Active Under Contract
403 Days on market
99 Uncle Alberts Drive Ext Chatham — Photo 1 of 34

99 Uncle Alberts Drive Ext Chatham — Photo 1 of 34

Recent Drop: $405,000

$5,900,000
$5,495,000

$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.

Immersive Experience

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$2970/sqft
Local Avg (Chatham)$981/sqft
203% AboveMarket Average

* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Chatham, MA.

Property Details

Financials

Original Price$5,900,000
Annual Taxes$1

Parking

Garage3
Off-Street11

Interior Specifications

Total Rooms7
Fireplaces1
Flooring--
BasementFull, Finished, Walk-Out Access

Climate & Utilities

HeatingBaseboard
CoolingHeat Pump
WaterPublic
SewerInspection Required for Sale, Private Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningR

Property & Lot

Acres1.44
SqFt Lot62,726
Lot FeaturesCleared, Gentle Sloping

Amenities & Appliances

Water Heater

Geography

Property History

Price Drop
$5,495,000

Was $5,900,000

Jan 9, 2026

MLS® 73419421

Listed
$5,900,000

Aug 18, 2025

MLS® 73419421

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 Provided By

Listing Agent: Shane Masaschi

Listing Office: Kinlin Grover Compass

MLS® Number: 73419421

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