Pawling Real Estate

About Pawling Real Estate

The Duchess County town borders Connecticut.. Pawling has the oldest public golf course in the country. Whaley Lake is the only lake in Dutchess County that allows motor boats. This is spectacular country.

Real Estate Statistics
Total Listings 56
Average Price $1,266,711
Highest Price $14,995,000
Lowest Price $895

Search Pawling Real Estate Listings

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000

Search Pawling Real Estate Listings

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56 Properties Found. Page 1 of 5.
Photo of Listing #965662

15 Kirby Hill Road, Pawling

$14,995,000 - 4 Beds, 4 Baths, 3,942 Sf

MLS® # 965662

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #H6215756

225 Route 22, Pawling

$9,750,000 - 4,800 Sf

MLS® # H6215756

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #H6215066

225 Route 22, Pawling

$9,750,000 - 558 Acres

MLS® # H6215066

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #968589

618 Quaker Hill Road, Pawling

$4,750,000 - 8 Beds, 13 Baths, 15,000 Sf

MLS® # 968589

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #1005064

809 Quaker Hill Road, Pawling

$2,850,000 - 3 Beds, 3 Baths, 3,600 Sf

MLS® # 1005064

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #965224

34 Meeting House Road, Pawling

$2,500,000 - 3 Beds, 4 Baths, 2,292 Sf

MLS® # 965224

Status: PendingHudson Gateway MLS Logo
Photo of Listing #1005925

527 Route 22, Pawling

$1,995,000 - 11,989 Sf

MLS® # 1005925

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #875119

41 And 43 Meeting House Road, Pawling

$1,799,000 - 5 Beds, 6 Baths, 5,390 Sf

MLS® # 875119

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #1037768

392 Old Quaker Hill Road, Pawling

$1,400,000 - 4 Beds, 3 Baths, 4,136 Sf

MLS® # 1037768

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #H6329957

178 Charles Colman Boulevard, Pawling

$1,350,000 - 4 Acres

MLS® # H6329957

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #811617

120 Harmony Road, Pawling

$1,250,000 - 5 Beds, 5 Baths, 3,920 Sf

MLS® # 811617

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #1010537

64 S Quaker Hill Road, Pawling

$1,199,000 - 5 Beds, 4 Baths, 4,248 Sf

MLS® # 1010537

Status: ActiveHudson Gateway MLS Logo
Information Copyright 2021, OneKey® MLS. All Rights Reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

Listing information last updated on September 7th, 2026 at 11:30am CDT.