Homes in Northern Westchester County NY

Northern Westchester is an often used term by locals that refers to the upper (northern) portion of Westchester County NY. Northern Westchester County NY is more rural than Southern Westchester. Northern Westchester is known for having some of the most expensive houses in the county, excellent school district, decent train commute to NYC. Northern Westchester offers more of a country like living than Southern Westchester.

Northern Westchester is also known for many of its popular townhouse and condo complexes. To view all townhouse and condo listings click on the following link: Townhouses in Northern Westchester. In addition you can find all Westchester County townhouse listings here: Townhouses in Westchester County.

Popular towns in Northern Westchester

Homes for sale in Nortern Westchester

• All Listings
• Under $100,000
• $100,000 - $200,000
• $200,000 - $300,000
• $300,000 - $400,000
• $400,000 - $500,000
• $500,000 - $600,000
• $600,000 - $700,000
• $700,000 - $800,000
• $800,000 - $900,000
• $900,000 - $1,000,000
• Over $1,000,000

Bedrooms

Bathrooms

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$17,500,000

17 Cowdray Park Drive, Armonk

8 Beds 12 Baths 17,160 SqFt Residential MLS® # H6313640

Sotheby's International Realty Status: Active

$6,400,000

335 Croton Dam Road, Ossining

11 Beds 7 Baths 9,481 SqFt Residential MLS® # 851488

Julia B Fee Sothebys Int. Rlty Status: Active

Open House

$5,995,000

↓ $530,000

2 Barry Court, Katonah

5 Beds 7 Baths 8,059 SqFt Residential

Open House

Thu, Feb 12th, 2026 @ 11am - 1pm

MLS® # 918753

Berkshire Hathaway HS NY Prop Status: Active

New

$5,900,000

16 Wrights Mill Road, Armonk

5 Beds 8 Baths 10,114 SqFt Residential MLS® # 918245

Compass Greater NY, LLC Status: Active

$5,500,000

433 Arcady Road, Ossining

7 Beds 6 Baths 5,700 SqFt Residential MLS® # 901618

Houlihan Lawrence Inc. Status: Active

$4,693,650

570 Bedford Road # 5-phd, Armonk

3 Beds 4 Baths 3,237 SqFt Residential MLS® # 849403

JBM Realty Capital Corp. Status: Active

New Open House

$4,585,000

55 Sarles Street, Armonk

4 Beds 7 Baths 7,289 SqFt Residential

Open House

Tue, Feb 10th, 2026 @ 11:30am - 1:30pm

MLS® # 954098

Compass Greater NY, LLC Status: Active

$4,208,100

570 Bedford Road # 6-2a, Armonk

3 Beds 4 Baths 3,237 SqFt Residential MLS® # 849405

JBM Realty Capital Corp. Status: Active

$3,884,400

570 Bedford Road # 5-1d, Armonk

3 Beds 4 Baths 3,237 SqFt Residential MLS® # 849398

JBM Realty Capital Corp. Status: Active

$3,874,400

570 Bedford Road # 6- Phb, Armonk

2 Beds 3 Baths 2,672 SqFt Residential MLS® # 849406

JBM Realty Capital Corp. Status: Active

$3,600,000

32 - 05 Orchard Drive, Armonk

4 Beds 6 Baths 6,051 SqFt Residential MLS® # 953580

Corcoran MH, LLC Status: Active

$3,500,000

11 Whippoorwill Lane, Armonk

4 Beds 5 Baths 4,750 SqFt Residential MLS® # 951280

Compass Greater NY, LLC Status: Active

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Other towns in Northern Westchester

• Armonk

• Bedford Hills

• Chappaqua

• Pleasantville

• North Castle

• Croton-on-Hudson

• Pound Ridge

• Millwood

• North Salem

• Sleepy Hollow

• Thornwood

Some well known politicians, actors and professional athletes live in Northern Westchester including Bill and Hillary Clinton, Bernie Williams, Vanessa Williams, Susan Sarandon, Tim Robbins, Richard Gere, Mike Meyers, rap star DMX, Martha Stewart, Glenn Close and George Soros.