5 Vail Road Poughkeepsie, NY $ 729,900
5 Vail Road
$ 729,900
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5 Vail Road

Poughkeepsie, NY, 12603
$ 729,900
Bedrooms5 Baths3.1 Sq 2,628

Monthly Estimate*

$ 4,609

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Single Family Home for sale in Poughkeepsie, NY

for $729,900 with 5 bedrooms and 3 full baths, 1 half bath. This 2,628 square foot home was built in 1869 on a lot size of 2.24.

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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Single Family Active

Price

$ 729,900

Bedrooms

5

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 10,838

Style

Lot Size

2.24

Year Built

1869

Town/City

Poughkeepsie

County/Region

Dutchess

MLS | Web ID

1059019

Features
Interior
Interior Amenities Beamed Ceilings Built-in Features Chefs Kitchen Entrance Foyer Formal Dining Kitchen Island Original Details Primary Bathroom Storage
Basement Unfinished
Basement Features Unfinished
Basement (Y/N) Y
Half Baths 1
Total Bedrooms 5
Total Baths 4
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General
Sewer Septic Tank
Heating Baseboard Oil
Cooling None
Utilities Electricity Connected
Appliances Gas Range Refrigerator
Garage Spaces 3
Architectural Style Other
Pool Features In Ground
Construction Materials Frame
Year Built 1869
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 133400-6361-03-238175-0000
County Dutchess County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Cabana Garage(s) Pergola
Total Rooms 9
Full Baths 3
High School Arlington High School
City LaGrange
Senior Community Y/N N
High School District Arlington
Carport Y/N N
Elementary School Overlook Primary School
Property Attached Y/N N
Tax Annual Amount 10838
Middle/Junior High School Union Vale Middle School
Virtual Tour https://tours.keephoto.com/2406200?idx=1 https://tours.keephoto.com/2406200?a=1
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Arlington
Elementary School District Arlington
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Exterior
Parking Features Detached Driveway Garage Detached Driveway Garage
Water Source Well
Waterfront Y/N N
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Internal Only
Street Number 1 5
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* Excluded Features
List By
Jennifer Stapleton

Listing Agent

Houlihan Lawrence Inc.

Broker

845-473-9770

Contact

Affordability Calculator

$5,512
Per Month
84%
16%
0%
Monthly Principal & Interest
$4,609
Monthly Property Taxes
$903
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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.
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Nearby
4101336 Elementary School
4100028 Middle School
Arlington High School High School
Pricing History
DatePricePrice ChangeDescription
10/6/2026$729,900 Listed Price

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5 Vail Road, Poughkeepsie, NY, 12603 is a Single Family Home for sale at $729,900 with 2,628 sqft and a lot size of 2.24. 5 Vail Road has 5 bedrooms, 3.1 baths, and was built in 1869. The property's zip code is 12603 which is in Poughkeepsie, NY