Ossining Village Homes

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  /27

  $210,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  135 S Highland Ave Unit D1, Ossining, NY 10562

  Discover this charming, updated two-bedroom co-op in highly sought-after Highland Terrace. This unique unit offers the convenience of both a main building entrance and its own private entry. Inside, you'll find a spacious and bright primary bedroom with ample closet space, while the versatile second bedroom That is currently being utilized as a home office. Abundant windows fill the living areas

  

  Sherry Wiggs

  Houlihan Lawrence Inc.

  (914) 409-9352

  135 S Highland Ave Unit D1, Ossining, NY 10562
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• 

  

  

  /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
• 

  $348,250 Sold Jun 24, 2025

  • 1,089 Sq Ft
  • $320/SF
  • 22 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1982

  103 Eagle Bay Dr, Ossining, NY 10562

  Discover serene living in this 1st floor, no steps, one-bedroom, one-bathroom condo nestled within the gated Eagle Bay. This residence boasts a cozy wood-burning fireplace, expansive windows that flood the space with natural light, and a private deck offering peaceful woodland views. Unit includes a 1 Car Garage.Eagle Bay offers a wealth of amenities to enhance your lifestyle, including a

  Nancy Kennedy

  103 Eagle Bay Dr, Ossining, NY 10562
• 

  Est $251,000 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
• 

  

  

  /38

  $549,000

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

  707 Eagle Bay Dr, Ossining, NY 10562

  If you are seeking a carefree living space surrounded by nature, this exceptional home is for you! Step inside the freshly painted corner unit to discover 2 spacious bedrooms and 2.5 baths, complemented by a sunroom that feels like a tranquil treehouse escape. PROPERTY INCLUDES TWO DEEDED DETACHED GARAGES, steps away from the unit, offering ample storage and parking convenience. The full

  

  Maria Teresa Duguet

  Houlihan Lawrence Inc.

  (914) 326-0849

  707 Eagle Bay Dr, Ossining, NY 10562
• 

  

  /10

  $2,300 per month

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

  11 Maurice Ave Unit 2, Ossining, NY 10562

  Large one bedroom apartment available for end of July,in fantastic Victorian house. Wood floors throughout. Large bathroom. Very sunny apartment with distant views of the Hudson. Enjoy your evening sitting on the spacious front porch. Beautiful very wide staircase approaching the apartment for easy furniture move-in. Heat and hot water included. Stall shower, no tub. Very own private

  Joan Cotrone ERA Insite Realty Services

  11 Maurice Ave Unit 2, Ossining, NY 10562
• 

  $225,000 Sold Jun 24, 2025

  • 736 Sq Ft
  • $306/SF
  • 218 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  16 Rockledge Ave Unit 7DD1, Ossining, NY 10562

  Welcome to Scarborough Manor, A Co-Op That Offers The Perfect Balance Of Tranquility And Convenience. This Seventh-Floor Beauty Offers A Rare Opportunity To Reside In A Serene And Sophisticated Setting Along The Majestic Hudson River With Luxurious Amenities. A one Bedroom One Bath Junior Suite Unit That Has Nine Foot Ceilings, Oversized Rooms, And Ample Closet Space. Be The First To Cook In This

  Candace D'Addario Coldwell Banker Realty

  16 Rockledge Ave Unit 7DD1, Ossining, NY 10562
• 

  Est $846,073 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

  $210,000

  • 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
• 

  

  /35

  $2,914 - $26,462 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
• 

  $800,000 Sold Jun 18, 2025

  • 2,991 Sq Ft
  • $267/SF
  • 77 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1935

  21 Park Ave, Ossining, NY 10562

  In the beautiful section of Ossining On The Hudson, this corner, multi family home boasts a 6,534 sqft Lot size. As you enter the front door into the 1st floor apartment, you are greeted in a spacious living room, separated dining room, eat-in kitchen, Den/Office room, full bathroom, guest bedroom and a large master bedroom with central air throughout, a half bath and private entrance to the

  Anthony Saddler YourHomeSold Guaranteed Realty

  21 Park 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

  $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
• 

  

  /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
• 

  $150,000 Sold Jun 17, 2025

  • Land
  • 0.34 Acre
  • $441,176 per Acre

  • 38 Days On Market

  82 Dale Ave, Ossining, NY 10562

  An incredible opportunity to own three vacant lots being sold together in a desirable Village of Ossining location! Zoned for two-family residences, this property offers endless possibilities. Conveniently located near shops, parks, schools, public transportation and the Hudson River. Taxes listed include all three lots.

  Rachel McLoughlin Compass Greater NY, LLC

  82 Dale Ave, 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
• 

  

  /27

  $699,000

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

  20 Pine Ave, Ossining, NY 10562

  Discover the perfect blend of comfort, charm, and functionality in this beautifully maintained 5-bedroom, 3-bathroom home, tucked away on a quiet, tree-lined residential street in the heart of Ossining. With two of the bedrooms conveniently located on the main level, this home offers incredible flexibility for folks not wanting to walk up steps, guest accommodations, or a private home office

  Marc Giles eXp Realty

  20 Pine Ave, Ossining, NY 10562
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  /9

  $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
• 

  $490,000 Sold Jun 16, 2025

  • 1,378 Sq Ft
  • $356/SF
  • 18 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 1982

  1010 Eagle Bay Dr, Ossining, NY 10562

  Come relax and enjoy the serenity of this special updated townhome located in Ossining’s sought-after gated Hudson River front condominium complex. From this upper level END UNIT, with front porch and back deck, you will not only enjoy seasonal river and wooded views, you will bask in the privacy of the unit’s location within the complex with its garage and assigned parking space just footsteps

  Cindy Cassuto Corcoran Legends Realty

  1010 Eagle Bay Dr, 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
• 

  

  /20

  $680,000 Open Sat 11AM - 2PM

  • 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
• 

  

  /27

  $5,500 per month

  • 3 Beds
  • 1.5 Baths
  • 1,701 Sq Ft
  • House for Rent

  55 Sherwood Ave, Ossining, NY 10562

  Charming front porch colonial on tree lined Street. Front door opens to entry hall, large dining room and living room with hardwood floors, arched walkways between rooms. Beautifully updated kitchen with island and stainless appliances, half bath. A first floor bonus room that can be used as a bedroom or den/office. Upstairs leads to three bedrooms, a full bath, hardwood floors throughout,

  Robin Schwamb North Country Sothebys Int Rlt

  55 Sherwood Ave, Ossining, NY 10562
• 

  $631,000 Sold Jun 16, 2025

  • 1,236 Sq Ft
  • $511/SF
  • 8 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1961

  132 S Highland Ave, Ossining, NY 10562

  Multiple offers; seller requesting "highest and best" 5:00 1/5/25. Welcome home to an excellent investment opportunity! The main living unit is move-in ready, offering hardwood floors, a sunny kitchen/dining area and a large living room with an attractive fireplace. 3 bedrooms, 1 full and 2 half bathrooms, office space and laundry complete the main unit. The lower-level unit offers 1 bedroom,

  Christine Pergolizzi

  132 S Highland Ave, Ossining, NY 10562
• 

  /2

  Est $148,000 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
• 

  

  /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
• 

  

  /15

  $1,947 - $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
• 

  $560,000 Sold Jun 13, 2025

  • 1,298 Sq Ft
  • $431/SF
  • 41 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1975

  224 Kemeys Cove Unit 2-24, Briarcliff Manor, NY 10510

  Life's a dream in this renovated 2-bed/2.1-bath duplex condo with Hudson River views. Large, main-level open floor plan. Living area with Hudson River views from slider to balcony with retractable awning. Dining area with Juliet balcony and pass-through to updated kitchen with stainless steel appliances & granite counter tops. Refreshed powder room adjoins entry hall. Upstairs landing suitable

  Stacy Levey William Raveis-New York, LLC

  224 Kemeys Cove Unit 2-24, Briarcliff Manor, NY 10510
• 

  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
• 

  

  /25

  $519,999

  • 2 Beds
  • 2.5 Baths
  • 1,265 Sq Ft

  608 Kemeys Cove Unit 6-08, Briarcliff Manor, NY 10510

  Welcome to 608 Kemeys Cove, a beautifully maintained 2-bedroom, 2.5-bathroom duplex condominium nestled in the sought-after Kemeys Cove community in Briarcliff Manor. Step inside to a spacious and thoughtfully designed layout that flows seamlessly between the living, dining, and kitchen areas—ideal for today’s lifestyle. The primary bedroom suite offers a serene retreat with a private bathroom

  Kareem Kirby Keller Williams Realty NYC Grp

  608 Kemeys Cove Unit 6-08, Briarcliff Manor, NY 10510
• 

  

  /10

  $2,200 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
• 

  $245,000 Sold Jun 09, 2025

  • 950 Sq Ft
  • $258/SF
  • 25 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1962

  18 Charter Cir Unit 18, Ossining, NY 10562

  Townhouse style living in this two bedroom unit with a private entrance and two levels! High Meadow is a sought after garden style cooperative community. Immediate parking spot outdoors, garage spots are currently on a waitlist. Laundry and a complimentary storage space available. You can walk to shopping, food, and local bus stops. Only 5 minutes away from Ossining waterfront parks,

  Christine Naber RE/MAX Distinguished Hms.&Prop

  18 Charter Cir Unit 18, 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
• 

  

  /31

  $799,900

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  19 Meadowbrook Dr, Ossining, NY 10562

  Enjoy sweeping Hudson River views from every room in this turnkey ranch. The sunlit living room features hardwood floors, a brick wood burning fireplace, and sliding doors to an expansive 62' balcony overlooking the river. Enjoy meals with a view from the dining area or new eat in kitchen complete with island breakfast bar, quartz countertops, stainless steel appliances, and recessed lighting. A

  Eric Stein RE/MAX Distinguished Hms.&Prop

  19 Meadowbrook Dr, Ossining, NY 10562
• 

  

  /7

  $2,600 per month

  • 1 Bed
  • 1 Bath
  • 840 Sq Ft
  • Condo for Rent

  7 Lincoln Place Unit 1, Ossining, NY 10562

  7 Lincoln Place Unit 1, Ossining, NY 10562
• 

  $300,000 Sold Jun 05, 2025

  • 1,212 Sq Ft
  • $248/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  119 S Highland Ave Unit 6H, Ossining, NY 10562

  Welcome to 119 South Highland Ave, Apt 6H – A Bright and Spacious 3-Bedroom 2-bath Co-op in the Heart of Ossining. Located in the desirable Parkview complex, this beautifully maintained 3-bedroom, 2-bathroom offers a perfect blend of comfort, convenience, and style. Featuring generous living space, this top-floor unit is bathed in natural light thanks to its large windows and open floor plan. A

  Chintan Trivedi RE/MAX In The City

  119 S Highland Ave Unit 6H, 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
• 

  

  /34

  $575,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,488 Sq Ft

  16 Forest Ave, Ossining, NY 10562

  Welcome to 16 Forest Avenue, an elegant retreat nestled in the charming enclave of Ossining, NY. This beautifully appointed residence offers an exquisite blend of sophistication and comfort across a generous 1,488 square feet.Step inside and be greeted by gleaming hardwood floors that lead you through a spacious layout featuring four well-appointed bedrooms and two pristine bathrooms.

  Korab Krasniqi Compass Greater NY, LLC

  16 Forest Ave, Ossining, NY 10562
• 

  

  /12

  $2,900 per month

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

  13 Hunter St Unit 1, Ossining, NY 10562

  Welcome to 13 Hunter Street, Furnished or Unfurnished — fully renovated 1-bedroom apartment Open-concept layout flows effortlessly from room-to-room, starting with a stylish built-in coat rack and bench right at the entrance. The bedroom has a queen-size bed, 1 night stand, ceiling fan, built in closet, and soft recessed lighting, the bathroom features stand-up shower with a glass door and a

  Janice Terry William Raveis Real Estate

  13 Hunter St Unit 1, Ossining, NY 10562
• 

  $670,000 Sold Jun 05, 2025

  • 1,744 Sq Ft
  • $384/SF
  • 30 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1999

  16 Sabrina Ln, Ossining, NY 10562

  Completely renovated 3 bedroom, 3 bath Raised Ranch in quiet neighborhood. Enjoy the renovated, spacious Eat-in kitchen with quartz counters, stainless appliances, newly painted cabinetry and sliding door to rear deck. Hardwood floor in the living room with bay window and fireplace. New flooring throughout and newly painted throughout. Each bedroom has a ceiling fan and closet. Each bathroom has

  Mark Seiden Mark Seiden Real Estate Team

  16 Sabrina Ln, 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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