Pawling NY Real Estate

Pawling New York Village

You can search for all Pawling and Dutchess County NY homes, townhouses, condos, multi-family, land, and foreclosures for sale. Click on the icons below to see all homes for sale in Pawling NY. 

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Living in Pawling NY

Population (Census 2010): 8,463 over 45 square miles
Median Age: 44.8
Median Income: $80,193
% of Population with Bachelor's Degree or Higher: 38.6% 
% Households with Children Under 18: 34.6%

Pawling is located at the foothills of the Bershires. Amidst the country setting, you will find a quaint village at the center of town. The village offers several restaurants, a local bookstore, cute shops, and a Metro North station with trains to Manhattan. Nearby, you will find lots of outdoor opportunities including the Great Swamp, Appalachian Trail, and over 300 acres of parkland.

There is not much night life in Pawling, and for commuters the Metro North is not as convenient as if you live in Brewster, since at times a transfer is requested. People move to Pawling for its quiet and beautiful setting. It is also a popular location for a country second home. 

Pawling NY downtown

Pawling NY Real Estate  

78.7% of the properties in Pawling are detached single family homes, with another 7% of the homes being attached single family homes. You will find a variety of homes in Pawling: from old farm house to new construction, homes on large lots to townhouses. Some of the homes are very luxurious estates complete with its own equestrian farm and other amenities.

Some of the facts regarding Pawling real estate (All data from the US Census):

  • 78.7% of the homes in Pawling are detached single family home, 7% are attached single family homes, and 3.2% are two family homes
  • 33.1% of the homes in Pawling were built before 1950
  • 10.5% of the homes in Pawling were built between 1950-1960
  • 12.2% of the homes in Pawling were built between 1960-1970
  • 10.3% of the homes in Pawling were built between 1970-1980
  • 11.5% of the homes in Pawling were built between 1980-1990
  • 11.5% of the homes in Pawling were built between 1990-2000
  • 11% of the homes in Pawling were built after 2000
  • 75.5% of the homes in Pawling are owner-occupied, and 24.5% are being rented. 

Wondering how much the latest homes in Pawling sold for? Click on the button below to view the most up to date Pawling real estate market report. You will see the 50 most recent "Active Properties", "Properties Under Contract", and "Sold Properties" in Pawling, NY. You will see each home's address, sales price, price per square foot, and days on market before selling.

Hudson Valley Real Estate Market Report

Pawling Real Estate Communities

Although most of the homes in Pawling are single family homes on a spacious lot, there are some housing communities in Pawling. The communities have amenities like a club house, pool, and tennis courts. They charge a monthly maintenance fee, which also includes the upkeep of the grounds.

Some of the popular communities in Pawling include:

  • Cedar Valley townhouses, built around 1990. Prices are around $180,000 - $230,000.
  • Deerfield Ponds, a planned community with 100 single family homes and 119 townhouses. The home were built around 1999.
  • The Highlands, a community with 94 single family homes, built around 2001. There's a common area with a heated swimming pool, tennis courts, and a pond for boating and fishing.

Pawling Real Estate Search


Pawling Commute

Pawling is located on the border of Dutchess County, just North of Putnam County. Most of the routes to Pawling goes through Route 55 and Route 22, which then connects to 84.

Pawling is approximately 70 miles, or a 1 hour 30 minutes drive without traffic to midtown Manhattan. There is a Pawling Metro North train station at the Village. Check out our commute guide to find out more information about the commuter train.

Pawling NY Metro North Station

Pawling School Districts

Most of the students in Pawling belong to the Pawling School District or the Arlington Central School District. Click here for more information about all Dutchess County school districts.

Wondering how all the Hudson Valley school districts compared to each other? You can find out stats on all the Hudson Valley school district, including graduation rate, average SAT scores, class size, etc. View our free Hudson Valley School Report.

Pawling Shopping and Dining

Pawling epitomizes the nature of small town America. There is a cute downtown in Pawling. Some of the popular restaurants and shops include:

  • McKinney and Doyle, serving American cuisine. Both the atmosphere and the food are good but not too serious. Comfortable may be the best word to describe it.
  • The Corner Bakery, which is attached to McKinney and Doyle
  • Petite, a French restaurant serving both savory and dessert crepes.
  • Pawling Trading, a coffee shop.
  • Big W, an excellent ribs restaurant in the hamlet of Wingdale

There are also ice cream and frozen yogurt shops, delis and pizza shops, a book store, and antique shops in downtown Pawling.

There are not many shopping options outside the village. You will find an A&P and Hannaford supermarket on Route 22, and not much else. For more choices in shopping, you can go to Danbury CT. 

Pawling NY Corner Bakery

Pawling NY Petite Restaurant

Pawling Parks and Recreation

There are two town parks in Pawling:

Edward R Murrow Park - Lakeside Drive and Old Route 55

Lake and beach, hiking, picnicking, playground

Lakeside Park - 2 Lakeside Drive, Pawling

280 acre park featuring a lake for swimming, kayaking and canoeing

For those who likes to take a walk or bike on a flat trail, access to the Harlem Valley Rail Trail is nearby. There is also access to the Appalachian Trail from Pawling. If you are into golf, the Dutcher Golf Course is one of the oldest in the country.

To take advantage of the countryside, you can visit the farms and farm stands in the area, or go horseback riding at the different horse farms.

Pawling NY Links 

Town of Pawling Website:

Village of Pawling Website:


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