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Homes with a Pool in Winchester, TN

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3 beds New construction

Homes with a Pool in Winchester, TN

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6 Listings

Homes with a Pool in Winchester, TN

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6 Listings

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Homes with a Pool in Winchester, TN

6 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

Price Reduced51Active
$629,500
3 bd · 4 ba · 2,977 sqft
24 Kacey Marie Dr, Winchester, TN
Ashton Staker · eXp Realty
100Active
$3,499,000
4 bd · 7 ba · 8,447 sqft
368 Chandler Dr, Winchester, TN
Maggie Hargrove · Benchmark Realty, LLC
45Active
$399,900
4 bd · 4 ba · 2,197 sqft
44 Houghton Dr, Winchester, TN
Dana Dillinger · RE/MAX 1st Realty

Price Reduced80Active
$1,775,000
6 bd · 4 ba · 3,617 sqft
3539 Liberty Rd, Winchester, TN
Chesney R Luttrell · John Smith Jr Realty and Auction LLC
Price Reduced86Active
$1,475,000
3 bd · 5 ba · 6,300 sqft
1485 Water Tank Rd, Winchester, TN
Sharon Swafford · Swaffords Property Shop
70Active
$3,800,000
6 bd · 8 ba · 8,002 sqft
1657 Boswell Rd, Winchester, TN
Davey Hackett · Parks Compass

Listing data & MLS disclosures

Realtracs: Based on information submitted to the MLS GRID as of 2026-10-12 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.

About Homes with a Pool in Winchester, TN

Homes with a Pool in Winchester, TN: 6 active listings as of October 13, 2026, 08:49 UTC.

Winchester housing market

September 2026 · This period is still settling

Selling at 96.5% of asking price

Buyers here are paying below asking. MLS · 34 sales · as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $464,000
Homes for sale: 165
Median days on market: 40 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 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

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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 2026-10-12 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

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

September 2026 · This period is still settling

Selling at 96.5% of asking price

Buyers here are paying below asking. MLS · 34 sales · as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $464,000
Homes for sale: 165
Median days on market: 40 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

Median home size: 1,752 sq. ft.