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55 Winterset Drive, Chatham, MA 02633

Chatham
Local realty services provided by:CENTURY 21 Custom Home Realty
55 Winterset Drive,Chatham, MA 02633
$2,390,000
  • 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:$2,390,000
  • Price per sq. ft.:$587.8
  • Monthly HOA dues:$6.25

About this home

Spectacular four bedroom home set on almost two acres in sought-after Great Hill. Enjoy breezy nights and summer days with deeded rights to Lovers Lake perfect for swimming, kayaking and fishing. Located at the end of a quiet cul-de-sac, this home offers privacy and views of nature at every turn. Dramatic cathedral ceilings, four fireplaces, open floor plan and wraparound decks with elevated views of the expansive property, all perfect for entertaining and large family gatherings. The first floor has two large great rooms with soaring beamed ceilings and floor-to-ceiling fireplaces, a large kitchen with granite and island with seating open to a dining area, a primary suite with en-suite full bathroom with washer dryer and lots of closets, and a half bath. Upstairs is a second primary bedroom with walk-in closet, its own fireplace and sitting area, an additional bedroom, and a full bath. The walkout lower level has a bedroom with full windows, a full bath, and another washer/dryer...

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Home facts

  • Year built:1970
  • Subdivision & Development:Great Hills
  • Listing ID #:22603375
  • Added:59 day(s) ago
  • Updated:September 10, 2026 at 03:04 PM

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:$2,390,000
  • Price per sq. ft.:$587.8
  • 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 Custom Home Realty 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: Deborah Flanagan

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