221 Smith Clove Road
Highland Mills, NY, 10930 $ 1,395,000
Bedrooms4 Baths4.1 Sq 5,142 Monthly Estimate*
$ 8,589
for $1,395,000 with 4 bedrooms and 4 full baths, 1 half bath. This 5,142 square foot home was built in 2010 on a lot size of 6.5.
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 bedroom 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
See more
FeaturesInteriorInterior Amenities First Floor Bedroom 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 Kitche
Basement Finished Storage Space Unfinished
Total Fireplaces 1
Fireplace Features Wood Burning
Basement Features Finished Storage Space Unfinished
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 5
See more
GeneralSewer Septic Tank
Heating Propane
Cooling Central Air
Utilities Cable Connected Electricity Available Water Connected
Appliances Cooktop Dishwasher Dryer Gas Range Microwave Refrigerator Stainless Steel Appliance(s) Washer
Garage Spaces 3
Patio/Porch Features Patio
Architectural Style Colonial
Construction Materials Vinyl Siding
Year Built 2010
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 335809-218-000-0002-054.000-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Shed(s)
Total Rooms 12
Full Baths 4
High School Monroe-Woodbury High School
City Woodbury
Senior Community Y/N N
High School District Monroe-Woodbury
Carport Y/N N
Elementary School Smith Clove Elementary School
Property Attached Y/N N
Tax Annual Amount 26839.8
Middle/Junior High School Monroe-Woodbury Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Monroe-Woodbury
Elementary School District Monroe-Woodbury
Tax Assessed Value 301300
See more
ExteriorExterior Amenities Fire Pit Lighting
Parking Features Attached Driveway Garage Garage Door Opener Oversized Attached Driveway Garage Garage Door Opener Oversized
Water Source Public
Waterfront Y/N N
See more
* Excluded FeaturesList ByJamie AisenstatListing Agent
Affordability Calculator
- Monthly Principal & Interest
- $8,589
- Monthly Property Taxes
- $2,237
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Highland Mills, NY
Average List Price $655,757
Percent of Sale Price 53%
About Highland Mills, NY 8,958 Population
23% Since 2002
$ 123,089 Median Income
40.43 Median Age
38% Households with Children
Trends Information provided by ATTOM Data Solutions.
4101257 Elementary School
4099010 Middle School
Monroe-Woodbury High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 2/11/2026 | $1,395,000 | | Listed Price |