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$2,795,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2 Car Garage
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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.

Full Property Details for 1020 Constable Dr

General

  • Price: $2,795,000
  • Taxes: $60,726
  • Status: Pending
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 972446
  • Updated: 5/8/2026
  • Added to Site: 28 day(s) ago

Interior

  • Number of Rooms: 8
  • 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
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Cooktop, Microwave, Refrigerator, Washer
  • Laundry Facilities: Yes
  • Flooring: Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Basement

Additional Information

  • Security/Safety: Security System

Exterior

  • Exterior Features: Fire Pit
  • Porch/Patio/Deck: Covered, Deck, Patio, Porch

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Driveway

Location

  • County: Westchester County
  • Driving Directions: Boston Post Rd to Orienta Ave bear right to end, make a right continue on Orienta Ave to left onto Constable Dr to #1020 on the left.

School Information

  • High School District: Mamaroneck
  • Elementary School: Central School
  • Middle School: Hommocks School
  • High School: Mamaroneck High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Hot Water, Hydro Air, Natural Gas, Radiant, Radiant Floor
  • Heating Zones: 7

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected

Structural Information

  • Architectural Style: Colonial
  • Detached/Attached: Detached
  • Construction: Frame
  • Basement: Yes
  • Basement Desc.: Full Basement, Storage Space, Unfinished
  • Windows: ENERGY STAR Qualified Windows, Skylight(s)
  • Sq. Ft. Source: Public Records
  • Year Built: 1861

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.36
  • Lot Size (Sq. Ft.): 15,682
  • Fence: Yes
  • Lot Features: Back Yard, Front Yard, Landscaped, Level, Near Public Transit, Near School, Near Shops, Sprinklers In Front, Sprinklers In Rear, Views
  • Fencing (Description): Back Yard

Water Features

  • Water View: Yes

Financial Considerations

  • Taxes Include: Sewer, Trash
  • Tax Amount: $60,726

Disclosures and Reports

  • Special Conditions: None
  • Exclusions: Fireplace screen in living room
  • Inclusions: All Light fixtures, All Window treatments, all TV's, Granite topped banquette table, Refrigerator, Dishwasher, Double oven, Cooktop, Hood vent, Microwave, Sink with disposal, 2nd refrigerator in garage, Washer, Dryer
  • Property ID: 3203-009-000-00066-000-0190

Listed by Houlihan Lawrence Inc.

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Listing agent

— 1020 Constable Dr —

  • Houlihan Lawrence Inc.

914-833-0420

Get Pre-Approved Today

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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 1020 Constable Dr

School District:Mamaroneck Union Free School District
NameGradesDistance
Central School, Larchmont, NY
1100 Palmer Avenue, Larchmont, NY 10538
PK-51.2 mi
Hommocks School
10 Hommocks Road, Larchmont, NY 10538
6-81.1 mi
Mamaroneck High School
1000 West Boston Post Road, Mamaroneck, NY 10543
9-121.2 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 1020 Constable Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/01/2026
Listed
$2,795,000
112.55%
MLS
12/21/2009
Sold
$1,315,000
—
Public Record
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.

Tax History for 1020 Constable Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$55,449
100%
$2,669,000
3%
2024
100%
$2,591,000
8%
2020
100%
$2,399,000
9%
2020
100%
$2,201,000
5%
2020
100%
$2,096,000
3%
2020
-100%
$2,035,000
—
2020
$50,933
2%
$2,035,000
—
2018
$50,008
22%
$2,035,000
—
2017
$41,146
21%
$2,035,000
2%
2017
$34,125
-4%
$1,995,000
5%
2016
$35,549
-31%
$1,900,000
—
2015
$51,643
-93%
$1,900,000
—
2014
$711,615
—
$1,900,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Houlihan Lawrence Inc.

1020 Constable Drive, Mamaroneck, NY 10543 (MLS# 972446) is a Single Family property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 1020 Constable Drive is currently listed for $2,795,000 and was received on May 01, 2026. Want to learn more about 1020 Constable Drive? Do you have questions about finding other Single Family real estate for sale in Mamaroneck? You can browse all Mamaroneck real estate or contact a Coldwell Banker agent to request more information.

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