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Homes for Sale near Roosevelt Elementary School

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  • /38

    $249,999

    • 1 Bed
    • 1 Bath
    • 736 Sq Ft

    16 Rockledge Ave Unit 2MM-2, Ossining, NY 10562

    Perched gracefully above the majestic Hudson River, this beautifully renovated one-bedroom home is ready to welcome you in. Nestled within the highly sought-after, gated Scarborough Manor community, you’ll be greeted by the gatekeeper each time you arrive—an immediate sense of comfort and care. This sun-soaked, south-facing unit feels bright and uplifting from the moment you step inside.

    Agent Photo

    Loretta Fleming Chiavetta

    Coldwell Banker Realty

    (914) 353-4296

    16 Rockledge Ave Unit 2MM-2, 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

    (914) 867-0383

    143 N Highland Ave, Ossining, NY 10562
  • /35

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    110 Morningside Dr, Ossining, NY 10562

    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

    Luis Morgado HomeSmart Homes & Estates

    110 Morningside Dr, Ossining, NY 10562
  • /40

    $799,000

    • 2 Beds
    • 3 Baths
    • 2,288 Sq Ft

    34 Piping Rock Dr, Ossining, NY 10562

    34 Piping Rock is a stunning contemporary home that offers the perfect blend of style, functionality and comfort. Featuring 2 bedrooms but lives like 3 or more with stunning seasonal views of the Hudson River as well as a flexible floor plan ideal for a home office, den or guest space. The lower level which is completing above ground with its own private access and full bath offers endless

    Maureen Verre Houlihan Lawrence Inc.

    34 Piping Rock Dr, Ossining, NY 10562
  • /2

    $199,000

    • Land
    • 0.39 Acre
    • $510,256 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
  • /34

    $419,000

    • 1 Bed
    • 2.5 Baths
    • 1,203 Sq Ft

    17 Knoll View Unit 17, Ossining, NY 10562

    Welcome to this beautifully maintained 1 bedroom plus den townhome in the highly desirable Liberty Knoll community. Designed for comfort and convenience, this spacious home features 2 full bathrooms plus a powder room, making it perfect for both everyday living and entertaining.The versatile den/home office offers ideal flexibility for remote work, a guest space, or a cozy retreat. Enjoy the

    Janet Brand Houlihan Lawrence Inc.

    17 Knoll View Unit 17, Ossining, NY 10562
  • /34

    $899,000 Open Sun 11:30AM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 2,292 Sq Ft

    55 Hoags Cross Rd, Ossining, NY 10562

    Welcome to 55 Hoags Cross Rd. in the desirable New Castle area of Ossining. This beautifully maintained split-level ranch lives like a 4-bedroom on a private, level acre offering exceptional flexibility, indoor-outdoor flow, and room to grow. With 3 bedrooms plus two additional flexible rooms and 2 full baths, this home easily adapts to today’s evolving needs. A welcoming entry foyer leads to a

    Maryanne Durr Coldwell Banker Realty

    55 Hoags Cross Rd, Ossining, NY 10562
  • /48

    $399,900

    • 2 Beds
    • 2 Baths
    • 1,580 Sq Ft

    16 Rockledge Ave Unit 2C-1, Ossining, NY 10562

    Scarborough Manor is nestled on exquisitely landscaped, park-like grounds with meandering walking paths and quiet seating areas, creating a serene riverside retreat along the Hudson. This spacious two-bedroom, two-bath residence enjoys sweeping southern views of the Hudson River and the Mario Cuomo Bridge from its private deck, offering a peaceful setting to relax and take in the scenery. Freshly

    Gino Bello Howard Hanna Rand Realty

    16 Rockledge Ave Unit 2C-1, Ossining, NY 10562
  • /38

    $3,500,000

    • 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
  • /41

    $949,000

    • 4 Beds
    • 3.5 Baths
    • 2,860 Sq Ft

    20 Meadow Rd, Briarcliff Manor, NY 10510

    Located in the desirable Chilmark Park neighborhood of Briarcliff Manor, this ranch-style home offers comfortable main-level living with four bedrooms, including a primary ensuite, along with spacious living areas and additional flexible space on the lower level. A welcoming entryway opens into generous living and dining rooms, creating an easy flow for everyday living and gathering. Large

    Donna Nikic Compass Greater NY, LLC

    20 Meadow Rd, Briarcliff Manor, NY 10510
  • /33

    $340,000

    • 1 Bed
    • 1 Bath
    • 894 Sq Ft

    9 Nicole Cir Unit 3, Ossining, NY 10562

    Pet-friendly Hudson View condo with serene wooded surroundings. This bright and spacious home features a cozy fireplace in the living room with access to a private deck. The home includes generously sized bedroom with ample storage. Additional highlights include assigned parking and ample guest parking. Community amenities include a pool, clubhouse, fitness center, tennis and basketball courts,

    Sandra Genaro Keller Williams Realty Partner

    9 Nicole Cir Unit 3, Ossining, NY 10562
  • /32

    $720,000

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

    1 Edward St, Ossining, NY 10562

    Well-maintained two-family 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
  • /35

    $779,000

    • 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
  • /19

    $538,888

    • 2 Beds
    • 2.5 Baths
    • 1,332 Sq Ft

    88 Broadway Unit PH1, Ossining, NY 10562

    Rare opportunity to purchase a stunning 2 Bedroom/2.5 Bath penthouse condo in the heart of Ossining. This former schoolhouse was converted into a 12 unit condominium in 2007. This Penthouse unit is the largest of the units of this elevator building. This unit features an open floor design, high vaulted ceilings with exposed wooden beams, an elevated kitchen with french doors leading to the grand

    Rob Lowenthal Corcoran Legends Realty

    88 Broadway Unit PH1, Ossining, NY 10562
  • /37

    $900,000

    • 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
  • /50

    $3,300,000

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

    36 Revolutionary Rd, Briarcliff Manor, NY 10510

    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

    Elaine Wasserman Houlihan Lawrence Inc.

    36 Revolutionary Rd, Briarcliff Manor, NY 10510
  • /36

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 3,075 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
  • /26

    $224,000

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    123 S Highland Ave Unit B3, Ossining, NY 10562

    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

    Taylor Cirillo Howard Hanna Rand Realty

    123 S Highland Ave Unit B3, Ossining, NY 10562
  • /41

    $439,000

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft

    9 Briarcliff Dr S Unit 16, Ossining, NY 10562

    Opportunity awaits in the reputable Briarcliff Woods Development in Ossining, where space, light, and an exceptional layout set the stage for your vision. This spacious 3-bedroom, 2-bath condominium is thoughtfully designed to meet your lifestyle needs, offering a wealth of opportunities to personalize and transform it into your dream home. As you step inside, you're greeted by an expansive

    Lisa DaRos Houlihan Lawrence Inc.

    9 Briarcliff Dr S Unit 16, Ossining, NY 10562
  • /36

    $690,000

    • 2 Beds
    • 2.5 Baths
    • 1,850 Sq Ft

    42 Brooke View Dr, Ossining, NY 10562

    Welcome home to The Woods Condominium, a community in Westchester offering both proximity to NYC and recreation galore. This beautifully maintained three-level townhome has 2 bedrooms, 2.5 bathrooms, a finished basement, an additional room which can serve as bedroom or home office, and an attached garage. The finished basement boasts generous living space with two full size closets for storage

    Jonathan Minerick HomeCoin.com

    42 Brooke View Dr, Ossining, NY 10562
  • /14

    $210,000

    • 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
  • /2

    $575,000 Open House 4/04

    • 3 Beds
    • 2 Baths
    • 1,362 Sq Ft

    128 S Highland Ave, Ossining, NY 10562

    Welcome to 128 South Highland Avenue — a beautifully maintained home that perfectly blends comfort, character, and convenience in the heart of Ossining. From the moment you arrive, you’ll appreciate the inviting curb appeal and thoughtfully cared-for exterior. Inside, the home offers a bright and functional layout with generous living spaces designed for both everyday living and effortless

    Ruth Garcia Keller Williams Prestige Prop

    128 S Highland Ave, Ossining, NY 10562
  • /33

    $475,900 Coming Soon

    • 1 Bed
    • 2 Baths
    • 1,233 Sq Ft

    806 Eagle Bay Dr, Ossining, NY 10562

    Welcome to beautiful Eagle Bay, a gated community along the Hudson River in Ossining. Enjoy nature from your private balcony yet be minutes from the train and shopping. Unit has seasonal river views and privacy as well as a deeded garage and storage. Hardwood floors throughout with updated kitchen and baths as well as a full staircase to an amazing loft with full bath that can be used as a second

    Mary Ellen Bickler Keller Williams NY Realty

    806 Eagle Bay Dr, Ossining, NY 10562
  • /33

    $899,222

    • 4 Beds
    • 2.5 Baths
    • 3,551 Sq Ft

    1 Noel Dr, Ossining, NY 10562

    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

    Mark Seiden Mark Seiden Real Estate Team

    1 Noel Dr, Ossining, NY 10562
  • /27

    $699,500

    • 3 Beds
    • 1 Bath
    • 1,377 Sq Ft

    16 Robin St, Ossining, NY 10562

    Discover timeless character and modern comfort in this beautifully revitalized 1920 Village Colonial, set on a private, level corner lot with exceptional curb appeal. Surrounded by mature landscaping, the backyard offers a peaceful retreat with a stunning stone patio, perfect for outdoor dining, entertaining, or relaxing in your own quiet sanctuary.Inside, classic Colonial charm blends

    Janet Brand Houlihan Lawrence Inc.

    16 Robin St, Ossining, NY 10562
  • /5

    $120,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    165 S Highland Ave Unit C, Ossining, NY 10562

    This is an amazing opportunity for someone handy or a contractor, to get into homeownership if your a first time buyer! Or if you are selling your home and need to downsize. First time on the market in 40 years! Spacious one bedroom co-op near the Scarborough Metro North train station! Located across the street from Shoprite shopping plaza and close to all! No renting allowed, no dogs. This unit

    Imma Carletto Christie's Int. Real Estate

    165 S Highland Ave Unit C, Ossining, NY 10562
  • /24

    $1,155,000

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

    54 Allapartus Rd, Ossining, NY 10562

    Welcome to your dream home! This bright 4-bedroom, 3-bathroom Ranch offers 1-level living on a serene and private two-acre lot. The property boasts abundant natural light throughout, creating an inviting atmosphere. Step into the expansive, renovated chef's kitchen with professional stainless steel appliances and a center island, which seamlessly flows into the great room with a vaulted ceiling,

    Hope Brasesco Compass Greater NY, LLC

    54 Allapartus Rd, Ossining, NY 10562
  • /35

    $495,000

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

    616 Kemeys Cove Unit 616, Briarcliff Manor, NY 10510

    Located on the banks of the Hudson River, you will find carefree Condo living at pet-friendly Kemeys Cove. This spacious two-bedroom, three-bathroom Duplex-style unit also offers a bonus flex room, ideal for a guest bedroom, den or home office. The main-level living space provides an open flow with a large living room with additional seating/play area, dining room, walk-through kitchen, and

    Mikka Ferrer Coldwell Banker Realty

    616 Kemeys Cove Unit 616, Briarcliff Manor, NY 10510
  • /25

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,184 Sq Ft

    117 S Highland Ave Unit L2, Ossining, NY 10562

    Welcome to 117 South Highland Avenue, Unit L2, a spacious and well-maintained co-op offering comfort, convenience, and a highly desirable layout. This first-floor residence features three generously sized bedrooms and two full bathrooms, including a primary bedroom with a private en-suite bath. The home boasts a bright, open-concept living and dining area, creating an inviting flow that is ideal

    Karen Serrao Cabrera West Green + Assoc RE Brokers

    117 S Highland Ave Unit L2, Ossining, NY 10562
  • /42

    $569,000

    • 3 Beds
    • 1 Bath
    • 1,076 Sq Ft

    1C Calam Ave, Ossining, NY 10562

    Charming 3-bedroom, 1-bath ranch offering easy one-level living in a convenient Ossining location. This bright and inviting home features hardwood floors, an open-concept layout, and an updated kitchen and bathroom (2020). The renovated mudroom adds everyday functionality, while the partially finished walk-out basement provides flexible space for a recreation room, home office, gym, or additional

    Felix Hernandez Real Broker NY LLC

    1C Calam Ave, Ossining, NY 10562
  • /30

    $1,989,000

    • 4 Beds
    • 2.5 Baths
    • 3,550 Sq Ft

    41 Croton Dam Rd, Ossining, NY 10562

    Experience refined new construction living at 41 Croton Dam Road, a thoughtfully designed 2026-built single-family residence set on 1.38 acres with Hudson River views. Offering 3,550 square feet of elegant living space, this 4-bedroom, 2.5-bath home blends architectural sophistication with modern functionality. The main level features 10-foot ceilings, dramatic 8-foot front entry doors, custom

    Nicola Santucci Houlihan Lawrence Inc.

    41 Croton Dam Rd, Ossining, NY 10562
  • /23

    $879,000

    • 4 Beds
    • 2 Baths
    • 2,856 Sq Ft

    131 Spring St, Ossining, NY 10562

    Brick Two-Family with Owner-Occupant Flexibility in the Heart of Ossining Solid brick construction, classic proportions, and real income flexibility define 131 Spring Street. Live in one unit and offset your monthly expenses, or configure both units for long-term rental income in a strong commuter location less than a mile from the train. Both units offer bright, connected layouts with updated

    Jonathan Minerick HomeCoin.com

    131 Spring St, Ossining, NY 10562
  • /43

    $779,900

    • 3 Beds
    • 2 Baths
    • 1,563 Sq Ft

    65 Morningside Dr, Ossining, NY 10562

    Take A Stroll in the Park...The market has waited 50 years for this true gem of a home to become yours in this special, sought-after quiet and serene residential neighborhood in the unincorporated Town of Ossining. This light and bright three bedroom, two bath ranch house sits on a half-acre lot on the high side of Morningside Drive with beautiful scenic views, and borders the 130-acre Charles K

    Cindy Cassuto Corcoran Legends Realty

    65 Morningside Dr, Ossining, NY 10562
  • /34

    $599,000

    • 2 Beds
    • 1.5 Baths
    • 1,765 Sq Ft

    1 Spring Pond Dr, Ossining, NY 10562

    Beautiful, bright end unit condo in Spring Pond featuring 2 bedrooms and 1.5 baths. This inviting home offers an eat in kitchen with ample cabinet space, brand new stove and refrigerator, and stainless steel appliances. Enjoy hardwood floors throughout the living and dining areas, complemented by an open floor plan and a spacious living room with vaulted ceilings and a cozy fireplace. The primary

    Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

    1 Spring Pond Dr, Ossining, NY 10562
  • /46

    $6,400,000

    • 11 Beds
    • 6.5 Baths
    • 9,481 Sq Ft

    335 Croton Dam Rd, Ossining, NY 10562

    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

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    335 Croton Dam Rd, Ossining, NY 10562
  • /34

    $799,222

    • 4 Beds
    • 2.5 Baths
    • 2,188 Sq Ft

    47 Fuller Rd, Briarcliff Manor, NY 10510

    Wonderful split-level home located in a quiet neighborhood near a local park in the sought-after village of Briarcliff Manor. This suburban gem offers comfort, style, and access to exceptional community amenities. The home features an updated eat-in kitchen with granite countertops, perfect for everyday living and entertaining, with direct access to a fabulous screened-in porch overlooking the

    Mark Seiden Mark Seiden Real Estate Team

    47 Fuller Rd, Briarcliff Manor, NY 10510
  • /34

    $469,900 Coming Soon

    • 1 Bed
    • 1.5 Baths
    • 974 Sq Ft

    15 Davids Ln, Ossining, NY 10562

    Welcome to 15 DAVIDS LANE, a conveniently located Ossining light-filled End Unit in the sought after Liberty Knoll Town Homes community. Features no-step entry, SS appliances, private balcony w/sliders to Living Room, and finished Lower Level. Second level has a full bathroom with showered tub, new GE washer & dryer Laundry; hallway storage & large BR mirrored walk-in closet. The finished 400sf

    Jane Rodman Howard Hanna Rand Realty

    15 Davids Ln, Ossining, NY 10562
  • /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
  • /26

    $329,222 Open Sat 2:30PM - 4PM

    • 2 Beds
    • 1.5 Baths
    • 972 Sq Ft

    42 Campwoods Grounds, Ossining, NY 10562

    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

    Mark Seiden Mark Seiden Real Estate Team

    42 Campwoods Grounds, Ossining, NY 10562
  • /18

    $250,000

    • 1 Bed
    • 1 Bath
    • 1,163 Sq Ft

    14 Glendale Rd, Ossining, NY 10562

    Bring Your Vision and Ideas, Contractors and Architects .. Fabulous Country Setting on Ossining's Quiet and Picturesque Glendale Road.. 2.5 Private Wooded Acres of Flat and Usable Property with a Long Winding Driveway and Mature Trees Throughout.. Welcoming Entry Foyer with Door's Out to the Sun Room and 2 Car Attached Garage.. Hallway to the Living Room with Fireplace and a Sliding Glass Door

    Vincent Vetrano Douglas Elliman Real Estate

    14 Glendale Rd, Ossining, NY 10562

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