15 Windy Hill Way, Chatham MA 02633

Chatham, MA 02633 • Chatham (village)
$6,750,000
Est. $35,926/month
5
Beds
5.5
Baths
5,620
Sq Ft
$1,201
Price/Sq Ft
0.93
Acres
2007
Year Built
Single Family Residence
Type
125
Days on Market
Active Listed Sep 26, 2025 • MLS# 73379321

About this home

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.

Facts & Features

Property Overview

Property Type
Single Family Residence
Property Category
Residential
Year Built
2007
Bedrooms
5
Full Bathrooms
5
Half Bathrooms
1
Living Area
5,620 sq ft
Total Rooms
13

Interior Features

Flooring
Wood, Tile, Carpet, Flooring - Wall to Wall Carpet
Heating
Central, Forced Air
Has Heating
Yes
Cooling
Central Air
Has Cooling
Yes
Fireplace Features
Family Room, Living Room
Has Fireplace
Yes
Number of Fireplaces
2
Appliances
Electric Water Heater, Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer, Vacuum System
Interior Features
Bathroom - Full, Slider, Bonus Room, Central Vacuum, Internet Available - Unknown
Laundry Features
Flooring - Wood, Second Floor, Electric Dryer Hookup, Washer Hookup
Basement Details
Full, Finished, Walk-Out Access, Interior Entry, Garage Access
Window Features
Insulated Windows

Exterior & Structure

Construction Materials
Frame
Architectural Style
Shingle
Roof
Wood
Foundation
Concrete Perimeter
Exterior Features
Deck, Deck - Roof, Deck - Wood, Balcony, Pool - Inground, Rain Gutters, Hot Tub/Spa, Sprinkler System, Outdoor Gas Grill Hookup
Patio/Porch Features
Deck, Deck - Roof, Deck - Wood
Spa Features
Private
Has Spa
Yes
Pool Features
In Ground
Private Pool
Yes
Waterfront Features
Harbor, Sound, 0 to 1/10 Mile To Beach, Beach Ownership(Association,Deeded Rights)
Waterfront Property
No

Lot & Land

Lot Size
0.93 acres
Lot Size
40,511 sq ft
Lot Size Area
0.9300
Lot Features
Cleared
Road Surface Type
Paved

Parking & Garage

Garage Spaces
2
Has Garage
Yes
Attached Garage
Yes
Has Carport
No
Total Non-Garage Parking Spaces
5
Parking Features
Attached, Garage Door Opener, Off Street, Driveway, Stone/Gravel
Covered Parking Spaces
2

Utilities & Systems

Utilities Available
for Gas Range, for Electric Dryer, Washer Hookup, Outdoor Gas Grill Hookup
Water Source
Public
Sewer
Inspection Required for Sale, Private Sewer
Security Features
Security System

Community & HOA

Community Features
Pool
HOA
No
Senior Community
No

Financial & Tax Information

Annual Tax Amount
$23,421
Tax Year
2025
Tax Assessed Value
$6,749,600
Zoning
R40

Additional Details

Year Built Source
Public Records
Year Built Details
Actual
Attached Property
Yes

Location

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Neighborhood

Chatham (village)

15 Windy Hill Way, Chatham MA 02633

Chatham, MA 02633

Walkability

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Schools

Elementary School
Chatham
Rating information coming soon
Middle School
Monomoy
Rating information coming soon
High School
Monomoy
Rating information coming soon

Monthly Payment Calculator

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%
Estimated Monthly Payment $0

Payment Breakdown

Principal & Interest $0
Property Tax $1,952
Homeowners Insurance $200
PMI $0

Property History

Property Timeline

🏠
Listed for Sale
May 23, 2025
$6,750,000
Original listing

Price & Status History

Date Event Price Change
May 23, 2025 New Listing Added $6,750,000

Market Statistics

Days on Market
125 days
Price per Sq Ft
$1,201

Tax History

Year Taxes Assessment
2025 $23,421 $6,749,600

Financial Details

Annual Property Tax
$23,421
Tax Year 2025
Assessed Value
$6,749,600

Listing Information

Listing Agent Timothy Bailey
Listing Office John C. Ricotta & Associates, Inc.
Agent MLS ID CN228729
Office MLS ID AN4535

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