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$675,000 Sale Pending
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Property Description
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.
Full Property Details
Full Property Details for 5251 Route 44
General
- Price: $675,000
- Taxes: $9,017
- Status: Pending
- Type: Single Family
- Source: Long_Island
- MLS ID: 913887
- Updated: 11/5/2025
- Added to Site: 122 day(s) ago
Interior
- Number of Rooms: 8
- Interior Features: First Floor Full Bath, High Ceilings, Natural Woodwork, Open Floorplan, Primary Bathroom
- Fireplace(s): Wood Burning Stove
- Appliances: Other
- Laundry Facilities: Yes
- Flooring: Wood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Fenced, In-Ground, Vinyl
Exterior
- Exterior Features: Lighting, Mailbox
- Porch/Patio/Deck: Deck, Patio
Parking
- Garage: Yes
- Garage Spaces: 10
- Parking Features: Attached, Driveway
Location
- County: Dutchess County
- Cross Streets: Route 22
- Driving 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.
School Information
- High School District: Webutuck (Northeast Central)
- Elementary School: Webutuck Elementary School
- Middle School: Webutuck
- High School: Webutuck High School
Heating & Cooling
- Cooling Type: Wall/Window Unit(s)
- Heating Type: Baseboard, Oil
Utilities
- Sewer: Septic Tank
- Water: Public
- Utility Description: See Remarks
Structural Information
- Architectural Style: Contemporary
- Detached/Attached: Detached
- Construction: Vinyl Siding
- Basement: Yes
- Basement Desc.: Finished, Walk-Out Access
- Sq. Ft. Source: Public Records
- Year Built: 1976
Additional Structures
- Other Structures: Barn(s)
Lot Features
- Property View: Neighborhood
- Lot Size (Acres): 3.37
- Lot Size (Sq. Ft.): 146,797
- Road Maintenance: Public Maintained Road
- Fence: Yes
- Lot Features: Back Yard, Cleared, Front Yard, Level, Near Shops, Private, Secluded, Sloped
- Fencing (Description): Partial
Financial Considerations
- Other Fee Type: Municipal water
- Tax Amount: $9,017.9
Disclosures and Reports
- Special Conditions: Notice Of Default
- Inclusions: Appliances in an as-is condition
- Property ID: 132000-7067-16-934376-0000
Listed by McGrath Realty Inc
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Schools
Schools serving 5251 Route 44
School District:Northeast Central School District
| Name | Grades | Distance |
|---|---|---|
Eugene Brooks Middle School 194 Haight Road, Amenia, NY 12501 | 5-8 | 3.1 mi |
Webutuck Elementary School 175 Haight Road, Amenia, NY 12501 | PK-4 | 3.2 mi |
Webutuck High School 194 Haight Road, Amenia, NY 12501 | 9-12 | 3.1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5251 Route 44
Date
Details
Price
Change
Source
10/06/2025
Price Reduced
$675,000
-3.43%
MLS
9/27/2025
Price Reduced
$699,000
-3.59%
MLS
9/18/2025
Listed
$725,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5251 Route 44
Year
Property Taxes
Change
Tax Assessment
Change
2024
$14,946
12%
$575,700
3%
2020
$13,303
—
$558,900
11%
2020
$13,303
53%
$503,500
11%
2021
$8,699
-35%
$453,600
-2%
2020
$13,303
-15%
$462,900
-5%
2018
$15,722
73%
$487,300
—
2017
$9,087
-42%
$487,300
—
2016
$15,790
72%
$487,300
—
2015
$9,178
3%
$487,300
—
2015
$8,891
2%
$487,300
—
2013
$8,744
—
$487,300
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5251 Route 44
5251 Route 44, Amenia, NY 12501 (MLS# 913887) is a Single Family property with 3 bedrooms and 3 full bathrooms. 5251 Route 44 is currently listed for $675,000 and was received on September 18, 2025. Want to learn more about 5251 Route 44? Do you have questions about finding other Single Family real estate for sale in Amenia? You can browse all Amenia real estate or contact a Coldwell Banker agent to request more information.
