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.
For sale
Price cut: $405K (1/9)
$5,495,000
99 Uncle Alberts Drive Ext, Chatham, MA 02633
2beds
1,850sqft
Est.:
Single Family Residence
Built in 2004
1.44 Acres Lot
$-- Zestimate®
$2,970/sqft
$-- HOA
What's special
Prime waterfront propertyExpansive waterfrontExpansive deckCommanding panoramic viewsWood floors
- 231 days |
- 1,433 |
- 16 |
Zillow last checked: 7 hours ago
Listing updated: March 20, 2026 at 05:36am
Listed by:
Shane K Masaschi 508-400-2035,
Compass
Source: CCIMLS,MLS#: 22503829
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
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: 232 days
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 1/9/2026 | Price change | $5,495,000-6.9%$2,970/sqft |
Source:  CCIMLS #22503829 Report a problem | ||
| 8/8/2025 | Listed for sale | $5,900,000+7.4%$3,189/sqft |
Source: CCIMLS #22503829 Report a problem | ||
| 11/1/2024 | Listing removed | $5,495,000$2,970/sqft |
Source: MLS PIN #73208512 Report a problem | ||
| 3/2/2024 | Listed for sale | $5,495,000-26.7%$2,970/sqft |
Source: CCIMLS #22400763 Report a problem | ||
| 11/7/2023 | Listing removed | $7,500,000$4,054/sqft |
Source: MLS PIN #73110440 Report a problem | ||
| 9/1/2023 | Price change | $7,500,000-25%$4,054/sqft |
Source: CCIMLS #22301766 Report a problem | ||
| 5/8/2023 | Listed for sale | $9,995,000$5,403/sqft |
Source: CCIMLS #22301766 Report a problem | ||
| 12/20/2022 | Listing removed | $9,995,000$5,403/sqft |
Source: CCIMLS #22204168 Report a problem | ||
| 8/7/2022 | Listed for sale | $9,995,000$5,403/sqft |
Source: CCIMLS #22204168 Report a problem | ||
Public tax history
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Est. payment
$30,941/mo
Principal & interest
$28148
Property taxes
$2793
More affordability tools
Climate risks
Neighborhood: 02633
Nearby schools
GreatSchools rating
- 7/10Monomoy Regional Middle SchoolGrades: 5-7Distance: 0.6 mi
- 4/10Monomoy Regional High SchoolGrades: 8-12Distance: 4.9 mi
- 8/10Chatham Elementary SchoolGrades: K-4Distance: 0.8 mi
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.
Local experts in 02633
- Massachusetts
- Barnstable County
- Chatham
- 02633
- 99 Uncle Alberts Drive Ext
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