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: 1/09/2026

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.

More Information MLS# 22503829

Contract Info

List Price/SqFt: 2970.27 Status: Active Original List Price: 5900000 List Price: $5,495,000 Current Price: $5,495,000 List Date: 2025-08-07

Legal and Taxes

Town: Chatham Village: Chatham Estimated Annual Taxes: 1 Building Assessments: 2 Other Assessments: 3 Total Assessment: 6 Title Reference - Book: 33886 Title Reference - Page: 165 Flood Ins Required: No Lead Base Paint: No Mass Use Code: 100 - Residential Property Nitrogen Sensitive Area: Yes Street #: 99 Street Name: Uncle Alberts Drive Ext County: Barnstable State: MA Zip Code: 02633 Tax ID: 12E-3-RC Tax Year: 2025

General Property Info

Region: Lower Cape School District: Monomoy Zoning: R Property Sub-Type: Single Family Residence Renovated: No Stories: 2 Total Rooms: 7 Additional Finished Space: 1850 Additional SqFt Source: Owner Basement: Yes Baths - Half: 1 Private Dock: No Private Pool: No Lot Size SqFt: 62726 Leased Land: No Lot Size Source: Estimated Acres: 1.44 Garage: Yes # of Cars: 2 Year Round: Yes 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 Year Built: 2004 Total Finished Space: 1850 Bedrooms - Total: 2 Baths - Full: 2 Baths - Total: 3

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: 1

Special Listing Cond

None: 1

Location Description

South of Route 28: 1

Lot Features

Easements: 1 Views: 1

Year Built Desc

Actual: 1

Basement Description

Finished: 1 Full: 1 Garage Access: 1 Interior Access: 1 Walk-Out Access: 1

Parking Features

Driveway: 1 Off Street: 1

Architectural Style

A-Frame: 1

Garage Description

Attached: 1 Direct Access: 1 Under: 1

Foundation Details

Concrete Perimeter: 1 Poured: 1

Convenient To

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

Floors

Hardwood: 1 Tile: 1

Sewer

Septic Tank: Title V Grade Level

Roof Description

Asphalt: 1

Siding Description

Shingle: 1

Heating

Hot Water: 1

Cooling

Heat Pump: 1

Fuel Type

Oil: 1

Water

Public: 1

Hot Water

Water Heater: 1

Hot Water Source

Electric: 1

Exterior Features

Garden: 1 Private Yard: 1

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: January - 09 - 2026
All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS, Inc include the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS, Inc shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 02/14/2017. All properties are subject to prior sale, changes, or withdrawal. Copyright 2020© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved