Ossining, NY Homes

• 

  $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

  Last Listing Agent Eric Schatz Schatz Realty Group

  23 Ann St, Ossining, NY 10562
• 

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,427 Sq Ft

  16 Maria Ln, Ossining, NY 10562

  16 Maria Ln, Ossining, NY 10562
• 

  

  

  /36

  $675,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,790 Sq Ft

  112 Woods Brooke Cir, Ossining, NY 10562

  Welcome to The Woods Condominium, a highly desirable community in Westchester known for its privacy, convenience, and easy lifestyle. This beautifully maintained three-level townhome has been extensively upgraded and thoughtfully designed for today’s modern living.Step inside to discover a bright, open interior that blends comfort and efficiency. Recent updates include a high-efficiency

  Janet Brand Houlihan Lawrence Inc.

  112 Woods Brooke Cir, 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

  • 8 Beds
  • 8 Baths
  • 5,337 Sq Ft

  51 Pinesbridge Rd, Ossining, NY 10562

  51 Pinesbridge Rd, Ossining, NY 10562
• 

  

  /32

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  70 Cedar Ln, Ossining, NY 10562

  Turn key home with HUDSON RIVER VIEWS. This move-in-ready home, expertly renovated, offers a bright open floor plan and chef-inspired kitchen with quartz countertops, stainless steel appliances, and heated floors. Two modern baths also feature radiant heat. Step outside to your private oasis with multi-level deck, refreshing pool, and breathtaking year-round Hudson River views. Significant

  Christopher Simao Julia B Fee Sothebys Int. Rlty

  70 Cedar Ln, 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 $624,437

  Last Listing Agent Carl Baker Ball Property Management LLC

  233 Woods Brooke Cir, Ossining, NY 10562
• 

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,644 Sq Ft

  130 Pinesbridge Rd, Ossining, NY 10562

  130 Pinesbridge Rd, Ossining, NY 10562
• 

  

  /30

  $989,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,147 Sq Ft

  155 Revolutionary Rd, Briarcliff Manor, NY 10510

  Mid-Century Modern elegance meets cottage-core charm in this architecturally distinctive cedar home, tucked away in a serene enclave just off the Hudson River. Designed with timeless detail and expanded in 1985 by award-winning architect Don Reiman, the residence is filled with striking architectural moments—sunken living room with fireplace, soaring ceilings, walls of windows, and a stunning

  James Mulvey Jr. Houlihan Lawrence Inc.

  155 Revolutionary Rd, Briarcliff Manor, NY 10510
• 

  $1,900,000 Sold Feb 13, 2025

  86 Law Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 4.5 Baths
  • 4,634 Sq Ft
  • Built 1979

  Last Sold Summary

  • 31% Above List Price
  • $410/SF
  • 10 Days On Market

  Current Estimated Value $1,903,657

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  86 Law Rd, Briarcliff Manor, NY 10510
• 

  Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,754 Sq Ft

  49 Spring Valley Rd, Ossining, NY 10562

  49 Spring Valley Rd, Ossining, NY 10562
• 

  

  /16

  $320,000 Pending

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft

  10 Nicole Cir Unit 12, Ossining, NY 10562

  Terrific End Unit in Pet-Friendly Hudson View!This bright and spacious home features vaulted ceilings, a skylight, and a cozy fireplace in the living room with access to a private sunset deck. The updated kitchen offers granite countertops, refaced cabinets, and modern appliances. A spiral staircase leads to a versatile loft space, perfect for a home office, yoga area, or creative studio,

  Antoinette Gray Houlihan Lawrence Inc.

  10 Nicole Cir Unit 12, Ossining, NY 10562
• 

  $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 $889,772 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  796 Pinesbridge Rd, Ossining, NY 10562

  796 Pinesbridge Rd, Ossining, NY 10562
• 

  

  /30

  $650,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  9 Possum Rd, Ossining, NY 10562

  Bring your vision to this ranch-style home on an oversized, flat 1.17-acre lot in Ossining. This well-maintained 3-bedroom, 2-bathroom home offers approximately 1,528 square feet of living space, perfectly blending comfort and functionality. Step inside to find gleaming hardwood floors and a bright, open layout that invites relaxation and easy living. The cozy living room features a classic

  Eva Casoria eXp Realty

  9 Possum Rd, Ossining, NY 10562
• 

  $635,000 Sold Jul 21, 2025

  45 Lee Ave, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • Built 1962

  Last Sold Summary

  • 7% Above List Price
  • $498/SF
  • 16 Days On Market

  Current Estimated Value $626,276

  Last Listing Agent Suzanne Lagle Houlihan Lawrence Inc.

  45 Lee Ave, Ossining, NY 10562
• 

  Est $767,445 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  800 Syska Rd, Ossining, NY 10562

  800 Syska Rd, Ossining, NY 10562
• 

  

  /49

  $3,900,000

  • 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

  Timothy Hegarty Houlihan Lawrence Inc.

  177 Old Briarcliff Rd, Briarcliff Manor, NY 10510
• 

  $150,000 Sold Jun 17, 2025

  82 Dale Ave, Ossining, NY 10562

  • Land
  • 0.34 Acre
  • $441,176 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 38 Days On Market

  Current Estimated Value $153,224

  Last Listing Agent Rachel McLoughlin Compass Greater NY, LLC

  82 Dale Ave, Ossining, NY 10562
• 

  Est $1,068,757 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,392 Sq Ft

  265 Chadeayne Rd, Ossining, NY 10562

  265 Chadeayne Rd, Ossining, NY 10562
• 

  

  /40

  $435,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,291 Sq Ft

  2 Briarcliff Dr S Unit 3, Ossining, NY 10562

  In HIGH demand, here is a special one just for you! Welcome to this exceptionally spacious and lovingly cared for END unit condo in the highly sought-after Briarcliff Woods community. Perfectly situated on the second level, this inviting residence combines comfort, style, and convenience, with your dedicated parking space directly in front. Step into the foyer featuring a huge walk-in closet,

  Lisa DaRos Houlihan Lawrence Inc.

  2 Briarcliff Dr S Unit 3, Ossining, NY 10562
• 

  $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

  Last Listing Agent Jacqueline Elliott-Giambalvo HomeSmart Homes & Estates

  3 Forest Ave, Ossining, NY 10562
• 

  Est $1,505,275 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,294 Sq Ft

  335 Jaclyn Ln, Ossining, NY 10562

  335 Jaclyn Ln, Ossining, NY 10562
• 

  

  /24

  $245,000 Pending

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  84 Charter Cir Unit 84, Ossining, NY 10562

  Charming Garden-Style Co-op – Light and airy Unit with Modern Upgrades Welcome to this beautifully maintained bi-level garden-style co-op offering a perfect blend of comfort, privacy, and convenience. This desirable co-op features easy entry-level access and a spacious, open layout ideal for modern living. Enjoy a bright and inviting living space with stainless steel appliances and an updated

  Elizabeth Koski Coldwell Banker Realty

  84 Charter Cir Unit 84, Ossining, NY 10562
• 

  $630,000 Sold May 23, 2025

  30 Morningside Dr, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 2,616 Sq Ft
  • Built 1920

  Last Sold Summary

  • $241/SF
  • 19 Days On Market

  Current Estimated Value $648,888

  Last Listing Agent Donna Nikic Compass Greater NY, LLC

  30 Morningside Dr, Ossining, NY 10562
• 

  Est $827,987 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,184 Sq Ft

  17 Adams Rd, Ossining, NY 10562

  17 Adams Rd, Ossining, NY 10562
• 

  

  /46

  $6,400,000

  • 11 Beds
  • 6.5 Baths
  • 9,481 Sq Ft

  335 Croton Dam Rd, Ossining, NY 10562

  Nestled in the heart of the picturesque Hudson Valley, this stunning Tudor-style mansion is a true dream estate. Boasting an impressive 9,481 sq ft of living space, this magnificent property is situated on 50 acres of meticulously landscaped gardens, making it one of the most sought-after locations in the county.The estate features a 3-acre lake with a charming boathouse, a sparkling

  Dalia Valdes Julia B Fee Sothebys Int. Rlty

  335 Croton Dam Rd, 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 $782,776

  Last Listing Agent Jared Wiener Berkshire Hathaway HS NY Prop

  701 Pheasant Woods Rd, Briarcliff Manor, NY 10510
• 

  Est $1,789,856 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,006 Sq Ft

  50 Cloverhill Ln, Ossining, NY 10562

  50 Cloverhill Ln, Ossining, NY 10562
• 

  

  /27

  $1,250,000 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
• 

  $525,000 Sold Jul 25, 2025

  3 Ward Place, Ossining, NY 10562

  • 3 Beds
  • 1 Bath
  • 1,474 Sq Ft
  • Built 1933

  Last Sold Summary

  • 1% Below List Price
  • $356/SF
  • 41 Days On Market

  Current Estimated Value $536,371

  Last Listing Agent Tracy Salciccia ERA Insite Realty Services

  3 Ward Place, Ossining, NY 10562
• 

  Est $908,715 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  1709 Spring Valley Rd, Ossining, NY 10562

  1709 Spring Valley Rd, Ossining, NY 10562
• 

  

  /39

  $1,099,000

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

  200 Route 9a, Ossining, NY 10562

  2BR Apartment Included! Welcome to this stunning 5-bedroom, 3.5-bath Ossining home offering 3,400 sq ft of beautifully designed living space — including a 900 sq ft legal accessory apartment with 2 bedrooms, its own fireplace, and a private ground-level entrance. Perfect for multi-generational living, long-term guests, or excellent rental income potential. Tucked away at the end of a semi-private

  Frank Petrella eXp Realty

  200 Route 9a, 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 $1,314,730

  Last Listing Agent Nancy Beard Houlihan Lawrence Inc.

  416 Sleepy Hollow Rd, Briarcliff Manor, NY 10510
• 

  Est $1,059,781 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,710 Sq Ft

  1137 Estates Dr, Ossining, NY 10562

  1137 Estates Dr, Ossining, NY 10562
• 

  

  /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
• 

  $206,000 Sold Nov 12, 2025

  119 S Highland Ave Unit 1B, Ossining, NY 10562

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

  Last Sold Summary

  • 18% Above List Price
  • $229/SF
  • 211 Days On Market

  Last Listing Agent Alexiss Hernandez YourHomeSold Guaranteed Realty

  119 S Highland Ave Unit 1B, Ossining, NY 10562
• 

  Est $807,290 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  376 Illington Rd, Ossining, NY 10562

  376 Illington Rd, Ossining, NY 10562
• 

  

  /34

  $449,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  7 Briarcliff Dr S Unit 13, Ossining, NY 10562

  Welcome to Briarcliff Woods—one of Ossining’s most sought-after condominium communities! This rare and expansive 3-bedroom, 2-bath end unit offers an exceptional blend of style, comfort, and convenience. The updated eat-in kitchen features granite countertops and ample cabinetry, while the massive living room with a perfectly appointed fireplace and custom built-ins sets the tone for gracious

  Lisa DaRos Houlihan Lawrence Inc.

  7 Briarcliff Dr S Unit 13, Ossining, NY 10562
• 

  $1,410,000 Sold Jul 22, 2025

  444 River Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3.5 Baths
  • 4,412 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Above List Price
  • $320/SF
  • 20 Days On Market

  Current Estimated Value $1,417,483

  Last Listing Agent Hillary Landau Compass Greater NY, LLC

  444 River Rd, Briarcliff Manor, NY 10510

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