99 Uncle Alberts Drive Ext, Chatham, MA 02633 (MLS# 22503829)

99 Uncle Alberts Drive Ext, Chatham, MA 02633

$5,495,000
Property Type: Residential Bedrooms: 2 Baths: 3 Square Footage: 1,850 Lot Size (sq. ft.): 62,726 Status: Active
Current Price: $5,495,000 List Date: 10/21/2025 Last Modified: 4/13/2026

Overview

Description

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.

Listing Details MLS# 22503829

Contract Info

Original List Price
5900000
List Price/SqFt
2970.27

Legal and Taxes

Street #
99
Street Name
Uncle Alberts Drive Ext
County
Barnstable
Town
Chatham
Village
Chatham
State
MA
Zip Code
02633
Tax ID
12E-3-RC
Estimated Annual Taxes
Yes
Tax Year
2026
Building Assessments
2
Other Assessments
3
Total Assessment
6
Title Reference - Book
33886
Title Reference - Page
165
Lead Base Paint
No
Flood Ins Required
No
Mass Use Code
100 - Residential Property
Nitrogen Sensitive Area
Yes

General Property Info

Region
Lower Cape
School District
Monomoy
Zoning
R
Property Sub-Type
Single Family Residence
Year Built
2004
Renovated
No
Total Finished Space
1850
Additional Finished Space
1850
Additional SqFt Source
Owner
Total Rooms
7
Stories
2
Private Pool
No
Private Dock
No
Leased Land
No
Lot Size SqFt
62726
Lot Size Source
Estimated
Acres
1.44
Garage
Yes
# of Cars
2
Year Round
Yes
Bedrooms - Total
2
Baths - Full
2
Baths - Half
Yes
Baths - Total
3
Golf Course Front
No
Golf Course View
No
Waterfront
Yes
Water Body
Oyster Pond
Waterfront Type
Lake/Pond
Water Body Type
Salt
Water Access Type
Private
Waterview
Yes
Water Body View
Oyster Pond River
Waterview Type
Rivers
Property Includes Recording Devices
No
Basement
Yes

Convenient To

Convenient to Water Body 1
Oyster Pond
Convenient to Water Body 2
Hardings Beach
Bike Path
Yes
Cape Cod Rail Trail
Yes
Conservation Area
Yes
Golf Course
Yes
In Town Location
Yes
Marina
Yes
Public Tennis
Yes
Shopping
Yes

Sewer

Septic Tank
Title V Grade Level

DPR Eligibility

DPR Eligible
No

More Information

Remarks & Misc

Public Remarks
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.
Directions to Property
Rte 28 to Uncle Alberts Drive to end of cul-de-sac. Take right down private driveway. Appointment is required and no drive-bys please. Home is owner occupied.

Street Description

Private
Yes

Special Listing Cond

None
Yes

Location Description

South of Route 28
Yes

Lot Features

Easements
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
Off Street
Yes

Architectural Style

A-Frame
Yes

Garage Description

Attached
Yes
Direct Access
Yes
Under
Yes

Foundation Details

Concrete Perimeter
Yes
Poured
Yes

Floors

Hardwood
Yes
Tile
Yes

Roof Description

Asphalt
Yes

Siding Description

Shingle
Yes

Heating

Hot Water
Yes

Cooling

Heat Pump
Yes

Fuel Type

Oil
Yes

Water

Public
Yes

Hot Water

Water Heater
Yes

Hot Water Source

Electric
Yes

Exterior Features

Garden
Yes
Private Yard
Yes

Property Features

Street Description: Private Location Description: South of Route 28 Special Listing Cond: None Architectural Style: A-Frame Year Built Desc: Actual Basement Description: Finished; Full; Garage Access; Interior Access; Walk-Out Access Foundation Details: Concrete Perimeter; Poured Lot Features: Easements Garage Description: Attached; Direct Access; Under Parking Features: Driveway; Off Street Convenient To: Bike Path; Cape Cod Rail Trail; Conservation Area; Golf Course; In Town Location; Marina; Public Tennis; Shopping Floors: Hardwood; Tile Exterior Features: Garden; Private Yard Roof Description: Asphalt Siding Description: Shingle Heating: Hot Water Cooling: Heat Pump Fuel Type: Oil Water: Public Hot Water: Water Heater Hot Water Source: Electric
Listing Office: Compass
Listing Agent: Shane K Masaschi
IDX
Last Updated: April - 13 - 2026
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