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$5,495,000

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,850 Sq. Ft.
  • 1.44 Acres
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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.

Full Property Details for 99 Uncle Alberts Dr Ext

General

  • Price: $5,495,000
  • Taxes: $1 (2026)
  • Status: Active
  • Type: Single Family
  • Source: CCI
  • MLS ID: 22503829
  • Updated: 2/1/2026
  • Added to Site: 294 day(s) ago

Interior

  • Number of Rooms: 7
  • Appliances: Electric Water Heater
  • Flooring: Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2

Exterior

  • Exterior Features: Garden

Parking

  • Garage: Yes
  • Parking Features: Basement

Location

  • County: Barnstable
  • Driving Directions: 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.

Heating & Cooling

  • Heating Type: Hot Water

Utilities

  • Sewer: Septic Tank

Structural Information

  • Architectural Style: A-Frame
  • Construction: Shingle Siding
  • Exterior Const.: Shingle Siding
  • Basement Desc.: Finished, Interior Entry, Full
  • Roof: Asphalt
  • Stories/Levels: 2
  • Square Feet: 1,850
  • Sq. Ft. Source: Owner
  • Year Built: 2004
  • Property Condition: Actual

Lot Features

  • Lot Size (Acres): 1.44
  • Lot Size (Sq. Ft.): 62,726
  • Lot Size Source: Estimated
  • Frontage: Easement, Private Road
  • Zoning: R

Water Features

  • Water Front: Yes
  • Water View: Yes

Financial Considerations

  • Price Per Sq. Ft.: $2,970
  • Assessment Amount: $6
  • Land Assmt: $1
  • Tax Amount: $1
  • Tax Year: 2026

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 12E3RC

Listed by Compass, Shane K Masaschi

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Listing agent

— 99 Uncle Alberts Dr Ext —

  • Shane K Masaschi

    Compass

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 99 Uncle Alberts Dr Ext

School District:Monomoy Regional School District
NameGradesDistance
Monomoy Regional Middle School
425 Crowell Road, Chatham, MA 02633
5-70.6 mi
Chatham Elementary School
147 Depot Road, Chatham, MA 02633
PK-40.8 mi
Harwich Elementary School
263 South Street, Harwich, MA 02645
PK-45.6 mi
Monomoy Regional High School
75 Oak Street, Harwich, MA 02645
8-124.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 99 Uncle Alberts Dr Ext Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/09/2026
Price Reduced
$5,495,000
-6.86%
MLS
8/07/2025
Listed
$5,900,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Be ready to buy your new home!

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NMLS#: 1598647

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Listed by Compass, Shane K Masaschi

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99 Uncle Alberts Drive Ext, Chatham, MA 02633 (MLS# 22503829) is a Single Family property with 2 bedrooms, 2 full bathrooms and 1 partial bathroom. 99 Uncle Alberts Drive Ext is currently listed for $5,495,000 and was received on August 07, 2025. Want to learn more about 99 Uncle Alberts Drive Ext? Do you have questions about finding other Single Family real estate for sale in Chatham? You can browse all Chatham real estate or contact a Coldwell Banker agent to request more information.

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