11,334

Ossining, NY Homes

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  • 22 Ryder Rd, Ossining, NY 10562

    $780,000 Sold Feb 19, 2025

    • 2,164 Sq Ft
    • $360/SF
    • 33 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1927

    22 Ryder Rd, Ossining, NY 10562

    Welcome to this classic 1927 Colonial with all of today's modern conveniences. If you are tired of the cookie-cutter houses with zero personality, and if you are looking for a unique home with charm and character, this is it. As you drive through the stone pillars, up the long driveway, you'll be enchanted by this inviting house. The main level offers a generously sized living room; perfect for

    Diane Silverman Keller Williams NY Realty

    22 Ryder Rd, Ossining, NY 10562
  • /4

    $279,000

    • Land
    • 0.27 Acre
    • $1,033,333 per Acre

    50 Hunter St, Ossining, NY 10562

    Located in the heart of Ossining, this .27-acre vacant lot offers incredible potential with stunning, unobstructed views of the Hudson River. Situated just moments from the train station, shopping, and dining options, this centrally located property is perfect for a variety of development possibilities (buyers must verify with the town).Whether you're looking to build a luxury single-family home,

    Debra Tricarico Houlihan Lawrence Inc.

    50 Hunter St, Ossining, NY 10562
  • 34 Broad Ave, Ossining, NY 10562

    $600,000 Sold Feb 14, 2025

    • 2,042 Sq Ft
    • $294/SF
    • 28 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1872

    34 Broad Ave, Ossining, NY 10562

    Beautiful well kept 2 family house with a large parking lot behind that holds up to 3 or 4 vehicles. Perfect investment property. sold as-is will not be delivered vacant.

    34 Broad Ave, Ossining, NY 10562
  • /49

    $4,300,000

    • 6 Beds
    • 7 Baths
    • 6,571 Sq Ft

    177 Old Briarcliff Rd, Briarcliff Manor, NY 10510

    Welcome to Boxwood: A Timeless RetreatBoxwood offers a unique blend of classic Williamsburg Colonial architecture and thoughtful modern upgrades, creating a warm and inviting home that caters to both comfort and elegance. Situated on 3.895 acres of beautifully maintained grounds, this gated property provides a peaceful escape while remaining functional and accommodating for modern living.The home

    Timothy Hegarty Houlihan Lawrence Inc.

    177 Old Briarcliff Rd, Briarcliff Manor, NY 10510
  • 86 Law Rd, Briarcliff Manor, NY 10510

    $1,900,000 Sold Feb 13, 2025

    • 4,634 Sq Ft
    • $410/SF
    • 10 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1979

    86 Law Rd, Briarcliff Manor, NY 10510

    One of a kind, mint condition contemporary home drenched in sunlight and offering seasonal Hudson River views. The shy acre backs on a Greenbelt; Completely renovated inside and out in 2009/2010. All new white oak wood flooring with radiant heat underneath (except in 3 main floor BRs which are red oak); all new Anderson 400 series windows & new Roof (2010); Gourmet Eat in Kitchen with vaulted

    Susan Strawgate Code Houlihan Lawrence Inc.

    86 Law Rd, Briarcliff Manor, NY 10510
  • /18

    $135,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    127 S Highland Ave Unit 2A4, Ossining, NY 10562

    Sunny move-in ready unit in Highland Terrace garden-style complex. 1st floor unit with only a few steps to door. Spacious living area. Oversized kitchen with window and pantry closet. Dining alcove. Large sunny bedroom with multiple windows and large closet. Bathroom with window. Flooring is a combination of hardwood floor, carpeting, and tiles. Large laundry room conveniently located inside the

    Paola Cortona Keller Williams NY Realty

    127 S Highland Ave Unit 2A4, Ossining, NY 10562
  • 31 Ramapo Rd, Ossining, NY 10562

    $620,000 Sold Feb 13, 2025

    • 1,200 Sq Ft
    • $517/SF
    • 51 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    31 Ramapo Rd, Ossining, NY 10562

    This property is a charming single-family home located in the desirable Indian Village section of Ossining, NY. It offers 3 beautifully maintained bedrooms and 2 full bathrooms. The kitchen is well-kept, featuring ceramic tile flooring, a butcher block countertop, and stainless steel appliances. Situated on a corner lot, the home includes a 1-car detached garage and a large driveway, providing

    Carmen Rivera Shaw Properties

    31 Ramapo Rd, Ossining, NY 10562
  • /50

    $3,300,000

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

    36 Revolutionary Rd, Briarcliff Manor, NY 10510

    Luxury Meets History: Discover 36 Revolutionary Road, a true Westchester Treasure. Welcome to this private 3.83-acre estate that is perfectly positioned between the Hudson River and Sleepy Hollow Country Club. World-class dining, shopping and train are nearby, blending convenience with serene privacy. The stately home boasts five spacious ensuite bedrooms, including a spectacular primary

    Elaine Wasserman Houlihan Lawrence Inc.

    36 Revolutionary Rd, Briarcliff Manor, NY 10510
  • 117 S Highland Ave Unit 5J, Ossining, NY 10562

    $159,900 Sold Feb 13, 2025

    • 750 Sq Ft
    • $213/SF
    • 114 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1962

    117 S Highland Ave Unit 5J, Ossining, NY 10562

    Open, bright and spacious one bedroom, corner apartment in the desirable Parkview Cooperative Complex. Building is located in the heart of Ossining. Close to parks, shops and public transportation. Large dining area leads into a sun drenched living room. Perfect for entertaining! Updated kitchen with ample counter space and stainless steel appliances. Hardwood floors throughout. Tons of closet

    Lisa Emanuele ERA Insite Realty Services

    117 S Highland Ave Unit 5J, Ossining, NY 10562
  • /30

    $725,000

    • 3 Beds
    • 3 Baths
    • 2,178 Sq Ft

    59 Old Albany Post Rd, Ossining, NY 10562

    Waterfront!!! Experience your own slice of paradise in this charming colonial with direct Croton River frontage and access. This well-maintained home features spacious rooms, a renovated kitchen, and a walk-up attic, combining comfort and character. The level yard is ideal for outdoor activities, with kayaking, fishing, and bird watching just steps away. Ideally situated minutes from the Aqueduct

    Ken Wile Redfin Real Estate

    59 Old Albany Post Rd, Ossining, NY 10562
  • 47 Linden Ave, Ossining, NY 10562

    $611,800 Sold Feb 12, 2025

    • 1,540 Sq Ft
    • $397/SF
    • 29 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1872

    47 Linden Ave, Ossining, NY 10562

    Discover timeless charm in this beautifully preserved 1872 home. Perfectly blending classic charm with modern comforts. This residence features three beautifully appointed bedrooms and two bathrooms, providing space for living, working from home, or entertaining guests. As you enter, you're greeted by a layout reminiscent of a classic Brownstone or Soho-style home. The living room and

    Janet Brand Houlihan Lawrence Inc.

    47 Linden Ave, Ossining, NY 10562
  • /36

    $2,900,000

    • 14 Beds
    • 7.5 Baths
    • 15,530 Sq Ft

    139 Scarborough Rd, Briarcliff Manor, NY 10510

    Seize this rare opportunity to own an iconic estate rich in history, dating back to the 1890s. This distinguished property, known as “The Manor House,” was built for and live in by Walter Law, the founder of The Village of Briarcliff Manor. Constructed on Brier Cliff Farms, originally acquired from James Stillman, then-President of National City Bank (now Citibank), the estate at 139 Scarborough

    Elana Zimmerman Julia B Fee Sothebys Int. Rlty

    139 Scarborough Rd, Briarcliff Manor, NY 10510
  • 5 Aqueduct St, Ossining, NY 10562

    $589,000 Sold Feb 12, 2025

    • 1,800 Sq Ft
    • $327/SF
    • 34 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1862

    5 Aqueduct St, Ossining, NY 10562

    Great opportunity to buy a multifamily home in the heart of Ossining, Just a short walk to Downtown Ossining. This property is a fantastic investment, perfect for those looking to live rent-free This was renovated in 2007, framing, siding, windows,electrical and plumbing. New roof recently done. The sale/price includes an adjacent lot.Unit #1 is on the main level and features 2

    Lidia Diaz Howard Hanna Rand Realty

    5 Aqueduct St, Ossining, NY 10562
  • /36

    $1,100,000

    • 5 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    145 Cedar Ln, Ossining, NY 10562

    Eagle's Nest. Perched majestically on a breathtaking property overlooking the Hudson River, this historical architectural masterpiece will leave you amazed. A true marvel, this 5-bedroom, 4.5-bathroom single-family home was built for the legendary 1920s theater and film star, Jeanne Eagels. Prepare to be transported to a world of unparalleled charm and craftsmanship as you step into the

    Nancy Kennedy

    145 Cedar Ln, Ossining, NY 10562
  • 34 Calam Ave, Ossining, NY 10562

    $487,000 Sold Feb 11, 2025

    • 1,248 Sq Ft
    • $390/SF
    • 57 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1910

    34 Calam Ave, Ossining, NY 10562

    Discover this delightful colonial home nestled on a tree-lined street. A welcoming rocking chair front porch sets the tone for relaxation and enjoyment. Inside, find classic features like a formal living room and dining room. The eat-in- kitchen offers a seamless transition to the beautiful level backyard. Upstairs, you'll find four bedrooms and a full bathroom. Enjoy the convenience of a long

    Sherry Wiggs Houlihan Lawrence Inc.

    34 Calam Ave, Ossining, NY 10562
  • /33

    $750,000

    • 6 Beds
    • 2.5 Baths
    • 3,720 Sq Ft

    33 Ryder Rd, Ossining, NY 10562

    Calling all antique lovers! On the hilltop of Ryder Road in Ossining sits an historic property going back centuries, on the market for the first time in decades. The 33 Ryder Road 1826 farmhouse, claimed to be Ossining's oldest residence by The Citizen Register of 1936, is oozing with original charm, including its huge rocking chair front porch, 7' high ceilings, wide plank hardwood floors and

    Lynn Harmonay North Country Sothebys Int Rlt

    33 Ryder Rd, Ossining, NY 10562
  • 16 Rockledge Ave Unit 6MM, Ossining, NY 10562

    $199,000 Sold Feb 11, 2025

    • 736 Sq Ft
    • $270/SF
    • 20 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1970

    16 Rockledge Ave Unit 6MM, Ossining, NY 10562

    Scarborough Manor is all about lifestyle, an all-in-one complex with everything you'll need to live life to the fullest. Situated on a Hudson riverfront gated community, take in breathtaking river views from your 6th floor southwest exposure with an easy walk to Metro North Scarborough station and nearby shopping! The maintenance fee includes all amenities, heat, hot water & air

    Suzanne Welch Coldwell Banker Realty

    16 Rockledge Ave Unit 6MM, Ossining, NY 10562
  • /2

    $398,200

    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    4 William St, Ossining, NY 10562

    The property is occupied so all potential buyers are asked to check with city and tax records to determine actual bedroom, bathroom counts and all details on this property listed above to their satisfaction. This is an AS-IS foreclosed/REO property. Do not disturb occupants or walk on property. Buyers’ premium paid at closing by buyer. *** Seller makes no guarantees about property’s condition,

    Christopher Rose REALHome Services & Solutions

    4 William St, Ossining, NY 10562
  • 17 Feeney Rd, Ossining, NY 10562

    $660,000 Sold Feb 11, 2025

    • 1,650 Sq Ft
    • $400/SF
    • 73 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1963

    17 Feeney Rd, Ossining, NY 10562

    Welcome to 17 Feeney Road in Ossining, NY! This charming home offers 3 bedrooms and 1.5 bathrooms spread over 1,612 square feet of comfortable living space. Nestled on a spacious .35 acre you'll love the flat yard, perfect for all your outdoor activities and gatherings.As you step inside, you'll be greeted by a living room and a formal dining room that's great for hosting dinners with

    Karen O'Connor Compass Greater NY, LLC

    17 Feeney Rd, Ossining, NY 10562
  • /23

    $699,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,328 Sq Ft

    801 Syska Rd, Ossining, NY 10562

    AOPerfect and beautifully maintained ranch style home within the Ossining School District. Totally turn key and ready for the next family to enjoy! Radiant heating in both kitchen, dining as well as in sunroom and Primary bedroom. Enjoy this homes open layout, oversized bedrooms, renovated bathrooms, and flat manicured yard with its brand new fence allowing for privacy. This home has too many

    Yona Strougo Compass Greater NY, LLC

    801 Syska Rd, Ossining, NY 10562
  • 40 Linden Cir, Briarcliff Manor, NY 10510

    $1,509,000 Sold Feb 07, 2025

    • 4,856 Sq Ft
    • $311/SF
    • 130 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1985

    40 Linden Cir, Briarcliff Manor, NY 10510

    Absolutely breathtaking Scarborough on Hudson property! This sprawling, updated 5 bedroom + home is set perfectly on nearly 1 acre, minutes from the Hudson River. Enjoy seasonal and 2nd floor river views, all just a short walk to Scarborough Metro North for a fast and scenic commute to GCT. This stunning home boasts 2 wood burning fireplaces, hardwood floors, a completely renovated white Reimer

    Lisa Goodrich - Zedlovich Guard Hill Realty

    40 Linden Cir, Briarcliff Manor, NY 10510
  • /32

    $159,000 Pending

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    131 S Highland Ave Unit A3, Ossining, NY 10562

    Stunning Rivertown Apartment. This beautifully maintained, sunny, move-in ready 1-bedroom, 1-bathroom unit in Highland Terrace garden-style complex offers convenient access to the woods and hiking trail, perfect for nature lovers and outdoor enthusiasts. Amenities include an in-ground pool and basketball court, laundry and storage facilities, assigned parking and pet-friendly (under 50lbs) with

    Amit Shah Compass Greater NY, LLC

    131 S Highland Ave Unit A3, Ossining, NY 10562
  • 223 Horseshoe Cir, Ossining, NY 10562

    $582,000 Sold Feb 06, 2025

    • 1,592 Sq Ft
    • $366/SF
    • 22 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1986

    223 Horseshoe Cir, Ossining, NY 10562

    Meticulously maintained townhome offering 3 floors of living space and is located in desirable Fox Hill Condominiums with amenities of pool, tennis, basketball court and playground. This home offers a 2nd Bedroom in the sunny, walk-out Lower Level along with a Recreation Room and Bath. First Floor Living Room with Fireplace and Accent Wall of Mirrors, Dining Area with Skylight and Slider to

    Angela Schuler William Raveis Real Estate

    223 Horseshoe Cir, Ossining, NY 10562
  • /18

    $519,000 Pending

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

    3 Ward Place, Ossining, NY 10562

    Charming Tudor on a tree-lined street with tons of potential. Rooms live large - huge living room with fireplace, kitchen with center island, study/den bonus room on the main level. Full sized unfinished basement where the possibilities are endless, and a full-height attic. Two-car detached garage is perfect for a workshop. Oversized deck and great yard. Don't miss the opportunity to turn this

    Tracy Salciccia ERA Insite Realty Services

    3 Ward Place, Ossining, NY 10562
  • 333 N State Rd Unit 56, Briarcliff Manor, NY 10510

    $699,000 Sold Feb 05, 2025

    • 1,928 Sq Ft
    • $363/SF
    • 122 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1988

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

    The largest unit in luxurious Copley Court with almost 2000 sq.ft. and cathedral ceilings. Every room has a private balcony ( 4 total) with wooded views. The large living room/great room features an fireplace . The primary BR offers 4 closets and a spa like bath with separate tub and shower. The 2nd BR is ensuite. A powder room and laundry complete the apartment. Hardwood floors as seen

    Barbara Pagliuca Houlihan Lawrence Inc.

    333 N State Rd Unit 56, Briarcliff Manor, NY 10510
  • /17

    $179,000 Pending

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    121 S Highland Ave Unit 4B, Ossining, NY 10562

    Move right into this spacious and inviting home at The Parkview! Enter a large, light-filled living room and dining area, the perfect space for relaxing or entertaining. Designed for both functionality and style, the updated kitchen features new, stainless-steel appliances and plenty of storage, including a handy pantry. The primary bedroom includes three closets and easily fits a king-sized bed,

    Jeannette Boccini Coldwell Banker Realty

    121 S Highland Ave Unit 4B, Ossining, NY 10562
  • 214 Horseshoe Cir, Ossining, NY 10562

    $490,000 Sold Feb 03, 2025

    • 1,141 Sq Ft
    • $429/SF
    • 57 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1986

    214 Horseshoe Cir, Ossining, NY 10562

    Fabulous Fox Hill rarely available one bedroom plus den and one car attached garage. Living room with fireplace, vaulted dining room ceiling and sliding glass doors to a private deck facing woods provide for a spacious yet cozy feel in this move-in ready condo. Upgrades throughout include wood floors, updated kitchen with stainless steel appliances (2022), updated bathrooms, new windows and vinyl

    Lynn Harmonay North Country Sothebys Int Rlt

    214 Horseshoe Cir, Ossining, NY 10562

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