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15 Windy Hill Way, Chatham MA 02633

Chatham, MA 02633 • Chatham (village)
$6,250,000
Est. $33,755/month
5
Beds
5.5
Baths
5,620
Sq Ft
$1,112
Price/Sq Ft
0.93
Acres
2007
Year Built
4 hours 16 minutes
Time on Market
Active Listed Apr 2, 2026 • MLS# 73495151 Copied!

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.

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Property Overview

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

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 2007
Living Area 5,620 sq ft
Lot Size 0.93 acres
Bedrooms 5
Full Baths 5
Half Baths 1
Total Rooms 13

Interior

Heating Central, Forced Air, Natural Gas
Cooling Central Air
Flooring Wood, Tile, Carpet
Appliances Electric Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator
Fireplace None
Fireplaces 2
Basement Full, Finished, Walk-out Access, Interior Entry
Laundry Electric Dryer Hookup, Washer Hookup
Features Central Vacuum

Exterior

Construction Frame
Architecture Cape, Shingle
Roof Wood
Features Porch, Deck, Patio, Pool - Inground, Rain Gutters, Storage, Sprinkler System, Screens, Outdoor Shower, Stone Wall, Outdoor Gas Grill Hookup
Pool In Ground
Spa None
Fencing None
Patio/Porch Porch, Deck, Patio

Parking

Garage Spaces 2
Has Garage Yes
Features Attached, Garage Door Opener, Off Street, Driveway, Stone/gravel
Total Spaces 7

Utilities

Electric None
Water Public
Sewer Private Sewer
Gas None
Other For Gas Range, For Gas Oven, For Electric Dryer, Washer Hookup, Outdoor Gas Grill Hookup

Financial

Annual Tax $23,421
Assessed Value $6,596,800

Interior Features

Flooring: Wood, Tile, Carpet
Appliances: Electric Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator
Interior Features: Central Vacuum
Windows: Screens
Basement: Full, Finished, Walk-Out Access, Interior Entry
Laundry: Electric Dryer Hookup, Washer Hookup
Security: Security System

Construction & Materials

Style: Cape, Shingle
Year Built: 2007
Structure Type:
Exterior Materials: Frame
Roof: Wood
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Central, Forced Air, Natural Gas
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch, Deck, Patio, Pool - Inground, Rain Gutters, Storage, Sprinkler System, Screens, Outdoor Shower, Stone Wall, Outdoor Gas Grill Hookup
Patio & Porch: Porch, Deck, Patio
Fencing:
Other Structures:
Lot Features: Cleared, Level
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 7
Parking Features: Attached, Garage Door Opener, Off Street, Driveway, Stone/Gravel

Special Features

Fireplaces: 2
Fireplace Type:
Pool: Private Pool
Pool Features: In Ground
Community Amenities:

Location

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Neighborhood

Chatham (village)

15 Windy Hill Way, Chatham MA 02633

Chatham, MA 02633

Walkability

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Nearby Schools

School District
Monomoy Regional School District local
C+
School Safety 2024-25
3.5% Above Average
2.8% Suspensions 1.5% In-School 0.7% Emergency
2.0% below state avg
E

Elementary Schools

1 school
B+
Chatham Elementary School
1.3 mi | #311 of 824 | Score: 50.4
Dropped 108 spots from last year
-7.8 below state avg
146 students Diverse
Grades PK-04
M

Middle Schools

1 school
B+
Monomoy Regional Middle School
1.7 mi | #117 of 352 | Score: 47.5
Dropped 36 spots from last year
-10.7 below state avg
395 students Moderate
Grades 05-07
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,952
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
Apr 2, 2026
$6,250,000
Original listing
Agent: Timothy Bailey Office: John C. Ricotta & Associates, Inc.

Price & Status History

Date Event Price Change
Apr 2, 2026 New Listing Added $6,250,000

Market Statistics

Time on Market
4 hours 16 minutes
Price per Sq Ft
$1,112

Tax History

Year Taxes Assessment
2026 $23,421 $6,596,800

Financial Details

Annual Property Tax
$23,421
Tax Year 2026
Assessed Value
$6,596,800

Listing Information

Listing Agent Timothy Bailey
Listing Office John C. Ricotta & Associates, Inc.
Agent MLS ID CN228729
Office MLS ID AN4535
Listing Data Updated Apr 2, 2026 10:34 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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