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
37 – 48 of 106 Listings
Price, High to Low
View Listing
Reduced 3%

3 Bed • 3 Bath • 3,278 Sf • 1 Acres

$535,000

23 Horseshoe Path, Pawling

Welcome To Gracious Living In The Sought After Highlands. 3,278 Sq Ft Pristine Colonial On 1 Acre Of Flat Property. This Smart Home Has Too Many Re...

View Listing
Hudson Gateway MLS Logo

3 Bed • 4 Bath • 3,922 Sf • 1 Acres

$524,500

16 Stirrup Trail, Pawling

Welcome Home! Situated On A Quiet Cul-de-sac In The Exquisite And Sought After Highlands Estates. This 3 Bedroom 3.5 Bathroom Contemporary Has Many...

View Listing
Hudson Gateway MLS Logo
View Listing
Reduced 3%

4 Bed • 4 Bath • 3,124 Sf • 3 Acres

$499,999

4 Brady Lane, Pawling

1 Of Only 4 Homes On This Quiet, Historic Quaker Hill Country Lane. The Driveway Crosses A Babbling Stream & Passes Under Shady Trees To Reveal A 2...

View Listing
Hudson Gateway MLS Logo
View Listing
Reduced 14%

16 Acres

$499,000

8 & 9 Ravine Road, Pawling

Location Location Location In The Prestigious Quaker Hill Area Of Pawling! Come Build Your Private Estate Or Family Compound On Almost 16 Acres In ...

View Listing
Hudson Gateway MLS Logo
View Listing
Reduced 3%

4 Bed • 4 Bath • 2,700 Sf

$469,000

106 East Main Street 4, Pawling

Great Opportunity To Own This Wonderful 4 Family Home In Pawling. Beautiful Level Property. Walk To Town And Train. Positive Income Producing Prope...

View Listing
Hudson Gateway MLS Logo

1,964 Sf

$450,000

118 Route 22, Pawling

Prime Commercial Property (1.2 Acres) On Highly Traveled Rt. 22 Corridor. Currently A Restaurant, Not In Use At This Time. There Is A Main Dining ...

View Listing
Hudson Gateway MLS Logo

8 Bed • 5 Bath • 4,174 Sf • 2 Acres

$449,000

390 Old Pawling Road, Pawling

Own In Hottest Area Of Dutchess County Minutes From New Olivet University And Unique Cricket Hill Energy Own This Wonderful And Very Special Packag...

View Listing
Hudson Gateway MLS Logo

3 Bed • 2 Bath • 1,860 Sf • 3 Acres

$399,000

36 South Quaker Hill Road, Pawling

Location! Location! Location! Prime Quaker Hill Setting, Nestled On Quaker Hill In The Hudson Valley Nature Preserve, Ranch Home, 3.2 Acres And Val...

View Listing
Hudson Gateway MLS Logo
View Listing
Reduced 2%

2 Bed • 2 Bath • 1,731 Sf • 1 Acres

$389,000

15 Corbin Road, Pawling

A Charming Cape Renovated To Perfection With Style & Attention To Detail. Well Built Brick Facade, Big Windows & Lots Of Sunlight Are A Few Of The ...

View Listing
Hudson Gateway MLS Logo
View Listing
Reduced 1%

3 Bed • 2 Bath • 1,621 Sf • 1 Acres

$379,000

15 Millstream Court, Pawling

Charming Split Level Ranch On 1.38 Acres. Maintained & Updated To Perfection, Simply Move In, No Updates Necessary! The Large Picture Window Provid...

View Listing
Hudson Gateway MLS Logo

3 Bed • 3 Bath • 2,675 Sf • 1 Acres

$372,500

31 Gobblers Knob Road, Pawling

Spacious Open Floor Plan 3 Bedroom/2.5 Bath Split On 1.3+ Acres. Very Private. New Hardwood Floors As Seen, New Vinyl Siding, New Ag Oil Tank, New ...

View Listing
Hudson Gateway MLS Logo

4 Bed • 3 Bath • 2,341 Sf • 1 Acres

$369,000

79 West Deer Trail, Pawling

Gorgeous 4 Bedroom Front Porch Colonial In Picturesque Deerfield Pond. Beautiful Flowering Shrubs And Arborvitae Trees Surround This Level Half Acr...

View Listing
Hudson Gateway MLS Logo

Hudson Gateway MLS Logo The data relating to real estate for sale or lease on this web site comes in part from HGMLS. Real estate listings held by brokerage firms other than Robert A. McCaffrey Realty Inc. are marked with the HGMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.

Information deemed reliable but not guaranteed.

© 2019 Hudson Gateway Multiple Listing Service, Inc. All rights reserved.

Listing information last updated on June 19th, 2019 at 11:43am CDT.

Have a Question?

Contact Us

Follow Us