Ossining, NY Homes

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  /35

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft

  110 Morningside Dr, Ossining, NY 10562

  Welcome Home and discover this charming ranch-style residence nestled in one of Ossining’s most sought-after neighborhoods. Surrounded by nature and set on nearly an acre (0.85 acres) of beautifully landscaped property, this Single Family home offers comfort with 3 beds and 2 baths, lives like 2,000+ sq/ft with finished Basement, 2+ Car Garage, privacy, and timeless appeal.Enjoy a sun-filled

  Luis Morgado HomeSmart Homes & Estates

  110 Morningside Dr, Ossining, NY 10562
• 

  

  

  /25

  $6,750 per month

  • 3 Beds
  • 3 Baths
  • 2,464 Sq Ft
  • House for Rent

  59 Hoags Cross Rd, Ossining, NY 10562

  Experience the ultimate in privacy and sophistication at 59 Hoags Cross Road. This stunning sanctuary is set on a lush, meticulously landscaped 1-acre lot, beginning with a stately gated driveway that offers a grand sense of arrival as it opens to welcome you home. This beautifully maintained 3-bedroom, 3-bathroom residence offers the perfect blend of modern comfort and resort-style outdoor

  Chelsea Pinto Brooklyn Group NYC LLC

  59 Hoags Cross Rd, Ossining, NY 10562
• 

  $960,000 Sold Jul 23, 2025

  193 Chappaqua Rd, Briarcliff Manor, NY 10510

  • 5 Beds
  • 4 Baths
  • 2,872 Sq Ft
  • Built 1948

  Last Sold Summary

  • 17% Below List Price
  • $334/SF
  • 47 Days On Market

  Current Estimated Value $964,634

  Last Listing Agent Marc Campolongo Marc Jason

  193 Chappaqua Rd, Briarcliff Manor, NY 10510
• 

  Not Listed For Sale

  119 S Highland Ave Unit 3E, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1965

  119 S Highland Ave Unit 3E, Ossining, NY 10562

  Last Sold Summary

  • $200/SF
  • 28 Days On Market

  Last Sold Price $179,900

  Last Listing Agent Debra Goodwin Corcoran Legends Realty
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  /40

  $799,000 Pending

  • 2 Beds
  • 3 Baths
  • 2,288 Sq Ft

  34 Piping Rock Dr, Ossining, NY 10562

  34 Piping Rock is a stunning contemporary home that offers the perfect blend of style, functionality and comfort. Featuring 2 bedrooms but lives like 3 or more with stunning seasonal views of the Hudson River as well as a flexible floor plan ideal for a home office, den or guest space. The lower level which is completing above ground with its own private access and full bath offers endless

  Maureen Verre Houlihan Lawrence Inc.

  34 Piping Rock Dr, Ossining, NY 10562
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  /119

  $2,250 - $7,500 per month

  • 1 - 5 Beds
  • 4 Baths
  • 680 Sq Ft
  • House for Rent

  275 Croton Dam Rd, Ossining, NY 10562

  This beautifully maintained 2017 stand-alone modern home offers privacy, space, and upscale living on just under an acre of level property. Featuring 4 bedrooms and 3 full bathrooms across 2,950 square feet, the home is thoughtfully designed with hardwood floors and an open-concept main level ideal for both everyday living and entertaining.The expansive living room flows seamlessly into a

  275 Croton Dam Rd, Ossining, NY 10562
• 

  $627,000 Sold Mar 31, 2025

  6 2nd Ave, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • Built 1931

  Last Sold Summary

  • 9% Above List Price
  • $429/SF
  • 16 Days On Market

  Current Estimated Value $639,547

  Last Listing Agent Sheldon Wiggins

  6 2nd Ave, Ossining, NY 10562
• 

  Est $183,000 Not Listed For Sale

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

  • 1 Bath
  • 650 Sq Ft
  • Built 1964

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

  Last Sold Summary

  • 59% Above List Price
  • $177/SF
  • 50 Days On Market

  Last Sold Price $115,000

  Last Listing Agent Joanna Concepcion eXp Realty
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  /46

  $1,050,000 Pending

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

  62 Whitson Rd, Briarcliff Manor, NY 10510

  Welcome to this beautifully updated 4 bedroom home in the heart of Briarcliff Manor, where modern finishes meet comfortable everyday living. Thoughtfully renovated and move-in ready, this home offers bright, open living spaces, stylish upgrades, and the perfect layout for today’s lifestyle — all set in one of Westchester’s most sought-after communities. From a beautifully renovated and open

  Susan Strawgate Code Houlihan Lawrence Inc.

  62 Whitson Rd, Briarcliff Manor, NY 10510
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  /14

  $3,150 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  29 Cedar Ln, Ossining, NY 10562

  Updated and refreshed, 2 Bedrooms, 1 bath, living room, office, renovated eat-in-kitchen with door out to private deck and water views. Minutes to shops, main road, schools and train station. A must see! Tenant pays for heat and electric.

  Patricia DelVecchio William Raveis Real Estate

  29 Cedar Ln, Ossining, NY 10562
• 

  $380,000 Sold Apr 02, 2025

  23 Montgomery St, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft
  • Built 1860

  Last Sold Summary

  • 3% Below List Price
  • $358/SF
  • 35 Days On Market

  Current Estimated Value $399,679

  Last Listing Agent Maria Vele Keller Williams Realty Partner

  23 Montgomery St, Ossining, NY 10562
• 

  Not Listed For Sale

  119 S Highland Ave Unit 2E, Ossining, NY 10562

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

  119 S Highland Ave Unit 2E, Ossining, NY 10562

  Last Sold Summary

  • $198/SF
  • 6 Days On Market

  Last Sold Price $190,000

  Last Listing Agent Amarish J. Khan Apollo Real Properties, Inc.
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  /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
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  /17

  $2,950 - $5,500 per month

  Parth Knolls Apartments

  1 - 2 Beds

  87 Hawkes Ave, Ossining, NY 10562

  CONTACT US DIRECTLY, NO BROKER FEE!!! WESTCHESTER MAGAZINE BUILDER AWARD FINALIST FOR BEST LUXURY MULTIFAMILY PROPERTY- PARTH KNOLLS is Luxury at your Leisure with the look and feel of single-family home living. Most apartments feature a study, which is perfect for your home office. Onsite indoor and assigned outdoor parking, spacious oversized units, In-unit full-sized Washer & Dryer in your

  87 Hawkes Ave, Ossining, NY 10562
• 

  $850,000 Sold Dec 22, 2025

  48 Ganung Dr, Ossining, NY 10562

  • 5 Beds
  • 3 Baths
  • 2,429 Sq Ft
  • Built 1955

  Last Sold Summary

  • 6% Above List Price
  • $350/SF
  • 25 Days On Market

  Current Estimated Value $829,524

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  48 Ganung Dr, Ossining, NY 10562
• 

  Est $183,000 Not Listed For Sale

  117 S Highland Ave Unit 3E, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1965

  117 S Highland Ave Unit 3E, Ossining, NY 10562

  Last Sold Summary

  • 1% Below List Price
  • $206/SF
  • 20 Days On Market

  Last Sold Price $185,000

  Last Listing Agent Eric Staub Keller Williams NY Realty
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  /30

  $975,000 Pending

  • 3 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 Briarcliff Manor 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

  Greg Kochanov Compass Greater NY, LLC

  7 Dunn Ln, Briarcliff Manor, NY 10510
• 

  

  /20

  $2,600 per month

  • 2 Beds
  • 1 Bath
  • 725 Sq Ft
  • Apartment for Rent

  79 Main St Unit 2E, Ossining, NY 10562

  Completely renovated in 2025, this charming second-floor two-bedroom, one-bath apartment blends modern style with village convenience. Located in the heart of Ossining, it’s just a short walk to the Metro-North train station—making your NYC commute easy and stress-free. Enjoy weekend strolls to the lively Farmers Market, local cafes, restaurants, and the scenic Hudson River waterfront. The

  Altagracia Grace Patalano BHHS River Towns Real Estate

  79 Main St Unit 2E, Ossining, NY 10562
• 

  $747,000 Sold Oct 15, 2025

  21 Tappan Terrace, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 1,385 Sq Ft
  • Built 1957

  Last Sold Summary

  • $539/SF
  • 34 Days On Market

  Current Estimated Value $711,145

  Last Listing Agent Eric Lebenson ERA Insite Realty Services

  21 Tappan Terrace, Briarcliff Manor, NY 10510
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  Not Listed For Sale

  16 Charter Cir, Ossining, NY 10562

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

  16 Charter Cir, Ossining, NY 10562

  Last Sold Summary

  • $250/SF
  • 35 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Mavra Mita Howard Hanna Rand Realty
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  /34

  $899,000 Open Sun 11:30AM - 1:30PM

  • 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. This beautifully maintained split-level ranch lives like a 4-bedroom on a private, level acre offering exceptional flexibility, indoor-outdoor flow, and room to grow. With 3 bedrooms plus two additional flexible rooms and 2 full baths, this home easily adapts to today’s evolving needs. A welcoming entry foyer leads to a

  Maryanne Durr Coldwell Banker Realty

  55 Hoags Cross Rd, Ossining, NY 10562
• 

  

  /8

  $5,200 per month

  • 4 Beds
  • 2.5 Baths
  • 2,280 Sq Ft
  • House for Rent

  58 Quaker Bridge Rd, Ossining, NY 10562

  Property Id: 211047-Kitchen, dining room, living room, family room, fireplace, deck, large front yard, back yard, 2 car garage.-large front yard-extremely safe neighborhood-washer/dryer in unit-central air-plenty of parking, enough for 3-4 cars-Close to Croton-On-Hudson train station and Ossining Train Station.-Water included/Tenant to pay all other

  58 Quaker Bridge Rd, Ossining, NY 10562
• 

  $550,000 Sold May 30, 2025

  406 Kemeys Cove Unit 406, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2.5 Baths
  • 1,340 Sq Ft
  • Built 1974

  Last Sold Summary

  • 1% Below List Price
  • $410/SF
  • 26 Days On Market

  Last Listing Agent Anna Priskie Compass Greater NY, LLC

  406 Kemeys Cove Unit 406, Briarcliff Manor, NY 10510
• 

  Not Listed For Sale

  190 Charter Cir, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1961

  190 Charter Cir, Ossining, NY 10562

  Last Sold Summary

  • $195/SF
  • 68 Days On Market

  Last Sold Price $185,000

  Last Listing Agent Maureen Eurell Howard Hanna Rand Realty
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  /41

  $949,000

  • 4 Beds
  • 3.5 Baths
  • 2,860 Sq Ft

  20 Meadow Rd, Briarcliff Manor, NY 10510

  Located in the desirable Chilmark Park neighborhood of Briarcliff Manor, this ranch-style home offers comfortable main-level living with four bedrooms, including a primary ensuite, along with spacious living areas and additional flexible space on the lower level. A welcoming entryway opens into generous living and dining rooms, creating an easy flow for everyday living and gathering. Large

  Donna Nikic Compass Greater NY, LLC

  20 Meadow Rd, Briarcliff Manor, NY 10510
• 

  

  /13

  $3,200 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Apartment for Rent

  5 Brandreth St Unit 2B, Ossining, NY 10562

  Come see this bright, stylish 2BR Apartment in downtown Ossining! The unit is teeming with elegance and offers many great amenities, including Central Air, BIG Closets, and Hi-End Finishes. Just 48 minutes by Train to GCS, and Close to restaurants, recreation, and shopping! The apartment is on the 2nd floor and has lovely light quality and views from the bedrooms. Enjoy Hardwood Floors in

  Jenifer Ross eXp Realty

  5 Brandreth St Unit 2B, Ossining, NY 10562
• 

  $950,000 Sold Mar 05, 2026

  1364 Spring Valley Rd, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 2,424 Sq Ft
  • Built 1935

  Last Sold Summary

  • 2% Above List Price
  • $392/SF
  • 50 Days On Market

  Current Estimated Value $922,015

  Last Listing Agent Vincent Vetrano Douglas Elliman Real Estate

  1364 Spring Valley Rd, Ossining, NY 10562
• 

  Not Listed For Sale

  310 N State Rd Unit 4C, Briarcliff Manor, NY 10510

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1950

  310 N State Rd Unit 4C, Briarcliff Manor, NY 10510

  Last Sold Summary

  • $263/SF
  • 25 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Elizabeth Harlow Compass Greater NY, LLC
• 

  

  /27

  $1,200,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 3 Baths
  • 3,867 Sq Ft

  27 Allapartus Cir, Ossining, NY 10562

  This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proximity to trains, parks, and major highways. Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning

  Mary Stetson Stetson Real Estate

  27 Allapartus Cir, Ossining, NY 10562
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  /119

  $2,450 - $7,500 per month

  • 1 - 5 Beds
  • 4 Baths
  • 680 Sq Ft
  • House for Rent

  275 Croton Dam Rd, Ossining, NY 10562

  This beautifully maintained 2017 stand-alone modern home offers privacy, space, and upscale living on just under an acre of level property. Featuring 4 bedrooms and 3 full bathrooms across 2,950 square feet, the home is thoughtfully designed with hardwood floors and an open-concept main level ideal for both everyday living and entertaining.The expansive living room flows seamlessly into a

  275 Croton Dam Rd, Ossining, NY 10562
• 

  $665,000 Sold May 30, 2025

  4 3rd Ave, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft
  • Built 1957

  Last Sold Summary

  • 2% Above List Price
  • $445/SF
  • 23 Days On Market

  Current Estimated Value $680,607

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  4 3rd Ave, Ossining, NY 10562
• 

  Est $183,000 Not Listed For Sale

  117 S Highland Ave Unit 2F, Ossining, NY 10562

  • 1 Bath
  • 650 Sq Ft
  • Built 1962

  117 S Highland Ave Unit 2F, Ossining, NY 10562

  Last Sold Summary

  • 71% Above List Price
  • $165/SF
  • 15 Days On Market

  Last Sold Price $107,000

  Last Listing Agent LeeAnn Tomasetti Houlihan Lawrence Inc.
• 

  

  /19

  $538,888 Open Sat 11AM - 1:30PM

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft

  88 Broadway Unit PH1, Ossining, NY 10562

  Rare opportunity to purchase a stunning 2 Bedroom/2.5 Bath penthouse condo in the heart of Ossining. This former schoolhouse was converted into a 12 unit condominium in 2007. This Penthouse unit is the largest of the units of this elevator building. This unit features an open floor design, high vaulted ceilings with exposed wooden beams, an elevated kitchen with french doors leading to the grand

  Rob Lowenthal Corcoran Legends Realty

  88 Broadway Unit PH1, Ossining, NY 10562
• 

  

  /21

  $2,999 per month

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Apartment for Rent

  3 Everett Ave Unit First floor, Ossining, NY 10562

  This newly updated apartment features 2 bedrooms and 1 full bathroom. Freshly painted throughout, the unit boasts a fully renovated kitchen with new cabinetry, stainless steel appliances, updated countertops, recessed lighting, and a comfortable eat-in area. Both bedrooms are generously sized with ample closet space, including one cedar-lined closet. The private front entrance opens into a bright

  Robert Washburn RE/MAX Ace Realty

  3 Everett Ave Unit First floor, Ossining, NY 10562
• 

  $915,000 Sold Jan 23, 2026

  6 Greenwood Ct, Briarcliff Manor, NY 10510

  • 3 Beds
  • 3.5 Baths
  • 3,388 Sq Ft
  • Built 1986

  Last Sold Summary

  • 8% Below List Price
  • $270/SF
  • 91 Days On Market

  Current Estimated Value $975,793

  Last Listing Agent Christine Iarocci Coldwell Banker Realty

  6 Greenwood Ct, Briarcliff Manor, NY 10510
• 

  Est $183,000 Not Listed For Sale

  117 S Highland Ave Unit 3C, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1962

  117 S Highland Ave Unit 3C, Ossining, NY 10562

  Last Sold Summary

  • 14% Above List Price
  • $213/SF
  • 20 Days On Market

  Last Sold Price $160,000

  Last Listing Agent Bernadette Machowski Charles Rutenberg Realty, Inc.
• 

  

  /37

  $900,000

  • 3 Beds
  • 2.5 Baths
  • 3,990 Sq Ft

  81 Glendale Rd, Ossining, NY 10562

  Fully Available. Fantastic find for nature lovers seeking total stillness away form the City hustle and bustle, just a short 1 hr train ride from Manhattan! 14.5 wooded acres with beautiful stone outcroppings and a few clearings, suitable for chickens, goats and/or horses. The property has rustic outbuildings and walking paths that connect to Teatown trails. This home has large rooms with

  Helena Macintyre North Country Sothebys Int Rlt

  81 Glendale Rd, Ossining, NY 10562
• 

  

  /6

  $3,350 per month

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • Apartment for Rent

  1123 Pleasantville Rd Unit 2C, Briarcliff Manor, NY 10510

  New modern center of Village of Briarcliff one bedroom apartment. Open concept kitchen with white cabinetry, quartz countertops and stainless-steel appliances. Sleek white bathrooms with white vanity, storage cabinet, walk in shower and heated floors. Energy efficient central heat and air conditioning. Convenient walking to restaurants, shops, bank, post office and park. Each unit has a storage

  Anthony Matra Hudson Edge Real Estate LLC

  1123 Pleasantville Rd Unit 2C, Briarcliff Manor, NY 10510
• 

  $536,000 Sold Sep 23, 2025

  60 Revolutionary Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 2,010 Sq Ft
  • Built 1800

  Last Sold Summary

  • 11% Below List Price
  • $267/SF
  • 63 Days On Market

  Current Estimated Value $587,025

  Last Listing Agent Justin Landon Howard Hanna Rand Realty

  60 Revolutionary Rd, Ossining, NY 10562
• 

  Est $183,000 Not Listed For Sale

  117 S Highland Ave Unit 4F, Ossining, NY 10562

  • 1 Bath
  • 650 Sq Ft
  • Built 1962

  117 S Highland Ave Unit 4F, Ossining, NY 10562

  Last Sold Summary

  • 71% Above List Price
  • $165/SF
  • 154 Days On Market

  Last Sold Price $107,000

  Last Listing Agent LeeAnn Tomasetti Houlihan Lawrence Inc.

Showing Results 41 - 80, Page 2 of 18