5 Bedroom Homes in Winchester, TN

8 listings

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8 Listings

5 Bedroom Homes in Winchester, TN

Show Map

8 Listings

Map

5 Bedroom Homes in Winchester, TN

8 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

62Active
$649,000
5 bd · 4 ba · 3,695 sqft
292 Ridgecrest Dr, Winchester, TN
Chelsea B. Greenway · Southern Middle Realty
54Active
$299,000
5 bd · 2 ba · 1,588 sqft
Address withheld · Winchester, TN
Lori Rowton · Keller Williams Nashville-Franklin
Price Reduced63Active
$975,000
5 bd · 5 ba · 3,191 sqft
171 Cypress Point Dr, Winchester, TN
B. J. Rigsby · Lynch Rigsby Realty & Auction, LLC

Listing data & MLS disclosures

Greater Chattanooga REALTORS: IDX information is provided exclusively for consumers’ personal, noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data is deemed reliable but is not guaranteed accurate by the MLS.
Listing information ©2026 Greater Chattanooga Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-09-25 19:58:29 UTC
Realtracs: Based on information submitted to the MLS GRID as of 2026-09-25 20:11:00 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

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

Homes that sold · County records, as of Aug 12, 2026

Median sale price: $236,600$135,000–$288,000 typical range
Price per sq. ft.: $149
Sales: 13
Paid in cash: 46.2%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $480,000
Homes for sale: 155
Median days on market: 87 days

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

Year-over-year: -12.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 12, 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

Greater Chattanooga REALTORS: IDX information is provided exclusively for consumers’ personal, noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data is deemed reliable but is not guaranteed accurate by the MLS.
Listing information ©2026 Greater Chattanooga Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-09-25 19:58:29 UTC
Realtracs: Based on information submitted to the MLS GRID as of 2026-09-25 20:11:00 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

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

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

Homes that sold · County records, as of Aug 12, 2026

Median sale price: $236,600$135,000–$288,000 typical range
Price per sq. ft.: $149
Sales: 13
Paid in cash: 46.2%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $480,000
Homes for sale: 155
Median days on market: 87 days

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

Year-over-year: -12.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 12, 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 Aug 12, 2026

Homes on the market · MLS, as of Aug 31, 2026

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

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 12, 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 Aug 12, 2026

Homes on the market · MLS, as of Aug 31, 2026

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

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 12, 2026