28$250,000
3 bd · 2 ba · 1,552 sqft
300 Edgewater Dr, Winchester, TN
Erica Paige Howard · Freedom Realty Group
Homes Under $300K in Winchester, TN
Hide MapHomes Under $300K in Winchester, TN
24 of 37 Listings
28$250,000
3 bd · 2 ba · 1,552 sqft
300 Edgewater Dr, Winchester, TN
Erica Paige Howard · Freedom Realty Group
Open house Fri, Oct 23 · 3:00 PM53$289,900
4 bd · 2 ba · 1,923 sqft
128 Bel Aire Dr, Winchester, TN
Jessica London · Southern Middle Realty
43$245,000
2 bd · 1 ba · 1,292 sqft
1101 High St, N, Winchester, TN
Cole Hodges · Stones River Property Mgmt and Real Estate Service
8$169,900
3 bd · 2 ba · 1,672 sqft
1011 Massengill St, Winchester, TN
Sommer Denby · Southern Elite Realty
11$129,900
3 bd · 1 ba · 1,312 sqft
115 11th Ave, NW, Winchester, TN
Javier Reyes · Better Homes & Gardens Real Estate Heritage Group
11$200,000
2 bd · 1 ba · 1,348 sqft
107 Highland Dr, Winchester, TN
Angie Miller · John Smith Jr Realty and Auction LLC
40$217,900
3 bd · 2 ba · 1,064 sqft
417 Laura Ave, Winchester, TN
Candice Bedwell · Epique Realty
Price Reduced14$179,900
2 bd · 1 ba · 784 sqft
407 Laura Ave, Winchester, TN
Angie Miller · John Smith Jr Realty and Auction LLC
23$219,900
3 bd · 2 ba · 2,040 sqft
1110 Hunt St, Winchester, TN
Shawna Kay Denby · 1st Choice REALTOR
Price Reduced46$294,900
3 bd · 2 ba · 1,834 sqft
371 Myers Rd, Winchester, TN
Dawn Rigsby · eXp Realty
Price Reduced24$225,000
3 bd · 2 ba · 1,344 sqft
222 Orchard Ln, Winchester, TN
Melissa K. Stewart · Swaffords Property Shop
4$299,900
3 bd · 2 ba · 1,288 sqft
260 Union Rd, Winchester, TN
Rachel Lynn Perryman · Homestead-Kent Davis Realty & Aucti
3$299,900
3 bd · 2 ba · 1,288 sqft
220 Union Rd, Winchester, TN
Rachel Lynn Perryman · Homestead-Kent Davis Realty & Aucti
1$215,900
3 bd · 2 ba · 1,014 sqft
0 Little St, Winchester, TN
Jennifer Savage · Freedom Realty Group
1$229,900
3 bd · 2 ba · 1,014 sqft
0 S High St, Winchester, TN
Jennifer Savage · Freedom Realty Group
Price Reduced20$234,900
3 bd · 2 ba · 1,875 sqft
114 Bel Aire Dr, Winchester, TN
Wayne Neese · Coldwell Banker Southern Realty
14$99,900
3 bd · 2 ba · 1,500 sqft
1717 Georgia Crossing Rd, Winchester, TN
John Michael Peck · Century 21 Volunteer Realty
Price Reduced18$110,000
4 bd · 3 ba · 2,052 sqft
605 Gin St, Winchester, TN
Carolyn Hall · Onward Real Estate
1$215,900
3 bd · 2 ba · 1,014 sqft
0 Little St, Winchester, TN
Daryl Welch · Freedom Realty Group
1$215,900
3 bd · 2 ba · 1,014 sqft
0 Little St, Winchester, TN
Daryl Welch · Freedom Realty Group
40$299,900
4 bd · 2 ba · 1,999 sqft
206 Homeward Ave, Winchester, TN
Tekesha Fuqua-Taylor · Keller Williams Realty - Murfreesboro
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
Homes Under $300K in Winchester, TN: 37 active listings as of .
RealtracsSource: HJN community data
September 2026 · This period is still settling
Selling at 96.6% of asking price
Buyers here are paying below asking. MLS · 35 sales · as of Sep 30, 2026