Ossining, NY Homes

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  /48

  $769,999 Pending

  • 3 Beds
  • 3 Baths
  • 1,824 Sq Ft

  10 Pine Brook Rd, Ossining, NY 10562

  Nestled on a quiet cul-de-sac and set on a spacious, level yard, this immaculate, move-in-ready 3BR/3BA contemporary home offers bright, open living with soaring cathedral ceilings, skylights, and oversized windows throughout. The main level features gleaming hardwood floors, a sun-filled living and dining area, 3 bedrooms and an updated kitchen with granite countertops and Bosch and Samsung

  Mavra Mita Howard Hanna Rand Realty

  10 Pine Brook Rd, Ossining, NY 10562
• 

  $377,500 Sold Jan 13, 2026

  16 Rockledge Ave Unit 7J, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Below List Price
  • $239/SF
  • 122 Days On Market

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  16 Rockledge Ave Unit 7J, Ossining, NY 10562
• 

  Est $366,000 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

  • 74% Above List Price
  • $285/SF
  • 15 Days On Market

  Last Sold Price $210,000

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

  $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 $624,001

  Last Listing Agent Suzanne Lagle Houlihan Lawrence Inc.

  45 Lee Ave, Ossining, NY 10562
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  Not Listed For Sale

  201 Kemeys Cove Unit 201, Briarcliff Manor, NY 10510

  • 1 Bed
  • 1.5 Baths
  • 1,015 Sq Ft
  • Built 1975

  201 Kemeys Cove Unit 201, Briarcliff Manor, NY 10510

  Last Sold Summary

  • $419/SF
  • 17 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.
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  /19

  $599,999 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  75 Colby Ln, Briarcliff Manor, NY 10510

  Comfortable Living at Briarcliff Commons; Beautiful Townhome in one of Westchester's most desirable Villages just waiting for it's next occupants to call it Home. Perfectly situated amid the meticulously landscaped grounds of Briarcliff Commons, this exceptional townhome offers serene Stream Views leading into a cute Pond, timeless charm. Bathed in natural light, creating an inviting space ideal

  Manuel Galan eXp Realty

  75 Colby Ln, 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 $150,906

  Last Listing Agent Rachel McLoughlin Compass Greater NY, LLC

  82 Dale Ave, Ossining, NY 10562
• 

  Est $751,543 Not Listed For Sale

  34 Briarbrook Dr, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 2001

  34 Briarbrook Dr, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 11% Above List Price
  • $307/SF
  • 38 Days On Market

  Last Sold Price $675,000

  Last Listing Agent Don Moses eXp Realty
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  /23

  $879,000

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

  131 Spring St, Ossining, NY 10562

  Brick Two-Family with Owner-Occupant Flexibility in the Heart of Ossining Solid brick construction, classic proportions, and real income flexibility define 131 Spring Street. Live in one unit and offset your monthly expenses, or configure both units for long-term rental income in a strong commuter location less than a mile from the train. Both units offer bright, connected layouts with updated

  Jonathan Minerick HomeCoin.com

  131 Spring St, 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

  Current Estimated Value $564,477

  Last Listing Agent Jacqueline Elliott-Giambalvo HomeSmart Homes & Estates

  3 Forest Ave, Ossining, NY 10562
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  Not Listed For Sale

  19 Lincoln Place Unit 32, Ossining, NY 10562

  • 2 Beds
  • 1.5 Baths
  • 1,347 Sq Ft
  • Built 1966

  19 Lincoln Place Unit 32, Ossining, NY 10562

  Last Sold Summary

  • $341/SF
  • 22 Days On Market

  Last Sold Price $460,000

  Last Listing Agent Donna McKenna Edlund Coldwell Banker Realty
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  /43

  $779,900 Open Sat 12PM - 2PM

  • 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
• 

  $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 $645,894

  Last Listing Agent Donna Nikic Compass Greater NY, LLC

  30 Morningside Dr, Ossining, NY 10562
• 

  Est $731,550 Not Listed For Sale

  4 Mystic Dr, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,974 Sq Ft
  • Built 1996

  4 Mystic Dr, Ossining, NY 10562

  Last Sold Summary

  • 5% Above List Price
  • $352/SF
  • 44 Days On Market

  Last Sold Price $695,000

  Last Listing Agent Nancy Strong Douglas Elliman Real Estate
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  /49

  $3,900,000 Pending

  • 6 Beds
  • 7 Baths
  • 6,571 Sq Ft

  177 Old Briarcliff Rd, Briarcliff Manor, NY 10510

  Welcome to Boxwood: A Timeless Retreat Boxwood 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 living. The

  Timothy Hegarty Houlihan Lawrence Inc.

  177 Old Briarcliff Rd, Briarcliff Manor, NY 10510
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  $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 $799,019

  Last Listing Agent Jared Wiener William Raveis-New York LLC

  701 Pheasant Woods Rd, Briarcliff Manor, NY 10510
• 

  Est $753,780 Not Listed For Sale

  2 Robert Rinaldi Ln, Ossining, NY 10562

  • 2 Beds
  • 4 Baths
  • 1,614 Sq Ft
  • Built 2015

  2 Robert Rinaldi Ln, Ossining, NY 10562

  Last Sold Summary

  • 19% Above List Price
  • $393/SF
  • 13 Days On Market

  Last Sold Price $635,000

  Last Listing Agent Maria Campanelli BHHS River Towns Real Estate
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  /34

  $599,000

  • 2 Beds
  • 1.5 Baths
  • 1,765 Sq Ft

  1 Spring Pond Dr, Ossining, NY 10562

  Beautiful, bright end unit condo in Spring Pond featuring 2 bedrooms and 1.5 baths. This inviting home offers an eat in kitchen with ample cabinet space, brand new stove and refrigerator, and stainless steel appliances. Enjoy hardwood floors throughout the living and dining areas, complemented by an open floor plan and a spacious living room with vaulted ceilings and a cozy fireplace. The primary

  Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

  1 Spring Pond Dr, Ossining, NY 10562
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  $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 $540,772

  Last Listing Agent Tracy Salciccia ERA Insite Realty Services

  3 Ward Place, Ossining, NY 10562
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  Not Listed For Sale

  0 Burns Place Unit ONEH6329441, Briarcliff Manor, NY 10510

  0 Burns Place Unit ONEH6329441, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 89 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Ramanjit Dhanoa eXp Realty
• 

  

  /19

  $774,000

  • 4 Beds
  • 2.5 Baths
  • 3,128 Sq Ft

  398 Illington Rd, Ossining, NY 10562

  A Charming Farmhouse Style Home, Carefully Restored to Blend Historic Character with Modern Comfort. Nestled on 3 acres of landscaped grounds, this inviting residence offers spacious living and serene privacy just minutes from local amenities and commuting routes. The renovations that were made still kept its original charm. Features like the woodwork, beamed ceilings, built-in cabinets, and

  Joann Perna Guardian Realty Center, LLC

  398 Illington Rd, 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 $1,342,373

  Last Listing Agent Nancy Beard Houlihan Lawrence Inc.

  416 Sleepy Hollow Rd, Briarcliff Manor, NY 10510
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  Not Listed For Sale

  16 Maria Ln, Ossining, NY 10562

  • 4 Beds
  • 3.5 Baths
  • 3,427 Sq Ft
  • Built 1887

  16 Maria Ln, Ossining, NY 10562

  Last Sold Summary

  • $455/SF
  • 33 Days On Market

  Last Sold Price $1,560,222

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team
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  /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
• 

  $500,000 Sold Jan 20, 2026

  88 Broadway Unit 4, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,178 Sq Ft
  • Built 1820

  Last Sold Summary

  • $424/SF
  • 20 Days On Market

  Last Listing Agent Lauren Zaccaria Houlihan Lawrence Inc.

  88 Broadway Unit 4, Ossining, NY 10562
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  Not Listed For Sale

  9 Barnes Rd, Ossining, NY 10562

  • 4 Beds
  • 4.5 Baths
  • 4,583 Sq Ft
  • Built 1797

  9 Barnes Rd, Ossining, NY 10562

  Last Sold Summary

  • $305/SF
  • 37 Days On Market

  Last Sold Price $1,399,000

  Last Listing Agent Sena Baron William Raveis-New York, LLC
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  /13

  $192,000 Pending

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  121 S Highland Ave Unit 6L, Ossining, NY 10562

  Welcome home to this bright top floor, 2 bedroom, 1 full bathroom unit at The Parkview. Featuring hardwood floors throughout , an open floor plan, updated kitchen, on-site laundry all in a convenient location close to shopping and transportation. Located directly across from Nelson Park, the Parkview boasts updated lobby with intercom, parking, pool, and fitness center. Board approval is required

  Christine DiChiara Coldwell Banker Realty

  121 S Highland Ave Unit 6L, Ossining, NY 10562
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  $515,000 Sold Jan 15, 2026

  5 Glen St, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,151 Sq Ft
  • Built 1874

  Last Sold Summary

  • 2% Above List Price
  • $447/SF
  • 33 Days On Market

  Current Estimated Value $513,753

  Last Listing Agent Sheri Wolfe Berkshire Hathaway HS NY Prop

  5 Glen St, Ossining, NY 10562
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  Not Listed For Sale

  51 Pinesbridge Rd, Ossining, NY 10562

  • 8 Beds
  • 8 Baths
  • 5,337 Sq Ft
  • Built 1935

  51 Pinesbridge Rd, Ossining, NY 10562

  Last Sold Summary

  • $178/SF
  • 10 Days On Market

  Last Sold Price $950,000

  Last Listing Agent Angela Kessel Houlihan Lawrence Inc.
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  /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
• 

  $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
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  Not Listed For Sale

  130 Pinesbridge Rd, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 2,644 Sq Ft
  • Built 1946

  130 Pinesbridge Rd, Ossining, NY 10562

  Last Sold Summary

  • $170/SF
  • 168 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Natalia Wixom Compass Greater NY, LLC
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  /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
• 

  $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 $1,534,989

  Last Listing Agent Hillary Landau Compass Greater NY, LLC

  444 River Rd, Briarcliff Manor, NY 10510
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  Not Listed For Sale

  49 Spring Valley Rd, Ossining, NY 10562

  • 5 Beds
  • 3 Baths
  • 2,754 Sq Ft
  • Built 1855

  49 Spring Valley Rd, Ossining, NY 10562

  Last Sold Summary

  • $283/SF
  • 75 Days On Market

  Last Sold Price $780,000

  Last Listing Agent Maria Vele Keller Williams Realty Partner
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  /43

  $469,900 Open Sun 2PM - 4PM

  • 1 Bed
  • 1.5 Baths
  • 974 Sq Ft

  15 Davids Ln, Ossining, NY 10562

  Welcome to 15 DAVIDS LANE, a conveniently located Ossining light-filled End Unit in the 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 finished 400sf

  Jane Rodman Howard Hanna Rand Realty

  15 Davids Ln, Ossining, NY 10562
• 

  $116,000 Sold Aug 27, 2025

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

  • 1 Bath
  • 650 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Below List Price
  • $178/SF
  • 34 Days On Market

  Current Estimated Value $183,000

  Last Listing Agent Dina Lewis Dorothy Jensen Realty, Inc.

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

  Est $907,028 Not Listed For Sale

  796 Pinesbridge Rd, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft
  • Built 1870

  796 Pinesbridge Rd, Ossining, NY 10562

  Last Sold Summary

  • 7% Above List Price
  • $293/SF
  • 48 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Patricia Schiller Patricia Schiller Real Est Co.
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  /39

  $1,099,000 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

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