Ossining Homes

• 

  

  

  /39

  $549,000

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

  707 Eagle Bay Dr, Ossining, NY 10562

  Carefree Rivertown Living Surrounded by Nature – Rare End Unit with 2 Deeded GaragesEnjoy effortless living in this bright and spacious end-unit townhome. 2-bedroom, 2.5-bath home featuring a fireplace and a beautiful sunroom that feels like a private treehouse escape. Perfect for reading, relaxing, or enjoying the view year-round.A rare find, this home includes two deeded detached

  

  Maria Teresa Duguet

  Houlihan Lawrence Inc.

  (914) 326-0849

  707 Eagle Bay Dr, Ossining, NY 10562
• 

  

  

  /50

  $2,813 - $27,275 per month

  Terraces on the Hudson

  1-3 Beds

  217 N Highland Ave, Ossining, NY 10562

  Avalon Ossining, only 1 mile from the Ossining Metro-North Railroad Station, offers thoughtfully designed 1, 2, and 3 bedroom luxury apartments that include contemporary kitchens with Energy Star appliances, walk-in closets, and a washer/dryer. Community amenities include a state-of-the-art fitness center and outdoor swimming pool, on-site children’s play area, and outdoor grilling areas.

  217 N Highland Ave, Ossining, NY 10562
• 

  $525,000 Sold Jul 25, 2025

  • 1,474 Sq Ft
  • $356/SF
  • 41 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1933

  3 Ward Place, Ossining, NY 10562

  Charming Tudor on a tree-lined street with tons of potential. Rooms live large - huge living room with fireplace, kitchen with center island, study/den bonus room on the main level. Full sized unfinished basement where the possibilities are endless, and a full-height attic. Two-car detached garage is perfect for a workshop. Oversized deck and great yard. Don't miss the opportunity to turn this

  Tracy Salciccia ERA Insite Realty Services

  3 Ward Place, Ossining, NY 10562
• 

  Est $156,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  121 S Highland Ave Unit 2B, Ossining, NY 10562

  121 S Highland Ave Unit 2B, Ossining, NY 10562
• 

  

  

  /16

  $150,000 Open Sun 11:30AM - 1PM

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  117 S Highland Ave Unit 6J, Ossining, NY 10562

  Welcome to your perfect home-away-from-the-hustle! Step into this beautifully maintained 750-square-foot haven featuring thoughtful design and abundant natural light throughout. The well-appointed kitchen with new appliances, and updated bathroom create a perfect foundation for daily living, while the spacious bedroom provides a peaceful retreat after busy days. Ossining offers the perfect

  

  Peter Raider

  Real Broker NY LLC

  (914) 908-6292

  117 S Highland Ave Unit 6J, Ossining, NY 10562
• 

  

  /10

  $1,750 per month

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

  46 Ferris Place, Ossining, NY 10562

  Come see this 1 Bedroom, 1 Bath apartment on the 2nd floor of a private home. Hardwood floors throughout. Close to all - public transportation, schools, shopping and Metro North.

  Jason Kerwar William Raveis-New York, LLC

  46 Ferris Place, Ossining, NY 10562
• 

  $720,000 Sold Jul 25, 2025

  • 1,944 Sq Ft
  • $370/SF
  • 68 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1900

  94 Linden Ave, Ossining, NY 10562

  Welcome to this legal 2 family Stucco Colonial home style in the heart of it all! Great opportunity for those looking to owner-occupy one unit, and rent the other unit to offset some of your carrying cost or a great investment opportunity! This unique property offers character, charm, and details one expects from this vintage. Unit 1: The main floor: the gracious entry leads you to an enclosed

  Maria Vele Keller Williams Realty Partner

  94 Linden Ave, Ossining, NY 10562
• 

  Est $858,348 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 3,240 Sq Ft

  23 Mystic Dr, Ossining, NY 10562

  23 Mystic Dr, Ossining, NY 10562
• 

  

  /23

  $199,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  147 Charter Cir Unit 147, Ossining, NY 10562

  Step into this fabulous duplex townhouse-style cooperative, boasting its own private entrance on a picturesque, tree-lined street. The main level unfolds into an inviting layout, featuring a bright and spacious living room, a dedicated dining room perfect for entertaining, and a well-appointed kitchen. Ascend to the second floor where you'll discover two generously sized bedrooms, each offering

  

  Sherry Wiggs

  Houlihan Lawrence Inc.

  (914) 647-6619

  147 Charter Cir Unit 147, Ossining, NY 10562
• 

  

  /50

  $3,095 - $6,750 per month

  Harbor Square

  1-2 Beds

  3 Westerly Rd, Ossining, NY 10562

  1 month free on select units.

  3 Westerly Rd, Ossining, NY 10562
• 

  $660,000 Sold Jul 23, 2025

  • 2,464 Sq Ft
  • $268/SF
  • 14 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1984

  73 Pine Ave, Ossining, NY 10562

  In Ossining there is a rare gem, (lives like 5) legal 4-bedroom, 2.5-bath colonial offering 2,464 sq ft of living space. Featuring two levels of living. As you enter, you can head right to the first floor, which is the Den/office. Continue with the first level living to the utility room then First floor bathroom. to the left of the big living room is first floor bedroom. Off the living room is

  Howard Payson RE/MAX Town & Country

  73 Pine Ave, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  94 Charter Cir Unit 94, Ossining, NY 10562

  94 Charter Cir Unit 94, Ossining, NY 10562
• 

  

  /33

  $565,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,264 Sq Ft

  110 Pine Ave, Ossining, NY 10562

  Fall in love with this charming colonial-style home offering endless potential to make it your own. As you enter, you’re greeted by a welcoming enclosed front porch, perfect for enjoying morning coffee or adding a touch of seasonal charm. Inside, the spacious living room flows effortlessly into the dining area and office/den, creating a comfortable space for everyday living. The kitchen features

  Ana Bermeo Keller Williams Realty Partner

  110 Pine Ave, Ossining, NY 10562
• 

  

  /18

  $3,500 per month

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  231 Eastern Ave Unit 2, Ossining, NY 10562

  Discover this beautifully updated 3-bedroom, 1-bathroom apartment located in the charming village of Ossining. Positioned on the second floor of a private, three-family home, this residence offers both comfort and convenience.Step inside to find a huge living room and dining room, perfect for entertaining or relaxing. The brand-new kitchen is a chef's delight, featuring modern white shaker

  Valerie Cascione Compass Greater NY, LLC

  231 Eastern Ave Unit 2, Ossining, NY 10562
• 

  $300,000 Sold Jul 23, 2025

  • 1,200 Sq Ft
  • $250/SF
  • 50 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  117 S Highland Ave Unit 5H, Ossining, NY 10562

  Welcome to this beautifully renovated 3-bedroom, 2-bathroom apartment in the highly desirable Parkview Cooperative complex, nestled in the heart of Ossining. This well-maintained unit offers a private balcony overlooking Nelson Park, with views of the Hudson River. Step inside to a spacious dining area, hard wood floors throughout, and ample storage with four closets. The renovated kitchen

  Dina DiPaola-Gulli Keller Williams Realty Group

  117 S Highland Ave Unit 5H, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  14 Charter Cir, Ossining, NY 10562

  14 Charter Cir, Ossining, NY 10562
• 

  

  /42

  $796,400 Open Sat 11AM - 1PM

  • 3 Beds
  • 4 Baths
  • 2,068 Sq Ft

  31 Murray Ln, Ossining, NY 10562

  Welcome to 31 Murray Avenue – where style, charm, and convenience converge in the heart of Ossining. Ideally located close to the elementary and middle schools, this thoughtfully designed home also offers seasonal Hudson River views and easy access to nearby parks, the riverfront, and Ossining’s vibrant downtown filled with shops and restaurants. Inside, you'll find sun-drenched living spaces and

  Daniella Ingenito Compass Greater NY, LLC

  31 Murray Ln, Ossining, NY 10562
• 

  

  /37

  $2,900 per month

  Apartment for Rent

  2 Beds

  1 Briarcliff Dr S, Ossining, NY 10562

  Beautiful, newly renovated apartment, granite counter top, heat and hot water are included. 5 minute drive to the Ossining or Croton metro north train stations.

  1 Briarcliff Dr S, Ossining, NY 10562
• 

  $280,000 Sold Jul 22, 2025

  • 827 Sq Ft
  • $339/SF
  • 67 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

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

  Welcome to 117 South Highland Avenue!! This lovely 3-bedroom, 2-bathroom corner unit is a rare gem nestled in a beautifully maintained complex. Imagine waking up to breathtaking park views right from your private ground-level deck – the perfect spot for morning coffee or evening relaxation. Unwind and reconnect in the complex's amenities, including an inground pool and inviting recreation

  Tatiana Volcy Charles Rutenberg Realty, Inc.

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

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  43 Charter Cir, Ossining, NY 10562

  43 Charter Cir, Ossining, NY 10562
• 

  

  /13

  $599,000

  • 3 Beds
  • 2 Baths
  • 971 Sq Ft

  7 Belleview Ave, Ossining, NY 10562

  Charming Hilltop Retreat with Hudson River Views - Welcome to this storybook 3-bedroom, 2-bath home, perched on a quiet hill with seasonal Hudson River views and breathtaking sunsets all year round.This home has been thoughtfully updated, featuring:• A modern kitchen with new appliances• Stylish bathrooms with contemporary finishes• Freshly painted interior• New front

  Gloria Correa Cepin eXp Realty

  7 Belleview Ave, Ossining, NY 10562
• 

  

  /6

  $2,700 per month

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

  50 Croton Ave Unit 4B, Ossining, NY 10562

  Newly renovated 2-bedroom 1 bath unit with terrace! Heat and hot water included with Laundry on-site. Parking is available for additional cost. Enjoy all Ossining has to offer. Building is right across the library and a short distance from town and train station

  Jonathan Flatow Harborview Properties

  50 Croton Ave Unit 4B, Ossining, NY 10562
• 

  $635,000 Sold Jul 21, 2025

  • 1,274 Sq Ft
  • $498/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1962

  45 Lee Ave, Ossining, NY 10562

  Step into the charm of 45 Lee Avenue, a beautiful, impeccable move in ready four-bedroom Cape Cod nestled in Ossining. Imagine cooking in the custom kitchen, with gleaming granite counters, and modern stainless-steel appliances, or relaxing on the expansive composite deck overlooking your private backyard oasis. Hardwood floors flow throughout the home, and ductless AC ensures your comfort. The

  Suzanne Lagle Houlihan Lawrence Inc.

  45 Lee Ave, Ossining, NY 10562
• 

  /2

  Est $164,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  98 Charter Cir Unit C, Ossining, NY 10562

  98 Charter Cir Unit C, Ossining, NY 10562
• 

  

  /33

  $506,000

  • 2 Beds
  • 2 Baths
  • 1,283 Sq Ft

  83 Hudson Point Ln, Ossining, NY 10562

  Welcome to your next home - a stylish 2-bedroom condo where modern living meets comfort, and where your four-legged family members are warmly welcomed! Hudson Point is a lovely pet friendly complex overlooking the historic Hudson. Enjoy stunning sunsets in this 2 bedroom, 2 bath end unit with partial seasonal river views. Step inside and discover an open-concept living space filled with natural

  Luba Sydor Houlihan Lawrence Inc.

  83 Hudson Point Ln, Ossining, NY 10562
• 

  

  /18

  $1,700 - $2,995 per month

  Audubon Living

  1-2 Beds

  38 1/2 Wolden Rd, Ossining, NY 10562

  Audubon Living is located in Ossining, a beautiful Rivertown in Northern Westchester. The property offers close proximity to Metro North and major highways for convenient commuting. Audubon Living is located in the residential area of Ossining, close to the High School, and a short distance from downtown, which offers many local restaurants, brewery, and the historical Aqueduct Trail. There are

  38 1/2 Wolden Rd, Ossining, NY 10562
• 

  $725,000 Sold Jul 21, 2025

  • 3,016 Sq Ft
  • $240/SF
  • 222 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1948

  6 Cedar Lane Terrace, Ossining, NY 10562

  Classic Stoneface Colonial Cape on a lovely .25 acre lot with Stone Patio and Large Outdoor Masonry Ovens to make your outdoor entertaining epic! This 3,000 s/f House has a Full Bathroom on each of the three levels. First Floor Bedroom and Bath, Kitchen with nice cabinetry with New Stainless Appliances & Granite Counters, Formal Dining Room, Living Room with Fireplace and Beautiful Sun Porch that

  Thomas Nigro Schatz Realty Group

  6 Cedar Lane Terrace, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

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

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

  

  /27

  $699,000

  • 5 Beds
  • 3 Baths
  • 2,100 Sq Ft

  20 Pine Ave, Ossining, NY 10562

  This huge 5-bedroom, 3-bathroom home, is beautifully maintained and tucked away on a quiet, tree-lined residential street in the heart of Ossining has 2 bedrooms conveniently located on the main level for folks not wanting to walk up steps, guest accommodations, or a private home office setup.Even more room downstairs, the fully renovated basement which has a separate entrance and full

  Marc Giles eXp Realty

  20 Pine Ave, Ossining, NY 10562
• 

  

  /14

  $2,800 per month

  • 2 Beds
  • 1 Bath
  • 1,048 Sq Ft
  • Apartment for Rent

  34 Terrace Ave Unit 1, Ossining, NY 10562

  Welcome to 34 Terrace Avenue where you are greeted by an inviting porch. Enter the first floor apartment to the Eat-in kitchen, full bath, bedroom, large living room w/door to back porch overlooking a luscious yard. Large formal dining room, bedroom. Generous closets. Hardwood as seen. Heat, hot water and gas included. Parking in driveway for one car included. Street parking available

  Grace Priore ERA Insite Realty Services

  34 Terrace Ave Unit 1, Ossining, NY 10562
• 

  $570,000 Sold Jul 18, 2025

  • 1,045 Sq Ft
  • $545/SF
  • 32 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1960

  12 Stone Ave, Ossining, NY 10562

  Welcome to 12 STONE AVENUE. . and this Elegant Ranch-style home nestled in the village neighborhood of "FOREST PARK." Specimen shrubbery and perennial plants have been carefully maintained and compliment the grounds. You enter into the Bright & Airy Living Room and Dinning area. Hardwood flooring is hidden under the wall-to-wall carpet in this room - but exposed in the three Bedrooms. The

  Greg Kane Kane & Associates

  12 Stone Ave, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 959 Sq Ft

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

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

  

  /20

  $670,000

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  5 Sabrina Ln, Ossining, NY 10562

  Beautifully maintained raised ranch nestled in a quiet Ossining Neighborhood-just minutes from Hudson River trails,local parks,and Metro North.Whether you’re commuting to NYC or escaping into nature,this home offers the best of both worlds.Featuring:3 bedrooms,2 full bathrooms,1,604 sqft interior on a 7,405 sqft lot.large kitchen,finished basement with laundry.2 car garage,long driveway,Built in

  Brad Turner AVWAR Realty

  5 Sabrina Ln, Ossining, NY 10562
• 

  

  /24

  $1,839 - $2,525 per month

  Cortlandt Living

  Studio-1 Bed

  24 Claremont Gardens, Ossining, NY 10562

  More than an apartment community, Cortlandt Ridge is your home. We offer affordable one, two, three, and four apartments and townhomes for rent in central Ossining, NY, near North Highland Avenue. Our homes are unique. Not only are they comfortable, they're stylish, too. Fully equipped featuring new kitchens and designer cabinetry. We have just what you need to live well in Westchester

  24 Claremont Gardens, Ossining, NY 10562
• 

  $775,000 Sold Jul 03, 2025

  • 2,040 Sq Ft
  • $380/SF
  • 29 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1999

  5 Jenkins Ct, Ossining, NY 10562

  Welcome to this sun-filled and spacious 3-bedroom home that lives like a 4-bedroom, offering the perfect blend of comfort, versatility, and convenience. Situated on a cul-de-sac, this home features a private, level, fully fenced-in yard, ideal for outdoor enjoyment, play, and entertainment. Inside, you’ll find a flexible bonus room, perfect as a home office, nursery, or gym, plus an additional

  Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

  5 Jenkins Ct, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  190 Charter Cir, Ossining, NY 10562

  190 Charter Cir, Ossining, NY 10562
• 

  

  /5

  $599,000

  • 3 Beds
  • 1 Bath
  • 1,276 Sq Ft

  14 Gates Ave, Ossining, NY 10562

  Welcome to 14 Gates Avenue, a unique opportunity in the heart of Ossining. This charming single-family home is being sold as-is, offering endless potential for renovation, expansion, or investment. Included in the sale is a valuable additional parcel of land, providing added privacy, space, or future development possibilities.Set on a quiet, tree-lined street, this property features a classic

  Tim Rothman Compass Greater NY LLC

  14 Gates Ave, Ossining, NY 10562
• 

  

  /10

  $2,100 per month

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

  10 Forest Ave, Ossining, NY 10562

  Welcome to 10 Forest Avenue with walkup to 2nd floor rental unit. This unit & entire home had been completed renovated & offers a 1 bedroom, bathroom with standup shower, livingroom, storage, and kitchen with electric stove, refrigerator & island. Ductless units, lots of natural light, street parking with permit. No smoking or pets allowed & no use of backyward.

  Elizabeth Kamp Kane & Associates

  10 Forest Ave, Ossining, NY 10562
• 

  $318,000 Sold Jul 02, 2025

  • 1,260 Sq Ft
  • $252/SF
  • 27 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1968

  16 Rockledge Ave Unit 4A-1, Ossining, NY 10562

  One of the best apartments in the complex, Welcome to Scarborough Manor, a gated community! Situated along the Hudson River, enjoy this oversized (over 1200 sq.ft.) freshly painted one bedroom, one bath apartment. Inside you will find a large living room with an entrance to your private terrace, an updated kitchen with stainless steel appliances, and plenty of room to entertain and relax. This

  Marco Ricchiuti Compass Greater NY, LLC

  16 Rockledge Ave Unit 4A-1, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  110 Charter Cir, Ossining, NY 10562

  110 Charter Cir, Ossining, NY 10562

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