3846 Route 55, Pawling, NY

$639,000

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4

Beds

4

Baths

1,696

Square feet

3.20

Acres

About 3846 Route 55

Set on 3.2 picturesque acres in Pawling NY this meticulously maintained 1960s Colonial has been lovingly built and owned by the same family for many years, and by that family on this land for generations before that. It's a rare offering: a true multi-generational retreat with room to grow. The four-bedroom, two-and-a-half-bath home offers timeless original character throughout, with hardwood floors beneath the carpeting, protected for decades. Features an attached two-car garage and a pull-down attic for extra storage. Sunlight pours through nearly every window, with valley and mountain views on two sides and a view of your private pond on the other. Watch the sunrise and the sunset settle over your own grounds. This property offers sweeping, ever-changing views in every direction all year round. It simply can't be beat. Downstairs, a fantastic finished lower level adding even more living space: a retro-style bar complete with running water, a vintage refrigerator, and a two-burner electric stove, plus a full bathroom, an office, an additional bonus room and a pantry! Beyond the main house, a versatile outbuilding adding exceptional value as it houses an additional one-car garage, storage room, plus a dedicated ~700-square-foot workshop space, currently used for handcrafted Amish furniture-making; it is an ideal spot for a hobbyist, craftsperson, or anyone in need of serious workshop or studio space. And there's more…this offering includes the opportunity to purchase wo additional buildable parcels are available from the same family. MLS and MLS 1037481. Each zoned for a single-family home. Build for extended family, create a private enclave, or invest in future value, all connected to this storied piece of land. You will be surprised to learn that this home is just a few minute ride to the Pawling MetroNorth station to NYC, and the center of town, home to farmers markets, fine dining, coffee shops and boutiques.

Features of 3846 Route 55

MLS® # 1035919
Price $639,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 1,696
Acres 3.20
Taxes $11,255
Year Built 1963
Type Residential
Sub-Type Single Family Residence
Style Colonial
Status Active

Community Information

Address 3846 Route 55
City Pawling
County Dutchess County
State NY
Zip Code 12564
Adult 55+ Community No

Amenities

Utilities Electricity Connected, See Remarks
Parking Spaces 6
Parking Attached, Detached, Driveway, Garage, Off Street, Private
# of Garages 2
View Open, Panoramic, Water
Is Waterfront Yes
Waterfront Pond
Has Pool No

Interior

Interior Carpet, Hardwood, Wood
Interior Features Eat-in Kitchen, Entrance Foyer, Formal Dining, Open Floorplan, Original Details, Storage, Walk-In Closet(s), Wet Bar
Appliances Dishwasher, Dryer, Electric Oven, Refrigerator, Washer
Heating Baseboard, Electric
Cooling Wall/Window Unit(s)
Has Basement Yes
Basement Finished, Full, See Remarks, Walk-Out Access
Fireplace Yes

Exterior

Exterior Advanced Framing Technique, Shingle Siding

School Information

District Pawling
Elementary Pawling Elementary School
Middle Pawling Middle School
High Pawling High School

Additional Information

Date Listed August 11th, 2026
Days on Market 22
Short Sale No
RE / Bank Owned No
Levels Three Or More

Listing Details

OfficeEllis Sotheby's Intl Realty
Contact Info845-353-4250

Listing Map

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