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For sale
  • $5,900,000

    99 Uncle Alberts Drive Ext, Chatham, MA 02633

    2beds
    1,850sqft
    : 
    Single Family Residence
    Built in 2004
    1.44 Acres Lot
    $-- Zestimate®
    $3,189/sqft
    $-- HOA

    What's special

    Prime waterfront propertyExpansive waterfrontExpansive deckCommanding panoramic viewsWood floors
    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.
    148 days
    |
    892
    |
    17
    |

    Zillow last checked: 8 hours ago

    Listing updated: November 23, 2025 at 06:01pm

    Listed by:

    Shane K Masaschi 508-400-2035,

    Compass

    Source: CCIMLS,MLS#: 22503829MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Heating
    • Hot Water
    Cooling
    • Has cooling: Yes
    Appliances
    • Included: Electric Water Heater
    Features
    • Flooring: Hardwood, Tile
    • Basement: Finished,Interior Entry,Full
    • Has fireplace: No
    Interior area
    • Total structure area: 1,850
    • Total interior livable area: 1,850 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Basement
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Stories: 2
    • Exterior features: Garden
    • Has view: Yes
    • Has water view: Yes
    • Water view: Rivers
    • On waterfront: Yes
    • Body of water: Oyster Pond
    Lot
    • Size: 1.44 Acres
    • Features: Bike Path, Near Golf Course, Cape Cod Rail Trail, Shopping, Public Tennis, Marina, In Town Location, Conservation Area, South of Route 28
    Details
    • Parcel number: 12E3RC
    • Zoning: R
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: A-Frame
    • Property subtype: Single Family Residence
    Materials
    • Shingle Siding
    • Foundation: Concrete Perimeter, Poured
    • Roof: Asphalt
    Condition
    • Actual
    • New construction: No
    • Year built: 2004

    Utilities & green energy

    • Sewer: Septic Tank

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Chatham

    Financial & listing details

    • Price per square foot: $3,189/sqft
    • Tax assessed value: $6
    • Annual tax amount: $1
    • Date on market: 8/8/2025
    • Cumulative days on market: 148 days
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    8/8/2025Listed for sale$5,900,000+7.4%$3,189/sqft
    Source: CCIMLS #22503829 Report a problem
    11/1/2024Listing removed$5,495,000$2,970/sqft
    Source: MLS PIN #73208512 Report a problem
    3/2/2024Listed for sale$5,495,000-26.7%$2,970/sqft
    Source: CCIMLS #22400763 Report a problem
    11/7/2023Listing removed$7,500,000$4,054/sqft
    Source: MLS PIN #73110440 Report a problem
    9/1/2023Price change$7,500,000-25%$4,054/sqft
    Source: CCIMLS #22301766 Report a problem

    Public tax history

    Public tax history
    Tax history is unavailable.

    BuyAbility℠ payment

    Est. payment
    $27,942/mo
    Principal & interest
    $22878
    Property taxes
    $2999
    Home insurance
    $2065

      Climate risks

      Neighborhood: 02633

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • District: Monomoy

      Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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