40$299,900
4 bd · 2 ba · 1,999 sqft
206 Homeward Ave, Winchester, TN
Tekesha Fuqua-Taylor · Keller Williams Realty - Murfreesboro
Homes for Sale in Winchester, TN
Hide MapHomes for Sale in Winchester, TN
24 of 176 Listings
40$299,900
4 bd · 2 ba · 1,999 sqft
206 Homeward Ave, Winchester, TN
Tekesha Fuqua-Taylor · Keller Williams Realty - Murfreesboro
22$1,500,000
3 bd · 2 ba · 2,962 sqft
107 Brandi Way, Winchester, TN
Jackson Carroll · Compass
62$649,000
5 bd · 4 ba · 3,695 sqft
292 Ridgecrest Dr, Winchester, TN
Chelsea B. Greenway · Southern Middle Realty
2$215,900
3 bd · 2 ba · 1,014 sqft
1413 Little St, Winchester, TN
Stephanie Jo Dowdy · Freedom Realty Group
2$239,000
3 bd · 2 ba · 1,100 sqft
602 Style St, Winchester, TN
Stephanie Jo Dowdy · Freedom Realty Group
32$299,000
3 bd · 2 ba · 1,675 sqft
1790 Old Estill Springs Rd, Winchester, TN
Steven Paul · Keller Williams West Knoxville
28Price unavailable
3 bd · 2 ba · 1,672 sqft
366 Oak Leaf Cir, Winchester, TN
Jack Cooter · Maples Realty & Auction Co.
53$424,900
4 bd · 2 ba · 1,890 sqft
124 Lookout Drive, Winchester, TN
MITCHELL BOWMAN · simpliHOM - The Results Team
49$443,900
3 bd · 2 ba · 2,290 sqft
108 Lookout Drive, Winchester, TN
MITCHELL BOWMAN · simpliHOM - The Results Team
Price Reduced41$269,900
2 bd · 1 ba · 1,373 sqft
102 Oak Park, Winchester, TN
Shelia Lunsford · Benchmark Realty, LLC
54$299,000
5 bd · 2 ba · 1,588 sqft
Address withheld · Winchester, TN
Lori Rowton · Keller Williams Nashville-Franklin
62$1,199,900
4 bd · 4 ba · 3,720 sqft
160 Wakeboard Way, Winchester, TN
Angela Privett · Benchmark Realty, LLC
Price Reduced51$629,500
3 bd · 4 ba · 2,977 sqft
24 Kacey Marie Dr, Winchester, TN
Ashton Staker · eXp Realty
33$319,000
3 bd · 2 ba · 1,308 sqft
115 7th Ave, NE, Winchester, TN
David Janke · Canopy Real Estate
42$369,900
2 bd · 2 ba · 1,818 sqft
76 Chase Cir, Winchester, TN
Sean Crabtree · Blue Door Realty Group
$580,458
3 bd · 2 ba · 2,274 sqft
0 Deer Valley, Winchester, TN
Angela Privett · Benchmark Realty, LLC
58$585,000
2 bd · 3 ba · 2,634 sqft
205 Billy Goat Hill Rd, Winchester, TN
Lisa Hayes · 1st Choice REALTOR
19$199,900
3 bd · 1 ba · 1,271 sqft
203 W Petty Ln, Winchester, TN
John Michael Peck · Century 21 Volunteer Realty
Price Reduced53$865,000
4 bd · 3 ba · 2,128 sqft
1478 Marble Hill Rd, Winchester, TN
Abigail Sysenkham · Southern Middle Realty
Price Reduced46$479,900
3 bd · 3 ba · 2,564 sqft
69 Anderton Dr, Winchester, TN
Hunter Forsythe · Southern Elite Realty
28$599,999
3 bd · 3 ba · 2,401 sqft
369 Pickney Rd, Winchester, TN
Danny Duffey · Duffeys Real Estate
28$350,000
3 bd · 3 ba · 3,960 sqft
401 E Petty Lane, Winchester, TN
Wade Trammell · Keller Williams Realty
10$1,999,000
3 bd · 5 ba · 3,438 sqft
0 Leatherwood Dr, Winchester, TN
Christopher (Brandon) Heath · Simmons Realty
39$1,799,000
4 bd · 5 ba · 5,019 sqft
322 N Porter St, Winchester, TN
Tara Hays · Benchmark Realty, LLC
Greater Chattanooga REALTORSRealtracsSource: HJN community data
August 2026 · This period is still settling
Selling at 98.2% of asking price
Buyers here are paying below asking. MLS · 16 sales · as of Aug 31, 2026