There are certain neighborhoods on Cape Cod that people discover and immediately understand why so few homes are ever available.The kind of places where homes are thoughtfully sited on generous lots, mature landscaping softens the view from the road, and a quiet sense of permanence is immediately apparent. Places where ownership is often measured in decades rather than years, and where homes rarely come to market because they are quietly passed along through neighbors, friends, and family connections before the rest of the world ever knows they are available.Windward is one of those places.This coveted East Dennis enclave of custom McPhee-built homes has long been regarded as one of the area’s best-kept secrets. Tucked away just minutes from some of the Cape’s best beaches, Windward offers something increasingly difficult to find: privacy, space, and a level of understated elegance that never asks for attention yet quietly commands it.There are no gates here. None are needed.The winding roads, generous setbacks, meticulously maintained homes, and extraordinary pride of ownership create a feeling of exclusivity that is difficult to define but impossible to miss. It is a neighborhood for those who appreciate breathing room, who value quality over flash, and who understand that true luxury is often found in what isn’t crowded, hurried, or easily replicated.
Perhaps that is why so few homes ever become available. Once people find Windward, they tend to stay.
Set near the end of a gentle curve in the road, 9 Baker’s Pond enjoys one of Windward’s most desirable settings. A sweeping circular driveway welcomes you to this custom Cape, thoughtfully designed to embrace both privacy and natural light.
Inside, warm and inviting spaces include an eat-in kitchen with rich cherry cabinetry, a formal dining room ready for holidays and celebrations, and a comfortable living room centered around a handsome fireplace. The first-floor primary suite offers cathedral ceilings and a sense of retreat, while additional bedrooms and flexible living spaces provide room for family and guests.
And then comes the surprise.
Added by the current owners, the spectacular year-round sunroom was designed to do exactly what it does so beautifully–draw your eyes outward and showcase the extraordinary setting beyond. With soaring cathedral ceilings, shiplap detail overhead, and floor-to-ceiling windows that flood the space with natural light, it serves as both the heart of the home and a window into the remarkable oasis beyond.
From here, the entire scene unfolds.
What was completely hidden upon arrival reveals itself all at once–a private backyard oasis that feels more boutique resort than private residence.
A heated saltwater pool with a cascading waterfall and graceful arcing water jets creates a resort-like experience, while an expansive bluestone patio, colorful plantings, and impeccably maintained grounds provide the perfect backdrop for both grand entertaining and quiet relaxation.
The tiki hut cabana–with bar, refrigeration, television, and plenty of room for family and friends–invites spontaneous summer afternoons that effortlessly drift into evening. As landscape lighting begins to glow and the gardens settle into the soft light of dusk, it becomes easy to understand why so many treasured memories have been created here.
Perhaps the greatest luxury is that it is all just steps from your back door. A private retreat designed to be enjoyed whenever the mood strikes.
Some of the best moments of summer happen not at a destination, but at home. https://media.nausetmedia.com/sites/rgbdabmy/unbranded
Perhaps that is why so few homes ever become available. Once people find Windward, they tend to stay.
Set near the end of a gentle curve in the road, 9 Baker’s Pond enjoys one of Windward’s most desirable settings. A sweeping circular driveway welcomes you to this custom Cape, thoughtfully designed to embrace both privacy and natural light.
Inside, warm and inviting spaces include an eat-in kitchen with rich cherry cabinetry, a formal dining room ready for holidays and celebrations, and a comfortable living room centered around a handsome fireplace. The first-floor primary suite offers cathedral ceilings and a sense of retreat, while additional bedrooms and flexible living spaces provide room for family and guests.
And then comes the surprise.
Added by the current owners, the spectacular year-round sunroom was designed to do exactly what it does so beautifully–draw your eyes outward and showcase the extraordinary setting beyond. With soaring cathedral ceilings, shiplap detail overhead, and floor-to-ceiling windows that flood the space with natural light, it serves as both the heart of the home and a window into the remarkable oasis beyond.
From here, the entire scene unfolds.
What was completely hidden upon arrival reveals itself all at once–a private backyard oasis that feels more boutique resort than private residence.
A heated saltwater pool with a cascading waterfall and graceful arcing water jets creates a resort-like experience, while an expansive bluestone patio, colorful plantings, and impeccably maintained grounds provide the perfect backdrop for both grand entertaining and quiet relaxation.
The tiki hut cabana–with bar, refrigeration, television, and plenty of room for family and friends–invites spontaneous summer afternoons that effortlessly drift into evening. As landscape lighting begins to glow and the gardens settle into the soft light of dusk, it becomes easy to understand why so many treasured memories have been created here.
Perhaps the greatest luxury is that it is all just steps from your back door. A private retreat designed to be enjoyed whenever the mood strikes.
Some of the best moments of summer happen not at a destination, but at home. https://media.nausetmedia.com/sites/rgbdabmy/unbranded
Property Details
Price:
$1,749,900
MLS #:
22602498
Status:
Pending
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Windward
Listed Date:
May 27, 2026
Finished Sq Ft:
3,164
Total Sq Ft:
3,164
Lot Size:
23,087 sqft / 0.53 acres (approx)
Year Built:
2002
See this Listing
Schools
School District:
Dennis-Yarmouth
Interior
Appliances
Dishwasher, Washer, Refrigerator, Gas Range, Microwave, Electric Dryer, Gas Water Heater
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood, Tile
Interior Features
Recessed Lighting, Pantry, Mud Room, Linen Closet, HU Cable TV
Laundry Features
Laundry Room, First Floor
Exterior
Architectural Style
Cape Cod
Attached Garage YN
1
Construction Materials
Clapboard, Shingle Siding
Exterior Features
Outdoor Shower, Garden
Fencing
Fenced, Full
Garage Spaces
2
Lot Features
Bike Path, Near Golf Course, Cape Cod Rail Trail, Marina, Conservation Area, Level, Cleared, Wooded
Other Structures
Pool House
Parking Spots
8
Parking Total
8
Patio And Porch Features
Patio
Roof
Asphalt, Shingle, Pitched
Stories
2
Financial
Tax Year
2025
Taxes
$5,286
Map
Community
- Address9 Bakers Pond Road East Dennis MA
- SubdivisionWindward
- CityDennis
- CountyBarnstable
- Zip Code02641
Subdivisions in Dennis
Market Summary
Current real estate data for Single Family in Dennis as of Jun 15, 2026
107
Single Family Listed
68
Avg DOM
713
Avg $ / SqFt
$1,355,560
Avg List Price
Property Summary
- Located in the Windward subdivision, 9 Bakers Pond Road East Dennis MA is a Single Family for sale in Dennis, MA, 02641. It is listed for $1,749,900 and features 3 beds, 3 baths, and has approximately 3,164 square feet of living space, and was originally constructed in 2002. The current price per square foot is $553. The average price per square foot for Single Family listings in Dennis is $713. The average listing price for Single Family in Dennis is $1,355,560. To schedule a showing of MLS#22602498 at 9 Bakers Pond Road East in Dennis, MA, contact your Pleasant Bay Realty agent at (774) 209-1428.
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9 Bakers Pond Road East
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