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5 Vail Road

Poughkeepsie, NY 12603
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Bed 5

Bed

Bath 4

Bath

SqFt2,628

Sqft

Acres2.24

Acres(Lot)

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 s etting 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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Detail Ic Property Details

Property Type : Residential

Price : $729,900

AD Id : 91694288

MLS Id : 1059019

Beds : 5

Lot Size : 2.24 Acres

Living Area Size : 2,628 Sq. Ft

Tax Amount : $10,838

Year Built : 1869

Garage : 3

County : Dutchess

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Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 4 Full Baths: 3 Half Baths: 1

    Room Information

    Rooms Total: 9 Basement: Unfinished
  • Interior Features

    Beamed Ceilings, Built-in Features, Entrance Foyer, Kitchen Island, Storage Appliances: Gas Range, Refrigerator
  • Heating & Cooling

    Has Heating: Yes Heating: Baseboard, Oil Cooling: None

  • Building Information

    Year Built: 1869 Construction Materials: Frame Pool Features: In Ground, Private Private Pool: Yes

  • Lot Information

    Lot Size Acres: 2.24 Lot Size Square Feet: 97574

  • Listing Price Information

    Listing Price: $729900

  • Tax Information

    Parcel Number: 133400-6361-03-238175-0000 Annual Tax: $10838

  • Parking Information

    Detached, Driveway, Garage

    Garage Information

    Has Garage: Yes Garage Space: 3

  • School Information

    Elementary School: Overlook Primary School
    Junior High School: Union Vale Middle School
    Senior High School: Arlington High School
  • Utility Information

    Electricity Connected
  • Location Information

    WaterSource: Private, Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
47 Stringham Road, Poughkeepsie, NY, 12603 $599,000 3 3 2,200 3.50 Acres
LOT 1 Kinkead Lane Ln, Poughkeepsie, NY, 12603 $1,350,000 4 4 4,064 6.50 Acres
16 Exeter Road, Poughkeepsie, NY, 12603 $560,000 3 3 2,300 0.24 Acre
147 Lauer Road, Poughkeepsie, NY, 12603 $495,000 1 1 1,120 19.26 Acres
17 Forrest Way, Poughkeepsie, NY, 12603 $1,600,000 4 6 5,404 2.28 Acres
114 Cramer Road, Poughkeepsie, NY, 12603 $515,000 3 2 1,733 1.17 Acres
929 Freedom Plains Road, Poughkeepsie, NY, 12603 $385,000 3 1 1,748 0.95 Acre
LOT 1 Michaels Lane, Poughkeepsie, NY, 12603 $879,000 4 3 3,008 1.75 Acres
26 Gold Road, Poughkeepsie, NY, 12603 $849,000 4 3 2,354 13.93 Acres
27 Frieda Lane, Poughkeepsie, NY, 12603 $649,500 3 3 2,288 1.03 Acres

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 10/06/2026 @ 16:25

MLS: 1059019 LISTED BY: Jennifer Stapleton, Houlihan Lawrence Inc. 845-473-9770 SOURCE: OneKey MLS

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