$639,000
 $3,430 est/mo Sourced by Back At You

3846 Route 55,Pawling, NY 12564

Pawling, NY 12564

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Description

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.

Details

MLS #1035919
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1963
Days On Site17
Listing Provided ByEllis Sotheby's Intl Realty | Leigh Tripathi

Features

Bed(s)4
Bath(s) 4 Total
SQ Feet1,696
Garage2
BasementY
Acreage3.20
Water FrontYes
Property ViewOpen, Panoramic, Water

Interior

CoolingWall/Window Unit(s)
HeatingBaseboard, Electric
Interior FeaturesEat-in Kitchen, Entrance Foyer, Formal Dining, Open Floorplan, Original Details, Storage, Walk-In Closet(s), Wet Bar
AppliancesDishwasher, Dryer, Electric Oven, Refrigerator, Washer

Exterior

Construction MaterialsAdvanced Framing Technique, Shingle Siding

Parking

Garage Yes / NoYes
Parking FeaturesAttached, Detached, Driveway, Garage, Off Street, Private

Utilities

UtilitiesElectricity Connected, See Remarks
SewerSeptic Tank

Taxes

Tax Year2025
Tax Assessed Value151500
Tax Annual Amount11254.98

Area Information

StateNY
CountyDutchess County
CityPawling
Zip Code12564
School DistrictPawling High School
Elementary SchoolPawling Elementary School
High SchoolPawling High School
Listing VS Median (in 12564)
Price:
$639,000
low | high
Med:
$599,000
56.259780907668% of Average
sqft:
1,696
low | high
Med:
1,329
71.639150943396% of Average
$ / sqft:
$377
low | high
Med:
$451
30.373655695565% of Average
On site:
17
low | high
Med:
2
100% of Average
Sourced by Back At You

Market Activity 12564

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Learn More About This Property

StateNY
CountyDutchess County
CityPawling
Zip Code12564
School DistrictPawling High School
Elementary SchoolPawling Elementary School
High SchoolPawling High School
Listing VS Median (in 12564)
Price:
$639,000
low | high
Med:
$599,000
56.259780907668% of Average
sqft:
1,696
low | high
Med:
1,329
71.639150943396% of Average
$ / sqft:
$377
low | high
Med:
$451
30.373655695565% of Average
On site:
17
low | high
Med:
2
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $479K - $798K
sqft: 1,000 - 2,000
Nearby Listings Property ImageNearby Listings Details
21 Overlook Drive Property Photo 1
$699,000
21 Overlook Drive
Pawling, NY 12564
Listing Updated: August 25, 2026 at 6:30:42 PM PDT