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.

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Single Family Active

Price

$ 6,250,000

Bedrooms

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 23,421

Style

Cape Cod, Shingle

Lot Size

0.93

Year Built

2007

Town/City

Chatham

County/Region

Barnstable

MLS | Web ID

22601111

Features
General
Sewer Septic Tank
Cooling Central Air
Roof Pitched Wood
Appliances Dishwasher Washer Range Hood Refrigerator Gas Range Electric Dryer Electric Water Heater
Zoning R40
Garage Spaces 2
Patio/Porch Features Deck Porch Patio
Architectural Style Cape Cod Shingle
Pool Features Pool Cover Vinyl In Ground
Construction Materials Shingle Siding
Year Built 2007
Stories Count 2
Township Chatham
Property Subtype Single Family Residence
Tax Year 2026
Community Features Deeded Beach Rights
County Barnstable
New Construction false
Property Type Residential
HOA false
Attached Garage true
Garage Y/N true
Other Structures Pool House
Total Rooms 13
Full Baths 5
Status Active
Directions Stage Harbor Road to Champlain Road to Windy Hill Way #15.
City Chatham
Entry Location First Floor
High School District Monomoy
Lot Size Units Acres
Lot Size Square Feet 40473
Carport Y/N false
Spa Features Private Heated
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 23421
Home Warranty Y/N false
Property Condition Updated/Remodeled Actual
Building Area Units Square Feet
Primary Bedroom Level Second
Living Area Units Square Feet
Standard Status Active
Middle/Junior School District Monomoy
Elementary School District Monomoy
Tax Assessed Value 6596800
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Interior
Interior Amenities Recessed Lighting HU Cable TV
Basement Finished Interior Entry Full
Flooring Wood Carpet Tile
Total Fireplaces 2
Fireplace Features Gas
Kitchen Level First
Air Conditioning Y/N true
Heating Y/N true
Window Features Bay/Bow Windows
Fireplace Y/N true
Half Baths 1
Laundry Features Laundry Room Recessed Lighting Second Floor
Total Bedrooms 5
Entry Level 1
Living Room Level First
Main Level Bathrooms 1
Below Grade Finished Area Unit Type Square Feet
Kitchen Features Kitchen Breakfast Nook Built-in Features Kitchen Island Pantry Private Half Bath Recessed Lighting
Total Baths 6
Primary Bathroom Features Private Full Bath
Living Room Features Recessed Lighting Living Room
Bedroom 4 Features Bedroom 4 Balcony Closet Private Full Bath Recessed Lighting
Bedroom 3 Features Bedroom 3 Closet Recessed Lighting
Bedroom 2 Features Bedroom 2 Closet Recessed Lighting
Dining Room Features Recessed Lighting Dining Room
Kitchen Description Countertop(s): Granite Flooring: Wood
Primary Bedroom Features Balcony Recessed Lighting Closet
Dining Room Level First
Bedroom 4 Level Second
Bedroom 3 Level Second
Second Bedroom Level Second
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Exterior
Exterior Amenities Outdoor Shower
Fencing Partial
Parking Features Basement
Lot Features In Town Location School Medical Facility Major Highway Near Golf Course Shopping Public Tennis Marina Level
Total Parking 5
Lot Size Area 0.93
Foundation Details Poured
Spa true
Building Area Total 5620
Lot Size Acres 0.93
Road Surface Type Paved
Lot Size Source Assessor
Waterfront Y/N false
Road Frontage Type Private Road
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* Excluded Features
List By
Timothy P Bailey

Listing Agent

John C Ricotta & Assoc.

Broker

timbailey1@verizon.net

Email

Affordability Calculator

$40,434
Per Month
95%
5%
0%
Monthly Principal & Interest
$38,482
Monthly Property Taxes
$1,952
Monthly Home Insurance
--
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
4750209 Elementary School
4734083 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
4/1/2026$6,250,000 Listed Price

Map


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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