Ossining, NY Homes

• 

  Est $2,121,348 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,400 Sq Ft

  12 Arrow Tree Ln, Briarcliff Manor, NY 10510

  12 Arrow Tree Ln, Briarcliff Manor, NY 10510
• 

  

  

  /34

  $630,000

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

  10 Mohegan Rd, Ossining, NY 10562

  Welcome to 10 Mohegan Rd - a timeless 3-bedroom, 1.5-bath colonial tudor nestled in the heart of Ossining’s sought-after Indian Village. Built in 1929, this charming home beautifully blends vintage character with modern updates. Just steps inside the entry you'll discover rich wood moldings, antique light fixtures, and original door hardware that highlight the home's charming 1920's character.

  Catherine Orsini Compass Greater NY, LLC

  10 Mohegan Rd, Ossining, NY 10562
• 

  $660,000 Sold Sep 10, 2025

  • 2,100 Sq Ft
  • $314/SF
  • 17 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1985

  32 Spring Pond Dr, Ossining, NY 10562

  A beautifully maintained end-unit townhome nestled in the desirable Hamlet on Spring Pond community in Ossining. This spacious 2-bedroom, 2.5-bath residence offers the perfect blend of light-filled interiors, functional layout, and serene outdoor space. The main level features an inviting living room with a wood-burning fireplace, oversized windows, and direct access to a private deck—ideal for

  Erin Lee Keller Williams Realty Group

  32 Spring Pond Dr, Ossining, NY 10562
• 

  Est $482,196 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,248 Sq Ft

  213 Woods Brooke Ct, Ossining, NY 10562

  213 Woods Brooke Ct, Ossining, NY 10562
• 

  

  

  /38

  $2,000,000

  • 4 Beds
  • 4.5 Baths
  • 5,399 Sq Ft

  10 Shadow Tree Ln, Briarcliff Manor, NY 10510

  Experience refined living at Trump National Golf Club, Briarcliff Manor. This 4 BR, 4.5 bath home offers effortless single-floor living with a main-level primary suite featuring his-and-hers walk-ins, whirlpool tub, enclosed shower, and double vanity. A dramatic foyer with a sweeping staircase leads to cathedral-ceilinged living spaces with hardwood floors and an elegant gas fireplace. The chef's

  Ellen Schwartz Julia B Fee Sothebys Int. Rlty

  10 Shadow Tree Ln, Briarcliff Manor, NY 10510
• 

  $800,000 Sold Sep 09, 2025

  • 2,200 Sq Ft
  • $364/SF
  • 46 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1965

  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
• 

  Est $403,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,082 Sq Ft

  2 Briarcliff Dr S Unit 14, Ossining, NY 10562

  2 Briarcliff Dr S Unit 14, Ossining, NY 10562
• 

  

  /27

  $505,000

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  39 Ann St, Ossining, NY 10562

  Welcome to this single-family home located in the heart of the vibrant town of Ossining. This residence features an inviting open-concept floor plan that offers excellent flow perfect for both everyday living.The main level includes a spacious living and dining area that seamlessly connects to the kitchen, along with a conveniently located first floor bedroom. Upstairs, you'll find two

  Susan Fraietta BHHS River Towns Real Estate

  39 Ann St, Ossining, NY 10562
• 

  $475,000 Sold Sep 09, 2025

  • 1,176 Sq Ft
  • $404/SF
  • 73 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  612 Kemeys Ave Unit 12, Briarcliff Manor, NY 10510

  First floor unit with Hudson river views at pet-friendly Kemeys Cove offers a balcony to sit and enjoy river views and spectacular sunsets. This inviting home has an open modern layout designed for today’s lifestyle. The seamless flow between the living, dining, and kitchen areas are perfect for everyday living. The built-in seating in the dining area provides additional storage and the built-in

  Mark Seiden Mark Seiden Real Estate Team

  612 Kemeys Ave Unit 12, Briarcliff Manor, NY 10510
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,627 Sq Ft

  333 N State Rd Unit PH63, Briarcliff Manor, NY 10510

  333 N State Rd Unit PH63, Briarcliff Manor, NY 10510
• 

  

  /22

  $499,000

  • 1 Bed
  • 1.5 Baths
  • 1,141 Sq Ft

  283 Horse Shoe Cir, Ossining, NY 10562

  Welcome to this charming townhome In Fox Hill with one bedroom plus a den. The first floor features a tiled powder room and a well-appointed kitchen with granite counters, recessed lighting, a breakfast bar, and GE Profile and KitchenAid appliances. The open and airy dining room boasts hardwood floors, a skylight, and a sliding glass door that leads to a private wood deck, perfect for outdoor

  Suzan Zeolla Houlihan Lawrence Inc.

  283 Horse Shoe Cir, Ossining, NY 10562
• 

  $1,025,013 Sold Sep 05, 2025

  • 2,416 Sq Ft
  • $424/SF
  • 13 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  144 Hungerford Rd N, Briarcliff Manor, NY 10510

  AO 7/27, inspection 7/27. Impeccably maintained and tastefully updated Split Colonial offers an expansive yet intimate environment for comfortable living and great flow for entertaining. As you enter you will notice living room boasts gleaming hardwood flooring, crown molding, and flows nicely into newer kitchen with stainless steel appliances, quartz counters, and ample storage. Formal dining

  Jeanne Beckley Howard Hanna Rand Realty

  144 Hungerford Rd N, Briarcliff Manor, NY 10510
• 

  Est $894,803 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,797 Sq Ft

  51 Croton Dam Rd, Ossining, NY 10562

  51 Croton Dam Rd, Ossining, NY 10562
• 

  

  /46

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,541 Sq Ft

  6 Leawood Dr, Briarcliff Manor, NY 10510

  Nestled on a quiet, tree-lined cul-de-sac in the heart of sought-after Briarcliff Manor, this beautifully maintained 3-bedroom, 2-bath split-level home offers comfort, style, and flexibility for modern living. Walk in to the open living room/dining room as it wraps around to the kitchen. Harwood floors throughout, dining room leads to the deck. Offering peace and quiet after a long day.Step into

  Kimberly Cacace Howard Hanna Rand Realty

  6 Leawood Dr, Briarcliff Manor, NY 10510
• 

  $912,000 Sold Sep 05, 2025

  • 2,050 Sq Ft
  • $445/SF
  • 41 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  16 Rockledge Ave Unit 5D-2, Ossining, NY 10562

  It doesn't get any better than this! You can't find these panoramic, year-round river views, this space and this new condition in Hudson Harbor or NYC for this price!!! One of a kind-completely renovated top-of-the line showpiece home--a huge 3 BR, corner unit with year-round unobstructed Hudson River Views from all Rooms! Vacation at home and watch the boats sail by. Private Balcony off Living

  Susan Strawgate Code Houlihan Lawrence Inc.

  16 Rockledge Ave Unit 5D-2, Ossining, NY 10562
• 

  Est $1,175,682 Not Listed For Sale

  363 Long Hill Rd E, Briarcliff Manor, NY 10510

  363 Long Hill Rd E, Briarcliff Manor, NY 10510
• 

  

  /40

  $1,020,000

  • 4 Beds
  • 3 Baths
  • 2,264 Sq Ft

  520 Sleepy Hollow Rd, Briarcliff Manor, NY 10510

  This spacious 4-bedroom, 3-bath ranch is perfectly set on a beautiful 1-acre property, offering the ideal blend of comfort and opportunity. With a versatile layout designed for today’s living, the home features generously sized bedrooms, multiple full baths, and plenty of space to accommodate family, guests, and gatherings with ease. Step outside to your own private retreat, where an inground

  Maureen Verre Houlihan Lawrence Inc.

  520 Sleepy Hollow Rd, Briarcliff Manor, NY 10510
• 

  $1,200,000 Sold Sep 05, 2025

  • 3,876 Sq Ft
  • $310/SF
  • 41 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1913

  125 Hawkes Ave, Ossining, NY 10562

  A peaceful escape awaits at 125 Hawkes Avenue. Tucked away on two lush acres, this charming Colonial-style home in Ossining welcomes you with warmth and serenity—a perfect full-time haven or relaxing weekend retreat just outside New York City. Outdoors, the property features a picturesque duck pond in the front yard and a fully fenced, private backyard—creating a tranquil oasis ideal for

  Francie Malina Compass Greater NY, LLC

  125 Hawkes Ave, Ossining, NY 10562
• 

  Est $370,276 Not Listed For Sale

  94 Somerstown Rd, Ossining, NY 10562

  94 Somerstown Rd, Ossining, NY 10562
• 

  

  /42

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,240 Sq Ft

  70 Spring Valley Rd, Ossining, NY 10562

  Tucked away on 5 private acres near the Teatown Preserve, 70 Spring Valley Road is one of the area's oldest homes — a storied farmhouse blending early American history with thoughtful modern updates. Originally built around a natural spring, this rare property offers a truly restorative setting just 45 minutes from Manhattan and only 6 minutes to the Croton-Harmon train station.Inside,

  Melissa Colabella Compass Greater NY, LLC

  70 Spring Valley Rd, Ossining, NY 10562
• 

  $485,000 Sold Sep 05, 2025

  • 1,526 Sq Ft
  • $318/SF
  • 127 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1902

  25 Belleview Ave, Ossining, NY 10562

  Choose your Hudson view from your front porch or second floor enclosed balcony in this superb village stunner. This 3 bedroom home has preserved its vintage charm, thanks to the owner's care, with an attractive and artistic color scheme, hardwood floors, sconce lights, and artisan early 20th century millwork. The kitchen has a breakfast bar, and a pass through to the formal dining room,

  J. Philip Faranda Howard Hanna Rand Realty

  25 Belleview Ave, Ossining, NY 10562
• 

  Est $674,171 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft

  9 River Pkwy, Briarcliff Manor, NY 10510

  9 River Pkwy, Briarcliff Manor, NY 10510
• 

  

  /45

  $679,900

  • 2 Beds
  • 3 Baths
  • 1,784 Sq Ft

  41 Bridle Path Rd, Ossining, NY 10562

  Welcome to this highly sought after Condominium Townhome at Fox Hill! This exceptional Model "C" end unit features a spacious open floor plan filled with natural light from abundant windows and skylights. Grand hardwood floors, a designer eat-in kitchen with an inviting breakfast area, stainless-steel appliances, granite and leathered granite countertops, 1st floor office/den which opens to a

  Theodore Weinstein REO Edge LLC

  41 Bridle Path Rd, Ossining, NY 10562
• 

  $999,000 Sold Sep 04, 2025

  • 3,418 Sq Ft
  • $292/SF
  • 41 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1985

  2 Greenwood Ct, Briarcliff Manor, NY 10510

  This stunning colonial-style home is located in the prestigious gated community of Rosecliff, offering both luxury and convenience.Step inside to find a grand living room with soaring cathedral ceilings and a wood-burning fireplace, creating a welcoming atmosphere perfect for entertaining or unwinding. Adjacent to the living space is a cozy study or den, also featuring its own wood-burning

  Christine Iarocci Coldwell Banker Realty

  2 Greenwood Ct, Briarcliff Manor, NY 10510
• 

  Est $797,243 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,305 Sq Ft

  7 Wolden Rd, Ossining, NY 10562

  7 Wolden Rd, Ossining, NY 10562
• 

  

  /9

  $399,000

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  135 N Highland Ave, Ossining, NY 10562

  Great Investment Opportunity in the Heart of Ossining! This 2-bedroom, 1-bath single-family home is perfect for contractors, investors, or handy buyers looking to build equity. Perfect opportunity to design, renovate and add value. Zoned for a two-family home, this property offers the opportunity for future expansion and conversion (buyer to verify). Conveniently located near local shops,

  Wendy Galvan Century 21 Marciano

  135 N Highland Ave, Ossining, NY 10562
• 

  $1,820,000 Sold Sep 03, 2025

  • 7,044 Sq Ft
  • $258/SF
  • 27 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1993

  94 Hirst Rd, Briarcliff Manor, NY 10510

  Commanding Presence! Majestic, exquisite and private! Distinctively designed and constructed Colonial in 1993, is a pure perfection. This outstanding home boasts beautifully proportioned rooms with the highest quality and sophistication, an open floor plan accented by soaring ceilings and grand two-story entryway, 3 fireplaces, extraordinary state-of-art-kitchen with center-island and top of

  Alicja Bohmrich Houlihan Lawrence Inc.

  94 Hirst Rd, Briarcliff Manor, NY 10510
• 

  Est $394,000 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  16 Rockledge Ave Unit 6J2, Ossining, NY 10562

  16 Rockledge Ave Unit 6J2, Ossining, NY 10562
• 

  

  /40

  $510,000

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft

  16 Rockledge Ave Unit 3E1, Ossining, NY 10562

  Welcome to Scarborough Manor, a premier Hudson River co-op community in Ossining offering resort-style amenities and spacious living. This rare three-bedroom, two-bath apartment in Building 1 spans 2,050 sq ft—one of the largest layouts in the complex—and is just minutes from the Scarborough Metro-North station.The oversized living room opens to a private terrace with Hudson River views,

  Marcia Sousa Weichert Realtors

  16 Rockledge Ave Unit 3E1, Ossining, NY 10562
• 

  $215,000 Sold Sep 03, 2025

  • 900 Sq Ft
  • $239/SF
  • 34 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1962

  133 S Highland Ave Unit B4, Ossining, NY 10562

  Highland Terrace is a pet friendly complex with assigned parking, an outdoor pool, & basketball court for its residents to enjoy. This sunny, well maintained second floor unit features an updated kitchen with granite counters, new LED lights, stainless appliances, glass tile backsplash, and an open window to Living/Dining Room. Spacious living room with hardwood floor and crown molding. Updated

  Mark Seiden Mark Seiden Real Estate Team

  133 S Highland Ave Unit B4, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,298 Sq Ft

  506 Kemeys Cove Unit 506, Ossining, NY 10562

  506 Kemeys Cove Unit 506, Ossining, NY 10562
• 

  

  /37

  $650,000

  • 4 Beds
  • 2 Baths
  • 2,049 Sq Ft

  7 Birchbrook Rd, Ossining, NY 10562

  PRICED TO SELL!!! THIS ONE WON'T LAST!!! Welcome to this charming cape with 4 bedroom and 2 full bathroom home with open yard located in the heart of Ossining, New York. The home features a living room, a kitchen, a family room, dining room. There are four well-appointed bedrooms, providing flexibility for family, guests, or a home office and two full bathrooms add ease and functionality for

  John Buoninfante Real Broker NY LLC

  7 Birchbrook Rd, Ossining, NY 10562
• 

  $625,000 Sold Sep 02, 2025

  • 1,692 Sq Ft
  • $369/SF
  • 18 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1963

  7 Fuller Rd, Ossining, NY 10562

  Bright and airy 4-bedroom split ranch in an unbeatable location! Filled with natural light, this sunlit home features skylights, central A/C, and a spacious fenced-in backyard—ideal for relaxing or entertaining. Enjoy a true walk-to-all lifestyle with top-rated schools, Nelson Park, shops, the year-round farmers market, and Westchester Community Theatre all nearby. Just minutes from public

  Amy Dmytryshyn Corcoran Legends Realty

  7 Fuller Rd, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  123 S Highland Ave Unit B5, Ossining, NY 10562

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

  

  /46

  $1,049,000

  • 4 Beds
  • 3 Baths
  • 3,147 Sq Ft

  155 Revolutionary Rd, Briarcliff Manor, NY 10510

  Mid-Century Modern elegance meets cottage-core charm in this architecturally distinctive cedar home, tucked away in a serene enclave just off the Hudson River. Designed with timeless detail and expanded in 1985 by award-winning architect Don Reiman, the residence is filled with striking architectural moments—sunken living room with fireplace, soaring ceilings, walls of windows, and a stunning

  James Mulvey Jr. Houlihan Lawrence Inc.

  155 Revolutionary Rd, Briarcliff Manor, NY 10510
• 

  $625,000 Sold Sep 02, 2025

  • 1,475 Sq Ft
  • $424/SF
  • 26 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1985

  233 Woods Brooke Cir, Ossining, NY 10562

  Highest and best offers requested by end of day 7/2/25. Don't hesitate on this opportunity! This is a beautiful, move-in ready, condo in the sought after subdivision of The Woods. Enjoy the tranquility of this community while still being conveniently located to everything you need. No need to worry about any costly updates as this condo has a new roof (2024), all new energy efficient mechanicals,

  Carl Baker Ball Property Management LLC

  233 Woods Brooke Cir, Ossining, NY 10562
• 

  Est $952,939 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 2,715 Sq Ft

  45 Mystic Dr, Ossining, NY 10562

  45 Mystic Dr, Ossining, NY 10562
• 

  

  /38

  $1,100,000

  • 3 Beds
  • 2.5 Baths
  • 2,860 Sq Ft

  3 Holbrook Rd, Briarcliff Manor, NY 10510

  Behind stately iron gates on a quiet, tree-lined street in the heart of Briarcliff Manor, a remarkable home awaits—steeped in history, wrapped in charm, and gracefully updated for modern living. Originally built in 1897 as part of the historic Macy Estate, this enchanting Tudor-style Gate House offers a rare blend of vintage character and contemporary comfort across approx 2,800 square feet of

  Kathryn Weinberger Compass Greater NY, LLC

  3 Holbrook Rd, Briarcliff Manor, NY 10510
• 

  $2,500,000 Sold Sep 02, 2025

  • 6,080 Sq Ft
  • $411/SF
  • 15 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1956

  652 Long Hill Rd W, Briarcliff Manor, NY 10510

  Tucked away on 2 private, beautifully landscaped acres in the sought-after Briarcliff Manor school district, this exceptional mid-century modern retreat offers the perfect blend of design, comfort, and functionality. The property boasts a resurfaced saltwater pool, perennial gardens, a tranquil koi pond, and a sprawling backyard with space for a potential tennis court. Step inside the

  Jennifer Fischman Houlihan Lawrence Inc.

  652 Long Hill Rd W, Briarcliff Manor, NY 10510
• 

  Est $495,450 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  1210 Eagle Bay Dr, Ossining, NY 10562

  1210 Eagle Bay Dr, Ossining, NY 10562

Showing Results 161 - 200, Page 5 of 18