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 51
Average Price $1,626,136
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

Heart icon for Save SearchSave Search Show Map
52 Properties Found. Page 1 of 5.
Photo of Listing #936279

104 North Garden Drive, Pawling

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

MLS® # 936279

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 #H6328765

57 Quaker Hill Road, Pawling

$3,900,000 - 108 Acres

MLS® # H6328765

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #855450

604 N Quaker Hill Road, Pawling

$1,450,000 - 5 Beds, 8 Baths, 5,470 Sf

MLS® # 855450

Status: PendingHudson 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 - 4 Beds, 5 Baths, 3,200 Sf

MLS® # 811617

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #930472

64 S Quaker Hill Road, Pawling

$1,200,000 - 5 Beds, 4 Baths, 4,248 Sf

MLS® # 930472

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #853078

16 Anderson Road, Pawling

$1,175,000 - 4 Beds, 6 Baths, 3,012 Sf

MLS® # 853078

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #877006

14 Akindale Road, Pawling

$975,000 - 4 Beds, 3 Baths, 3,000 Sf

MLS® # 877006

Status: PendingHudson Gateway MLS Logo
Photo of Listing #918448

56 Route 22, Pawling

$945,000 - 3,300 Sf

MLS® # 918448

Status: ActiveHudson Gateway MLS Logo
Photo of Listing #913272

5 Perri Lane, Pawling

$725,000 - 3 Beds, 3 Baths, 3,564 Sf

MLS® # 913272

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 January 13th, 2026 at 7:45pm CST.