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  • $760,000

    164 Vassar Road, Poughkeepsie, NY 12603

    3beds
    2,156sqft
    Single Family Residence
    Built in 1799
    1.7 Acres Lot
    $760,300 Zestimate®
    $353/sqft
    $3,561 Estimated rent

    Home value

    $760,300

    $707,000 - $814,000

    $3,561/mo

    Zestimate® history
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    What's special

    Steeped in history and transformed with impeccable taste, The 1799 House is where 18th-century craftsmanship meets modern elegance. Built in 1799 and thoughtfully restored, this historic gem in Dutchess County now pairs its historic soul with refined, design-forward living. Set on 1.7 private acres in the Town of Poughkeepsie with easy access to Metro-North, Amtrak, and a 90-minute drive to NYC, the home unfolds with the quiet confidence of a property where every choice is intentional. Just three miles from Vassar College — with its nationally recognized arboretum, historic architecture, and year-round cultural programming — it offers a rare blend of natural beauty and intellectual vibrancy. Its current stewards have layered in rich Farrow & Ball hues, curated lighting from Roll & Hill, Flos, and Fritz Hansen, and a harmonious palette of textures and materials that elevates every room. Original wide-plank floors, tall ceilings, and period fireplaces anchor the home in its heritage, while the flowing layout and bespoke finishes speak to modern sensibilities. The light-filled kitchen, with stainless steel appliances and a gas range, blends seamlessly with the home's character while offering modern function. The beautifully appointed dining and living rooms — each with newly refurbished gas fireplaces — are connected by a gracious center hall. Off the living room, a private office provides a quiet spot for working from home. Upstairs, the three bedrooms include a primary suite with ensuite bath and a private workout room that could also serve as a second home office. One bedroom is currently appointed as an inviting media room, anchored by a luxe RH sectional sofa paired with mid-century leather chairs. Outside, the grounds have been transformed into a private oasis. A saltwater, heated pool is framed by bluestone walls and a herringbone brick surround, with stone steps leading from the back patio — also in herringbone brick. The fully fenced backyard is bordered by abundant hydrangea, lily, and iris blooms, creating a lush seasonal backdrop. A terraced waterfall trickles down to a small pool stocked with goldfish, adding a tranquil note to the landscape. The property's story reaches back to the home's construction in 1799, when it stood as part of a larger rural holding in what would later become part of Poughkeepsie. By the mid-19th century, that land was acquired by John Roach, a pioneering shipbuilder and industrialist who rose from humble beginnings in Ireland to become the largest shipbuilder in the United States. His legacy — and his connection to this land — endure as part of the home's rich narrative. Today, Poughkeepsie is writing an exciting new chapter. It offers a rare mix of college-town vitality, peaceful neighborhoods, and proximity to New York City. The Urban Trail Project links parks, landmarks, and the Walkway Over the Hudson, the world's longest elevated pedestrian bridge. Nearby, Eastdale Village brings together dining, shopping, and community events in a walkable, thoughtfully planned setting, with restaurants, cafes, specialty shops, and gathering spots for markets and festivals. Developments such as the Hudson Heritage project and the new boutique Heartwood at Vassar hotel are further shaping the city's future. With ten million dollars in Downtown Revitalization Initiative funding fueling growth, Poughkeepsie is in the midst of a dynamic revival — making The 1799 House not only a beautiful place to live, but part of a thriving and evolving community. With updated systems, meticulous restoration, and a style that is both timeless and fresh, The 1799 House is equally suited as a full-time residence or weekend escape. Here, history is not only preserved, it is revitalized — much like the town it calls home. For those seeking a true turnkey property, the home can be offered with its curated furnishings and decor for an additional consideration.

    Zillow last checked: 8 hours ago

    Listing updated: December 12, 2025 at 12:30pm

    Listed by:

    Jennifer Enloe 917-776-4580,

    Four Seasons Sotheby's Int.

    Bought with:

    Jennifer Enloe, 10401369383

    Four Seasons Sotheby's Int.

    Anthony D'Amato, 10401389221

    BHHS HUDSON VALLEY PROP-L

    Source: HVCRMLS,MLS#: 20253795MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: Second
    Bedroom
    • Description: Currently designed as TV Room
    • Level: Second
    Bedroom
    • Level: Second
    Primary bathroom
    • Description: En suite
    • Level: Second
    Bathroom
    • Description: Guest Bathroom
    • Level: Second
    Other
    • Level: Main
    Other
    • Description: Pull down stairs
    • Level: Third
    Basement
    • Description: Unfinished
    • Level: Basement
    Dining room
    • Level: Main
    Exercise room
    • Description: Part of Primary Suite
    • Level: Second
    Living room
    • Level: Main
    Office
    • Level: Main
    Other
    • Description: Mudroom
    • Level: Main
    Heating
    • Central
    Cooling
    • Central Air
    Appliances
    • Included: Water Softener Owned, Washer/Dryer Stacked, Refrigerator, Ice Maker, Gas Range, Dishwasher
    • Laundry: In Bathroom
    Features
    • Bookcases, Built-in Features, Chandelier, Double Vanity, Eat-in Kitchen, Entrance Foyer, Granite Counters, High Ceilings, Recessed Lighting, Smart Thermostat
    • Flooring: Hardwood, See Remarks
    • Windows: Double Pane Windows
    • Basement: Full,Unfinished
    • Number of fireplaces: 2
    • Fireplace features: Dining Room, Gas Log, Living Room
    Interior area
    • Total structure area: 2,156
    • Total interior livable area: 2,156 sqft
    • Finished area above ground: 2,156
    • Finished area below ground: 0

    Property

    Parking
    • Parking features: Private, Driveway
    • Has uncovered spaces: Yes
    Features
    • Levels: Three Or More
    • Stories: 2
    • Patio & porch: Patio, Porch
    • Exterior features: Garden, Gas Grill, Smart Camera(s)/Recording
    • Pool features: Fenced, Gas Heat, In Ground, Outdoor Pool, Private, Salt Water
    • Fencing: Back Yard,Front Yard,Wood
    • Has view: Yes
    • View description: Garden, Neighborhood, Pool, Trees/Woods
    Lot
    • Size: 1.70 Acres
    • Features: Back Yard, Corner Lot, Garden, Landscaped, Wooded
    Details
    • Additional structures: Pergola
    • Parcel number: 1346896259014999380000
    • Zoning: R20
    • Zoning description: (210) 1 Family Res
    • Other equipment: Satellite Dish

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Clapboard, Frame, Stone
    • Foundation: Stone
    • Roof: Asphalt,Shingle
    Condition
    • Updated/Remodeled
    • New construction: No
    • Year built: 1799

    Utilities & green energy

    • Electric: 200+ Amp Service
    • Sewer: Septic Tank
    • Water: Public
    • Utilities for property: Electricity Connected, Natural Gas Connected, Water Connected

    Community & neighborhood

    Location
    • Region: Poughkeepsie

    Price history

    DateEventPrice
    12/12/2025Sold$760,000-4.4%$353/sqft
    Source: HVCRMLS #20253795
    11/1/2025Pending sale$795,000$369/sqft
    Source: OneKey® MLS #901651
    8/20/2025Listed for sale$795,000+95.1%$369/sqft
    Source: OneKey® MLS #901651
    11/2/2020Sold$407,500-3%$189/sqft
    Source: OneKey® MLS #H6056374
    10/13/2020Pending sale$419,900$195/sqft
    Source: C21 ALLIANCE REALTY GROUP WF #392784

    Public tax history

    YearProperty taxesTax assessment
    2024-- $500,000
    2023-- $500,000
    2022-- $500,000 +25%

    Find assessor info on the county website

    Neighborhood: Red Oaks Mill

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Vassar (K-3) & Kinry (4-6)

    Source: HVCRMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

    Sell for more on Zillow
    Get a free Zillow Showcase℠ listing and you could sell for .
    $760,300
    2% more+ $15,206
    With Zillow Showcase(estimated)
    $775,506