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5 Bedroom Homes in Pawling, NY

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3 listings

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3 beds New construction With a pool

5 Bedroom Homes in Pawling, NY

5 Bedroom Homes in Pawling, NY

3 Listings

5 Bedroom Homes in Pawling, NY

3 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Price Reduced41Active
$1,199,000
5 bd · 4 ba · 4,248 sqft
64 S Quaker Hill Road, Pawling, NY
Shannon M. Tully · McGrath Realty Inc
34Active
$1,799,000
5 bd · 6 ba · 5,390 sqft
43 Meeting House Road, Pawling, NY
Richard Esman · Douglas Elliman Real Estate
8Active
$1,250,000
5 bd · 5 ba · 3,920 sqft
120 Harmony Road, Pawling, NY
Bliss Voutsinas · Hillside Realty & Development

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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.

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Listing data & MLS disclosures

OneKey MLS: The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

New construction
With a pool

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Pawling housing market

August 2026 · This period is still settling

Homes on the market · MLS, as of Aug 24, 2026

Median list price: $714,500
Homes for sale: 20

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 18, 2026

Median home size: 2,042 sq. ft.

Pawling, NY community profile

Population: 1,984
Median income: $78,333
Housing units: 918
People per sq. mi.: 47.7
Area: 41.6 sq. mi.

Source: HJN community data