63

Homes for Sale near Roosevelt Elementary School

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  • /22

    $425,000

    • 1 Bed
    • 1.5 Baths
    • 948 Sq Ft

    17 Davids Ln, Ossining, NY 10562

    Welcome to LIBERTY KNOLL. . . This attractive 1 BEDROOM, 1.5 BATHS Tri-level townhouse is ready for its next owner! The Eat-in-Kitchen has ceramic tile flooring, a Frigidaire gas oven/range/microwave & dishwasher. The large Living Room leads to an inviting Deck that overlooks the rear yard. You'll find the Powder Room as well. The upper level showcases a generous size Bedroom that offers a

    Greg Kane Kane & Associates

    17 Davids Ln, Ossining, NY 10562
  • /50

    $1,750,000

    $150K PRICE DROP
    • 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
  • /23

    $349,900

    • 1 Bed
    • 1 Bath
    • 1,022 Sq Ft

    10 Nicole Cir Unit 9, Ossining, NY 10562

    Sunlight spills across the hardwood floors, the fireplace sets the mood, and that spiral staircase gives this first-floor end unit serious personality. Step out to your private deck, head up to the loft, or pull into your own garage and call it a day.Pet-friendly, plant-lover approved, and filled with sun-soaked corners where your greenery can thrive. Just minutes from Ossining’s Hudson

    Antoinette Gray Houlihan Lawrence Inc.

    10 Nicole Cir Unit 9, Ossining, NY 10562
  • /48

    $725,000

    • 3 Beds
    • 2 Baths
    • 1,986 Sq Ft

    3 Chappaqua Rd, Briarcliff Manor, NY 10510

    Don’t miss this hidden gem. A charming three bedroom, two full bath cape colonial tucked away behind trees on a fenced, level and private property, which backs on a cul-de-sac as an added bonus. Loads of character and charm and beautifully maintained inside and out. Updated Eat-in-Kitchen. All interior hardwood floors refinished as seen (Sept. 2026). Huge flagstone Patio with gorgeous yard. All 3

    Susan Strawgate Code Houlihan Lawrence Inc.

    3 Chappaqua Rd, Briarcliff Manor, NY 10510
  • /30

    $349,900

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    1 Briarcliff Dr S Unit 4, Ossining, NY 10562

    Set among the mature landscaping and beautifully maintained grounds of Briarcliff Woods, this one-bedroom condo offers a peaceful setting for easy Hudson Valley living. The comfortable one-level layout features a spacious living room centered around a wood-burning fireplace, with sliding glass doors opening to a private balcony — a wonderful extension of the living space for relaxing outdoors. A

    Jean-Charles DeOliveira Scappaticci ERA Insite Realty Services

    1 Briarcliff Dr S Unit 4, Ossining, NY 10562
  • /42

    $1,875,000

    • 4 Beds
    • 4 Baths
    • 3,614 Sq Ft

    156 River Rd, Briarcliff Manor, NY 10510

    Welcome to 156 River Road, a fully renovated, turnkey Colonial in the "River Road" neighborhood of Briarcliff Manor with Breathtaking Hudson River Views.Set on a beautifully manicured acre in this quaint and highly desirable neighborhood, this fully renovated Colonial combines timeless character with modern comfort. From the moment you arrive, the home makes a striking first impression with

    Maureen Verre Houlihan Lawrence Inc.

    156 River Rd, Briarcliff Manor, NY 10510
  • /50

    $899,000

    • 4 Beds
    • 3 Baths
    • 2,664 Sq Ft

    20 Waller Ave, Ossining, NY 10562

    Don't miss this opportunity to own a charming owner occupied only two family home full of character, situated on a beautiful corner lot with a welcoming front porch, great curb appeal, and a detached 2 car garage. This sun filled home features oversized windows, high ceilings, hardwood floors, original wood doors, thick floor moldings, and high hats throughout both units, blending timeless

    Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

    20 Waller Ave, Ossining, NY 10562
  • /34

    $799,000

    $51K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    227 Cedar Ln, Ossining, NY 10562

    A Rare 200-Year-Old Log Cabin Sanctuary with Subdivision/Expansion Potential! Step back in time without sacrificing an ounce of modern comfort in this enchanting, hand-hewn log cabin. Nestled on 6.41 private, lush acres, this original residence offers a rare blend of romantic history, contemporary ease, and incredible future value with a potential buildable lot included. The interior showcases

    Josephine O'Leary Weir Julia B Fee Sothebys Int. Rlty

    227 Cedar Ln, Ossining, NY 10562
  • /31

    $1,350,000

    $225K PRICE INCREASE
    • 6 Beds
    • 3.5 Baths
    • 4,546 Sq Ft

    28 Hamilton Ave, Ossining, NY 10562

    Built in 1870 and lovingly restored by its current owners, this Queen Anne Victorian at 28 Hamilton Avenue sits in the heart of Historic Ossining.Both yards are planted with apple, cherry, Asian pear, pawpaw, hazelnut, raspberry, blueberry, and strawberry, along with a working vegetable garden — a rare thing to find alongside a home of this character.Approach through a deep front

    Zoya Litinetskaya Compass Greater NY, LLC

    28 Hamilton Ave, Ossining, NY 10562
  • /50

    $3,100,000

    • 3 Beds
    • 5 Baths
    • 6,091 Sq Ft

    23 Inningwood Rd, Ossining, NY 10562

    No words or photos will justify the Magical beauty of this luxurious home. The woodwork in this custom built home was done by craftsman Mark Pedley, a very talented carpenter/joiner from Vermont who previously worked in Palaces in Jordan. The home is flawless and impeccable with spa like bathrooms, a gourmet kitchen, outdoor grilling area, sauna, steam bath and jacuzzi, with marble, granite and

    Dee Rabady Woodfront Realty, Inc.

    23 Inningwood Rd, Ossining, NY 10562
  • /6

    $1,899,000

    • 4 Beds
    • 3.5 Baths
    • 2,693 Sq Ft

    94 Somerstown Rd, Ossining, NY 10562

    Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is abrand-new community of to-be-built, high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. Masia, is the first

    David Turner Compass Greater NY, LLC

    94 Somerstown Rd, Ossining, NY 10562
  • /2

    $150,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    54 Campwoods Rd, Ossining, NY 10562

    ATTENTION BUILDERS & FLIPPERS. Almost a blank canvas to create your masterpiece in a "ONE OF A KIND" community. One bedroom, one bath, cozy cottage. With some work you can bring back all the charm of days gone by for yourself or as an investment.Ownership includes two parking spaces (one assigned, one unassigned). Community social hall, and community garden. Don't just talk about being

    Rob Lowenthal Corcoran Legends Realty

    54 Campwoods Rd, Ossining, NY 10562
  • /49

    $590,000

    • 2 Beds
    • 2.5 Baths
    • 1,178 Sq Ft

    88 Broadway Unit 4, Ossining, NY 10562

    Love the NYC loft lifestyle, but not the NYC-sized floor plan—or price tag? Welcome to The Penthouse. Set within a reimagined historic 1820s schoolhouse, this dramatic tri-level penthouse loft delivers the attitude of a downtown loft with the space, light and breathing room Manhattan forgot to include. The result? Something seriously cool—and anything but ordinary.The Entertaining Level

    Michael A Tarallo Giner Real Estate Inc.

    88 Broadway Unit 4, Ossining, NY 10562
  • /12

    $150,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    129 S Highland Ave Unit A2, Ossining, NY 10562

    Welcome to this beautifully maintained, pet-friendly 1-bedroom co-op in desirable Ossining, offering the perfect blend of comfort, convenience, and a rare private patio. A spacious foyer welcomes you inside and leads to a thoughtfully designed layout featuring an updated bathroom, a functional kitchen with ample cabinet space, and a generously sized bedroom. The expansive living and dining area

    Jose Cruz Douglas Elliman Real Estate

    129 S Highland Ave Unit A2, Ossining, NY 10562
  • /5

    $950,000

    $45K PRICE DROP
    • Land
    • 6.46 Acres
    • $147,059 per Acre

    94 Somerstown Rd, Ossining, NY 10562

    Site plan approved subdivision on historic Somerstown road in Ossining. Three lots each with a beautiful building site being all sold together. Roughed in driveway will become common drive to three homesites. Great opportunity to build.

    David Turner Compass Greater NY, LLC

    94 Somerstown Rd, Ossining, NY 10562
  • /10

    $806,000

    • 3 Beds
    • 2.5 Baths
    • 2,914 Sq Ft

    6 Brookside Ln, Ossining, NY 10562

    Large 3-bedroom, 2.5 bath, 2,914 square foot single family colonial home on 54,132 square foot wooded lot. Home is a short drive into town and Hudson train station to Riverdale. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract.

    Jamarr Zellner REALHome Services & Solutions

    6 Brookside Ln, Ossining, NY 10562
  • /39

    $839,000

    • 3 Beds
    • 2.5 Baths
    • 1,792 Sq Ft

    61 Ganung Dr, Ossining, NY 10562

    Welcome to 61 Ganung Drive, a spacious 3-bedroom, 3-bath home situated on .65 acres in the Town of Ossining. Offering privacy, versatility, and exceptional outdoor living, this property has so much to offer.Step inside to a welcoming sunken living room with skylights and a dining room featuring a wood-burning fireplace, filling the space with natural light while creating a warm and

    CHRISTINA FLORY K. Fortuna Realty, Inc.

    61 Ganung Dr, Ossining, NY 10562
  • /18

    $469,900

    • 2 Beds
    • 2 Baths
    • 1,245 Sq Ft

    88 Broadway Unit 2B, Ossining, NY 10562

    Welcome to this chic, beautifully renovated 2-bedroom, 2-bathroom condominium in Ossining's iconic 1820 schoolhouse conversion. Originally built as a schoolhouse and thoughtfully converted in 2007 into an intimate 12-unit condominium, this one-of-a-kind residence seamlessly blends a Soho-inspired aesthetic with the warmth, character and charm of the Hudson Valley. Step inside to a spacious,

    Sarah Mirza Mulhall Julia B Fee Sothebys Int. Rlty

    88 Broadway Unit 2B, Ossining, NY 10562
  • /14

    $201,999

    • 1 Bed
    • 1 Bath
    • 729 Sq Ft

    135 Main St Unit 201, Ossining, NY 10562

    Exciting 1-bedroom condo in the Village of Ossining! Enjoy the lifestyle of convenience. Walk to train, restaurants, stores, farmers' market, festivals, waterfront park, community recreation center, library, and more. Cats and dogs friendly (limit 2 per unit)! As an owner, you can obtain a parking permit for both the village and train station. This property is a part of "fair and affordable"

    Igor Krasnoperov Rising Star Realty

    135 Main St Unit 201, Ossining, NY 10562
  • /30

    $589,000

    $60K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,260 Sq Ft

    41 Campwoods Rd, Ossining, NY 10562

    This 1800's Colonial offers a hidden backyard with in-ground pool/Formal and versatile living space is found throughout the home/A wide covered front porch, large living room and formal dining room, Eat-in-Kitchen along with full hall Bathroom compliment the main living level. There are two backyard access points from the Kitchen & Hallway too . . The Primary bedroom w/sitting room, is on the

    Greg Kane Kane & Associates

    41 Campwoods Rd, Ossining, NY 10562
  • /2

    $1,900,000

    $1M PRICE DROP
    • Land
    • 5.92 Acres
    • $320,946 per Acre

    0 van Wyck St Unit KEY834077, Ossining, NY 10562

    Property located at Snowden Avenue & Van Wyck Street. Site plan approval required. Zoning CDD allowing for a multifamily development possibly 48 units.Views of the Hudson River and connecting to the Crawbockie Nature Preserve.

    Barry Synnott Coldwell Banker Realty

    0 van Wyck St Unit KEY834077, Ossining, NY 10562
  • /17

    $285,000

    • 3 Beds
    • 1.5 Baths
    • 1,250 Sq Ft

    155 Charter Cir Unit 155, Ossining, NY 10562

    Welcome to this spacious townhouse-style co-op in Ossining, NY. This inviting home features 3 bedrooms and 1.5 bathrooms, offering plenty of space for comfortable living. The eat-in kitchen is perfect for everyday meals, and the in-unit laundry provides added convenience. The bright living area features sliding glass doors that lead to the back of the complex, offering a great spot to relax and

    Amanda Samuel RE/MAX Distinguished Hms.&Prop

    155 Charter Cir Unit 155, Ossining, NY 10562
  • /38

    $925,000

    • 4 Beds
    • 3 Baths
    • 2,573 Sq Ft

    27 Ryder Rd, Ossining, NY 10562

    Exceptional value in a spectacular setting. Welcome to this beautifully renovated Dutch Colonial, an elegant blend of timeless architectural character, refined modern updates, and Hudson River views. Bathed in natural light and thoughtfully designed for both gracious living and entertaining, this exceptional home offers a rare combination of style, comfort, and an extraordinary setting.The

    Wendy Holt Houlihan Lawrence Inc.

    27 Ryder Rd, Ossining, NY 10562

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