Originally the gardener’s cottage of the historic Constable Estate, this exceptional Shingle-Style residence set on .36 acre on prime coastal block of Orienta Point seamlessly blends its 1861 heritage with thoughtful modern updates. A meticulous 2010 down-to-the-studs interior and exterior renovation introduced all-new cedar shingle siding, cedar shake roof, new wood burning fireplace with chimney, plumbing, electrical, and mechanical systems, while reclaimed antique hardwood floors and new Le Page leaded glass windows pay homage to the home’s original craftsmanship at every turn. Enter through a radiant-heated foyer to unveil soaring 10.5ft ceilings throughout, where barn doors reveal a spacious living room centered around the wood burning fireplace. A full bath with steam shower on the main level adds everyday luxury. The family room, highlighted by an exposed brick decorative fireplace, offers a warm and inviting retreat, while the cherry wood and black granite kitchen—equipped with high-end appliances—balances style and functionality. A sunlit formal dining room, which could also be used as a family/playroom, with coffered ceiling opens to a charming deck overlooking the rolling front lawn. At the rear, the living spaces extend to a private bluestone patio set against the original stone boundary wall of the Constable Estate—an idyllic setting for alfresco dining and quiet evenings beneath mature trees. Upstairs, the primary suite offers a serene escape, featuring a sitting room or private study with a decorative fireplace that flows into a generous bedroom with a skylit bath and access to a private balcony with views of Long Island Sound. Two additional well-proportioned bedrooms share an updated hall bath on the second level. The home’s elevated position enhances its striking curb appeal and affords water views from the upper-level rooms, just one street from the Sound. An unfinished lower level and full attic—accessed via a drop-down ladder with a rooftop hatch leading to a large, private deck with 360 degree panoramic views of the sound—provide substantial additional flex space. An attached two-car garage completes this rare offering. Rich in history yet fully reimagined for modern living, the home is ideally located in the coveted Orienta Point neighborhood, moments from the harbor, beach, and yacht clubs, and just minutes to Mamaroneck village and Metro-North for an easy commute to New York City.
Listed by Pollena Forsman
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Houlihan Lawrence Inc.
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914-833-0420
Last updated May 01, 2026
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Source: OneKey #972446
Listing Facts
TypeSingle-family
NeighborhoodMamaroneck
Bedrooms3
Bathrooms4
Days on Prevu1
Taxes$60,726/year
Size3,366 sqft
Price per sqft$830
Amenities
Dishwasher
Private Outdoor Space
Washer/Dryer
Air Conditioning
Parking
Location
Mortgage Calculator
Listing History
05/01/2026
Status changed to Active
$2,795,000
05/01/2026
Listed by Houlihan Lawrence Inc.
$2,795,000
Property Details for 1020 Constable Drive
Exterior
Construction
Window Features: ENERGY STAR Qualified Windows, Skylight(s)
Year Built: 1861
Architectural Style: Colonial
Construction Materials: Frame
Exterior Features: Fire Pit
Features
Fencing: Back Yard
Patio And Porch Features: Covered, Deck, Patio, Porch
View: Water
Measurements
Building Area Units: Square Feet
Lot Features: Back Yard, Front Yard, Landscaped, Level, Near Public Transit, Near School, Near Shops, Sprinklers In Front, Sprinklers In Rear, Views
Interior Features: First Floor Full Bath, Beamed Ceilings, Built-in Features, Cathedral Ceiling(s), Chandelier, Chefs Kitchen, Crown Molding, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, His And Hers Closets, Kitchen Island, Open Floorplan, Original Details, Pantry, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Storage, Walk-In Closet(s), Washer/Dryer Hookup
Measurements
Living Area: 3,366
Living Area Source: Public Records
Rooms
Basement: Full, Storage Space, Unfinished
Has Basement: Yes
Bathrooms Full: 3
Bathrooms Half: 1
Bathrooms Total Integer: 4
Bedrooms Total: 3
Rooms Total: 8
Other
General
Exclusions: Fireplace screen in living room
Parking
Parking
Garage Spaces: 2
Garage: Yes
Parking Features: Attached, Driveway
Schools
Elementary School
Elementary School: Central School
Elementary School District: Mamaroneck
High School
High School: Mamaroneck High School
High School District: Mamaroneck
Middle or Junior School
Middle Or Junior School: Hommocks School
Middle Or Junior School District: Mamaroneck
Utilities
Equipment
Cooling: Central Air
Heating: Hot Water, Hydro Air, Natural Gas, Radiant, Radiant Floor
Laundry Features: In Basement
Sewer: Public Sewer
Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected
Water Source: Public
Frequently Asked Questions
How many bedrooms and bathrooms does this single-family home have?
There are 3 bedrooms and 4 bathrooms in this single-family home at 1020 Constable Drive.
What schools are nearby to 1020 Constable Drive?
Nearby schools include the Central School Elementary School, Hommocks School Middle School, and Mamaroneck High School.
Does this single-family home have parking?
Yes, there are 2 parking spaces available for 1020 Constable Drive.
What are the annual taxes for 1020 Constable Drive?
Annual taxes for this single-family home are estimated at $60,726.
How does 1020 Constable Drive compare to other single-family homes in Mamaroneck?
This single-family home is listed 45% above the average price for single-family homes in Mamaroneck and has been on the market for 50 less days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 3,366 sqft.
1020 Constable Drive is a 3-bedroom, 4-bath single-family home for sale in Mamaroneck NY 10543. Listed on Prevu for 1 days at $2,795,000. This home features 3,366 square feet of living space, located in Mamaroneck. The median listing price for single-family homes in this area is $867,000. Nearby schools include Central School Elementary School, Hommocks School Middle School, and Mamaroneck High School. Property amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. Browse more single-family home listings in Westchester County.
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