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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 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.
Full Property Details
Full Property Details for 5 Vail Rd
General
- Price: $729,900
- Taxes: $10,838
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1059019
- Updated: 10/6/2026
- Added to Site: 5 day(s) ago
Interior
- Number of Rooms: 9
- Interior Features: Beamed Ceilings, Built-in Features, Chefs Kitchen, Entrance Foyer, Formal Dining, Kitchen Island, Original Details, Primary Bathroom, Storage
- Appliances: Gas Range, Refrigerator
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 5
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In-Ground
Parking
- Garage: Yes
- Garage Spaces: 3
- Parking Features: Detached, Driveway, Garage
Location
- County: Dutchess County
School Information
- High School District: Arlington
- Elementary School: Overlook Primary School
- Middle School: Union Vale Middle School
- High School: Arlington High School
Heating & Cooling
- Cooling Type: None
- Heating Type: Baseboard, Oil
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Electricity Connected
Structural Information
- Architectural Style: Other
- Detached/Attached: Detached
- Construction: Frame
- Basement: Yes
- Basement Desc.: Unfinished
- Sq. Ft. Source: Public Records
- Year Built: 1869
Additional Structures
- Other Structures: Cabana, Garage(s), Pergola
Lot Features
- Lot Size (Acres): 2.24
- Lot Size (Sq. Ft.): 97,574
Financial Considerations
- Tax Amount: $10,838
Disclosures and Reports
- Special Conditions: None
- Property ID: 133400-6361-03-238175-0000
Listed by Houlihan Lawrence Inc.
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Schools
Schools serving 5 Vail Rd
School District:Arlington Central School District
| Name | Grades | Distance |
|---|---|---|
Overlook Primary School 11 Mapleview Road, Poughkeepsie, NY 12603 | K-2 | 1.1 mi |
Titusville Intermediate School 128 Meadow Lane, Poughkeepsie, NY 12603 | 3-5 | 1.3 mi |
Union Vale Middle School 1657 East Noxon Road, Lagrangeville, NY 12540 | 6-8 | 5.9 mi |
Arlington High School 1157 State Route 55, Lagrangeville, NY 12540 | 9-12 | 2.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5 Vail Rd
Date
Details
Price
Change
Source
10/06/2026
Listed
$729,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5 Vail Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,598
4%
$269,300
—
2024
$9,264
229%
$269,300
—
2020
$2,816
-67%
$269,300
—
2021
$8,647
1%
$269,300
—
2020
$8,524
5%
$269,300
4%
2018
$8,153
2%
$258,900
—
2017
$7,969
1%
$258,900
—
2016
$7,855
1%
$258,900
—
2015
$7,812
1%
$258,900
—
2015
$7,703
4%
$258,900
-1%
2013
$7,396
—
$261,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5 Vail Rd
5 Vail Road, Poughkeepsie, NY 12603 (MLS# 1059019) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 5 Vail Road is currently listed for $729,900 and was received on October 06, 2026. Want to learn more about 5 Vail Road? Do you have questions about finding other Single Family real estate for sale in Poughkeepsie? You can browse all Poughkeepsie real estate or contact a Coldwell Banker agent to request more information.
