Ossining NY Real Estate & Homes for Sale

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Beds:
7
Baths:
7.00
Sq.Ft.:
5,502
Status:
Active
MLS#:
942815
Type:
Single Family
Lot size:
17.91 Acres
Year built:
1840
A broker reciprocity listing Courtesy: Julia B Fee Sothebys Int. Rlty 914-967-4600
View additional info

ADDITIONAL INFORMATION

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—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country setting less than an hour on the express train from NYC. The main residence features a warm and welcoming checkerbox marble foyer opening to elegant formal rooms, and flowing to a cozy bar and family room overlooking the grounds through walls of windows. A sparkling chef’s kitchen, convenient butler’s pantry, and finely restored period details make the home ideal for both everyday living and entertaining. Upstairs, there is extensive accommodation, including a spacious primary suite with elevated views of the private lake, along with three additional bedrooms and multiple baths. A generous home office and dedicated home theater provide exceptional flexibility for work and leisure. The uppermost floor offers two more expansive bedrooms, or flex space for a creative studio. Beyond the main residence, the estate includes a 5-car garage connected to a stables complex by an elegant breezeway. An additional and completely remodelled 1-bedroom apartment above the stable wing, and a charming separate 2-bedroom stone cottage provide versatility for guests, multigenerational living, or rental/Airbnb income. Landscaped grounds with nature paths, sweeping lawns, and exceptional stonework make this a true retreat. Located in the quaint riverfront community of Ossining, known for its scenic Hudson views, vibrant downtown, and abundant parks and trails, this property offers a rare opportunity to own a thoughtfully preserved and modernized Hudson Valley estate.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,693
Status:
Active
MLS#:
933442
Type:
Single Family
Lot size:
1.51 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-228-2656
View additional info

ADDITIONAL INFORMATION

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, high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. Masia, is the first of three luxury residences to be offered. Set on two acres and encompassing four bedrooms and three and 1/2 baths, the house is designed all on one level. Rendered in open plan, the kitchen, dining and living rooms are surrounded by floor to ceiling windows and three outdoor exposures-all centered on a free standing, wood burning fireplace. 9 1/2 to 10 1/2 foot ceilings with high clerestory windows and skylights flood the interior with natural light. High quality finishes include wood clad Andersen windows, Restoration hardware bathroom vanities, Herman Miller lighting, five-panel solid fir interior doors, and five-inch white oak floors. A dedicated laundry room, walk-in kitchen pantry, two-car garage and roof top deck are additional amenities. Designed and being built by local Westchester developers, Atelier Atlantic, the new community is conceived as modern homes for the new century. Principals Jennifer and Pascal Smith Couti, who live and work in the Ossining, are leveraging their extensive experience as home designers to bring the project to life and to skillfully integrate the residences into a cohesive and elegant new community. The project is an extraordinary opportunity to fulfill the dream of purchasing a newly-built modern home on a wonderful parcel of beautiful land.

Beds:
2
Baths:
2.00
Sq.Ft.:
972
Status:
Active
MLS#:
928485
Type:
Single Family
Year built:
1900
A broker reciprocity listing Courtesy: Mark Seiden Real Estate Team 914-762-2200
View additional info

ADDITIONAL INFORMATION

This beautifully updated home now features several new upgrades, including a fully reconstructed floor on the main level, professionally rebuilt for lasting stability and comfort. Step back in time and discover the charm of this turn-of-the-century cottage, nestled in the heart of the historic Campwoods Grounds Community. Enjoy the unique blend of community living and the privacy of a single-family home, just minutes from parks, schools, shops, and transportation. This beautifully updated home features a renovated eat-in kitchen complete with stainless steel appliances, an updated powder room, refreshed interior paint, and modernized electrical systems. The vaulted ceiling in the living room creates an airy, open feel, and the first-floor bedroom offers flexible living space or a guest retreat. Upstairs, you’ll find a private primary bedroom suite—your own quiet escape. Enjoy the outdoors from your welcoming front porch or relax in the cozy rear yard. Living here is virtually maintenance-free, with snow removal, water, and trash collection included in the monthly fee. The community garden and meeting house provide opportunities for social events and neighborly connection. Additional features include 1 assigned parking space & 1 unassigned space. Don’t miss this rare opportunity to own a piece of history with today’s conveniences. Easy commute to NYC! There are no audio recording devices inside this property. There are no audio recording devices inside this property. There are no audio recording devices inside this property.

Beds:
2
Baths:
1.00
Sq.Ft.:
950
Status:
Active
MLS#:
923770
Type:
Co-Op
Subdivision:
Highland Terrace
Year built:
1962
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 914-769-3584
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ADDITIONAL INFORMATION

Welcome to Highland Terrace! This spacious 2-bedroom, 1-bath garden-style co-op offers 950 square feet of comfortable living. This first-floor unit features a bright layout with plenty of natural light throughout. Enjoy the convenience of assigned parking and the benefits of a well-maintained community complete with a pool and basketball court. Pet lovers will appreciate that this co-op is pet-friendly, dogs welcome! Conveniently located near shops, restaurants, parks, and major highways, this home offers the perfect blend of comfort, convenience, and community.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,418
Status:
Active
MLS#:
922346
Type:
Single Family
Lot size:
0.85 Acres
Year built:
1964
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates 914-236-5500
View additional info

ADDITIONAL INFORMATION

Welcome Home and discover this charming ranch-style residence nestled in one of Ossining’s most sought-after neighborhoods. Surrounded by nature and set on nearly an acre (0.85 acres) of beautifully landscaped property, this Single Family home offers comfort with 3 beds and 2 baths, lives like 2,000+ sq/ft with finished Basement, 2+ Car Garage, privacy, and timeless appeal. Enjoy a sun-filled living room with hardwood floors and large windows overlooking the tranquil yard. The eat-in kitchen and adjoining dining area offer a warm space for everyday living and entertaining with Central Air through out. The full basement provides ample storage, gym or playroom. Set on nearly an acre of mature landscape, this home offers the perfect blend of privacy and open space. Relax or entertain in the expansive backyard surrounded by mature trees and lush greenery — a true nature lover’s retreat. Located in a quiet and desirable Ossining neighborhood, residents enjoy a peaceful suburban feel while being minutes from shopping, dining, schools, parks, and major highways. Convenient access to the Metro-North train makes commuting to NYC simple and quick. Schedule your private visit today. **Some pics might be virtually staged**

Beds:
7
Baths:
6.00
Sq.Ft.:
5,700
Status:
Active
MLS#:
901618
Type:
Single Family
Lot size:
32.47 Acres
Year built:
1860
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-271-5500
View additional info

ADDITIONAL INFORMATION

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 unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season. At its heart stands a spectacular 7-bedroom main residence, where grand, light-filled rooms showcase timeless craftsmanship and sweeping vistas from nearly every window. Multiple primary suites and en suite bedrooms provide exceptional comfort and flexibility for hosting overnight guests. The property also features a 5-bedroom, 2 bath, caretaker’s home and a historic carriage house with a 5-car garage, horse stalls, a chicken house, and a sheep house—ideal for equestrian pursuits, hobby farming, or simply enjoying the pastoral lifestyle. Whether you envision a private compound, event venue, or generational retreat, this setting offers endless possibilities. With its rich heritage, refined elegance, and serene privacy, Old Dam Farm is more than a property—it’s a place to create memories that will last a lifetime.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,990
Status:
Active
MLS#:
888472
Type:
Single Family
Lot size:
14.5 Acres
Year built:
1870
A broker reciprocity listing Courtesy: North Country Sothebys Int Rlt 914-271-5115
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ADDITIONAL INFORMATION

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 possibility for in-law situation. The handsome house has cedar siding and lots of windows. Ground level has a 3 season porch, 2 rooms with kitchen, plus bath, utility room, laundry and potting room. From outside the beautiful stone steps lead to a large covered porch with entrance to a large room with stone fireplace and wood burning stove insert; there is also a large closet. Massive fireplace and center island are the focal points of the kitchen with terracotta tiling and walls of windows and door to a deck. 20'x24' Living room has a third fireplace and French doors to a slate patio and door to a second potting room that leads to a woodland path. Circular staircase leads to the private quarters; primary bedroom with spa bath including sauna and whirlpool tub. Second bedroom, hall bath and huge bonus room with fireplace and reading room/office/nursery. Please were suitable foot ware for walking the property. Ameneties worth mentioning; cast iron baseboard radiators, hardwood floors, high ceilings and new oil burner. 7 mins drive to Croton Harmon RR Sta.

Beds:
5
Baths:
7.00
Sq.Ft.:
7,931
Status:
Active
MLS#:
886779
Type:
Single Family
Lot size:
3.83 Acres
Year built:
1916
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-238-4766
View additional info

ADDITIONAL INFORMATION

The Essence of Westchester Luxury. A Grand Briarcliff Manor Estate sited on 3.83 Private Acres. Perfectly positioned between the Hudson River and Sleepy Hollow Country Club. World-class dining, shopping and Metro North train are nearby, blending convenience with serene privacy. The stately home boasts five spacious ensuite bedrooms, including a spectacular primary suite with a cozy fireplace, a luxurious updated bathroom and an expansive walk-in dressing room. Enjoy direct access to a private sleeping porch - an idyllic retreat for relaxation. The heart of the home is the chef-inspired kitchen, complete with a spacious butler's pantry, ideal for hosting and culinary creativity. The grand formal dining room with fireplace, adorned with a wall of French doors and bespoke Zuber wallpaper panels offer a setting that is as sophisticated as it is inviting. Step into the grand foyer, the perfect introduction to the beauty and tranquility of the home. The main level features a private, wood-paneled office with a fireplace and French doors leading to the expansive front porch, offering a tranquil work-from-home experience. The light-filled living room impresses with double walls of French doors at both front and back, creating seamless indoor-outdoor living. Retreat to the sunroom and cozy up to a fireplace while enjoying the outdoor views. Outdoor living is unparalleled, with meticulously manicured grounds, tree-lined lawns and a gunite pool with an automatic cover. The property also includes a four plus-car garage with a private apartment above, a historic Lord & Burnham greenhouse and a total of five porches. A property of this caliber is a rare offering, blending the grandeur of yesteryear with the finest modern conveniences. Whether entertaining on a grand scale or seeking a peaceful retreat, this home offers it all.

Beds:
11
Baths:
7.00
Sq.Ft.:
9,481
Status:
Active
MLS#:
851488
Type:
Single Family
Lot size:
50 Acres
Year built:
1932
A broker reciprocity listing Courtesy: Julia B Fee Sothebys Int. Rlty 914-967-4600
View additional info

ADDITIONAL INFORMATION

Nestled in the heart of the picturesque Hudson Valley, this stunning Tudor-style mansion is a true dream estate. Boasting an impressive 9,481 sq ft of living space, this magnificent property is situated on 50 acres of meticulously landscaped gardens, making it one of the most sought-after locations in the county. The estate features a 3-acre lake with a charming boathouse, a sparkling pool, a tennis court, a serene Japanese garden, and a guest house for visitors. The sprawling grounds also include rolling lawns, a quaint orchard, and vegetable and berry gardens, creating a botanical paradise that is sure to impress even the most discerning buyer. Steeped in history, the property features a cobbled drive lined with stones salvaged from old Bronx streets, adding to its unique charm. The interior of the home is equally impressive, with a breathtaking great room featuring a cozy fireplace, 40-foot vaulted oak-beamed ceilings, and towering glass doors that open up to the picturesque lakeside. With 11 bedrooms, including a recently renovated primary bedroom suite with an expansive bathroom, office, and den, as well as a stately oak library and multiple dining areas, this estate is perfect for entertaining guests in grand style. Whether used as a summer retreat or a primary residence, this property offers the perfect blend of luxury and comfort. Conveniently located with easy access to highways and Manhattan, this estate truly offers the best of both worlds. Don't miss your chance to own a piece of Hudson Valley history and make this extraordinary property your own.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,551
Status:
Active
MLS#:
851466
Type:
Single Family
Lot size:
0.98 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Mark Seiden Real Estate Team 914-762-2200
View additional info

ADDITIONAL INFORMATION

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 to Chilmark Park. There is also a first floor office and a large family room with fireplace and separate entrance. Three bedrooms on the second floor with full bath. Full walk out basement (863 sq ft not included in the square footage). Hardwood floors, crown molding, updated roof with solar panels, nest thermostat, and oversized garage. Close to park, schools, and shops. There are no audio recording devices inside this property. Additional Information: ParkingFeatures:2 Car Attached,

Beds:
2
Baths:
1.00
Sq.Ft.:
951
Status:
Active
MLS#:
817793
Type:
Condo
Subdivision:
Ossining Tb Flats Condo
Lot size:
0.01 Acres
Year built:
1874
A broker reciprocity listing Courtesy: Rising Star Realty 914-243-4885
View additional info

ADDITIONAL INFORMATION

Fully available as f 1/7/2026. Exciting 2-bedroom condo in the Village of Ossining! Enjoy the lifestyle of convenience. Walk to train, restaurants, stores, farmers market, festivals, waterfront park, community recreation center, library, and more. Cats and dogs friendly (limit 2 per unit)! As an owner, you can obtain a parking permit for both the village and train station. This property is a part of "fair and affordable" housing. Per affordability restrictions under the HOME program, the potential new owner(s) income may not exceed 80% of the Westchester County area median income (As of May 15, 2025, those limits are: 2 person - $108,800, 3 person - $122,400, 4 person - $136,000, 5 person - $146,900). Income limits are subject to change. MUST be occupied as a primary residence (no investors) and have a minimum of 2 people in the family. The affordable sale price is $303,074 (your offer price may not exceed that amount) ***AGENTS – MUST see confidential remarks and all MLS listing attachments for additional instructions***

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26–36 of 36 properties displayed
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Ossining Real Estate

Ossining is located in New York. Ossining, New York has a population of 39,973. Ossining is less family-centric than the surrounding county with 32.03% of the households containing married families with children. The county average for households married with children is 35.32%.

The median household income in Ossining, New York is $106,118. The median household income for the surrounding county is $105,387 compared to the national median of $69,021. The median age of people living in Ossining is 44.2 years.

Ossining Weather

The average high temperature in July is 80.8 degrees, with an average low temperature in January of 18 degrees. The average rainfall is approximately 50.6 inches per year, with 30.3 inches of snow per year.

Ossining Map

Ossining Real Estate Market Conditions

  • Median sales price

    $527,500
    10.6%
    change since last quarter
  • # Active listings

    48
    30-day change

Ossining Schools and Demographics

Education near Ossining, NY

City County
High School Graduates 85.97 88.85
College Degree - 2 year 6.5 6.61
College Degree - 4 year 45.86 50.65
Graduate Degree 18.06 17.54
Expenditures per Student 31,362 31,362
Students per Teacher 12.7 12.7

Elementary Schools near Ossining, NY

Grades Students P/T Ratio ZIP
Bedford Road School KG - 04 598 12.7 10570
Brookside School 01 - 02 743 15.5 10562
Carrie E Tompkins School KG - 04 589 13.9 10520
Claremont School 03 - 05 750 16.6 10562
Douglas G Grafflin School KG - 04 414 13.8 10514
Park School PK - KG 638 17.5 10562
Roaring Brook School KG - 04 464 14.1 10514
Todd Elementary School KG - 05 582 15.3 10510
Westorchard School KG - 04 457 14.7 10514

Middle Schools near Ossining, NY

Grades Students P/T Ratio ZIP
Anne M Dorner Middle School 06 - 09 1,050 14.1 10562
Briarcliff Middle School 06 - 08 348 15.9 10510
Pierre Van Cortlandt School 05 - 08 533 13.4 10520
Pleasantville Middle School 05 - 08 558 13.2 10570
Robert E Bell School 05 - 08 633 12.9 10514
Roosevelt School 05 - 05 344 18.1 10562
Seven Bridges Middle School 05 - 08 620 12.4 10514

High Schools near Ossining, NY

Grades Students P/T Ratio ZIP
Briarcliff High School 09 - 12 592 12.7 10510
Croton-Harmon High School 09 - 12 533 13.9 10520
Horace Greeley High School 09 - 12 1,331 12.3 10514
Ossining High School 09 - 12 1,343 13.7 10562
Pleasantville High School 09 - 12 601 11.8 10570

Ungraded Schools near Ossining, NY

Grades Students P/T Ratio ZIP
Edenwald School 01 - 12 107 6.7 10570
Mount Pleasant-Cottage School KG - 12 133 10.2 10570

Demographics near Ossining, NY

City County
Neighborhood Type Suburban
Population 39,973 999,723
Population Density 3,459 2,322
Median Age 44.2 41.2
People per Household 2.6 2.7
Median Household Income 106,118 105,387
Average Income per Capita 58,188 61,830

Real estate near Ossining