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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 CCI / Timothy P Bailey / John C Ricotta & Assoc.

Last checked: Checking… • Last updated Jun 11, 2025 •

MLS# 22502496 —

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

The Building

Year Built:

2007
Year Built Effective:

2015
New Construction:

false
Construction Materials:

Shingle Siding
Roof:

Pitched
Foundation Details:

Poured
Entry Level:

1
Stories:

2
Basement:

Finished
Entry Location:

First Floor
Exterior Features:

Outdoor Shower
Window Features:

Bay/Bow Windows
Building Area Units:

Square Feet
Building Area Total:

5620
Below Grade Finished Area Units:

Square Feet

Interior

Interior Features:

Recessed Lighting
Living Room Level:

First
Kitchen Features:

Kitchen, Breakfast Nook, Built-in Features, Kitchen Island, Pantry, Private Half Bath, Recessed Lighting
Kitchen Description:

Countertop(s): Granite,Flooring: Wood
Rooms Total:

13
Living Room Features:

Recessed Lighting, Living Room
Kitchen Level:

First
Living Room Description:

Fireplace(s): Gas,Flooring: Wood
Dining Room Features:

Recessed Lighting, Dining Room
Dining Room Description:

Flooring: Wood
Dining Room Level:

First
Laundry Features:

Laundry Room
Fireplace:

true
Fireplaces Total:

1
Fireplace Features:

Gas
Flooring:

Wood

Room Dimensions

Living Area Units:

Square Feet

Location

Directions:

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

-69.971244, 41.669419
Latitude:

41.669419
Longitude:

-69.971244

The Property

Property Type:

Residential
Property Subtype:

Single Family Residence
Property Condition:

Updated/Remodeled
Property Attached:

false
Parcel Number:

12A4BC8
Lot Features:

In Town Location
Lot Size Acres:

0.93
Lot Size SqFt:

40511
Lot Size Area:

0.93
Lot Size Units:

Acres
Lot Size Source:

Assessor
Zoning:

R40
Waterfront:

false
Road Frontage Type:

Public
Road Surface Type:

Paved
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2025
Tax Annual Amount:

23421
Tax Assessed Value:

6749600

Beds

Bedrooms Total:

5
Master Bedroom Level:

Second
Master Bedroom Features:

Balcony, Recessed Lighting, Closet
Master Bedroom Description:

Flooring: Wood
Bedroom 2 Level:

Second
Bedroom 2 Features:

Bedroom 2, Closet, Recessed Lighting
Bedroom 2 Description:

Flooring: Wood
Bedroom 3 Level:

Second
Bedroom 3 Features:

Bedroom 3, Closet, Recessed Lighting
Bedroom 3 Description:

Flooring: Wood
Bedroom 4 Level:

Second
Bedroom 4 Features:

Bedroom 4, Balcony, Closet, Private Full Bath, Recessed Lighting
Bedroom 4 Description:

Flooring: Wood

Baths

Total Baths:

5.5
Total Baths:

6
Full Baths:

5
Half Baths:

1
Main Level Baths:

1
Master Bath Features:

Private Full Bath

The Listing

Home Warranty:

false

Heating & Cooling

Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Sewer:

Septic Tank

Appliances

Appliances:

Dishwasher

Schools

Elementary School District:

Monomoy
Middle Or Junior School District:

Monomoy
High School District:

Monomoy

The Community

Community Features:

Deeded Beach Rights
Association:

false
Pool Private:

true
Pool Features:

Pool Cover
Spa:

true
Spa Features:

Private

Parking

Parking Features:

Basement
Parking Total:

5
Garage:

true
Garage Spaces:

2
Attached Garage:

true
Carport:

false
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

Sale history

Date	Event	Source	Price	% Change
5/22/25 May 22, 2025	Listed / Active	CCI	$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 10, making it car-dependent. This house is in the attendance area of Monomoy Regional High School, Chatham Elementary School, Monomoy Regional Middle School, and Harwick Elementary School.

This site was last updated on 06/16/2025. All properties are subject to prior sale, changes, or withdrawal.