Ossining, NY Homes

• 

  Not Listed For Sale

  333 N State Rd Unit 8, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • Built 1988

  333 N State Rd Unit 8, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Sarah Hughes Corcoran Legends Realty
• 

  

  

  /39

  $849,222

  $50K PRICE INCREASE Pending

  • 4 Beds
  • 3.5 Baths
  • 2,426 Sq Ft

  28 Argyle Place, Briarcliff Manor, NY 10510

  Located in the highly sought-after Chilmark neighborhood of Briarcliff Manor, this charming Cape Cod home offers an exceptional blend of comfort, style, and community living. Set on a quiet cul-de-sac with Hudson River views enjoyed from the street, the location is truly special. The main level features a spacious open-concept living and dining area, highlighted by hardwood floors and a striking

  Mark Seiden Mark Seiden Real Estate Team

  28 Argyle Place, Briarcliff Manor, NY 10510
• 

  $1,725,000

  Sold May 26, 2026

  121 Law Rd, Briarcliff Manor, NY 10510

  • 5 Beds
  • 3.5 Baths
  • 4,124 Sq Ft
  • Built 1980

  Last Sold Summary

  • 5% Above List Price
  • $418/SF
  • 11 Days On Market

  Current Estimated Value $1,705,567

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  121 Law Rd, Briarcliff Manor, NY 10510
• 

  Est $159,000

  Not Listed For Sale

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

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1965

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

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Dana McLaughlin Compass Greater NY, LLC
• 

  

  

  /3

  $180,000

  • Land
  • 13,102 Sq Ft
  • $598,404 per Acre

  0 Chappaqua Rd, Briarcliff Manor, NY 10510

  Build your vision on this vacant residential lot in the desirable Briarcliff Manor area. Offering an excellent opportunity for builders, investors, or buyers seeking to construct a custom home, this parcel provides flexibility and future potential. The property may be purchased individually or together with the adjacent lot for expanded possibilities. Buyers are encouraged to perform their own

  Bryant Moran YourHomeSold Guaranteed Realty

  0 Chappaqua Rd, Briarcliff Manor, NY 10510
• 

  $586,000

  Sold Oct 17, 2025

  3 Forest Ave, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,046 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Above List Price
  • $560/SF
  • 22 Days On Market

  Current Estimated Value $594,495

  Last Listing Agent Jacqueline Elliott-Giambalvo Howard Hanna Rand Realty

  3 Forest Ave, Ossining, NY 10562
• 

  Est $615,258

  Not Listed For Sale

  45 Gordon Ave, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3 Baths
  • 1,976 Sq Ft
  • Built 1938

  45 Gordon Ave, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent John Piazza RE/MAX Classic Realty
• 

  

  /48

  $1,200,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 2,620 Sq Ft

  1821 Spring Valley Rd, Ossining, NY 10562

  Wisteria & Wood: A Craftsman Masterpiece in the Heart of TeatownTucked into nearly an acre of lush, private landscape in Croton-on-Hudson's most coveted enclave, this custom-built Craftsman residence is where architectural intention meets natural serenity. From the moment you arrive — welcomed by a wisteria-draped pergola and a stunning Belgian block driveway and courtyard — it's clear this

  Heather Bouza Compass Greater NY, LLC

  1821 Spring Valley Rd, Ossining, NY 10562
• 

  $1,150,000

  Sold May 14, 2026

  20 Meadow Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3.5 Baths
  • 2,860 Sq Ft
  • Built 1958

  Last Sold Summary

  • 21% Above List Price
  • $402/SF
  • 13 Days On Market

  Current Estimated Value $1,112,057

  Last Listing Agent Donna Nikic Compass Greater NY, LLC

  20 Meadow Rd, Briarcliff Manor, NY 10510
• 

  Est $316,000

  Not Listed For Sale

  16 Rockledge Ave Unit 6MM, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft
  • Built 1970

  16 Rockledge Ave Unit 6MM, Ossining, NY 10562

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Suzanne Welch Coldwell Banker Realty
• 

  

  /7

  $124,900

  • 1 Bath
  • 650 Sq Ft

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

  Welcome to The Parkview! This large studio at 117 South Highland Avenue lives like a one-bedroom, with a separate room comfortably fitting a full-size bed. The kitchen was fully renovated with stainless steel appliances, custom cabinetry, a large island, and quartz countertops. Oversized windows fill the space with natural light and frame wonderful Hudson River views year-round. The bathroom has

  Benjamin Gonzalez Amo Realty

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

  $840,000

  Sold Jun 01, 2026

  78 Hudson Watch Dr, Ossining, NY 10562

  • 2 Beds
  • 3.5 Baths
  • 2,229 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Above List Price
  • $377/SF
  • 16 Days On Market

  Current Estimated Value $797,722

  Last Listing Agent Bradley Fischer Julia B Fee Sothebys Int. Rlty

  78 Hudson Watch Dr, Ossining, NY 10562
• 

  Not Listed For Sale

  111 State St, Ossining, NY 10562

  • 9 Beds
  • 4 Baths
  • 3,309 Sq Ft
  • Built 1894

  111 State St, Ossining, NY 10562

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Patty Wagner Compass Greater NY, LLC
• 

  

  /37

  $419,000

  Pending

  • 1 Bed
  • 1 Bath
  • 1,080 Sq Ft

  101 Eagle Bay Dr, Ossining, NY 10562

  Welcome to Eagle Bay, a sought-after gated community overlooking the Hudson River in Ossining. This beautiful 1st floor unit is freshly painted and offers the perfect combination of privacy, convenience, and resort-style living. Relax on your private deck while enjoying a peaceful natural setting just minutes from Metro-North, shopping, and dining. The bright, open floor plan features hardwood

  Jason Kerwar William Raveis Real Estate

  101 Eagle Bay Dr, Ossining, NY 10562
• 

  $750,000

  Sold Jul 29, 2026

  41 Clinton Ave, Ossining, NY 10562

  • 3 Beds
  • 3 Baths
  • 1,668 Sq Ft
  • Built 1900

  Last Sold Summary

  • 25% Above List Price
  • $450/SF
  • 15 Days On Market

  Current Estimated Value $643,677

  Last Listing Agent Valerie Cascione Compass Greater NY, LLC

  41 Clinton Ave, Ossining, NY 10562
• 

  Est $900,342

  Not Listed For Sale

  72 Mystic Dr, Ossining, NY 10562

  • 2 Beds
  • 3.5 Baths
  • 3,240 Sq Ft
  • Built 1996

  72 Mystic Dr, Ossining, NY 10562

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.
• 

  

  /42

  $235,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  127 S Highland Ave Unit B3, Ossining, NY 10562

  Spacious two bedroom light & airy updated END-unit in heart of town offers easy affordable living in a quiet, pet-friendly community. Common charges include taxes, heat, water, buildings/grounds and pool maintenance, insurance & parking. This low-maintenance one-level unit is located on the first floor. Features include an updated Kitchen with quartz countertops, white cabinetry, natural gas

  Jane Rodman Howard Hanna Rand Realty

  127 S Highland Ave Unit B3, Ossining, NY 10562
• 

  $770,000

  Sold Sep 11, 2025

  701 Pheasant Woods Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 3.5 Baths
  • 2,650 Sq Ft
  • Built 2001

  Last Sold Summary

  • 4% Below List Price
  • $291/SF
  • 72 Days On Market

  Current Estimated Value $827,011

  Last Listing Agent Jared Wiener William Raveis-New York LLC

  701 Pheasant Woods Rd, Briarcliff Manor, NY 10510
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  Not Listed For Sale

  12 Spring Pond Dr, Ossining, NY 10562

  • 2 Beds
  • 3.5 Baths
  • 1,902 Sq Ft
  • Built 1985

  12 Spring Pond Dr, Ossining, NY 10562

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Mary Case Friedner Corcoran Legends Realty
• 

  

  /31

  $1,100,000

  • 3 Beds
  • 3.5 Baths
  • 2,624 Sq Ft

  120 Cedar Dr E, Briarcliff Manor, NY 10510

  Newly Refreshed and Improved - Now is your opportunity to get into a pretty home in Briarcliff School District! Located in desirable Briarcliff Manor in the heart of Westchester, this spacious home includes open and versatile spaces that are perfect for gathering with friends and relatives. Set back from a quiet sought-after street, this home sits pleasantly on a beautiful professionally

  Heidi Henshaw Corcoran Legends Realty

  120 Cedar Dr E, Briarcliff Manor, NY 10510
• 

  $365,000

  Sold Apr 08, 2026

  101 Eagle Bay Dr Unit 101, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 1,089 Sq Ft
  • Built 1982

  Last Sold Summary

  • 9% Below List Price
  • $335/SF
  • 79 Days On Market

  Last Listing Agent Nancy Kennedy Houlihan Lawrence Inc.

  101 Eagle Bay Dr Unit 101, Ossining, NY 10562
• 

  Est $701,225

  Not Listed For Sale

  22 Spring Pond Dr, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1985

  22 Spring Pond Dr, Ossining, NY 10562

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Howard Payson RE/MAX Town & Country
• 

  

  /50

  $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
• 

  $625,000

  Sold Aug 12, 2026

  54 Mystic Dr, Ossining, NY 10562

  • 2 Beds
  • 1.5 Baths
  • 1,623 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Above List Price
  • $385/SF
  • 11 Days On Market

  Current Estimated Value $627,468

  Last Listing Agent Jean-Charles DeOliveira Scappaticci ERA Insite Realty Services

  54 Mystic Dr, Ossining, NY 10562
• 

  Est $546,212

  Not Listed For Sale

  54 Hudson Point Ln, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,185 Sq Ft
  • Built 1993

  54 Hudson Point Ln, Ossining, NY 10562

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent James Schunk Schunk Realty Group
• 

  

  /25

  $525,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  33 Cedar Ln, Ossining, NY 10562

  A true brick home in the Village of Ossining, offering beautiful sunset and river views, tremendous character, low taxes, and a location that’s hard to beat — just minutes to the train station, riverfront dining, and Teatown Nature Preserve. This 3-bedroom, 2-bath home features 1,240 sq ft across the main floors, plus a 340 sq ft walk-out lower level and a walk-up attic ideal for an artist loft,

  Zef Camaj Real Broker NY LLC

  33 Cedar Ln, Ossining, NY 10562
• 

  $340,000

  Sold May 19, 2026

  9 Nicole Cir Unit 3, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 894 Sq Ft
  • Built 1987

  Last Sold Summary

  • $380/SF
  • 58 Days On Market

  Current Estimated Value $411,303

  Last Listing Agent Sandra Genaro Keller Williams Realty Partner

  9 Nicole Cir Unit 3, Ossining, NY 10562
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  Not Listed For Sale

  121 S Highland Ave Unit 3J, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1965

  121 S Highland Ave Unit 3J, Ossining, NY 10562

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Joan Mancini Mancini Realty Inc.
• 

  

  /40

  $699,222

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,270 Sq Ft

  10 Lakeview Rd, Ossining, NY 10562

  Bring your vision and make this spacious split-level home your own! Set on over an acre of level, park-like property, this home offers a rare opportunity to create the lifestyle you've been dreaming of in a serene and convenient location. Freshly enhanced with newly painted exterior surfaces, a brand-new walkway, front patio, and a new above-ground oil tank, the property is ready for its next

  Mark Seiden Mark Seiden Real Estate Team

  10 Lakeview Rd, Ossining, NY 10562
• 

  $1,275,000

  Sold Aug 21, 2025

  416 Sleepy Hollow Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 3,386 Sq Ft
  • Built 1951

  Last Sold Summary

  • 7% Above List Price
  • $377/SF
  • 27 Days On Market

  Current Estimated Value $1,392,596

  Last Listing Agent Nancy Beard Houlihan Lawrence Inc.

  416 Sleepy Hollow Rd, Briarcliff Manor, NY 10510
• 

  Est $316,000

  Not Listed For Sale

  16 Rockledge Ave Unit 3DD-1, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft
  • Built 1970

  16 Rockledge Ave Unit 3DD-1, Ossining, NY 10562

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Joanne Georgiou William Raveis-New York, LLC
• 

  

  /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 Location This 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 is bright and

  Crystal Hawkins Syska Keller Williams NY Realty

  16 Maple Place, Ossining, NY 10562
• 

  $500,000

  Sold Jan 20, 2026

  88 Broadway Unit 4, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,178 Sq Ft
  • Built 1820

  Last Sold Summary

  • $424/SF
  • 20 Days On Market

  Last Listing Agent Lauren Zaccaria Houlihan Lawrence Inc.

  88 Broadway Unit 4, Ossining, NY 10562
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  Not Listed For Sale

  114 Charter Cir Unit 114, Ossining, NY 10562

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Built 1961

  114 Charter Cir Unit 114, Ossining, NY 10562

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Dorothy Botsoe Dorothy Jensen Realty, Inc.
• 

  /2

  $850,000

  New Construction Pending

  • 3 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  23 Liberty St, Ossining, NY 10562

  THIS IS NOT JUST ANOTHER LISTING! Don't miss this RARE opportunity to own a newly constructed home in the heart of Westchester County. This thoughtfully designed, three-level residence is currently being built with modern energy-efficient standards and fitted with premium, top-tier appliances. Every aspect of this home has been crafted to deliver both style and functionality for today’s

  Paige Castiello Keller Williams Realty Group

  23 Liberty St, Ossining, NY 10562
• 

  $2,800,000

  Sold Jul 16, 2026

  178 Hirst Rd, Briarcliff Manor, NY 10510

  • 5 Beds
  • 4.5 Baths
  • 5,516 Sq Ft
  • Built 1996

  Last Sold Summary

  • 17% Above List Price
  • $508/SF
  • 8 Days On Market

  Current Estimated Value $2,374,407

  Last Listing Agent Bonnie Paolucci Elk Homes Realty LLC

  178 Hirst Rd, Briarcliff Manor, NY 10510
• 

  Not Listed For Sale

  201 Kemeys Cove Unit 201, Briarcliff Manor, NY 10510

  • 1 Bed
  • 1.5 Baths
  • 1,015 Sq Ft
  • Built 1975

  201 Kemeys Cove Unit 201, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.
• 

  

  /38

  $699,000

  Pending

  • 7 Beds
  • 4 Baths
  • 2,990 Sq Ft

  67 State St, Ossining, NY 10562

  Perfect for investor or end-user. Located in the heart of the village, the structure sits on a 4,356-square-foot lot and offers a classic architectural style characteristic of the historic downtown Ossining area. This multi-family, 2 family with accessory unit ground floor unit. Property features 7 bedrooms and 4 bathrooms.

  Luis Morocho Motivated Access Realty Corp.

  67 State St, Ossining, NY 10562
• 

  $515,000

  Sold Jan 15, 2026

  5 Glen St, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,151 Sq Ft
  • Built 1874

  Last Sold Summary

  • 2% Above List Price
  • $447/SF
  • 33 Days On Market

  Current Estimated Value $524,273

  Last Listing Agent Sheri Wolfe Berkshire Hathaway HS NY Prop

  5 Glen St, Ossining, NY 10562
• 

  Not Listed For Sale

  19 Lincoln Place Unit 32, Ossining, NY 10562

  • 2 Beds
  • 1.5 Baths
  • 1,347 Sq Ft
  • Built 1966

  19 Lincoln Place Unit 32, Ossining, NY 10562

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Donna McKenna Edlund Coldwell Banker Realty

Showing Results 281 - 320, Page 8 of 18