55 Winterset Drive Chatham, MA 02633
Listing Courtesy of: MLS LogoCCIMLS / Listed By: Janet Stuart, Coldwell Banker Realty

  55 Winterset Drive Chatham, MA 02633

Active (1 Days)
$2,390,000 (USD)
4
BED
4
BATH
4,066
SQFT

Description

Spectacular four bedroom home set on one of the largest lots in sought-after Great Hill Estates. With deeded rights to Lover's Lake for swimming, kayaking & fishing just a short path away. Located at the end of a quiet cul-de-sac, this home offers true privacy & views of nature at every turn. Dramatic cathedral ceilings, 4 fireplaces, open floor plan & wraparound deck with elevated views of the expansive property all perfect for entertaining and large family gatherings. The 1st floor has two large family rooms w/ soaring ceilings and floor to ceiling fireplaces, kitchen with granite and island open to a dining area, a primary suite with en-suite bath and laundry and a half bath. Upstairs is a second primary suite w/ fireplace and sitting area, an additional bedroom and a full bath. The walkout lower level has a bedroom, full bath, another washer/dryer and leads to a stone patio with fire pit. Close to Chatham Village, bike path and Chatham beaches. Possible subdivision opportunity.

MLS #:
22603375
Taxes
$5,655(2026)
Lot Size
1.94 acres
Type
Single-Family Home
Year Built
1970
Style
Contemporary, Cape Cod
School District
Monomoy
County
Barnstable County
Community
Great Hills

Listed By

Janet Stuart, Coldwell Banker Realty
Source
CCIMLS
Last checked Jul 13 2026 at 12:49 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 3
  • Half Bathroom: 1
Interior Features
  • Recessed Lighting
  • Laundry: Laundry Room
  • Gas Water Heater
  • Laundry: First Floor
Kitchen
  • Breakfast Bar
  • Kitchen Island
  • Recessed Lighting
  • Kitchen
Subdivision
  • Great Hills
Lot Information
  • Bike Path
  • Conservation Area
  • Near Golf Course
  • House of Worship
  • Major Highway
  • Marina
  • Medical Facility
  • Shopping
  • Cul-De-Sac
  • School
  • Public Tennis
  • Cape Cod Rail Trail
Property Features
  • Fireplace: 4
  • Foundation: Poured
Heating and Cooling
  • Hot Water
  • Central Air
Basement Information
  • Full
  • Finished
  • Interior Entry
Homeowners Association Information
  • Dues: $75/Annually
Flooring
  • Hardwood
  • Carpet
Exterior Features
  • Roof: Asphalt
  • Roof: Shingle
Utility Information
  • Sewer: Septic Tank
Garage
  • Garage
Parking
  • Basement
  • Total: 14
Stories
  • 3
Location
   
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Disclaimer: The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. This site was last updated 7/13/26 05:49. All properties are subject to prior sale, changes, or withdrawal.