Property Description
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.
18 Chestnut Lane | MLS# 1063978
This single family home located at 18 Chestnut Lane, Pawling, NY 12564 is currently listed for sale with an asking price of $739,900. This property was built in 2005 and has 4 bedrooms and 3 full baths with 3277 sq. ft. Chestnut Lane is located in the Highlands subdivision within the Pawling school district. Search Highlands real estate on robert-schneider.timberlandproperties.com today.
Gallery
Property Features
Property Type: Residential - Single Family
Basement: Yes
Basement: Full, Partially Finished
Cooling: Central Air
Garage: 2
Heating: Forced Air
Home Style: Colonial
Lot Size: 0.59 Acres
Taxes: $16,943
Year Built: 2005
Amenities
Ceiling Fan(s)
Chefs Kitchen
Eat-in Kitchen
Entrance Foyer
Formal Dining
Kitchen Island
Feature Descriptions
Appliances: Cooktop, Dishwasher, Dryer, Refrigerator, Stainless Steel Appliance(s), Washer
Association Amenities: Pool, Snow Removal, Tennis Court(s)
Association Fee: $423/Monthly
Association Fee Includes: Common Area Maintenance, Other, Sewer, Snow Removal, Water
Attic: Full, Pull Stairs
Days on Site: 2
Exterior: Frame, Vinyl Siding
Fireplace Y/N: Yes
Flooring: Hardwood
Formal Dining: Yes
GarageY/N: Yes
Laundry: Inside
On Market Date: 2026-10-22
Parcel Number: 134089-6956-01-057906-0000
Parking Features: Attached, Garage
Rental Term: Monthly
Rooms Total: 9
Sewer: Public Sewer
Swimming Pool: Yes
Utilities: Trash Collection Private
Water: Shared Well
Local Schools
High School: Pawling High School
Middle School: Pawling Middle School
Elementary School: Pawling Elementary School
School District: Pawling
TOUR THIS HOME
18 Chestnut Lane, Pawling, NY 12564
I will get in touch with you shortly.
Estimate Your Payment
Estimated Payment
$ 3,274.42 per month $1,646.70 Principal & Interest $1,411.92 Property Tax $215.80 Homeowner's InsuranceChange Payment Information
Demographics
Listed By / Shown By
Listing By
Agency Name: X-Cap Realty LLC
Agency Phone: 929-998-9227
Shown By
Agent Name: Robert J. Schneider
Agent Phone: Cell: (607) 386-8912
Agency Title: Timberland Properties
SHARE THIS HOME
![]()
![]()
![]()
![]()
18 Chestnut Lane, Pawling, NY 12564
Send an email with a link to
18 Chestnut Lane, Pawling, NY 12564.
Print This Listingx
Select a format below, new window will open and will prompt you to print.
Robert J. Schneider Licensed Associate Real Estate Broker
Cell: (607) 386-8912
Toll Free: (607) 547-1884
Main: (607) 652-2220
Office: (607) 652-2220
Voice Mail: (607) 547-1884
Email Me
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. 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.
All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless.
Privacy Policy / DMCA Notice / ADA Accessibility
This site is hosted, designed and copyright
© 1994 - 2026 by
Delta Media Group, Inc. -- Patent Pending --