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 52
Average Price $1,779,555
Highest Price $39,000,000
Lowest Price $15

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
$900,000 - $1,000,000 Over $1,000,000

Search Pawling Real Estate Listings

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52 Properties Found. Page 1 of 5.
Photo of Listing #936279

104 N Garden Drive, Pawling

$39,000,000 - 9 Beds, 15 Baths, 55,000 Sf

MLS® # 936279

Status: ActiveHudson Gateway MLS Logo
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 #956656

3302 Route 55, Pawling

$2,500,000 - 6 Beds, 7 Baths, 6,625 Sf

MLS® # 956656

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 #986977
New Listing

Old Quaker Hill Road, Pawling

$999,000 - 68 Acres

MLS® # 986977

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #952512

128 Old Pawling Road, Pawling

$950,000 - 4 Beds, 4 Baths, 3,434 Sf

MLS® # 952512

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #980198

56 Route 22, Pawling

$919,900 - 3,300 Sf

MLS® # 980198

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #951810

26 Rodina Drive, Pawling

$799,000 - 4 Beds, 3 Baths, 3,200 Sf

MLS® # 951810

Status: PendingHudson Gateway MLS Logo
Photo of Listing #923816

4 Mane Way, Pawling

$775,000 - 4 Beds, 3 Baths, 3,611 Sf

MLS® # 923816

Status: PendingHudson 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 April 19th, 2026 at 4:30pm CDT.