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About This Home

This 2-bedroom, 3-bathroom single family at 99 Uncle Alberts Drive Ext in Chatham, MA is listed for $5,495,000 ($2,970 per sqft). Built in 2004, the home offers 1,850 sqft of living space on a 1.44 acres lot.

Agent 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.

Key Features

  • Built in 2004
  • 1.44 acre lot
  • 2 stories
  • Waterfront

Property Details

2 stories
2 full, 1 half
2004

Amenities

WaterfrontViewHardwood

Monthly Cost Estimate

$29,388/mo

20% down · 6.5% · 30 years

Principal$3,974
Interest$23,812
Insurance$1,603

Estimates only. Actual payments may vary.

Location

99 Uncle Alberts Drive Ext

Chatham, MA 02633

Features & Amenities

Exterior Features

Private YardGarden

Property Details

Flooring

TileHardwood

Construction

Shingle Siding

Views

River

Parking

DrivewayOff Street

Heating

Oil

Appliances

Water Heater

Questions & Answers

This 2-bedroom, 3-bathroom single family at 99 Uncle Alberts Drive Ext is listed at $5,495,000 ($2,970/sqft). The estimated monthly payment is $23,812 based on 20% down at 6.5% interest.

Key features include: Built in 2004, 1.44 acre lot, 2 stories, Waterfront. Exterior Features: Private Yard, Garden.

This property is listed by Shane K Masaschi and can be reached at 5084002035 or shane.masaschi@compass.com.

SM

Shane K Masaschi

Agent at Compass

(508) 400-2035

Listed by Compass

MLS# 22503829· Source: listhub· Updated 246 days ago

Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

99 Uncle Alberts Drive Ext, Chatham, MA 02633

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