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Oyster Bay, NY Homes for Sale

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  • /28

    $899,999

    • 4 Beds
    • 3 Baths
    • 1,739 Sq Ft

    33 Peachtree Ln, Hicksville, NY 11801

    Expanded cape-style home featuring 4 spacious bedrooms and 3 updated bathrooms. This beautifully maintained property offers a rear extension with a large family room, perfect for entertaining and everyday living. Major updates include an 8-year-old roof, siding, updated windows, gas boiler, and laminate flooring throughout the first floor. The modern kitchen features quartz countertops, stainless

    Jaswinder Singh Realty Connect USA LLC

    33 Peachtree Ln, Hicksville, NY 11801
  • /26

    $5,999,999

    • 6 Beds
    • 5.5 Baths

    89 Pound Hollow Rd, Glen Head, NY 11545

    Where Drama Meets Design Welcome to nearly 8,000 square feet of pure fabulous in one of the North Shore’s most prestigious enclaves. This newly reimagined estate has been transformed from top to bottom in the last 24 months, creating a home that is equal parts glamorous, playful, and unforgettable.From the moment you step inside, you’re swept into a world of high style and high impact. The

    Karen Sharf Daniel Gale Sothebys Intl Rlty

    89 Pound Hollow Rd, Glen Head, NY 11545
  • /2

    $1,238,888 Coming Soon

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

    3 Carolyn Ct, Syosset, NY 11791

    Welcome to this Large Birchwood Split On Oversized Property In The Heart Of Syosset, a beautifully renovated home nestled on a quiet cul-de-sac in the highly sought-after Syosset School District. Situated on a Gorgeous Landscaped an expansive 11,900+ sq ft lot, this move-in ready property offers 3 bedrooms, 2.5 bathrooms, and thoughtfully updated interiors and exteriors designed for today’s

    Jianhui Li WeCare Homes LLC

    3 Carolyn Ct, Syosset, NY 11791
  • /37

    $1,399,000

    • 3 Beds
    • 3 Baths
    • 1,698 Sq Ft

    12 Kingswood Cir, Old Bethpage, NY 11804

    Introducing a Beautiful East Facing Expanded Ranch in Old Bethpage. The Ultimate Indoor-Outdoor Luxury with a Private Resort Style Backyard. Welcome to a masterfully designed open-concept retreat. The heart of the home features soaring cathedral ceilings w/ skylights and a chef’s kitchen anchored by granite countertops, a new Jenn-Air refrigerator, and natural gas cooking. Whether you're hosting

    Michael Pascullo Douglas Elliman Real Estate

    12 Kingswood Cir, Old Bethpage, NY 11804
  • /40

    $779,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft

    144 Cottage Blvd, Hicksville, NY 11801

    Nothing to do but move in to your new home ! There is no “to-do” list here. Enter and be greeted into a comfortable size living room and family size dining room. You have hardwood floors in the dining room & living room with laminate flooring in the kitchen, Inset lighting in the living room and a chandelier over your dining room table. From your kitchen walk through the sliding doors out to a

    Ann Cregan Donovan Brothers Realty Inc

    144 Cottage Blvd, Hicksville, NY 11801
  • /50

    $3,499,999

    • 6 Beds
    • 5.5 Baths
    • 8,263 Sq Ft

    1095 Pine Valley Rd, Oyster Bay, NY 11771

    Welcome to this exceptional estate tucked away at the end of a long, winding driveway on just over two pristine acres in Upper Brookville. This stunning property offers the perfect blend of luxury, comfort, and versatility.The main residence features 5 bedrooms and 4.5 fully updated bathrooms across two thoughtfully designed levels. The expansive first floor hosts 4 bedrooms and 3.5

    Nicholas Conti Compass Greater NY LLC

    1095 Pine Valley Rd, Oyster Bay, NY 11771
  • /38

    $975,000

    • 3 Beds
    • 2.5 Baths
    • 1,956 Sq Ft

    52 Holiday Dr Unit 52, Woodbury, NY 11797

    ALL UPDATED - CEDARWOOD MODEL IN WOODLAND POND - SYOSSET SCHOOLS. Welcome to your next chapter in the highly sought-after Woodland Pond community—with community pool, tennis, clubhouse & more. This beautifully updated townhome has it all, featuring a private 2-car driveway and spacious 2-car garage. Inside, you’ll immediately notice the rich, new floors that flow seamlessly across the main level,

    Belinda Wiseman BERKSHIRE HATHAWAY

    52 Holiday Dr Unit 52, Woodbury, NY 11797
  • /36

    $7,300,000

    • 9 Beds
    • 12 Baths
    • 17,587 Sq Ft

    60 Piping Rock Rd, Glen Head, NY 11545

    Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless

    Aileen Murstein Compass Greater NY LLC

    60 Piping Rock Rd, Glen Head, NY 11545
  • /29

    $1,699,999

    • 6 Beds
    • 5 Baths
    • 3,400 Sq Ft

    6 Garden Cir, Syosset, NY 11791

    Stunning Colonial home built in 2007, located in one of the most sought-after areas of Syosset. This spacious residence features 6 generously sized bedrooms and 5 full bathrooms. Enjoy an updated kitchen with granite countertops and modern cabinetry, along with beautifully renovated bathrooms. The home boasts hardwood floors throughout, recessed lighting (hi-hats), two cozy fireplaces, and a

    Jaswinder Singh Realty Connect USA LLC

    6 Garden Cir, Syosset, NY 11791
  • /50

    $1,350,000

    • 4 Beds
    • 2.5 Baths
    • 2,074 Sq Ft

    38 S Oaks Blvd, Plainview, NY 11803

    Beautifully updated and well-maintained home offering comfort, functionality, and modern upgrades throughout. Situated on a 70x100 lot with approximately 2,074 sqft of living space, this southwest-facing property enjoys abundant natural light all day. The home features a spacious and versatile layout, including a main-level bedroom with a full bath, ideal for guests or extended living. The

    Heidi Liu Homix Realty Inc

    38 S Oaks Blvd, Plainview, NY 11803
  • /22

    $1,280,000

    • 4 Beds
    • 3 Baths
    • 1,745 Sq Ft

    105 Seaman Rd, Jericho, NY 11753

    -

    Ziwen Yuan E Realty International Corp

    105 Seaman Rd, Jericho, NY 11753
  • /25

    $1,599,888

    • 5 Beds
    • 5 Baths
    • 3,484 Sq Ft

    64 Fox Place, Hicksville, NY 11801

    Welcome to this beautifully maintained split-level home, set on a professionally landscaped lot in a highly sought-after neighborhood. Situated on a spacious 12,240 sq ft lot. this home delivers the perfect blend of luxury and practicality. Every inch is thoughtfully designed with expensive, high-end materials that elevate your lifestyle. This sun-filled residence offers multiple inviting living

    Navjeet Nanda Voro LLC

    64 Fox Place, Hicksville, NY 11801
  • /33

    $2,595,000

    • 6 Beds
    • 4.5 Baths
    • 4,610 Sq Ft

    1550 Laurel Hollow Rd, Syosset, NY 11791

    An exceptional blend of modern luxury, chic design, and thoughtful functionality on 2+ spectacular acres. Featuring a 2-story foyer clad in crisp white millwork, this tastefully renovated Colonial boasts an expansive floor plan that includes an elegant formal dining room with a butler’s pantry and an airy formal living room with a lovely Palladian window and a fireplace. The layout is ideal for

    John Messina Daniel Gale Sothebys Intl Rlty

    1550 Laurel Hollow Rd, Syosset, NY 11791
  • /49

    $3,199,000

    • 5 Beds
    • 3.5 Baths
    • 4,474 Sq Ft

    48 Westwood Ct, Woodbury, NY 11797

    Welcome to this stunning contemporary Colonial located in the Rolling Hills community, within the Syosset Central School District. Zoned for Walt Whitman Elementary School, H.B. Thompson Middle School, and Syosset High School, this exceptional home offers the perfect blend of style, comfort, and location.Completely redone within the last 5–10 years, this move-right-in residence showcases a

    Fran Mazer Compass Greater NY LLC

    48 Westwood Ct, Woodbury, NY 11797
  • /40

    $3,998,000

    • 5 Beds
    • 6 Baths
    • 7,382 Sq Ft

    8 Forest Ct, Syosset, NY 11791

    Set within the prestigious Tall Oaks community of Oyster Bay Cove, this extraordinary contemporary colonial estate offers over 7300 square feet of refined living space in a cul-de-sac on 2.05 private acres. Designed for both grand entertaining and everyday luxury, this residence seamlessly blends timeless architecture with resort-style amenities. The expansive interior features 5 bedrooms and

    Linda Freedman Douglas Elliman Real Estate

    8 Forest Ct, Syosset, NY 11791
  • /2

    $2,399,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 5,038 Sq Ft

    31 Sherwood Gate, Oyster Bay, NY 11771

    Welcome to this stunning contemporary residence nestled in the prestigious Sherwood Gate community of Oyster Bay Hills. Situated on a breathtaking 2-acre property, this exceptional home offers over 5,038 square feet of luxurious living space designed for both elegant entertaining and everyday comfort. A dramatic two-story entry welcomes you into a sophisticated interior featuring a formal living

    Kim Borrelli Signature Premier Properties

    31 Sherwood Gate, Oyster Bay, NY 11771
  • /40

    $1,280,000

    • 3 Beds
    • 2 Baths
    • 1,634 Sq Ft

    19 Birchwood Park Dr, Syosset, NY 11791

    Welcome to this beautifully maintained home in the highly desirable Syosset community. Offering a functional layout, quality upgrades, and move-in ready condition, this home combines comfort, convenience, and long-term value.Interior Highlights:Bright and inviting living room featuring a large bay window with abundant natural light. Open-concept kitchen with center island, skylight, and

    Sophia Yao Chase Global Realty Corp

    19 Birchwood Park Dr, Syosset, NY 11791
  • /37

    $1,649,900

    • 4 Beds
    • 3 Baths
    • 2,855 Sq Ft

    135 Ocean Ave, Massapequa, NY 11758

    Waterfront luxury meets modern comfort at this reintroduced gated compound in Biltmore Shores. Set on an impressive 314 foot deep property from curb to bulkhead, this home offers the best of coastal living with a 20x40 inground pool, spa, patio, upper deck, and private boat slips along a scenic canal just off Massapequa Cove. This 4 bedroom, 3 bath home offers flexible living, including the

    Aaron Bates Real Broker NY LLC

    135 Ocean Ave, Massapequa, NY 11758
  • /50

    $2,999,999 Open Sat 12PM - 2PM

    • 5 Beds
    • 6.5 Baths
    • 5,741 Sq Ft

    21 Chauncey Place, Woodbury, NY 11797

    Welcome to this exceptional custom-built Colonial nestled in the highly sought-after Swan Lake development of Woodbury, located within the award-winning Syosset School District. Boasting approximately 6,000 square feet of thoughtfully designed living space, this magnificent residence offers 12 spacious rooms, including 5 generously sized bedrooms—each featuring its own walk-in closet—and 6 full

    Robert Korber Signature Premier Properties

    21 Chauncey Place, Woodbury, NY 11797
  • /16

    $859,999

    • 4 Beds
    • 2 Baths
    • 1,608 Sq Ft

    171 Cottage Blvd, Hicksville, NY 11801

    Gorgeous colonial with classic Front Porch, Eik with granite countertops and S/T appliances, Sunken Den with Wood Fireplace, Formal Dining and Living room, Spacious Bedrooms, Wood Floors, IGS, So Much More Don't miss

    Amitpal Dhari Keller Williams Realty Elite

    171 Cottage Blvd, Hicksville, NY 11801
  • /17

    $799,999

    • 4 Beds
    • 1.5 Baths
    • 1,591 Sq Ft

    17 Fresno Dr, Plainview, NY 11803

    This beautifully maintained split-level home is ideally situated mid-block, offering privacy and convenience. The updated kitchen showcases porcelain tile flooring, stainless steel appliances, granite countertops, and a tumble marble backsplash. Hardwood floors run throughout the main and second levels, adding warmth and continuity to the home. The main level features a bedroom and a spacious

    Lenny Rosenfeld Douglas Elliman Real Estate

    17 Fresno Dr, Plainview, NY 11803
  • /31

    $919,999

    • 4 Beds
    • 3.5 Baths
    • 1,600 Sq Ft

    8 Autumn Ln, Hicksville, NY 11801

    Spacious 4-bedroom, 3.5-bath home featuring numerous recent upgrades. Roof and siding were replaced in 2025. The home offers an updated kitchen with stainless steel appliances, quartz countertops, and a mid-level island, along with updated bathrooms. Tile flooring on the ground level and hardwood floors throughout the home. Additional improvements include new sheetrock, 200-amp electrical

    Gagandeep Manuja Realty Connect USA LLC

    8 Autumn Ln, Hicksville, NY 11801
  • /24

    $868,000

    • 4 Beds
    • 2 Baths
    • 1,902 Sq Ft

    88 Stewart Ave, Hicksville, NY 11801

    Prime Location in the heart of the highly sought-after Hicksville community. Gorgeous Hi ranch sitting on a large lot with fenced backyard. Spacious 4 bedroom 2 baths, 1900 sqft of Newly renovated interior with modern trends. New appliances, Conveniently located near major highways, parks, shopping centers, schools and LIRR Hicksville Station. Zoned for Hicksville school district. This home

    Sandy Chen E Realty International Corp

    88 Stewart Ave, Hicksville, NY 11801
  • /27

    $599,000

    • 2 Beds
    • 1 Bath
    • 1,032 Sq Ft

    36 Seitz Dr, Bethpage, NY 11714

    Welcome To This Charming Home Nestled In The Heart Of Bethpage And Located Within The Desirable Plainedge School District. This Is A Perfect Home For First Time Buyers Or Those Looking To Downsize. This Home Offers The Ease Of One Level Living With The Ideal Blend Of Comfort And Convenience. Inside You'll Find Two Spacious Bedrooms With The Potential To Easily Convert Back To A Three-Bedroom

    Cindy Oliva Better Homes And Gardens Dream

    36 Seitz Dr, Bethpage, NY 11714
  • /34

    $1,496,000

    • 5 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    10 Orange Dr, Jericho, NY 11753

    Welcome to this lovely, sun-drenched home a gorgeous expanded Sutton Split perfectly situated on a quiet mid-block street. Skylights and large windows flood the home with natural light, creating bright, airy, and inviting living spaces throughout. Additional highlights include beautiful hardwood floors, abundant storage, a new roof(2yrs old), and efficient gas cooking and heating for everyday

    Mingchan Zhang Realty Connect USA LLC

    10 Orange Dr, Jericho, NY 11753
  • /14

    $5,495,000

    • Land
    • 18.11 Acres
    • $303,424 per Acre

    31 Factory Pond Rd, Locust Valley, NY 11560

    Stunning 18-Acre Estate in Lattingtown - A Unique Blend of History and Natural Beauty Discover an exceptional opportunity to own the last major parcel of the historic Underhill Farm, nestled within the prestigious Oyster Bay National Wildlife Refuge. This breathtaking 18-acre property set on two separate buildable approved lots on Factory Pond Road offers over 1,100 feet of pristine waterfront

    Alexis Mcandrew Daniel Gale Sothebys Intl Rlty

    31 Factory Pond Rd, Locust Valley, NY 11560
  • /29

    $1,150,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,671 Sq Ft

    5 Joseph Ct, Syosset, NY 11791

    Welcome to this meticulously maintained and beautiful 3-bedroom 2bathroom split-level home, perfectly situated in the highly coveted Birchwood section of Syosset. A standout feature of this home is the integrated Tesla Sustainable Energy System, fully owned Tesla Solar Panel plus Tesla Powerwall: Advanced battery storage provides seamless backup power and energy management. This home showcases an

    Lin Pan E Realty International Corp

    5 Joseph Ct, Syosset, NY 11791
  • /26

    $779,000

    • 3 Beds
    • 1.5 Baths
    • 1,329 Sq Ft

    5 Erlwein Ct, Massapequa, NY 11758

    Welcome to this amazing waterfront home on a huge piece of property, tucked away on a quiet and private block. With 150 feet of bulkhead on a deep water canal, this is a dream spot for boating and relaxing by the water. Rejuvenate your soul by the water or enjoy some wine or your morning coffee looking out over your property! Step inside the foyer to a bright and open living room that flows right

    Joe Garcia Weichert Realtors Performance

    5 Erlwein Ct, Massapequa, NY 11758
  • /33

    $1,148,000 Open Sat 1PM - 4PM

    • 4 Beds
    • 2 Baths
    • 2,148 Sq Ft

    35 Peachtree Ln, Hicksville, NY 11801

    Welcome to this beautifully maintained 4-bedroom, 2-bath split-level home offering the perfect blend of space, comfort, and convenience. Designed with today’s lifestyle in mind, this home features an expansive layout with generous living areas ideal for both everyday living and entertaining. House has great potential.The heart of the home is a large, light-filled kitchen with high ceilings

    Samina Nadeem Douglas Elliman Real Estate

    35 Peachtree Ln, Hicksville, NY 11801
  • /30

    $8,750,000

    • 7 Beds
    • 10 Baths
    • 11,400 Sq Ft

    30 Evans Dr, Glen Head, NY 11545

    Set on 2 private, beautifully landscaped acres at the end of a cul-de-sac in the coveted Broad Hollow section of Brookville, this brand new construction delivers approximately 11,400 square feet of total living space — including a 3,600 SF walk-out lower level and fully appointed pool cabana. Seven en-suite bedrooms and 10 baths are spread across a floor plan that balances grand scale with

    Zach Elliott Nest Seekers LLC

    30 Evans Dr, Glen Head, NY 11545
  • /45

    $1,249,000

    • 4 Beds
    • 4 Baths
    • 2,750 Sq Ft

    111 Charles St Unit B, Massapequa, NY 11758

    TOTAL BRAND-NEW BUILD IN 2011, & RENOVATED THROUGHOUT SINCE THEN! This Center-Hall Colonial Truly Has All Top-Notch Designer Finishes With Fully Finished WIDE-OPEN Basement & A Resort-Style Backyard (patio, IG pool, Cabana, &more!). This beautifully updated home offers modern luxury and thoughtful upgrades throughout. The first floor was completely renovated in December 2023, featuring custom

    Nicholas Pezzotti NYONLINEREALTY.COM

    111 Charles St Unit B, Massapequa, NY 11758
  • /47

    $1,039,000

    • 4 Beds
    • 3 Baths
    • 1,551 Sq Ft

    61 S Bay Ave, Massapequa, NY 11758

    As you arrive at this classic expanded Cape set on an oversized waterfront lot, the setting immediately stands out. With stone accents on the exterior and canal views from the backyard, the property offers a rare opportunity to enjoy waterfront living in one of Massapequa’s most desirable locations. Whether it’s summer evenings by the water, entertaining outdoors, or simply enjoying the peaceful

    Jennie Katz Blue Island Homes NY LLC

    61 S Bay Ave, Massapequa, NY 11758
  • /25

    $769,999

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft

    4 Cecil Place, Hicksville, NY 11801

    Welcome to 4 Cecil Place, a spacious 4-bedroom, 2-bathroom home set on a generous 6,000 sq ft lot in the heart of Hicksville. This well-maintained residence features bright, sun-filled living spaces and a flexible layout designed to suit today’s lifestyle.The home boasts beautifully renovated bathrooms and a fully updated basement, offering valuable additional living space—perfect for a

    Savinder Lamba Property Professionals Realty

    4 Cecil Place, Hicksville, NY 11801
  • /36

    $2,599,000

    • 4 Beds
    • 3.5 Baths
    • 3,235 Sq Ft

    10 Skylark Rd, Massapequa Park, NY 11762

    A Striking Statement of Waterfront Luxury — Masterfully designed and flawlessly executed, this custom-built showpiece delivers a lifestyle without compromise. Walls of glass frame sweeping water views, bathing the interiors in natural light and effortless sophistication. The backyard is a private resort oasis, complete with a sparkling heated in-ground saltwater pool, fully appointed barbecue and

    Jay Nociforo EXIT Realty Premier

    10 Skylark Rd, Massapequa Park, NY 11762
  • /30

    $879,999

    • 5 Beds
    • 2.5 Baths
    • 2,010 Sq Ft

    120 Franklin Place, Massapequa, NY 11758

    Get Ready To Call This Massapequa Shores 5 Bedroom, 2.5 Bath Colonial Home Just In Time For Summer! Features Include: Oak Floors Throughout, Coat Closet, Living Room w/Wood Burning Fireplace, Den, 1st Floor Primary w/En Suite & 3 Large Closets, Dining Room w/Mitsubishi Ductless A/C, Maple Kitchen w/Granite Countertops, Vaulted Ceilings, New Skylight (2020), Samsung Refrigerator (2025), Kitchen

    Carmela Gampero Douglas Elliman Real Estate

    120 Franklin Place, Massapequa, NY 11758
  • /48

    $9,807,230

    • 6 Beds
    • 12 Baths
    • 16,500 Sq Ft

    660 Chicken Valley Rd, Locust Valley, NY 11560

    660 Chicken Valley Road | Locust Valley, Long Island Gold CoastPositioned within the most coveted enclave of Locust Valley on Long Island’s historic Gold Coast, 660 Chicken Valley Road is not merely a residence—it is a private estate of enduring significance, designed for a highly discerning buyer who values legacy, discretion, and uncompromising quality.Set across approximately 5.33

    Huailing Deng Daniel Gale Sothebys Intl Rlty

    660 Chicken Valley Rd, Locust Valley, NY 11560
  • /32

    $1,249,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft

    140 North St, Locust Valley, NY 11560

    Elegant Center Hall Colonial situated in one of Locust Valley’s most sought-after residential enclaves within the Locust Valley Central School District. This distinguished residence blends timeless architectural character with graciously scaled interiors and refined detailing throughout. A grand entry introduces formal living and dining rooms, highlighted by a classic fireplace, rich hardwood

    Antonio Raimo NEXTHOME PLATINUM PROPERTIES

    140 North St, Locust Valley, NY 11560
  • /44

    $6,475,000

    • 6 Beds
    • 6 Baths
    • 6,474 Sq Ft

    10 Colonial Dr, Glen Head, NY 11545

    Set on 5 flat, impeccably landscaped acres at the end of a quiet cul-de-sac, this stately Georgian brick estate represents one of the most private and desirable settings within Upper Brookville’s prestigious gated Colonial Drive enclave. Positioned on a private road of distinguished luxury estates and further enhanced by its own secondary gated entrance, the property offers a rare double gated

    Nareeta Saini Daniel Gale Sothebys Intl Rlty

    10 Colonial Dr, Glen Head, NY 11545
  • /38

    $2,592,900

    • 5 Beds
    • 4.5 Baths
    • 4,353 Sq Ft

    90 Belvedere Dr, Syosset, NY 11791

    First time on the market in over 20 years, this exceptional custom-designed 4-bedroom residence is perfectly situated on a quiet cul-de-sac in the highly sought-after Oyster Bay Cove, within the Syosset School District. Set on 2 acres of beautifully rolling property, this home offers the ultimate blend of privacy, luxury, and lifestyle. Designed for both everyday living and entertaining, the home

    Munirul Islam LAFFEY REAL ESTATE

    90 Belvedere Dr, Syosset, NY 11791
  • /41

    $1,025,000 Open Sat 12PM - 1:30PM

    • 5 Beds
    • 3 Baths
    • 1,700 Sq Ft

    57 1st St, Hicksville, NY 11801

    Prime Location, Close to LIRR, Highway, All Shopping Centers, Heart of Hicksville, and Nassau County, 5 bedrooms and 3 Full BATHS, Partially finished Full Basement. Granite Kitchens, Living Room, Eat in Kitchen, Nice Corner Property.

    Bharat Shah Property Professionals Realty

    57 1st St, Hicksville, NY 11801

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