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SaveAskTourHide$699,90017 Days On Site5 Vail RoadPoughkeepsie, NY 12603
For Sale|Single Family Residence|Active 5
Beds4
Total Baths3
Full Baths1
Partial Bath2,628
SqFt$266
/SqFt1869
BuiltCounty:Dutchess Listing courtesy of Houlihan Lawrence Inc. jamicucci@houlihanlawrence.com Call Now: (845) 516-5123Is this the listing for you? We can help make it yours.(845) 516-5123


SaveAskTourHideMortgage Calculator
Monthly Payment (Est.)
Enter an interest rate to see your estimated monthly payment.Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.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.
SaveAskTourHideListing SnapshotPrice $699,900Days On Site 17 DaysBedrooms 5Inside Area (SqFt) 2,628 sqftTotal Baths 4Full Baths 3Partial Baths 1Lot Size 2.24 AcresYear Built 1869MLS Number 1059019Status ActiveProperty Tax $10,838HOA/Condo/Coop Fees N/ASq Ft Source N/AFriends & FamilyRecent Activity7 days ago Price changed to $699,900 7 days ago Listing updated with changes from the MLS 3 weeks ago Listing first seen on site
General FeaturesAcres 2.24Garage YesGarage Spaces 3Parking DetachedDrivewayGarageProperty Sub Type Single Family ResidenceSewer Septic TankStyle OtherUtilities Electricity ConnectedWater Source PrivateWellInterior FeaturesAppliances Gas RangeRefrigeratorBasement UnfinishedHeating BaseboardOilInterior Beamed CeilingsBuilt-in FeaturesEntrance FoyerKitchen IslandStorageAuxiliary Room Level - FirstDescription - LibraryBathroom 1 Level - FirstBathroom 3 Level - SecondBathroom 4 Level - ThirdBedroom 2 Level - SecondBedroom 3 Level - SecondBedroom 4 Level - SecondBedroom 5 Level - ThirdDining Room Level - FirstKitchen Level - FirstLiving Room Level - FirstPrimary Bathroom Level - SecondPrimary Bedroom Level - SecondSaveAskTourHideExterior FeaturesConstruction Details FrameOther Structures CabanaGarage(s)PergolaPool Features In GroundPrivatePrivate Pool YesCommunity FeaturesSchool District ArlingtonSchoolsSchool DistrictArlingtonElementary SchoolOverlook Primary SchoolMiddle SchoolUnion Vale Middle SchoolHigh SchoolArlington High School Listing courtesy of Houlihan Lawrence Inc. jamicucci@houlihanlawrence.com
Based on information submitted to the MLS GRID as of 2026-10-23 11:47 PM EDT.
All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied
Open House Information is subject to change without notice. All information should be independently reviewed
and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Neighborhood & CommuteSource: WalkscoreDisclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.SaveAskTourHide
5 Vail RoadPoughkeepsie, NY 12603




Mortgage Calculator
Monthly Payment (Est.)
Enter an interest rate to see your estimated monthly payment.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.
| 7 days ago | Price changed to $699,900 | |
| 7 days ago | Listing updated with changes from the MLS | |
| 3 weeks ago | Listing first seen on site |
Based on information submitted to the MLS GRID as of 2026-10-23 11:47 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
