Ossining Real Estate for Sale Search
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Ossining Real Estate for Sale
Welcome to 61 Underhill! Expanded in approximately 2008, this spacious home offers far more space than first meets the eye. The substantial rear addition nearly doubled t...
- ACTIVE Status
- 4 Beds
- 3 Baths
- 1023457 MLS
Listing courtesy of Listing Agent: James W. Schunk (James.Schunk@SRGgo.com) from Listing Office: Schunk Realty Group.
Freshly refurbished and move-in ready, individually owned, Professional Condo! This prime first-floor two unit professional suite, formerly two separate adjacent medical ...
- ACTIVE Status
- 1029679 MLS
Listing courtesy of Listing Agent: Clayton C. Livingston (reccljr@gmail.com) from Listing Office: McGrath Premier Real Estate.
An exceptional investment opportunity at 37 Old Albany Post Road in Ossining, New York, featuring three industrial buildings situated on a spacious 1.9416-acre lot. The p...
- ACTIVE Status
- 1029548 MLS
Listing courtesy of Listing Agent: Jason Horowitz (jason@triforcecre.com) from Listing Office: Triforce Commercial RE LLC.
It's oh so quiet. This High Meadows top floor one bedroom, one bath is fresh and ready to go. Hard wood floors throughout, A sun filled living room with dining nook, new ...
- ACTIVE Status
- 1 Beds
- 1 Baths
- 1027696 MLS
Listing courtesy of Listing Agent: Ali Alvarez (aalvarez@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Don't miss this opportunity to own a charming owner occupied only two family home full of character, situated on a beautiful corner lot with a welcoming front porch, grea...
- ACTIVE Status
- 4 Beds
- 3 Baths
- 1027151 MLS
Listing courtesy of Listing Agent: Jo Ann Reilly (joann.reilly@juliabfee.com) from Listing Office: Julia B Fee Sothebys Int. Rlty.
This adorable Ossining Schools gem awaits new owners to provide personal touches and TLC. It boast a welcoming entry leading to living room with charming details includin...
- ACTIVE Status
- 2 Beds
- 2 Baths
- 1006040 MLS
Listing courtesy of Listing Agent: Teresa C. Keys (GetYourNewKeys@gmail.com) from Listing Office: Keller Williams Realty Group.
Legal two-family Colonial tucked away on large cul-de-sac adjacent to Ossining's historic Sparta community. Originally built as a two-family (not a conversion), the home ...
- ACTIVE Status
- 4 Beds
- 3 Baths
- 1027201 MLS
Listing courtesy of Listing Agent: Eric Schatz (mrossining@gmail.com) from Listing Office: Schatz Realty Group.
Welcome home to this beautifully maintained 4-bedroom, 2-bath Cape Cod nestled in one of the desirable Hudson Valley River towns. Combining classic charm with everyday co...
- ACTIVE Status
- 4 Beds
- 2 Baths
- 1021344 MLS
Listing courtesy of Listing Agent: Janet Brand (jbrand@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Charm meets flexibility in this rare Ossining find! A legal mother-daughter bungalow ranch that feels like a secret waiting to be discovered! Tucked back from the road am...
- ACTIVE Status
- 4 Beds
- 3 Baths
- 1023097 MLS
Listing courtesy of Listing Agent: Heather A. Bouza (heather.bouza@compass.com) from Listing Office: Compass Greater NY, LLC.
Welcome to this beautiful 4 bedroom, 2 full bath, 1 half bath home offering stunning water views and views of the Hudson River and Mario M. Cuomo bridge. Thoughtfully des...
- ACTIVE Status
- 4 Beds
- 3 Baths
- 1026827 MLS
Listing courtesy of Listing Agent: Guadalupe Mendoza (gm@semperhomeny.com) from Listing Office: Semper Home Real Estate, LLC.
This lovingly maintained, one level home offers the ideal location- so convenient to all and a beautiful level backyard....You will be impressed with the very private out...
- ACTIVE Status
- 3 Beds
- 1 Baths
- 1025170 MLS
Listing courtesy of Listing Agent: Maureen Connolly (maureen.connolly@cbmoves.com) from Listing Office: Coldwell Banker Realty.
Welcome to Eagle Bay, a sought-after gated community overlooking the Hudson River in Ossining. This beautiful 1st floor unit is freshly painted and offers the perfect co...
- ACTIVE Status
- 1 Beds
- 1 Baths
- 1025908 MLS
Listing courtesy of Listing Agent: Jason Kerwar (info@thekerwarteam.com) from Listing Office: William Raveis Real Estate.
Welcome to this beautifully maintained, pet-friendly 1-bedroom co-op in desirable Ossining, offering the perfect blend of comfort, convenience, and a rare private patio. ...
- ACTIVE Status
- 1 Beds
- 1 Baths
- 1024369 MLS
Listing courtesy of Listing Agent: Jose Cruz (jose.cruz@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Some homes are simply built. Others are designed to change the way you experience nature. This extraordinary 1956 residence by renowned architect David Henken, one of Fra...
- ACTIVE Status
- 2 Beds
- 2 Baths
- 1023302 MLS
Listing courtesy of Listing Agent: Diana Polack (diana@upstatecurious.com) from Listing Office: Compass Greater NY, LLC.
A true brick home in the Village of Ossining, offering beautiful sunset and river views, tremendous character, low taxes, and a location that’s hard to beat — just minute...
- ACTIVE Status
- 3 Beds
- 2 Baths
- 1024303 MLS
Listing courtesy of Listing Agent: Zef Camaj (hello@zefcamaj.com) from Listing Office: Real Broker NY LLC.
Set on a sprawling 1.41-acre lot with rolling lawn, this beautifully updated 3-bedroom, 1 full/2 half bath Raised Ranch offers the space and privacy that's hard to find s...
- ACTIVE Status
- 3 Beds
- 3 Baths
- 1024026 MLS
Listing courtesy of Listing Agent: Magdalena J. Konkola (mkonkola@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
This charming renovated farmhouse offers 3,000 sq ft of living space and is nestled at the very end of a quiet cul-de-sac providing exceptional privacy and adjacent to pr...
- ACTIVE Status
- 3 Beds
- 3 Baths
- 1022746 MLS
Listing courtesy of Listing Agent: Jamey Gelardi (jgelardi@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Welcome to this beautifully renovated Dutch Colonial, where timeless charm meets modern comfort and breathtaking Hudson River views create an unforgettable setting. Thoug...
- ACTIVE Status
- 4 Beds
- 3 Baths
- 1023043 MLS
Listing courtesy of Listing Agent: Wendy A. Holt (wholt@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Welcome to 39 Secor Road. Being sold strictly as-is and as a buy one get one with 37 Secor Road ( offered @ $85K CASH ONLY). You cannot pass on this deal. Get this rare i...
- ACTIVE Status
- 3 Beds
- 2 Baths
- 1021208 MLS
Listing courtesy of Listing Agent: Monica Cooper (monica@thdproperties.com) from Listing Office: THD Homes LLC.
Welcome to one of Ossining's most captivating homes, where breathtaking panoramic Hudson River views take center stage. Perfectly positioned on a quiet cul-de-sac in the ...
- ACTIVE Status
- 4 Beds
- 3 Baths
- 1019889 MLS
Listing courtesy of Listing Agent: David A. Thomsen (Davidthomsenrealty@gmail.com) from Listing Office: HomeSmart Homes & Estates.
Make every day, one of leisure and delight. Perched above the Hudson River, discover this impeccably maintained, spacious 3 bedroom, 2 full bath, at the highly coveted Sc...
- ACTIVE Status
- 3 Beds
- 2 Baths
- 1013329 MLS
Listing courtesy of Listing Agent: Suzanne Van Der Wilden (svanderwilden@rivertownsrealty.com) from Listing Office: BHHS River Towns Real Estate.
Why wait for vacation when you can enjoy a retreat-like lifestyle every day? This exceptional, fully renovated Colonial with farmhouse charm is a rare Sears Roebuck Kit H...
- ACTIVE Status
- 3 Beds
- 2 Baths
- 1011357 MLS
Listing courtesy of Listing Agent: Suzanne Lagle (slagle@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Beautifully maintained TWO FAMILY DUPLEX in the cherished, historic Sparta district! Each 1000 sq. foot apartment features two bedrooms, one updated bathroom, living room...
- ACTIVE Status
- 4 Beds
- 2 Baths
- 1011605 MLS
Listing courtesy of Listing Agent: Margaret Callaci (megc@corcoranlegends.com) from Listing Office: Corcoran Legends Realty.
Site plan approved subdivision on historic Somerstown road in Ossining. Three lots each with a beautiful building site being all sold together. Roughed in driveway will b...
- ACTIVE Status
- 1008929 MLS
Listing courtesy of Listing Agent: David Turner (davidturner@compass.com) from Listing Office: Compass Greater NY, LLC.
Opportunity knocks in the heart of Ossining. Best value home on the market right now!!! This 2-bedroom, 1-bath Colonial offers tremendous potential for investors, contra...
- ACTIVE Status
- 2 Beds
- 1 Baths
- 1013780 MLS
Listing courtesy of Listing Agent: Arya Rabinovits (rabinovitsa@gmail.com) from Listing Office: eRealty Advisors, Inc.
A tri-level gem, just minutes from downtown Ossining, this three bedroom home is perfect for those who need more space, but want less maintenance. Park either in the driv...
- ACTIVE Status
- 3 Beds
- 3 Baths
- 1013828 MLS
Listing courtesy of Listing Agent: Paul Leis (paul.leis@northcountrysir.com) from Listing Office: North Country Sothebys Int Rlt.
Build your vision on this vacant residential lot in the desirable Briarcliff Manor area. Offering a unique opportunity for builders, investors, or buyers looking to creat...
- ACTIVE Status
- 1013829 MLS
Listing courtesy of Listing Agent: Bryant Moran (bryantrealestateservices@gmail.com) from Listing Office: YourHomeSold Guaranteed Realty.
FULLY AVAILABLE as of 7-7-2026. Well-maintained two-unit property in the heart of Ossining, fully renovated in 2020 and offering a strong combination of space, convenien...
- ACTIVE Status
- 5 Beds
- 2 Baths
- 1013271 MLS
Listing courtesy of Listing Agent: Tana M. McGuire (Tana.McGuire@exprealty.com) from Listing Office: eXp Realty.
Built in 1870 and lovingly restored by its current owners, this Queen Anne Victorian at 28 Hamilton Avenue sits in the heart of Historic Ossining. Both yards are planted...
- ACTIVE Status
- 6 Beds
- 4 Baths
- 1013182 MLS
Listing courtesy of Listing Agent: Zoya Litinetskaya (zoya.litinetskaya@compass.com) from Listing Office: Compass Greater NY, LLC.
Old Dam Farm — A Rare Hudson Valley Legacy Set on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an u...
- ACTIVE Status
- 7 Beds
- 6 Baths
- 1012192 MLS
Listing courtesy of Listing Agent: Nancy Kennedy (nkennedy@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Welcome to this beautifully maintained vintage Colonial, ideally situated on a desirable corner lot in the heart of the village. Combining classic character with thoughtf...
- ACTIVE Status
- 3 Beds
- 1 Baths
- 1011590 MLS
Listing courtesy of Listing Agent: Mark J. Seiden (Offer@HomeMan.net) from Listing Office: Mark Seiden Real Estate Team.
Welcome to this beautiful triplex. Taxes do not reflect STAR. It’s a short distance to the Metro North train station and downtown Ossining with it’s restaurants, shops an...
- ACTIVE Status
- 3 Beds
- 3 Baths
- 1005194 MLS
Listing courtesy of Listing Agent: Peggy K. Wunderlich (pwunderlich@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Welcome to the peace and tranquility of Morningside Drive. Nestled in a highly desirable location, this well-maintained home offers expansive frontage, ensuring exception...
- ACTIVE Status
- 3 Beds
- 2 Baths
- 1008226 MLS
Listing courtesy of Listing Agent: Fatima B. Candiotti (fcandiotti@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
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 pr...
- ACTIVE Status
- 10 Beds
- 6 Baths
- 999615 MLS
Listing courtesy of Listing Agent: Hillary A. Landau (hillary.landau@compass.com) from Listing Office: Compass Greater NY, LLC.
Full of warmth, character, and timeless appeal, this charming colonial home offers a wonderful blend of classic details, comfortable living spaces, and an exceptional loc...
- ACTIVE Status
- 3 Beds
- 2 Baths
- 1001582 MLS
Listing courtesy of Listing Agent: Amanda Saraceno (ASaraceno@KW.com) from Listing Office: Keller Williams Realty Group.
Welcome to this beautifully maintained one-bedroom, one-bath co-op in the highly sought-after Highland Terrace complex in Ossining — where opportunities to own rarely bec...
- ACTIVE Status
- 1 Beds
- 1 Baths
- 1005870 MLS
Listing courtesy of Listing Agent: Tracie Tobacco (tap6@aol.com) from Listing Office: Coldwell Banker Realty.
Step into timeless elegance with this extraordinary mini estate in the heart of New Castle, just 45 minutes from New York City. Originally built in 1935 and thoughtfully ...
- ACTIVE Status
- 9 Beds
- 8 Baths
- 1005133 MLS
Listing courtesy of Listing Agent: Cathy DeBow (cathy.debow@raveis.com) from Listing Office: William Raveis Real Estate.
Mixed-use investment opportunity in the heart of Ossining! This commercial property features a restaurant space plus two residential apartments, offering excellent income...
- ACTIVE Status
- 1002207 MLS
Listing courtesy of Listing Agent: Tracy Salciccia (tracysal21@gmail.com) from Listing Office: ERA Insite Realty Services.
Set on two peaceful acres in the desirable New Castle area, this thoughtfully updated home offers a rare balance of privacy, space, convenience, and flexibility. Position...
- ACTIVE Status
- 4 Beds
- 3 Baths
- 1002953 MLS
Listing courtesy of Listing Agent: Derek J. Greene (office@thegreenerealtygroup.com) from Listing Office: Greene Realty Group.
Phase Two at Moradia is now offering a fabulous to-be-built new modern on Lot One. Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the cl...
- ACTIVE Status
- 4 Beds
- 4 Baths
- 1002298 MLS
Listing courtesy of Listing Agent: David Turner (davidturner@compass.com) from Listing Office: Compass Greater NY, LLC.
Property located at Snowden Avenue & Van Wyck Street. Site plan approval required. Zoning CDD allowing for a multifamily development possibly 48 units. Views of the Hudso...
- ACTIVE Status
- 834077 MLS
Listing courtesy of Listing Agent: Barry Synnott (barry.synnott@cbmoves.com) from Listing Office: Coldwell Banker Realty.
A Rare 200-Year-Old Log Cabin Sanctuary with Subdivision/Expansion Potential! Step back in time without sacrificing an ounce of modern comfort in this enchanting, hand...
- ACTIVE Status
- 2 Beds
- 2 Baths
- 996003 MLS
Listing courtesy of Listing Agent: Josephine B. O'Leary Weir (Josephine.Weir@juliabfee.com) from Listing Office: Julia B Fee Sothebys Int. Rlty.
This charming 3-bedroom, 2-bath home in the Village of Ossining, is a legal 2 family and is currently being used as a single family. Features include a small backyard, a ...
- ACTIVE Status
- 3 Beds
- 2 Baths
- 985026 MLS
Listing courtesy of Listing Agent: Jason Kerwar (info@thekerwarteam.com) from Listing Office: William Raveis Real Estate.
Income-producing duplex in a desirable location! Has 5 bedrooms and two baths total. 3 bedrooms 1 bath in one unit, 2 bedrooms 1 bath in second unit. This well-maintained...
- ACTIVE Status
- 3 Beds
- 1 Baths
- 978657 MLS
Listing courtesy of Listing Agent: Amarish Khan (amarishkhan@gmail.com) from Listing Office: Apollo Real Properties, Inc..
This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proxim...
- ACTIVE Status
- 5 Beds
- 3 Baths
- 977120 MLS
Listing courtesy of Listing Agent: Mary Stetson (mary@stetsonrealestate.com) from Listing Office: Stetson Real Estate.
Mixed use property in the Village of Ossining. Fully leased -Street level cafe with full Basement. Duplex residential unit above. 1600 SF. Fully renovated with natural ...
- ACTIVE Status
- 960067 MLS
Listing courtesy of Listing Agent: Rich Aponte (raponte@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Commercial.
Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked...
- ACTIVE Status
- 7 Beds
- 7 Baths
- 942815 MLS
Listing courtesy of Listing Agent: Dalia H. Valdes (dalia.valdes@juliabfee.com) from Listing Office: Julia B Fee Sothebys Int. Rlty.
Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is a brand-new community of to-be-built, hi...
- ACTIVE Status
- 4 Beds
- 4 Baths
- 933442 MLS
Listing courtesy of Listing Agent: David Turner (davidturner@compass.com) from Listing Office: Compass Greater NY, LLC.
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 a...
- ACTIVE Status
- 3 Beds
- 3 Baths
- 888472 MLS
Listing courtesy of Listing Agent: Helena Macintyre (helena.macintyre@sothebysrealty.com) from Listing Office: North Country Sothebys Int Rlt.
Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. ©2026 The Real Estate Board of New York, Inc. All rights reserved.
Ossining Real Estate for Sale
Ossining Homes for Sale: Hudson River Living in Westchester County
Nestled along the scenic Hudson River in Westchester County, Ossining offers an exceptional blend of historic charm, natural beauty, and modern convenience. This vibrant village presents Ossining homes for sale that cater to diverse lifestyles, from young professionals seeking easy Manhattan access to families drawn to excellent schools and community amenities. With its rich history dating back to Native American settlements and its evolution into a thriving residential community, Ossining represents some of the finest Ossining Westchester real estate opportunities in the region.
See Ossining Listings
Ossining Homes for Sale: Hudson River Living in Westchester County
Nestled along the scenic Hudson River in Westchester County, Ossining offers an exceptional blend of historic charm, natural beauty, and modern convenience. This vibrant village presents Ossining homes for sale that cater to diverse lifestyles, from young professionals seeking easy Manhattan access to families drawn to excellent schools and community amenities. With its rich history dating back to Native American settlements and its evolution into a thriving residential community, Ossining represents some of the finest Ossining Westchester real estate opportunities in the region.
Diverse Property Options in Ossining
The Ossining real estate market features an impressive variety of housing options to suit every preference and budget:
- Historic Victorian and Colonial homes with period details and modern updates
- Contemporary single-family residences with Hudson River views
- Charming condominiums and townhomes perfect for first-time buyers
- Luxury waterfront properties offering private river access
- Investment properties in walkable neighborhoods near transit
Ossining Real Estate Market Insights
The Ossining Westchester real estate market benefits from the village's strategic location just 30 miles north of Manhattan, making it highly desirable for commuters utilizing the Metro-North Railroad's Hudson Line. Properties near the Ossining train station command premium values due to the convenient 45-minute commute to Grand Central Terminal. The village's diverse neighborhoods, from the historic downtown area to the scenic Croton Point Park vicinity, offer distinct character and investment potential that continues to attract discerning buyers.
Essential Tips for Buying Ossining Homes
When searching for Ossining homes for sale, consider proximity to key amenities like the award-winning Ossining Union Free School District, which serves as a major draw for families. The village's revitalized downtown offers walkable access to restaurants, shops, and cultural venues, while outdoor enthusiasts appreciate easy access to the Old Croton Aqueduct Trail and Hudson River waterfront activities. Understanding Ossining's unique topography, with properties ranging from riverfront locations to elevated areas with panoramic views, helps buyers make informed decisions about long-term value and lifestyle preferences.
Your Ossining Real Estate Experience with Edify
Working with Edify Real Estate in Ossining means partnering with professionals who understand the nuances of Westchester County's competitive market. Our experienced agents provide comprehensive market analysis, neighborhood expertise, and personalized guidance throughout your home buying journey. From initial property searches to closing day coordination, we ensure you have the local knowledge and negotiation skills necessary to secure your ideal Ossining home in this desirable Hudson Valley community.
Ossining Real Estate Market Statistics
Stay ahead of the latest trends in Ossining's real estate market in Westchester. Edify Real Estate provides the insight, data, and local expertise you need to navigate buying or selling in Ossining with confidence. Contact us today for a personalized market report.
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Buy or Sell Ossining Real Estate with Confidence
Explore exceptional real estate opportunities in Ossining, Westchester and beyond with Edify Real Estate. Whether you're searching for your dream home, a modern condo, or preparing to sell your current property, our team brings sharp market insight, accurate valuations, and a refined negotiation strategy tailored to today's market.
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Edify Real Estate: Your Ossining Home Buying Experts
Edify Real Estate brings extensive knowledge of the Ossining market and deep connections throughout Westchester County to every client relationship. Our team understands what makes Ossining special – from the historic charm of the village center to the natural beauty of the Hudson River waterfront – and we leverage this expertise to help you find the perfect home. Whether you're drawn to Ossining's excellent schools, convenient Metro-North access, or the welcoming community atmosphere, we provide the local insights and professional guidance essential for successful real estate transactions.
Our commitment to Ossining extends beyond individual transactions to supporting the community we serve. We stay current on village developments, school district updates, and market trends that affect property values in Westchester County. When you choose Edify Real Estate for your Ossining home search, you gain advocates who are invested in your success and knowledgeable about everything from local zoning considerations to the best family-friendly neighborhoods. Let us help you discover why so many buyers choose to call Ossining home.