$5,850,000
-6.4% from original list of $6,250,000 · June 24, 2026
15 Windy Hill Way, Chatham, MA 02633
5 bedrooms
5 Full Baths
1 Half Bath
5,620 Sq Ft
0.93 acres
2 Car Garage
MLS# 22601111 · Residential / (Single Family Residence)
Listed: 04/01/26 (listing data as of 09/22/26 at 10:04 pm)
Listed: 04/01/26 (listing data as of 09/22/26 at 10:04 pm)
- Hardwood Floors
- 2-Car Garage
- Large Deck
- Private Pool
- Central A/C
- Deeded Beach Rights
- 2 Fireplaces
- Renovated 2015
- Outdoor Shower
About This Property
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
Property TypeResidential
(Single Family Residence)
(Single Family Residence)
StatusFor Sale
MLS Number22601111
Year Built2007
Annual Taxes$23,421 (2026)
Total Assessment$6,596,800
Square Footage5,620
Price/Sq Ft$1041/sq ft
Additional Finished Space1,106 sqft
Lot Size0.93 acres
Total Rooms13
Bedrooms5
Full Baths5
Half Baths1
RenovatedYes
Year Renovated2015
Heat Source
Forced Air, Natural Gas
Add'l Heating
Forced Air
Cooling A/C
Central Air
Garage Spaces2
Days on Market174
WaterfrontNo
Private PoolYes
Private Pool Description
Covered, In Ground, Vinyl
Miles to Beach.1 - .3
Fireplaces2
Lot Features
Gentle Sloping, Interior Lot, Level, Sloped, Views
Deeded Beach RightsYES
Bedroom Details
Primary Bedroom
- Second Floor
- Recessed Lighting
- Private Full Bath
- Wood Flooring
- Balcony
Bedroom 2
- Second Floor
- Recessed Lighting
- Wood Flooring
Bedroom 3
- Second Floor
- Recessed Lighting
- Wood Flooring
Bedroom 4
- Second Floor
- Recessed Lighting
- Private Full Bath
- Wood Flooring
- Balcony
Bedroom 5
- Second Floor
Living Area Details
Living Room
- First Floor
- Recessed Lighting
- Wood Flooring
- Gas Fireplace
Dining Room
- First Floor
- Recessed Lighting
- Wood Flooring
- Bay/Bow Windows
Kitchen
- First Floor
- Recessed Lighting
- Private Half Bath
- Pantry
- Kitchen Island
- Wood Flooring
- Granite Counters
- Built-in Features
- Breakfast Nook
Appliances
- Dishwasher
- Electric Dryer
- Gas Range
- Range Hood
- Refrigerator
- Washer
Foyer
- First Floor
- Recessed Lighting
- Wood Flooring
Office
- Second Floor
Laundry
- Second Floor
- Recessed Lighting
- Wood Flooring
Family Room
- Basement Floor
Convenient To
- Golf Course
- In Town Location
- Major Highway
- Marina
- Medical Facility
- Public Tennis
- School
- Shopping
- Convenient to Stage Harbor
- Convenient to Oyster Pond
- Convenient to Nantucket Sound
Exterior Features
- Hot Tub
- Outdoor Shower
- Private Yard
- Underground Sprinkler System
Interior Features
- Central Vacuum
- Hot Tubs/Spa
- HU Cable TV
- Recessed Lighting
- Walk-In Closet(s)
Location
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Listing Agent: Timothy P Bailey / John C. Ricotta & Associates
