99 Uncle Alberts Drive Ext Chatham — Photo 1 of 34
Recent Drop: $405,000
$5,495,000
99 Uncle Alberts Drive Ext, Chatham, MA 02633
Chatham, MA 02633
Beds
2
Baths
2.5
SqFt
1,850
Style
Single Family
Built
2004
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.
Key facts
It was listed on August 18, 2025. The price has come down from an original $5,900,000 to $5,495,000, most recently on January 9, 2026. It sits on a 1.44-acre (62,726 sq ft) lot.
Immersive Experience
No longer available to tour
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Chatham, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Water Heater
Geography
Property History
$5,495,000
Was $5,900,000
Jan 9, 2026
MLS® 73419421
$5,900,000
Aug 18, 2025
MLS® 73419421
Questions about this home
When was 99 Uncle Alberts Drive Ext, Chatham listed?
99 Uncle Alberts Drive Ext, Chatham was listed on August 18, 2025.
Has the price of 99 Uncle Alberts Drive Ext, Chatham changed?
The price has come down from an original $5,900,000 to $5,495,000, most recently on January 9, 2026.
How big is the lot at 99 Uncle Alberts Drive Ext, Chatham?
99 Uncle Alberts Drive Ext, Chatham sits on a 1.44-acre (62,726 sq ft) lot.
What is the status of 99 Uncle Alberts Drive Ext, Chatham?
99 Uncle Alberts Drive Ext, Chatham is under contract, and the MLS still lists it as active.
Population
4,512
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$85K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
15.9%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Barnstable County
505 housing units permitted in the last 12 months (-51% vs the prior 12 months) — 123 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 1,850 sq ft principal dwelling). Lot size: 62,726 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Shane Masaschi
Listing Office: Compass
MLS® Number: 73419421
No longer available to tour
