Single Family
3846 Route 55
Pending · Pawling · Dutchess County, NY 12564
- Bedrooms
- 4 Beds
- Bathrooms
- 4 Baths
- Year built
- 1963
- Est. monthly taxes
- $937.92
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About this home
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.
Listing snapshot
- Days on site
- 59 days
- Listed on MLS
- Aug 11, 2026
- Full baths
- 3
- Half baths
- 1
- Annual property tax (MLS)
- $11,254.98
- Tax year
- 2025
- Area source (MLS)
- Public Records
- Listing brokerage
- Ellis Sotheby's Intl Realty
- MLS ID
- KEY1035919
- Last updated
- Sep 28, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 1963
- Garage
- Yes
- Garage spaces
- 2
- Total parking
- 6
- Parking
- Attached, Detached, Driveway, Garage, Off Street, Private
- Water source
- Well
- Sewer
- Septic Tank
- Utilities
- Electricity Connected, See Remarks
Interior features
- Basement
- Finished, Full, See Remarks, Walk-Out Access
- Heating
- Baseboard, Electric
- Cooling
- Wall/Window Unit(s)
- Interior
- 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
- Flooring
- Carpet, Hardwood, Wood
- Fireplace
- Yes
Exterior features
- Architectural style
- Colonial
- Construction materials
- Advanced Framing Technique, Shingle Siding
- Private pool
- No
Schools (MLS)
- Elementary school
- Pawling Elementary School
- Elementary school district
- Pawling
- Middle school
- Pawling Middle School
- Middle school district
- Pawling
- High school
- Pawling High School
- High school district
- Pawling
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- MLS status changed
- First seen on this site
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.
