11,431

Ossining, NY Homes

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  • /34

    $1,299,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 2,976 Sq Ft

    8 Justine Ct, Briarcliff Manor, NY 10510

    First time on the market! Come enjoy a carefree lifestyle in the sought-after Rosecliff community. Beautifully built by Toll Brothers, this elegant 3-bedroom home is located at the end of a small cul-de-sac. This sun-lit home features hardwood floors throughout, 9-foot ceilings on the main level, formal living room and dining room and an open kitchen with stainless steel appliances, and breakfast

    Agent Photo

    Maria Teresa Duguet

    Houlihan Lawrence Inc.

    (914) 340-0561

    8 Justine Ct, Briarcliff Manor, NY 10510
  • /20

    $2,550 Per Month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Condo for Rent

    9 Stanley Ave Unit 2, Ossining, NY 10562

    9 Stanley Ave Unit 2, Ossining, NY 10562
  • 193 Chappaqua Rd, Briarcliff Manor, NY 10510

    $960,000

    Sold Jul 23, 2025

    193 Chappaqua Rd, Briarcliff Manor, NY 10510

    • 5 Beds
    • 4 Baths
    • 2,872 Sq Ft
    • Built 1948

    Last Sold Summary

    • 17% Below List Price
    • $334/SF
    • 47 Days On Market

    Current Estimated Value $947,177

    Last Listing Agent Marc Campolongo Marc Jason

    193 Chappaqua Rd, Briarcliff Manor, NY 10510
    • 117 S Highland Ave Unit 3F, Ossining, NY 10562

      Est $159,000

      Not Listed For Sale

      117 S Highland Ave Unit 3F, Ossining, NY 10562

      • 1 Bath
      • 650 Sq Ft
      • Built 1964
      117 S Highland Ave Unit 3F, Ossining, NY 10562

      Last Sold Summary

      • 38% Above List Price
      • $177/SF
      • 50 Days On Market
      • Last Sold Price $115,000
      • Feb 26, 2025

      Last Listing Agent Joanna Concepcion eXp Realty

  • /48

    $2,895,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 5,368 Sq Ft

    91 Chestnut Hill Ln, Briarcliff Manor, NY 10510

    Set privately at the end of a quiet cul-de-sac, this fully updated modern smart home is a rare offering, architecturally refined, impeccably maintained, and designed for the way people want to live today. Five bedrooms and four and a half baths are spread across three finished levels, beginning with a first-floor bedroom suite equally suited for guests, extended family, or a private home office,

    Agent Photo

    Hillary Landau

    Compass Greater NY, LLC

    (914) 635-3731

    91 Chestnut Hill Ln, Briarcliff Manor, NY 10510
  • /7

    $3,250 Per Month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Apartment for Rent

    1123 Pleasantville Rd Unit 2C, Briarcliff Manor, NY 10510

    New modern center of Village of Briarcliff one bedroom apartment. Open concept kitchen with white cabinetry, quartz countertops and stainless-steel appliances. Sleek white bathrooms with white vanity, storage cabinet, walk in shower and heated floors. Energy efficient central heat and air conditioning. Convenient walking to restaurants, shops, bank, post office and park. Each unit has a storage

    Anthony Matra Hudson Edge Real Estate LLC

    1123 Pleasantville Rd Unit 2C, Briarcliff Manor, NY 10510
  • 48 Ganung Dr, Ossining, NY 10562

    $850,000

    Sold Dec 22, 2025

    48 Ganung Dr, Ossining, NY 10562

    • 5 Beds
    • 3 Baths
    • 2,429 Sq Ft
    • Built 1955

    Last Sold Summary

    • 6% Above List Price
    • $350/SF
    • 25 Days On Market

    Current Estimated Value $844,896

    Last Listing Agent Janet Brand Houlihan Lawrence Inc.

    48 Ganung Dr, Ossining, NY 10562
    • 119 S Highland Ave Unit 2E, Ossining, NY 10562

      Not Listed For Sale

      119 S Highland Ave Unit 2E, Ossining, NY 10562

      • 2 Beds
      • 1 Bath
      • 959 Sq Ft
      • Built 1964
      119 S Highland Ave Unit 2E, Ossining, NY 10562

      Last Sold Summary

      • $198/SF
      • 6 Days On Market
      • Last Sold Price $190,000
      • Jun 05, 2024

      Last Listing Agent Amarish J. Khan Apollo Real Properties, Inc.

  • /48

    $985,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,548 Sq Ft

    21 Candlewood Ct, Briarcliff Manor, NY 10510

    Set on a private cul-de-sac with no through traffic, this home offers a quiet, tucked-away setting where daily life feels a touch more calm. From the moment you enter, the sightline lands where it should: a Westchester Magazine-recognized kitchen, Scandinavian-leaning and defined by clean lines, bright space, and a turquoise glass-tile focal wall that reads like water. With two islands, living

    Agent Photo

    Valerie Cascione

    Compass Greater NY, LLC

    (914) 935-7320

    21 Candlewood Ct, Briarcliff Manor, NY 10510
  • /29

    $5,500 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,297 Sq Ft
    • Townhouse for Rent

    305 Glenwood Dr Unit 3-3, Briarcliff Manor, NY 10510

    Welcome to 305 Glenwood—an updated 4-bedroom, 3.5-bath townhome located in the highly desirable Scarborough Glen community. Enter through the front door or the attached garage into a welcoming foyer that leads to the beautifully updated eat-in kitchen featuring shaker cabinets, stainless steel appliances, and a comfortable breakfast area. This level also includes a powder room, a formal dining

    Carolyn Constantine Coldwell Banker Realty

    305 Glenwood Dr Unit 3-3, Briarcliff Manor, NY 10510
  • 21 Tappan Terrace, Briarcliff Manor, NY 10510

    $747,000

    Sold Oct 15, 2025

    21 Tappan Terrace, Briarcliff Manor, NY 10510

    • 3 Beds
    • 2.5 Baths
    • 1,385 Sq Ft
    • Built 1957

    Last Sold Summary

    • $539/SF
    • 34 Days On Market

    Current Estimated Value $740,245

    Last Listing Agent Eric Lebenson ERA Insite Realty Services

    21 Tappan Terrace, Briarcliff Manor, NY 10510
    • 117 S Highland Ave Unit 3E, Ossining, NY 10562

      Est $159,000

      Not Listed For Sale

      117 S Highland Ave Unit 3E, Ossining, NY 10562

      • 2 Beds
      • 1 Bath
      • 900 Sq Ft
      • Built 1965
      117 S Highland Ave Unit 3E, Ossining, NY 10562

      Last Sold Summary

      • 14% Below List Price
      • $206/SF
      • 20 Days On Market
      • Last Sold Price $185,000
      • Oct 01, 2024

      Last Listing Agent Eric Staub Keller Williams NY Realty

  • /48

    $1,535,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 4,155 Sq Ft

    96 Cherry Hill Ct, Briarcliff Manor, NY 10510

    Spacious Contemporary Colonial tucked away on a quiet cul-de-sac in the Briarcliff Manor School District. Offering over 4,000 square feet of living space, this expansive 5-bedroom home is set on .91 beautifully landscaped acres with exceptional privacy and sweeping treetop views. A dramatic two-story entry foyer welcomes you with abundant natural light. The updated gourmet chef’s kitchen is the

    Agent Photo

    Sherry Wiggs

    Houlihan Lawrence Inc.

    (914) 359-3787

    96 Cherry Hill Ct, Briarcliff Manor, NY 10510
  • /24

    $2,800 Per Month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    29 Dale Ave, Ossining, NY 10562

    Welcome to 29 Dale Avenue in Ossining, a beautifully updated 2-bedroom, 1-bath apartment offering approximately 800 square feet of comfortable living space. This bright and inviting home features hardwood floors throughout and an abundance of natural light. The updated kitchen is equipped with white shaker cabinets, quartz like countertops, and ample storage, while the fully renovated bathroom

    Michael D'Ambrosio eXp Realty

    29 Dale Ave, Ossining, NY 10562
  • 406 Kemeys Cove Unit 406, Briarcliff Manor, NY 10510

    $550,000

    Sold May 30, 2025

    406 Kemeys Cove Unit 406, Briarcliff Manor, NY 10510

    • 2 Beds
    • 2.5 Baths
    • 1,340 Sq Ft
    • Built 1974

    Last Sold Summary

    • 1% Below List Price
    • $410/SF
    • 26 Days On Market

    Last Listing Agent Anna Priskie Compass Greater NY, LLC

    406 Kemeys Cove Unit 406, Briarcliff Manor, NY 10510
    • 16 Charter Cir, Ossining, NY 10562

      Not Listed For Sale

      16 Charter Cir, Ossining, NY 10562

      • 2 Beds
      • 1 Bath
      • 900 Sq Ft
      • Built 1962
      16 Charter Cir, Ossining, NY 10562

      Last Sold Summary

      • $250/SF
      • 35 Days On Market
      • Last Sold Price $225,000
      • Feb 25, 2025

      Last Listing Agent Mavra Mita Howard Hanna Rand Realty

  • /35

    $775,000

    $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    110 Morningside Dr, Ossining, NY 10562

    Welcome Home and discover this charming ranch-style residence nestled in one of Ossining’s most sought-after neighborhoods. Surrounded by nature and set on nearly an acre (0.85 acres) of beautifully landscaped property, this Single Family home offers comfort with 3 beds and 2 baths, lives like 2,000+ sq/ft with finished Basement, 2+ Car Garage, privacy, and timeless appeal.Enjoy a sun-filled

    Luis Morgado HomeSmart Homes & Estates

    110 Morningside Dr, Ossining, NY 10562
  • /20

    $3,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Apartment for Rent

    5 Brandreth St Unit 2A, Ossining, NY 10562

    Come see this bright, stylish 3BR/2BA Apartment in downtown Ossining! The unit is teeming with elegance and offers many great amenities, including Central Air, BIG Closets, and Hi-End Finishes. Just 48 minutes by Train to GCS, and Close to restaurants, recreation, and shopping! The apartment is on the 2nd floor and has lovely light quality and views from the bedrooms. Enjoy Hardwood Floors in

    Jenifer Ross eXp Realty

    5 Brandreth St Unit 2A, Ossining, NY 10562
  • 1364 Spring Valley Rd, Ossining, NY 10562

    $950,000

    Sold Mar 05, 2026

    1364 Spring Valley Rd, Ossining, NY 10562

    • 3 Beds
    • 2.5 Baths
    • 2,424 Sq Ft
    • Built 1935

    Last Sold Summary

    • 2% Above List Price
    • $392/SF
    • 50 Days On Market

    Current Estimated Value $937,250

    Last Listing Agent Vincent Vetrano Douglas Elliman Real Estate

    1364 Spring Valley Rd, Ossining, NY 10562
    • 310 N State Rd Unit 4C, Briarcliff Manor, NY 10510

      Not Listed For Sale

      310 N State Rd Unit 4C, Briarcliff Manor, NY 10510

      • 2 Beds
      • 1 Bath
      • 950 Sq Ft
      • Built 1950
      310 N State Rd Unit 4C, Briarcliff Manor, NY 10510

      Last Sold Summary

      • $263/SF
      • 25 Days On Market
      • Last Sold Price $250,000
      • Oct 20, 2024

      Last Listing Agent Elizabeth Harlow Compass Greater NY, LLC

  • /44

    $999,900

    Open Sat 12PM - 2PM $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
  • /35

    $2,750 Per Month

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    76 State St Unit 10, Ossining, NY 10562

    Discover the charm of living in Ossining, NY! This newly renovated 3-bedroom, 1-bathroom apartment on the third floor offers a blend of modern comfort and scenic tranquility. Enjoy breathtaking views of the Hudson River just blocks away. The apartment features a spacious living room, well-lit kitchen, and a full bathroom with a bathtub and shower. With new hardwood floors and freshly painted

    Joseph Sclafani Joyce Realty Corp

    76 State St Unit 10, Ossining, NY 10562
  • 4 3rd Ave, Ossining, NY 10562

    $665,000

    Sold May 30, 2025

    4 3rd Ave, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft
    • Built 1957

    Last Sold Summary

    • 2% Above List Price
    • $445/SF
    • 23 Days On Market

    Current Estimated Value $701,009

    Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

    4 3rd Ave, Ossining, NY 10562
    • 117 S Highland Ave Unit 2F, Ossining, NY 10562

      Est $159,000

      Not Listed For Sale

      117 S Highland Ave Unit 2F, Ossining, NY 10562

      • 1 Bath
      • 650 Sq Ft
      • Built 1962
      117 S Highland Ave Unit 2F, Ossining, NY 10562

      Last Sold Summary

      • 49% Above List Price
      • $165/SF
      • 15 Days On Market
      • Last Sold Price $107,000
      • Mar 25, 2024

      Last Listing Agent LeeAnn Tomasetti Houlihan Lawrence Inc.

  • /31

    $899,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,326 Sq Ft

    2 Deertree Ln, Briarcliff Manor, NY 10510

    Welcome to 2 Deer Tree Lane, a bright and spacious end-unit townhome tucked away on a quiet cul-de-sac in the sought-after Wyndcrest community of Briarcliff Manor. With a rare two-car attached garage, abundant natural light, and a well-designed layout. This 3-bedroom, 2.5-bath home offers a comfortable and easy lifestyle with thoughtful updates throughout. The main level features hardwood floors

    Suzan Zeolla Houlihan Lawrence Inc.

    2 Deertree Ln, Briarcliff Manor, NY 10510
  • /17

    $4,950 Per Month

    • 4 Beds
    • 2 Baths
    • House for Rent

    51 Iroquois Rd, Ossining, NY 10562

    This inviting 4-bedroom, 2-bathroom detached house is now available for rent. Nestled in a peaceful setting, this home offers a perfect blend of comfort and functionality. The spacious layout includes four generously sized bedrooms, providing plenty of room for family living or a home office setup. The property features two bathrooms, making it convenient for daily routines. Laundry facilities

    Anthony Cecere

    51 Iroquois Rd, Ossining, NY 10562
  • 6 Greenwood Ct, Briarcliff Manor, NY 10510

    $915,000

    Sold Jan 23, 2026

    6 Greenwood Ct, Briarcliff Manor, NY 10510

    • 3 Beds
    • 3.5 Baths
    • 3,388 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Below List Price
    • $270/SF
    • 91 Days On Market

    Current Estimated Value $952,332

    Last Listing Agent Christine Iarocci Coldwell Banker Realty

    6 Greenwood Ct, Briarcliff Manor, NY 10510
    • 117 S Highland Ave Unit 3C, Ossining, NY 10562

      Est $159,000

      Not Listed For Sale

      117 S Highland Ave Unit 3C, Ossining, NY 10562

      • 1 Bed
      • 1 Bath
      • 750 Sq Ft
      • Built 1962
      117 S Highland Ave Unit 3C, Ossining, NY 10562

      Last Sold Summary

      • 1% Below List Price
      • $213/SF
      • 20 Days On Market
      • Last Sold Price $160,000
      • Dec 01, 2023

      Last Listing Agent Bernadette Machowski Charles Rutenberg Realty, Inc.

  • /33

    $939,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    31 Orchard Rd, Briarcliff Manor, NY 10510

    Welcome to this beautiful split-level residence located in the Chilmark section of Briarcliff Manor. Lives like a ranch while offering the space and layout of a 4-bedroom, 2.5-bath Colonial. The updated kitchen and bathrooms reflect today’s design preferences, and the open floor plan creates a seamless flow for everyday living and entertaining.The spacious kitchen features built-in cabinetry

    James Maurno Berkshire Hathaway HS NY Prop

    31 Orchard Rd, Briarcliff Manor, NY 10510
  • /19

    $3,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,092 Sq Ft
    • Apartment for Rent

    90 S Highland Ave Unit 6, Ossining, NY 10562

    Experience the perfect blend of modern luxury and vintage charm in this newly renovated 2bed, 1.5bath home, located in Ossining's newest boutique building. This custom-built unit boasts a bespoke kitchen featuring limestone countertops, Fisher & Paykel appliances, and ample storage and workspace. The bathroom is a true retreat, adorned with onyx-like tiles, an elongated soaking tub, and a

    David Cebel Iconik Residential LLC

    90 S Highland Ave Unit 6, Ossining, NY 10562
  • 60 Revolutionary Rd, Ossining, NY 10562

    $536,000

    Sold Sep 23, 2025

    60 Revolutionary Rd, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 2,010 Sq Ft
    • Built 1800

    Last Sold Summary

    • 11% Below List Price
    • $267/SF
    • 63 Days On Market

    Current Estimated Value $602,978

    Last Listing Agent Justin Landon Howard Hanna Rand Realty

    60 Revolutionary Rd, Ossining, NY 10562
    • 117 S Highland Ave Unit 4F, Ossining, NY 10562

      Est $159,000

      Not Listed For Sale

      117 S Highland Ave Unit 4F, Ossining, NY 10562

      • 1 Bath
      • 650 Sq Ft
      • Built 1962
      117 S Highland Ave Unit 4F, Ossining, NY 10562

      Last Sold Summary

      • 49% Above List Price
      • $165/SF
      • 154 Days On Market
      • Last Sold Price $107,000
      • Mar 26, 2024

      Last Listing Agent LeeAnn Tomasetti Houlihan Lawrence Inc.

  • /46

    $1,050,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,646 Sq Ft

    62 Whitson Rd, Briarcliff Manor, NY 10510

    Welcome to this beautifully updated 4 bedroom home in the heart of Briarcliff Manor, where modern finishes meet comfortable everyday living. Thoughtfully renovated and move-in ready, this home offers bright, open living spaces, stylish upgrades, and the perfect layout for today’s lifestyle — all set in one of Westchester’s most sought-after communities. From a beautifully renovated and open

    Susan Strawgate Code Houlihan Lawrence Inc.

    62 Whitson Rd, Briarcliff Manor, NY 10510
  • /2

    $2,400 Per Month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Apartment for Rent

    Unlisted Address

    Private 1-Bedroom Apartment for Rent – Ossining, NY Available immediately. Private one-bedroom apartment in a quiet residential setting in Ossining. Approximately 680 square feet with full-height 8-foot ceilings and a private entrance. Conveniently located about 1 mile from the Metro-North train station with express service to NYC Grand Central. The apartment features a full kitchen with new

    Kenny Bascon Real Broker NY LLC

    Unlisted Address
  • 8 Eldridge Ave, Ossining, NY 10562

    $625,000

    Sold Feb 18, 2026

    8 Eldridge Ave, Ossining, NY 10562

    • 3 Beds
    • 1.5 Baths
    • 1,610 Sq Ft
    • Built 1917

    Last Sold Summary

    • 1% Below List Price
    • $388/SF
    • 38 Days On Market

    Current Estimated Value $618,584

    Last Listing Agent Janet Brand Houlihan Lawrence Inc.

    8 Eldridge Ave, Ossining, NY 10562
    • 333 N State Rd Unit 56, Briarcliff Manor, NY 10510

      Not Listed For Sale

      333 N State Rd Unit 56, Briarcliff Manor, NY 10510

      • 2 Beds
      • 2.5 Baths
      • 1,928 Sq Ft
      • Built 1988
      333 N State Rd Unit 56, Briarcliff Manor, NY 10510

      Last Sold Summary

      • $363/SF
      • 122 Days On Market
      • Last Sold Price $699,000
      • Feb 05, 2025

      Last Listing Agent Barbara Pagliuca Houlihan Lawrence Inc.

  • /33

    $1,289,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,909 Sq Ft

    31 Burns Place, Briarcliff Manor, NY 10510

    Set on a quiet, tree-lined street this beautifully maintained raised ranch offers the perfect blend of space, comfort, and convenience within the highly regarded Briarcliff Manor School District. Thoughtfully updated and expanded, the home features 4 bedrooms plus a dedicated office, 2.5 baths, and a flexible living space designed for today’s lifestyle. Sun-filled interiors, hardwood floors, and

    Heather Monachelli Coldwell Banker Realty

    31 Burns Place, Briarcliff Manor, NY 10510
  • /10

    $2,750 Per Month

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Apartment for Rent

    2 John St, Ossining, NY 10562

    Totally renovated 2 bedroom, 1 bath apartment with tons of natural light and beautiful hardwood floors. Entry into mudroom then staircase upstairs to living room/dining area, eat-in-kitchen, bedroom, bedroom and full bath. Apartment comes with 1 parking space. Tenant is responsible for electric, gas and cable. Heat and hot water are included.

    Jason Kerwar William Raveis Real Estate

    2 John St, Ossining, NY 10562
  • 135 N Highland Ave, Ossining, NY 10562

    $345,000

    Sold Apr 30, 2026

    135 N Highland Ave, Ossining, NY 10562

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft
    • Built 1870

    Last Sold Summary

    • 14% Below List Price
    • $389/SF
    • 170 Days On Market

    Current Estimated Value $415,029

    Last Listing Agent Wendy Galvan Century 21 Marciano

    135 N Highland Ave, Ossining, NY 10562
    • 52 Hudson Point Ln, Ossining, NY 10562

      Est $491,263

      Not Listed For Sale

      52 Hudson Point Ln, Ossining, NY 10562

      • 1 Bed
      • 1 Bath
      • 1,153 Sq Ft
      • Built 1993
      52 Hudson Point Ln, Ossining, NY 10562

      Last Sold Summary

      • 3% Above List Price
      • $412/SF
      • 18 Days On Market
      • Last Sold Price $475,000
      • Aug 14, 2023

      Last Listing Agent Julie McKinnon Compass Greater NY, LLC

Showing Results 41 - 80, Page 2 of 18

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