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For sale
  • Price cut: $23K (11/5)
    $975,000

    255 Howells Road, Middletown, NY 10940

    5beds
    4,200sqft
    Single Family Residence, Residential
    Built in 1821
    36.8 Acres Lot
    $-- Zestimate®
    $232/sqft
    $-- HOA

    What's special

    Array of versatile structuresNumerous updatesMultiple wellsSerene natural pondAdditional hay barn
    Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas complete the setting. The original 1821 Colonial estate serves as the main house, blending historic character with thoughtfully updated features throughout. The expansive grounds provide abundant opportunities for recreation, including horseback riding, farming, snowmobiling, four-wheeling, fishing, and more. With numerous updates and an array of versatile structures, this exceptional property offers a rare combination of privacy, history, and functionality. The land is also subdivisible, providing potential for future development. Amenities: Storage, multiple barns, natural pond, extensive acreage.
    64 days
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    511
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    31
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    Zillow last checked: 8 hours ago

    Listing updated: December 10, 2025 at 10:28am

    Listing by:

    Keller Williams Hudson Valley 845-610-6065,

    Jonathon Z. Lee 917-747-6688

    Source: OneKey® MLS,MLS#: 922246MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: First
    Primary bedroom
    • Level: Second
    Primary bathroom
    • Level: First
    Primary bathroom
    • Level: Second
    Bathroom 3
    • Level: Second
    Bathroom 4
    • Level: Second
    Bathroom 5
    • Level: Second
    Bonus room
    • Level: First
    Dining room
    • Level: First
    Family room
    • Level: First
    Kitchen
    • Level: First
    Laundry
    • Level: First
    Living room
    • Level: First
    Heating
    • Baseboard, Propane
    Cooling
    • Central Air
    Appliances
    • Included: Cooktop, Dishwasher, Dryer, Gas Cooktop, Gas Oven, Refrigerator, Washer
    • Laundry: Washer/Dryer Hookup, Gas Dryer Hookup, Inside, Laundry Room, Washer Hookup
    Features
    • First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Cathedral Ceiling(s), Eat-in Kitchen, His and Hers Closets, Recessed Lighting, Storage, Walk Through Kitchen
    • Flooring: Hardwood
    • Basement: Storage Space,Unfinished
    • Attic: Full
    • Number of fireplaces: 2
    • Fireplace features: Family Room, Living Room, Wood Burning
    Interior area
    • Total structure area: 4,200
    • Total interior livable area: 4,200 sqft

    Property

    Parking
    • Total spaces: 5
    • Parking features: Driveway, Garage, Private
    • Garage spaces: 5
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Has view: Yes
    • View description: Lake
    • Has water view: Yes
    • Water view: Lake
    • Waterfront features: Pond, Water Access
    Lot
    • Size: 36.8 Acres
    Details
    • Parcel number: 3352000210000001020.3120000
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial,Estate
    • Property subtype: Single Family Residence, Residential
    Materials
    • Foundation: Stone
    Condition
    • Year built: 1821

    Utilities & green energy

    • Sewer: Septic Tank
    • Utilities for property: Cable Available, Electricity Connected, Propane, Sewer Connected, Trash Collection Public, Water Connected

    Community & HOA

    Community
    • Security: Fire Alarm, Security Lights
    HOA
    • Has HOA: No
    Location
    • Region: Middletown

    Financial & listing details

    • Price per square foot: $232/sqft
    • Tax assessed value: $77,200
    • Annual tax amount: $10,690
    • Date on market: 10/8/2025
    • Cumulative days on market: 194 days
    • Listing agreement: Exclusive Right To Sell
    • Electric utility on property: Yes

    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    11/5/2025Price change$975,000-2.3%$232/sqft
    Source: OneKey® MLS #922246 Report a problem
    10/8/2025Listed for sale$998,000-0.2%$238/sqft
    Source: OneKey® MLS #922246 Report a problem
    10/7/2025Listing removed$999,900$238/sqft
    Source: OneKey® MLS #868726 Report a problem
    7/2/2025Price change$999,900-11.1%$238/sqft
    Source: OneKey® MLS #868726 Report a problem
    5/30/2025Listed for sale$1,125,000-8.2%$268/sqft
    Source: OneKey® MLS #868726 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2022-- $65,700
    2021-- $65,700
    2020-- $65,700

    Find assessor info on the county website

    BuyAbility℠ payment

    Estimated monthly payment
    All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
    HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
    Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
    See how much you could borrow to make a competitive offer.

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    Earn up to a 6% match & get a competitive APY with a *. Zillow has partnered with to help get you home faster.

    Learn more*Terms apply. Match provided by Foyer. Account offered by Pacific West Bank, Member FDIC.

    Climate risks

    Neighborhood: 10940

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Minisink Valley Elementary
    • Middle: Minisink Valley Middle School
    • High: Minisink Valley High School

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

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