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15 Windy Hill Way

Chatham, MA 02633

5 beds
6 baths
5,620 sqft
~1 acre lot
$1,201 per sqft
2007 build
– on site

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.

Listing courtesy of MLSPIN / Timothy Bailey / John C. Ricotta & Associates, Inc.

Last checked: Checking… • Last updated Jun 13, 2025 •

MLS# 73379321 —

This home is listed in more than one place. See it here.

The Building

Year Built:

2007
Year Built Details:

Actual
Year Built Source:

Public Records
Architectural Style:

Shingle
Construction Materials:

Frame
Roof:

Wood
Basement:

Full
Foundation Details:

Concrete Perimeter
Exterior Features:

Deck
Window Features:

Insulated Windows
Patio And Porch Features:

Deck
Security Features:

Security System
Building Area Total:

5620
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Rooms Total:

13
Interior Features:

Bathroom - Full
Living Room Level:

First
Living Room Features:

Flooring - Wood
Kitchen Level:

First
Kitchen Features:

Bathroom - Half, Flooring - Wood, Window(s) - Bay/Bow/Box, Dining Area, Kitchen Island, Wet Bar, Exterior Access
Dining Room Level:

First
Dining Room Features:

Flooring - Wood
Family Room Level:

First
Family Room Features:

Flooring - Wood, Window(s) - Bay/Bow/Box, Balcony / Deck, Slider
Flooring:

Wood
Fireplace:

true
Fireplaces Total:

2
Fireplace Features:

Family Room
Laundry Features:

Flooring - Wood

Room Dimensions

Living Area:

5620
Living Area Source:

Public Record

Location

Directions:

Stage Harbor Road to Champlain Road to Windy Hill Way to #15 on left.
Latitude:

41.6694
Longitude:

-69.971268

The Property

Property Type:

Residential
Property Subtype:

Single Family Residence
Property Attached:

true
Lot Features:

Cleared
Lot Size Units:

Acres
Lot Size Area:

0.93
Lot Size SqFt:

40511
Lot Size Acres:

0.93
Zoning:

R40
Waterview:

No
Waterfront:

false
Waterfront Features:

Harbor
Farm Land Area Units:

Square Feet
Road Surface Type:

Paved

Listing Agent

Contact info:

Taxes

Tax Year:

2025
Tax Book Number:

N/A
Tax Annual Amount:

23421
Tax Assessed Value:

6749600

Beds

Bedrooms Total:

5
Master Bedroom Level:

Second
Master Bedroom Features:

Bathroom - Full, Closet, Flooring - Wood, Window(s) - Bay/Bow/Box, Balcony / Deck, Recessed Lighting, Slider
Bedroom 2 Level:

Second
Bedroom 2 Features:

Closet, Flooring - Wood
Bedroom 3 Level:

Second
Bedroom 3 Features:

Closet, Flooring - Wood
Bedroom 4 Level:

Second
Bedroom 4 Features:

Bathroom - Full, Closet, Flooring - Wood, Balcony / Deck
Bedroom 5 Level:

Second
Bedroom 5 Features:

Closet, Flooring - Wood

Baths

Total Baths:

5.5
Total Baths:

6
Full Baths:

5
Half Baths:

1

The Listing

Home Warranty:

false

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

for Gas Range
Sewer:

Inspection Required for Sale
Water Source:

Public

Appliances

Appliances:

Electric Water Heater

Schools

Elementary School:

Chatham
Middle Or Junior School:

Monomoy
High School:

Monomoy

The Community

Senior Community:

false
Community Features:

Pool
Spa:

true
Spa Features:

Private
Pool Private:

true
Pool Features:

In Ground
Association:

false

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

2
Carport:

false
Parking Total:

5
Parking Features:

Attached
Covered Spaces:

2
Open Parking:

true

Monthly cost estimate

Asking price

$6,750,000

Expense	Monthly cost
Mortgage	$36,144
Taxes	$1,951
Insurance	$1,856
Utilities	$323 See report
Total	$40,274/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Max Internet Speed

Xfinity

Provided by BroadbandNow®

Sale history

Date	Event	Source	Price	% Change
5/23/25 May 23, 2025	Listed / Active	MLSPIN	$6,750,000

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This house located in Lower Cape, Chatham 02633 is currently for sale for $6,750,000. 15 Windy Hill Way is a 5,620 square foot house with 5 beds and 6 baths that has been on Estately for 25 days. 15 Windy Hill Way is in the Lower Cape neighborhood of Chatham and has a WalkScore® of 5, making it car-dependent. This house is in the attendance area of Harwick Elementary School, Monomoy Regional Middle School, Monomoy Regional High School, and Chatham Elementary School.

Listing Courtesy of: MLSPIN and John C. Ricotta & Associates, Inc..

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) 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., Estately and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein. Users may not reproduce or redistribute the data found on this site. The data is for viewing purposes only. All information provided is deemed reliable but is not guaranteed by Estately or MLSPIN and should be independently verified.