Winchester, TN Homes

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  /19

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,271 Sq Ft

  203 W Petty Ln, Winchester, TN 37398

  Charming Winchester Starter Home or Turnkey Rental Opportunity! Make this home just the way you want it!Welcome to 203 W Petty Ln in Winchester, TN! This efficient 1,271 sq. ft., 3-bedroom, 1-bathroom home features a practical single-level layout and a convenient attached one-car carport. Whether you are looking for an affordable path to homeownership or adding a strong performer to your

  John Peck Century 21 Volunteer Realty

  203 W Petty Ln, Winchester, TN 37398
• 

  

  

  /22

  $168,000

  Sold Feb 13, 2026

  7010 Lynchburg Rd, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 2004

  Last Sold Summary

  • 11% Below List Price
  • $88/SF
  • 8 Days On Market

  Last Listing Agent Daniel Prince John Smith Jr Realty and Auction LLC

  7010 Lynchburg Rd, Winchester, TN 37398
• 

  

  

  /24

  Est $331,404

  Not Listed For Sale

  581 Rowe Gap Rd, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,341 Sq Ft
  • Built 1918

  581 Rowe Gap Rd, Winchester, TN 37398

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Christopher Smith Synergy Realty Network, LLC
• 

  

  

  /39

  $1,799,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 5,019 Sq Ft

  322 N Porter St, Winchester, TN 37398

  Elevated Lake Living. Lakeside Luxury at the Finest! 3 Level Home that Has It All and More. In Gated Boutique Community Close to Downtown Winchester. HOA incl Lawn Mowing, Gate Maintenance, Common Area and Dock Maintenance/Insurance. Entertainer's Dream Lake House. Luxury Awaits. Shared Community Dock and Exclusive Boat Slip #6. Built Ready for a Hot Tub, and Sauna. 3 Car Garage. Basement Level

  Tara Hays Benchmark Realty, LLC

  322 N Porter St, Winchester, TN 37398
• 

  

  

  /62

  $740,000

  Sold Oct 03, 2025

  163 Wakeboard Way, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,856 Sq Ft
  • Built 2022

  Last Sold Summary

  • 1% Below List Price
  • $259/SF
  • 10 Days On Market

  Current Estimated Value $676,266

  Last Listing Agent Andrew (Andy) McInturff Zach Taylor Real Estate

  163 Wakeboard Way, Winchester, TN 37398
• 

  

  /26

  Est $253,290

  Not Listed For Sale

  117 Riley Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,096 Sq Ft
  • Built 1997

  117 Riley Ln, Winchester, TN 37398

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Bonnie Schiffner John Smith Jr Realty and Auction LLC
• 

  

  /53

  $299,900

  • 4 Beds
  • 1.5 Baths
  • 1,923 Sq Ft

  128 Bel Aire Dr, Winchester, TN 37398

  Welcome to 128 Bel Aire Dr — where modern updates, functional space, and an unbeatable location come together! This beautifully updated 4-bedroom, 1.5-bath home offers just under 2,000 square feet of comfortable living space. Inside, you’ll find brand new LVP flooring, giving the home a fresh, modern feel from the moment you walk in. Enjoy the flexibility of multiple living areas with both a

  Jessica London Southern Middle Realty

  128 Bel Aire Dr, Winchester, TN 37398
• 

  

  /16

  $275,000

  Sold Jan 10, 2026

  132 Highland Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,466 Sq Ft
  • Built 1953

  Last Sold Summary

  • 2% Below List Price
  • $188/SF
  • 74 Days On Market

  Current Estimated Value $275,307

  Last Listing Agent Daniel Demers Sell Your Home Services, LLC

  132 Highland Dr, Winchester, TN 37398
• 

  

  /32

  Est $209,285

  Not Listed For Sale

  42 Kitchen Hollow Rd, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1954

  42 Kitchen Hollow Rd, Winchester, TN 37398

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Bonnie Schiffner John Smith Jr Realty and Auction LLC
• 

  

  /16

  $794,500

  • 4 Beds
  • 3.5 Baths
  • 3,165 Sq Ft

  0 Ridgecrest Dr Unit RTC3220663, Winchester, TN 37398

  Come Home to Franklin Hills where you have all bedrooms on the main floor, a spacious bonus room over the 26x26 side load garage and a tree lined back yard with lots of privacy. Exterior of home will be 85 % Brick with Cement Fiber Board accents. The expansive foyer leads you directly into the great room with 12ft ceilings All other rooms will have 10 ft ceilings with 8 ft interior and exterior

  Angela Privett Benchmark Realty, LLC

  0 Ridgecrest Dr Unit RTC3220663, Winchester, TN 37398
• 

  

  /33

  $430,000

  Sold Jun 11, 2026

  211 Miller Farm Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,564 Sq Ft
  • Built 2023

  Last Sold Summary

  • 7% Below List Price
  • $275/SF
  • 57 Days On Market

  Current Estimated Value $424,706

  Last Listing Agent Donald Barnes Coldwell Banker Southern Realty

  211 Miller Farm Ln, Winchester, TN 37398
• 

  

  /31

  Est $301,722

  Not Listed For Sale

  103 Allen Dr, Winchester, TN 37398

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft
  • Built 1965

  103 Allen Dr, Winchester, TN 37398

  Last Sold Summary

  • 61 Days On Market

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

  

  /48

  $599,900

  $30K PRICE DROP Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,815 Sq Ft

  229 Ridgecrest Dr, Winchester, TN 37398

  Beautifully remodeled and truly move-in ready, this exceptional 2,815 sq. ft. one-level home is located in the highly desirable Franklin Hills subdivision, one of Winchester’s most established and sought-after neighborhoods. Situated in the newer rear section of the subdivision on a quiet dead-end street with no through traffic, this home offers both privacy and convenience, just minutes from

  Trent Poteat Realty Executives Associates

  229 Ridgecrest Dr, Winchester, TN 37398
• 

  

  /82

  $410,000

  Sold Jun 30, 2026

  963 Lynchburg Rd, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,038 Sq Ft
  • Built 1910

  Last Sold Summary

  • 12% Below List Price
  • $201/SF
  • 59 Days On Market

  Current Estimated Value $471,623

  Last Listing Agent Mimi Genet Parks Auction & Realty

  963 Lynchburg Rd, Winchester, TN 37398
• 

  

  /23

  Est $278,833

  Not Listed For Sale

  109 Allen Dr, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,575 Sq Ft
  • Built 1967

  109 Allen Dr, Winchester, TN 37398

  Last Sold Summary

  • 102 Days On Market

  Last Listing Agent Melissa Stewart Swaffords Property Shop
• 

  

  /40

  $320,000

  $80K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  667 Maple Bend Rd, Winchester, TN 37398

  Close to the Fairview Boat Ramp.Fantastic 3.5 acres with mature trees, abundant wildlife, and privacy. Property extends 75 feet into woods. Room for a Garden or a Mini Farm Home is a 2 bedroom 1.5 half baths. Original Septic Permit is for a 3 Bedroom home. Room to Expand. New Roof and HVAC. 30x30 Detached Garage/shop with Wood Burning Stove or use the Propane Heater. 2 Metal Sheds for Storage.

  Pam Ford Benchmark Realty, LLC

  667 Maple Bend Rd, Winchester, TN 37398
• 

  

  /15

  $279,000

  Sold Jul 02, 2026

  0 Crestfield Cir Unit 14, Winchester, TN 37398

  • Land
  • 34,848 Sq Ft
  • $348,750 per Acre

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Jackson Lynch Lynch Rigsby Realty & Auction, LLC

  0 Crestfield Cir Unit 14, Winchester, TN 37398
• 

  

  /44

  Est $264,964

  Not Listed For Sale

  110 Kay St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • Built 1960

  110 Kay St, Winchester, TN 37398

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Jeromey Cromwell RE/MAX 1st Realty
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  /28

  $124,900

  • Land
  • 1.04 Acres
  • $120,096 per Acre

  0 Cascade Dr Unit 9, Winchester, TN 37398

  Discover the perfect setting for your future home on this spacious 1.04 acre homesite in Stone Field Heights. Positioned along the front of the neighborhood and backing to picturesque horse farm acreage, Lot 9 offers a peaceful sense of openness, beautiful sunset views, and added privacy with no subdivision lots directly behind it. The gently sloping terrain offers exciting potential for a walk

  Dennis Sanders eXp Realty

  0 Cascade Dr Unit 9, Winchester, TN 37398
• 

  

  /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 $206,063

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

  114 Allen Dr, Winchester, TN 37398
• 

  

  /29

  Est $319,460

  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
• 

  

  /36

  $328,500

  $11K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft

  135 Chickamauga Trail, Winchester, TN 37398

  This beautiful 3-bedroom, 2 bath all brick home was designed with comfort, style, and everyday living in mind. From the moment you step inside, you'll love the inviting open-concept floorplan that creates the perfect space for gathering with family and friends. The thoughtfully designed split-bedroom layout offers added privacy, with the spacious primary suite tucked away from the secondary

  Angela Miller John Smith Jr Realty and Auction LLC

  135 Chickamauga Trail, 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 $557,556

  Last Listing Agent Chelsea Greenway Southern Middle Realty

  178 Sugar Leaf Cir, Winchester, TN 37398
• 

  

  /36

  Est $420,920

  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.
• 

  

  /14

  $144,900

  • Land
  • 21,344 Sq Ft
  • $295,714 per Acre

  0 Cannonball Ct Unit 187, Winchester, TN 37398

  Come build your dream home on this large lot in the Twin Creeks Community. Whether you live here year round or get away here on weekends, you can build to suit what you are looking for. Amenities include Marina with Boat Slips Rental, Restaurant with Water Front Dining, Guest Rental Cottages, Club house, Three Swimming Pools, Tennis, RV Campground, Sandy Beach with Boat Launch, Event Pavillion,

  Connie Wallace Century 21 Coffee County Realty & Auction

  0 Cannonball Ct Unit 187, 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 $317,726

  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
• 

  

  /36

  $315,000

  New Construction $10K PRICE DROP

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

  1563 Paynes Church Rd, Winchester, TN 37398

  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 host BBQ's, Garden or let the pups run & play! Take in the

  Kasidy Lowe Compass Tennessee, LLC

  1563 Paynes Church Rd, 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
• 

  

  /37

  Est $304,021

  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
• 

  

  /49

  $354,900

  $15K PRICE DROP

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

  1111 Holders Cove Rd, Winchester, TN 37398

  **Double lot with large shop** This beautiful, well-maintained brick home is convenient to everywhere - less than 1.5 miles from downtown Winchester - a mile from the Country Club -1.2 miles from the Hospital and 2 miles from Food City! It's perfectly positioned on a desirable corner lot and includes a second lot as well! Offering 3 bedrooms and 1.5 baths, this home combines timeless charm with

  Sean Crabtree Blue Door Realty Group

  1111 Holders Cove Rd, 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 $466,667

  Last Listing Agent Jaclyn Harney-Williams Onward Real Estate

  110 Cascade Dr, Winchester, TN 37398
• 

  

  /29

  Est $332,513

  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
• 

  

  /50

  $499,000

  • 3 Beds
  • 3 Baths
  • 2,530 Sq Ft

  735 Shadowbrook Rd, Winchester, TN 37398

  Welcome to this wonderful home in Shadowbrook Estates situated on a corner lot and end of the street offering so much privacy! This charming single-story home offers the perfect balance of peaceful living and incredible convenience. Located just moments from downtown Winchester and a quick golf cart ride away from the Franklin County Country Club, the property makes enjoying local dining,

  Jackson Lynch Lynch Rigsby Realty & Auction, LLC

  735 Shadowbrook 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
• 

  

  /59

  Est $291,749

  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
• 

  

  /14

  $57,000

  $5K PRICE DROP

  • Land
  • 0 Sq Ft

  0 Dry Fork Unit 62, Winchester, TN 37398

  Build your dream home in the exclusive, gated Twin Creeks Village on Tim’s Ford Lake—ideally located within walking distance to one of the community’s resort-style pools and pool house. This prime homesite places you in the heart of one of Winchester’s most sought-after lake communities, offering unmatched convenience and lifestyle appeal. Twin Creeks is a golf-cart-friendly, amenity-rich

  Eberley Holloway Southern Middle Realty

  0 Dry Fork Unit 62, 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 $456,353

  Last Listing Agent Billie Kay Caldwell Swaffords Property Shop

  56 Suntan Ct, Winchester, TN 37398
• 

  

  /20

  Est $173,121

  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
• 

  

  /40

  $374,900

  • 3 Beds
  • 2 Baths
  • 1,657 Sq Ft

  95 Luttrell Dr, Winchester, TN 37398

  Beautifully maintained 3-bedroom, 2-bath home offering a spacious split-bedroom, open-concept floor plan with custom kitchen cabinetry, abundant storage, and an inviting living area. The primary suite features a tray ceiling, dual walk-in closets, and a private bath. Relax in the new two-person hot tub (which conveys) while enjoying beautiful views of Tims Ford Lake. A unique bonus is the vacant

  Thomas Ore Winton Auction & Realty Co.

  95 Luttrell Dr, Winchester, TN 37398

Showing Results 481 - 520, Page 13 of 18