15 Windy Hill Way, Chatham, MA 02633
Barnstable County
Key Facts
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.
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Style
Cape Cod / Shingle
Year Built
2007
Living Area
5,620 sq ft
Lot Size
0.93 acres
Garage Spaces
2
Parking Spaces
5
Zoning
R40
Days on Market
84
MLS® Listing#
22601111
Property Features
Interior
Exterior
Appliances
Cooling
Flooring
Fireplace
Basement
Pool
Parking
Laundry
Patio
Fencing
Lot Features
Construction
Roof
Windows
Other Structures
Sewer
Rooms
- Bedroom 2Second
- Bedroom 3Second
- Bedroom 4Second
- Dining RoomFirst
- KitchenFirst
- Living RoomFirst
- Master BedroomSecond
Financial Details
HOA
None
Annual Taxes
$23,421
Tax year 2026
Assessed Value
$6,596,800
Parcel Number
CHAT M:12A B:004B L:C8
Directions
Stage Harbor Road to Champlain Road to Windy Hill Way #15.
Affordability Calculator
$1,170,000
Estimated monthly payment
$31,136/mo
Principal $4,680,000 · Est. interest $6,529,016 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Chatham, MA
- $1,000,000
- Median Listing Price
- 83
- Median Days on Market
- 2,775
- Median Sq Ft
- $891
- Median Price / Sq Ft
- 103
- Active Listings
- This home’s price is 485% above the area median.
- Its price per sq ft is 17% above the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Chatham, MA.
Location
Map is currently unavailable for this location.
Points of Interest in Chatham, MA
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Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 222 Barcliff, Chatham, MA | $4,250,000 | 4 | 6 | 3,980 |
| 222 Barcliff Avenue, Chatham, MA | $4,250,000 | 4 | 6 | 3,980 |
| 335 Stage Island, Chatham, MA | $4,395,000 | 4 | 6 | 5,372 |
| 335 Stage Island Road, Chatham, MA | $4,395,000 | 4 | 6 | 5,372 |
| 38 Indian Trail, Chatham, MA | $4,495,000 | 4 | 4 | 4,967 |
| 38 Indian Trail, Chatham, MA | $4,495,000 | 4 | 4 | 4,967 |
Moving Cost Estimate
EXIT Agents in Chatham
Listing Courtesy: John C Ricotta & Assoc. - 5089455000
Presented by: Timothy P Bailey
Last Updated: 2026-04-01