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Pending
$1,290,000
4beds
5,142sqft

221 Smith Clove Road, Highland Mills, NY 10930

4beds
5,142sqft
Single family residence, residential
Built in 2010
6.50 Acres
3 Garage spaces
$251 price/sqft

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

199 days
|
155
|
3
|
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 956130MLS Logo
Travel times

Living Room

Kitchen

Primary Bedroom

Zillow last checked:

Listing updated:

Listed by:

Serhant LLC 646-480-7665,

Jamie Aisenstat 646-480-7665,

Jake Garay 914-772-2603,

Serhant LLC

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: $251/sqft
  • Tax assessed value: $301,300
  • Annual tax amount: $26,839
  • Date on market: 2/11/2026
  • Cumulative days on market: 199 days
  • Listing agreement: Exclusive Right To Sell
  • Electric utility on property: Yes

Price history

DateEventPrice
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

Monthly payment

Estimated monthly payment$1,822
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.
See how much you could borrow to make a competitive offer.

Estimated market value

Not available

Estimated sales range

Not available

Not available

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 10930

Nearby schools

Smith Clove Elementary School
Grades K-11 miles
N/A
GreatSchools® Rating
Monroe Woodbury Middle School
Grades 6-82.2 miles
5/10
GreatSchools® Rating
Test Score Rating
5/10
Student Progress Rating
4/10
Monroe Woodbury High School
Grades 9-122 miles
6/10
GreatSchools® Rating
Test Score Rating
7/10
College Readiness Rating
5/10