11,370

Ossining, NY Homes

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  • 249 Croton Dam Rd, Ossining, NY 10562

    $950,000 Sold Jun 27, 2025

    • Land
    • 26.5 Acres
    • $35,849 per Acre
    • 96 Days On Market

    249 Croton Dam Rd, Ossining, NY 10562

    DO NOT ACCESS THIS PROPERTY, THERE ARE SURVEILLANCE CAMERAS,OWNERS WILL CALL THE POLICE. Land for sale, zoning for 2 acres SF homes. Set on 26.50 acres, serene private property with original plantings untouched for over 100 years. Hiking trails throughout this property is adjacent to the Ossining Nature preserve. Also available for sale mls #6297365. As per sellers request please submit proof of

    Christina DiMinno Julia B Fee Sothebys Int. Rlty

    249 Croton Dam Rd, Ossining, NY 10562
  • 95 Charter Cir, Ossining, NY 10562
    95 Charter Cir, Ossining, NY 10562
    95 Charter Cir, Ossining, NY 10562
    /24

    $298,222 Pending

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft

    95 Charter Cir, Ossining, NY 10562

    If you are looking for an extra large 2 bedroom unit with private entrance and no steps, look no further! This completely updated end unit has the benefits of being on one level, with a sliding door to a private grassy area, along with a front patio, a large laundry room with stackable front loaders in the unit, and an additional bonus room that can be a home office or serve other purposes.

    Mark Seiden Mark Seiden Real Estate Team

    95 Charter Cir, Ossining, NY 10562
  • 6 Steven Dr Unit 5, Ossining, NY 10562

    $375,000 Sold Jun 26, 2025

    • 825 Sq Ft
    • $455/SF
    • 23 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1988

    6 Steven Dr Unit 5, Ossining, NY 10562

    First floor lawn view unit with deck and garden box in the coveted Hudson View Development. One walks into open floor plan living room with a stone fireplace. The unit flows into a separate dining area and kitchen with shining granite counters and stainless steel appliances. Off the living room and down a separate hallway there is a large bedroom with a walk-in closet adjacent to a newly

    Timothy Williamson William Raveis-New York LLC

    6 Steven Dr Unit 5, Ossining, NY 10562
  • 135 S Highland Ave Unit B5, Ossining, NY 10562
    135 S Highland Ave Unit B5, Ossining, NY 10562
    135 S Highland Ave Unit B5, Ossining, NY 10562
    /19

    $210,000 Pending

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    135 S Highland Ave Unit B5, Ossining, NY 10562

    The seller will give $3,000 to the buyer at closing towards new appliances. Bright, spacious, and inviting, this two-bedroom, one-bathroom co-op is a great home in a great location. The dining area and hall have beautiful hardwood floors and plenty of closets throughout the unit. It has great sun exposure, with the living room and kitchen facing West. Its well-kept grounds, with a pool and

    Raymond Lopez Howard Hanna Rand Realty

    135 S Highland Ave Unit B5, Ossining, NY 10562
  • 26 Calam Ave, Ossining, NY 10562

    $620,000 Sold Jun 26, 2025

    • 1,356 Sq Ft
    • $457/SF
    • 23 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1949

    26 Calam Ave, Ossining, NY 10562

    Enter into the charm of this beautifully maintained Sears and Roebuck Cape-Cod, where timeless character meets modern comfort. Nestled in a welcoming and desirable Ossining neighborhood, with charming window boxes that add warmth and enhance the curb appeal. Inside, original hardwood floors flow throughout the bright, sun-filled spaces, perfectly positioned to capture the breathtaking glow of the

    Philip Simonetti Redfin Real Estate

    26 Calam Ave, Ossining, NY 10562
  • 7 Lewiston Ct, Briarcliff Manor, NY 10510
    7 Lewiston Ct, Briarcliff Manor, NY 10510
    7 Lewiston Ct, Briarcliff Manor, NY 10510
    /33

    $1,549,000 Pending

    • 3 Beds
    • 6 Baths
    • 4,662 Sq Ft

    7 Lewiston Ct, Briarcliff Manor, NY 10510

    This spectacular 4,662 sq ft renovated home features an open concept with soaring cathedral ceilings, fantastic natural light, four bedrooms and 4.2 baths has everything you have been searching for including an end of a cul-de-sac location all within the sought after gated community of Rosecliff. Soaring 20ft ceilings with multiple skylights, a gorgeous renovated kitchen with stainless steel

    Jamey Gelardi Houlihan Lawrence Inc.

    7 Lewiston Ct, Briarcliff Manor, NY 10510
  • 222 Woods Brooke Cir, Ossining, NY 10562

    $580,000 Sold Jun 26, 2025

    • 1,390 Sq Ft
    • $417/SF
    • 16 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1983

    222 Woods Brooke Cir, Ossining, NY 10562

    Welcome to this sun drenched 2 story Townhome in the very desirable "The Woods Of Westchester" offering both tranquility and vibrant community living. The main level welcomes you with an Entry Foyer, which leads into the eat-in-kitchen with quartz counter tops, stainless steel appliances and a pass through to living room with corner fireplace. Dining room boasts sliding glass doors opening on to

    Lena O'Neill Howard Hanna Rand Realty

    222 Woods Brooke Cir, Ossining, NY 10562
  • 1450 Pleasantville Rd, Briarcliff Manor, NY 10510
    1450 Pleasantville Rd, Briarcliff Manor, NY 10510
    1450 Pleasantville Rd, Briarcliff Manor, NY 10510
    /8

    $175,000 Pending

    • Land
    • 2.3 Acres
    • $76,087 per Acre

    1450 Pleasantville Rd, Briarcliff Manor, NY 10510

    A/O-contracts out but continue to show until signed. Great opportunity to build your dream home in Briarcliff Manor on 2.3 acres of property. Easy commute to NYC, close to trains, schools and walking distance to town. Briarcliff schools and amenities. Nearby private golf courses/country clubs. Municipal water and sewer CurrentUses: Single Family,

    Lindsay DiLoreto Houlihan Lawrence Inc.

    1450 Pleasantville Rd, Briarcliff Manor, NY 10510
  • 21 Vails Ln, Ossining, NY 10562

    $956,000 Sold Jun 25, 2025

    • 2,684 Sq Ft
    • $356/SF
    • 17 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1968

    21 Vails Ln, Ossining, NY 10562

    Discover the perfect blend of elegance and comfort in this stunning 5-bed, 3.5-bath colonial home situated on 1 acre with a pool, circular driveway, in the vibrant town of Ossining.Step inside through the formal entry into an oversized living room, bathed in abundant natural light and featuring gleaming hardwood floors. Entertain in the formal dining room, which boasts sliders leading out to an

    Sherry Wiggs Houlihan Lawrence Inc.

    21 Vails Ln, Ossining, NY 10562
  • 40 Linden Ave, Ossining, NY 10562
    40 Linden Ave, Ossining, NY 10562
    40 Linden Ave, Ossining, NY 10562
    /29

    $799,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,252 Sq Ft

    40 Linden Ave, Ossining, NY 10562

    Welcome to this legal 2 family Stucco Victorian home style in the heart of it all! Great opportunity for those looking to owner-occupy one unit, and rent the other unit to offset some of your carrying cost or a great investment opportunity! This unique corner property offers character, charm, and details one expects from this vintage, complimented with updates for today's living needs. Unit 1:

    Luby Contreras Keller Williams Realty Partner

    40 Linden Ave, Ossining, NY 10562
  • 5 Sleator Dr, Ossining, NY 10562

    $800,000 Sold Jun 25, 2025

    • 2,001 Sq Ft
    • $400/SF
    • 27 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    5 Sleator Dr, Ossining, NY 10562

    Welcome to 5 Sleator Drive in Ossining! Pristine, no-step Ranch on a desirable cul-de-sac neighborhood. This bright three bedroom, two bath home is easy, one level living. Set on level, usable .46 acres of parklike property with professional landscaping and fenced yard. Updated kitchen with cherry cabinets, SS Appliances, granite countertops and recessed lighting, Living Room with Limestone

    Bruce Banks Coldwell Banker Realty

    5 Sleator Dr, Ossining, NY 10562
  • 1 Agate Ave, Ossining, NY 10562
    1 Agate Ave, Ossining, NY 10562
    1 Agate Ave, Ossining, NY 10562
    /8

    $389,000 Pending

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    1 Agate Ave, Ossining, NY 10562

    Westchester welcomes you to your new home sweet home! One family house for a first-time homebuyer or those who are seeking a serene retreat! Sitting on a 30x160 lot, an inviting front porch welcomes you to this colonial, well maintained frame house, step inside to discover 2 bedrooms, full bathroom, plus one car garage. Imagine sipping your morning coffee on the front porch, hosting barbecues in

    Jose Agudo City Homes Realty Group LLC

    1 Agate Ave, Ossining, NY 10562
  • 103 Eagle Bay Dr, Ossining, NY 10562

    $348,250 Sold Jun 24, 2025

    • 1,089 Sq Ft
    • $320/SF
    • 22 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1982

    103 Eagle Bay Dr, Ossining, NY 10562

    Discover serene living in this 1st floor, no steps, one-bedroom, one-bathroom condo nestled within the gated Eagle Bay. This residence boasts a cozy wood-burning fireplace, expansive windows that flood the space with natural light, and a private deck offering peaceful woodland views. Unit includes a 1 Car Garage.Eagle Bay offers a wealth of amenities to enhance your lifestyle, including a

    Nancy Kennedy

    103 Eagle Bay Dr, Ossining, NY 10562
  • 30 Hunter St, Ossining, NY 10562
    30 Hunter St, Ossining, NY 10562
    /2

    $300,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,474 Sq Ft

    30 Hunter St, Ossining, NY 10562

    Here is your chance to take advantage of a rare opportunity to buy a designers honeymoon with water views and close to transportation. Must be purchased sight unseen with occupants inside. CASH ONLY. Tear it down and build something new. Renovate and make it your own. DRIVE BY SHOWINGS ONLY! DO NOT KNOCK ON THE DOOR OR GO ON THE PROPERTY AT ALL! Additional Information: HeatingFuel:Oil Below

    Crystal Hawkins Syska Keller Williams NY Realty

    30 Hunter St, Ossining, NY 10562
  • 3 Willow Dr, Briarcliff Manor, NY 10510

    $799,000 Sold Jun 24, 2025

    • 1,886 Sq Ft
    • $424/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1959

    3 Willow Dr, Briarcliff Manor, NY 10510

    Welcome to this beautifully maintained Colonial, ideally situated less than a mile from the heart of Briarcliff Manor. Thoughtfully updated and tastefully appointed, this home features exquisite custom woodwork, built-in cabinetry and high-end finishes throughout.The bright, eat-in kitchen opens through elegant French doors to a stunning stone patio and a level backyard surrounded by mature

    Susan Slotnick William Raveis Real Estate

    3 Willow Dr, Briarcliff Manor, NY 10510
  • 24 Nelson Ave, Ossining, NY 10562
    24 Nelson Ave, Ossining, NY 10562
    24 Nelson Ave, Ossining, NY 10562
    /18

    $359,222 Coming Soon

    • 2 Beds
    • 1 Bath
    • 767 Sq Ft

    24 Nelson Ave, Ossining, NY 10562

    Cozy One-Level Cottage on a Quiet Dead-End Street. This inviting home features a large eat-in kitchen with beautiful quartz countertops and a stylish glass tile backsplash. There is a computer/mud room off the kitchen with utility closet and side door to yard that can be used for a washer/dryer. The spacious living room offers a picture window that fills the space with natural light,

    Mark Seiden Mark Seiden Real Estate Team

    24 Nelson Ave, Ossining, NY 10562
  • 35 Candlewood Ct, Briarcliff Manor, NY 10510

    $1,264,064 Sold Jun 24, 2025

    • 2,715 Sq Ft
    • $466/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1998

    35 Candlewood Ct, Briarcliff Manor, NY 10510

    Welcome to this updated 4-bedroom modern colonial, ideally located on a cul-de-sac in the Village of Briarcliff Manor. This move-in-ready home offers a perfect blend of style, comfort, and convenience. Recent upgrades include a new roof, windows, doors, driveway, furnace, HVAC system, and water heater. The spacious eat-in kitchen features high-end appliances, quartz countertops, under-cabinet

    Kathleen Griffin Houlihan Lawrence Inc.

    35 Candlewood Ct, Briarcliff Manor, NY 10510
  • 10 Nicole Cir Unit 12, Ossining, NY 10562
    10 Nicole Cir Unit 12, Ossining, NY 10562
    10 Nicole Cir Unit 12, Ossining, NY 10562
    /16

    $320,000 Open Sat 12PM - 2PM

    • 1 Bed
    • 1 Bath
    • 813 Sq Ft

    10 Nicole Cir Unit 12, Ossining, NY 10562

    Terrific End Unit in Pet-Friendly Hudson View!This bright and spacious home features vaulted ceilings, a skylight, and a cozy fireplace in the living room with access to a private sunset deck. The updated kitchen offers granite countertops, refaced cabinets, and modern appliances.A spiral staircase leads to a versatile loft space, perfect for a home office, yoga area, or creative

    Antoinette Gray Houlihan Lawrence Inc.

    10 Nicole Cir Unit 12, Ossining, NY 10562
  • 255 Chadeayne Rd, Ossining, NY 10562

    $750,000 Sold Jun 24, 2025

    • 2,310 Sq Ft
    • $325/SF
    • 110 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1967

    255 Chadeayne Rd, Ossining, NY 10562

    Yorktown municipality, Yorktown Schools in the Kitchawan area. Set back from the road sits this stately home. Rich hardwood floors open floor plan and gorgeous natural light. The lower-level area is absolutely enormous and can accommodate ping pong, pool table and with the intimate fireplace, the entertainment options are limitless. With four bedrooms upstairs and an office downstairs could be

    Douglas Dill Houlihan Lawrence Inc.

    255 Chadeayne Rd, 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
  • 360 N State Rd Unit 1I, Ossining, NY 10510

    $230,000 Sold Jun 24, 2025

    • 950 Sq Ft
    • $242/SF
    • 160 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1950

    360 N State Rd Unit 1I, Ossining, NY 10510

    Discover this beautifully maintained first floor, 1-bedroom co-op conveniently located in Briarcliff Manor, known for its award-winning school district and vibrant community. Situated close to transportation, shopping, and dining, this home features gleaming hardwood floors, a bright, modern kitchen with white appliances, shaker cabinetry, and granite countertops, plus a formal dining room

    Wendy Phillips Corcoran Legends Realty

    360 N State Rd Unit 1I, Ossining, 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
  • 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
  • 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
  • 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
  • 20 Maple Place, Ossining, NY 10562
    20 Maple Place, Ossining, NY 10562
    20 Maple Place, Ossining, NY 10562
    /25

    $364,000

    • 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
  • 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

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