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$739,900
New Listing

18 Chestnut Lane
Pawling, NY 12564

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
3
Full Baths
3,277
SqFt
$226
/SqFt
2005
Built
Subdivision:
Highlands
County:
Dutchess
Listing courtesy of X-Cap Realty LLC Joematta.re@gmail.com
Call Now: 914-372-1404
Is this the listing for you? We can help make it yours.
914-372-1404
Upcoming Open Houses
Sat, Oct 24, 11:30 AM - 1:30 PM
18 Chestnut Lane18 Chestnut Lane18 Chestnut Lane18 Chestnut Lane
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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.

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Listing Snapshot
Price 
$739,900
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
3,277 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.59 Acres
Year Built 
2005
MLS Number 
1063978
Status 
Active
Property Tax 
$16,943
HOA/Condo/Coop Fees 
$423 monthly
Sq Ft Source 
N/A
Friends & Family
Recent Activity
15 hours agoStatus changed to Active
15 hours agoListing updated with changes from the MLS
20 hours agoListing first seen on site
General Features
Acres 
0.59
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
2
Parking 
AttachedGarage
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
Style 
Colonial
Water Source 
Shared Well
Interior Features
Appliances 
CooktopDishwasherDryerRefrigeratorStainless Steel Appliance(s)Washer
Basement 
FullPartially Finished
Cooling 
Central Air
Fireplace 
Yes
Flooring 
Hardwood
Heating 
Forced Air
Interior 
Ceiling Fan(s)Eat-in KitchenEntrance FoyerKitchen Island
Laundry Features 
Inside
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Exterior Features
Construction Details 
FrameVinyl Siding
Pool Features 
Private
Private Pool 
Yes
Community Features
Association Amenities 
PoolSnow RemovalTennis Court(s)
Association Fee 
$423.0
Association Fee Frequency 
Monthly
School District 
Pawling
Schools
School District
Pawling
Elementary School
Pawling Elementary School
Middle School
Pawling Middle School
High School
Pawling High School
Listing courtesy of X-Cap Realty LLC Joematta.re@gmail.com


Based on information submitted to the MLS GRID as of 2026-10-22 03:28 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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