Ossining, NY Homes

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  /48

  $1,650,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 4,317 Sq Ft

  77 Central Dr, Briarcliff Manor, NY 10510

  Set on 2.63 private acres on one of the Village’s most desirable streets, this Mediterranean-style home offers the perfect blend of privacy, space and convenience, just minutes to the business district, shops, dining and recreation. Surrounded by lawns, mature trees and lush natural landscaping, enjoy a peaceful, estate-like setting. Inside, sun-filled, spacious rooms create an inviting flow for

  

  Maria Teresa Duguet

  Houlihan Lawrence Inc.

  77 Central Dr, Briarcliff Manor, NY 10510
• 

  

  

  /16

  $3,100

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft
  • Condo for Rent

  8 Old Albany Post Rd Unit C, Ossining, NY 10562

  Welcome home to this bright and beautiful 800 sq. ft. apartment featuring 2 bedrooms and 2 full bathrooms with parking. The layout includes a modern kitchen with stainless steel appliances, and washer and dryer. Enjoy access to a private yard, perfect for relaxing or entertaining.Ideally located within walking distance to the train, with easy access to major highways, scenic walking

  8 Old Albany Post Rd Unit C, Ossining, NY 10562
• 

  $1,025,013

  Sold Sep 05, 2025

  144 Hungerford Rd N, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 2,416 Sq Ft
  • Built 1998

  Last Sold Summary

  • 5% Above List Price
  • $424/SF
  • 13 Days On Market

  Current Estimated Value $1,072,478

  Last Listing Agent Jeanne Beckley Howard Hanna Rand Realty

  144 Hungerford Rd N, Briarcliff Manor, NY 10510
• 

  Not Listed For Sale

  86 Charter Cir, Ossining, NY 10562

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

  86 Charter Cir, Ossining, NY 10562

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Cristina Gameiro Howard Hanna Rand Realty
• 

  

  

  /46

  $1,095,000

  $105K PRICE DROP

  • 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
• 

  

  /38

  $11,500 Per Month

  • 5 Beds
  • 3.5 Baths
  • 3,790 Sq Ft
  • House for Rent

  107 Holly Place, Briarcliff Manor, NY 10510

  Rare Rental Opportunity - Incredible Architecture - Fabulous Home on Cul-de-sac street! Come and discover what you've been missing. Welcome to 107 Holly Place in sought-after Briarcliff Manor, Westchester: A distinctively classic Mid Century Modern home that delivers Zen-like Relaxation, Cool Vibes and Comfort. Created by Harry Wenning and Marcel Robbins in 1967, this impressive architecturally

  Heidi Henshaw Corcoran Legends Realty

  107 Holly Place, Briarcliff Manor, NY 10510
• 

  $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 $659,334

  Last Listing Agent Francie Malina Compass Greater NY, LLC

  10 Mohegan Rd, 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

  • 6 Days On Market

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

  

  /15

  $425,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,446 Sq Ft

  32 Ferris Place, Ossining, NY 10562

  This charming colonial in the heart of the village maintains many original features and awaits your touches. Once you enjoy the ample parking and enclosed porch overlooking the quiet, tree-lined street you'll behold a classic entry foyer, living room, and dining room with classic woodwork. The small rear porch beholds the gently sloping rear yard and 2-car garage. The kitchen also has a genrously

  

  J. Philip Faranda

  Howard Hanna Rand Realty

  32 Ferris Place, Ossining, NY 10562
• 

  

  /20

  $2,300 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  56 S Highland Ave, Ossining, NY 10562

  Step into this beautifully renovated, turn-key top-floor one-bedroom apartment in the heart of the historic Town of Ossining. Thoughtfully redesigned with high-end finishes and eclectic charm, this one-of-a-kind residence is ready for immediate occupancy.The stunning contemporary kitchen features sleek countertops, new cabinetry, and a full suite of brand-new stainless steel appliances.

  56 S Highland 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 $848,163

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  48 Ganung Dr, Ossining, NY 10562
• 

  Est $159,000

  Not Listed For Sale

  117 S Highland Ave Unit 1H, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 827 Sq Ft
  • Built 1962

  117 S Highland Ave Unit 1H, Ossining, NY 10562

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Tatiana Volcy Charles Rutenberg Realty, Inc.
• 

  

  /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
• 

  

  /11

  $3,400 Per Month

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

  14 Church St Unit 2D, Ossining, NY 10562

  Welcome to 14 Church Street, Apartment 2D. A bright, modern two-bedroom, one-bathroom home spanning 950 square feet in the heart of Ossining. Hardwood floors run throughout the residence, lending a warm, cohesive feel to the open living space. The apartment's clean, modern finishes create a move in ready backdrop for any lifestyle, while an in-unit washer/dryer adds everyday convenience you will

  Chase Mulato Julia B Fee Sothebys Int. Rlty

  14 Church St Unit 2D, 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 $761,181

  Last Listing Agent Eric Lebenson ERA Insite Realty Services

  21 Tappan Terrace, Briarcliff Manor, NY 10510
• 

  Est $159,000

  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

  Last Listing Agent Eric Staub Keller Williams NY Realty
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  /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
• 

  

  /34

  $6,975 Per Month

  • 3 Beds
  • 4 Baths
  • 3,353 Sq Ft
  • House for Rent

  275 Croton Dam Rd, Ossining, NY 10562

  Beautifully updated and move in ready! This spacious home offers flexibility, comfort, and style. Featuring 3 bedrooms and a versatile office/den on the main level that can easily serve as a 4th bedroom, guest room, or work-from-home space. The updated kitchen opens seamlessly to the main living and dining areas, while hardwood floors and renovated bathrooms add timeless appeal throughout. Step

  Lindsay DiLoreto Houlihan Lawrence Inc.

  275 Croton Dam Rd, 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 $985,137

  Last Listing Agent Vincent Vetrano Douglas Elliman Real Estate

  1364 Spring Valley Rd, Ossining, NY 10562
• 

  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

  Last Listing Agent Mavra Mita Howard Hanna Rand Realty
• 

  

  /31

  $242,000

  • 2 Beds
  • 1.5 Baths
  • 950 Sq Ft

  135 S Highland Ave Unit 5D6, Ossining, NY 10562

  Welcome to Highland Terrace, a desirable co-op community in the heart of Ossining. This 2-bedroom, 1.5-bath residence offers comfortable living space with plenty of natural light, spacious rooms, and great storage throughout. Enjoy the convenience of common laundry, assigned parking, and access to the community pool. Highland Terrace is close to Metro-North, shops, restaurants, schools, parks,

  

  Michael Vasquez

  eXp Realty

  135 S Highland Ave Unit 5D6, 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 $966,108

  Last Listing Agent Christine Iarocci William Raveis-New York LLC

  6 Greenwood Ct, Briarcliff Manor, NY 10510
• 

  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

  Last Listing Agent Elizabeth Harlow Compass Greater NY, LLC
• 

  

  /23

  $175,000

  $15K PRICE DROP

  • 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
• 

  

  /9

  $2,950 Per Month

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

  141 Main St Unit 3A, Ossining, NY 10562

  Right in the heart of the Central Village of Ossining, this bright, recently redone 2BR apartment in a National Historic Register building. This unit has an open Great Room layout, soaring windows, extra high ceilings, stainless steel appliances-brand new, and in-unit Laundry! Short walk to the metro north! Just steps away from: the Ossining Farmers Market, Fairs, Festivals, top shelf

  Sophia Sayegh Coldwell Banker Realty

  141 Main St Unit 3A, Ossining, NY 10562
• 

  $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 $611,798

  Last Listing Agent Justin Landon Howard Hanna Rand Realty

  60 Revolutionary Rd, Ossining, NY 10562
• 

  Est $159,000

  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

  Last Listing Agent LeeAnn Tomasetti Houlihan Lawrence Inc.
• 

  

  /29

  $540,000

  $15K PRICE DROP Pending

  • 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
• 

  

  /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 $635,462

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  8 Eldridge Ave, Ossining, NY 10562
• 

  Est $159,000

  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

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

  

  /23

  $229,222

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

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

  Move right into this beautifully updated 2-bedroom unit featuring stylish finishes and modern upgrades throughout. New luxury waterproof vinyl flooring, new interior doors and hardware, and a renovated kitchen and bath create a fresh, contemporary feel. The updated kitchen boasts new cabinetry, butcher block countertops, a subway tile backsplash, and stainless steel appliances, including a

  Mark Seiden Mark Seiden Real Estate Team

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

  

  /15

  $4,150 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • House for Rent

  48 Lincoln Place, Ossining, NY 10562

  Welcome home to this charming single-family colonial in the heart of Ossining. Conveniently located near all the essential amenities- Metro North, schools, shops, restaurants, yet tucked away on a quiet cul de sac. This home features a newly updated eat-in kitchen equipped GE appliances, quartz countertops and low maintenance LVP flooring. Open your sliding glass doors to a beautiful, spacious

  Stephanie Northrop Hudson River Line Realty

  48 Lincoln Place, Ossining, NY 10562
• 

  $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 $329,029

  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

  Last Listing Agent Barbara Pagliuca Houlihan Lawrence Inc.
• 

  

  /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
• 

  

  /19

  $3,450 Per Month

  • 3 Beds
  • 1 Bath
  • 775 Sq Ft
  • Apartment for Rent

  13 Hunter St Unit 2, Ossining, NY 10562

  Welcome to 13 Hunter Street, Fully renovated 2nd floor apartment with an open layout in the kitchen/living room great for entertaining, and comfortable space for relaxing. The kitchen is fully equipped with Granite countertops, all new appliances and completely renovated.. Three bedrooms, one with Hudson River views with a built-in closet.This unit also has a washer and dryer,

  Janice Terry William Raveis Real Estate

  13 Hunter St Unit 2, Ossining, NY 10562
• 

  $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 $512,544

  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

  Last Listing Agent Julie McKinnon Compass Greater NY, LLC

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