$6,250,000
15 Windy Hill Way
Chatham, MA, 02633
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.
Property Details
Price:
$6,250,000
MLS #:
73495151
Status:
Active
Beds:
5
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
chathamvillage
Listed Date:
Apr 1, 2026
Finished Sq Ft:
5,620
Total Sq Ft:
5,620
Lot Size:
40,510 sqft / 0.93 acres (approx)
Year Built:
2007
Schools
Elementary School:
Chatham
Middle School:
Monomoy
High School:
Monomoy
Interior
Above Grade Finished Area
4514
Appliances
Electric Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
1106
Cooling
Central Air
Fireplaces Total
2
Flooring
Wood, Tile, Carpet
Heating
Central, Forced Air, Natural Gas
Interior Features
Central Vacuum
Laundry Features
Electric Dryer Hookup, Washer Hookup
Exterior
Architectural Style
Cape, Shingle
Attached Garage YN
1
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Porch, Deck, Patio, Pool – Inground, Rain Gutters, Storage, Sprinkler System, Screens, Outdoor Shower, Stone Wall, Outdoor Gas Grill Hookup
Garage Spaces
2
Lot Features
Cleared, Level
Open Parking Spaces
5
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Off Street, Driveway, Stone/Gravel
Parking Spots
7
Parking Total
7
Patio And Porch Features
Porch, Deck, Patio
Roof
Wood
Security Features
Security System
Waterfront Features
Beach Access, Harbor, Ocean, Walk to, 1/10 to 3/10 To Beach, Beach Ownership(Private)
Window Features
Screens
Financial
Tax Year
2026
Taxes
$23,421
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Chatham as of May 04, 2026
50
Single Family Listed
107
Avg DOM
1,106
Avg $ / SqFt
$3,498,720
Avg List Price
Community
- Address15 Windy Hill Way Chatham MA
- CityChatham
- CountyBarnstable
- Zip Code02633
Subdivisions in Chatham
Similar Listings Nearby
Property Summary
- 15 Windy Hill Way Chatham MA is a Single Family for sale in Chatham, MA, 02633. It is listed for $6,250,000 and features 5 beds, 6 baths, and has approximately 5,620 square feet of living space, and was originally constructed in 2007. The current price per square foot is $1,112. The average price per square foot for Single Family listings in Chatham is $1,106. The average listing price for Single Family in Chatham is $3,498,720. To schedule a showing of MLS#73495151 at 15 Windy Hill Way in Chatham, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of John C. Ricotta & Associates, Inc.. 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.
15 Windy Hill Way
Chatham, MA