Alex Cimino
Licensed Real Estate Salesperson
REALTOR®
Cicero, NY
New - 9 Hours Ago
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Property 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 create a true family compound. Two 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.

3846 Route 55 | MLS# 1035919

This single family home located at 3846 Route 55 , Pawling, NY 12564 is currently listed for sale with an asking price of $639,000. This property was built in 1963 and has 4 bedrooms and 2 full and 1 partial baths with 1696 sq. ft. Route 55 is located within the Pawling school district. Search Pawling real estate on alex-cimino.coldwellbankerprime.com today.

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Open House Sunday August 16th, 12:00pm - 2:00pm

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Property Features

Property Type: Residential - Single Family
Basement: Finished, Full, See Remarks, Walk-Out Access
Basement: Yes
Cooling: Wall/Window Unit(s)
Garage: 2
Heating: Baseboard, Electric
Home Style: Colonial
Lot Size: 3.20 Acres
Taxes: $11,254
Year Built: 1963

Amenities

Eat-in Kitchen
Entrance Foyer
Formal Dining
Open Floorplan
Original Details
Storage
Walk-In Closet(s)
Wet Bar

Feature Descriptions

Appliances: Dishwasher, Dryer, Electric Oven, Refrigerator, Washer
Attic: Partial, Scuttle, Storage, Unfinished
Exterior: Advanced Framing Technique, Shingle Siding
Fireplace Y/N: Yes
Flooring: Carpet, Hardwood, Wood
Formal Dining: Yes
GarageY/N: Yes
Laundry: In Bathroom, Inside
Number Of Kitchens: 1
On Market Date: 2026-08-11
Parcel Number: 134089-6956-00-427630-0000
Parking Features: Attached, Detached, Driveway, Garage, Off Street, Private
Parking Total: 6
Rental Term: Monthly
Rooms Total: 11
Sewer: Septic Tank
Special View Info: Open, Panoramic, Water
Utilities: Electricity Connected, See Remarks
Water: Well
Waterfront Features: Pond

Local Schools

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

Estimate Your Payment

Estimated Payment

$ 2,546.35 per month $1,422.14 Principal & Interest $937.83 Property Tax $186.38 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Ellis Sotheby's Intl Realty
Agency Contact: 845-353-4250

Shown By

Agent Name: Alex Cimino
Agent Phone: (315) 882-7089 Cell
Agency Title: Coldwell Banker Prime Properties

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 08/11/2026. The listing information on this page last changed on 08/11/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 08/11/2026 12:04:38 AM EST) or Global MLS (last updated Mon 08/10/2026 11:52:28 PM EST) or New York State Alliance MLS (last updated Tue 08/11/2026 12:03:03 AM EST) or Hudson Valley Catskill Region MLS (last updated Tue 08/11/2026 12:01:13 AM EST) or Berkshire MLS (last updated Mon 08/10/2026 8:13:28 PM EST) or OneKey MLS (last updated Tue 08/11/2026 12:00:24 AM EST). Real estate listings held by brokerage firms other than Coldwell Banker Prime Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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