15 Windy Hill Way Chatham, MA ^$ 6,250,000

15 Windy Hill Way

^$ 6,250,000

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15 Windy Hill Way

Chatham, MA, 02633

^$ 6,250,000

Bedrooms5 Baths5.1 Sq 5,620

Monthly Estimate*

^$ 38,482

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Single Family Home for sale in Chatham, MA

for $6,250,000 with 5 bedrooms and 5 full baths, 1 half bath. This 5,620 square foot home was built in 2007 on a lot size of 0.93.

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.

Single Family Active

Price

^$ 6,250,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 23,421

Style

Cape,Shingle

Lot Size

0.93

Year Built

2007

Town/City

Chatham

County/Region

Barnstable

MLS | Web ID

73495151

List By

Timothy Bailey

Listing Agent

John C. Ricotta & Associates, Inc.

Broker

Affordability Calculator

$40,434

Per Month

Monthly Principal & Interest: $38,482
Monthly Property Taxes: $1,952
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Chatham, MA

Average List Price ^$3,486,717

Percent of Sale Price 44%

About Chatham, MA

6,037 Population

-10% Since 2002

^$69,389 Median Income

60.04 Median Age

13% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
4/2/2026	$6,250,000		Listed Price

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15 Windy Hill Way, Chatham, MA, 02633 is a Single Family Home for sale at $6,250,000 with 5,620 sqft and a lot size of 0.93. 15 Windy Hill Way has 5 bedrooms, 5.1 baths, and was built in 2007. The property's zip code is 02633 which is in Chatham, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 4/3/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. 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, and the Images, 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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15 Windy Hill Way

Single Family Home for sale in Chatham, MA

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