37 W Deer Trail, Pawling

$525,000

3 Beds
2 Baths
1,955 Sqft
.24 Acres
2 Garages

When you think about Deerfield Ponds in Pawling, this home is it.
From the moment you drive up, you’re welcomed by a picture-perfect lot with breathtaking mountain views and a pond right in your backyard. Enjoy the private trails just steps away, along with kayaking in the warmer months and ice skating and ice fishing during the winter. This 3-bedroom, 1.5 bath home is packed with potential. Featuring a huge bonus room above the garage that works perfectly as a large great room, this home offers plenty of space to make your own.
From the moment you walk in, the beautiful, detailed touches throughout the home truly show the homeowners’ love and appreciation for the property.
With upgrades completed in 2019 and again in 2025, this home is ready for its next chapter. Come take a look for yourself and picture your future here
This complex truly has it all — basketball courts, tennis courts, clubhouse, fitness center, pool, beautifully maintained grounds, and snow removal.

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Essential Information
MLS® #1000847
Price$525,000
Bedrooms3
Bathrooms2.00
Full Baths1
Half Baths1
Square Footage1,955
Acres0.24
Year Built2000
TypeResidential
Sub-TypeSingle Family Residence
StatusPending
Style

Colonial, Contemporary, Craftsman

Community Information
Address37 W Deer Trail
CityPawling
CountyDutchess County
StateNY
Zip Code12564
Amenities
UtilitiesNone
Parking Spaces2
ParkingGarage, Garage Door Opener
# of Garages2
Is WaterfrontYes
WaterfrontPond, Water Access, Waterfront
Has PoolYes
Amenities

Basketball Court, Clubhouse, Maintenance Grounds, Parking, Playground, Pool, Snow Removal, Tennis Court(s), Trash

View

Mountain(s), Open, Panoramic, Trees/Woods, Water

Interior
HeatingHeat Pump
CoolingCentral Air
Has BasementYes
BasementUnfinished
Interior Features

ENERGY STAR Qualified Door(s), Open Floorplan, Open Kitchen, Recessed Lighting, Walk Through Kitchen

Appliances

Gas Oven, Gas Range, Microwave, Stainless Steel Appliance(s)

Exterior
ConstructionVinyl Siding
Lot Description

Back Yard, Landscaped, Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Views, Waterfront, Wooded

School Information
DistrictPawling
ElementaryPawling Elementary School
MiddlePawling Middle School
HighPawling High School
Additional Information
Date ListedMay 21st, 2026
Days on Market79
HOA Fees460
HOA Fees Freq.Monthly
Listing Details
Listing Courtesy ofWilliam Raveis Real Estate
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Listing information last updated on August 17th, 2026 at 12:30pm CDT.