55 Winterset Drive, Chatham, MA 02633

Chatham
Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
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

Set up high on approximately 2 acres in Chatham's Great Hill, this sun-drenched, wonderfully renovated 4-bedroom, 3.5-bath home offers deeded rights to Lovers Lake for swimming, kayaking and canoeing, along with privacy, space, and convenient access to the best of Chatham. The property is set at the end of a quiet cul-de-sac with treetop views, a private natural setting, and wraparound decks. The first floor features two great rooms with beamed ceilings and fireplaces, an open kitchen with granite countertops, island seating and a large dining area, a half bath, plus a primary bedroom with en-suite full bath, laundry, and great closet space. Upstairs is a second primary bedroom with walk-in closet, fireplace and sitting area, an additional bedroom, and a full bath. The walkout lower level includes a good-sized fourth bedroom, full bath, full laundry, and access to a stone patio with gas fire pit and built-in stone seating. Hardwood floors, abundant windows and doors, central air...

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Home facts

  • Year built:1970
  • Subdivision & Development:Great Hills
  • Listing ID #:22603375
  • Added:68 day(s) ago
  • Updated:September 20, 2026 at 02:49 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 Better Homes and Gardens Real Estate The Shanahan Group 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.

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