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MLS ID KEY964138Last updated May 29, 2026

Single Family

5 Oakledge Road

Active · Eastchester · Westchester County, NY 10708

Bedrooms
6 Beds
Bathrooms
10 Baths
Year built
1870
Est. monthly taxes
$18,377
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About this home

As featured in Elle Decor, with interiors designed by the world-renowned designer Steven Gambrel, Oakledge represents one of the most admired properties in all of Westchester County. Nestled on one of the largest properties in Bronxville, with complete privacy and beautifully landscaped grounds by the award-winning landscape architect James Doyle, this architectural masterpiece blends historic pedigree with refined modern living. Originally built by Bronxville magnate John Masterton and later redesigned by the legendary architect Lewis Bowman, the residence was recently transformed by acclaimed architect Boris Baranovich. Spanning over 11,000 square feet, the home unfolds with extraordinary scale and composition, offering six bedrooms, six full baths, four powder rooms, multiple fireplaces, and a remarkable lower level complete with a climate-controlled wine cellar, gym and dedicated creative space. A true legacy and trophy estate with a very short walk to the train and school, this home truly provides country living with a short drive or train ride to New York City.

Listing snapshot

Days on site
59 days
Listed on MLS
Feb 23, 2026
Full baths
6
Half baths
4
Annual property tax (MLS)
$220,523.94
Tax year
2025
Area source (MLS)
Other
Listing brokerage
Houlihan Lawrence Inc.
MLS ID
KEY964138
Last updated
May 29, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1870
Garage
Yes
Garage spaces
3
Parking
Garage
Water source
Private
Sewer
Public Sewer
Utilities
Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected

Interior features

Basement
Finished, Full, Walk-Out Access
Heating
Natural Gas, Radiant
Cooling
Central Air
Interior
Cathedral Ceiling(s), Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, Kitchen Island, Marble Counters, Original Details
Appliances
Dishwasher, Dryer, Oven, Refrigerator
Flooring
Hardwood
Fireplace
Yes
Fireplaces
3

Exterior features

Architectural style
Estate, Tudor
Construction materials
Stone
Private pool
No

Schools (MLS)

Elementary school
Bronxville Elementary School
Elementary school district
Bronxville
Middle school
Bronxville Middle School
Middle school district
Bronxville
High school
Bronxville High School
High school district
Bronxville

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. First seen on this site
  2. Listing updated from MLS
  3. MLS status changed

Location

Eastchester · Westchester County, NY 10708Show interactive map
5 Oakledge Road

Eastchester · Westchester County, NY 10708

Google Maps directions

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Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
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Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.