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Homes with a Pool in Chatham, MA

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3 listings

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3 beds New construction With a pool

Homes with a Pool in Chatham, MA

Homes with a Pool in Chatham, MA

3 Listings

Homes with a Pool in Chatham, MA

3 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

41Active
$5,900,000
4 bd · 5 ba · 4,394 sqft
95 Cotchpinicut, Chatham, MA
Price Reduced42Active
$5,850,000
5 bd · 6 ba · 5,620 sqft
15 Windy Hill Way, Chatham, MA
26Active
$4,250,000
4 bd · 6 ba · 3,980 sqft
222 Barcliff, Chatham, MA

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New construction
With a pool

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Chatham, MA community profile

Area: 16.7 sq. mi.

Source: HJN community data

Chatham housing market

July 2026

Selling at 98.2% of asking price

Buyers here are paying below asking. MLS · 17 sales · as of Jul 31, 2026

Homes that sold · County records, as of Jul 31, 2026

Median sale price: $1,495,000$1,050,000–$2,722,500 typical range
Price per sq. ft.: $662
Sales: 19
Paid in cash: 57.9%

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

Median list price: $2,995,000
Homes for sale: 54
Median days on market: 12 days

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

Year-over-year: 3.1%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026

Median home size: 1,890 sq. ft.