Ossining, NY Homes for Sale

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  $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
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  $299,000

  • 2 Beds
  • 1 Bath
  • 849 Sq Ft

  126 Croton Ave, Ossining, NY 10562

  Opportunity knocks in the heart of Ossining. Best value home on the market right now!!! This 2-bedroom, 1-bath Colonial offers tremendous potential for investors, contractors, renovators, and buyers seeking a value-add project. The home is ready for its next chapter and presents the chance to restore, reimagine, or redevelop to suit your vision. Featuring a traditional Colonial layout and a

  Arya Rabinovits eRealty Advisors, Inc

  126 Croton Ave, Ossining, NY 10562
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  $850,000

  • 2 Beds
  • 1.5 Baths
  • 900 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
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  /31

  $1,125,000

  • 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 yard bursting

  Zoya Litinetskaya Compass Greater NY, LLC

  28 Hamilton Ave, Ossining, NY 10562
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  $950,000

  • 7 Beds
  • 4 Baths

  38 Main St, Ossining, NY 10562

  The subject property is located at 38 Main St, Ossining, NY 10562. Strategically located in Ossining between Water St and Secor Rd. Lot consists of 24ft x 102ft. Includes 4 residential units not subject to rent regulation. Tenants on month-to-month leases. The property consists of (3) 2 bedrooms and (1) 1 bedrooms. This well-maintained 4 unit multifamily building represents a compelling

  Matthew Barbaccia Brix Real Estate Advisors

  38 Main St, Ossining, NY 10562
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  $650,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  310 Kemeys Ave Unit 3-10, Briarcliff Manor, NY 10510

  As nice as they come. Hudson River views. Totally renovated from top to bottom. New kitchen, new baths, new flooring, new crown molding, recessed lighting, ceiling fans and speakers, new a/c units, expanded and organized closets, new separate laundry closet. Open Living Room/Dining Area with Hudson River Views and slider to patio with awning. Super-efficient galley kitchen outfitted with Bosch

  Stacy Levey William Raveis-New York, LLC

  310 Kemeys Ave Unit 3-10, Briarcliff Manor, NY 10510
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  $3,100,000

  Coming Soon

  • 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
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  $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
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  $650,000

  • 4 Beds
  • 2 Baths
  • 1,667 Sq Ft

  24 Fuller Rd, Ossining, NY 10562

  Beautiful 4-bedroom, 2 full bath home located on a quiet cul-de-sac in Ossining, offering a comfortable layout and inviting indoor-outdoor living. The main level features an open-concept design connecting the eat-in kitchen and living room, highlighted by modern stainless steel appliances, beautiful moldings, and expansive windows that fill the home with natural light, creating an ideal setting

  Joseph Lukic Compass Greater NY, LLC

  24 Fuller Rd, Ossining, NY 10562
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  $724,222

  • 2 Beds
  • 2.5 Baths
  • 1,899 Sq Ft

  86 Woods Brooke Terrace, Ossining, NY 10562

  Experience turnkey luxury in this beautifully renovated corner unit at The Woods, where every detail has been thoughtfully updated from top to bottom. The heart of the home is the custom high-end Bilotta kitchen, featuring a granite center island with seating, Bosch stainless steel appliances, induction cooktop, pantry, and under-cabinet lighting. The open-concept main level is ideal for both

  Mark Seiden Mark Seiden Real Estate Team

  86 Woods Brooke Terrace, Ossining, NY 10562
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  $995,000

  • Land
  • 6.46 Acres
  • $154,025 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
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  $3,498,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,775 Sq Ft

  50 Austin Place, Briarcliff Manor, NY 10510

  Experience refined new construction living at 50 Austin Place, a thoughtfully designed to-be-built 2026 Colonial estate set on 11.22 private acres in the heart of Briarcliff Manor. Offering 5,775 square feet of elevated living space, this 5-bedroom, 5.5-bath residence seamlessly blends timeless architecture with modern functionality. Estimated completion Winter 2026. A dramatic double-height

  Nicola Santucci Houlihan Lawrence Inc.

  50 Austin Place, Briarcliff Manor, NY 10510
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  $625,000

  • 4 Beds
  • 2.5 Baths
  • 1,752 Sq Ft

  10 Susquehanna Rd, Ossining, NY 10562

  Welcome to 10 Susquehanna Road, a well-maintained 4-bedroom, 2.5-bath home offering 1,752 square feet of living space on a level 0.23-acre property in Ossining. The main level features a spacious living room with fireplace, formal dining room, kitchen, two bedrooms, a hall bath, hardwood flooring, and a mudroom/laundry room with access to the rear porch. The upper level offers two additional

  Joseph Lukic Compass Greater NY, LLC

  10 Susquehanna Rd, Ossining, NY 10562
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  $200,000

  • 3 Beds
  • 1.5 Baths
  • 1,622 Sq Ft

  128 Croton Ave, Ossining, NY 10562

  short sale, bank approval required

  William Dennis Globalized Realty Group

  128 Croton Ave, Ossining, NY 10562
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  $829,000

  • 3 Beds
  • 3 Baths
  • 2,477 Sq Ft

  8 Riverview Farm Rd, Ossining, NY 10562

  Summer starts here! Nestled on a stunning park-like property surrounded by mature trees and lush landscaping, this beautifully maintained 3-bedroom, 3 full bathroom home offers the perfect blend of privacy, comfort, and timeless style. The sun-filled main level features an open-concept layout with gleaming hardwood floors, a spacious living room anchored by an oversized picture window overlooking

  Diana Romero Houlihan Lawrence Inc.

  8 Riverview Farm Rd, Ossining, NY 10562
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  $450,000

  • 3 Beds
  • 1 Bath
  • 930 Sq Ft

  20 Samstag Ave, Ossining, NY 10562

  20 Samstag Ave is the kind of home that sparks ideas the moment you enter. Tucked into an established Ossining neighborhood just minutes from the Hudson River, this classic 2-story Cape-style home with charming dormers and a cheerful red-painted front porch is ready for its next chapter, and for the right buyer, that chapter could be something special. Inside, three bedrooms, a full bath, and 930

  Alex Mashkin Keller Williams Realty Partner

  20 Samstag Ave, Ossining, NY 10562
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  /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
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  $750,000

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft

  110 Morningside Dr, Ossining, NY 10562

  Welcome to the peace and tranquility of Morningside Drive. Nestled in a highly desirable location, this well-maintained home offers expansive frontage, ensuring exceptional privacy and a serene setting on almost 1 acre. The spacious primary suite features a private bath and walk-in closet, while beautiful hardwood floors run throughout the home. The inviting living room, anchored by a stunning

  Fatima Candiotti Houlihan Lawrence Inc.

  110 Morningside Dr, Ossining, NY 10562
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  $629,900

  • 2 Beds
  • 2.5 Baths
  • 1,711 Sq Ft

  70 Spring Pond Dr, Ossining, NY 10562

  First time on market! 2 bedroom, 2.5 bath end unit Hamlet on Spring Pond condo gives you all the convenience of a condominium and the feel of a single family home. You'll love being nestled among the woods with a nearby pond, waterfall, clubhouse, tennis court and pool. The kitchen features stainless steel appliances, granite counters, and a sunny dining area. The formal dining room overlooks a

  J. Philip Faranda Howard Hanna Rand Realty

  70 Spring Pond Dr, Ossining, NY 10562

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