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$2,390,000
45 Days On Site

55 Winterset Drive
Chatham, MA 02633

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
4,072
SqFt
$587
/SqFt
1970
Built
Subdivision:
Great Hill
County:
Barnstable
55 Winterset Drive55 Winterset Drive55 Winterset Drive55 Winterset Drive
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Monthly Payment (Est.)

$10,904
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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 which all leads to a stone patio with fire pit and custom built stone seating.. Close to Chatham Village, bike bath and Chatham beaches.

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Listing Snapshot
Price 
$2,390,000
Days On Site 
45 Days
Bedrooms 
4
Inside Area (SqFt) 
4,072 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
1.94 Acres
Year Built 
1970
MLS® Number 
73548377
Status 
Active
Property Tax 
$5,655
HOA/Condo/Coop Fees 
$6.25 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
2 months agoListing first seen on site
General Features
Acres 
1.94
Attached Garage 
Yes
Disclosures 
Home is being offered fully furnished if buyer preference.
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
PavedAttachedGarage Door OpenerGarage Faces SideOff StreetGarage
Parking Spaces 
14
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Private Sewer
SqFt Above 
3366
SqFt Below 
706
SqFt Total 
4072
Style 
CapeContemporary
Water Source 
Public
Zoning 
res
Interior Features
Appliances 
Gas Water HeaterOvenDishwasherMicrowaveRangeRefrigeratorWasherDryerWasher/Dryer
Basement 
FullFinishedWalk-Out AccessInterior Entry
Cooling 
Central AirDuctlessZoned
Electric 
200+ Amp Service
Fireplace 
Yes
Fireplace Features 
Family RoomLiving RoomBedroom
Fireplaces 
4
Flooring 
TileCarpetHardwood
Heating 
Natural GasBaseboardZoned
Interior 
Master DownstairsCathedral Ceiling(s)Ceiling Fan(s)Beamed CeilingsOpen FloorplanRecessed LightingWalk-In Closet(s)
Laundry Features 
Gas Dryer Hookup
Main Level Bedrooms 
1
Window Features 
Insulated Windows
Bathroom 1 
Level - First
Bathroom 2 
Level - First
Bathroom 3 
Level - Second
Bedroom 2 
Level - Second
Bedroom 3 
Level - Second
Bedroom 4 
Level - Basement
Dining Room 
Level - Main
Family Room 
Level - First
Kitchen 
Level - First
Living Room 
Level - Main
Master Bedroom 
Level - Main
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Exterior Features
Construction Details 
Frame
Exterior 
Outdoor GrillGas Grill
Lot Features 
Corner LotLandscaped
Patio And Porch 
DeckPatio
Roof 
Shingle
Windows/Doors 
Insulated Windows
Community Features
Association Dues 
75
Community Features 
Tennis Court(s)ParkGolf
HOA Fee Frequency 
Annually
Schools
School District
Unknown
Elementary School
Chatham
Middle School
Chatham
High School
Monomoy
Listing courtesy of Janet Stuart of Coldwell Banker Realty - Concord



The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords, and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Last checked 2026-08-26 01:48 PM UTC

Neighborhood & Commute
Source: Walkscore
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