Ossining, NY Homes

• 

  

  

  /24

  $350,000

  Pending

  • 1 Bed
  • 1 Bath
  • 1,250 Sq Ft

  16 Rockledge Ave Unit 2D1, Ossining, NY 10562

  Discover The Perfect Blend Of Tranquility And Convenience In This Stunning Second Floor End Unit At Scarborough Manor. This Beautifully Appointed One Bedroom, One Bathroom Apartment Offers Breathtaking Seasonal Views Of The Hudson River, All While Providing A Serene Woodland Ambiance That Makes You Feel Miles Away From It All. Step Inside To Find Soaring 9 Foot Ceilings And An Oversized Living

  Candace D'Addario Coldwell Banker Realty

  16 Rockledge Ave Unit 2D1, Ossining, NY 10562
• 

  $1,450,000

  Sold Aug 07, 2025

  30 Cottonwood Ln, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 3,568 Sq Ft
  • Built 1977

  Last Sold Summary

  • 9% Above List Price
  • $406/SF
  • 17 Days On Market

  Current Estimated Value $1,541,483

  Last Listing Agent Maria Teresa Duguet Houlihan Lawrence Inc.

  30 Cottonwood Ln, Briarcliff Manor, NY 10510
• 

  Est $614,771

  Not Listed For Sale

  302 Chase Ct, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,601 Sq Ft
  • Built 1986

  302 Chase Ct, Ossining, NY 10562

  Last Sold Summary

  • 62 Days On Market
• 

  

  

  /33

  $1,289,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,606 Sq Ft

  31 Burns Place, Briarcliff Manor, NY 10510

  Set on a quiet, tree-lined street this beautifully maintained raised ranch offers the perfect blend of space, comfort, and convenience within the highly regarded Briarcliff Manor School District. Thoughtfully updated and expanded, the home features 4 bedrooms plus a dedicated office, 2.5 baths, and a flexible living space designed for today’s lifestyle. Sun-filled interiors, hardwood floors, and

  Heather Monachelli Coldwell Banker Realty

  31 Burns Place, Briarcliff Manor, NY 10510
• 

  $505,000

  Sold Feb 26, 2026

  283 Horse Shoe Cir, Ossining, NY 10562

  • 1 Bed
  • 1.5 Baths
  • 1,141 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Above List Price
  • $443/SF
  • 57 Days On Market

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  283 Horse Shoe Cir, Ossining, NY 10562
• 

  Not Listed For Sale

  5 High Ridge Rd, Ossining, NY 10562

  • 3 Beds
  • 4 Baths
  • 2,700 Sq Ft
  • Built 1996

  5 High Ridge Rd, Ossining, NY 10562

  Last Sold Summary

  • 20 Days On Market
• 

  

  /15

  $475,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,382 Sq Ft

  46 Hudson View Hill Unit 46, Ossining, NY 10562

  Welcome to 46 Hudson View Hill, a bright and inviting end-unit home set in the quiet and well-maintained Riverview Condos community. This spacious layout offers nearly 1,400 sq ft of comfortable living, highlighted by oversized windows, an abundance of natural light, and the privacy of an "entire floor" floor plan. The main level features an open and airy feel that flows seamlessly into the

  Richard Blanchet Compass Greater NY, LLC

  46 Hudson View Hill Unit 46, Ossining, NY 10562
• 

  $425,000

  Sold Dec 22, 2025

  24 Nelson Ave, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 767 Sq Ft
  • Built 1958

  Last Sold Summary

  • 18% Above List Price
  • $554/SF
  • 21 Days On Market

  Current Estimated Value $434,326

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  24 Nelson Ave, Ossining, NY 10562
• 

  Est $561,604

  Not Listed For Sale

  202 Woods Brooke Ct, Ossining, NY 10562

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

  202 Woods Brooke Ct, Ossining, NY 10562

  Last Sold Summary

  • 20 Days On Market
• 

  

  /19

  $215,000

  Pending

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

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

  Welcome to Highland Terrace, a light-filled, top-floor end unit in a pet-friendly community. This bright and well-maintained two-bedroom apartment features an updated kitchen with granite counters, newer appliances, and a convenient pass-through to the living and dining area. The spacious living room offers plenty of space and great natural light, while both bedrooms include good sized closets. A

  Magdalena Konkola Houlihan Lawrence Inc.

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

  $715,000

  Sold Jan 16, 2026

  11 Sutton Place, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,444 Sq Ft
  • Built 1931

  Last Sold Summary

  • 7% Above List Price
  • $495/SF
  • 11 Days On Market

  Current Estimated Value $714,675

  Last Listing Agent Heather Bouza Compass Greater NY, LLC

  11 Sutton Place, Ossining, NY 10562
• 

  Est $944,237

  Not Listed For Sale

  1 Winterberry Ln, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 3,112 Sq Ft
  • Built 1998

  1 Winterberry Ln, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 2 Days On Market
• 

  

  /24

  $235,000

  Pending

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  123 S Highland Ave Unit B6, Ossining, NY 10562

  Bright, sun-drenched, and move-in ready! This top-floor co-op unit offers peaceful living with a host of recent upgrades. The spacious layout features new living room carpeting (2021) and stylish new vinyl wood flooring leading to the bedroom and bath areas (2021). The kitchen is equipped with a new refrigerator and microwave (both 2022). Enjoy the elevated views and natural light that only a

  Elizabeth Koski Coldwell Banker Realty

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

  $215,000

  Sold Sep 03, 2025

  133 S Highland Ave Unit B4, Ossining, NY 10562

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

  Last Sold Summary

  • $239/SF
  • 34 Days On Market

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

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

  Est $462,642

  Not Listed For Sale

  904 Eagle Bay Dr, Ossining, NY 10562

  • 1 Bed
  • 2 Baths
  • 1,378 Sq Ft
  • Built 1982

  904 Eagle Bay Dr, Ossining, NY 10562

  Last Sold Summary

  • 84 Days On Market
• 

  

  /35

  $749,999

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,354 Sq Ft

  22 Quail Hollow Rd, Ossining, NY 10562

  Welcome to 22 Quail Hollow Road, a well-maintained 3-bedroom, 2.5-bath Colonial offering 2,354 square feet of living space on a quiet cul-de-sac in Ossining, New York. The main level features a spacious living room with a vaulted ceiling that flows into a family room, kitchen with a breakfast nook and formal dining room creating an open and comfortable setting for everyday living and

  Cynthia Geiger Corcoran Legends Realty

  22 Quail Hollow Rd, Ossining, NY 10562
• 

  $490,000

  Sold Dec 30, 2025

  707 Eagle Bay Dr, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,470 Sq Ft
  • Built 1982

  Last Sold Summary

  • 18% Below List Price
  • $333/SF
  • 172 Days On Market

  Current Estimated Value $514,497

  Last Listing Agent Maria Teresa Duguet Houlihan Lawrence Inc.

  707 Eagle Bay Dr, Ossining, NY 10562
• 

  Est $878,941

  Not Listed For Sale

  89 Mystic Dr, Ossining, NY 10562

  • 2 Beds
  • 3.5 Baths
  • 2,450 Sq Ft
  • Built 1998

  89 Mystic Dr, Ossining, NY 10562

  Last Sold Summary

  • 24 Days On Market
• 

  

  /36

  $799,500

  Pending

  • 4 Beds
  • 2 Baths
  • 2,150 Sq Ft

  10 Stone Ave, Ossining, NY 10562

  Wonderful opportunity to own this updated 2 family home set on a beautiful .38 level acre property with a magnificent inground pool, fenced in area, and exceptional outdoor entertaining space. The main level features a spacious 3 bedroom layout with an updated kitchen showcasing quartz countertops, tiled backsplash, center island, and stainless appliances. The inviting living room includes an

  Janet Brand Houlihan Lawrence Inc.

  10 Stone Ave, Ossining, NY 10562
• 

  $750,000

  Sold Dec 04, 2025

  1305 Grants Ln, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,469 Sq Ft
  • Built 1940

  Last Sold Summary

  • $511/SF
  • 13 Days On Market

  Current Estimated Value $760,687

  Last Listing Agent Beth Silfen Compass Greater NY, LLC

  1305 Grants Ln, Ossining, NY 10562
• 

  Est $880,789

  Not Listed For Sale

  2 Briarbrook Dr, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 2,934 Sq Ft
  • Built 2003

  2 Briarbrook Dr, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 22 Days On Market
• 

  

  /49

  $1,600,000

  • 11 Beds
  • 9 Baths

  120 Spring Valley Rd, Ossining, NY 10562

  Rare multi-residence property offering exceptional flexibility, income potential, and a picturesque setting on beautifully landscaped grounds with scenic views of a shared pond. Nestled among mature trees and expansive lawns, this unique offering features three separate residential structures situated on one parcel, creating an outstanding opportunity for investors, owner-occupants,

  Alfred Bruno Berkshire Hathaway HS NY Prop

  120 Spring Valley Rd, Ossining, NY 10562
• 

  $805,000

  Sold Nov 18, 2025

  38 Ganung Dr, Ossining, NY 10562

  • 4 Beds
  • 3.5 Baths
  • 2,585 Sq Ft
  • Built 1956

  Last Sold Summary

  • 2% Above List Price
  • $311/SF
  • 25 Days On Market

  Current Estimated Value $861,622

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  38 Ganung Dr, Ossining, NY 10562
• 

  Est $411,593

  Not Listed For Sale

  73 Spring St Unit 4R, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • Built 2008

  73 Spring St Unit 4R, Ossining, NY 10562

  Last Sold Summary

  • 29 Days On Market
• 

  

  /50

  $2,500,000

  $250K PRICE DROP Pending

  • 5 Beds
  • 7 Baths
  • 7,240 Sq Ft

  199 Hirst Rd, Briarcliff Manor, NY 10510

  Welcome home to this stately brick center-hall colonial that takes your breath away! This beautiful home is set on a professionally landscaped & fenced shy acre of level property at the end of a cul-de-sac in Briarcliff Manor. This expansive and thoughtfully designed residence blends timeless elegance with modern comfort. A grand entry foyer welcomes you into a home filled with refined

  Susan Strawgate Code Houlihan Lawrence Inc.

  199 Hirst Rd, Briarcliff Manor, NY 10510
• 

  $205,000

  Sold Jan 28, 2026

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

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

  Last Sold Summary

  • 15% Above List Price
  • $219/SF
  • 21 Days On Market

  Last Listing Agent Laura Ionata Corcoran Legends Realty

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

  Not Listed For Sale

  73 Spring St Unit 4F, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,483 Sq Ft
  • Built 2010

  73 Spring St Unit 4F, Ossining, NY 10562

  Last Sold Summary

  • 106 Days On Market
• 

  

  /37

  $1,950,000

  • 4 Beds
  • 2.5 Baths
  • 3,096 Sq Ft

  179 River Rd, Briarcliff Manor, NY 10510

  Stately, 4-bedroom Colonial with Hudson River views, ideally set on a level 2/3-acre property with exceptional curb appeal. Located within the desirable walk-to-train Scarborough neighborhood , this home offers a seamless blend of timeless architecture and modern convenience—perfectly suited for today’s Westchester lifestyle. Spanning approximately 3,500 square feet, the residence features

  Betsey Relyea Houlihan Lawrence Inc.

  179 River Rd, Briarcliff Manor, NY 10510
• 

  $1,320,000

  Sold Jun 12, 2026

  62 Whitson Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 2,646 Sq Ft
  • Built 1964

  Last Sold Summary

  • 26% Above List Price
  • $499/SF
  • 12 Days On Market

  Current Estimated Value $1,035,760

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  62 Whitson Rd, Briarcliff Manor, NY 10510
• 

  Est $363,962

  Not Listed For Sale

  73 Spring St Unit 3H, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,180 Sq Ft
  • Built 2010

  73 Spring St Unit 3H, Ossining, NY 10562

  Last Sold Summary

  • 48 Days On Market
• 

  

  /19

  $639,222

  • 3 Beds
  • 1 Bath
  • 1,525 Sq Ft

  219 Spring St, Ossining, NY 10562

  Welcome to this beautifully maintained vintage Colonial, ideally situated on a desirable corner lot in the heart of the village. Combining classic character with thoughtful updates, this spacious home offers comfortable living both inside and out. The first floor features hardwood floors, high ceilings, a bright eat-in kitchen, dining room, an inviting living room, and laundry off the kitchen.

  Mark Seiden Mark Seiden Real Estate Team

  219 Spring St, Ossining, NY 10562
• 

  $2,150,000

  Sold Sep 17, 2025

  7 Purdy Ct, Briarcliff Manor, NY 10510

  • 4 Beds
  • 4 Baths
  • 3,362 Sq Ft
  • Built 1979

  Last Sold Summary

  • 30% Above List Price
  • $640/SF
  • 12 Days On Market

  Current Estimated Value $2,118,989

  Last Listing Agent Shari Besterman Houlihan Lawrence Inc.

  7 Purdy Ct, Briarcliff Manor, NY 10510
• 

  Est $366,462

  Not Listed For Sale

  73 Spring St Unit 3D, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 1,289 Sq Ft
  • Built 2010

  73 Spring St Unit 3D, Ossining, NY 10562

  Last Sold Summary

  • 6 Days On Market
• 

  

  /16

  $299,000

  Pending

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  223 Schrade Rd Unit 2C, Briarcliff Manor, NY 10510

  Bright & Airy - 2 BR, 1 BTH - Second floor walk-up apartment. Amenities include oak hardwood flooring, a remodeled kitchen w/shaker style cabinetry, granite countertops & stainless appliances. The primary bedroom offers two closets and overlooks the side-yard grounds. The bathroom includes a tub/shower combo with tiled wall accents. Beautifully well maintained buildings w/mature lawns, shrubbery

  Mauro Santucci Kane & Associates

  223 Schrade Rd Unit 2C, Briarcliff Manor, NY 10510
• 

  $816,000

  Sold Apr 22, 2026

  18 Adams Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,658 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Above List Price
  • $492/SF
  • 137 Days On Market

  Current Estimated Value $793,259

  Last Listing Agent Blas Ortiz Keller Williams NY Realty

  18 Adams Rd, Ossining, NY 10562
• 

  Est $368,375

  Not Listed For Sale

  73 Spring St Unit 2F, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 1,529 Sq Ft
  • Built 2010

  73 Spring St Unit 2F, Ossining, NY 10562

  Last Sold Summary

  • 169 Days On Market
• 

  

  /21

  $3,995,000

  • 7 Beds
  • 5.5 Baths
  • 5,700 Sq Ft

  433 Arcady Rd, Ossining, NY 10562

  Old Dam Farm — A Rare Hudson Valley Legacy Set on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season. At its heart stands a spectacular

  Nancy Kennedy

  433 Arcady Rd, Ossining, NY 10562
• 

  $691,000

  Sold Feb 25, 2026

  26-28 Lincoln Place, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Below List Price
  • $240/SF
  • 160 Days On Market

  Current Estimated Value $736,291

  Last Listing Agent Jayne Begley William Raveis Real Estate

  26-28 Lincoln Place, Ossining, NY 10562
• 

  Est $384,942

  Not Listed For Sale

  73 Spring St Unit 1Y, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,576 Sq Ft
  • Built 2010

  73 Spring St Unit 1Y, Ossining, NY 10562

  Last Sold Summary

  • 46 Days On Market
• 

  

  /35

  $849,000

  $50K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,292 Sq Ft

  55 Hoags Cross Rd, Ossining, NY 10562

  Welcome to 55 Hoags Cross Rd. in the desirable New Castle area of Ossining. Privately set on a level acre and surrounded by trees and natural landscaping, this property offers a rare sense of quiet seclusion: your own peaceful retreat, just moments from town, commuting routes, and everyday conveniences. This beautifully maintained split-level ranch lives like a 4-bedroom and offers exceptional

  Maryanne Durr Coldwell Banker Realty

  55 Hoags Cross Rd, Ossining, NY 10562

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