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Properties

  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
  • 15 Windy Hill Way, Chatham, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,5.5 BathroomsBathrooms,Residential,For Sale,Windy Hill Way,73495151
Property Description

This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham’s popular walking loop, just steps from Stage Harbor, public town landing and the Yacht Club. Ideal for entertaining or relaxing, it features a large deck, swimming pool and hot tub. Inside, hardwood floors and tall ceilings create a bright, open feel. The kitchen offers granite countertops, generous storage, and space for an 8-seat table by a picture window. The layout includes a family room with fireplace, living room with fireplace, and dining room. There is a finished basement with full bath adding flexibility and function. Upstairs are two ensuite bedrooms, plus three more bedrooms, two additional full baths and dedicated laundry room. You’ll also find an office nook and access to a rooftop deck/widow’s walk with water views. An attached two-car garage and deeded access to a quiet stretch of Stage Harbor Beach complete the home. Properties like this seldom come on the market.

Features
Swimming Pool:
In Ground
Heating System:
Central, Forced Air, Natural Gas
Cooling System:
Central Air
Basement:
Full, Finished, Walk-out Access, Interior Entry
Security:
Security System
Parking:
Stone/gravel, Attached, Garage Door Opener, Off Street, Driveway
Appliances:
Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Electric Water Heater, Water Heater, Wine Refrigerator
Construction:
Frame
Exterior Unit Features:
Screens, Deck, Patio, Porch, Pool - Inground, Outdoor Shower, Sprinkler System, Stone Wall, Rain Gutters, Storage, Outdoor Gas Grill Hookup
Flooring:
Tile, Wood, Carpet
Sewer:
Private Sewer
Style:
Cape, Shingle
Water:
Public
Garage Parking:
2
Interior Features:
Central Vacuum
Lead Paint:
Unknown
Laundry Features:
Washer Hookup, Electric Dryer Hookup
Road Type:
Paved
Additional Information
Area:
Chatham (village)
Grade School:
Chatham
High School:
Monomoy
Middle School:
Monomoy
Market Time:
5
Parking Spaces:
7
Tax Year:
2026
Status:
Active
Price Per Sqft:
$1,112
Zoning:
R40
Orig Price:
$6,250,000
Fireplaces:
2
Waterfront:
No
MlsStatus:
Active
Address Map
City:
Chatham
State:
MA
County:
Barnstable
Postal Code:
02633
Longitude:
W70° 1' 43.4''
Latitude:
N41° 40' 9.8''
  • Google Map

Residential

15 Windy Hill Way, Chatham, Massachusetts

5 Bedrooms
5.5 Total Bathrooms
5,620 Sqft
$6,250,000
Listing ID #73495151
Basic Details
Property Type :
Residential
Listing Type :
For Sale
Price :
$6,250,000
Bedrooms :
5
Rooms :
13
Total Bathrooms :
5.5
Full Bathrooms :
5
Half Bathrooms :
1
Square Footage :
5,620 Sqft
Year Built :
2007
Lot Area :
0.93 Acre
Listing ID :
73495151
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Agent info
Robb Enterprises
  • Stephen E. Robb
  • View website
  • 617-212-0251
  • srobb@robbenterprises.com

Contact Agent

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.

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