Single Family
18 Chestnut Lane
Active · Pawling · Dutchess County, NY 12564
- Bedrooms
- 4 Beds
- Bathrooms
- 3 Baths
- Year built
- 2005
- Est. monthly taxes
- $1,411.92
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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.
Listing snapshot
- Days on site
- 9 days
- Listed on MLS
- Oct 22, 2026
- Full baths
- 3
- Half baths
- 0
- Annual property tax (MLS)
- $16,943
- Tax year
- 2026
- Association / maintenance fees (MLS)
- $423 / Monthly
- Fees include (MLS)
- Common Area Maintenance, Other, Sewer, Snow Removal, Water
- Listing brokerage
- X-Cap Realty LLC
- MLS ID
- KEY1063978
- Last updated
- Oct 24, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 2005
- Garage
- Yes
- Garage spaces
- 2
- Parking
- Attached, Garage
- Water source
- Shared Well
- Sewer
- Public Sewer
- Utilities
- Trash Collection Private
Interior features
- Basement
- Full, Partially Finished
- Heating
- Forced Air
- Cooling
- Central Air
- Interior
- Ceiling Fan(s), Chefs Kitchen, Eat-in Kitchen, Entrance Foyer, Formal Dining, Kitchen Island
- Appliances
- Cooktop, Dishwasher, Dryer, Refrigerator, Stainless Steel Appliance(s), Washer
- Flooring
- Hardwood
- Fireplace
- Yes
Exterior features
- Architectural style
- Colonial
- Construction materials
- Frame, Vinyl Siding
- Private pool
- Yes
Schools (MLS)
- Elementary school
- Pawling Elementary School
- Elementary school district
- Pawling
- Middle school
- Pawling Middle School
- Middle school district
- Pawling
- High school
- Pawling High School
- High school district
- Pawling
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- MLS status changed
- First seen on this site
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.