Ossining, NY Homes

• 

  $343,350

  Sold Dec 22, 2025

  4 William St, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft
  • Built 1826

  Last Sold Summary

  • 26% Below List Price
  • $296/SF
  • 1,016 Days On Market

  Current Estimated Value $449,070

  Last Listing Agent Jamarr Zellner REALHome Services & Solutions

  4 William St, Ossining, NY 10562
• 

  Not Listed For Sale

  123 S Highland Ave Unit B4, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 813 Sq Ft
  • Built 1962

  123 S Highland Ave Unit B4, Ossining, NY 10562

  Last Sold Summary

  • $178/SF
  • 360 Days On Market

  • Last Sold Price $145,000
  • Dec 04, 2024

  Last Listing Agent Christine Santangelo
• 

  

  

  /35

  $750,000

  $29K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,034 Sq Ft

  15 Marshall Place, Ossining, NY 10562

  Welcome home to a charming two family Dutch Colonial in the Forest Park area of Ossining. Each unit features two bedrooms, full bath, living room, dining room, & kitchen. The first floor unit has access to a full basement with laundry & plenty of storage. The second floor unit also has 2 bedrooms, full bath, living room, dining room & attic space. Hardwood floors, high ceilings & plenty of

  Elizabeth Kamp Kane & Associates

  15 Marshall Place, Ossining, NY 10562
• 

  $912,000

  Sold Sep 05, 2025

  16 Rockledge Ave Unit 5D-2, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Below List Price
  • $445/SF
  • 41 Days On Market

  Current Estimated Value $378,000

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  16 Rockledge Ave Unit 5D-2, Ossining, NY 10562
• 

  Est $368,109

  Not Listed For Sale

  7 Nicole Cir Unit 7, Ossining, NY 10562

  • 1 Bed
  • 2 Baths
  • 1,127 Sq Ft
  • Built 1987

  7 Nicole Cir Unit 7, Ossining, NY 10562

  Last Sold Summary

  • 2% Above List Price
  • $319/SF
  • 82 Days On Market

  • Last Sold Price $360,000
  • Jun 17, 2024

  Last Listing Agent Nancy Kennedy
• 

  

  /38

  $499,900

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  9 Nicole Cir Unit 8, Ossining, NY 10562

  Offering an open floorplan with sophistication and style filled with designer finishes. This wonderfully maintain unit offers an impressive eat in kitchen with granite counters, stainless steel appliances and rich cabinetry, the dining room flows into the living area complete with fireplace and vaulted ceilings with skylight. The primary bedroom is located on the main level, with vaulted

  Robert Mulvey William Raveis Real Estate

  9 Nicole Cir Unit 8, Ossining, NY 10562
• 

  $525,000

  Sold Aug 11, 2025

  54 Hudson Point Ln, Ossining, NY 10562

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

  Last Sold Summary

  • 5% Above List Price
  • $443/SF
  • 25 Days On Market

  Current Estimated Value $543,984

  Last Listing Agent James Schunk Schunk Realty Group

  54 Hudson Point Ln, Ossining, NY 10562
• 

  Est $159,000

  Not Listed For Sale

  117 S Highland Ave Unit 6 A, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1962

  117 S Highland Ave Unit 6 A, Ossining, NY 10562

  Last Sold Summary

  • 27% Above List Price
  • $139/SF
  • 56 Days On Market

  • Last Sold Price $125,000
  • Jun 02, 2023

  Last Listing Agent Heidi Oliver Houlihan Lawrence Inc.
• 

  

  /22

  $725,000

  Open Sat 12PM - 3PM Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  2 Piping Rock Dr, Ossining, NY 10562

  VERSATILE "HIGH RANCH" HOME NESTLED INTO GENTLE ROLLING HILLSIDE. SOUTH WESTERN EXPOSURE, MANICURED LAWN, LOWER BRICK FRONT FACADE ACCENT, ALONG WITH GENEROUS DRIVEWAY PARKING. THE LIVING ROOM W/TRIPLE WINDOW, DINING AREA, EAT-IN-KITCHEN W/BACK YARD ACCESS, HALL BATHROOM, 2 BEDROOMS, PRIMARY BEDROOM W/HALF BATH - ARE ON THE UPPER LIVING LEVEL. THE RECREATION RM, OFFICE/GUEST BEDROOM, BATHROOM,

  Greg Kane Kane & Associates

  2 Piping Rock Dr, Ossining, NY 10562
• 

  $625,000

  Sold Sep 02, 2025

  7 Fuller Rd, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 1,692 Sq Ft
  • Built 1963

  Last Sold Summary

  • 10% Above List Price
  • $369/SF
  • 18 Days On Market

  Current Estimated Value $633,968

  Last Listing Agent Amy Dmytryshyn Corcoran Legends Realty

  7 Fuller Rd, Ossining, NY 10562
• 

  Not Listed For Sale

  148 Charter Cir Unit 148, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1961

  148 Charter Cir Unit 148, Ossining, NY 10562

  Last Sold Summary

  • $226/SF
  • 34 Days On Market

  • Last Sold Price $215,000
  • Jun 13, 2023

  Last Listing Agent Nina Collins Howard Hanna Rand Realty
• 

  

  /19

  $538,888

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft

  88 Broadway Unit PH1, Ossining, NY 10562

  Rare opportunity to purchase a stunning 2 Bedroom/2.5 Bath penthouse condo in the heart of Ossining. This former schoolhouse was converted into a 12 unit condominium in 2007. This Penthouse unit is the largest of the units of this elevator building. This unit features an open floor design, high vaulted ceilings with exposed wooden beams, an elevated kitchen with french doors leading to the grand

  Rob Lowenthal Corcoran Legends Realty

  88 Broadway Unit PH1, Ossining, NY 10562
• 

  $3,100,000

  Sold Sep 24, 2025

  41 Austin Place, Briarcliff Manor, NY 10510

  • 5 Beds
  • 7.5 Baths
  • 9,783 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Above List Price
  • $317/SF
  • 53 Days On Market

  Current Estimated Value $3,152,305

  Last Listing Agent Hillary Landau Compass Greater NY, LLC

  41 Austin Place, 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

  • 18% Below List Price
  • $217/SF
  • 12 Days On Market

  • Last Sold Price $195,000
  • Dec 31, 2024

  Last Listing Agent Dana McLaughlin Compass Greater NY, LLC
• 

  

  /28

  $735,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  20 Highview Rd, Ossining, NY 10562

  Welcome to 20 Highview Road! Tucked away on a beautiful cul-de-sac in the desirable town of New Castle, this charming ranch offers a wonderful blend of comfort, functionality, and the opportunity to make it your own. Inside, you’ll find a bright, inviting layout featuring a spacious living room with a wood-burning fireplace, hardwood floors, and large windows that fill the space with natural

  Yarden Ronen-van Heerden Compass Greater NY, LLC

  20 Highview Rd, Ossining, NY 10562
• 

  $1,675,000

  Sold Aug 06, 2025

  95 Marlborough Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 3 Baths
  • 2,680 Sq Ft
  • Built 1952

  Last Sold Summary

  • 21% Above List Price
  • $625/SF
  • 10 Days On Market

  Current Estimated Value $1,647,012

  Last Listing Agent Amy Via Houlihan Lawrence Inc.

  95 Marlborough Rd, Briarcliff Manor, NY 10510
• 

  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

  • $278/SF
  • 43 Days On Market

  • Last Sold Price $550,000
  • Mar 20, 2025

  Last Listing Agent Maribel Illescas Houlihan Lawrence Inc.
• 

  /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
• 

  $650,000

  Sold Oct 01, 2025

  23 Ann St, Ossining, NY 10562

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1897

  Last Sold Summary

  • $361/SF
  • 58 Days On Market

  Current Estimated Value $652,042

  Last Listing Agent Eric Schatz Schatz Realty Group

  23 Ann St, Ossining, NY 10562
• 

  Est $378,000

  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

  • 90% Above List Price
  • $270/SF
  • 20 Days On Market

  • Last Sold Price $199,000
  • Feb 11, 2025

  Last Listing Agent Suzanne Welch Coldwell Banker Realty
• 

  

  /40

  $85,000

  Open House 5/30

  • 2 Beds
  • 1 Bath
  • 1,380 Sq Ft

  37 Secor Rd, Ossining, NY 10562

  Welcome to 37 Secor Road. Being sold strictly as-is and as a buy one get one with 39 Secor Road; You cannot pass on this deal! Get this cozy 2-bedroom, 1-bathroom single family home replete with a garage, unfinished basement and unobstructed windows to the Hudson River. This home is priced to be sold as a package with the adjoining Two family home at 39 Secor Road (MLS # 973596 offered @ $675K).

  Monica Cooper THD Homes LLC

  37 Secor Rd, Ossining, NY 10562
• 

  $280,000

  Sold Dec 30, 2025

  129 S Highland Ave Unit C-2, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,047 Sq Ft
  • Built 1961

  Last Sold Summary

  • $267/SF
  • 91 Days On Market

  Last Listing Agent Linda Williams Century 21 Alliance Realty Grp

  129 S Highland Ave Unit C-2, 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

  • $257/SF
  • 12 Days On Market

  • Last Sold Price $850,000
  • Jul 16, 2024

  Last Listing Agent Patty Wagner Compass Greater NY, LLC
• 

  

  /16

  $250,000

  • 1 Bed
  • 1 Bath
  • 719 Sq Ft

  135 Main St Unit 302, Ossining, NY 10562

  Discover this charming one-bedroom apartment ideally located in the heart of Ossining, set on a beautiful tree-lined street. This inviting residence offers the perfect blend of comfort, value, and convenience. The apartment features a bright and functional layout, with a well-maintained kitchen and generous living space. Additional storage is no issue, with a large private storage unit located in

  Andreia Cordeiro eXp Realty

  135 Main St Unit 302, Ossining, NY 10562
• 

  $999,000

  Sold Apr 24, 2026

  7 Dunn Ln, Briarcliff Manor, NY 10510

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Above List Price
  • $555/SF
  • 29 Days On Market

  Current Estimated Value $967,216

  Last Listing Agent Greg Kochanov Compass Greater NY, LLC

  7 Dunn Ln, Briarcliff Manor, NY 10510
• 

  Est $864,631

  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

  • 2% Above List Price
  • $262/SF
  • 22 Days On Market

  • Last Sold Price $850,000
  • Jan 21, 2025

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.
• 

  

  /44

  $649,000

  • 2 Beds
  • 2.5 Baths
  • 1,629 Sq Ft

  56 Hudson Watch Dr, Ossining, NY 10562

  "Quiet comfort, generous light, and the kind of calm you feel the moment you walk through the door." Some homes simply feel different — and this is one of them. A coveted end unit in the distinguished Hudson Watch community, this 1,626-square-foot residence has been thoughtfully curated to offer something increasingly rare: genuine tranquility, without sacrifice. Soaring vaulted ceilings, a

  Heather Bouza Compass Greater NY, LLC

  56 Hudson Watch Dr, Ossining, NY 10562
• 

  $280,000

  Sold Sep 17, 2025

  92 Charter Cir Unit 92, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1961

  Last Sold Summary

  • 2% Above List Price
  • $295/SF
  • 14 Days On Market

  Last Listing Agent Valerie Cascione Compass Greater NY, LLC

  92 Charter Cir Unit 92, Ossining, NY 10562
• 

  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

  • 6% Above List Price
  • $355/SF
  • 44 Days On Market

  • Last Sold Price $674,900
  • Jan 03, 2024

  Last Listing Agent Mary Case Friedner Corcoran Legends Realty
• 

  

  /36

  $129,000

  Pending

  • 1 Bath
  • 650 Sq Ft

  121 S Highland Ave Unit 5F, Ossining, NY 10562

  Welcome Home to the Best Deal in Ossining! Looking for a great price on a cozy place to come home to, after a hard day's work? Do you cherish Amazing Western Sky Sunsets? Then, you'll love Unit 5F at Parkview Cooperative, conveniently located on Route 9 in Ossining. This very large studio apartment lives like a 1 Bedroom Apt! It has a separated bedroom, giving you some privacy from the main

  Robert Pape Keller Williams NY Realty

  121 S Highland Ave Unit 5F, Ossining, NY 10562
• 

  $605,000

  Sold Feb 21, 2026

  126 Whitetail Cir, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Above List Price
  • $321/SF
  • 23 Days On Market

  Current Estimated Value $607,634

  Last Listing Agent Kathleen Courtney Coldwell Banker Realty

  126 Whitetail Cir, Ossining, NY 10562
• 

  Est $663,580

  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

  • 2% Above List Price
  • $310/SF
  • 10 Days On Market

  • Last Sold Price $650,000
  • Jul 15, 2024

  Last Listing Agent Howard Payson RE/MAX
• 

  

  /24

  $775,000

  Pending

  • 5 Beds
  • 2 Baths
  • 2,250 Sq Ft

  35 Havell St, Ossining, NY 10562

  Welcome to 35 Havell St, a legal two family home with a great oppottunity for owner occupied & rental income for the other unit. Unit 1 has 3 bedrooms, 1 full bath, living room, large eat in kitchen with access to backyard patio area. Full basement with plenty of storage, laundry area, mechanicals & 1 car garage. Unit 2 which is tenant occupied, has 2 bedrooms, 1 full bath, living room, large eat

  Elizabeth Kamp Kane & Associates

  35 Havell St, Ossining, NY 10562
• 

  $625,000

  Sold Sep 02, 2025

  233 Woods Brooke Cir, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,475 Sq Ft
  • Built 1985

  Last Sold Summary

  • $424/SF
  • 26 Days On Market

  Current Estimated Value $638,306

  Last Listing Agent Carl Baker Ball Property Management LLC

  233 Woods Brooke Cir, Ossining, NY 10562
• 

  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

  • $175/SF
  • 30 Days On Market

  • Last Sold Price $131,250
  • Dec 11, 2023

  Last Listing Agent Joan Mancini Mancini Realty Inc.
• 

  

  /46

  $1,450,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,065 Sq Ft

  637 Long Hill Rd W, Briarcliff Manor, NY 10510

  Welcome to 637 Long Hill Rd West, a modern/contemporary home tucked back off the road for privacy. This meticulously maintained and updated home offers flexible living spaces for dining room, family room, & relaxation. The huge primary suite is separated from the additional three bedrooms with a mid level landing. In the primary BR you’ll find two California closets, plus sliding glass doors to a

  Susan Strawgate Code Houlihan Lawrence Inc.

  637 Long Hill Rd W, Briarcliff Manor, NY 10510
• 

  $164,000

  Sold Oct 29, 2025

  131 S Highland Ave Unit A3, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1962

  Last Sold Summary

  • 3% Above List Price
  • $219/SF
  • 58 Days On Market

  Last Listing Agent Amit Shah Compass Greater NY, LLC

  131 S Highland Ave Unit A3, Ossining, NY 10562
• 

  Est $378,000

  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

  • 80% Above List Price
  • $285/SF
  • 15 Days On Market

  • Last Sold Price $210,000
  • May 24, 2024

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

  

  /50

  $975,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  7 Deertree Ln, Briarcliff Manor, NY 10510

  Fieldstone Model in the Wyndcrest community, offering a Primary Suite on the main floor with no-step entry. Lives like a single-family home. Town of Ossining Property Card lists this townhome as 4 BRs though Village calls it a 3 BR and an office. Open floor plan and flooded with natural light, this end unit has been tastefully and thoughtfully updated so that all you need to do is bring your

  Susan Strawgate Code Houlihan Lawrence Inc.

  7 Deertree Ln, Briarcliff Manor, NY 10510
• 

  $515,000

  Sold Jan 29, 2026

  61 Snowden Ave, Ossining, NY 10562

  • 3 Beds
  • 1 Bath
  • 1,516 Sq Ft
  • Built 1957

  Last Sold Summary

  • 3% Above List Price
  • $340/SF
  • 30 Days On Market

  Current Estimated Value $517,823

  Last Listing Agent Paul Leis North Country Sothebys Int Rlt

  61 Snowden Ave, Ossining, NY 10562

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