Oyster Bay, NY Homes for Sale with Pool

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  $2,750,000

  • 5 Beds
  • 4.5 Baths
  • 3,739 Sq Ft

  6 Clearmeadow Ct, Woodbury, NY 11797

  Welcome to 6 Clearmeadow Ct, located in Hunters Run a premier 24-hour gated community within the highly sought-after Woodbury enclave and the Syosset School District. This residence, set on a beautifully landscaped .65-acre lot, seamlessly blends timeless charm with modern sophistication.Originally built in 1987 and updated in 2025, the home offers 5 bedrooms and 4.5 bathrooms. A grand foyer

  Lanna Weisfeld W Brothers Brokerage LLC

  6 Clearmeadow Ct, Woodbury, NY 11797
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  /38

  $2,499,999

  • 6 Beds
  • 4 Baths
  • 4,670 Sq Ft

  18 Windemere Way, Woodbury, NY 11797

  Sun-drenched and beautifully designed, this 6 bedroom, 4 full bath, 4670 square foot contemporary home offers an expansive open floor plan with soaring ceilings and an effortless flow for both everyday living and entertaining. Generous room sizes throughout are complemented by a striking living room featuring a stacked stone accent wall with a gas fireplace.The updated, state-of-the-art

  Fran Mazer Compass Greater NY LLC

  18 Windemere Way, Woodbury, NY 11797
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  /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
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  $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
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  /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
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  /34

  $1,348,000

  • 3 Beds
  • 2.5 Baths
  • 1,891 Sq Ft

  154 Hidden Ridge Dr, Syosset, NY 11791

  Welcome to this Exquisite End-Unit Vale Model in the Prestigious Guard-Gated Community of Hidden Ridge! This beautifully renovated residence offers 3 spacious bedrooms, 2.5 updated baths, a finished basement, and a 2-car garage with a private driveway. The updated kitchen features quartz countertops and stainless-steel appliances—designed with quality and attention to detail. The expansive

  Tim Lau Daniel Gale Sothebys Intl Rlty

  154 Hidden Ridge Dr, Syosset, NY 11791
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  /35

  $9,750,000

  • 7 Beds
  • 14 Baths
  • 11,926 Sq Ft

  4 Red Fox Ln, Glen Head, NY 11545

  Set on nearly 10 private acres in the heart of Upper Brookville, Red Fox is a distinguished Gold Coast estate of exceptional character and scale. This 17-room French Tudor is marked by classic architectural details, including turrets, a slate roof, and striking 3-story bay windows that lend timeless elegance. Richly detailed interiors feature beautifully proportioned principal rooms, including a

  Pierce Dellafera Daniel Gale Sothebys Intl Rlty

  4 Red Fox Ln, Glen Head, NY 11545
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  /36

  $1,895,000

  • 5 Beds
  • 2.5 Baths
  • 3,298 Sq Ft

  43 Oak Point Dr N, Bayville, NY 11709

  Direct waterfront property high above sea level in the Village of Bayville within the highly sought after of Oak Neck Point private community. Sweeping panoramic views over the Long Island Sound, this property features steps down to a blue stone patio, additional sun deck and a private beach. Sea wall in great condition. Water views upon immediately entering the home and from the backyard,

  Michael Stanco Compass Greater NY LLC

  43 Oak Point Dr N, Bayville, NY 11709
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  /35

  $925,000 Open Fri 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  204 Violet St, Massapequa Park, NY 11762

  Welcome to 204 Violet Street, a one-of-a-kind 3/4 bdrms/2 bth expanded split-level home located in the incorporated Village of Massapequa Park.This beautifully maintained home offers the perfect balance of comfort, style, and flexibility. The upper level features three bedrooms, 1 full bth, while the main level includes a custom-built king-size Murphy bed, 1 full bth providing an ideal

  Dorothy Ziccardi Signature Premier Properties

  204 Violet St, Massapequa Park, NY 11762
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  /16

  $749,999

  • 4 Beds
  • 2 Baths
  • 1,539 Sq Ft

  2 Rhode Island Ave, Massapequa, NY 11758

  This beautiful 4 bedroom , 2 bath expanded cape boasts open floor plan for living room and dining room. Newer fireplace and chimney, updated bathroom and kitchen, all done approximately 13 years ago. Large back patio with steps leading to the lawn and gardens. Home is right next to Tachapausha Preserve. Camelia bush and rose bush from back yard are excluded.

  Donna Serwan Century 21 AA Realty

  2 Rhode Island Ave, Massapequa, NY 11758
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  $1,100,000

  • 3 Beds
  • 3 Baths
  • 2,523 Sq Ft

  63 Pennsylvania Ave, Massapequa, NY 11758

  This is a lovely mother daughter home located in Massapequa .

  Michelle Littrean Lettre Realty Inc

  63 Pennsylvania Ave, Massapequa, NY 11758
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  $1,990,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 2,176 Sq Ft

  1678 Cedar Swamp Rd, Glen Head, NY 11545

  Welcome to 1678 Cedar Swamp Road, Brookville! Set on a sprawling 2.01-acre property in Brookville and located within the Jericho School District, this beautifully maintained 4-bedroom, 3.5-bath Colonial offers exceptional space, comfort, and lifestyle amenities. The home features wood floors throughout, new moldings, and a freshly painted interior, creating a bright and inviting atmosphere from

  Hemant Shah LAFFEY REAL ESTATE

  1678 Cedar Swamp Rd, Glen Head, NY 11545
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  /35

  $1,988,000

  • 6 Beds
  • 4 Baths
  • 3,150 Sq Ft

  22 Delaware Ave, Jericho, NY 11753

  Rare 6-bedroom, 4-bath pool home in West Birchwood, offering the space, scale, and multigenerational flexibility that is increasingly hard to find in the Jericho School District. Move-in ready, thoughtfully renovated, and designed for the way we actually live today. The standout feature is the fully independent private first-floor suite with its own separate exterior entrance, set apart from the

  Frances Lisner Foundry Group Real Estate Corp

  22 Delaware Ave, Jericho, NY 11753
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  /36

  $9,900,000

  • 10 Beds
  • 11 Baths
  • 7,683 Sq Ft

  214 Cleft Rd, Mill Neck, NY 11765

  Magnificent Mill Neck Estate situated on 11.79 picturesque acres. This Well Appointed & Recently Remodeled French Normandy Style Manor Home Boasts Exquisite Craftsmanship & Custom Details W/ Intricate Marble & Hardwood Parquet Flooring Throughout. Features include a Grand Formal Entry with sweeping Marble Staircase, Banquet size Formal Dining room, Large Formal Living room, both main & second

  Robert Olita Douglas Elliman Real Estate

  214 Cleft Rd, Mill Neck, NY 11765
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  $899,999 Open Sun 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,048 Sq Ft

  119 Scooter Ln, Hicksville, NY 11801

  Oversized lot perfect for backyard lovers! Enjoy your own private oasis featuring a saltwater inground pool—ideal for relaxing, entertaining, and making the most of summer. This backyard is designed for enjoying life outdoors.Expanded Ranch home situated on an oversized lot, offering 4 bedrooms and 2 full bathrooms. The spacious primary bedroom features a walk-in closet. Recessed lighting

  Gagandeep Manuja Realty Connect USA LLC

  119 Scooter Ln, Hicksville, NY 11801
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  /35

  $5,895,000

  • 6 Beds
  • 7.5 Baths
  • 7,000 Sq Ft

  27 Victorian Ln, Glen Head, NY 11545

  Welcome to an extraordinary estates of timeless elegance located at 27 Victorian Lane, Brookville NY. — a distinguished estate that embodies architectural grace in one of the most prestigious residential setting. Set across approximately 2 acres of professionally landscaped grounds, this exceptional residence spans roughly 7,000 square feet of thoughtfully designed interior space, offering a rare

  Katherine Koniecko Signature Premier Properties

  27 Victorian Ln, Glen Head, NY 11545
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  $899,999

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  126 Washington St, Farmingdale, NY 11735

  Updated single family with an in ground pool! House features a mother daughter set up with a 3 bedroom 2 bath home plus finished basement, gas heat, extended driveway, solar panels, stainless steel appliances. Close to highways, restaurants and shopping.

  Christina De Luca De Luca Realty Group INC

  126 Washington St, Farmingdale, NY 11735
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  $4,750,000

  • 6 Beds
  • 8 Baths
  • 6,500 Sq Ft

  159 Factory Pond Rd, Locust Valley, NY 11560

  Tucked away on Mill Neck Creek, the tranquil setting is a perfect place to enjoy the beauty of the waterfront landscape around this classic six bedroom brick residence with fabulous architectural details and woodwork throughout. Beginning in the resplendent Foyer, the expansive floor plan shows the sun-filled rooms polished to perfection. Gracious principal rooms such as the Living Room, Sun

  Christina Porter Daniel Gale Sothebys Intl Rlty

  159 Factory Pond Rd, Locust Valley, NY 11560
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  /36

  $7,200,000

  • 6 Beds
  • 9 Baths
  • 8,923 Sq Ft

  200 Cleft Rd, Mill Neck, NY 11765

  Dam House is a magnificent 8.66-acre waterfront estate presiding over brilliant sunsets and water views of Beaver Lake. Completed in 1926, the masterfully designed six - bedroom Colonial residence has a refined elegance and timeless charm. It is complemented by expansive bluestone and red-brick patios, a four-bedroom cottage, a one-bedroom pool house, a sparkling swimming pool and a hard surface

  Christina Teagle Daniel Gale Sothebys Intl Rlty

  200 Cleft Rd, Mill Neck, NY 11765
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  /41

  $1,549,000

  • 4 Beds
  • 2.5 Baths
  • 3,241 Sq Ft

  185 Sagamore Dr, Plainview, NY 11803

  The Hamlet on Olde Oyster Bay is a gated, self-contained, country- club living community with every possible amenity for today's discerning buyers. Now available is a rare Eastbrook model with 3241 square feet of living space and 2 car garage. From the grand two-story entry this home offers floor to ceiling windows in the double height living room, a formal dining room, family room with sliders

  Patti Pascullo Douglas Elliman Real Estate

  185 Sagamore Dr, Plainview, NY 11803
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  /22

  $879,000

  • 4 Beds
  • 2 Baths
  • 2,058 Sq Ft

  57 Cedar St, Hicksville, NY 11801

  Fantastic 4 Bed, 2 Bath Home In Hicksville For $879,000. A Perfect Midblock Location With In-Ground Pool, Central Air, 1 Car Garage, Gas In House & Much More! A Wonderful M/D Setup With 2 Bedrooms on 1st Floor and 2 Bedrooms on 2nd Floor. Boasting High Vaulted Ceilings On 2nd Floor, Partially Finished Basement & More! A Well Maintained Home! 1st Time On The Market In Over 60 Years, Ready For a

  Matthew Korman Douglas Elliman Real Estate

  57 Cedar St, Hicksville, NY 11801
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  /40

  $1,600,000

  • 4 Beds
  • 3 Baths
  • 3,371 Sq Ft

  82 Division Ave, Massapequa, NY 11758

  Waterfront Perfection on Massapequa Most Prestigious Canal. Introducing a rare opportunity to own an exceptional waterfront Colonial, gracefully positioned on the widest stretch of the coveted Schmidt Canal Largest and most Prestigious waterway. This 4 Bedroom, 3 Bathroom Residence is a showcase of refined design and upscale comfort. Elegant crown moldings and sophisticated finishes flow

  Doris Pignatelli Coldwell Banker American Homes

  82 Division Ave, Massapequa, NY 11758
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  $5,300,000

  • 5 Beds
  • 7.5 Baths
  • 7,000 Sq Ft

  8 Vista Ln, Glen Head, NY 11545

  For the Discerning Client who seeks only the Finest....Welcome to 8 Vista Lane in Brookville--where Timeless Design and Bespoke Materials are blended to create this Sophisticated Modern Luxury. A Grand Courtyard leads to the Entrance of this Spectacular Private Estate. The Tone is set as Guests are greeted in the Breathtaking 30'high Domed Circular Reception Gallery adorned with Magnificent

  Ellen Zipes Compass Greater NY LLC

  8 Vista Ln, Glen Head, NY 11545
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  /33

  $1,448,888

  • 4 Beds
  • 3.5 Baths
  • 2,913 Sq Ft

  25 Princeton Dr, Syosset, NY 11791

  Tucked away on a quiet cul-de-sac in the highly sought-after Campus Estates, this beautifully maintained contemporary offers over 3,000 square feet of bright, open living space in a premier Syosset location. Move-in ready with full gas utilities and a whole-house generator, the home combines comfort, functionality, and peace of mind.The open-concept layout is highlighted by soaring vaulted

  David Cohen SRG Residential LLC

  25 Princeton Dr, Syosset, NY 11791
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  /25

  $819,000

  • 4 Beds
  • 2.5 Baths
  • 1,302 Sq Ft

  22 Clifford Dr, Farmingdale, NY 11735

  Welcome to this fully renovated, diamond-condition home designed for modern living and effortless entertaining. The main level features three spacious bedrooms and an updated kitchen with contemporary finishes, and sun-filled living spaces throughout. Step outside to a full-size deck overlooking a beautiful in-ground pool, perfect for gatherings and summer relaxation. The exterior shines with

  Michael Carni Realty Connect USA L I Inc

  22 Clifford Dr, Farmingdale, NY 11735
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  /21

  $1,328,000

  • 4 Beds
  • 3 Baths

  12 Pond Dr, Syosset, NY 11791

  This beautifully maintained 4-bedroom, 3-bath brick Colonial in Syosset offers a generous and versatile layout ideal for everyday living and entertaining. The main level features a formal dining room, inviting living room, and a comfortable family room with a gas fireplace. The eat-in kitchen is equipped with granite countertops and double ovens, and is complemented by a nearby laundry room, full

  Pamela Doyle Daniel Gale Sothebys Intl Rlty

  12 Pond Dr, Syosset, NY 11791
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  /46

  $1,499,000

  • 5 Beds
  • 3 Baths
  • 2,793 Sq Ft

  42 Sandy Ln, Massapequa, NY 11758

  Exceptional fully renovated 5-bedroom, 3-bath residence blending modern luxury with thoughtful design. A grand entry with soaring 20-foot ceilings introduces a beautifully updated interior, the result of a complete 2022 renovation. The custom chef’s kitchen is outfitted with a farmhouse sink, double-wide beverage refrigerator, coffee station, 6-burner Viking gas range with pot filler, and

  Louis Scrimenti Signature Premier Properties

  42 Sandy Ln, Massapequa, NY 11758
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  $5,698,000

  • 6 Beds
  • 9 Baths
  • 6,921 Sq Ft

  5 Farmwoods Ln, Glen Head, NY 11545

  This gorgeous Brick Colonial, located in Upper Brookville, is a beautiful and elegant estate that sits on 2.53 acres. Built in 2007, this residence offers an impressive 6 bedrooms and 7 bathrooms within its expansive 6,921 square feet of living space. Step inside to find a home designed for both grand entertaining and comfortable living. The first floor features a formal living room, a formal

  Batul Morbi Compass Greater NY LLC

  5 Farmwoods Ln, Glen Head, NY 11545
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  /39

  $8,800,000

  • 7 Beds
  • 11 Baths
  • 13,341 Sq Ft

  95 Piping Rock Rd, Locust Valley, NY 11560

  Apple Trees Is A Place Where Time Slows And Life Feels Richer. Down A Winding Drive, Past More Than 15 Private Acres Of Specimen Trees, Flowering Gardens, And Sprawling Lawns, A 1916 Tudor Revival Manor By Renowned Architect Roger H. Bullard Reveals Itself With Quiet Grace. Its Slate Roof And Ornamental Brickwork Glow In The Morning Light, While Ten Fireplaces Warm Rooms Filled With Coffered

  Lisa Fasano Compass Greater NY LLC

  95 Piping Rock Rd, Locust Valley, NY 11560
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  /40

  $1,399,999

  • 4 Beds
  • 3.5 Baths
  • 2,460 Sq Ft

  113 Harborview Dr, Massapequa, NY 11758

  Welcome to 113 Harbor View Drive located in the sought out area of Harbour Green. Estates This beautifully updated split-level home is filled with elegant coastal vibes. After a long day, a blue stone path leads to the porch where you can take in an amazing sunset with views of the Great South Bay and warm western exposure. Upon entry, the grand foyer presents warm walnut plank flooring with an

  Allyson Plant Douglas Elliman Real Estate

  113 Harborview Dr, Massapequa, NY 11758
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  $729,000

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  27 Spruce St, Hicksville, NY 11801

  Resort Living In The Heart Of Hicksville! Expanded Cape With Private Covered Patio, New Low Maintenance Composite Deck, Updated In Ground Pool (24 x 12) - Ready For Summer! Updated Through Out The House, 3 Br, 2 Full Bath Home With Large Livingroom With Fireplace & Formal Dining Room. Perfect Location For LIRR Commuter (Only 1 Mile From LIRR). Brief List Of Home Updates: Roof & Solar Pannels

  Daniel Park Meerae Realty Corp

  27 Spruce St, Hicksville, NY 11801
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  /39

  $1,375,000

  • 4 Beds
  • 4.5 Baths
  • 3,410 Sq Ft

  43 Hunt Dr, Jericho, NY 11753

  Nestled in a quite cul-de-sac, sits this Darby Model boosting four Bedrooms and Baths with a fully finished lower level and a main floor in-laws suite. Upon entering this gracious home you are drawn by the expansive entry way opening to the first level. Included on this level, you will be greeted by both Formal Living and Dining Rooms with a gas fireplace and hardwood floors , a Den with custom

  Judy Fruitbine Douglas Elliman Real Estate

  43 Hunt Dr, Jericho, NY 11753
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  /12

  $1,188,000

  • 4 Beds
  • 3 Baths
  • 1,819 Sq Ft

  23 Clinton Ln, Jericho, NY 11753

  Wonderful, spacious, and recently renovated 4-bedroom, 3-bath high-ranch home with an extension, situated on a 10,400 sq ft property, featuring a 2-car garage. Located in the top-rated Jericho School District.The home offers a living room with high ceilings, a formal dining room, and an eat-in kitchen. The extension features cathedral ceilings, large windows, and abundant natural light. Three

  Jindi Zeng Voro LLC

  23 Clinton Ln, Jericho, NY 11753
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  /45

  $749,999

  • 3 Beds
  • 2 Baths
  • 1,906 Sq Ft

  256 Division Ave, Massapequa, NY 11758

  Welcome to 256 Division Street in Massapequa — a fully renovated inline ranch offering quality craftsmanship, modern upgrades, and a functional layout. This home features 3 bedrooms and 2 full bathrooms, with thoughtful finishes throughout.The interior offers an open and inviting layout with wood flooring throughout, enhanced by crown molding, beautiful fixtures, and an abundance of natural

  Wendy Rodriguez Real Broker NY LLC

  256 Division Ave, Massapequa, NY 11758
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  $1,199,000

  • 4 Beds
  • 1.5 Baths
  • 1,791 Sq Ft

  141 Cold Spring Rd, Syosset, NY 11791

  Welcome to this beautifully maintained home located in the highly sought-after Syosset school district. Perfectly situated in a peaceful and friendly neighborhood where neighbors truly care for one another. Enjoy the convenience of being close to schools, with school bus service also available for every household. Commuters will love the close proximity to the train station, making travel to the

  Lei Liu Signature Premier Properties

  141 Cold Spring Rd, Syosset, NY 11791
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  /2

  $4,600,000

  • 5 Beds
  • 6.5 Baths
  • 6,500 Sq Ft

  20 Juneau Blvd, Woodbury, NY 11797

  An exceptional new construction residence in the prestigious Gates Section of Woodbury, located within the top rated Syosset School District, thoughtfully designed for refined modern living. This architectural masterpiece features dramatic floor-to-ceiling windows and a grand great room highlighted by a 16-foot sliding glass wall opening to an elegant stone patio. The striking exterior blends

  Najla Erfan Property Professionals Realty

  20 Juneau Blvd, Woodbury, NY 11797
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  $899,000

  • 3 Beds
  • 2.5 Baths
  • 1,618 Sq Ft

  11 Manors Dr, Jericho, NY 11753

  Well maintained and move in ready 3 bedroom, 2.5 bath condo located in The Manors, a quiet and desirable community. Features include a bright and open interior, primary suite with private bath, updated kitchen and New Windows. Finished basement offering additional living space ideal for a recreation room or a home office. Plenty of storage in basement and attic with pull down stairs. Community

  Harish Kundnani Property Professionals Realty

  11 Manors Dr, Jericho, NY 11753
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  /36

  $3,899,000

  • 6 Beds
  • 4.5 Baths
  • 5,254 Sq Ft

  91 Hoaglands Ln, Glen Head, NY 11545

  Nestled in the heart of Old Brookville, this private oasis offers the perfect blend of luxury, tranquility, and modern living. Set on a sprawling, flat 3.2 -acre lot within the prestigious North Shore School District, this property feels like your own year-round retreat.As you approach via the picturesque private driveway, you're greeted by lush, mature landscaping that ensures complete

  Allison Hollander Compass Greater NY LLC

  91 Hoaglands Ln, Glen Head, NY 11545
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  /36

  $865,000

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  162 Southgate Cir, Massapequa Park, NY 11762

  Welcome to this spacious and beautifully updated condo in the desirable Southgate Condominiums community of Massapequa Park. This 3 bed 2.5 bath unit offers an exceptional blend of comfort, style, and convenience in a prime location close to a wide variety of popular dining and shopping options. Step inside to discover a bright, open-concept kitchen designed for both everyday living and

  Timothy Murphy Hampton Properties

  162 Southgate Cir, Massapequa Park, NY 11762
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  /50

  $829,000

  • 3 Beds
  • 2 Baths
  • 1,557 Sq Ft

  33 Parkdale Dr, Farmingdale, NY 11735

  Probate Cleared and Ready for Immediate Closing — Estate Sale Opportunity Resort-Style Living Meets Everyday Comfort in This Beautifully Maintained Four-Level Split with Pool, Pavilion, and Exceptional Living Space Welcome to 33 Parkdale Drive — a spacious and beautifully maintained residence set on a manicured property in one of Farmingdale’s most sought-after neighborhoods. Offering

  Mark Lagnese X Marks The Spot Home Svcs Inc

  33 Parkdale Dr, Farmingdale, NY 11735

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