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Sold for $1,075,000
  • $1,075,000

    221 Smith Clove Road, Highland Mills, NY 10930

    4beds
    5,142sqft
    Single Family Residence, Residential
    Built in 2010
    6.5 Acres Lot
    $1,074,700 Zestimate®
    $209/sqft
    $6,019 Estimated rent

    Home value

    $1,074,700

    $978,000 - $1.18M

    $6,019/mo

    Zestimate® history
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    What's special

    Second-floor laundrySweeping handcrafted staircaseSun-filled two-story foyerBeverage stationStriking floor-to-ceiling stone fireplaceStylish powder roomCustom cabinetry
    Introducing one of Highland Mills’ most impressive estates—an architectural statement set on 6.5 private acres in the Monroe–Woodbury School District. Built by a seasoned general contractor for his own family, this 5,140+ sq ft residence pairs exceptional craftsmanship with the scale and sophistication of a true luxury home. A sun-filled two-story foyer welcomes you with a sweeping handcrafted staircase and a dramatic Palladian window that frames the outdoors. The great room rises with towering ceilings and centers on a striking floor-to-ceiling stone fireplace, surrounded by oversized windows and multiple sets of Andersen doors that bathe the space in natural light. The kitchen is a standout—a 12' marble island, full-size Sub-Zero refrigerator and freezer, 8-burner Wolf range, beverage station, and custom cabinetry combine to create a space built for serious cooking and effortless entertaining. It flows seamlessly into the dining and living areas, creating an ideal environment for gatherings of any size. A first-floor flex space is conveniently located adjacent to a full bath and den with its own fireplace. This offers versatility for guests, multi-generational living, or a private office. Additional conveniences include a mudroom off the three-car garage and a stylish powder room. Upstairs, the primary suite provides a true retreat with tray ceilings, hardwood floors, and a spa bathroom featuring travertine tile, a jacuzzi tub, rain shower, and marble finishes. Three additional bedrooms, two well-appointed full baths, and a second-floor laundry complete the level. The home’s construction reflects quality at every turn: 2x6 Douglas fir framing, 12" concrete foundation, spray foam insulation, Buderus boiler, 300-amp underground electric, owned propane tank, central vacuum, built-in speakers, and automatic lighting throughout. Designed for efficiency, comfort, and longevity, this is a home engineered to outperform others in its class. Outside, a 20' x 25' bluestone patio overlooks two cleared acres with wooded surroundings—offering privacy, space for recreation, and the potential for future enhancements such as a pool or guest cottage. Located minutes from highways, trains, and Woodbury’s private lake, pool, and recreation complex, this property offers a rare blend of convenience, seclusion, and true custom construction. A standout luxury offering rarely available at this level in Orange County

    Zillow last checked:

    Listing updated:

    Listed by:

    Jamie Aisenstat 646-480-7665,

    Serhant LLC 646-480-7665,

    Jake Garay 914-772-2603,

    Serhant LLC

    Bought with:

    Oriona Nikaj, 10401377589

    Century 21 Realty Center

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 956130MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: Second
    Bedroom 2
    • Level: Second
    Bedroom 3
    • Level: Second
    Primary bathroom
    • Level: Second
    Bathroom 1
    • Level: First
    Bathroom 2
    • Level: Second
    Bathroom 3
    • Level: Second
    Bonus room
    • Description: den, office, family room
    • Level: First
    Family room
    • Level: First
    Kitchen
    • Level: First
    Laundry
    • Level: First
    Loft
    • Level: Second
    Heating
    • Propane
    Cooling
    • Central Air
    Appliances
    • Included: Cooktop, Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
    • Laundry: Washer/Dryer Hookup
    Features
    • Built-in Features, Cathedral Ceiling(s), Chefs Kitchen, Dry Bar, Eat-in Kitchen, Entrance Foyer, High Ceilings, Kitchen Island, Marble Counters, Natural Woodwork, Open Floorplan, Open Kitchen, Whole House Entertainment System
    • Basement: Storage Space
    • Attic: Full
    • Number of fireplaces: 2
    • Fireplace features: Wood Burning
    Interior area
    • Total structure area: 5,142
    • Total interior livable area: 5,142 sqft

    Property

    Parking
    • Total spaces: 3
    • Parking features: Attached, Driveway, Garage, Garage Door Opener, Oversized
    • Garage spaces: 3
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Patio
    • Exterior features: Fire Pit, Lighting
    Lot
    • Size: 6.5 Acres
    • Features: Back Yard, Cleared, Front Yard, Landscaped, Level, Near Golf Course, Near Public Transit, Near School, Near Shops
    • Residential vegetation: Partially Wooded
    Details
    • Additional structures: Shed(s)
    • Parcel number: 3358092180000002054.0000000
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence, Residential
    Materials
    • Vinyl Siding
    Condition
    • Year built: 2010

    Utilities & green energy

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

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Highland Mills

    Financial & listing details

    • Price per square foot: $209/sqft
    • Tax assessed value: $301,300
    • Annual tax amount: $26,839
    • Date on market: 2/11/2026
    • Cumulative days on market: 124 days
    • Listing agreement: Exclusive Right To Sell
    • Electric utility on property: Yes

    Price history

    DateEventPrice
    9/2/2026Sold$1,075,000-16.7%$209/sqft
    Source: OneKey® MLS as distributed by MLS GRID #956130 Report a problem
    6/16/2026Pending sale$1,290,000$251/sqft
    Source: OneKey® MLS as distributed by MLS GRID #956130 Report a problem
    4/7/2026Price change$1,290,000-7.5%$251/sqft
    Source: OneKey® MLS as distributed by MLS GRID #956130 Report a problem
    2/11/2026Listed for sale$1,395,000-0.3%$271/sqft
    Source: OneKey® MLS as distributed by MLS GRID #956130 Report a problem
    11/9/2025Listing removed$1,399,000$272/sqft
    Source: OneKey® MLS as distributed by MLS GRID #859312 Report a problem
    7/27/2025Price change$1,399,000-12.6%$272/sqft
    Source: OneKey® MLS as distributed by MLS GRID #859312 Report a problem
    5/8/2025Listed for sale$1,599,900$311/sqft
    Source: OneKey® MLS as distributed by MLS GRID #859312 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $301,300
    2024-- $301,300
    2023-- $301,300
    2022-- $301,300
    2021-- $301,300
    2020-- $301,300
    2019-- $301,300
    2018-- $301,300
    2017$24,073 $301,300
    2016-- $301,300
    2015-- $301,300
    2014-- $301,300
    2013-- $301,300 +49.2%
    2012-- $202,000 +50%
    2011-- $134,700 +241%
    2010-- $39,500
    2009-- $39,500
    2007-- $39,500
    Find assessor info on the county website

    Neighborhood: 10930

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Smith Clove Elementary School
    • Middle: Monroe-Woodbury Middle School
    • High: Monroe-Woodbury 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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    Estimated market value

    $1,074,700

    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value

    $1,074,700