Homes with a Pool in Winchester, TN

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3 beds New construction With a pool

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11 Listings

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Homes with a Pool in Winchester, TN

11 Listings

51Active

11 listings

Homes with a Pool in Winchester, TN

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11 Listings

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Homes with a Pool in Winchester, TN

11 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

51Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

$639,000

3 bd · 4 ba · 2,977 sqft

24 Kacey Marie Dr, Winchester, TN

Ashton Staker · eXp Realty

Price Reduced46Active

$114,900

3 bd · 3 ba · 1,444 sqft

7334 Lynchburg Rd, Winchester, TN

Jordan Mitchell · SimpliHOM

43Active

$365,000

3 bd · 3 ba · 1,988 sqft

204 Homeward Ave, Winchester, TN

Lauren Whittle - THE PREFERRED GROUP · Keller Williams Russell Realty & Auction

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

100Active

$3,499,000

4 bd · 7 ba · 8,447 sqft

368 Chandler Dr, Winchester, TN

Maggie Hargrove · Benchmark Realty, LLC

Price Reduced62Active

$525,000

3 bd · 3 ba · 2,494 sqft

92 Freeman Ct, Winchester, TN

Misty Guzman · Century 21 Wright Realty

45Active

$399,900

4 bd · 4 ba · 2,197 sqft

44 Houghton Dr, Winchester, TN

Dana Dillinger · RE/MAX 1st Realty

80Active

$1,849,999

6 bd · 4 ba · 3,617 sqft

3539 Liberty Rd, Winchester, TN

Chesney R Luttrell · John Smith Jr Realty and Auction LLC

Price Reduced89Active

$600,000

4 bd · 3 ba · 2,930 sqft

347 Campfire Ct, Winchester, TN

Angie Miller · 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

84Active

$450,000

4 bd · 3 ba · 2,141 sqft

203 Campfire Ct, Winchester, TN

Kay Caldwell · 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 2026-09-04 16:58:32 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

June 2026

Selling at 97.5% of asking price

Buyers here are paying below asking. MLS · 36 sales · as of Jun 30, 2026

Homes that sold · County records, as of Jun 29, 2026

Median sale price: $319,000$183,000–$486,500 typical range
Price per sq. ft.: $200
Sales: 55
Paid in cash: 50.9%

Homes on the market · MLS, as of Jun 30, 2026

Median days on market: 31 days

Price trend · Assessor repeat sales, as of Jun 30, 2026

Year-over-year: 25.9%

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

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

Listing data & MLS disclosures

Realtracs: Based on information submitted to the MLS GRID as of 2026-09-04 16:58:32 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, 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

June 2026

Selling at 97.5% of asking price

Buyers here are paying below asking. MLS · 36 sales · as of Jun 30, 2026

Homes that sold · County records, as of Jun 29, 2026

Median sale price: $319,000$183,000–$486,500 typical range
Price per sq. ft.: $200
Sales: 55
Paid in cash: 50.9%

Homes on the market · MLS, as of Jun 30, 2026

Median days on market: 31 days

Price trend · Assessor repeat sales, as of Jun 30, 2026

Year-over-year: 25.9%

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Winchester housing market

Homes that sold · County records, as of Jun 29, 2026

Homes on the market · MLS, as of Jun 30, 2026

Price trend · Assessor repeat sales, as of Jun 30, 2026

Winchester, TN community profile

Explore Winchester homes

Your local brokerage

Listing data & MLS disclosures

Winchester, TN community profile

Winchester housing market

Homes that sold · County records, as of Jun 29, 2026

Homes on the market · MLS, as of Jun 30, 2026

Price trend · Assessor repeat sales, as of Jun 30, 2026