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18 Chestnut Lane

Pawling, NY 12564 · Dutchess County

Beds
4
Baths
3
Sqft
3,277
Status
Active
On site
1 day

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About this home

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.

Listed with X-Cap Realty LLC · Joseph Matta · Source: OneKey MLS

One Key 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.

Estimate your monthly payment

Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and private mortgage insurance.

$5,679.47Total / mo

Estimated monthly payment

Principal & interest
$3,644.55(64.2%)
Taxes
$1,411.92(24.9%)
HOA
$423.00(7.4%)
Insurance
$200.00(3.5%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

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Market insights

The market around Pawling, NY

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.

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