11,369

Ossining, NY Homes

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  • 5 Sabrina Ln, Ossining, NY 10562
    5 Sabrina Ln, Ossining, NY 10562
    /2

    $645,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft

    5 Sabrina Ln, Ossining, NY 10562

    Welcome to this beautiful split-level ranch featuring 3 bedrooms, 3 full baths, and a two-car garage. Enjoy energy efficiency with solar panels and a spacious layout designed for comfort and entertaining. Upstairs living room has a bay-window with a cozy fireplace. The large finished lower level offers the perfect gathering space with a sliding glass doors, and access to a paved patio ideal for

    Elizabeth Harlow Compass Greater NY, LLC

    5 Sabrina Ln, Ossining, NY 10562
  • 16 Rockledge Ave Unit 7DD1, Ossining, NY 10562

    $225,000 Sold Jun 24, 2025

    • 736 Sq Ft
    • $306/SF
    • 218 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1970

    16 Rockledge Ave Unit 7DD1, Ossining, NY 10562

    Welcome to Scarborough Manor, A Co-Op That Offers The Perfect Balance Of Tranquility And Convenience. This Seventh-Floor Beauty Offers A Rare Opportunity To Reside In A Serene And Sophisticated Setting Along The Majestic Hudson River With Luxurious Amenities. A one Bedroom One Bath Junior Suite Unit That Has Nine Foot Ceilings, Oversized Rooms, And Ample Closet Space. Be The First To Cook In This

    Candace D'Addario Coldwell Banker Realty

    16 Rockledge Ave Unit 7DD1, Ossining, NY 10562
  • 14 Bridle Path Rd, Ossining, NY 10562
    14 Bridle Path Rd, Ossining, NY 10562
    14 Bridle Path Rd, Ossining, NY 10562
    /20

    $424,000 Pending

    • 1 Bed
    • 1.5 Baths
    • 1,139 Sq Ft

    14 Bridle Path Rd, Ossining, NY 10562

    Welcome to 14 Bridle Path Road, a condominium with incredible potential in Ossining's sought-after Fox Hill complex. This 1986 built 1 bedroom, 1 and a half bath condo/townhome sits in a wooded quiet community. It will need repairs but has so much potential. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other

    Jamarr Zellner REALHome Services & Solutions

    14 Bridle Path Rd, Ossining, NY 10562
  • 31 Old Briarcliff Rd, Briarcliff Manor, NY 10510

    $2,850,000 Sold Jun 23, 2025

    • 5,139 Sq Ft
    • $555/SF
    • 18 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1920

    31 Old Briarcliff Rd, Briarcliff Manor, NY 10510

    Modern luxury meets period integrity. Perfectly and privately set amid a brilliant landscape of almost three acres, the house is simply charming. Preserving the original 1920's character. Plaster walls, black casement windows, stone fireplaces and a slate roof are all indicative of the quality of construction. Substantially restored, the home features updated bathrooms and a renovated kitchen.

    David Turner Compass Greater NY, LLC

    31 Old Briarcliff Rd, Briarcliff Manor, NY 10510
  • 16 Maple Place, Ossining, NY 10562
    16 Maple Place, Ossining, NY 10562
    16 Maple Place, Ossining, NY 10562
    /45

    $650,000 Pending

    • 6 Beds
    • 4 Baths
    • 2,678 Sq Ft

    16 Maple Place, Ossining, NY 10562

    Two-Family Home with Bonus Living Space – Prime Ossining LocationThis versatile two-family home with bonus living space offers comfort, convenience, and investment potential, all within minutes of downtown Ossining. Set on a large lot with ample off-street parking, it’s an ideal choice for investors, extended living groups, or buyers seeking flexible living arrangements.Each unit

    Crystal Hawkins Syska Keller Williams NY Realty

    16 Maple Place, Ossining, NY 10562
  • 543 Scarborough Rd, Briarcliff Manor, NY 10510

    $1,675,000 Sold Jun 18, 2025

    • 2,759 Sq Ft
    • $607/SF
    • 12 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1969

    543 Scarborough Rd, Briarcliff Manor, NY 10510

    A distinctive and approachable Mid-century Modern by renowned architect Roy Sigvard Johnson, 543 Scarborough Road is an extraordinary modern classic. The open floor plan and expansive windows offer breathtaking views of the two-acre plus grounds that blend into the Old Croton Aqueduct. The scale is ideal for grand entertaining and intimate gatherings. A sunken living room, anchored by a striking

    Matthew Valvano Berkshire Hathaway HS NY Prop

    543 Scarborough Rd, Briarcliff Manor, NY 10510
  • 16 Rockledge Ave Unit 5B1, Ossining, NY 10562
    16 Rockledge Ave Unit 5B1, Ossining, NY 10562
    16 Rockledge Ave Unit 5B1, Ossining, NY 10562
    /37

    $332,500 Pending

    • 2 Beds
    • 2 Baths
    • 1,580 Sq Ft

    16 Rockledge Ave Unit 5B1, Ossining, NY 10562

    Inspirational. Awe inspiring. Witness first-hand the most stunning panoramic Hudson River views from EVERY room of this large two-bedroom, two-bathroom coop apartment in exceptional, Scarborough Manor—a gated community in Ossining, NY. This unit has exquisite, unobstructed southern views of one of the most poetically beautiful rivers in the world. The primary bedroom ensuite has its own

    Melissa Terman River Realty Services, Inc.

    16 Rockledge Ave Unit 5B1, Ossining, NY 10562
  • 95 Old Briarcliff Rd, Briarcliff Manor, NY 10510

    $1,400,000 Sold Jun 18, 2025

    • 3,259 Sq Ft
    • $430/SF
    • 9 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1906

    95 Old Briarcliff Rd, Briarcliff Manor, NY 10510

    Embrace modern farmhouse living in this renovated and beautifully expanded historic Walter Law Cottage located in an estate area of Briarcliff Manor. The home is set on over half an acre of level, fenced and very private property. An oversized entry foyer opens to a pretty living room with original wood burning fireplace, formal dining room, fabulous eat in kitchen and a family room with French

    Eileen O'Neill Houlihan Lawrence Inc.

    95 Old Briarcliff Rd, Briarcliff Manor, NY 10510
  • 20 Maple Place, Ossining, NY 10562
    20 Maple Place, Ossining, NY 10562
    20 Maple Place, Ossining, NY 10562
    /25

    $329,900

    • 5 Beds
    • 1.5 Baths
    • 2,880 Sq Ft

    20 Maple Place, Ossining, NY 10562

    According to the Town Of Ossining this house is uninhabitable and it is unsafe to enter. As such, interior showings are not permitted. Sold Strictly As Is. Buyer will be responsible for any and all debris removal. Buyer will be responsible for any and all Open Permits and/or Violations. Buyer to pay NY State Transfer Tax. Seller will want the property on the market for 10 days before they

    Gary Leogrande Keller Williams NY Realty

    20 Maple Place, Ossining, NY 10562
  • 648 Pinesbridge Rd, Ossining, NY 10562

    $281,250 Sold Jun 18, 2025

    • Land
    • 1.95 Acres
    • $144,231 per Acre
    • 27 Days On Market

    648 Pinesbridge Rd, Ossining, NY 10562

    Discover the perfect blend of privacy and convenience with this 1.95-acre wooded lot on Pinesbridge Road in Southern Yorktown. Nestled in a serene setting, this ready-to-build property offers an approvable space for a 3-bedroom home, with the potential for a 4-bedroom approval pending additional testing. Enjoy the tranquility of nature while remaining just a short drive from town centers,

    Susan Pratt Coldwell Banker Realty

    648 Pinesbridge Rd, Ossining, NY 10562
  • 135 Main St Unit 203, Ossining, NY 10562
    135 Main St Unit 203, Ossining, NY 10562
    135 Main St Unit 203, Ossining, NY 10562
    /14

    $240,000

    • 2 Beds
    • 1 Bath
    • 951 Sq Ft

    135 Main St Unit 203, Ossining, NY 10562

    Exciting 2-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 203, Ossining, NY 10562
  • 644 Pinesbridge Rd, Ossining, NY 10562

    $281,250 Sold Jun 18, 2025

    • Land
    • 1.88 Acres
    • $149,601 per Acre
    • 27 Days On Market

    644 Pinesbridge Rd, Ossining, NY 10562

    This rare 1.88 acre property in Southern Yorktown offers the perfect blend of privacy and convenience and is an approvable 5 bedroom septic lot. Located on Pinesbridge Road you’ll find a peaceful wooded setting yet just a short drive to town centers, Metro-North, and the Taconic Parkway, with easy access to the NYS Empire State Trail and Kitchawan Preserve for outdoor recreation. The adjacent

    Susan Pratt Coldwell Banker Realty

    644 Pinesbridge Rd, Ossining, NY 10562
  • 21 Park Ave, Ossining, NY 10562

    $800,000 Sold Jun 18, 2025

    • 2,991 Sq Ft
    • $267/SF
    • 77 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1935

    21 Park Ave, Ossining, NY 10562

    In the beautiful section of Ossining On The Hudson, this corner, multi family home boasts a 6,534 sqft Lot size. As you enter the front door into the 1st floor apartment, you are greeted in a spacious living room, separated dining room, eat-in kitchen, Den/Office room, full bathroom, guest bedroom and a large master bedroom with central air throughout, a half bath and private entrance to the

    Anthony Saddler YourHomeSold Guaranteed Realty

    21 Park Ave, Ossining, NY 10562
  • 332 N State Rd Unit 1E, Briarcliff Manor, NY 10510

    $292,500 Sold Jun 18, 2025

    • 1,050 Sq Ft
    • $279/SF
    • 98 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1950

    332 N State Rd Unit 1E, Briarcliff Manor, NY 10510

    Welcome to Briar Hill...Briarcliff Manor's premier co-op community. This 2 bedroom/2 full bath first floor end unit is seldom on the market. The foyer entry leads to a custom closet and laundry alcove with washer/dryer. The large living room and open floor plan to the dining area is great for entertaining. The kitchen is updated and has generous counter space and cabinet storage. The master

    Linda Lyons Howard Hanna Rand Realty

    332 N State Rd Unit 1E, Briarcliff Manor, NY 10510
  • 521 Scarborough Rd, Briarcliff Manor, NY 10510

    $800,000 Sold Jun 17, 2025

    • 1,500 Sq Ft
    • $533/SF
    • 15 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1960

    521 Scarborough Rd, Briarcliff Manor, NY 10510

    Set on 2.5 tranquil acres of open spaces, lush woods, waterfalls and meandering stone walls, this one-of-a-kind, artfully designed residence offers a seamless connection to nature. Cross a bridge over babbling Sparta Brook to the wrap-around deck, where you can take in the serene beauty of your own secluded retreat. A welcoming entry foyer opens into the dramatic, beamed and vaulted Great Room,

    Matthew Valvano Berkshire Hathaway HS NY Prop

    521 Scarborough Rd, Briarcliff Manor, NY 10510
  • 82 Dale Ave, Ossining, NY 10562

    $150,000 Sold Jun 17, 2025

    • Land
    • 0.34 Acre
    • $441,176 per Acre
    • 38 Days On Market

    82 Dale Ave, Ossining, NY 10562

    An incredible opportunity to own three vacant lots being sold together in a desirable Village of Ossining location! Zoned for two-family residences, this property offers endless possibilities. Conveniently located near shops, parks, schools, public transportation and the Hudson River. Taxes listed include all three lots.

    Rachel McLoughlin Compass Greater NY, LLC

    82 Dale Ave, Ossining, NY 10562
  • 14 Reeback Dr, Ossining, NY 10562

    $878,000 Sold Jun 17, 2025

    • 3,590 Sq Ft
    • $245/SF
    • 19 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1968

    14 Reeback Dr, Ossining, NY 10562

    This sun-drenched, picture-perfect 5-bedroom, 3.5 bath colonial is ideally situated on a beautiful, tree-lined street. Truly turn-key and ready for you to move right in! Step inside and you're greeted by a gracious foyer. To the right, an expansive dining room comfortably seats 10 or more-perfect for hosting holidays or intimate dinner parties. To the left, a spacious living room floods with

    Kathryn Weinberger Compass Greater NY, LLC

    14 Reeback Dr, Ossining, NY 10562
  • 130 Holly Place, Briarcliff Manor, NY 10510

    $1,800,000 Sold Jun 16, 2025

    • 3,122 Sq Ft
    • $577/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1994

    130 Holly Place, Briarcliff Manor, NY 10510

    Welcome to this beautifully maintained Center Hall Colonial, perfectly situated at the end of a peaceful cul-de-sac in Briarcliff Manor. Set on .94 acres of level land, this spacious home offers more than 3,000 square feet above ground, with four generous bedrooms, two and a half baths, and a private main-floor office. From the moment you step inside through the newer steel front door with leaded

    Suzan Zeolla Houlihan Lawrence Inc.

    130 Holly Place, Briarcliff Manor, NY 10510
  • 48 Central Dr W, Briarcliff Manor, NY 10510

    $1,534,299 Sold Jun 16, 2025

    • 3,613 Sq Ft
    • $425/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1963

    48 Central Dr W, Briarcliff Manor, NY 10510

    Discover this charming and spacious colonial nestled in the sought-after estate area of Briarcliff Manor. Set on a picturesque 1.4-acre property, this home offers the perfect blend of usable space and natural beauty, with scenic rock outcroppings and a vegetable garden that add character to the landscape. Featuring a solid foundation and timeless architecture, this home boasts a spacious layout

    Hillary Landau Compass Greater NY, LLC

    48 Central Dr W, Briarcliff Manor, NY 10510
  • 1010 Eagle Bay Dr, Ossining, NY 10562

    $490,000 Sold Jun 16, 2025

    • 1,378 Sq Ft
    • $356/SF
    • 18 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1982

    1010 Eagle Bay Dr, Ossining, NY 10562

    Come relax and enjoy the serenity of this special updated townhome located in Ossining’s sought-after gated Hudson River front condominium complex. From this upper level END UNIT, with front porch and back deck, you will not only enjoy seasonal river and wooded views, you will bask in the privacy of the unit’s location within the complex with its garage and assigned parking space just footsteps

    Cindy Cassuto Corcoran Legends Realty

    1010 Eagle Bay Dr, Ossining, NY 10562
  • 132 S Highland Ave, Ossining, NY 10562

    $631,000 Sold Jun 16, 2025

    • 1,236 Sq Ft
    • $511/SF
    • 8 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1961

    132 S Highland Ave, Ossining, NY 10562

    Multiple offers; seller requesting "highest and best" 5:00 1/5/25. Welcome home to an excellent investment opportunity! The main living unit is move-in ready, offering hardwood floors, a sunny kitchen/dining area and a large living room with an attractive fireplace. 3 bedrooms, 1 full and 2 half bathrooms, office space and laundry complete the main unit. The lower-level unit offers 1 bedroom,

    Christine Pergolizzi

    132 S Highland Ave, Ossining, NY 10562
  • 224 Kemeys Cove Unit 2-24, Briarcliff Manor, NY 10510

    $560,000 Sold Jun 13, 2025

    • 1,298 Sq Ft
    • $431/SF
    • 41 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1975

    224 Kemeys Cove Unit 2-24, Briarcliff Manor, NY 10510

    Life's a dream in this renovated 2-bed/2.1-bath duplex condo with Hudson River views. Large, main-level open floor plan. Living area with Hudson River views from slider to balcony with retractable awning. Dining area with Juliet balcony and pass-through to updated kitchen with stainless steel appliances & granite counter tops. Refreshed powder room adjoins entry hall. Upstairs landing suitable

    Stacy Levey William Raveis-New York, LLC

    224 Kemeys Cove Unit 2-24, Briarcliff Manor, NY 10510
  • 123 Marlborough Rd, Briarcliff Manor, NY 10510

    $1,938,500 Sold Jun 13, 2025

    • 4,220 Sq Ft
    • $459/SF
    • 14 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1972

    123 Marlborough Rd, Briarcliff Manor, NY 10510

    Extraordinary modern home by renowned local architect Ferdinand Gottlieb. Created with an evocative sense of design in the International Style of Architecture. The progression of floor to ceiling glass lends itself to a subtle magnificence all the while complimented by a surrounding lush 3.6 acres. This seamless blending of the grounds viewed continuously from the interior creates the perfect

    Amy Via Houlihan Lawrence Inc.

    123 Marlborough Rd, Briarcliff Manor, NY 10510

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