Ossining, NY Homes

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  /38

  $1,950,000

  • 4 Beds
  • 2.5 Baths
  • 3,096 Sq Ft

  179 River Rd, Briarcliff Manor, NY 10510

  Stately, 4-bedroom Colonial with Hudson River views, ideally set on a level 2/3-acre property with exceptional curb appeal. Located within the desirable walk-to-train Scarborough neighborhood , this home offers a seamless blend of timeless architecture and modern convenience—perfectly suited for today’s Westchester lifestyle. Spanning approximately 3,500 square feet, the residence features

  Betsey Relyea Houlihan Lawrence Inc.

  179 River Rd, Briarcliff Manor, NY 10510
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  /33

  $3,500 Per Month

  • 1 Bed
  • 1.5 Baths
  • 956 Sq Ft
  • Condo for Rent

  333 N State Rd Unit 25, Briarcliff Manor, NY 10510

  Welcome to Copley court! This fully furnished spacious first floor unit has wood-type flooring throughout, central air conditioning, and a huge balcony with sliding glass doors off both the living room and bedroom. There is an en-suite full bath as well as a half bath. The bed has a new mattress and bedding, including new pillows and sheets. A washer and dryer are located off the half bath. The

  Mariana Forsea Coldwell Banker Realty

  333 N State Rd Unit 25, 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 $587,574

  Not Listed For Sale

  223 Horseshoe Cir, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,592 Sq Ft
  • Built 1986

  223 Horseshoe Cir, Ossining, NY 10562

  Last Sold Summary

  • 1% Above List Price
  • $366/SF
  • 22 Days On Market

  • Last Sold Price $582,000
  • Feb 06, 2025

  Last Listing Agent Angela Schuler William Raveis Real Estate
• 

  

  

  /48

  $1,650,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 4,124 Sq Ft

  121 Law Rd, Briarcliff Manor, NY 10510

  Beautiful, updated contemporary home set back on over 1.2 acres on a residential street with winter Hudson River views. Fabulous renovated Eat-in-Kitchen with door to Screened-in Porch and open to Family Room with SGD to a Trex Deck (2017). Easy living with a first floor Primary Suite, main floor laundry room with side entrance, a walk-out Lower Level with additional Bedroom/Bathroom Suite:

  Susan Strawgate Code Houlihan Lawrence Inc.

  121 Law Rd, 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
• 

  $650,000

  Sold Sep 25, 2025

  6 Agate Ave, Ossining, NY 10562

  • 6 Beds
  • 2 Baths
  • 2,243 Sq Ft
  • Built 1897

  Last Sold Summary

  • 8% Above List Price
  • $290/SF
  • 41 Days On Market

  Current Estimated Value $668,329

  Last Listing Agent JoElla Deliberto Houlihan Lawrence Inc.

  6 Agate Ave, Ossining, NY 10562
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  Not Listed For Sale

  316 Kemeys Ave, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 1974

  316 Kemeys Ave, Briarcliff Manor, NY 10510

  Last Sold Summary

  • $340/SF
  • 33 Days On Market

  • Last Sold Price $510,000
  • Aug 29, 2023

  Last Listing Agent Elyse Pace Berkshire Hathaway Home Services
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  /39

  $1,995,000

  • 14 Beds
  • 7.5 Baths
  • 15,000 Sq Ft

  139 Scarborough Rd, Briarcliff Manor, NY 10510

  A special opportunity to own and continue the story of a living piece of history. This magnificent 15,000 SF estate, set on 8 pristine acres, was built as the private residence for Walter Law, the founder of Briarcliff Manor and a titan of industry at the turn of the 20th century. The moment you enter the grounds you instantly feel the grandeur and charm of the property. A sweeping driveway

  Jamey Gelardi Houlihan Lawrence Inc.

  139 Scarborough Rd, Briarcliff Manor, NY 10510
• 

  

  /23

  $7,250 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,587 Sq Ft
  • House for Rent

  74 Edgewood Rd, Ossining, NY 10562

  A rare rental opportunity for a totally renovated home with a renovated large eat-in kitchen, all new appliances, new baths, and refinished hardwood floors throughout. Additionally, there is a newer roof and newer driveway. Patio & oversized new deck with stairs to backyard. 2 car attached garage with ample parking. Enjoy stress free living in this quiet manicured lawn neighborhood which is

  Danae Richards William Raveis-New York, LLC

  74 Edgewood Rd, Ossining, NY 10562
• 

  $510,000

  Sold May 12, 2026

  312A Spring St, Ossining, NY 10562

  • 4 Beds
  • 3.5 Baths
  • 3,687 Sq Ft
  • Built 2004

  Last Sold Summary

  • 7% Below List Price
  • $138/SF
  • 91 Days On Market

  Current Estimated Value $931,245

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  312A Spring St, Ossining, NY 10562
• 

  Est $487,202

  Not Listed For Sale

  19 Lincoln Place Unit 31, Ossining, NY 10562

  • 2 Beds
  • 1.5 Baths
  • 1,250 Sq Ft
  • Built 1966

  19 Lincoln Place Unit 31, Ossining, NY 10562

  Last Sold Summary

  • 4% Above List Price
  • $376/SF
  • 27 Days On Market

  • Last Sold Price $470,000
  • Mar 07, 2025

  Last Listing Agent Patti Kolman ERA Insite Realty Services
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  /46

  $1,150,000

  $50K 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
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  /34

  $5,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft
  • House for Rent

  280 N State Rd, Briarcliff Manor, NY 10510

  Tucked just moments from the heart of Briarcliff Manor, this inviting 3-bed, 2 full bath & office rental offers the perfect blend of convenience and charm. Enjoy easy access to local shops, dining, parks, and the train, all while coming home to a peaceful residential setting. Inside, the home features a bright and comfortable layout with well-proportioned living spaces, ideal for both everyday

  Itai Rubin Houlihan Lawrence Inc.

  280 N State Rd, Briarcliff Manor, NY 10510
• 

  $799,000

  Sold Sep 24, 2025

  1002 Kitchawan Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 2,067 Sq Ft
  • Built 1900

  Last Sold Summary

  • $387/SF
  • 45 Days On Market

  Current Estimated Value $810,132

  Last Listing Agent Joanne Debellis Debellis Real Estate LLC

  1002 Kitchawan Rd, Ossining, NY 10562
• 

  Est $641,771

  Not Listed For Sale

  226 Woods Brooke Cir, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,885 Sq Ft
  • Built 1983

  226 Woods Brooke Cir, Ossining, NY 10562

  Last Sold Summary

  • 4% Above List Price
  • $326/SF
  • 109 Days On Market

  • Last Sold Price $615,000
  • Dec 26, 2024

  Last Listing Agent Catia Leon eXp Realty
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  /49

  $700,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,601 Sq Ft

  155 Club Ct, Ossining, NY 10562

  Welcome to this spacious and versatile 2-bedroom, 3-bathroom townhouse that lives like a 3-bedroom, offering flexibility to suit a variety of lifestyles.As you enter, the main level welcomes you with a grand living room featuring its own fireplace and sliding doors that lead to your deck—perfect for both everyday living and entertaining. The galley kitchen includes a cozy eat-in nook,

  Michael LaMorte eXp Realty

  155 Club Ct, Ossining, NY 10562
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  /13

  $3,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Apartment for Rent

  5 Brandreth St Unit 2B, Ossining, NY 10562

  Come see this bright, stylish 2BR Apartment in downtown Ossining! The unit is teeming with elegance and offers many great amenities, including Central Air, BIG Closets, and Hi-End Finishes. Just 48 minutes by Train to GCS, and Close to restaurants, recreation, and shopping! The apartment is on the 2nd floor and has lovely light quality and views from the bedrooms. Enjoy Hardwood Floors in

  Jenifer Ross eXp Realty

  5 Brandreth St Unit 2B, Ossining, NY 10562
• 

  $800,000

  Sold Jun 25, 2025

  5 Sleator Dr, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 2,001 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Above List Price
  • $400/SF
  • 27 Days On Market

  Current Estimated Value $817,553

  Last Listing Agent Bruce Banks Coldwell Banker Realty

  5 Sleator Dr, Ossining, NY 10562
• 

  Not Listed For Sale

  312 Saddle Trail, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,616 Sq Ft
  • Built 1986

  312 Saddle Trail, Ossining, NY 10562

  Last Sold Summary

  • $396/SF
  • 22 Days On Market

  • Last Sold Price $640,000
  • May 02, 2025

  Last Listing Agent Diane Silverman Keller Williams NY Realty
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  /37

  $918,000

  $172K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,990 Sq Ft

  81 Glendale Rd, Ossining, NY 10562

  Fully Available. Fantastic find for nature lovers seeking total stillness away form the City hustle and bustle, just a short 1 hr train ride from Manhattan! 14.5 wooded acres with beautiful stone outcroppings and a few clearings, suitable for chickens, goats and/or horses. The property has rustic outbuildings and walking paths that connect to Teatown trails. This home has large rooms with

  Helena Macintyre North Country Sothebys Int Rlt

  81 Glendale Rd, Ossining, NY 10562
• 

  

  /23

  $2,300 Per Month

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

  40 S Highland Ave Unit 14, Ossining, NY 10562

  Discover a charming and spacious duplex in the heart of Ossining, where modern updates meet timeless appeal. This inviting 1-bedroom home features beautifully refinished hardwood floors, fresh neutral tones, and ample storage throughout.The upper level offers a generously sized bedroom complete with a Juliet balcony, walk-in closets, and a tastefully updated bathroom, creating a comfortable

  Alana Ciuffetelli Julia B Fee Sothebys Int. Rlty

  40 S Highland Ave Unit 14, Ossining, NY 10562
• 

  $120,000

  Sold Feb 20, 2026

  5-7 Hill St, Ossining, NY 10562

  • Land
  • 4,356 Sq Ft
  • $1,200,000 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 97 Days On Market

  Last Listing Agent Greg Kane Kane & Associates

  5-7 Hill St, Ossining, NY 10562
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  Est $496,415

  Not Listed For Sale

  214 Horseshoe Cir, Ossining, NY 10562

  • 1 Bed
  • 1.5 Baths
  • 1,141 Sq Ft
  • Built 1986

  214 Horseshoe Cir, Ossining, NY 10562

  Last Sold Summary

  • 1% Above List Price
  • $429/SF
  • 57 Days On Market

  • Last Sold Price $490,000
  • Feb 03, 2025

  Last Listing Agent Lynn Harmonay North Country Sothebys Int Rlt
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  /36

  $1,185,000

  Open Sat 12PM - 2PM $65K PRICE DROP

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

  24 Beechwood Way, Briarcliff Manor, NY 10510

  One of the first Beechwood townhouses to come to market since 2023, this pondfront residence offers a rare opportunity to own within one of the area’s most coveted communities. Set directly on the pond with seasonal Hudson River views, the home pairs natural beauty with everyday convenience. A private outdoor patio overlooking the water creates a true extension of the living space, ideal for

  Alexandra Shaw Corcoran Legends Realty

  24 Beechwood Way, Briarcliff Manor, NY 10510
• 

  $635,000

  Sold Apr 07, 2026

  5 Robert Rinaldi Ln, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,344 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Above List Price
  • $472/SF
  • 11 Days On Market

  Last Listing Agent Ciara Walsh Houlihan Lawrence Inc.

  5 Robert Rinaldi Ln, Ossining, NY 10562
• 

  Est $1,018,080

  Not Listed For Sale

  25 Briarbrook Dr, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3.5 Baths
  • 3,007 Sq Ft
  • Built 2001

  25 Briarbrook Dr, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 3% Below List Price
  • $349/SF
  • 15 Days On Market

  • Last Sold Price $1,050,000
  • Jan 28, 2025

  Last Listing Agent Renata Douglass Houlihan Lawrence Inc.
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  /41

  $439,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  9 Briarcliff Dr S Unit 16, Ossining, NY 10562

  Opportunity awaits in the reputable Briarcliff Woods Development in Ossining, where space, light, and an exceptional layout set the stage for your vision. This spacious 3-bedroom, 2-bath condominium is thoughtfully designed to meet your lifestyle needs, offering a wealth of opportunities to personalize and transform it into your dream home. As you step inside, you're greeted by an expansive

  Lisa DaRos Houlihan Lawrence Inc.

  9 Briarcliff Dr S Unit 16, Ossining, NY 10562
• 

  $1,860,000

  Sold Dec 15, 2025

  39 Admiral Wordens Ln, Briarcliff Manor, NY 10510

  • 4 Beds
  • 5.5 Baths
  • 4,500 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Above List Price
  • $413/SF
  • 45 Days On Market

  Current Estimated Value $1,907,722

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  39 Admiral Wordens Ln, Briarcliff Manor, NY 10510
• 

  Est $684,572

  Not Listed For Sale

  241 Woods Brooke Cir, Ossining, NY 10562

  • 2 Beds
  • 3.5 Baths
  • 1,950 Sq Ft
  • Built 1984

  241 Woods Brooke Cir, Ossining, NY 10562

  Last Sold Summary

  • 7% Above List Price
  • $328/SF
  • 11 Days On Market

  • Last Sold Price $640,000
  • Jan 11, 2024

  Last Listing Agent Andrea O'Brien Douglas Elliman Real Estate
• 

  

  /33

  $475,900

  Pending

  • 1 Bed
  • 2 Baths
  • 1,233 Sq Ft

  806 Eagle Bay Dr, Ossining, NY 10562

  Welcome to beautiful Eagle Bay, a gated community along the Hudson River in Ossining. Enjoy nature from your private balcony yet be minutes from the train and shopping. Unit has seasonal river views and privacy as well as a deeded garage and storage. Hardwood floors throughout with updated kitchen and baths as well as a full staircase to an amazing loft with full bath that can be used as a second

  Mary Ellen Bickler Keller Williams NY Realty

  806 Eagle Bay Dr, Ossining, NY 10562
• 

  $199,900

  Sold Apr 15, 2026

  135 - 6 Highland Ave S Unit D1, Ossining, NY 10562

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

  Last Sold Summary

  • 5% Below List Price
  • $297/SF
  • 203 Days On Market

  Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

  135 - 6 Highland Ave S Unit D1, Ossining, NY 10562
• 

  Est $480,028

  Not Listed For Sale

  302 Eagle Bay Dr, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1982

  302 Eagle Bay Dr, Ossining, NY 10562

  Last Sold Summary

  • 11% Above List Price
  • $346/SF
  • 35 Days On Market

  • Last Sold Price $431,800
  • Jul 25, 2023

  Last Listing Agent Kimberly Nicosia Houlihan Lawrence Inc.
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  /33

  $899,222

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,551 Sq Ft

  1 Noel Dr, Ossining, NY 10562

  Sprawling Cape Cod style home with first floor primary suite on a fabulous, private setting. Kitchen has stainless appliances and stone counters, formal dining room has large bay window looking out at the fenced-in property, and living room has high ceilings and a fireplace. Sun Room off the kitchen has 3 skylights and the covered patio off the kitchen overlooks the lush landscaping, backing up

  Mark Seiden Mark Seiden Real Estate Team

  1 Noel Dr, Ossining, NY 10562
• 

  $660,000

  Sold Jul 23, 2025

  73 Pine Ave, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Below List Price
  • $268/SF
  • 14 Days On Market

  Current Estimated Value $697,198

  Last Listing Agent Howard Payson RE/MAX Town & Country

  73 Pine Ave, Ossining, NY 10562
• 

  Est $545,308

  Not Listed For Sale

  28 Spring Pond Dr, Ossining, NY 10562

  • 1 Bed
  • 1.5 Baths
  • 1,753 Sq Ft
  • Built 1985

  28 Spring Pond Dr, Ossining, NY 10562

  Last Sold Summary

  • 7% Above List Price
  • $290/SF
  • 15 Days On Market

  • Last Sold Price $509,000
  • Apr 10, 2024

  Last Listing Agent Gay Marglin Houlihan Lawrence Inc.
• 

  

  /34

  $1,150,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 2,621 Sq Ft

  28 Barnes Rd, Ossining, NY 10562

  Introducing ROCKDALE c. 1830 — a one-of-a-kind, captivating 5-bedroom historic Colonial farmhouse and barn set on 1.32 bucolic acres. The perfect full-time residence or weekend retreat for those who seek charm, originality, and significance. Proudly listed on the New Castle Historic Registry, this quintessential landmark is rich in history and character. Beautifully situated on a quiet country

  Cindy Glynn Compass Greater NY, LLC

  28 Barnes Rd, Ossining, NY 10562
• 

  $199,999

  Sold Oct 21, 2025

  360 N State Rd Unit 2 I, Ossining, NY 10510

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1950

  Last Sold Summary

  • $250/SF
  • 18 Days On Market

  Last Listing Agent Loretta Fleming Chiavetta Coldwell Banker Realty

  360 N State Rd Unit 2 I, Ossining, NY 10510
• 

  Est $635,668

  Not Listed For Sale

  302 Chase Ct, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,601 Sq Ft
  • Built 1986

  302 Chase Ct, Ossining, NY 10562

  Last Sold Summary

  • $397/SF
  • 62 Days On Market

  • Last Sold Price $635,000
  • Apr 07, 2025

  Last Listing Agent David Wenzel Century 21 Alliance Realty Grp
• 

  

  /50

  $749,000

  Open Sat 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,938 Sq Ft

  6 Spring Pond Dr, Ossining, NY 10562

  Welcome to 6 Spring Pond Drive—an upgraded and inviting unit lovingly cared for by its original owners for nearly four decades. Tucked into the sought-after Spring Pond community, this bright and airy home blends thoughtful updates with exceptional outdoor space and a layout that lives comfortably and intuitively. Inside you find an open main level featuring engineered wood flooring, abundant

  Daniel Berger RE/MAX Prestige Properties

  6 Spring Pond Dr, Ossining, NY 10562

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