000

  Sold Jun 01, 2026

  374 Ridgefield Cir, Winchester, TN 37398

  • 4 Beds
  • 4 Baths
  • 3,684 Sq Ft
  • Built 1987

  Last Sold Summary

  • 11% Below List Price
  • $529/SF
  • 5 Days On Market

  Current Estimated Value $1,993,881

  Last Listing Agent Derrick Foster Freedom Realty

  374 Ridgefield Cir, Winchester, TN 37398
• 

  

  /43

  Est $571,469

  Not Listed For Sale

  80 Huntington Dr N, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1996

  80 Huntington Dr N, Winchester, TN 37398

  Last Sold Summary

  • 94 Days On Market

  Last Listing Agent Alexandra Watts Southern Middle Realty
• 

  

  /32

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,675 Sq Ft

  1790 Old Estill Springs Rd, Winchester, TN 37398

  Lots of space, a beautiful nearly one acre flat lot, and a convenient Winchester location! This updated 3 bedroom, 1.5 bath brick home offers a great combination of indoor and outdoor living with plenty of room to spread out.Inside, you’ll find two large living areas, including a huge family room at the front of the home and an additional spacious family room with a fireplace. The home

  Steven Paul Keller Williams West Knoxville

  1790 Old Estill Springs Rd, Winchester, TN 37398
• 

  

  /32

  $845,000

  Sold Jul 28, 2026

  98 Whippoorwill Cove Rd, Winchester, TN 37398

  • 3 Beds
  • 4 Baths
  • 3,258 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Below List Price
  • $259/SF
  • 90 Days On Market

  Current Estimated Value $903,892

  Last Listing Agent Whitney Jones Benchmark Realty, LLC

  98 Whippoorwill Cove Rd, Winchester, TN 37398
• 

  

  /47

  Est $215,086

  Not Listed For Sale

  4756 Old Tullahoma Rd, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1955

  4756 Old Tullahoma Rd, Winchester, TN 37398

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Jessica London Southern Middle Realty
• 

  /2

  $249,900

  $25K PRICE DROP

  • 1,930 Sq Ft

  810 N High St, Winchester, TN 37398

  Great duplex in perfect location...convenient to Tims Ford lake, Twin Creeks marina and downtown Winchester! One side had an extensive overhaul in 2025. Both sides are currently rented at 975.00 each. Great return on your money! Allow 24hr showing notice to alert tenants.

  Curtis Benchmark Realty, LLC

  810 N High St, Winchester, TN 37398

Showing Results 121 - 160, Page 4 of 18