Ossining, NY Homes

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  /22

  $499,000 Pending

  • 1 Bed
  • 1.5 Baths
  • 1,141 Sq Ft

  283 Horse Shoe Cir, Ossining, NY 10562

  Welcome to this charming townhome In Fox Hill with one bedroom plus a den. The first floor features a tiled powder room and a well-appointed kitchen with granite counters, recessed lighting, a breakfast bar, and GE Profile and KitchenAid appliances. The open and airy dining room boasts hardwood floors, a skylight, and a sliding glass door that leads to a private wood deck, perfect for outdoor

  Suzan Zeolla Houlihan Lawrence Inc.

  283 Horse Shoe Cir, Ossining, NY 10562
• 

  $110,000 Sold Jan 16, 2025

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

  • 1 Bath
  • 650 Sq Ft
  • Built 1964

  Last Sold Summary

  • $169/SF
  • 42 Days On Market

  Current Estimated Value $156,000

  Last Listing Agent Nancy Keller Keller Williams Realty Partner

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

  Est $496,681 Not Listed For Sale

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

  302 Eagle Bay Dr, Ossining, NY 10562

  302 Eagle Bay Dr, Ossining, NY 10562
• 

  

  

  /18

  $399,222 Pending

  • 2 Beds
  • 1 Bath
  • 767 Sq Ft

  24 Nelson Ave, Ossining, NY 10562

  Cozy One-Level Cottage on a Quiet Dead-End Street. This inviting home features a large eat-in kitchen with beautiful quartz countertops and a stylish glass tile backsplash. There is a computer/mud room off the kitchen with utility closet and side door to yard that can be used for a washer/dryer. The spacious living room offers a picture window that fills the space with natural light, complemented

  Mark Seiden Mark Seiden Real Estate Team

  24 Nelson Ave, Ossining, NY 10562
• 

  $650,000 Sold Sep 25, 2025

  6 Agate Ave, Ossining, NY 10562

  • 6 Beds
  • 2 Baths
  • 2,243 Sq Ft
  • Built 1897

  Last Sold Summary

  • 8% Above List Price
  • $290/SF
  • 41 Days On Market

  Last Listing Agent JoElla Deliberto Houlihan Lawrence Inc.

  6 Agate Ave, Ossining, NY 10562
• 

  Est $595,957 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,753 Sq Ft

  28 Spring Pond Dr, Ossining, NY 10562

  28 Spring Pond Dr, Ossining, NY 10562
• 

  

  /50

  $670,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,444 Sq Ft

  11 Sutton Place, Ossining, NY 10562

  Step into timeless elegance with this 1931 Tudor, where old-world charm meets modern sophistication and abundant natural light fills every room. This three-bedroom, one-and-a-half-bath home has been thoughtfully updated while honoring its original craftsmanship and character. Expansive new windows flood the home with light, highlighting rich woodwork, built-in bookcases, and inviting spaces that

  Heather Bouza William Raveis-New York, LLC

  11 Sutton Place, Ossining, NY 10562
• 

  $799,000 Sold Sep 24, 2025

  1002 Kitchawan Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 2,067 Sq Ft
  • Built 1900

  Last Sold Summary

  • $387/SF
  • 45 Days On Market

  Last Listing Agent Joanne Debellis Debellis Real Estate LLC

  1002 Kitchawan Rd, Ossining, NY 10562
• 

  Est $864,476 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,700 Sq Ft

  5 High Ridge Rd, Ossining, NY 10562

  5 High Ridge Rd, Ossining, NY 10562
• 

  

  /16

  $179,000 Pending

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  119 S Highland Ave Unit 5B, Ossining, NY 10562

  Accepted Offer as of 10/29 - Incredible value! This is a wonderful 2-bedroom home at The Park View, a very desirable co-op community in Ossining. There is gorgeous hardwood flooring throughout, and ample closet space (seven in total). Expansive, combined east-facing living and dining rooms are bathed in natural light. The kitchen is airy and spacious, with a north-facing window, and stainless

  Laura Ionata Corcoran Legends Realty

  119 S Highland Ave Unit 5B, Ossining, NY 10562
• 

  $800,000 Sold Jun 25, 2025

  5 Sleator Dr, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 2,001 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Above List Price
  • $400/SF
  • 27 Days On Market

  Current Estimated Value $792,492

  Last Listing Agent Bruce Banks Coldwell Banker Realty

  5 Sleator Dr, Ossining, NY 10562
• 

  Est $612,969 Not Listed For Sale

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

  202 Woods Brooke Ct, Ossining, NY 10562

  202 Woods Brooke Ct, Ossining, NY 10562
• 

  

  /41

  $799,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,658 Sq Ft

  18 Adams Rd, Ossining, NY 10562

  Welcome to 18 Adams Road! This charming property is tucked away on a quiet dead-end street off Exit 9 of the Taconic Parkway, a peaceful location with no through traffic and a beautiful setting on about 1.33 acres of land featuring expansive front and back yards. This lovely 3-bedroom, 2-bath home offers the perfect blend of comfort and space with the unique bonus of breathtaking sunrise and

  Blas Ortiz Keller Williams NY Realty

  18 Adams Rd, Ossining, NY 10562
• 

  $485,000 Sold Jan 13, 2025

  72 Dale Ave, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,603 Sq Ft
  • Built 1889

  Last Sold Summary

  • 3% Above List Price
  • $303/SF
  • 30 Days On Market

  Current Estimated Value $511,148

  Last Listing Agent Maribel Illescas Houlihan Lawrence Inc.

  72 Dale Ave, Ossining, NY 10562
• 

  Est $999,145 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,112 Sq Ft

  1 Winterberry Ln, Briarcliff Manor, NY 10510

  1 Winterberry Ln, Briarcliff Manor, NY 10510
• 

  

  /34

  $699,000

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft

  26-28 Lincoln Place, Ossining, NY 10562

  EXCEPTIONAL Ossining legal 2 family: Unbeatable Location near the bustling downtown.This duplex built in 1989 offers ideal owner occupy.......live in One unit and rent the second to help carry costs...or a great opportunity for investor.. 3 level unit with cozy fireplace, family room and wood deck for summer entertaining.. The second unit has 2 bedrooms and bath..But the perks don’t stop

  Jayne Begley William Raveis Real Estate

  26-28 Lincoln Place, Ossining, NY 10562
• 

  $199,000 Sold Feb 11, 2025

  16 Rockledge Ave Unit 6MM, Ossining, NY 10562

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

  Last Sold Summary

  • $270/SF
  • 20 Days On Market

  Current Estimated Value $516,000

  Last Listing Agent Suzanne Welch Coldwell Banker Realty

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

  Est $889,386 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 2,450 Sq Ft

  89 Mystic Dr, Ossining, NY 10562

  89 Mystic Dr, Ossining, NY 10562
• 

  

  /22

  $519,000

  • 3 Beds
  • 1.5 Baths
  • 2,198 Sq Ft

  39 Hamilton Ave, Ossining, NY 10562

  Built circa 1900 - this Victorian home offers Hudson River & Palisades views from the wrap-around front porch. A large side-hall entry welcomes you, along with the dark staircase balusters carved in the canonical classic style. Oak floors, high ceilings, a formal dining room with wood burning FPL and sliding pocket doors leading into the living room, are all appreciated amenities. The Kitchen

  Greg Kane Kane & Associates

  39 Hamilton Ave, Ossining, NY 10562
• 

  $620,000 Sold Feb 13, 2025

  31 Ramapo Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Below List Price
  • $517/SF
  • 51 Days On Market

  Current Estimated Value $603,734

  Last Listing Agent Carmen Rivera Shaw Properties

  31 Ramapo Rd, Ossining, NY 10562
• 

  Est $899,742 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,934 Sq Ft

  2 Briarbrook Dr, Briarcliff Manor, NY 10510

  2 Briarbrook Dr, Briarcliff Manor, NY 10510
• 

  

  /25

  $329,900 Pending

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

  20 Maple Place, Ossining, NY 10562

  According to the Town Of Ossining this house is uninhabitable and it is unsafe to enter. As such, interior showings are not permitted. Sold Strictly As Is. Buyer will be responsible for any and all debris removal. Buyer will be responsible for any and all Open Permits and/or Violations. Buyer to pay NY State Transfer Tax. Again, interior inspections are not available due to deteriorating property

  Gary Leogrande Keller Williams NY Realty

  20 Maple Place, Ossining, NY 10562
• 

  $1,860,000 Sold Dec 15, 2025

  39 Admiral Wordens Ln, Briarcliff Manor, NY 10510

  • 4 Beds
  • 5.5 Baths
  • 4,500 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Above List Price
  • $413/SF
  • 45 Days On Market

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  39 Admiral Wordens Ln, Briarcliff Manor, NY 10510
• 

  Est $519,092 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,243 Sq Ft

  104 Antler Ridge, Ossining, NY 10562

  104 Antler Ridge, Ossining, NY 10562
• 

  

  /17

  $372,600 Pending

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

  4 William St, Ossining, NY 10562

  The property is occupied so all potential buyers are asked to check with city and tax records to determine actual bedroom, bathroom counts and all details on this property listed above to their satisfaction. This is an AS-IS foreclosed/REO property. Do not disturb occupants or walk on property. Buyers’ premium paid at closing by buyer. *** Seller makes no guarantees about property’s condition,

  Jamarr Zellner REALHome Services & Solutions

  4 William St, Ossining, NY 10562
• 

  $485,000 Sold Feb 28, 2025

  22 Croton Dam Rd, Ossining, NY 10562

  • 3 Beds
  • 1 Bath
  • 1,054 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Below List Price
  • $460/SF
  • 11 Days On Market

  Current Estimated Value $508,390

  Last Listing Agent Greg Kane Kane & Associates

  22 Croton Dam Rd, Ossining, NY 10562
• 

  Est $534,000 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft

  73 Spring St Unit 4R, Ossining, NY 10562

  73 Spring St Unit 4R, Ossining, NY 10562
• 

  

  /19

  $280,000 Pending

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

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

  This beautifully spacious renovated co-op unit offers 3 bedroom, 2 full bath an open floor plan for easy living. Located in much desirable Highland Terrace community. Well maintained curb appeal landscaping. This unit offers beautiful vinyl floors throughout the unit and sun filled windows. Living room is complimented with private patio and garden for outdoor living to experiencing the natural

  Linda Williams Century 21 Alliance Realty Grp

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

  $585,000 Sold Apr 11, 2025

  20 Ramapo Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,125 Sq Ft
  • Built 1951

  Last Sold Summary

  • 2% Above List Price
  • $520/SF
  • 18 Days On Market

  Current Estimated Value $599,013

  Last Listing Agent Elizabeth Kamp Kane & Associates

  20 Ramapo Rd, Ossining, NY 10562
• 

  Est $478,122 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,483 Sq Ft

  73 Spring St Unit 4F, Ossining, NY 10562

  73 Spring St Unit 4F, Ossining, NY 10562
• 

  

  /34

  $999,000

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft

  7 Dunn Ln, Briarcliff Manor, NY 10510

  Located in the beautiful and quaint village of Briarcliff Manor—one of Westchester’s most desirable communities known for its award-winning school district, charming village center, and peaceful suburban character—this exceptional, fully renovated move-in-ready ranch with a finished lower level offers an unmatched blend of modern luxury, single-level living, and walk-to-everything convenience,

  Greg Kochanov Moda Realty LLC

  7 Dunn Ln, Briarcliff Manor, NY 10510
• 

  $862,500 Sold Mar 11, 2025

  9 Meadowbrook Dr, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • Built 2000

  Last Sold Summary

  • 11% Above List Price
  • $415/SF
  • 20 Days On Market

  Current Estimated Value $868,194

  Last Listing Agent Carlene Hamilton Houlihan Lawrence Inc.

  9 Meadowbrook Dr, Ossining, NY 10562
• 

  Est $368,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,180 Sq Ft

  73 Spring St Unit 3H, Ossining, NY 10562

  73 Spring St Unit 3H, Ossining, NY 10562
• 

  

  /38

  $3,500,000

  • 7 Beds
  • 7 Baths
  • 6,426 Sq Ft

  83 Somerstown Rd, Ossining, NY 10562

  Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country

  Dalia Valdes Julia B Fee Sothebys Int. Rlty

  83 Somerstown Rd, Ossining, NY 10562
• 

  $495,000 Sold Dec 31, 2024

  63 Pleasantville Rd, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 1,716 Sq Ft
  • Built 1959

  Last Sold Summary

  • 19% Above List Price
  • $288/SF
  • 43 Days On Market

  Current Estimated Value $553,302

  Last Listing Agent Jason Smith JDS Realty Group Inc.

  63 Pleasantville Rd, Ossining, NY 10562
• 

  Est $331,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,289 Sq Ft

  73 Spring St Unit 3D, Ossining, NY 10562

  73 Spring St Unit 3D, Ossining, NY 10562
• 

  

  /32

  $499,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,516 Sq Ft

  61 Snowden Ave, Ossining, NY 10562

  Just over half of a mile, on sidewalk flanked streets, from the Ossining train station and an equal distance to the village's downtown, this wonderful home is perfectly situated for buyers that are looking for convenience, character and comfort. Perched on a verdant, partially wooded lot, with views of the Hudson River, this Cape Cod home is the one you've been looking for. Park in the driveway,

  Paul Leis North Country Sothebys Int Rlt

  61 Snowden Ave, Ossining, NY 10562
• 

  $660,000 Sold Jul 23, 2025

  73 Pine Ave, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Below List Price
  • $268/SF
  • 14 Days On Market

  Current Estimated Value $661,429

  Last Listing Agent Howard Payson RE/MAX Town & Country

  73 Pine Ave, Ossining, NY 10562
• 

  Est $387,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,529 Sq Ft

  73 Spring St Unit 2F, Ossining, NY 10562

  73 Spring St Unit 2F, Ossining, NY 10562
• 

  

  /33

  $385,000 Pending

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

  16 Rockledge Ave Unit 7J, Ossining, NY 10562

  Breathtaking Hudson River views and stunning sunsets from every room from this spacious 2-bedroom, 2-bath Scarborough Manor apartment. This unit features 9’ ceilings, an updated kitchen, generous closet space, ideal for downsizing or easy living. Enjoy morning coffee on the covered balcony overlooking the Palisades. The primary bedroom suite offers a dressing area, four closets, one is

  Janet Brand Houlihan Lawrence Inc.

  16 Rockledge Ave Unit 7J, Ossining, NY 10562

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