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Winchester, TN Homes for Sale — Page 8 | Realty.com

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3 beds New construction

Homes for Sale in Winchester, TN

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5 of 173 Listings

Homes for Sale in Winchester, TN

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5 of 173 Listings

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Homes for Sale in Winchester, TN

5 of 173 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

4Active
$429,900
3 bd · 2 ba · 1,706 sqft
0 Mansford Rd, Winchester, TN
Bo Davis · Keller Williams Realty - Murfreesboro
Price Reduced17Active
$999,500
4 bd · 5 ba · 6,152 sqft
236 Tims Ford Dr, Winchester, TN
Debbie Goodman · Professional Realty
75Active
$879,900
5 bd · 5 ba · 3,095 sqft
53 River Watch Way, Winchester, TN
John Michael Peck · Century 21 Volunteer Realty

61Active
$454,900
4 bd · 2 ba · 1,887 sqft
25 Lookout Dr, Winchester, TN
Christopher (Chris) Tapp · APP Realty
70Active
$3,800,000
6 bd · 8 ba · 8,002 sqft
1657 Boswell Rd, Winchester, TN
Davey Hackett · Parks Compass

1…7 8

Listing data & MLS disclosures

Realtracs: Based on information submitted to the MLS GRID as of 2026-09-09 16:42:00 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

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Nearby areas

ZIP codes

37388 (189)
37160 (174)
37398 (174)
37355 (117)
37387 (58)
37330 (49)
37356 (37)
37352 (31)

Cities

Tullahoma (189)
Shelbyville (174)
Manchester (117)
Tracy City (58)
Estill Springs (49)
Monteagle (37)
Lynchburg (31)
South Pittsburg (29)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Listing data & MLS disclosures

Realtracs: Based on information submitted to the MLS GRID as of 2026-09-09 16:42:00 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

Nearby areas

ZIP codes

37388 (189)
37160 (174)
37398 (174)
37355 (117)
37387 (58)
37330 (49)
37356 (37)
37352 (31)

Cities

Tullahoma (189)
Shelbyville (174)
Manchester (117)
Tracy City (58)
Estill Springs (49)
Monteagle (37)
Lynchburg (31)
South Pittsburg (29)

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.