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For sale
  • $900,000

    464 Union School Road, Middletown, NY 10941

    3beds
    4,090sqft
    Single Family Residence, Residential
    Built in 2001
    5.1 Acres Lot
    $-- Zestimate®
    $220/sqft
    $-- HOA

    What's special

    Nestled on a private 5.1-acre property, this custom contemporary Cape-style home offers the perfect balance of luxury, comfort, and natural beauty. Thoughtfully designed with refined finishes and exceptional living spaces, this residence creates an inviting retreat while still being close to the many attractions of the Hudson Valley. Step inside to discover a bright and spacious main level highlighted by 9+ foot ceilings, custom moldings, and hardwood floors with elegant inlay. The open kitchen features stainless steel appliances and flows seamlessly into a dining area and an inviting enclosed porch overlooking the backyard and pool. A separate formal dining room provides an ideal setting for gatherings and special occasions. The main level also offers three spacious bedrooms, including an impressive primary suite with a private en-suite bath, as well as the convenience of a laundry room on the same level. The home continues to impress with a finished walk-up studio, perfect for a home office, guest space, or creative studio. The full walkout lower level is designed for entertaining and everyday living, featuring a pool table area, a stylish full wet bar, a three-sided fireplace, an additional office, and a bath with laundry hookup. Outdoor living is equally exceptional. An oversized deck overlooks the beautifully landscaped grounds, where a heated in-ground saltwater pool with a slide and diving board are surrounded by professionally designed gardens, stone walls, and paver walkways, creating a private outdoor oasis. Additional highlights include a heated garage with an additional covered carport, a whole-house propane backup generator, and carefully maintained landscaping that enhances the home’s tranquil setting. Located in the Town of Crawford with a Middletown mailing address and within the Valley Central School District, this property offers privacy while remaining conveniently close to shopping, dining, recreation, and major commuter routes. A rare opportunity to own a beautifully crafted home on over five acres, combining contemporary style, thoughtful amenities, and a peaceful natural setting.
    23 days
    |
    2,016
    |
    87
    |

    Zillow last checked:

    Listing updated:

    Listing by:

    RE/MAX Benchmark Realty Group 845-565-0004,

    Colin Seitz 845-590-0680

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 974281MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Forced Air
      Cooling
      • Central Air, Ductless
      Appliances
      • Included: Cooktop, Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
      • Laundry: Washer/Dryer Hookup, In Hall, Laundry Room
      Features
      • First Floor Bedroom, First Floor Full Bath, Built-in Features, Chefs Kitchen, Crown Molding, Eat-in Kitchen, Formal Dining, Granite Counters, Open Kitchen, Primary Bathroom, Recessed Lighting, Tray Ceiling(s)
      • Basement: Finished,Full,Walk-Out Access
      • Attic: Finished,Storage
      • Number of fireplaces: 1
      • Fireplace features: Basement, Gas
      Interior area
      • Total structure area: 4,090
      • Total interior livable area: 4,090 sqft

      Property

      Parking
      • Total spaces: 10
      • Parking features: Driveway, Garage, Heated Garage
      • Garage spaces: 1
      • Carport spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Deck, Porch
      • Exterior features: Lighting, Mailbox
      • Has private pool: Yes
      • Pool features: Diving Board, Fenced, In Ground, Outdoor Pool, Pool Cover, Salt Water, Vinyl
      • Fencing: Partial
      • Has view: Yes
      • View description: Trees/Woods
      Lot
      • Size: 5.1 Acres
      Details
      • Parcel number: 3326000270000001067.1600000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence, Residential
      Condition
      • Year built: 2001

      Utilities & green energy

      • Sewer: Septic Tank
      • Utilities for property: Electricity Connected, Propane, Trash Collection Private

      Community & HOA

      Community
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Middletown

      Financial & listing details

      • Price per square foot: $220/sqft
      • Tax assessed value: $191,250
      • Annual tax amount: $17,486
      • Date on market: 4/3/2026
      • Cumulative days on market: 16 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

        DateEventPrice
        4/3/2026Listed for sale$900,000$220/sqft
        Source: OneKey® MLS as distributed by MLS GRID #974281 Report a problem
        8/5/2024Listing removed--
        Source: OneKey® MLS as distributed by MLS GRID #H6291215 Report a problem
        3/6/2024Listed for sale$900,000+140%$220/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6291215 Report a problem
        1/23/2017Listing removed$375,000$92/sqft
        Source: ERA Curasi Realty #4518713 Report a problem
        5/21/2016Pending sale$375,000$92/sqft
        Source: ERA Curasi Realty #4518713 Report a problem
        5/21/2016Listed for sale$375,000+2.7%$92/sqft
        Source: ERA Curasi Realty #4518713 Report a problem
        4/7/2016Sold$365,000-2.7%$89/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H4600918 Report a problem
        4/4/2016Pending sale$375,000$92/sqft
        Source: ERA Curasi Realty #4600918 Report a problem
        3/4/2016Listed for sale$375,000$92/sqft
        Source: ERA Curasi Realty #4600918 Report a problem
        2/11/2016Pending sale$375,000$92/sqft
        Source: ERA Curasi Realty #4600918 Report a problem
        6/19/2015Price change$375,000-2.6%$92/sqft
        Source: ERA Curasi Realty #4600918 Report a problem
        6/16/2015Price change$385,000-3.7%$94/sqft
        Source: ERA Curasi Realty #4600918 Report a problem
        4/30/2015Listed for sale$399,999+1076.5%$98/sqft
        Source: ERA Curasi Realty #4518713 Report a problem
        10/7/1998Sold$34,000$8/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $191,250
        2024-- $191,250
        2023-- $191,250
        2022-- $191,250
        2021-- $191,250
        2020-- $191,250 -6.3%
        2019-- $204,100
        2018-- $204,100
        2017$16,774 $204,100
        2016-- $204,100 +12.4%
        2015-- $181,600
        2014-- $181,600
        2013-- $181,600
        2012-- $181,600
        2011-- $181,600
        2010-- $181,600
        2009-- $181,600
        2007-- $181,600
        2006-- $181,600
        2005-- $181,600 +5.1%
        2004-- $172,800
        2002-- $172,800 +829%
        2001-- $18,600
        2000-- $18,600

        Find assessor info on the county website

        Monthly 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.

        Climate risks

        Neighborhood: 10941

        Getting around

        0 / 100
        Car-Dependent
        31 / 100
        Somewhat Bikeable

        Nearby schools

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

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

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