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221 Smith Clove Road, 
Highland Mills, NY 10930

$1,395,000


4

Beds


5

Baths


5,142

Sq Ft


Single Family

Active

Listed by

Jamie Aisenstat

Jake Garay

Serhant LLC.

Last updated:

February 11, 2026, 04:38 PM

MLS#

956130

Source:

OneKey MLS

About This Home

221 Smith Clove Road

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

Home Facts

Single Family

5 Baths

4 Bedrooms

Built in 2010

Price Summary

1,395,000

$271 per Sq. Ft.

MLS #:

956130

Last Updated:

February 11, 2026, 04:38 PM

Added:

7 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

5

Full Bathrooms:

4

Interior

Living Area:

5,142 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

5,142 Sq. Ft.

Year Built:

2010


Lot

Lot Size (Sq. Ft):

283,140


Finances & Disclosures

Finances

Price:

$1,395,000

Price per Sq. Ft:

$271 per Sq. Ft.

Source:OneKey MLS
Copyright 2026 OneKey MLS. All rights reserved. Listings courtesy of OneKey MLS as distributed by MLS GRID . OneKey MLS provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. OneKey MLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of OneKey MLS.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.