15 Windy Hill Way, Chatham, MA 02633 (MLS# 22601111)
15 Windy Hill Way, Chatham, MA 02633
$6,250,000
Property Type:
Residential
Bedrooms:
5
Baths:
6
Square Footage:
5,620
Lot Size (sq. ft.):
40,473
Status:
Active
Current Price:
$6,250,000
List Date:
4/01/2026
Last Modified:
4/08/2026
Overview
Description
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 Details MLS# 22601111
Contract Info
- Original List Price
- 6250000
- List Price/SqFt
- 1112.1
Legal and Taxes
- Street #
- 15
- Street Name
- Windy Hill
- Street Suffix
- Way
- County
- Barnstable
- Town
- Chatham
- Village
- Chatham
- State
- MA
- Zip Code
- 02633
- Tax ID
- CHAT M:12A B:004B L:C8
- Estimated Annual Taxes
- 23421
- Tax Year
- 2026
- Building Assessments
- 5070200
- Other Assessments
- 55700
- Total Assessment
- 6596800
- Land Court Cert #
- (178561)
- Underground Fuel Tank
- No
- Lead Base Paint
- No
- Asbestos
- No
- Flood Ins Required
- No
- Mass Use Code
- 101 - Residential, single family
- Nitrogen Sensitive Area
- Yes
General Property Info
- Region
- Lower Cape
- School District
- Monomoy
- Zoning
- R40
- Property Sub-Type
- Single Family Residence
- Year Built
- 2007
- Renovated
- Yes
- Year Renovated
- 2015
- Renovated Comments
- Finished Basement. New Furnace 2025
- Total Finished Space
- 5620
- Field Card SqFt
- 4514
- Additional Finished Space
- 1106
- Additional SqFt Source
- Public Records
- Total Rooms
- 13
- Stories
- 2
- Private Pool
- Yes
- Private Dock
- No
- Leased Land
- No
- Lot Size SqFt
- 40473
- Lot Size Source
- Assessor
- Acres
- 0.93
- Garage
- Yes
- # of Cars
- 2
- # of Parking Spaces
- 5
- Year Round
- Yes
- Bedrooms - Total
- 5
- Baths - Full
- 5
- Baths - Half
- Yes
- Baths - Total
- 6
- Golf Course Front
- No
- Golf Course View
- No
- Waterfront
- No
- Waterview
- No
- Miles to Beach
- .1 - .3
- Mi. to Beach Comments
- Private access to Stage Harbor
- Fireplace
- Yes
- # Fireplaces
- 2
- Warranty Available
- No
- Property Includes Recording Devices
- No
- Basement
- Yes
Baths Per Level
- Basement Baths
- Yes
- Baths - Level 1
- Yes
- Baths - Level 2
- 4
Convenient To
- Convenient to Water Body 1
- Stage Harbor
- Convenient to Water Body 2
- Oyster Pond
- Convenient to Water Body 3
- Nantucket Sound
- Golf Course
- Yes
- In Town Location
- Yes
- Major Highway
- Yes
- Marina
- Yes
- Medical Facility
- Yes
- Public Tennis
- Yes
- School
- Yes
- Shopping
- Yes
Primary Bedroom
- Primary Bedroom Level
- Second Floor
- Primary Bedroom
- Yes
- Balcony
- Yes
- Closet
- Yes
- Flooring
- Wood
- Private Full Bath
- Yes
- Recessed Lighting
- Yes
More Information
Bedroom 2
- Bedroom 2 Level
- Second Floor
- Flooring
- Wood
- Bedroom 2
- Yes
- Closet
- Yes
- Recessed Lighting
- Yes
Bedroom 3
- Bedroom 3 Level
- Second Floor
- Flooring
- Wood
- Bedroom 3
- Yes
- Closet
- Yes
- Recessed Lighting
- Yes
Bedroom 4
- Bedroom 4 Level
- Second Floor
- Flooring
- Wood
- Bedroom 4
- Yes
- Balcony
- Yes
- Closet
- Yes
- Private Full Bath
- Yes
- Recessed Lighting
- Yes
Foyer
- Foyer Level
- First Floor
- Flooring
- Wood
- Foyer
- Yes
- Recessed Lighting
- Yes
Laundry Room
- Laundry Room Level
- Second Floor
- Flooring
- Wood
- Laundry Room
- Yes
- Recessed Lighting
- Yes
Living Room
- Living Room Level
- First Floor
- Fireplace
- Gas
- Flooring
- Wood
- Living Room
- Yes
- Recessed Lighting
- Yes
Dining Room
- Dining Room Level
- First Floor
- Flooring
- Wood
- Dining Room
- Yes
- Bay/Bow Windows
- Yes
- Recessed Lighting
- Yes
Kitchen
- Kitchen Level
- First Floor
- Countertops
- Granite
- Flooring
- Wood
- Pantry
- Yes
- Kitchen
- Yes
- Breakfast Nook
- Yes
- Built-Ins
- Yes
- Kitchen Island
- Yes
- Private Half Bath
- Yes
- Recessed Lighting
- Yes
Other Room 1
- Room Type
- Bedroom 5
- Level
- Second Floor
Other Room 2
- Room Type
- Family Room
- Level
- First Floor
Other Room 3
- Room Type
- Family Room
- Level
- Basement
Other Room 4
- Room Type
- Home Office
- Level
- Second Floor
Sewer
- Septic Tank
- Title V Grade Level
DPR Eligibility
- DPR Eligible
- No
Remarks & Misc
- Public Remarks
- 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.
- Directions to Property
- Stage Harbor Road to Champlain Road to Windy Hill Way #15.
Street Description
- Paved
- Yes
- Private
- Yes
Special Listing Cond
- None
- Yes
Lot Features
- Gentle Sloping
- Yes
- Interior Lot
- Yes
- Level
- Yes
- Sloped
- Yes
- Views
- Yes
Year Built Desc
- Actual
- Yes
Basement Description
- Finished
- Yes
- Full
- Yes
- Garage Access
- Yes
- Interior Access
- Yes
- Walk-Out Access
- Yes
Parking Features
- Driveway
- Yes
- Gravel
- Yes
Architectural Style
- Cape Cod
- Yes
- Shingle
- Yes
Garage Description
- Attached
- Yes
- Direct Access
- Yes
- Garage Door Opener
- Yes
Neighborhood Amen
- Beach Access
- Yes
- Deeded Beach Rights
- Yes
Foundation Details
- Poured
- Yes
Floors
- Carpet
- Yes
- Tile
- Yes
- Wood
- Yes
Fencing
- Partial
- Yes
Roof Description
- Pitched
- Yes
- Wood
- Yes
Siding Description
- Shingle
- Yes
Heating
- Forced Air
- Yes
Cooling
- Central Air
- Yes
Fuel Type
- Natural Gas
- Yes
Water
- Public
- Yes
Hot Water
- Water Heater
- Yes
Hot Water Source
- Electric
- Yes
Other Structures
- Pool House
- Yes
Exterior Features
- Hot Tub
- Yes
- Outdoor Shower
- Yes
- Private Yard
- Yes
- Underground Sprinkler System
- Yes
Appliances
- Dishwasher
- Yes
- Electric Dryer
- Yes
- Gas Range
- Yes
- Range Hood
- Yes
- Refrigerator
- Yes
- Washer
- Yes
Interior Features
- Central Vacuum
- Yes
- Hot Tubs/Spa
- Yes
- HU Cable TV
- Yes
- Recessed Lighting
- Yes
- Walk-In Closet(s)
- Yes
Patio And Porch Features
- Deck
- Yes
- Patio
- Yes
- Porch
- Yes
Private Pool Description
- Covered
- Yes
- In Ground
- Yes
- Vinyl
- Yes
Property Features
Street Description:
Paved; Private
Special Listing Cond:
None
Architectural Style:
Cape Cod; Shingle
Year Built Desc:
Actual
Basement Description:
Finished; Full; Garage Access; Interior Access; Walk-Out Access
Foundation Details:
Poured
Lot Features:
Gentle Sloping; Interior Lot; Level; Sloped; Views
Neighborhood Amen:
Beach Access; Deeded Beach Rights
Garage Description:
Attached; Direct Access; Garage Door Opener
Parking Features:
Driveway; Gravel
Convenient To:
Golf Course; In Town Location; Major Highway; Marina; Medical Facility; Public Tennis; School; Shopping
Primary Bedroom:
Primary Bedroom; Balcony; Closet; Private Full Bath; Recessed Lighting
Bedroom 2:
Bedroom 2; Closet; Recessed Lighting
Bedroom 3:
Bedroom 3; Closet; Recessed Lighting
Bedroom 4:
Bedroom 4; Balcony; Closet; Private Full Bath; Recessed Lighting
Foyer:
Foyer; Recessed Lighting
Laundry Room:
Laundry Room; Recessed Lighting
Living Room:
Living Room; Recessed Lighting
Dining Room:
Dining Room; Bay/Bow Windows; Recessed Lighting
Kitchen:
Kitchen; Breakfast Nook; Built-Ins; Kitchen Island; Pantry; Private Half Bath; Recessed Lighting
Appliances:
Dishwasher; Electric Dryer; Gas Range; Range Hood; Refrigerator; Washer
Floors:
Carpet; Tile; Wood
Interior Features:
Central Vacuum; Hot Tubs/Spa; HU Cable TV; Recessed Lighting; Walk-In Closet(s)
Patio And Porch Features:
Deck; Patio; Porch
Private Pool Description:
Covered; In Ground; Vinyl
Other Structures:
Pool House
Exterior Features:
Hot Tub; Outdoor Shower; Private Yard; Underground Sprinkler System
Fencing:
Partial
Roof Description:
Pitched; Wood
Siding Description:
Shingle
Heating:
Forced Air
Cooling:
Central Air
Fuel Type:
Natural Gas
Water:
Public
Hot Water:
Water Heater
Hot Water Source:
Electric
Documents
Home Inspection Disclosure ›
Listing Office:
John C Ricotta & Assoc.
Listing Agent:
Timothy P Bailey
Last Updated: April - 08 - 2026
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