55 Winterset Drive
1 / 45
For Sale

55 WINTERSET DRIVE

$2,390,000

55 Winterset Drive, Chatham

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.

Property Details

Bedrooms

4

Bathrooms

4

Square Feet

4,066

Property Type

Residential Property

Features

  • Type: Single Family Residence
  • Year Built: 1970
  • Heating: Hot Water
  • Cooling: Central Air
  • Parking: 2 Garage spaces
  • HOA: $75 annually
  • Lot: 1.94 Acres
  • Days on Zillow: 0
  • Price/sqft: $588

Gallery

55 Winterset Drive - Photo 1
55 Winterset Drive - Photo 2
55 Winterset Drive - Photo 3
55 Winterset Drive - Photo 4
55 Winterset Drive - Photo 5
55 Winterset Drive - Photo 6

Location

Loading map...

Listing Information

MLS ID:56774848

Ask Mark

Step 1 of 6: Request

What do you want?

By submitting this form, you agree to our privacy policy

All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than Sotheby's includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. Neither the listing firm nor Sotheby's shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

55 Winterset Drive, Chatham | $2,390,000