Ossining, NY Homes

• 

  $225,000

  Sold Dec 11, 2025

  129 S Highland Ave Unit B6, Ossining, NY 10562

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

  Last Sold Summary

  • $250/SF
  • 33 Days On Market

  Last Listing Agent Elizabeth Kamp Kane & Associates

  129 S Highland Ave Unit B6, Ossining, NY 10562
• 

  Est $780,887

  Not Listed For Sale

  75B Morningside Dr, Ossining, NY 10562

  • 3 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • Built 1956

  75B Morningside Dr, Ossining, NY 10562

  Last Sold Summary

  • 20% Above List Price
  • $271/SF
  • 21 Days On Market

  • Last Sold Price $650,000
  • Aug 10, 2023

  Last Listing Agent Mark Metzler Compass Greater NY, LLC
• 

  

  

  /19

  $799,000

  $100K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,856 Sq Ft

  131 Spring St, Ossining, NY 10562

  Now offered at a compelling new price, 131 Spring Street is a restored brick two-family offering flexibility for owner-occupants or investors. Each unit features bright, connected layouts with updated kitchens and baths, balancing comfort, function, and privacy. The lower unit is configured for owner occupancy with potential to expand to a two-bedroom layout. A full standing-height attic provides

  Jonathan Minerick HomeCoin.com

  131 Spring St, Ossining, NY 10562
• 

  $660,000

  Sold Sep 23, 2025

  193 Woods Brooke Cir, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $471/SF
  • 9 Days On Market

  Last Listing Agent Diane Silverman Keller Williams NY Realty

  193 Woods Brooke Cir, Ossining, NY 10562
• 

  Est $1,200,045

  Not Listed For Sale

  60 Morningside Dr, Ossining, NY 10562

  • 5 Beds
  • 3.5 Baths
  • 4,473 Sq Ft
  • Built 1993

  60 Morningside Dr, Ossining, NY 10562

  Last Sold Summary

  • $268/SF
  • 41 Days On Market

  • Last Sold Price $1,199,500
  • Jan 14, 2025

  Last Listing Agent Heather Bouza Compass Greater NY, LLC
• 

  

  /43

  $779,900

  $20K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,563 Sq Ft

  65 Morningside Dr, Ossining, NY 10562

  Take A Stroll in the Park...The market has waited 50 years for this true gem of a home to become yours in this special, sought-after quiet and serene residential neighborhood in the unincorporated Town of Ossining. This light and bright three bedroom, two bath ranch house sits on a half-acre lot on the high side of Morningside Drive with beautiful scenic views, and borders the 130-acre Charles K

  Cindy Cassuto Corcoran Legends Realty

  65 Morningside Dr, Ossining, NY 10562
• 

  $1,100,000

  Sold Dec 22, 2025

  320 Cedar Dr W, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 2,643 Sq Ft
  • Built 1966

  Last Sold Summary

  • $416/SF
  • 13 Days On Market

  Current Estimated Value $1,117,230

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  320 Cedar Dr W, Briarcliff Manor, NY 10510
• 

  Est $692,602

  Not Listed For Sale

  89 Morningside Dr, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1953

  89 Morningside Dr, Ossining, NY 10562

  Last Sold Summary

  • 4% Above List Price
  • $474/SF
  • 27 Days On Market

  • Last Sold Price $668,000
  • Apr 16, 2025

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

  

  /27

  $1,250,000

  $100K PRICE DROP Pending

  • 7 Beds
  • 4 Baths
  • 2,967 Sq Ft

  858 Pleasantville Rd, Briarcliff Manor, NY 10510

  Don't miss this rare opportunity in the coveted Briarcliff Manor School District; Welcome to this exceptional multi-family home located in the highly desirable village of Briarcliff Manor, offering a unique potential to live in one unit while collecting rental income from the others. Located within the award-winning Briarcliff Manor School District, this property presents a unique blend of

  Nancy Beard Houlihan Lawrence Inc.

  858 Pleasantville Rd, Briarcliff Manor, NY 10510
• 

  $332,500

  Sold Jan 02, 2026

  16 Rockledge Ave Unit 5B1, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1970

  Last Sold Summary

  • 10% Below List Price
  • $210/SF
  • 94 Days On Market

  Last Listing Agent Melissa Terman River Realty Services, Inc.

  16 Rockledge Ave Unit 5B1, Ossining, NY 10562
• 

  Est $815,980

  Not Listed For Sale

  32 Ganung Dr, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 3,140 Sq Ft
  • Built 1955

  32 Ganung Dr, Ossining, NY 10562

  Last Sold Summary

  • 9% Above List Price
  • $239/SF
  • 26 Days On Market

  • Last Sold Price $750,000
  • Aug 02, 2024

  Last Listing Agent Michael Brennen Houlihan Lawrence Inc.
• 

  

  /34

  $799,222

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,188 Sq Ft

  47 Fuller Rd, Briarcliff Manor, NY 10510

  Wonderful split-level home located in a quiet neighborhood near a local park in the sought-after village of Briarcliff Manor. This suburban gem offers comfort, style, and access to exceptional community amenities. The home features an updated eat-in kitchen with granite countertops, perfect for everyday living and entertaining, with direct access to a fabulous screened-in porch overlooking the

  Mark Seiden Mark Seiden Real Estate Team

  47 Fuller Rd, Briarcliff Manor, NY 10510
• 

  $915,000

  Sold Aug 26, 2025

  11 Pond View Ln, Ossining, NY 10562

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

  Last Sold Summary

  • 5% Above List Price
  • $282/SF
  • 77 Days On Market

  Last Listing Agent Bill D'Ambrosio Compass Greater NY, LLC

  11 Pond View Ln, Ossining, NY 10562
• 

  Est $855,757

  Not Listed For Sale

  5 Tuttle Dr, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,552 Sq Ft
  • Built 1954

  5 Tuttle Dr, Ossining, NY 10562

  Last Sold Summary

  • 1% Above List Price
  • $333/SF
  • 29 Days On Market

  • Last Sold Price $850,000
  • Jul 31, 2024

  Last Listing Agent Mary Ann Tighe Houlihan Lawrence Inc.
• 

  

  /43

  $435,000

  $35K PRICE DROP Pending

  • 1 Bed
  • 1.5 Baths
  • 974 Sq Ft

  15 Davids Ln, Ossining, NY 10562

  Lives like a 2-BR tri-level - 15 DAVIDS LANE is a conveniently located Ossining light-filled End Unit in sought after Liberty Knoll Town Homes community. Features no-step entry, SS appliances, private balcony w/sliders to Living Room, and finished Lower Level. Second level has a full bathroom with showered tub, new GE washer & dryer Laundry; hallway storage & large BR mirrored walk-in closet. The

  Jane Rodman Howard Hanna Rand Realty

  15 Davids Ln, Ossining, NY 10562
• 

  $928,000

  Sold Dec 17, 2025

  175 Croton Ave, Ossining, NY 10562

  • 8 Beds
  • 3 Baths
  • 3,648 Sq Ft
  • Built 1900

  Last Sold Summary

  • $254/SF
  • 85 Days On Market

  Current Estimated Value $927,173

  Last Listing Agent Owen Leggio Leggio Realty Group

  175 Croton Ave, Ossining, NY 10562
• 

  Est $701,673

  Not Listed For Sale

  12 Haymont Terrace, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1960

  12 Haymont Terrace, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 8% Above List Price
  • $411/SF
  • 21 Days On Market

  • Last Sold Price $649,900
  • Jun 07, 2024

  Last Listing Agent Greg Kane Kane & Associates
• 

  

  /39

  $1,099,000

  $51K PRICE DROP Pending

  • 5 Beds
  • 3.5 Baths
  • 2,520 Sq Ft

  200 Route 9a, Ossining, NY 10562

  Exceptional residence featuring a fully legal accessory apartment, offering rare flexibility for multigenerational living, extended family, guests, or private professional space. The thoughtfully designed additional living area includes its own entrance, kitchen, bath, and living quarters, creating a comfortable and private environment while maintaining the character of a single-family home.

  Frank Petrella eXp Realty

  200 Route 9a, Ossining, NY 10562
• 

  $510,000

  Sold Jan 23, 2026

  608 Kemeys Cove Unit 6-08, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2.5 Baths
  • 1,265 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $403/SF
  • 122 Days On Market

  Last Listing Agent Kareem Kirby Keller Williams Realty NYC Grp

  608 Kemeys Cove Unit 6-08, Briarcliff Manor, NY 10510
• 

  Est $1,005,726

  Not Listed For Sale

  24 Studio Hill Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3 Baths
  • 2,832 Sq Ft
  • Built 1965

  24 Studio Hill Rd, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 1% Above List Price
  • $351/SF
  • 11 Days On Market

  • Last Sold Price $995,000
  • Jun 18, 2024

  Last Listing Agent Iris Kalt Berkshire Hathaway Home Services
• 

  

  /6

  $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
• 

  $645,000

  Sold Aug 13, 2025

  25 Brookville Ave, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,673 Sq Ft
  • Built 1890

  Last Sold Summary

  • $386/SF
  • 40 Days On Market

  Current Estimated Value $669,262

  Last Listing Agent Heather Bouza Compass Greater NY, LLC

  25 Brookville Ave, Ossining, NY 10562
• 

  Est $817,925

  Not Listed For Sale

  45 Morningside Dr, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 2,118 Sq Ft
  • Built 1966

  45 Morningside Dr, Ossining, NY 10562

  Last Sold Summary

  • 11% Above List Price
  • $349/SF
  • 55 Days On Market

  • Last Sold Price $740,000
  • Dec 16, 2024

  Last Listing Agent J. Philip Faranda Howard Hanna Rand Realty
• 

  

  /25

  $235,000

  Pending

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft

  42 Charter Cir Unit 42, Ossining, NY 10562

  Welcome to 42 Charter Circle in Ossining, a home that offers space, comfort, and an incredibly convenient lifestyle. Life at High Meadow means having everything within easy reach. Commuting is simple with a 1.1-mile journey to the Scarborough Metro-North Station and a 46-minute commute to Grand Central Station. Daily errands are quick, and nearby shops, restaurants, and essentials make day-to-day

  Amanda Saraceno Keller Williams Realty Group

  42 Charter Cir Unit 42, Ossining, NY 10562
• 

  $200,000

  Sold Aug 13, 2025

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

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1964

  Last Sold Summary

  • 12% Above List Price
  • $222/SF
  • 20 Days On Market

  Last Listing Agent Jeannette Boccini Coldwell Banker Realty

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

  Est $621,740

  Not Listed For Sale

  3 Somerstown Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,585 Sq Ft
  • Built 1956

  3 Somerstown Rd, Ossining, NY 10562

  Last Sold Summary

  • 34% Above List Price
  • $293/SF
  • 47 Days On Market

  • Last Sold Price $465,000
  • Nov 07, 2023

  Last Listing Agent Eric Schatz Schatz Realty Group
• 

  

  /40

  $1,975,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,080 Sq Ft

  159 Chappaqua Rd, Briarcliff Manor, NY 10510

  From the outside, 159/161 Chappaqua Road presents as a charming farmhouse—but it offers far more than its picturesque post-and-rail fence suggests. Set on 1.29 acres, with a newly renovated guest house Cottage, this 19th-century compound seamlessly blends historic character with modern luxury, featuring a four-bedroom, 3.1-bath Colonial-style Main House.A bluestone walkway leads to the

  Marcene Hedayati Corcoran Legends Realty

  159 Chappaqua Rd, Briarcliff Manor, NY 10510
• 

  $425,000

  Sold Oct 28, 2025

  29 William St, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,688 Sq Ft
  • Built 1912

  Last Sold Summary

  • 6% Above List Price
  • $252/SF
  • 6 Days On Market

  Current Estimated Value $464,315

  Last Listing Agent Justin Landon Howard Hanna Rand Realty

  29 William St, Ossining, NY 10562
• 

  Est $737,204

  Not Listed For Sale

  17 Ganung Dr, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 1,608 Sq Ft
  • Built 1955

  17 Ganung Dr, Ossining, NY 10562

  Last Sold Summary

  • 8% Above List Price
  • $423/SF
  • 14 Days On Market

  • Last Sold Price $680,000
  • Jul 01, 2024

  Last Listing Agent Madelyn Ricciardi Houlihan Lawrence Inc.
• 

  

  /26

  $329,222

  $40K PRICE DROP Pending

  • 2 Beds
  • 1.5 Baths
  • 972 Sq Ft

  42 Campwoods Grounds, Ossining, NY 10562

  This beautifully updated home now features several new upgrades, including a fully reconstructed floor on the main level, professionally rebuilt for lasting stability and comfort. Step back in time and discover the charm of this turn-of-the-century cottage, nestled in the heart of the historic Campwoods Grounds Community. Enjoy the unique blend of community living and the privacy of a

  Mark Seiden Mark Seiden Real Estate Team

  42 Campwoods Grounds, Ossining, NY 10562
• 

  $535,000

  Sold Mar 26, 2026

  504 Kemeys Cove Unit 5-04, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Above List Price
  • $436/SF
  • 18 Days On Market

  Last Listing Agent Nicholas McMillan Century 21 Hire Realty

  504 Kemeys Cove Unit 5-04, Briarcliff Manor, NY 10510
• 

  Est $1,368,501

  Not Listed For Sale

  90 Somerstown Rd, Ossining, NY 10562

  • 4 Beds
  • 3.5 Baths
  • 3,683 Sq Ft
  • Built 1900

  90 Somerstown Rd, Ossining, NY 10562

  Last Sold Summary

  • 16% Above List Price
  • $320/SF
  • 243 Days On Market

  • Last Sold Price $1,180,000
  • Sep 29, 2023

  Last Listing Agent Michael Robles DRG Westchester LLC
• 

  

  /29

  $799,000

  $29K PRICE DROP Pending

  • 5 Beds
  • 3 Baths
  • 2,812 Sq Ft

  139 Spring St, Ossining, NY 10562

  Nestled in the heart of Ossining, this charming two-family home combines space, flexibility, and opportunity under one roof. Offering three full stories plus a finished basement, it features multiple living areas, two kitchens, and plenty of bedrooms, making it ideal for multi-generational living or rental income.The first unit includes a welcoming living and dining area, two spacious

  Etan Hakimi Mitra Hakimi Realty Group LLC

  139 Spring St, Ossining, NY 10562
• 

  $679,000

  Sold Mar 30, 2026

  33 Ryder Rd, Ossining, NY 10562

  • 5 Beds
  • 2.5 Baths
  • 3,656 Sq Ft
  • Built 1826

  Last Sold Summary

  • 4% Below List Price
  • $186/SF
  • 82 Days On Market

  Current Estimated Value $686,129

  Last Listing Agent Justin Landon Howard Hanna Rand Realty

  33 Ryder Rd, Ossining, NY 10562
• 

  Est $684,788

  Not Listed For Sale

  42 Stonegate Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 1962

  42 Stonegate Rd, Ossining, NY 10562

  Last Sold Summary

  • 9% Above List Price
  • $378/SF
  • 44 Days On Market

  • Last Sold Price $629,425
  • Feb 26, 2024

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team
• 

  /2

  $195,000

  • Land
  • 1.69 Acres
  • $115,385 per Acre

  7 Hawkes Ave, Ossining, NY 10562

  Partially wooded 1.69 acre lot in Ossining.

  Anthony Matra Hudson Edge Real Estate LLC

  7 Hawkes Ave, Ossining, NY 10562
• 

  $190,000

  Sold Aug 04, 2025

  117 S Highland Ave Unit 1L, Ossining, NY 10562

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

  Last Sold Summary

  • 3% Below List Price
  • $211/SF
  • 57 Days On Market

  Current Estimated Value $159,000

  Last Listing Agent Danielle Mango Houlihan Lawrence Inc.

  117 S Highland Ave Unit 1L, Ossining, NY 10562
• 

  Est $753,737

  Not Listed For Sale

  17 Stonegate Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,868 Sq Ft
  • Built 1963

  17 Stonegate Rd, Ossining, NY 10562

  Last Sold Summary

  • 13% Above List Price
  • $357/SF
  • 18 Days On Market

  • Last Sold Price $667,000
  • Aug 14, 2023

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.
• 

  

  /18

  $3,498,000

  • 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
• 

  $710,000

  Sold Jul 30, 2025

  15 Riverview Farm Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft
  • Built 1958

  Last Sold Summary

  • 9% Above List Price
  • $415/SF
  • 24 Days On Market

  Current Estimated Value $720,854

  Last Listing Agent Heather Bouza Compass Greater NY, LLC

  15 Riverview Farm Rd, Ossining, NY 10562

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