Login

55 Winterset Drive, Chatham, MA 02633

Chatham
Local realty services provided by:CENTURY 21 North East
55 Winterset Drive,Chatham, MA 02633
$2,295,000
  • 4 Beds
  • 4 Baths
  • 4,066 sq. ft.
  • Single family
  • Active
Listed by: janet stuart
Office: coldwell banker realty
MLS#:22603375
Source:CAPECOD

Price summary

  • Price:$2,295,000
  • Price per sq. ft.:$564.44
  • Monthly HOA dues:$6.25

About this home

Renovated and expanded Contemporary Cape at the end of a cul-de-sac on just under two acres allows for a unique amount of privacy while being less than a five minute drive to Chatham Village, Chatham Lighthouse, the Chatham Bars Inn and all that Chatham has to offer. As part of Great Hill Estates, this home has deeded rights to Lover's Lake for swimming, kayaking and canoeing. This home offers large open spaces perfect for entertaining and large gatherings. The first floor has a family room with vaulted beamed ceiling and wood burning fireplace open to a kitchen with large island and dining area, another large living room with gas fireplace open to a wraparound deck for grilling, dining and enjoying the views of nature looking out over the property. Enjoy a first floor primary with ensuite bathroom including laundry and a half bath. Upstairs are two more bedrooms, one as a second primary bedroom with sitting area and fireplace, another bedroom, and a full bath. The lower level has a...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an independent agent affiliated with the CENTURY 21®  brand to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an independent agent affiliated with the CENTURY 21®  brand is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1970
  • Subdivision & Development:Great Hills
  • Listing ID #:22603375
  • Added:105 day(s) ago
  • Updated:October 26, 2026 at 01:23 AM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:4
  • Rooms Total:8
  • Basement Description:Finished, Full, Garage Access, Interior Access, Walk-Out Access
  • Living area:4,066 sq. ft.

Heating and cooling

  • Cooling:Central Air

Structure and exterior

  • Year built:1970
  • Building area:4,066 sq. ft.
  • Lot area:1.94 Acres
  • Lot Features:Corner Lot
  • Construction Materials:Shingle Siding

Finances and disclosures

  • Price:$2,295,000
  • Price per sq. ft.:$564.44
  • Tax amount:$5,655

Features and amenities

  • Amenities:Central Vacuum, Recessed Lighting

Parking

  • Parking description:Direct Access, Garage Door Opener, Off Street, Paved
  • Garage spaces:2
MLS LogoDisclaimer: 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 Coldwell Banker Realty include the name of the listing broker. Neither the listing company nor CENTURY 21 North East shall be responsible for any typographical errors, misinformation, 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. CAPECOD Member Broker: Jim D’Amico

New listings near 55 Winterset Drive