Homes Under $500K in Winchester, TN

111 listings

Save search

3 beds New construction With a pool

Hide Map

24 of 111 Listings

Map

Homes Under $500K in Winchester, TN

24 of 111 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

11Active
$200,000
2 bd · 1 ba · 1,348 sqft
107 Highland Dr, Winchester, TN
Angie Miller · John Smith Jr Realty and Auction LLC
31Active
$217,900
3 bd · 2 ba · 1,064 sqft
417 Laura Ave, Winchester, TN
Candice Bedwell · Epique Realty
New14Active
$189,900
2 bd · 1 ba · 784 sqft
407 Laura Ave, Winchester, TN
Angie Miller · John Smith Jr Realty and Auction LLC

Listing data & MLS disclosures

Realtracs: Based on information submitted to the MLS GRID as of 2026-09-29 23:33:00 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Winchester housing market

July 2026 · This period is still settling

Selling at 97.0% of asking price

Buyers here are paying below asking. MLS · 26 sales · as of Jul 31, 2026

Homes that sold · County records, as of Jul 10, 2026

Median sale price: $407,500$268,000–$606,250 typical range
Sales: 12
Paid in cash: 50.0%

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Median list price: $480,000
Homes for sale: 159
Median days on market: 47 days

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: 14.0%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Median home size: 1,752 sq. ft.

Winchester, TN community profile

Population: 9,947
Median income: $58,811
Housing units: 4,383
People per sq. mi.: 83.2
Area: 119.5 sq. mi.

Source: HJN community data

Explore Winchester homes

Listing data & MLS disclosures

Realtracs: Based on information submitted to the MLS GRID as of 2026-09-29 23:33:00 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

Co-ops

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

Winchester, TN community profile

Population: 9,947
Median income: $58,811
Housing units: 4,383
People per sq. mi.: 83.2
Area: 119.5 sq. mi.

Source: HJN community data

Winchester housing market

July 2026 · This period is still settling

Selling at 97.0% of asking price

Buyers here are paying below asking. MLS · 26 sales · as of Jul 31, 2026

Homes that sold · County records, as of Jul 10, 2026

Median sale price: $407,500$268,000–$606,250 typical range
Sales: 12
Paid in cash: 50.0%

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Median list price: $480,000
Homes for sale: 159
Median days on market: 47 days

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: 14.0%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Median home size: 1,752 sq. ft.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Listing data & MLS disclosures

Winchester housing market

Homes that sold · County records, as of Jul 10, 2026

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Price trend · Assessor repeat sales, as of Jul 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Winchester, TN community profile

Explore Winchester homes

Listing data & MLS disclosures

Your local brokerage

Your local brokerage

Winchester, TN community profile

Winchester housing market

Homes that sold · County records, as of Jul 10, 2026

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Price trend · Assessor repeat sales, as of Jul 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026