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$699,900
17 Days On Site

5 Vail Road
Poughkeepsie, NY 12603

For Sale|Single Family Residence|Active
5
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
2,628
SqFt
$266
/SqFt
1869
Built
County:
Dutchess
Listing courtesy of Houlihan Lawrence Inc. jamicucci@houlihanlawrence.com
Call Now: (845) 516-5123
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(845) 516-5123
5 Vail Road5 Vail Road5 Vail Road5 Vail Road
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A remarkable blend of history, character and country living awaits on 2.24 park-like acres in the Town of LaGrange and within the Arlington School District. Built in 1869 by businessman and farmer James Howard, this distinctive 5-bedroom, 3.5-bath Hudson River bracketed-style home was once part of a working farm with cattle, orchards and vegetable crops. Remarkably, in almost 160 years, the property has had only four owners, adding to the sense of history and legacy found here. A stunning front porch welcomes you into a home filled with period character, beautiful white pine floors throughout and thoughtful details reflecting the current owner’s artistic talent and eye for design. The gracious parlor/living room features a pellet stove, while the spacious dining room provides an inviting setting for gatherings. The kitchen is truly one of a kind, with beamed ceilings, a double farmhouse sink, commercial-grade Garland range, kitchen island and an extraordinary collection of antique cabinetries individually selected by the current owners, creating a space with warmth, character and authenticity. A handsome library lined with bookshelves features wainscoting and a second pellet stove. The convenient first-floor powder room features hand-selected Mexican tile. The second floor offers a primary bedroom with en-suite bath, along with three additional generously sized bedrooms. The owner’s creative touch continues in the baths, where custom vanities of her own design add another layer of individuality and craftsmanship to the home. Continue to the walk-up attic, where a fifth bedroom and another full bath provide wonderful additional space and versatility. The grounds are equally impressive. Mature trees, manicured lawns, stone walls, perennial gardens and raised garden beds create a picturesque, park-like setting. A 16’ x 32’ in-ground pool with cabana is ready for summer enjoyment, while the beautiful courtyard provides an exceptional setting for outdoor entertaining and has even served as the backdrop for several weddings. Three walking trails and a gentle stream offer opportunities for recreation and exploring right at home. Another exceptional feature is the 24’ x 32’ two-story, three-bay garage, complete with three automatic garage doors and front, rear and side entrances. The generous second story offers tremendous flexibility and would make an ideal art studio, carpenter’s workshop, creative space or hobby area, with additional potential for future accessory living space, subject to municipal approvals. Improvements include – updated septic, 200 amp electrical service, furnace, hot water heater and water tank replaced, roof less than 10 years old and newly sealed driveway. All walls, cabinetry, closets and original moldings have been recently painted. This home is in move-in condition. Nearly 160 years of history, distinctive architecture, artisan details, beautiful grounds and exceptional versatility come together to create a truly special property - one rich in character and ready for its next chapter. Just 3 miles to the Taconic State Parkway, 10 minutes to Metro North (Poughkeepsie Station) and just minutes to Adams Fairacre Farm and the Dutchess Rail Trail leading to the Walkway Over the Hudson. Don’t miss this truly special property.

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Listing Snapshot
Price 
$699,900
Days On Site 
17 Days
Bedrooms 
5
Inside Area (SqFt) 
2,628 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
2.24 Acres
Year Built 
1869
MLS Number 
1059019
Status 
Active
Property Tax 
$10,838
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
7 days agoPrice changed to $699,900
7 days agoListing updated with changes from the MLS
3 weeks agoListing first seen on site
General Features
Acres 
2.24
Garage 
Yes
Garage Spaces 
3
Parking 
DetachedDrivewayGarage
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
Style 
Other
Utilities 
Electricity Connected
Water Source 
PrivateWell
Interior Features
Appliances 
Gas RangeRefrigerator
Basement 
Unfinished
Heating 
BaseboardOil
Interior 
Beamed CeilingsBuilt-in FeaturesEntrance FoyerKitchen IslandStorage
Auxiliary Room 
Level - FirstDescription - Library
Bathroom 1 
Level - First
Bathroom 3 
Level - Second
Bathroom 4 
Level - Third
Bedroom 2 
Level - Second
Bedroom 3 
Level - Second
Bedroom 4 
Level - Second
Bedroom 5 
Level - Third
Dining Room 
Level - First
Kitchen 
Level - First
Living Room 
Level - First
Primary Bathroom 
Level - Second
Primary Bedroom 
Level - Second
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Exterior Features
Construction Details 
Frame
Other Structures 
CabanaGarage(s)Pergola
Pool Features 
In GroundPrivate
Private Pool 
Yes
Community Features
School District 
Arlington
Schools
School District
Arlington
Elementary School
Overlook Primary School
Middle School
Union Vale Middle School
High School
Arlington High School
Listing courtesy of Houlihan Lawrence Inc. jamicucci@houlihanlawrence.com


Based on information submitted to the MLS GRID as of 2026-10-23 11:47 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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