Ossining, NY Homes

• 

  

  

  /24

  $550,000

  Pending

  • 6 Beds
  • 3 Baths
  • 2,276 Sq Ft

  41 Ellis Place, Ossining, NY 10562

  Legal 2-family opportunity in the heart of Ossining offering exceptional value, versatility, and upside potential. Priced at $550,000, this spacious property features a 5-bedroom, 3 full bath layout plus a separate studio apartment with its own private entrance—ideal for investors or owner-occupants looking to generate rental income. Set on a 7,405 sq ft lot, the home offers approximately 2,276

  

  Paula Esteves

  Century 21 Full Service Realty

  41 Ellis Place, Ossining, NY 10562
• 

  

  

  /19

  $2,600

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  18 Everett Ave Unit 2 BR In-Unit Laundry Off St Parking, Ossining, NY 10562

  18 Everett Ave Unit 2 BR In-Unit Laundry Off St Parking, Ossining, NY 10562
• 

  $630,000

  Sold Dec 09, 2025

  10 Mohegan Rd, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,362 Sq Ft
  • Built 1929

  Last Sold Summary

  • $463/SF
  • 38 Days On Market

  Current Estimated Value $654,768

  Last Listing Agent Francie Malina Compass Greater NY, LLC

  10 Mohegan Rd, Ossining, NY 10562
• 

  Est $158,000

  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

  • 50 Days On Market
• 

  

  

  /49

  $3,500,000

  • 10 Beds
  • 5.5 Baths
  • 8,881 Sq Ft

  335 Croton Dam Rd, Ossining, NY 10562

  Hidden behind a storybook cobblestone drive and set across 45 breathtaking acres in the heart of the Hudson Valley, this extraordinary 1932 Tudor estate is the kind of property that rarely comes to market - a true legacy compound offering cinematic beauty, complete privacy, and effortless access to Manhattan. For the city buyer dreaming of a refined countryside escape without sacrificing

  

  Hillary Landau

  Compass Greater NY, LLC

  335 Croton Dam Rd, Ossining, NY 10562
• 

  

  /50

  $23,000 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,592 Sq Ft
  • House for Rent

  137 Cedar Ln, Ossining, NY 10562

  Discover a refined hilltop retreat in the heart of the Hudson Valley. This fully furnished 4-bedroom, 2.5-bath mid-century modern residence has been fully renovated and offers panoramic Hudson River and Palisades views. Floor-to-ceiling windows fill the open-concept living spaces with natural light, while a chef’s kitchen with premium appliances anchors the home. Spa-inspired baths and designer

  Vitaly Isaacs Magic Of Great Neck Realty Inc

  137 Cedar Ln, 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 $969,662

  Last Listing Agent Marc Campolongo Marc Jason

  193 Chappaqua Rd, Briarcliff Manor, NY 10510
• 

  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

  • 6 Days On Market
• 

  

  /23

  $189,900

  • 1 Bath
  • 500 Sq Ft

  225 Schrade Rd Unit 1E, Briarcliff Manor, NY 10510

  Bright and sunny studio apartment located in the highly desirable Briar Hill community. This move-in ready unit features an updated kitchen with granite countertops, a microwave, and a dishwasher are included. Major improvements include replacement windows installed in 2000 and a roof completed in 2003. Monthly maintenance includes heat and hot water for added value and convenience. Residents

  

  Cristina Gameiro

  Howard Hanna Rand Realty

  225 Schrade Rd Unit 1E, Briarcliff Manor, NY 10510
• 

  

  /20

  $2,450 Per Month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Condo for Rent

  9 Stanley Ave Unit 2, Ossining, NY 10562

  9 Stanley Ave Unit 2, 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 $857,615

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  48 Ganung Dr, Ossining, NY 10562
• 

  Est $158,000

  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

  • 20 Days On Market
• 

  

  /48

  $2,895,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 5,368 Sq Ft

  91 Chestnut Hill Ln, Briarcliff Manor, NY 10510

  Set privately at the end of a quiet cul-de-sac, this fully updated modern smart home is a rare offering, architecturally refined, impeccably maintained, and designed for the way people want to live today. Five bedrooms and four and a half baths are spread across three finished levels, beginning with a first-floor bedroom suite equally suited for guests, extended family, or a private home office,

  

  Hillary Landau

  Compass Greater NY, LLC

  91 Chestnut Hill Ln, Briarcliff Manor, NY 10510
• 

  

  /14

  $3,000 Per Month

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • House for Rent

  48 Ferris Place, Ossining, NY 10562

  Come see this 3 bedroom, 1 bath home with full access to private backyard. Close to all - public transportation, schools, shopping and Metro North.

  Jason Kerwar William Raveis Real Estate

  48 Ferris Place, 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 $762,884

  Last Listing Agent Eric Lebenson ERA Insite Realty Services

  21 Tappan Terrace, Briarcliff Manor, NY 10510
• 

  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

  • 35 Days On Market
• 

  

  /26

  $325,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  161 Charter Cir Unit 161, Ossining, NY 10562

  A rare three-bedroom opportunity in High Meadow, this corner townhouse-style co-op offers the space, privacy, and flexibility that are hard to find in co-op living, with a thoughtful two-level layout that feels more like a private home. The main level features an updated kitchen with in-unit washer/dryer, easy flow for living and dining, and an updated powder room. Upstairs, three generously

  

  Valerie Cascione

  Compass Greater NY, LLC

  161 Charter Cir Unit 161, Ossining, NY 10562
• 

  

  /18

  $2,600 Per Month

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

  29 Dale Ave, Ossining, NY 10562

  Welcome to 29 Dale Avenue in Ossining, a beautifully updated 2-bedroom, 1-bath apartment offering approximately 800 square feet of comfortable living space. This bright and inviting home features hardwood floors throughout and an abundance of natural light. The updated kitchen is equipped with white shaker cabinets, quartz like countertops, and ample storage, while the fully renovated bathroom

  Michael D'Ambrosio eXp Realty

  29 Dale Ave, 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 $935,303

  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

  • 25 Days On Market
• 

  

  /47

  $499,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,463 Sq Ft

  4 Steven Dr Unit 1, Ossining, NY 10562

  A rare three-bedroom condo with the kind of extra space that makes daily life feel easier. This spacious tri-level end unit offers a flexible layout that lives more like a home, with ground-level entry, main-level living, a finished lower level, and a detached garage.The main level features wood floors, an updated kitchen with counter seating, a dining area, and a living room with a fireplace

  

  Valerie Cascione

  Compass Greater NY, LLC

  4 Steven Dr Unit 1, Ossining, NY 10562
• 

  

  /35

  $2,650 Per Month

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Apartment for Rent

  76 State St Unit 10, Ossining, NY 10562

  Discover the charm of living in Ossining, NY! This newly renovated 3-bedroom, 1-bathroom apartment on the third floor offers a blend of modern comfort and scenic tranquility. Enjoy breathtaking views of the Hudson River just blocks away. The apartment features a spacious living room, well-lit kitchen, and a full bathroom with a bathtub and shower. With new hardwood floors and freshly painted

  Joseph Sclafani Joyce Realty Corp

  76 State St Unit 10, 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 $973,471

  Last Listing Agent Christine Iarocci Coldwell Banker Realty

  6 Greenwood Ct, Briarcliff Manor, NY 10510
• 

  Est $158,000

  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

  • 15 Days On Market
• 

  

  /32

  $715,000

  $65K PRICE INCREASE Pending

  • 2 Beds
  • 2.5 Baths
  • 1,471 Sq Ft

  119 Croton Ave, Ossining, NY 10562

  Set in Ossining, NY, this Colonial-style home offers the space, layout, and location so many buyers are searching for. A welcoming front porch leads you inside to a foyer opening into the bright living room, where high ceilings and a large bay window create an airy and inviting atmosphere. The open layout continues into the formal dining room, creating a comfortable flow to the eat-in kitchen

  Ana Bermeo Keller Williams Realty Partner

  119 Croton Ave, Ossining, NY 10562
• 

  

  /9

  $2,900 Per Month

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

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

  Luxury rental living in downtown Briarcliff Manor! This brand new construction elevator building is a unique boutique-style rental opportunity. Unit 2C is a one bedroom apartment featuring an open layout. This corner unit is bright and sunny thanks to the large windows bringing in natural light. As you step inside, you'll be greeted by a large custom kitchen boasting high-end stainless appliances

  Cord Stahl Julia B Fee Sothebys Int. Rlty

  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 $601,535

  Last Listing Agent Justin Landon Howard Hanna Rand Realty

  60 Revolutionary Rd, Ossining, NY 10562
• 

  Est $158,000

  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

  • 20 Days On Market
• 

  

  /17

  $507,000

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft

  53 Pleasantville Rd, Ossining, NY 10562

  Charming Cape Cod in Indian Village – Move-In Ready! A rare opportunity to own a home with a backyard sanctuary.Tucked away in the desirable Indian Village neighborhood, this recently remodeled and tastefully updated cape cod is turnkey and ready for its next owner. Offering the perfect blend of charm, comfort, and potential, this home presents the perfect starter home. An oversized deck

  Jennifer Rivera Houlihan Lawrence Inc.

  53 Pleasantville Rd, Ossining, NY 10562
• 

  

  /13

  $2,500 Per Month

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

  269 Spring St Unit 2nd Floor, Ossining, NY 10562

  Bright and inviting 2nd-floor rental apartment located in a well-maintained multi-family home in the charming Town and Village of Ossining. This sun-filled residence offers beautiful natural light throughout the day and spectacular sunset views, creating a warm and welcoming atmosphere. A standout feature of this large apartment is the bonus office room, perfect for working from home, studying,

  Veronica Campos Howard Hanna Rand Realty

  269 Spring St Unit 2nd Floor, Ossining, NY 10562
• 

  $625,000

  Sold Feb 18, 2026

  8 Eldridge Ave, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,610 Sq Ft
  • Built 1917

  Last Sold Summary

  • 1% Below List Price
  • $388/SF
  • 38 Days On Market

  Current Estimated Value $622,202

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  8 Eldridge Ave, Ossining, NY 10562
• 

  Est $158,000

  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

  • 154 Days On Market
• 

  

  /29

  $555,000

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  33 Maurice Ave, Ossining, NY 10562

  Full of warmth, character, and timeless appeal, this charming colonial home offers a wonderful blend of classic details, comfortable living spaces, and an exceptional location in the heart of Ossining. Set on a beautiful property with a spacious yard, this special home provides the perfect backdrop for gardening, entertaining, outdoor play, or simply enjoying a quiet evening outdoors. Inside,

  Amanda Saraceno Keller Williams Realty Group

  33 Maurice Ave, Ossining, NY 10562
• 

  /2

  $2,400 Per Month

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

  Unlisted Address

  Private 1-Bedroom Apartment for Rent – Ossining, NY Available immediately. Private one-bedroom apartment in a quiet residential setting in Ossining. Approximately 680 square feet with full-height 8-foot ceilings and a private entrance. Conveniently located about 1 mile from the Metro-North train station with express service to NYC Grand Central. The apartment features a full kitchen with new

  Kenny Bascon Real Broker NY LLC

  Unlisted Address
• 

  $345,000

  Sold Apr 30, 2026

  135 N Highland Ave, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1870

  Last Sold Summary

  • 14% Below List Price
  • $389/SF
  • 170 Days On Market

  Current Estimated Value $332,499

  Last Listing Agent Wendy Galvan Century 21 Marciano

  135 N Highland Ave, Ossining, NY 10562
• 

  Not Listed For Sale

  333 N State Rd Unit 56, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2.5 Baths
  • 1,928 Sq Ft
  • Built 1988

  333 N State Rd Unit 56, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 122 Days On Market
• 

  

  /50

  $999,900

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,443 Sq Ft

  29 Beechwood Way, Briarcliff Manor, NY 10510

  Set in one of Briarcliff Manor's most distinctive communities, this pond-front three-bedroom townhouse offers a rare combination of natural beauty and thoughtful updates. Enjoy peaceful pond views, seasonal views of the Hudson River, and 33 acres of Olmsted-designed grounds with lush gardens and mature landscaping as your backdrop. The recently updated eat-in kitchen anchors the bright main level

  Aurora Banaszek Compass Greater NY, LLC

  29 Beechwood Way, Briarcliff Manor, NY 10510
• 

  

  /11

  $2,900 Per Month

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

  1133 Pleasantville Rd Unit 3B, Briarcliff Manor, NY 10510

  Fully renovated LOFT one bedroom in downtown Briarcliff Manor! Exciting opportunity to be the first to live in this bright modern home with beautiful new bleached hardwood floors, new washer/dryer, new custom kitchen with quartz countertops and new stainless steel appliances including range, microwave, hood, French door refrigerator. Loft-style layout with kitchen open to the living area.

  Cord Stahl Julia B Fee Sothebys Int. Rlty

  1133 Pleasantville Rd Unit 3B, Briarcliff Manor, NY 10510
• 

  $215,000

  Sold Nov 18, 2025

  135 S Highland Ave Unit B5, Ossining, NY 10562

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

  Last Sold Summary

  • 8% Above List Price
  • $232/SF
  • 30 Days On Market

  Last Listing Agent Safiya Swan Keller Williams Realty Group

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

  Est $498,642

  Not Listed For Sale

  52 Hudson Point Ln, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 1,153 Sq Ft
  • Built 1993

  52 Hudson Point Ln, Ossining, NY 10562

  Last Sold Summary

  • 18 Days On Market

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