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MLS ID KEY1059019Last updated Oct 17, 2026

Single Family

5 Vail Road

Active · LaGrange · Dutchess County, NY 12603

Bedrooms
5 Beds
Bathrooms
4 Baths
Year built
1869
Est. monthly taxes
$903.17
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About this home

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.

Listing snapshot

Days on site
22 days
Listed on MLS
Oct 6, 2026
Full baths
3
Half baths
1
Annual property tax (MLS)
$10,838
Tax year
2026
Area source (MLS)
Public Records
Listing brokerage
Houlihan Lawrence Inc.
MLS ID
KEY1059019
Last updated
Oct 17, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1869
Garage
Yes
Garage spaces
3
Parking
Detached, Driveway, Garage
Water source
Well
Sewer
Septic Tank
Utilities
Electricity Connected

Interior features

Basement
Unfinished
Heating
Baseboard, Oil
Cooling
None
Interior
Beamed Ceilings, Built-in Features, Chefs Kitchen, Entrance Foyer, Formal Dining, Kitchen Island, Original Details, Primary Bathroom, Storage
Appliances
Gas Range, Refrigerator

Exterior features

Architectural style
Other
Construction materials
Frame
Private pool
Yes

Schools (MLS)

Elementary school
Overlook Primary School
Elementary school district
Arlington
Middle school
Union Vale Middle School
Middle school district
Arlington
High school
Arlington High School
High school district
Arlington

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

LaGrange · Dutchess County, NY 12603Show interactive map
5 Vail Road

LaGrange · Dutchess County, NY 12603

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
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Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.