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99 Uncle Alberts Drive Ext Chatham MA 02633 MLS #22503829

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Experience a rare opportunity to own a prime waterfront property in one of Chatham’s most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future 4-bedroom main house w/swimming pool, allowing you to envision the next chapter of luxury living on Cape Cod. Whether you’re looking to enjoy the existing home w/separate post & beam garage w/power & water, or build your dream estate, the possibilities are truly remarkable. Additional to the expansive waterfront, this property boasts access to an adjacent cove down a winding 10-foot path. The current home features wood floors, a 2-car garage, office & generous outdoor living areas. An expansive deck provides the perfect vantage point to take in the ever-changing coastal scenery & sea breezes. Combining timeless Cape Cod charm with a vision for the future, 99 Uncle Alberts Dr is a one-of-a-kind offering on the waterfront, perfect for those seeking privacy & a truly iconic Chatham location.
Current real estate data for Single Family in Chatham as of Dec 20, 2025
50
Single Family Listed
129
Avg DOM
11,998
Avg $ / SqFt
$2,833,604
Avg List Price

Property Details

Price:
$5,900,000
MLS #:
22503829
Status:
Active
Beds:
2
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Aug 7, 2025
Finished Sq Ft:
1,850
Total Sq Ft:
1,850
Lot Size:
62,726 sqft / 1.44 acres (approx)
Year Built:
2004
WaterfrontMonomoyOyster Pond

Schools

School District:
Monomoy

Interior

Appliances
Electric Water Heater
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Flooring
Hardwood, Tile
Heating
Hot Water

Exterior

Architectural Style
A-Frame
Construction Materials
Shingle Siding
Exterior Features
Garden
Parking Features
Basement
Roof
Asphalt

Financial

Tax Year
2025
Taxes
$1

Map

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Community

Property Summary

    99 Uncle Alberts Drive Ext Chatham MA is a Single Family for sale in Chatham, MA, 02633. It is listed for $5,900,000 and features 2 beds, 3 baths, and has approximately 1,850 square feet of living space, and was originally constructed in 2004. The current price per square foot is $3,189. The average price per square foot for Single Family listings in Chatham is $11,998. The average listing price for Single Family in Chatham is $2,833,604. To schedule a showing of MLS#22503829 at 99 Uncle Alberts Drive Ext in Chatham, MA, contact your Nauset Management LLC. agent at 774.353.8668.

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As a lifelong resident of the outer Cape I was the third generation to pick up the mantel in the family construction business. In my early twenties, I called the Cape my home on weekends as I spent several years working for a variety of off-Cape commercial construction companies. My commercial site supervision resume includes two supermarkets, two HUD projects, a funeral home and a handful of steel industrial buildings as well as various restaurant and office remodels. Prior to striking out on m…

More About Jon
99 Uncle Alberts Drive Ext
Chatham, MA