# 3846 Route 55, Pawling, NY 12564 > **TL;DR:** 4bd/4ba single family, $639,000 ($377/sqft), built 1963, 1,696 sqft. > Fireplace, Waterfront, View, Hardwood. Est. $3,417/mo. Listed 83 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $639,000 | | Price/sqft | $377 | | Bedrooms | 4 | | Bathrooms | 3 full, 1 half | | Square Feet | 1,696 | | Year Built | 1963 | | Lot Size | 139,392 sqft (3.20 acres) | | Stories | 3 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Pending | | Days on Market | 83 | ## Why This Home Stands Out - **Waterfront** - Waterfront location listed - **Views** - Water - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,231 | | Estimated Insurance | $186 | | **Total** | **$3,417** | ## Nearby Schools - **Elementary:** Pawling Elementary School - **Middle:** Pawling Middle School - **High:** Pawling High School ## Key Amenities - Fireplace - Waterfront - View - Hardwood - A/C - 2-car garage ## Property Highlights - Built in 1963 - 3.20 acre lot - 3 stories - 6 parking spaces - Fireplace - Waterfront ## Description ### Agent 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. ## Location - **Address:** 3846 Route 55, Pawling, NY 12564 - **County:** Dutchess County - **Coordinates:** 41.552458, -73.623442 - **Google Maps:** https://www.google.com/maps?q=41.552458,-73.623442 ## Virtual Tour & Media - **Video Tour:** https://jumpvisualtours.com/r/495523 ## Listing Agent - **Name:** Leigh Tripathi - **Brokerage:** Ellis Sotheby's International Realty - **Broker Phone:** (845) 353-4250 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/3846-Route-55_Pawling_NY_12564_M36041-81145?f=listhub&s=MLSLINY&m=1035919&c=propsimple) ## Photos ![3846 Route 55 - Photo 1](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3013187558r.jpg) ![3846 Route 55 - Photo 2](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1187721000r.jpg) ![3846 Route 55 - Photo 3](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f905800583r.jpg) ![3846 Route 55 - Photo 4](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1170969862r.jpg) ![3846 Route 55 - Photo 5](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1602344698r.jpg) ![3846 Route 55 - Photo 6](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3336261743r.jpg) ![3846 Route 55 - Photo 7](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3841146298r.jpg) ![3846 Route 55 - Photo 8](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f2057638303r.jpg) ![3846 Route 55 - Photo 9](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1838138564r.jpg) ![3846 Route 55 - Photo 10](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1970699376r.jpg) ![3846 Route 55 - Photo 11](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f911150281r.jpg) ![3846 Route 55 - Photo 12](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f462599025r.jpg) ![3846 Route 55 - Photo 13](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f658596091r.jpg) ![3846 Route 55 - Photo 14](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3506733010r.jpg) ![3846 Route 55 - Photo 15](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f2850475098r.jpg) ![3846 Route 55 - Photo 16](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f2551542579r.jpg) ![3846 Route 55 - Photo 17](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1916000669r.jpg) ![3846 Route 55 - Photo 18](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f423617703r.jpg) ![3846 Route 55 - Photo 19](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1513156846r.jpg) ![3846 Route 55 - Photo 20](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3424826358r.jpg) ![3846 Route 55 - Photo 21](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f2615269102r.jpg) ![3846 Route 55 - Photo 22](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1060144848r.jpg) ![3846 Route 55 - Photo 23](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f2668590471r.jpg) ![3846 Route 55 - Photo 24](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3635510405r.jpg) ![3846 Route 55 - Photo 25](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f695423702r.jpg) ![3846 Route 55 - Photo 26](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f4244553600r.jpg) ![3846 Route 55 - Photo 27](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f2731908695r.jpg) ![3846 Route 55 - Photo 28](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f2253287320r.jpg) ![3846 Route 55 - Photo 29](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1098059490r.jpg) ![3846 Route 55 - Photo 30](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3454990669r.jpg) ![3846 Route 55 - Photo 31](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3201048352r.jpg) ![3846 Route 55 - Photo 32](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3232827918r.jpg) ![3846 Route 55 - Photo 33](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1641450507r.jpg) ![3846 Route 55 - Photo 34](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f957781769r.jpg) ![3846 Route 55 - Photo 35](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1908440499r.jpg) ![3846 Route 55 - Photo 36](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3835261032r.jpg) ![3846 Route 55 - Photo 37](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1062756862r.jpg) ![3846 Route 55 - Photo 38](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1302803792r.jpg) ![3846 Route 55 - Photo 39](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3673406242r.jpg) ![3846 Route 55 - Photo 40](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3310054402r.jpg) ![3846 Route 55 - Photo 41](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3012767465r.jpg) ![3846 Route 55 - Photo 42](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1883580568r.jpg) ![3846 Route 55 - Photo 43](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3399439927r.jpg) ![3846 Route 55 - Photo 44](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f2751391253r.jpg) ![3846 Route 55 - Photo 45](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f2220031814r.jpg) ![3846 Route 55 - Photo 46](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f49123374r.jpg) ![3846 Route 55 - Photo 47](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f3942999311r.jpg) ![3846 Route 55 - Photo 48](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f1450138892r.jpg) ![3846 Route 55 - Photo 49](http://lh.rdcpix.com/fb149e82d25b0940b05b2167ead0a807l-f549301411r.jpg) --- **MLS#:** 1035919 | **Updated:** 2026-10-22 **Source:** listhub *Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/3846-route-55-pawling-ny-12564-749ef37564ce4856985fd08e807613e9) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/3846-route-55-pawling-ny-12564-749ef37564ce4856985fd08e807613e9#listing", "url": "https://www.propertysimple.ai/listing/3846-route-55-pawling-ny-12564-749ef37564ce4856985fd08e807613e9", "name": "3846 Route 55, Pawling, NY 12564", "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. 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