John C. Ricotta and Associates Sales Home

15 WINDY HILL WAY, CHATHAM MA, 02633

$5,850,000

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Cape Cod MLS #22601111

Listing Agent: Timothy Bailey

GENERAL INFORMATION

Status: Price Change
Year Built: 2007
Total Rooms: 13
Full Bathrooms: 5
Bedrooms: 5
Half Bathrooms: 1
Waterview: No
To Beach: Private access to Stage Harbor mi.
Waterfront: No
Lot Size: 0.93 acres
Living Area: 5620 ft2
Price Change: 06/24/2026
Listing Date: 04/01/26 DOM: 144 days

Total Assessment: $6,596,800
Improvements Assessment: $5,070,200
Special Assessment: N/A
Annual Taxes: $23,421
Tax Year: 2026
Land Assessment: $55,700.00
Zoning: R40
Lead Paint: No
Flood Zone: N/A


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.

General Information:

VILLAGE: Chatham
STYLE: Single Family Residence
HEAT/COOLING: Forced Air, Natural Gas
GARAGE: YES
BASEMENT:
Basement Type:
Convenient To: Golf Course, In Town Location, Major Highway, Marina, Medical Facility, Public Tennis, School, Shopping, Convenient to WaterBody 1: Stage Harbor, Convenient to WaterBody 2: Oyster Pond, Convenient to WaterBody 3: Nantucket Sound
Association: Yes - fee includes

Exterior Features:

Exterior Features: Private Yard, Hot Tub, Outdoor Shower, Underground Sprinkler System
Pool: Y
Dock: N
Siding:
Roof: Wood, Pitched

Interior Features:

Fireplace: 2
Flooring: Carpet, Wood, Tile
Interior Features: Breakfast Nook, Central Vacuum, Recessed Lighting, Walk-In Closet(s), HU Cable TV, Kitchen Island
Equipment/Appliances: Range Hood, Refrigerator, Washer, Water Heater, Dishwasher, Gas Range

Mechanical Features:

Heating/Cooling: Forced Air, Natural Gas
Utilities:

15 WINDY HILL WAY CHATHAM MA 02633 Property Information Last Updated August 23, 2026 at 4:15:21 PM EDT.

 

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