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Ossining
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...
- 1029548 MLS
- ACTIVE Status
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...
- 7 Beds
- 6 Baths
- 1012192 MLS
- ACTIVE Status
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...
- 10 Beds
- 6 Baths
- 999615 MLS
- ACTIVE Status
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...
- 7 Beds
- 7 Baths
- 942815 MLS
- ACTIVE Status
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...
- 4 Beds
- 4 Baths
- 1002298 MLS
- ACTIVE Status
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...
- 834077 MLS
- ACTIVE Status
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...
- 4 Beds
- 4 Baths
- 933442 MLS
- ACTIVE Status
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 ...
- 9 Beds
- 8 Baths
- 1005133 MLS
- ACTIVE Status
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...
- 2 Beds
- 2 Baths
- 1023302 MLS
- ACTIVE Status
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...
- 6 Beds
- 4 Baths
- 1013182 MLS
- ACTIVE Status
Mixed-use investment opportunity in the heart of Ossining! This commercial property features a restaurant space plus two residential apartments, offering excellent income...
- 1002207 MLS
- ACTIVE Status
This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proxim...
- 5 Beds
- 3 Baths
- 977120 MLS
- ACTIVE Status
Welcome to this beautifully renovated Dutch Colonial, where timeless charm meets modern comfort and breathtaking Hudson River views create an unforgettable setting. Thoug...
- 4 Beds
- 3 Baths
- 1023043 MLS
- ACTIVE Status
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...
- 1008929 MLS
- ACTIVE Status
Welcome to 39 Park Drive, a beautifully updated Colonial nestled on a quiet cul-de-sac. Set on .74 private acres, this move-in ready 4-bedroom, 2.5-bath home offers 2,36...
- 4 Beds
- 3 Baths
- 1033661 MLS
- COMING SOON Status
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...
- 3 Beds
- 3 Baths
- 1022746 MLS
- ACTIVE Status
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...
- 4 Beds
- 3 Baths
- 1023457 MLS
- ACTIVE Status
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 ...
- 4 Beds
- 3 Baths
- 1019889 MLS
- ACTIVE Status
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 ...
- 960067 MLS
- ACTIVE Status
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...
- 3 Beds
- 2 Baths
- 1011357 MLS
- ACTIVE Status
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...
- 4 Beds
- 3 Baths
- 1027151 MLS
- ACTIVE Status
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...
- 2 Beds
- 2 Baths
- 996003 MLS
- ACTIVE Status
Offered for the first time in over 60 years and a rare opportunity to own a piece of history! This historic mid-nineteenth century farmhouse sits on 1.3 private acres bo...
- 4 Beds
- 2 Baths
- 1033351 MLS
- COMING SOON Status
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...
- 3 Beds
- 3 Baths
- 888472 MLS
- ACTIVE Status
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...
- 3 Beds
- 2 Baths
- 1021208 MLS
- ACTIVE Status
Beautifully maintained TWO FAMILY DUPLEX in the cherished, historic Sparta district! Each 1000 sq. foot apartment features two bedrooms, one updated bathroom, living room...
- 4 Beds
- 2 Baths
- 1011605 MLS
- ACTIVE Status
Well-maintained two-unit property in the heart of Ossining, fully renovated in 2020 and offering a strong combination of space, convenience, and versatility. The building...
- 5 Beds
- 2 Baths
- 1013271 MLS
- ACTIVE Status
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 ...
- 3 Beds
- 2 Baths
- 985026 MLS
- ACTIVE Status
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...
- 4 Beds
- 3 Baths
- 1023097 MLS
- ACTIVE Status
Welcome to this well maintained 2-bedroom 2.5 bathroom end-unit townhouse in the Woods where comfort, space and easy-living come together. Freshly painted throughout and ...
- 2 Beds
- 3 Baths
- 939652 MLS
- ACTIVE Status
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...
- 3 Beds
- 2 Baths
- 1013329 MLS
- ACTIVE Status
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...
- 4 Beds
- 2 Baths
- 1021344 MLS
- ACTIVE Status
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...
- 3 Beds
- 1 Baths
- 1011590 MLS
- ACTIVE Status
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...
- 3 Beds
- 3 Baths
- 1013828 MLS
- ACTIVE Status
Freshly refurbished and move-in ready, individually owned, Professional Condo! This prime first-floor two unit professional suite, formerly two separate adjacent medical ...
- 1029679 MLS
- ACTIVE Status
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...
- 3 Beds
- 1 Baths
- 1025170 MLS
- ACTIVE Status
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...
- 3 Beds
- 1 Baths
- 978657 MLS
- ACTIVE Status
Discover your dream home at 93 Bridle Path Road, nestled within the highly sought after Fox Hill Condominiums in Ossining, NY. This charming 2 level townhouse features a ...
- 1 Beds
- 2 Baths
- 1030990 MLS
- ACTIVE Status
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...
- 3 Beds
- 2 Baths
- 1024303 MLS
- ACTIVE Status
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...
- 2 Beds
- 2 Baths
- 1006040 MLS
- ACTIVE Status
Welcome to Scarborough Manor, A Co-Op That Offers The Perfect Balance Of Tranquility And Convenience. This Fifth-Floor Beauty Offers A Rare Opportunity To Reside In A Ser...
- 2 Beds
- 2 Baths
- 967391 MLS
- ACTIVE Status
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...
- 1 Beds
- 1 Baths
- 1025908 MLS
- ACTIVE Status
Welcome to 150 Charter Circle! A beautiful two-bedroom, one-bath Townhouse-style Co-op in the sought after High Meadow Complex. This desirable co-op features private easy...
- 2 Beds
- 1 Baths
- 1031248 MLS
- ACTIVE Status
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...
- 2 Beds
- 1 Baths
- 1013780 MLS
- ACTIVE Status
Last AO fell thru. Fully available as of 7/31. Welcome to Highland Terrace, a desirable co-op community in the heart of Ossining. This 2-bedroom, 1.5-bath residence offer...
- 2 Beds
- 2 Baths
- 1021738 MLS
- ACTIVE Status
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...
- 1013829 MLS
- ACTIVE Status
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. ...
- 1 Beds
- 1 Baths
- 1024369 MLS
- ACTIVE Status
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 ...
- 1 Beds
- 1 Baths
- 1027696 MLS
- ACTIVE Status
Welcome to The Parkview! This large studio at 117 South Highland Avenue lives like a one-bedroom, with a separate room comfortably fitting a full-size bed. The kitchen wa...
- 1 Baths
- 1031793 MLS
- ACTIVE Status
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.
Ossining NY Real Estate
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Living in Ossining NY
Population (2010 census): 37,674
Median Age: 39.9
Median Income: $82,037
% of Population with Bachelor's Degree or Higher: 44.1%
% Households with Children Under 18: 36.1%
Ossining is a town in Northern Westchester. It includes the Village of Ossining and portion of the Village of Briarcliff Manor.
The town of Ossining was originally called Sing Sing, which is also the name of the infamous maximum-security prison that, which it housed. In 1901, local officials changed the town name to Ossining to put some distance between itself and the notorious prison.
Partly due to the bad reputation of the prison, and the general trend of the decline of small towns in the mid 1900s, Ossining went through a slow descent. That is until the recent resurgence, where new shops and restaurants are opening in the downtown shopping area.
There are several qualities attracting new residents to Ossining now. It is more racially diverse than many of the Northern Westchester towns, making it a far more culturally interesting place to live. Lastly, you will find waterfront views and lots of hiking and nature activities in the surrounding areas.
There are 6 town parks in Ossining. The Louis Engel Waterfront Park, next to the Metro North train station, offers a playground, picnic tables and riverfront activities like boating and fishing. In total, the town maintains more than 130 acres of parkland, that provides sports fields, playgrounds, fishing and hiking facilities.
The Ossining Public Library went through an ambitious building plan with a new 48,000 square foot building. The new library opened in 2007, and added many new services including a 250-seat theater, an art gallery, and a cafe. T
Ossining Commute
Ossining is approximately 30 miles North of New York City. The Metro North Station is walkable from downtown along the waterfront. The train ride from Ossining to New York City takes about 42 minutes. Driving wise, Ossining is easily accessible to Routes 9 and 9A, the NY State Thruway, and the Bronx River parkway.
Ossining Schools
Students in Ossining go to schools at the Ossining Union Free School District. A small portion go to the Briarcliff Manor School District.
Please visit our Westchester School Districts page to find out more about all the school districts in the county.
Ossining Real Estate
There is a host of housing options in Ossining, from large homes in Briarcliff Manor to the homes close to downtown that are walkable to shops and the metro north station.
42.8% of the homes in Ossining are detached single family homes, and 10.9% are attached single family homes. You will also find apartments and condos, co-ops. 62.4% of the homes are owner occupied, and 37.6% are being rented.
In 2014, there were 177 single family homes sold according to the Hudson Gateway MLS. The median sales price was $430,000 and the average days on market was 116 days. 75 condos were sold at a median sales price of $375,000, and 37 coops were sold at a median sales price of $100,000.
Ossining NY Links
The town of Ossining: www.townofossining.com
The Village of Ossining: www.villageofossining.org
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