Homes for Sale near Claremont School

• 

  

  

  /34

  $849,999

  • 4 Beds
  • 1.5 Baths
  • 2,096 Sq Ft

  97 Morningside Dr, Ossining, NY 10562

  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 bordering the protected land of Ryder Park, ensuring permanent privacy and an undisturbed natural setting. This four bedroom, one and a half bathroom home has charm and character everywhere you look. Exposed beams, wood flooring,

  

  Alycia Forbes

  Tag Realty & Property Mang

  97 Morningside Dr, Ossining, NY 10562
• 

  Explore Claremont School

• 

  

  

  /46

  $1,095,000

  $105K 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
• 

  

  

  /31

  $242,000

  • 2 Beds
  • 1.5 Baths
  • 950 Sq Ft

  135 S Highland Ave Unit 5D6, Ossining, NY 10562

  Welcome to Highland Terrace, a desirable co-op community in the heart of Ossining. This 2-bedroom, 1.5-bath residence offers comfortable living space with plenty of natural light, spacious rooms, and great storage throughout. Enjoy the convenience of common laundry, assigned parking, and access to the community pool. Highland Terrace is close to Metro-North, shops, restaurants, schools, parks,

  

  Michael Vasquez

  eXp Realty

  135 S Highland Ave Unit 5D6, Ossining, NY 10562
• 

  

  

  /40

  $1,150,000

  • 4 Beds
  • 2.5 Baths
  • 2,859 Sq Ft

  629 Scarborough Rd, Briarcliff Manor, NY 10510

  Some homes ask you to imagine what they could be. This one is already there and waiting for you.This classic colonial has been lovingly updated and impeccably maintained by owners/designer who cared about every detail. Large, sun-drenched rooms, a layout that feels both timeless and completely livable, and the big-ticket items already handled: new roof, new HVAC, new kitchen and

  

  Hillary Landau

  Compass Greater NY, LLC

  629 Scarborough Rd, Briarcliff Manor, NY 10510
• 

  

  

  /39

  $699,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,286 Sq Ft

  32 Terrace Ave, Ossining, NY 10562

  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 detached 1-car garage, and a convenient location close to shops, transportation, and amenities.

  

  Jason Kerwar

  William Raveis Real Estate

  32 Terrace Ave, Ossining, NY 10562
• 

  

  /23

  $229,222

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  119 S Highland Ave Unit 5E, Ossining, NY 10562

  Move right into this beautifully updated 2-bedroom unit featuring stylish finishes and modern upgrades throughout. New luxury waterproof vinyl flooring, new interior doors and hardware, and a renovated kitchen and bath create a fresh, contemporary feel. The updated kitchen boasts new cabinetry, butcher block countertops, a subway tile backsplash, and stainless steel appliances, including a

  Mark Seiden Mark Seiden Real Estate Team

  119 S Highland Ave Unit 5E, Ossining, NY 10562
• 

  

  /50

  $999,900

  $100K PRICE DROP

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

  29 Beechwood Way, Briarcliff Manor, NY 10510

  Set in one of Briarcliff Manor's most distinctive communities, this pond-front three-bedroom townhouse offers a rare combination of natural beauty and thoughtful updates. Enjoy peaceful pond views, seasonal views of the Hudson River, and 33 acres of Olmsted-designed grounds with lush gardens and mature landscaping as your backdrop.The recently updated eat-in kitchen anchors the bright

  Aurora Banaszek Compass Greater NY, LLC

  29 Beechwood Way, Briarcliff Manor, NY 10510
• 

  

  /11

  $575,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  58 State St, Ossining, NY 10562

  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 property offers two units with strong rental history and consistent cash flow. Ideal for investors or owner-occupants looking to offset their mortgage. Features include separate utilities, spacious layouts, and convenient access

  Amarish J. Khan Apollo Real Properties, Inc.

  58 State St, Ossining, NY 10562
• 

  

  /27

  $975,000

  • 4 Beds
  • 2.5 Baths
  • 2,363 Sq Ft

  39 Park Dr, Ossining, NY 10562

  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 2,363 square feet of thoughtfully designed living space, including a main-level office that can easily serve as a fifth bedroom, convenient main-floor laundry, a finished lower-level ideal for recreation, a home office, or additional

  Renee Macklin William Raveis-New York LLC

  39 Park Dr, Ossining, NY 10562
• 

  

  /36

  $660,000

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft

  7 Brook Place, Ossining, NY 10562

  Charming on the outside but updated and modern on the inside! Spacious living room has large bay window and also boasts a fireplace for those cold winter nights. Through the oversized doorway is the dining room which is large enough to host friends and family for both informal occasions and the holidays. The updated kitchen (2024) with heated flooring will make any chef happy. From the kitchen

  Diane Herlihy BHHS River Towns Real Estate

  7 Brook Place, Ossining, NY 10562
• 

  

  /35

  $699,500

  • 4 Beds
  • 2 Baths
  • 1,877 Sq Ft

  9 Somerstown Rd, Ossining, NY 10562

  Welcome to 9 Somerstown Road, nestled in a sought-after Ossining neighborhood with deep local history. This beautifully maintained home has had only two owners in its history, with the recent family here for over fifty years. The spacious layout offers four bedrooms and two full baths: three bedrooms upstairs, plus a fourth in the finished lower level, which doubles as a mother-daughter suite

  Michael Corbin Howard Hanna Rand Realty

  9 Somerstown Rd, Ossining, NY 10562
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  /33

  $375,000

  Coming Soon

  • 1 Bed
  • 1.5 Baths
  • 1,158 Sq Ft

  3 Davids Ln, Ossining, NY 10562

  Discover an exceptional opportunity within the highly sought-after Liberty Knoll Town Home Community. Whether you are a first-time homebuyer seeking an entry into the Westchester market, a commuter desiring convenience with a walk to the Metro North Train Station or looking to downsize without compromising on quality and community, 3 Davids Lane presents a sophisticated, low-maintenance

  Karen Stroub Corcoran Legends Realty

  3 Davids Ln, Ossining, NY 10562
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  /38

  $1,850,000

  $100K PRICE DROP

  • 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
• 

  

  /19

  $639,222

  • 3 Beds
  • 1 Bath
  • 1,525 Sq Ft

  219 Spring St, Ossining, NY 10562

  Welcome to this beautifully maintained vintage Colonial, ideally situated on a desirable corner lot in the heart of the village. Combining classic character with thoughtful updates, this spacious home offers comfortable living both inside and out. The first floor features hardwood floors, high ceilings, a bright eat-in kitchen, dining room, an inviting living room, and laundry off the kitchen.

  Mark Seiden Mark Seiden Real Estate Team

  219 Spring St, Ossining, NY 10562
• 

  

  /23

  $230,000

  Pre-Foreclosure

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  129 S Highland Ave Unit B3, Ossining, NY 10562

  Welcome to this spacious and sun-filled two bedroom co-op in the beautiful Highland Terrace! Step into a welcoming foyer, currently arranged as a home office but easily adaptable as a dining area or flexible bonus space. The generously sized kitchen offers abundant cabinet storage and stainless-steel appliances. Just beyond, the bright and airy living room features large windows that fill the

  Christopher Felice Howard Hanna Rand Realty

  129 S Highland Ave Unit B3, Ossining, NY 10562
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  /2

  $610,000

  • 3 Beds
  • 2.5 Baths
  • 2,304 Sq Ft

  92 Linden Ave, Ossining, NY 10562

  GREAT INVESTMENT OPPORTUNITY — TREMENDOUS UPSIDE POTENTIAL!Calling all investors, contractors, and skilled DIYers! This property presents an excellent opportunity to build equity through renovation and improvements. With the right vision and workmanship, there is significant potential to transform this property into a beautiful home or profitable investment.Bring your tools,

  Ken Dobbins Coldwell Banker Realty

  92 Linden Ave, Ossining, NY 10562
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  /50

  $2,995,000

  • 5 Beds
  • 7 Baths
  • 7,931 Sq Ft

  36 Revolutionary Rd, Briarcliff Manor, NY 10510

  There are homes... and then there are places that feel quietly set apart from the world around them.Tucked behind a gentle approach, on nearly four private acres in the heart of Briarcliff Manor, 36 Revolutionary Road reveals itself slowly, intentionally... like a secret meant only for those who understand what true luxury feels like.This is not just a home. This is a legacy

  Elaine Wasserman Houlihan Lawrence Inc.

  36 Revolutionary Rd, Briarcliff Manor, NY 10510
• 

  

  /41

  $2,200,000

  • 7 Beds
  • 7 Baths
  • 5,502 Sq Ft

  83 Somerstown Rd, Ossining, NY 10562

  A rare Hudson Valley country estate, Rose Lodge offers exceptional privacy, scale and versatility on 17.9 acres, with a private lake, beautifully sited pool, terraced gardens, sweeping level lawns and multiple residences, all less than an hour from Manhattan by express train. Rich in history and once owned by the Gilded Age Van Cortlandt family, the beautifully restored 1840 main residence is not

  Dalia Valdes Julia B Fee Sothebys Int. Rlty

  83 Somerstown Rd, Ossining, NY 10562
• 

  

  /50

  $1,350,000

  • 5 Beds
  • 3.5 Baths
  • 4,828 Sq Ft

  15 Inningwood Rd, Ossining, NY 10562

  A once-in-a-lifetime opportunity to own Maplehurst Farm, originally known as the Conklin-Chadeayne Farmhouse, an irreplaceable Antique Farmhouse Colonial estate dating back to the 1730s, nestled on five irreplaceable acres in the highly sought-after community of New Castle. Rich in history and timeless character, this extraordinary property preserves many of its original architectural details,

  Annemarie Credentino BHHS River Towns Real Estate

  15 Inningwood Rd, Ossining, NY 10562
• 

  

  /42

  $950,000

  • 4 Beds
  • 2.5 Baths
  • 3,378 Sq Ft

  61 Underhill Rd, Ossining, NY 10562

  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 the size of the home, creating a layout that blends the character of the original residence with a newer, expansive living area featuring generous room sizes and an open feel. While the original portion of the home is ready for

  James Schunk Schunk Realty Group

  61 Underhill Rd, Ossining, NY 10562
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  /48

  $590,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths

  23 Hudson Point Ln, Ossining, NY 10562

  Rare Hudson River View Home with Resort-Style Amenities This beautiful main-level home offers picturesque Hudson River views and a tastefully upgraded kitchen and bathrooms, making it one of the rarest opportunities in this highly sought-after riverfront community in the Hudson Valley. Start your mornings with coffee and unwind in the evenings with your favorite beverage on your private covered

  Matthew Harms Time Away Realty Group

  23 Hudson Point Ln, Ossining, NY 10562
• 

  

  /17

  $799,999

  • 3 Beds
  • 1.5 Baths
  • 1,867 Sq Ft

  6 Reeback Dr, Ossining, NY 10562

  Set back from the road and perched high on the hill, this move-in-ready 3-bedroom, 2-bath Raised Ranch offers privacy, scenic views, and a spacious 0.46-acre property with a large, level backyard.The bright and inviting main level features an open-concept living and dining area, an eat-in kitchen, and beautifully refinished hardwood floors throughout. Large windows provide abundant

  Brian Doherty Mary Jane Pastor Realty

  6 Reeback Dr, Ossining, NY 10562
• 

  

  /49

  $649,000

  • 3 Beds
  • 2.5 Baths
  • 1,530 Sq Ft

  73 Clinton Ave, Ossining, NY 10562

  Discover timeless elegance in this impeccably maintained 3-bedroom, 2-bath Colonial in the heart of Ossining. Blending classic charm with exceptional outdoor living, this beautiful home offers warmth, sophistication, and privacy at every turn.The inviting interior features a welcoming living room with a fireplace, creating the perfect gathering space for cozy evenings. A dedicated home

  Tana McGuire eXp Realty

  73 Clinton Ave, Ossining, NY 10562
• 

  

  /27

  $1,079,000

  $21K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,606 Sq Ft

  54 Allapartus Rd, Ossining, NY 10562

  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. Positioned on a corner lot and set far back from the road, the property provides a quiet and secluded feel while still being conveniently located approximately 15 minutes from downtown Chappaqua, the Chappaqua Train Station, shopping,

  Derek Greene Greene Realty Group

  54 Allapartus Rd, Ossining, NY 10562
• 

  

  /47

  $750,000

  • 3 Beds
  • 2 Baths
  • 2,110 Sq Ft

  39 Secor Rd, Ossining, NY 10562

  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 investment opportunity for this two bedroom over 1-bedroom multi- family home that offers street parking or with the purchase of municipal parking pass, tenants can park right behind the building in the municipal lot. This home

  Monica Cooper THD Homes LLC

  39 Secor Rd, Ossining, NY 10562
• 

  

  /31

  $620,000

  $70K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,195 Sq Ft

  42 Hudson Watch Dr, Ossining, NY 10562

  Beautifully renovated one-bedroom townhouse with loft and attached garage in desirable Hudson Watch, tucked away on a cul-de-sac. This sun-filled home features hardwood floors, a stunning stone fireplace in the living room, and an open-concept floor plan perfect for modern living. The updated kitchen boasts white cabinetry, stainless steel appliances, quartz countertops, and recessed lighting,

  Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

  42 Hudson Watch Dr, Ossining, NY 10562
• 

  

  /39

  $1,045,000

  • 4 Beds
  • 3 Baths
  • 2,573 Sq Ft

  27 Ryder Rd, Ossining, NY 10562

  Welcome to this beautifully renovated Dutch Colonial, where timeless charm meets modern comfort and breathtaking Hudson River views create an unforgettable setting. Thoughtfully redesigned, the sun-filled chef's kitchen is the heart of the home, featuring crisp white cabinetry, expansive quartz countertops, abundant storage, and a seamless flow into the dining and living areas, perfect for

  Wendy Holt Houlihan Lawrence Inc.

  27 Ryder Rd, Ossining, NY 10562
• 

  

  /36

  $599,000

  • 3 Beds
  • 1 Bath
  • 1,510 Sq Ft

  23 Gates Ave, Ossining, NY 10562

  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 outdoor space ready for entertaining and warm weather enjoyment -a country neighborhood feel yet only 10 minutes to Metro North station- a 50 min express commute to Grand Central and 2-3 miles to Rt 9/ Taconic Parkway....A warm and

  Maureen Connolly Coldwell Banker Realty

  23 Gates Ave, Ossining, NY 10562
• 

  

  /3

  $150,000

  $30K PRICE DROP

  • Land
  • 13,102 Sq Ft
  • $498,670 per Acre

  0 Chappaqua Rd, Briarcliff Manor, NY 10510

  Build your vision on this vacant residential lot in the desirable Briarcliff Manor area. Offering an excellent opportunity for builders, investors, or buyers seeking to construct a custom home, this parcel provides flexibility and future potential. The property may be purchased individually or together with the adjacent lot for expanded possibilities. Buyers are encouraged to perform their own

  Bryant Moran YourHomeSold Guaranteed Realty

  0 Chappaqua Rd, Briarcliff Manor, NY 10510
• 

  

  /3

  $350,000

  • Land
  • 1.51 Acres
  • $231,788 per Acre

  96 Somerstown Rd, Ossining, NY 10562

  Lot three is a beautiful 1.5 acre lot with level building site and part of a newly approved three-lot subdivision. Lots one and two are also available-all are approved for four bedrooms. Roughed in driveway leads up from the road to all three sites. Owner will also build to suit.

  David Turner Compass Greater NY, LLC

  96 Somerstown Rd, Ossining, NY 10562
• 

  

  /7

  $124,900

  • 1 Bath
  • 650 Sq Ft

  117 S Highland Ave Unit 4F, Ossining, NY 10562

  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 was fully renovated with stainless steel appliances, custom cabinetry, a large island, and quartz countertops. Oversized windows fill the space with natural light and frame wonderful Hudson River views year-round. The bathroom has

  Benjamin Gonzalez Amo Realty

  117 S Highland Ave Unit 4F, Ossining, NY 10562
• 

  

  /42

  $234,500

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  127 S Highland Ave Unit B3, Ossining, NY 10562

  Spacious two bedroom light & airy updated END-unit in heart of town offers easy affordable living in a quiet, pet-friendly community. Common charges include taxes, heat, water, buildings/grounds and pool maintenance, insurance & parking. This low-maintenance one-level unit is located on the first floor. Features include an updated Kitchen with quartz countertops, white cabinetry, natural gas

  Jane Rodman Howard Hanna Rand Realty

  127 S Highland Ave Unit B3, Ossining, NY 10562
• 

  

  /23

  $418,000

  • 2 Beds
  • 1 Bath
  • 1,062 Sq Ft

  50 Campwoods Grounds Unit 50, Ossining, NY 10562

  A home is something so special, it can be difficult to put into words. It’s not simply the structure, the place, or the house—it’s the feeling you experience within it. It’s being surrounded by the people you love, sharing meaningful moments, and creating memories that last a lifetime.This beautifully updated two-bedroom, one-bath cottage offers that feeling from the moment you step

  Rob Lowenthal Corcoran Legends Realty

  50 Campwoods Grounds Unit 50, Ossining, NY 10562
• 

  

  /22

  $425,000

  • 1 Bed
  • 1.5 Baths
  • 948 Sq Ft

  17 Davids Ln, Ossining, NY 10562

  Welcome to LIBERTY KNOLL. . . This attractive 1 BEDROOM, 1.5 BATHS Tri-level townhouse is ready for its next owner! The Eat-in-Kitchen has ceramic tile flooring, a Frigidaire gas oven/range/microwave & dishwasher. The large Living Room leads to an inviting Deck that overlooks the rear yard. You'll find the Powder Room as well. The upper level showcases a generous size Bedroom that offers a

  Greg Kane Kane & Associates

  17 Davids Ln, Ossining, NY 10562
• 

  

  /50

  $1,750,000

  $150K PRICE DROP

  • 9 Beds
  • 8 Baths
  • 5,337 Sq Ft

  51 Pinesbridge Rd, Ossining, NY 10562

  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 reimagined for modern luxury living, this remarkable 3.91-acre property seamlessly blends historic charm with today’s most sought-after amenities.The beautifully renovated 5,337-square-foot Main House features 5 spacious

  Cathy DeBow William Raveis Real Estate

  51 Pinesbridge Rd, Ossining, NY 10562
• 

  

  /50

  $899,000

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft

  20 Waller Ave, Ossining, NY 10562

  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, great curb appeal, and a detached 2 car garage. This sun filled home features oversized windows, high ceilings, hardwood floors, original wood doors, thick floor moldings, and high hats throughout both units, blending timeless

  Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

  20 Waller Ave, Ossining, NY 10562
• 

  

  /34

  $799,000

  $51K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  227 Cedar Ln, Ossining, NY 10562

  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-hewn log cabin. Nestled on 6.41 private, lush acres, this original residence offers a rare blend of romantic history, contemporary ease, and incredible future value with a potential buildable lot included. The interior showcases

  Josephine O'Leary Weir Julia B Fee Sothebys Int. Rlty

  227 Cedar Ln, Ossining, NY 10562
• 

  

  /31

  $1,350,000

  $225K PRICE INCREASE

  • 6 Beds
  • 3.5 Baths
  • 4,546 Sq Ft

  28 Hamilton Ave, Ossining, NY 10562

  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 with apple, cherry, Asian pear, pawpaw, hazelnut, raspberry, blueberry, and strawberry, along with a working vegetable garden — a rare thing to find alongside a home of this character.Approach through a deep front

  Zoya Litinetskaya Compass Greater NY, LLC

  28 Hamilton Ave, Ossining, NY 10562
• 

  

  /50

  $3,100,000

  • 3 Beds
  • 5 Baths
  • 6,091 Sq Ft

  23 Inningwood Rd, Ossining, NY 10562

  No words or photos will justify the Magical beauty of this luxurious home. The woodwork in this custom built home was done by craftsman Mark Pedley, a very talented carpenter/joiner from Vermont who previously worked in Palaces in Jordan. The home is flawless and impeccable with spa like bathrooms, a gourmet kitchen, outdoor grilling area, sauna, steam bath and jacuzzi, with marble, granite and

  Dee Rabady Woodfront Realty, Inc.

  23 Inningwood Rd, Ossining, NY 10562

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