$2,390,000
55 Winterset Drive, Chatham, MA 02633
4 bedrooms
3 Full Baths
1 Half Bath
4,066 Sq Ft
1.94 acres
2 Car Garage
MLS# 22603375 · Residential / (Single Family Residence)
Listed: 07/12/26 (listing data as of 09/4/26 at 7:23 pm)
Listed: 07/12/26 (listing data as of 09/4/26 at 7:23 pm)
- Open Floor Plan
- Primary Suite
- Cul-de-Sac
- Kayaking
- 1st Floor Primary Bedroom
- Central A/C
- 4 Fireplaces
- Renovated 2000
- 2-Car Garage
About This Property
Spectacular four bedroom home set on almost 2 acres in sought-after Great Hill Estates.With deeded rights to private 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, 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. Home is being offered fully furnished if desired.
Property Details
Property TypeResidential
(Single Family Residence)
(Single Family Residence)
StatusFor Sale
MLS Number22603375
Year Built1970
Annual Taxes$5,655 (2026)
Total Assessment$1,540,900
Square Footage4,066
Price/Sq Ft$588/sq ft
Additional Finished Space700 sqft
Lot Size1.94 acres
Total Rooms8
Bedrooms4
Full Baths3
Half Baths1
RenovatedYes
Year Renovated2000
Heat Source
Natural Gas
Add'l Heating
Forced Hot Water
Cooling A/C
Central Air
Association Fee
$75.00 (Annually)
Association Fee Includes
Beach Access
Garage Spaces2
Days on Market54
WaterfrontNo
Miles to Beach0 - .1
Fireplaces4
Lot Features
Corner Lot
Bedroom Details
Primary Bedroom
- First Floor
- Private Full Bath
- Laundry Areas
Bedroom 2
- Second Floor
- Office/Sitting Area
Bedroom 3
- Second Floor
Bedroom 4
- Basement Floor
Living Area Details
Living Room
- First Floor
- French Door
- Shared Half Bath
- Recessed Lighting
- Wood Flooring
- Cathedral Ceiling(s)
- Beamed Ceilings
Dining Room
- First Floor
- French Door
- Shared Half Bath
- Recessed Lighting
- Wood Flooring
Kitchen
- First Floor
- French Door
- Recessed Lighting
- Kitchen Island
- Wood Flooring
- Granite Counters
- Breakfast Bar
Laundry
- First Floor
Convenient To
- Bike Path
- Cape Cod Rail Trail
- Conservation Area
- Golf Course
- House of Worship
- Major Highway
- Marina
- Medical Facility
- Public Tennis
- School
- Shopping
- Convenient to Lovers Lake
- Convenient to Hardings Beach
Exterior Features
- Private Yard
Interior Features
- Central Vacuum
- Recessed Lighting
Location
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Listing Courtesy of: Janet Stuart / Coldwell Banker Realty
