50

Homes for Sale near Park School

Section Image Section Image
  • /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

    Agent Photo

    Mary Stetson

    Stetson Real Estate

    27 Allapartus Cir, Ossining, NY 10562
  • /42

    $799,000

    • 4 Beds
    • 3 Baths
    • 1,368 Sq Ft

    143 N Highland Ave, Ossining, NY 10562

    Legal 3-family home, located in the heart of Ossining. Excellent 1st time buyer opportunity to live in one and rent two other units and parking lot to help pay the mortgage or great investment opportunity for passive income and build equity. Prime location-close to all, easy access to transportation, downtown, and Hudson River waterfront.

    Agent Photo

    Abraham Mathew

    CENTURY 21 DAWNS GOLD

    143 N Highland Ave, Ossining, NY 10562
  • /49

    $3,500,000

    • 10 Beds
    • 5.5 Baths
    • 8,881 Sq Ft

    335 Croton Dam Rd, Ossining, NY 10562

    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 property that rarely comes to market - a true legacy compound offering cinematic beauty, complete privacy, and effortless access to Manhattan. For the city buyer dreaming of a refined countryside escape without sacrificing

    Agent Photo

    Hillary Landau

    Compass Greater NY, LLC

    335 Croton Dam Rd, Ossining, NY 10562
  • /32

    $242,000

    • 2 Beds
    • 1.5 Baths
    • 950 Sq Ft

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

    Highest & Best offers due by Tuesday, 7/14 at 6:00 PM. 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

    Agent Photo

    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 appliances, new

    Agent Photo

    Hillary Landau

    Compass Greater NY, LLC

    629 Scarborough Rd, Briarcliff Manor, NY 10510
  • /29

    $555,000

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    33 Maurice Ave, Ossining, NY 10562

    Full of warmth, character, and timeless appeal, this charming colonial home offers a wonderful blend of classic details, comfortable living spaces, and an exceptional location in the heart of Ossining. Set on a beautiful property with a spacious yard, this special home provides the perfect backdrop for gardening, entertaining, outdoor play, or simply enjoying a quiet evening outdoors. Inside,

    Amanda Saraceno Keller Williams Realty Group

    33 Maurice Ave, 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 main level

    Aurora Banaszek Compass Greater NY, LLC

    29 Beechwood Way, Briarcliff Manor, NY 10510
  • /11

    $600,000

    $15K PRICE INCREASE
    • 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
  • /40

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,214 Sq Ft

    12 Riverview Ct, Ossining, NY 10562

    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 sought-after Sparta neighborhood, this beautifully updated 4-bedroom, 2.5-bath residence offers an exceptional blend of style, comfort, and unforgettable scenery. From the moment you enter, you're greeted by abundant natural

    David Thomsen HomeSmart Homes & Estates

    12 Riverview Ct, Ossining, NY 10562
  • /37

    $929,000

    • 3 Beds
    • 2 Baths
    • 1,917 Sq Ft

    28 Inningwood Rd, Ossining, NY 10562

    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 House circa 1927, seamlessly blending historic character with modern comforts. Thoughtfully updated throughout, the home features central air conditioning, remote-controlled blinds, renovated baths, and hardwood floors that

    Suzanne Lagle Houlihan Lawrence Inc.

    28 Inningwood Rd, Ossining, NY 10562
  • /44

    $425,000

    Open Sat 1PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,580 Sq Ft

    16 Rockledge Ave Unit 5P-2, Ossining, NY 10562

    Welcome to Scarborough Manor, one of Westchester's most sought-after riverside co-op communities — where resort-style living meets everyday convenience along the scenic Hudson River. This beautifully appointed, recently updated two-bedroom, two-bath residence offers what may be the community's most prized feature: breathtaking, unobstructed Hudson River views that greet you from the moment you

    Jenifer Ross eXp Realty

    16 Rockledge Ave Unit 5P-2, Ossining, NY 10562
  • /37

    $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
  • /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
  • /45

    $675,000

    • 3 Beds
    • 2 Baths
    • 2,050 Sq Ft

    16 Rockledge Ave Unit 6E1, Ossining, NY 10562

    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 Scarborough Manor. High on the 6th floor, this corner unit has 9ft ceiling and oversized rooms, creating a most expansive and tranquil oasis. Its light wood floors, custom blinds/shades, sleek kitchen, and renovated baths mingle

    Suzanne Van Der Wilden BHHS River Towns Real Estate

    16 Rockledge Ave Unit 6E1, Ossining, NY 10562
  • /38

    $2,900,000

    $600K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 5,502 Sq Ft

    83 Somerstown Rd, Ossining, NY 10562

    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

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    83 Somerstown Rd, Ossining, NY 10562
  • /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
  • /18

    $750,000

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

    321 Spring St, Ossining, NY 10562

    Beautifully maintained TWO FAMILY DUPLEX in the cherished, historic Sparta district! Each 1000 sq. foot apartment features two bedrooms, one updated bathroom, living room, kitchen, dining room and large bright 4 season sun sunroom. The full, unfinished basement features two laundry stations, one for each unit plus plenty of storage. Additional features include oak hardwood floors, stucco walls &

    Margaret Callaci Corcoran Legends Realty

    321 Spring St, Ossining, NY 10562
  • /21

    $699,000

    • 5 Beds
    • 2 Baths
    • 1,860 Sq Ft

    1 Edward St, Ossining, NY 10562

    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, convenience, and versatility. The building features a spacious three-bedroom second floor unit that is ready for immediate occupancy over a two-bedroom unit, providing an ideal opportunity for owner-occupants or investors. Both units

    Tana McGuire eXp Realty

    1 Edward St, Ossining, NY 10562
  • /37

    $825,000

    $265K 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
  • /48

    $603,000

    $12K 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
  • /16

    $155,000

    $2K PRICE INCREASE
    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    125 S Highland Ave Unit C5, Ossining, NY 10562

    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 become available. Filled with natural sunlight throughout, this inviting home offers a warm and airy atmosphere from the moment you step inside. The versatile entry foyer offers the perfect flex space to suit your lifestyle — ideal

    Tracie Tobacco Coldwell Banker Realty

    125 S Highland Ave Unit C5, Ossining, NY 10562
  • /23

    $799,500

    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft

    4 Cooper Dr, Ossining, NY 10562

    Enjoy easy living in this spacious, move-in-ready Raised Ranch featuring numerous updates and a functional floor plan. The bright kitchen offers abundant cabinetry, granite countertops, a breakfast bar, and stainless-steel appliances, while the adjacent dining area provides easy access to a two-tier deck, perfect for outdoor dining, entertaining, or just relaxing. Beautiful hardwood floors

    Janet Brand Houlihan Lawrence Inc.

    4 Cooper Dr, Ossining, NY 10562
  • /35

    $699,000

    • 2 Beds
    • 3 Baths
    • 1,784 Sq Ft

    191 Horseshoe Cir, Ossining, NY 10562

    Welcome to 191 Horseshoe Circle, a beautifully designed contemporary townhouse at the sought after Fox Hill Condo Development in the Hudson Valley, Westchester County. This rare "C" End Unit is beautifully located in the heart of the development, surrounded by tranquility with an expansive deck for enjoying the outdoors. Cheery and spacious, this home has an open floor plan with combined Dining

    Heidi Henshaw Corcoran Legends Realty

    191 Horseshoe Cir, Ossining, NY 10562
  • /15

    $425,000

    • 2 Beds
    • 1 Bath
    • 1,446 Sq Ft

    32 Ferris Place, Ossining, NY 10562

    This charming colonial in the heart of the village maintains many original features and awaits your touches. Once you enjoy the ample parking and enclosed porch overlooking the quiet, tree-lined street you'll behold a classic entry foyer, living room, and dining room with classic woodwork. The small rear porch beholds the gently sloping rear yard and 2-car garage. The kitchen also has a genrously

    J. Philip Faranda Howard Hanna Rand Realty

    32 Ferris Place, Ossining, NY 10562
  • /32

    $655,000

    • 3 Beds
    • 1.5 Baths
    • 1,927 Sq Ft

    8 Still Ct, Ossining, NY 10562

    Nestled in Ossining's coveted Sparta Historic District, this exceptional 1860 historic home offers timeless charm in one of Westchester's unique storied neighborhoods. Rich with character, this special property showcases preserved historical details including original plaster moldings and medallions, hardwood floors throughout, original stone walls, and beautiful rock gardens.The home offers

    Mary Ann Tighe Houlihan Lawrence Inc.

    8 Still Ct, Ossining, NY 10562
  • /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
  • /27

    $1,085,000

    $15K 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

    Open Sun 1PM - 3PM
    • 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
  • /6

    $2,295,000

    • 4 Beds
    • 3.5 Baths
    • 2,682 Sq Ft

    94 Somerstown Rd, Ossining, NY 10562

    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 classic era of mid-century design, Moradia is a brand-new community of 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

    David Turner Compass Greater NY, LLC

    94 Somerstown Rd, 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
  • /16

    $500,000

    • 3 Beds
    • 3 Baths
    • 1,992 Sq Ft

    237 Spring St, Ossining, NY 10562

    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 and Farmer’s Market. 3rd floor unit is occupied and can only be shown when the tenant is present for pre-arranged appointments.There is a cistern behind the house with stones on top of it. Please do not disturb it. The garage

    Peggy Wunderlich Douglas Elliman Real Estate

    237 Spring St, Ossining, NY 10562
  • /28

    $625,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,539 Sq Ft

    83 Deerfield Ln, Ossining, NY 10562

    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 driveway or pull into the garage (with extra storage space). There is additional parking shortly down the street. Entering the home on the first floor, you will find a flexible bonus room, great for storage, an office or more. There

    Paul Leis North Country Sothebys Int Rlt

    83 Deerfield Ln, Ossining, NY 10562
  • /42

    $850,000

    • 3 Beds
    • 3 Baths
    • 2,240 Sq Ft

    21 Hawkes Ave, Ossining, NY 10562

    Offered for the first time ever, 21 Hawkes Avenue is a one of a kind contemporary residence in the Town of Ossining custom built by its current owner, an accomplished contractor, and designed by architect Jim Picone. Completed in 1983 and thoughtfully improved over the years, the home sits on a private, wooded 1.5-acre parcel originally acquired in 1980. A winding, tree-lined driveway leads to

    Laura Bulfamante Houlihan Lawrence Inc.

    21 Hawkes Ave, Ossining, NY 10562
  • /3

    $180,000

    • Land
    • 13,102 Sq Ft
    • $598,404 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
  • /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
  • /24

    $570,000

    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft

    317 Kemey Cove Unit 317, Briarcliff Manor, NY 10562

    Move right into this beautifully maintained 2-bedroom garden style condo featuring breathtaking Hudson River View. Enjoy one floor living at its best, the open concept floor plan offers a bright and spacious living and dining area with sliding doors out to a patio with spectacular views, perfect for everyday living and entertaining. The versatile second bedroom features a built in Murphy bed

    Carmela Tassone Coldwell Banker Realty

    317 Kemey Cove Unit 317, Briarcliff Manor, NY 10562
  • /17

    $525,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    33 Cedar Ln, Ossining, NY 10562

    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 minutes to the train station, riverfront dining, and Teatown Nature Preserve. This 3-bedroom, 2-bath home features 1,240 sq ft across the main floors, plus a 340 sq ft walk-out lower level and a walk-up attic ideal for an artist loft,

    Zef Camaj Real Broker NY LLC

    33 Cedar Ln, Ossining, NY 10562
  • /10

    $249,000

    $50K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 849 Sq Ft

    126 Croton Ave, Ossining, NY 10562

    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, contractors, renovators, and buyers seeking a value-add project. The home is ready for its next chapter and presents the chance to restore, reimagine, or redevelop to suit your vision. Featuring a traditional Colonial layout and a

    Arya Rabinovits eRealty Advisors, Inc

    126 Croton Ave, Ossining, NY 10562
  • /34

    $850,000

    • 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
  • /34

    $749,000

    • 3 Beds
    • 3 Baths
    • 1,930 Sq Ft

    124 Cedar Ln, Ossining, NY 10562

    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 so close to the city. Inside, a flexible layout flows easily between everyday living and entertaining, centered around a new kitchen with stainless steel appliances and granite countertops. The generous living room overlooks the

    Magdalena Konkola Houlihan Lawrence Inc.

    124 Cedar Ln, Ossining, NY 10562

Showing Results 1 - 40, Page 1 of 2

How to Buy a Home How to Finance a Home How to Sell a Home