15 Windy Hill Way
Chatham, MA, 02633
$6,750,000
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.
Current real estate data for Single Family in Chatham as of Jun 26, 2025
77
Single Family Listed
126
Avg DOM
$2,897,469
Avg List Price
Property Details
Price:
$6,750,000
MLS #:
22502496
Status:
Active
Beds:
5
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
May 22, 2025
Total Sq Ft:
5,620
Lot Size:
40,511 sqft / 0.93 acres (approx)
Year Built:
2007
Schools
School District:
Monomoy
Interior
Appliances
Dishwasher, Washer, Refrigerator, Electric Water Heater
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
1
Flooring
Wood, Carpet, Tile
Laundry Features
Laundry Room, Recessed Lighting, Second Floor
Exterior
Community Features
Deeded Beach Rights
Construction Materials
Shingle Siding
Exterior Features
Outdoor Shower
Parking Features
Basement
Parking Spots
5
Roof
Pitched, Wood
Financial
Tax Year
2025
Taxes
$23,421
Map
Contact Us
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Community
- Address15 Windy Hill Way Chatham MA
- CityChatham
- CountyBarnstable
- Zip Code02633
Subdivisions in Chatham
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Property Summary
- 15 Windy Hill Way Chatham MA is a Single Family for sale in Chatham, MA, 02633. It is listed for $6,750,000 and features 5 beds, 6 baths, and has approximately 0 square feet of living space, and was originally constructed in 2007. The average listing price for Single Family in Chatham is $2,897,469. To schedule a showing of MLS#22502496 at 15 Windy Hill Way in Chatham, MA, contact your Thomas D Brown R E Associates agent at 508-487-1112.
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Raised in Orleans and now a resident of Truro, Lucy is extremely familiar with life on the Outer Cape. She is experienced in real estate sales on Cape Cod and has been involved in construction, development and real estate for over thirty-five years here on the Outer Cape. She presently handles all facets of marketing for both Brown Associates and Cape Vacation Rentals. Degree in Sales & Marketing; formerly associated with Nickerson Realty Corp. where she handled all phases of land development, a…
More About Lucy15 Windy Hill Way
Chatham, MA
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