About Ossining

Ossining, NY homes for sale are located in Westchester County bordering the Hudson River on the western side of the community and the Croton River to the north. The distance to New York City is about 40 miles, which takes about an hour via the train and about an hour and 15 minutes via car. Given the distance from New York, single-family homes are much more affordable in this area. The Ossining real estate market is the perfect place for anyone looking for a bit more space for your family and perhaps a spare room for anyone that stops by for a visit!

Real Estate Statistics

  • Total Listings: 110
  • Average Price: $510,047
  • Highest Price: $2,200,000
  • Lowest Price: $750

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
1 – 12 of 110 Listings
Price, High to Low

6 Bed • 6 Bath • 8,410 Sf • 19 Acres


132 Hawkes Avenue, Ossining

Set Up At The Top Of A Gentle Hill Taking Advantage Of Captivating Hudson River Views From Maryknoll’s Iconic Tower & Stretching Up The Hudson Rive...

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8,226 Sf


2 Sherman Place, Ossining

Property For Sale Consists Of Land And Building. Land = 4 Subdivided Lots/parcels With The Capacity For A 4000+ Sq Ft Home Per Lot. Building = 822...

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5 Bed • 5 Bath • 5,006 Sf • 2 Acres


50 Cloverhill Lane, Ossining

An Residential Oasis On Lush Private Gated Grounds, This Exquisite 5 Bedrooms, 4.5 Baths Estate-style Home Sits On 1.91 Acres In A Coveted Cul-de-s...

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Reduced 13%

6 Acres


Snowden Avenue, Ossining

Fabulous, Secluded And Private 6 Acre Parcel With Gorgeous River Views! Planned And Designed 65 – 75 Unit Gated Community With Roof-top Lounge Are...

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4 Bed • 3 Bath • 3,600 Sf • 2 Acres


6 Conte Lane, Ossining

Lovely, Quiet, Tree Lined Street, This New Home Will Be Located At The End Of The Cul De Sac. Call To Arrange Appointment With Builder To Build You...

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6 Bed • 9 Bath • 7,900 Sf • 1 Acres


56 Stormytown Road, Ossining

This House Was Made For Entertaining Or For That Exceptionally Large Extended Family. Truly Unique Architecture Affords Room For Everyone And Priva...

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3 Bed • 5 Bath • 3,429 Sf • 4 Acres


64 Twin Ridges Road, Ossining

Step Back In Time To This Romantic Stone Hideaway On 3.7 Acres Enjoying The Ideal Melding Of Land And Home, With The Added Luxury Of It's Own Priva...

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Reduced 10%

3 Bed • 3 Bath • 2,468 Sf • 3 Acres


118 Glendale Road, Ossining

Charming 1860's Farmhouse Situated On 3+ Meticulously Landscaped Acres, W/3 Car Garage & Storage/playroom Above. Two-story Pool Cabana, In-ground ...

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4 Bed • 4 Bath • 3,100 Sf • 2 Acres


0 Jaclyn Lane, Ossining

Another New To-be-built Project By Zappico, A Premier Local Builder. Multiple House Plans To Choose From. Customizable To Your Liking; Pick Your Ow...

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4 Bed • 3 Bath • 3,720 Sf • 3 Acres


27 Little Lakes Run, Ossining

As You Drive Along This Private Road & Enter The Gates To This Wonderfully Private Setting On Over 3 Acres Of Property, You Will Enter An Impeccabl...

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5 Bed • 3 Bath • 3,519 Sf


13 Mccarthy Drive, Ossining

This Is The Home You Have Been Waiting For! Absolute Picture Perfect Custom Built Colonial With Rocking Chair Front Porch, Brick Walkway & Hardipl...

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2,200 Sf


516 North State Road, Ossining

2,200 Sf Free Standing Building On A 15,000 Sf Lot. 20+/- Parking Spots. Building Is Currently Occupied By Two Tenants: Hair Salon & Frozen Yogurt ...

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Discover Ossining, NY Real Estate

Ossining, NY real estate has a good selection of affordable condos along Main Street, South Highland Avenue, and Nicole Circle. First-time buyers that are looking for a maintenance-free lifestyle will be able to live in about 700 square feet, with 1 bedroom and 1 bathroom. However, if you are looking for a starter home in Ossining, then the southern end of the community is a great place to start your search. Donald Lane, Prospect Avenue, and Linden Avenue, all offer affordable starter homes with an abundance of character. These are ideal for those looking to add value to their home by restoring and updating it to a fantastic spec!

If a more luxurious home is what you are looking for, then you should explore homes along Croton Dam Road, Hawkes Avenue, and Somerstown Road. Property in this area comes in a wide variety of styles from Victorian to Cape Cod. Homes range from 4,500 square feet to just over 7,000 square feet. The amount of bedrooms range from 4-13 and the number of bathrooms range from 4-8. Many of the homes in this segment of the market have unique features and spacious interiors. Some of the more common features you may find in estates of this caliber include:

  • Chef's Kitchens
  • Commercial grade appliances
  • Spacious decks & patios
  • Outbuildings or guest houses
  • Gated entryways

Living In The Community of Ossining, NY

If you love historic buildings, arched bridges, and quaint streets to explore, then Ossining is definitely the place for you. Whether you and your family go for a walk along Old Croton Aqueduct Trail, wander through the parks and green spaces in the town, spend a day shopping for one-of-a-kind items, or picnic by the river, you'll find Ossining to have many wonderful amenities to suit your lifestyle. With affordable homes and stately properties to choose from, isn't it time you made the Ossining community your forever home?

Hudson Gateway MLS Logo The data relating to real estate for sale or lease on this web site comes in part from HGMLS. Real estate listings held by brokerage firms other than KELLER WILLIAMS NY REALTY are marked with the HGMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.

Information deemed reliable but not guaranteed.

© 2019 Hudson Gateway Multiple Listing Service, Inc. All rights reserved.

Listing information last updated on March 25th, 2019 at 9:28pm CDT.

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