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For sale
    • $5,495,000

    99 Uncle Alberts Drive Ext, Chatham, MA 02633

    2beds
    1,850sqft
    : 
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    Single Family Residence
    Built in 2004
    1.44 Acres Lot
    $4,960,900 Zestimate®
    $2,970/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.
    322 days
    |
    580
    |
    14
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Shane K Masaschi 508-400-2035,

    Compass

    Source: CCIMLS,MLS#: 22503829MLS Logo

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      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
      Video & virtual tour

      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: $2,970/sqft
      • Tax assessed value: $6
      • Annual tax amount: $1
      • Date on market: 8/8/2025
      • Cumulative days on market: 299 days

        Estimated market value

        $4,960,900

        $4.71M - $5.21M

        $4,387/mo

        Price history

        DateEventPrice
        1/9/2026Price change$5,495,000-6.9%$2,970/sqft
        Source: CCIMLS #22503829 Report a problem
        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
        5/8/2023Listed for sale$9,995,000$5,403/sqft
        Source: CCIMLS #22301766 Report a problem
        12/20/2022Listing removed$9,995,000$5,403/sqft
        Source: CCIMLS #22204168 Report a problem
        8/7/2022Listed for sale$9,995,000$5,403/sqft
        Source: CCIMLS #22204168 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

          Payment breakdown

          Explore the cost of this home by adjusting the details. Changes won't be saved.
          All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
          HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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          Climate risks

          Neighborhood: 02633

          Getting around

          38 / 100
          Car-Dependent
          35 / 100
          Somewhat Bikeable

          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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