12

Ossining, NY Homes for Sale with Pool

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  • /44

    $999,900

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,443 Sq Ft

    29 Beechwood Way, Briarcliff Manor, NY 10510

    Set in one of Briarcliff Manor's most distinctive communities, this pond-front three-bedroom townhouse offers a rare combination of natural beauty and thoughtful updates. Enjoy peaceful pond views, seasonal views of the Hudson River, and 33 acres of Olmsted-designed grounds with lush gardens and mature landscaping as your backdrop. The recently updated eat-in kitchen anchors the bright main level

    Aurora Banaszek Compass Greater NY, LLC

    29 Beechwood Way, Briarcliff Manor, NY 10510
  • /19

    $215,000

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    133 S Highland Ave Unit 5B, Ossining, NY 10562

    Welcome to Highland Terrace, a light-filled, top-floor end unit in a pet-friendly community. This bright and well-maintained two-bedroom apartment features an updated kitchen with granite counters, newer appliances, and a convenient pass-through to the living and dining area. The spacious living room offers plenty of space and great natural light, while both bedrooms include good sized closets. A

    Magdalena Konkola Houlihan Lawrence Inc.

    133 S Highland Ave Unit 5B, Ossining, NY 10562
  • /38

    $2,900,000

    $600K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 5,502 Sq Ft

    83 Somerstown Rd, Ossining, NY 10562

    Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    83 Somerstown Rd, Ossining, NY 10562
  • /50

    $2,995,000

    • 5 Beds
    • 7 Baths
    • 7,931 Sq Ft

    36 Revolutionary Rd, Briarcliff Manor, NY 10510

    There are homes... and then there are places that feel quietly set apart from the world around them.Tucked behind a gentle approach, on nearly four private acres in the heart of Briarcliff Manor, 36 Revolutionary Road reveals itself slowly, intentionally... like a secret meant only for those who understand what true luxury feels like.This is not just a home. This is a legacy

    Elaine Wasserman Houlihan Lawrence Inc.

    36 Revolutionary Rd, Briarcliff Manor, NY 10510
  • /36

    $1,185,000

    $65K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,443 Sq Ft

    24 Beechwood Way, Briarcliff Manor, NY 10510

    One of the first Beechwood townhouses to come to market since 2023, this pondfront residence offers a rare opportunity to own within one of the area’s most coveted communities. Set directly on the pond with seasonal Hudson River views, the home pairs natural beauty with everyday convenience. A private outdoor patio overlooking the water creates a true extension of the living space, ideal for

    Alexandra Shaw Corcoran Legends Realty

    24 Beechwood Way, Briarcliff Manor, NY 10510
  • /48

    $5,500,000

    • 7 Beds
    • 5.5 Baths
    • 5,700 Sq Ft

    433 Arcady Rd, Ossining, NY 10562

    Old Dam Farm — A Rare Hudson Valley Legacy Set on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season. At its heart stands a spectacular

    Nancy Kennedy

    433 Arcady Rd, Ossining, NY 10562
  • /23

    $475,000

    Open Sun 1PM - 4PM
    • 2 Beds
    • 1.5 Baths
    • 1,311 Sq Ft

    3 Hudson View Hill, Ossining, NY 10562

    Welcome to 3 Hudson View Hill, a charming end-unit townhome tucked into the sought-after Riverview Condominium community in Ossining. Offering 2 bedrooms, 1.5 baths, and approximately 1,311 square feet of living space across two levels, this home delivers the perfect blend of comfort, entertainment, and Hudson River living in a quiet, well-maintained community. The main level welcomes you with a

    Stephen Braconi Keller Williams Village Sq Rlt

    3 Hudson View Hill, Ossining, NY 10562
  • /50

    $749,000

    Open Sat 12PM - 2PM
    • 1 Bed
    • 1.5 Baths
    • 1,938 Sq Ft

    6 Spring Pond Dr, Ossining, NY 10562

    Welcome to 6 Spring Pond Drive—an upgraded and inviting unit lovingly cared for by its original owners for nearly four decades. It's a Legal 1 Bedroom that lives like a 2 Bedroom located in the sought-after Spring Pond community, this bright and airy home blends thoughtful updates with exceptional outdoor space and a layout that lives comfortably and intuitively. Inside you find an open main

    Daniel Berger RE/MAX Prestige Properties

    6 Spring Pond Dr, Ossining, NY 10562
  • /50

    $1,900,000

    • 9 Beds
    • 8 Baths
    • 5,337 Sq Ft

    51 Pinesbridge Rd, Ossining, NY 10562

    Step into timeless elegance with this extraordinary mini estate in the heart of New Castle, just 45 minutes from New York City. Originally built in 1935 and thoughtfully reimagined for modern luxury living, this remarkable 3.91-acre property seamlessly blends historic charm with today’s most sought-after amenities.The beautifully renovated 5,337-square-foot Main House features 5 spacious

    Cathy DeBow William Raveis Real Estate

    51 Pinesbridge Rd, Ossining, NY 10562
  • /34

    $999,999

    • 2 Beds
    • 2.5 Baths
    • 2,737 Sq Ft

    5 Elizabeth Ct, Briarcliff Manor, NY 10510

    Fabulous 2 bedroom contemporary colonial with loft off primary suite situated on a private cul de sac the highly desirable Rosecliff gated community. You are welcomed into a dramatic entry foyer This home has been freshly painted and offers a brand new chef's kitchen with quartz countertops and lovely white cabinetry.All new stainless steel appliances. The eat in kitchen leads to a dining

    Wendy Nolan Houlihan Lawrence Inc.

    5 Elizabeth Ct, Briarcliff Manor, NY 10510
  • /32

    $775,000

    • 4 Beds
    • 3.5 Baths
    • 2,863 Sq Ft

    903 Pheasant Woods Rd, Briarcliff Manor, NY 10510

    Nestled in a quiet neighborhood, this spacious townhome offers the perfect combination of comfort, convenience, and privacy. The open-concept living and dining area is filled with natural light and features sliding doors leading to a private deck-an ideal spot for morning coffee, outdoor dining, or simply relaxing in a peaceful setting. The large eat-in kitchen offers ample space for cooking and

    Melissa Palley Julia B Fee Sothebys Int. Rlty

    903 Pheasant Woods Rd, Briarcliff Manor, NY 10510
  • /39

    $699,001

    • 3 Beds
    • 2 Baths
    • 2,050 Sq Ft

    16 Rockledge Ave Unit 2E2, Ossining, NY 10562

    This is a rare opportunity to own a truly exceptional residence with panoramic, year-round Hudson River views, something rarely found at this price point in Scarborough Manor. Designed for both comfort and sophistication, this expansive three-bedroom, two-bath home offers 9ft ceilings, oversized rooms, and abundant closet space throughout. The layout strikes the perfect balance between everyday

    Cynthia Leite ERA Insite Realty Services

    16 Rockledge Ave Unit 2E2, Ossining, NY 10562

Home Trends in Ossining, NY

Housing Trends

Median Sale Price
$605,000
Median Single Family Sale Price
$695,250
Median Townhouse Sale Price
$605,000
Median 2 Bedroom Sale Price
$460,007
Median 1 Bedroom Sale Price
$349,125
Average Price Per Sq Ft
$361
Number of Homes for Sale
23
Last 12 months Home Sales
229
Months of Supply
1.20
Median List Price
$599,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
4%
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