$950,000
5 Bed • 4 Bath • 3,391 Sq. Ft.5 bd · 4 ba · 3,391 sqft
153 Shagbark Lane
Hopewell Junction, NY 12533
Listed with Epique Realty
$739,900
Est. $5,679/moPawling, NY 12564 · Dutchess County
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Welcome to 18 Chestnut Lane in the Highlands of Pawling! This four-bedroom, three-bath Colonial combines spacious interiors with a private in-ground pool and sought-after community amenities. Hardwood floors flow throughout the main level, featuring a formal dining room and an open kitchen with granite countertops, stainless steel appliances, a center island, and coffee bar. The deck overlooks the backyard and private in-ground Pool, creating an inviting setting for outdoor dining and entertaining. Upstairs, the primary suite offers a tray ceiling, walk-in closet, and private bath with dual sinks, alongside three additional bedrooms and a bonus room. The full walkout basement features high ceilings, full-size windows, and possibilities for a home gym or recreation space. An attached two-car garage adds everyday convenience. Enjoy access to the Highlands’ community pool, tennis courts, and pond for kayaking and fishing. Conveniently located near the Village of Pawling’s shops, restaurants, and Metro-North station, this home offers space, recreation, and connection to all Pawling has to offer. Water & Sewer included in HOA.
As reported by the listing office; verify enrollment with the district.
Listed with X-Cap Realty LLC · Joseph Matta · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Oct 23, 2026, 7:07 AM ET. ©2026 One Key MLS.
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Market insights
Current listings
New in the last 30 days
9
Oct 2026
Average price
Active listings
$1,407,343
Oct 2026
Average days on market
Active listings
218 days
Oct 2026
Computed from 51 active OneKey MLS listings in Pawling, NY.
$950,000
5 Bed • 4 Bath • 3,391 Sq. Ft.5 bd · 4 ba · 3,391 sqft
153 Shagbark Lane
Hopewell Junction, NY 12533
Listed with Epique Realty
$835,000
4 Bed • 4.5 Bath • 4,852 Sq. Ft.4 bd · 4.5 ba · 4,852 sqft
25 Reserve Way
Lagrangeville, NY 12540
Listed with Houlihan Lawrence Inc.
$579,999
3 Bed • 2.5 Bath • 2,350 Sq. Ft.3 bd · 2.5 ba · 2,350 sqft
256 Lime Ridge Road
Poughquag, NY 12570
Listed with BHHS Hudson Valley Properties