Ossining, NY Homes

• 

  $485,000 Sold Mar 21, 2025

  20 Knoll View, Ossining, NY 10562

  • 3 Beds
  • 3.5 Baths
  • 1,500 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Above List Price
  • $323/SF
  • 35 Days On Market

  Current Estimated Value $499,577

  Last Listing Agent Erika King YourHomeSold Guaranteed Realty

  20 Knoll View, Ossining, NY 10562
• 

  Est $358,725 Not Listed For Sale

  178 Cedar Ln, Ossining, NY 10562

  178 Cedar Ln, Ossining, NY 10562
• 

  

  

  /40

  $699,222 Pending

  • 6 Beds
  • 3 Baths
  • 3,254 Sq Ft

  7 Grandview Ave, Ossining, NY 10562

  Expanded 6 bedroom, 3 bath home on fenced-in property! Property is over assessed by 10% and taxes are based on a market value of $778,000. Once sold, the assessment may be grieved. This spacious home offers comfort, functionality, and room to grow. Nestled on a lovely level lot, the property features a newly painted rear deck, a storage shed, and a fully fenced yard—perfect for outdoor enjoyment.

  Mark Seiden Mark Seiden Real Estate Team

  7 Grandview Ave, Ossining, NY 10562
• 

  $550,000 Sold Mar 20, 2025

  45 Gordon Ave, Briarcliff Manor, NY 10510

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

  Last Sold Summary

  • 4% Below List Price
  • $278/SF
  • 43 Days On Market

  Last Listing Agent John Piazza RE/MAX Classic Realty

  45 Gordon Ave, Briarcliff Manor, NY 10510
• 

  Est $493,638 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,234 Sq Ft

  94 Deer Run, Ossining, NY 10562

  94 Deer Run, Ossining, NY 10562
• 

  

  /26

  $224,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  123 S Highland Ave Unit B3, Ossining, NY 10562

  Welcome to Highland Terrace! This spacious 2-bedroom, 1-bath garden-style co-op offers 950 square feet of comfortable living. This first-floor unit features a bright layout with plenty of natural light throughout. Enjoy the convenience of assigned parking and the benefits of a well-maintained community complete with a pool and basketball court.Pet lovers will appreciate that this co-op is

  Taylor Cirillo Howard Hanna Rand Realty

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

  $653,000 Sold Oct 22, 2025

  407 Glenwood Dr, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2.5 Baths
  • 1,837 Sq Ft
  • Built 2001

  Last Sold Summary

  • 9% Above List Price
  • $355/SF
  • 19 Days On Market

  Current Estimated Value $647,852

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  407 Glenwood Dr, Briarcliff Manor, NY 10510
• 

  Est $178,000 Not Listed For Sale

  • Studio
  • 1 Bath
  • 650 Sq Ft

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

  121 S Highland Ave Unit 3F, Ossining, NY 10562
• 

  

  /16

  $649,222

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  59 Watson Ave, Ossining, NY 10562

  Move right in to this beautifully maintained home, freshly painted throughout the interior. The updated eat-in kitchen features brand-new stainless steel appliances, granite countertops, custom maple cabinetry, recessed lighting, and classic wainscoting. Hardwood floors span the main level, complemented by a light-filled living and dining area with an open floor plan. The main level offers three

  Mark Seiden Mark Seiden Real Estate Team

  59 Watson Ave, Ossining, NY 10562
• 

  $320,000 Sold Dec 29, 2025

  20 Maple Place, Ossining, NY 10562

  • 5 Beds
  • 1.5 Baths
  • 2,880 Sq Ft
  • Built 1870

  Last Sold Summary

  • 12% Below List Price
  • $111/SF
  • 284 Days On Market

  Last Listing Agent Gary Leogrande Keller Williams NY Realty

  20 Maple Place, Ossining, NY 10562
• 

  Est $677,997 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft

  9 River Pkwy, Briarcliff Manor, NY 10510

  9 River Pkwy, Briarcliff Manor, NY 10510
• 

  

  /14

  $228,000

  • 2 Beds
  • 1 Bath
  • 951 Sq Ft

  135 Main St Unit 203, Ossining, NY 10562

  Fully available as f 1/7/2026. Exciting 2-bedroom condo in the Village of Ossining! Enjoy the lifestyle of convenience. Walk to train, restaurants, stores, farmers market, festivals, waterfront park, community recreation center, library, and more. Cats and dogs friendly (limit 2 per unit)! As an owner, you can obtain a parking permit for both the village and train station. This property is a part

  Igor Krasnoperov Rising Star Realty

  135 Main St Unit 203, Ossining, NY 10562
• 

  $150,000 Sold Jan 13, 2026

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

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1969

  Last Sold Summary

  • $200/SF
  • 9 Days On Market

  Last Listing Agent Peter Raider Real Broker NY LLC

  117 S Highland Ave Unit 6J, Ossining, NY 10562
• 

  Est $711,000 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  16 Rockledge Ave Unit 6J2, Ossining, NY 10562

  16 Rockledge Ave Unit 6J2, Ossining, NY 10562
• 

  

  /50

  $649,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,137 Sq Ft

  14 Pond View Ln, Ossining, NY 10562

  This lovely and spacious townhome is nestled in the desirable gated community of Mystic Point, a unique riverside enclave offering a clubhouse, pool, fitness center, tennis courts, playground, and scenic nature trails along the Hudson River. Ideally located just five minutes from the Croton-Harmon train station, this home offers exceptional convenience for commuters while maintaining a peaceful,

  Suzanne Lagle Houlihan Lawrence Inc.

  14 Pond View Ln, Ossining, NY 10562
• 

  $445,000 Sold Oct 07, 2025

  705 Briarcliff Dr S, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • Built 1977

  Last Sold Summary

  • 2% Above List Price
  • $345/SF
  • 46 Days On Market

  Last Listing Agent Cindy Cassuto Corcoran Legends Realty

  705 Briarcliff Dr S, Ossining, NY 10562
• 

  Est $630,160 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,566 Sq Ft

  8 Robert Rinaldi Ln, Briarcliff Manor, NY 10510

  8 Robert Rinaldi Ln, Briarcliff Manor, NY 10510
• 

  

  /27

  $505,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  39 Ann St, Ossining, NY 10562

  Welcome to this single-family home located in the heart of the vibrant town of Ossining. This residence features an inviting open-concept floor plan that offers excellent flow perfect for both everyday living. The main level includes a spacious living and dining area that seamlessly connects to the kitchen, along with a conveniently located first floor bedroom. Upstairs, you'll find two

  Susan Fraietta BHHS River Towns Real Estate

  39 Ann St, Ossining, NY 10562
• 

  $490,000 Sold Jul 31, 2025

  49 Pine Ave, Ossining, NY 10562

  • 3 Beds
  • 1 Bath
  • 1,026 Sq Ft
  • Built 1963

  Last Sold Summary

  • 2% Above List Price
  • $478/SF
  • 36 Days On Market

  Current Estimated Value $508,091

  Last Listing Agent Kelly Castiglione Coldwell Banker Realty

  49 Pine Ave, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,298 Sq Ft

  506 Kemeys Cove Unit 506, Ossining, NY 10562

  506 Kemeys Cove Unit 506, Ossining, NY 10562
• 

  

  /22

  $689,000 Pending

  • 8 Beds
  • 3 Baths
  • 2,442 Sq Ft

  15 Ferris Place, Ossining, NY 10562

  Discover a rare investment opportunity or your new home with this fully occupied multifamily home, set on an oversized lot along a quiet residential street. With abundant on-site parking plus two car detached garage and long-term tenants, this property offers immediate stability and impressive future upside. Current rents are below market, presenting significant potential for value growth. The

  LOUIS BUDETTI JR ERA Insite Realty Services

  15 Ferris Place, Ossining, NY 10562
• 

  $699,000 Sold Dec 19, 2025

  5 Cedar Place, Ossining, NY 10562

  • 3 Beds
  • 3 Baths
  • 2,272 Sq Ft
  • Built 1931

  Last Sold Summary

  • 4% Below List Price
  • $308/SF
  • 73 Days On Market

  Last Listing Agent Brian Perez Century 21 Hire Realty

  5 Cedar Place, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  123 S Highland Ave Unit B5, Ossining, NY 10562

  123 S Highland Ave Unit B5, Ossining, NY 10562
• 

  

  /36

  $452,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,243 Sq Ft

  14 Steven Dr, Ossining, NY 10562

  The one you’ve been waiting for! Walk right into this beautiful and spacious ground floor end unit with detached garage, featuring an open layout with kitchen overlooking the dining room to living room with fireplace and sliders out to deck. The home features a primary bedroom with crown molding with an impressive remodeled on suite bath with all the modern features, convenient laundry pantry and

  Robert Mulvey William Raveis Real Estate

  14 Steven Dr, Ossining, NY 10562
• 

  $1,264,064 Sold Jun 24, 2025

  35 Candlewood Ct, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3.5 Baths
  • 2,715 Sq Ft
  • Built 1998

  Last Sold Summary

  • 29% Above List Price
  • $466/SF
  • 6 Days On Market

  Current Estimated Value $1,288,710

  Last Listing Agent Kathleen Griffin Houlihan Lawrence Inc.

  35 Candlewood Ct, Briarcliff Manor, NY 10510
• 

  Est $927,172 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 2,715 Sq Ft

  45 Mystic Dr, Ossining, NY 10562

  45 Mystic Dr, Ossining, NY 10562
• 

  

  /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 LocationThis 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

  Crystal Hawkins Syska Keller Williams NY Realty

  16 Maple Place, Ossining, NY 10562
• 

  $635,000 Sold Dec 16, 2025

  7 Birchbrook Rd, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 2,049 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Below List Price
  • $310/SF
  • 55 Days On Market

  Last Listing Agent John Buoninfante Real Broker NY LLC

  7 Birchbrook Rd, Ossining, NY 10562
• 

  Est $506,142 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  1210 Eagle Bay Dr, Ossining, NY 10562

  1210 Eagle Bay Dr, Ossining, NY 10562
• 

  

  /25

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft

  117 S Highland Ave Unit L2, Ossining, NY 10562

  Welcome to 117 South Highland Avenue, Unit L2, a spacious and well-maintained co-op offering comfort, convenience, and a highly desirable layout. This first-floor residence features three generously sized bedrooms and two full bathrooms, including a primary bedroom with a private en-suite bath. The home boasts a bright, open-concept living and dining area, creating an inviting flow that is ideal

  Karen Serrao Cabrera West Green + Assoc RE Brokers

  117 S Highland Ave Unit L2, Ossining, NY 10562
• 

  $610,000 Sold Nov 14, 2025

  73 van Cortlandt Ave, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft
  • Built 1882

  Last Sold Summary

  • 2% Above List Price
  • $412/SF
  • 56 Days On Market

  Last Listing Agent Patricia Wolny Corcoran Legends Realty

  73 van Cortlandt Ave, Ossining, NY 10562
• 

  Est $152,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 890 Sq Ft

  129 S Highland Ave Unit B4, Ossining, NY 10562

  129 S Highland Ave Unit B4, Ossining, NY 10562
• 

  

  /32

  $164,000 Pending

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

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

  Spacious and bright one bedroom corner unit nestled in the heart of the River Town of Ossining! This expansive turnkey unit features a large living room/dining room with gleaming hardwood floors, ceiling fan, recessed lighting and plenty of natural light ideal for entertaining. The generously sized bedroom has recessed lighting, a ceiling fan and gorgeous views of the bridge at night. Recently

  Marie Egan Houlihan Lawrence Inc.

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

  $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

  Last Listing Agent Jamarr Zellner REALHome Services & Solutions

  4 William St, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 813 Sq Ft

  123 S Highland Ave Unit B4, Ossining, NY 10562

  123 S Highland Ave Unit B4, Ossining, NY 10562
• 

  

  /30

  $1,989,000

  • 4 Beds
  • 2.5 Baths
  • 3,550 Sq Ft

  41 Croton Dam Rd, Ossining, NY 10562

  Experience refined new construction living at 41 Croton Dam Road, a thoughtfully designed 2026-built single-family residence set on 1.38 acres with Hudson River views. Offering 3,550 square feet of elegant living space, this 4-bedroom, 2.5-bath home blends architectural sophistication with modern functionality. The main level features 10-foot ceilings, dramatic 8-foot front entry doors, custom

  Nicola Santucci Houlihan Lawrence Inc.

  41 Croton Dam Rd, 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 $711,000

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

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

  Est $413,003 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,127 Sq Ft

  7 Nicole Cir Unit 7, Ossining, NY 10562

  7 Nicole Cir Unit 7, Ossining, NY 10562
• 

  

  /29

  $899,000

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

  131 Spring St, Ossining, NY 10562

  This carefully restored brick two-family offers a rare blend of durability, flexibility, and long-term upside in the heart of Ossining. The structure is complemented by perennial plantings, a front balcony, and a lower terrace that provide outdoor space with minimal upkeep. Inside, both units feature distinct yet connected layouts filled with natural light. Kitchens and baths were updated with

  Jonathan Minerick HomeCoin.com

  131 Spring St, 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 $524,859

  Last Listing Agent James Schunk Schunk Realty Group

  54 Hudson Point Ln, Ossining, NY 10562

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