Homes for Sale near Park School

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  /24

  $550,000

  • 6 Beds
  • 3 Baths
  • 2,276 Sq Ft

  41 Ellis Place, Ossining, NY 10562

  Legal 2-family opportunity in the heart of Ossining offering exceptional value, versatility, and upside potential. Priced at $550,000, this spacious property features a 5-bedroom, 3 full bath layout plus a separate studio apartment with its own private entrance—ideal for investors or owner-occupants looking to generate rental income. Set on a 7,405 sq ft lot, the home offers approximately 2,276

  

  Paula Esteves

  Century 21 Full Service Realty

  (914) 430-0692

  41 Ellis Place, Ossining, NY 10562
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  Explore Park School

• 

  

  

  /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.

  

  Abraham Mathew

  CENTURY 21 DAWNS GOLD

  (914) 867-0383

  143 N Highland Ave, Ossining, NY 10562
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  /32

  $650,000

  • 2 Beds
  • 2.5 Baths
  • 1,471 Sq Ft

  119 Croton Ave, Ossining, NY 10562

  Set in Ossining, NY, this Colonial-style home offers the space, layout, and location so many buyers are searching for. A welcoming front porch leads you inside to a foyer opening into the bright living room, where high ceilings and a large bay window create an airy and inviting atmosphere. The open layout continues into the formal dining room, creating a comfortable flow to the eat-in kitchen

  Ana Bermeo Keller Williams Realty Partner

  119 Croton Ave, Ossining, NY 10562
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  /44

  $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
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  /38

  $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
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  /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
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  /50

  $1,300,000

  • 5 Beds
  • 3.5 Baths
  • 2,780 Sq Ft

  75 Chappaqua Rd, Briarcliff Manor, NY 10510

  THIS HOME CAN BE SOLD AS A PACKAGE DEAL WITH TWO ADDITION LOTS Welcome to 75 Chappaqua Road, a total spacious 4,200 sq ft single-family home in Briarcliff Manor, offering generous living space, abundant natural light, and timeless character. The home features a traditional layout with a formal living room, family room, formal dining room, and a convenient main-level bath. The kitchen and

  Bryant Moran YourHomeSold Guaranteed Realty

  75 Chappaqua Rd, Briarcliff Manor, NY 10510
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  /37

  $918,000

  $172K 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
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  /36

  $1,185,000

  $65K PRICE DROP

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

  24 Beechwood Way, Briarcliff Manor, NY 10510

  One of the first Beechwood townhouses to come to market since 2023, this pondfront residence offers a rare opportunity to own within one of the area’s most coveted communities. Set directly on the pond with seasonal Hudson River views, the home pairs natural beauty with everyday convenience. A private outdoor patio overlooking the water creates a true extension of the living space, ideal for

  Alexandra Shaw Corcoran Legends Realty

  24 Beechwood Way, Briarcliff Manor, NY 10510
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  /14

  $1,100,000

  • 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, and convenience. 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, dining, and

  Derek Greene Greene Realty Group

  54 Allapartus Rd, Ossining, NY 10562
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  /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
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  /6

  $1,899,000

  • 4 Beds
  • 3.5 Baths
  • 2,693 Sq Ft

  94 Somerstown Rd, Ossining, NY 10562

  Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is abrand-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

  David Turner Compass Greater NY, LLC

  94 Somerstown Rd, Ossining, NY 10562
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  /28

  $1,345,000

  • 4 Beds
  • 2.5 Baths
  • 3,592 Sq Ft

  14 Wyche Way, Ossining, NY 10562

  Beautifully updated center hall Colonial, set on a private and professionally landscaped almost one-acre property on a quiet cul-de-sac in one of Ossining’s most desirable neighborhoods. This move-in ready home blends classic architecture with modern upgrades and a highly functional layout designed for today’s lifestyle. The centerpiece of the home is the newly installed Leicht kitchen, featuring

  John Oliveira Douglas Elliman Real Estate

  14 Wyche Way, Ossining, NY 10562
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  /32

  $1,450,000

  • 4 Beds
  • 3.5 Baths
  • 4,290 Sq Ft

  352 Croton Dam Rd, Ossining, NY 10562

  Set privately on a beautifully landscaped property, this exceptional colonial at 352 Croton Dam Road offers the perfect blend of timeless design, modern updates, and everyday comfort. A grand two-story entry welcomes you into sun-filled interiors featuring hardwood floors, oversized windows, and thoughtfully designed living spaces throughout. The stunning renovated chef’s kitchen is the

  Sari Shaw Compass Greater NY, LLC

  352 Croton Dam Rd, Ossining, NY 10562
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  /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
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  /4

  $189,000

  $10K PRICE DROP

  • Land
  • 16,988 Sq Ft
  • $484,615 per Acre

  76 Hawkes Ave, Ossining, NY 10562

  Approved plans for a large single family home! Vacant land opportunity located at 76 Hawkes Avenue in Ossining. This parcel offers the potential for residential development subject to municipal approvals and zoning requirements. Conveniently situated near local amenities including parks, shopping, dining, and transportation. Enjoy the benefits of being in Westchester County with access to the

  Priscila Rodriguez Real Broker NY LLC

  76 Hawkes Ave, Ossining, NY 10562
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  /19

  $215,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  133 S Highland Ave Unit 5B, Ossining, NY 10562

  Welcome to Highland Terrace, a light-filled, top-floor end unit in a pet-friendly community. This bright and well-maintained two-bedroom apartment features an updated kitchen with granite counters, newer appliances, and a convenient pass-through to the living and dining area. The spacious living room offers plenty of space and great natural light, while both bedrooms include good sized closets. A

  Magdalena Konkola Houlihan Lawrence Inc.

  133 S Highland Ave Unit 5B, Ossining, NY 10562
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  /35

  $749,999

  • 3 Beds
  • 2.5 Baths
  • 2,354 Sq Ft

  22 Quail Hollow Rd, Ossining, NY 10562

  Welcome to 22 Quail Hollow Road, a well-maintained 3-bedroom, 2.5-bath Colonial offering 2,354 square feet of living space on a quiet cul-de-sac in Ossining, New York. The main level features a spacious living room with a vaulted ceiling that flows into a family room, kitchen with a breakfast nook and formal dining room creating an open and comfortable setting for everyday living and

  Cynthia Geiger Corcoran Legends Realty

  22 Quail Hollow Rd, Ossining, NY 10562
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  /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
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  /30

  $425,000

  • 2 Beds
  • 1 Bath
  • 740 Sq Ft

  19 Samstag Ave, Ossining, NY 10562

  This two bedroom one bath bungalow set high above the Hudson with sweeping river views, this property offers a rare opportunity to enjoy the charm, convenience, and lifestyle that define Ossining living. Welcome to 19 Samstag Ave, a home perfectly positioned for those seeking both tranquility and connectivity. Enjoy gorgeous Hudson River vistas and the natural beauty that surrounds this historic

  Angelina Cozza Century 21 Alliance Rlty Group

  19 Samstag 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
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  /32

  $710,000

  $10K PRICE DROP

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

  1 Edward St, Ossining, NY 10562

  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 unit over a two-bedroom walk-up, providing an ideal opportunity for owner-occupants or investors. Both units benefit from updated finishes completed during the 2020 renovation, offering modern

  Tana McGuire eXp Realty

  1 Edward St, Ossining, NY 10562
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  /35

  $750,000

  $29K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,034 Sq Ft

  15 Marshall Place, Ossining, NY 10562

  Welcome home to a charming two family Dutch Colonial in the Forest Park area of Ossining. Each unit features two bedrooms, full bath, living room, dining room, & kitchen. The first floor unit has access to a full basement with laundry & plenty of storage. The second floor unit also has 2 bedrooms, full bath, living room, dining room & attic space. Hardwood floors, high ceilings & plenty of

  Elizabeth Kamp Kane & Associates

  15 Marshall Place, Ossining, NY 10562
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  /38

  $499,900

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  9 Nicole Cir Unit 8, Ossining, NY 10562

  Offering an open floorplan with sophistication and style filled with designer finishes. This wonderfully maintain unit offers an impressive eat in kitchen with granite counters, stainless steel appliances and rich cabinetry, the dining room flows into the living area complete with fireplace and vaulted ceilings with skylight. The primary bedroom is located on the main level, with vaulted

  Robert Mulvey William Raveis Real Estate

  9 Nicole Cir Unit 8, Ossining, NY 10562
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  /22

  $725,000

  • 4 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  2 Piping Rock Dr, Ossining, NY 10562

  VERSATILE "HIGH RANCH" HOME NESTLED INTO GENTLE ROLLING HILLSIDE. SOUTH WESTERN EXPOSURE, MANICURED LAWN, LOWER BRICK FRONT FACADE ACCENT, ALONG WITH GENEROUS DRIVEWAY PARKING. THE LIVING ROOM W/TRIPLE WINDOW, DINING AREA, EAT-IN-KITCHEN W/BACK YARD ACCESS, HALL BATHROOM, 2 BEDROOMS, PRIMARY BEDROOM W/HALF BATH - ARE ON THE UPPER LIVING LEVEL. THE RECREATION RM, OFFICE/GUEST BEDROOM, BATHROOM,

  Greg Kane Kane & Associates

  2 Piping Rock Dr, Ossining, NY 10562
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  /40

  $85,000

  Open Sat 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 1,380 Sq Ft

  37 Secor Rd, Ossining, NY 10562

  Welcome to 37 Secor Road. Being sold strictly as-is and as a buy one get one with 39 Secor Road; You cannot pass on this deal! Get this cozy 2-bedroom, 1-bathroom single family home replete with a garage, unfinished basement and unobstructed windows to the Hudson River. This home is priced to be sold as a package with the adjoining Two family home at 39 Secor Road (MLS # 973596 offered @ $675K).

  Monica Cooper THD Homes LLC

  37 Secor Rd, Ossining, NY 10562
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  /39

  $749,000

  • 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
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  /42

  $675,000

  Open Sat 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 (mls#973600, offered @ $85K). 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
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  /14

  $210,000

  $93K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 951 Sq Ft

  135 Main St Unit 203, Ossining, NY 10562

  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

  Igor Krasnoperov Rising Star Realty

  135 Main St Unit 203, Ossining, NY 10562
• 

  

  /39

  $849,222

  $50K PRICE INCREASE

  • 4 Beds
  • 3.5 Baths
  • 2,426 Sq Ft

  28 Argyle Place, Briarcliff Manor, NY 10510

  Located in the highly sought-after Chilmark neighborhood of Briarcliff Manor, this charming Cape Cod home offers an exceptional blend of comfort, style, and community living. Set on a quiet cul-de-sac with Hudson River views enjoyed from the street, the location is truly special. The main level features a spacious open-concept living and dining area, highlighted by hardwood floors and a striking

  Mark Seiden Mark Seiden Real Estate Team

  28 Argyle Place, Briarcliff Manor, NY 10510
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  /44

  $235,000

  • 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. Wired for Verizon Fios/Spectrum/Cablevision. Common charges include taxes, heat, water, buildings/grounds and pool maintenance, insurance & parking. This is a one level first floor unit just a couple of steps up from the front door. Multiple ceiling fans and windows in every room and a/c units

  Jane Rodman Howard Hanna Rand Realty

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

  

  /50

  $749,000

  • 2 Beds
  • 1.5 Baths
  • 1,938 Sq Ft

  6 Spring Pond Dr, Ossining, NY 10562

  Welcome to 6 Spring Pond Drive—an upgraded and inviting unit lovingly cared for by its original owners for nearly four decades. Tucked into the sought-after Spring Pond community, this bright and airy home blends thoughtful updates with exceptional outdoor space and a layout that lives comfortably and intuitively. Inside you find an open main level featuring engineered wood flooring, abundant

  Daniel Berger RE/MAX Prestige Properties

  6 Spring Pond Dr, Ossining, NY 10562
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  /38

  $699,000

  • 7 Beds
  • 4 Baths
  • 2,990 Sq Ft

  67 State St, Ossining, NY 10562

  Perfect for investor or end-user. Located in the heart of the village, the structure sits on a 4,356-square-foot lot and offers a classic architectural style characteristic of the historic downtown Ossining area. This multi-family, 2 family with accessory unit ground floor unit. Property features 7 bedrooms and 4 bathrooms.

  Luis Morocho Motivated Access Realty Corp.

  67 State St, Ossining, NY 10562
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  /34

  $850,000

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  227 Cedar Ln, Ossining, NY 10562

  Step back in time without sacrificing an ounce of comfort in this enchanting, 200-year-old hand-hewn log cabin. Nestled on 6.41 private, lush acres, this original residence offers a rare blend of romantic history and contemporary ease. The interior showcases exceptional craftsmanship, featuring original wide-plank wood floors, a majestic stone fireplace, and a genuine Dutch door. The versatile

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

  227 Cedar Ln, Ossining, NY 10562
• 

  

  /18

  $729,000

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

  320 N Highland Ave, Ossining, NY 10562

  This well maintained 1960's Split-level home offers a rare opportunity for owner-user & investors too. The main living area offers a Living/Dining Room w/vaulted ceilg/skylight, galley kitchen w/granite counter tops. The upper level contains the Primary Bedroom, 2 add'l BR's, and Hall Bathroom. The side-yard Patio & Backyard is accessible from the Living/Dining Rm. The large backyard abuts 'The

  Greg Kane Kane & Associates

  320 N Highland Ave, Ossining, NY 10562
• 

  

  /48

  $650,000

  • 4 Beds
  • 2 Baths
  • 1,667 Sq Ft

  24 Fuller Rd, Ossining, NY 10562

  Beautiful 4-bedroom, 2 full bath home located on a quiet cul-de-sac in Ossining, offering a comfortable layout and inviting indoor-outdoor living. The main level features an open-concept design connecting the eat-in kitchen and living room, highlighted by modern stainless steel appliances, beautiful moldings, and expansive windows that fill the home with natural light, creating an ideal setting

  Joseph Lukic Compass Greater NY, LLC

  24 Fuller Rd, Ossining, NY 10562
• 

  /2

  $195,000

  • Land
  • 1.69 Acres
  • $115,385 per Acre

  7 Hawkes Ave, Ossining, NY 10562

  Partially wooded 1.69 acre lot in Ossining.

  Anthony Matra Hudson Edge Real Estate LLC

  7 Hawkes Ave, Ossining, NY 10562
• 

  

  /32

  $775,000

  • 4 Beds
  • 3.5 Baths
  • 2,863 Sq Ft

  903 Pheasant Woods Rd, Briarcliff Manor, NY 10510

  Nestled in a quiet neighborhood, this spacious townhome offers the perfect combination of comfort, convenience, and privacy. The open-concept living and dining area is filled with natural light and features sliding doors leading to a private deck-an ideal spot for morning coffee, outdoor dining, or simply relaxing in a peaceful setting. The large eat-in kitchen offers ample space for cooking and

  Melissa Palley Julia B Fee Sothebys Int. Rlty

  903 Pheasant Woods Rd, Briarcliff Manor, NY 10510
• 

  

  /39

  $699,001

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

  16 Rockledge Ave Unit 2E2, Ossining, NY 10562

  This is a rare opportunity to own a truly exceptional residence with panoramic, year-round Hudson River views, something rarely found at this price point in Scarborough Manor. Designed for both comfort and sophistication, this expansive three-bedroom, two-bath home offers 9ft ceilings, oversized rooms, and abundant closet space throughout. The layout strikes the perfect balance between everyday

  Cynthia Leite ERA Insite Realty Services

  16 Rockledge Ave Unit 2E2, Ossining, NY 10562
• 

  

  /38

  $450,000

  • 3 Beds
  • 1 Bath
  • 930 Sq Ft

  20 Samstag Ave, Ossining, NY 10562

  20 Samstag Ave is the kind of home that sparks ideas the moment you enter. Tucked into an established Ossining neighborhood just minutes from the Hudson River, this classic 2-story Cape-style home with charming dormers and a cheerful red-painted front porch is ready for its next chapter, and for the right buyer, that chapter could be something special. Inside, three bedrooms, a full bath, and 930

  Alex Mashkin Keller Williams Realty Partner

  20 Samstag Ave, Ossining, NY 10562

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