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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.
Property Type(s):
Single Family
| Last Updated | 10/21/2026 | Tract | Highlands |
|---|---|---|---|
| Year Built | 2005 | Garage Spaces | 2.0 |
| County | Dutchess |
SCHOOLS
| Elementary School | Pawling Elementary School |
|---|---|
| Jr. High School | Pawling Middle School |
| High School | Pawling High School |
Additional Details
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| AMENITIES | Sewer, Snow Removal, Water |
| APPLIANCES | Cooktop, Dishwasher, Dryer, Refrigerator, Stainless Steel Appliance(s), Washer |
| BASEMENT | Full, Partially Finished |
| CONSTRUCTION | Frame, Vinyl Siding |
| FIREPLACE | Yes |
| GARAGE | Attached Garage, Yes |
| HEAT | Forced Air |
| HOA DUES | 423 |
| INTERIOR | Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Kitchen Island |
| LOT | 0.59 acre(s) |
| PARKING | Attached, Garage |
| POOL | Yes |
| POOL DESCRIPTION | Private |
| SEWER | Public Sewer |
| STYLE | Colonial |
| SUBDIVISION | Highlands |
| TAXES | 16943 |
| WATER | Shared Well |
Location
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Listed with X-Cap Realty LLC
Copyright 2026 Hudson Gateway Multiple Listing Service, Inc. All rights reserved.
The data relating to real estate for sale or lease on this web site comes in part from HGMLS. Real estate listings held by brokerage firms other than Suburban Realty are marked with the HGMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. Information deemed reliable but not guaranteed.
Date Last Updated: 10/22/26 7:24 AM PDT
This IDX solution is (c) Diverse Solutions 2026.
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