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Maureen Lane
Licensed Associate Broker
REALTOR®, CBR, CHMS
Cell: (516) 220-5432
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5 Vail Road , Poughkeepsie, NY 12603

$729,900
  • 5 Vail Road , Poughkeepsie, NY 12603 Main Photo

50 Photos

New to the Market Active
BEDS5 BATHS3 full 1 partial SQUARE FEET2,628 MLS#1059019
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLArlington

Property Description

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 municip

5 Vail Road | MLS# 1059019

This single family home located at 5 Vail Road , Poughkeepsie, NY 12603 is currently listed for sale with an asking price of $729,900. This property was built in 1869 and has 5 bedrooms and 3 full and 1 partial baths with 2628 sq. ft. Vail Road is located within the Arlington school district. Search Poughkeepsie real estate on mlane.coachrealtors.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Unfinished
Cooling: None
Garage: 3
Heating: Baseboard, Oil
Home Style: Other
Lot Size: 2.24 Acres
Taxes: $10,838
Year Built: 1869

Amenities

Beamed Ceilings
Built-in Features
Chefs Kitchen
Entrance Foyer
Formal Dining
Kitchen Island
Original Details
Primary Bathroom
Storage

Feature Descriptions

Appliances: Gas Range, Refrigerator
Attic: Walkup
Days on Site: 1
Exterior: Frame
Formal Dining: Yes
GarageY/N: Yes
On Market Date: 2026-10-06
Other Structures: Cabana, Garage(s), Pergola
Parcel Number: 133400-6361-03-238175-0000
Parking Features: Detached, Driveway, Garage
Pool Features: In Ground
Rental Term: Monthly
Rooms Total: 9
Sewer: Septic Tank
Swimming Pool: Yes
Utilities: Electricity Connected
Water: Well

Local Schools

High School: Arlington High School
Middle School: Union Vale Middle School
Elementary School: Overlook Primary School
School District: Arlington

Listed By / Shown By

Listing By

Agency Name: Houlihan Lawrence Inc.
Agency Contact: 845-473-9770

Shown By

Agent Name: Maureen Lane
Agent Phone: Cell: (516) 220-5432
Agency Title: Howard Hanna | Coach Realtors

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Estimated Payment

$ 4,250.66 per month $3,134.61 Principal & Interest $903.17 Property Tax $212.89 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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 on this site was last updated 10/08/2026. The listing information on this page last changed on 10/08/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 10/08/2026 12:09:12 AM EST) or OneKey MLS (last updated Thu 10/08/2026 12:07:43 AM EST). Real estate listings held by brokerage firms other than Howard Hanna | Coach Realtors may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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