5251 Route 44
Amenia, NY, 12501 $ 675,000
Bedrooms3 Baths3.0 Sq 2,022 Monthly Estimate*
$ 4,156
for $675,000 with 3 bedrooms and 3 full baths. This 2,022 square foot home was built in 1976 on a lot size of 3.37.
The TRIFECTA, a rare offering that unites a contemporary three-story residence, a private inground pool, and a remarkable 3,500 SF steel barn privately sited at the back of the property. Set on 3.37 acres along Route 44, just minutes from the heart of Amenia, this property blends lifestyle and business potential in one extraordinary package. The property's centerpiece is the most incredible steel barn, previously an automotive shop, stands as the crown jewel for any tradesperson, hobbyist, or entrepreneur. This 70 x 50 structure boasts two oversized garage doors, 22 foot ceilings at the center, an office, a combination laundry room and bathroom, propane heat, a separate water meter with hot and cold water, its own septic system, and ample parking tucked far from the road. Zoned for Office/Commercial/Industry Mixed-Use, the barn opens endless possibilities for light industry, retail, service businesses, warehousing, or trades like auto repair, landscaping, contracting, tree services, or agriculture—a true field of dreams for those with vision. The home itself is a fantastic opportunity for restoration, offering the perfect canvas to bring its great bones and unique character back to life. This 2,882 SF three-story residence boasts dramatic peaks, vaulted ceilings, and wide pine flooring waiting to be revitalized. The home's layout is open and spacious, with an interior balcony and a catwalk that add to its distinctive charm. On the ground level, you'll find a rec room, a den or office, a full bathroom, and access to the two-car garage. The main floor features an open-concept dining room, kitchen, and breakfast area with a door that leads to the side deck and pool area. A super-sized living room with great windows and a cozy wood-burning stove provides the perfect spot to relax. This level also includes a laundry room with a door to the back deck and two equal-sized bedrooms with a full bathroom. The top floor is a private primary suite with a vaulted ceiling, two closets, and a bathroom with a large tub and shower. The catwalk leads to an attic with plenty of storage. Outside, the property shines with its vast yard space, ideal for recreation or relaxation, and the pool area serves as a private oasis for summer days. Whether you’re an artist, collector, or professional tradesperson, this property is a one-of-a-kind opportunity to live, work, and create in a setting that blends modern potential with timeless appeal.
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FeaturesInteriorInterior Amenities First Floor Full Bath High Ceilings Natural Woodwork Open Floorplan Primary Bathroom
Basement Finished Walk-Out Access
Flooring Wood
Fireplace Features Wood Burning Stove
Basement Features Finished Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N N
Half Baths 0
Total Bedrooms 3
Total Baths 3
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GeneralSewer Septic Tank
Heating Baseboard Oil
Cooling Wall/Window Unit(s)
Utilities See Remarks
Appliances Other
Garage Spaces 10
Patio/Porch Features Deck Patio
Architectural Style Contemporary
Pool Features Fenced In Ground Vinyl
Construction Materials Vinyl Siding
Year Built 1976
View Neighborhood
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 132000-7067-16-934376-0000
County Dutchess County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Barn(s)
Total Rooms 8
Full Baths 3
Directions Route 22 to Route 44. Home on right see sign. Barn is past the home on the right follow all the way to the back.
High School Webutuck High School
City Amenia
Senior Community Y/N N
High School District Webutuck (Northeast Central)
Carport Y/N N
Elementary School Webutuck Elementary School
Property Attached Y/N N
Tax Annual Amount 9017.9
Showing Instructions *Click on the ShowingTime icon - day before notice needed to show the home due to dog*. Either list agent will accompany. If showing the barn only list agent could potentially show same day.
Middle/Junior High School Webutuck
Property Condition Fixer
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Pending
Middle/Junior School District Webutuck (Northeast Central)
Elementary School District Webutuck (Northeast Central)
Tax Assessed Value 633300
Virtual Tour https://app.cloudpano.com/tours/MSmx_RIvn?mls=1
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ExteriorExterior Amenities Lighting Mailbox
Fencing Partial
Parking Features Attached Driveway Attached Driveway
Water Source Public
Inclusions Appliances in an as-is condition
Foundation Details Other
Spa N
Waterfront Y/N N
Road Responsibility Public Maintained Road
Horse Y/N N
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* Excluded FeaturesList ByBrian McGrathListing Agent
Affordability Calculator
- Monthly Principal & Interest
- $4,156
- Monthly Property Taxes
- $751
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Amenia, NY
Average List Price $2,300,131
Percent of Sale Price 241%
About Amenia, NY 4,491 Population
10% Since 2002
$ 60,269 Median Income
45.71 Median Age
22% Households with Children
Trends Information provided by ATTOM Data Solutions.
5110569 Elementary School
5110571 Middle School
Webutuck High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 10/6/2025 | $675,000 | -3.43% | Price Down |
| 9/27/2025 | $699,000 | -3.59% | Price Down |
| 9/18/2025 | $725,000 | | Listed Price |
5251 Route 44, Amenia, NY, 12501 is a Single Family Home for sale at $675,000 with 2,022 sqft and a lot size of 3.37. 5251 Route 44 has 3 bedrooms, 3.0 baths, and was built in 1976. The property's zip code is 12501 which is in Amenia, NY