Oyster Bay, NY Homes for Sale with Acreage

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  /23

  $11,750,000

  • 8 Beds
  • 9 Baths
  • 12,703 Sq Ft

  10 Lands End Rd, Locust Valley, NY 11560

  Set on a serene 11+ acre waterfront parcel on the coveted Gold Coast of Long Island, The Manor at Lands End stands as one of the last truly prestigious estates of its kind. This breathtaking compound, steeped in history, offers a rare opportunity to own with limitless views of Frost Creek and the glistening Long Island Sound. Originally a circa 1850 farmhouse, the estate was reimagined by the

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  10 Lands End Rd, Locust Valley, NY 11560
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  /23

  $2,750,000

  • 4 Beds
  • 6 Baths
  • 4,453 Sq Ft

  7 Locust Ln, Glen Head, NY 11545

  Beautiful Cape Style Cedar Shake Home, First Floor, Large Entry, Large Living Room W/Fireplace, Formal Dining Room, Large Open Eat In Kitchen With Great Room With Fireplace And Beautiful Wood Beams On Ceiling, Master Bedroom With Her And Him Closet, Primary Bathroom, Office Or Sitting Room Off Primary, Additional Bedroom With Full Bathroom, Landry Room. Second Floor Has Bedroom With Full

  Kim Flanagan Signature Premier Properties

  7 Locust Ln, Glen Head, NY 11545
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  /32

  $1,949,999

  • 3 Beds
  • 3.5 Baths
  • 3,710 Sq Ft

  200 Clocks Blvd, Massapequa, NY 11758

  Welcome to 200 Clocks, a rare waterfront opportunity offering 200 feet of bulkhead and boat slips on three sides, just minutes from Breezy Point Park and the open bay. Set on 1.8 acres, this parcel includes a stunning 3,710 sq ft modern luxury home and approved subdivision plans for two lots—ready to be finalized at buyer’s request, if desired. The 3-bedroom, 3.5-bath home was raised and

  Aaron Bates Real Broker NY LLC

  200 Clocks Blvd, Massapequa, NY 11758
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  /45

  $4,400,000

  • 7 Beds
  • 7.5 Baths
  • 7,392 Sq Ft

  1 Beech Tree Ln, Glen Head, NY 11545

  Broadhollow in Brookville! Jericho School District!! Enter the private driveway framed by elegant brick pillars and discover this expansive 9,500 sq ft colonial ( includes basement living space) set on over 2 acres of lush property in the highly sought-after Jericho School District.This impressive home offers 7 bedrooms and 7.5 bathrooms, including a luxurious main-level primary suite

  Mara Navaretta Homes By Mara

  1 Beech Tree Ln, Glen Head, NY 11545
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  /38

  $4,995,000

  • 5 Beds
  • 9 Baths
  • 7,600 Sq Ft

  8 Mill Pond Ln, Locust Valley, NY 11560

  Set on 9 private acres along Mill Neck Creek, 8 Mill Pond Lane in Lattingtown is a rare waterfront sanctuary that blends bold contemporary architecture with natural serenity. Enjoy sunrise and sunset views, elevated lawns with sweeping vistas to the water’s edge, and a layout ideal for year-round indoor and outdoor living in the Locust Valley School District. A soaring 25-foot great room with a

  Douglas Sabo Nest Seekers International LLC

  8 Mill Pond Ln, Locust Valley, NY 11560
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  /26

  $6,499,000

  • 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
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  /37

  $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
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  /50

  $3,199,000

  • 5 Beds
  • 4.5 Baths
  • 5,500 Sq Ft

  527 Split Rock Rd, Syosset, NY 11791

  *527 Split Rock Road is a beautiful custom-built brick and stucco Colonial home set on 2 professionally landscaped, tranquil acres in the Syosset SD. Situated on a private road (off Split Rock Rd), the park-like lush property boasts a 250' driveway in a serene, private quiet setting. This approximately 5500 sq. ft house is set between the shops of downtown Syosset and the waterfront of Oyster

  Susan Luftig Daniel Gale Sothebys Intl Rlty

  527 Split Rock Rd, Syosset, NY 11791
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  /2

  $2,595,000 Coming Soon

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

  1550 Laurel Hollow Rd, Syosset, NY 11791

  **COMING SOON**

  John Messina Daniel Gale Sothebys Intl Rlty

  1550 Laurel Hollow Rd, Syosset, NY 11791
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  /40

  $3,998,000 Open Sun 11:30AM - 1PM

  • 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
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  /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
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  /50

  $5,700,000

  • 6 Beds
  • 9 Baths
  • 9,534 Sq Ft

  6 La Colline Dr, Mill Neck, NY 11765

  An extraordinary life begins here - A true luxury masterpiece, this extraordinary estate offers over 12,000 square feet of impeccably finished living space, gracefully positioned on five acres of private, manicured grounds. Designed for those who demand excellence, the residence blends timeless architectural elegance with modern amenities of the highest caliber, creating a lifestyle of

  Michael Pesce BERKSHIRE HATHAWAY

  6 La Colline Dr, Mill Neck, NY 11765
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  /35

  $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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  /11

  $15,000,000

  • Land
  • 51.6 Acres
  • $290,698 per Acre

  2340 A Cedar Swamp Rd, Glen Head, NY 11545

  Brookville | On the market for the first time in over a century, welcome to 2340 Cedar Swamp Road - a once-in-a-lifetime opportunity to own a historical estate in the heart of Long Island's Gold Coast. This property, totaling a near 52-acres of undeveloped land, was once home to the Joan of Arc Chapel - a small chapel imported by Gertrude Hill Gavin, daughter of railway director, James Jerome

  Joe Scavo Douglas Elliman Real Estate

  2340 A Cedar Swamp Rd, Glen Head, NY 11545
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  /50

  $10,800,000

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

  660 Chicken Valley Rd, Locust Valley, NY 11560

  Nestled on 5.33 acres of pristine landscape, this stunning 2003 estate embodies sophisticated living at its finest. With approximately 11,466 square feet of meticulously designed interiors, this home offers a harmonious blend of grandeur and functionality. Featuring 6 spacious bedrooms, 9 full bathrooms, and 3 half bathrooms, this residence perfectly balances opulence with functionality. The

  Huailing Deng Daniel Gale Sothebys Intl Rlty

  660 Chicken Valley Rd, Locust Valley, NY 11560
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  /40

  $2,799,000

  • 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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  /50

  $2,798,000

  • 5 Beds
  • 5.5 Baths
  • 4,300 Sq Ft

  45 Carriage Ct, Syosset, NY 11791

  Situated On A Cul de Sac Location,Step Into Contemporary Luxury With This Completely Updated Home,A True Entertainer's Dream,Boasting An Open Concept Design That Seamlessly Blends Sleek Modern Finishes With Warm,Inviting Spaces.Sun Drenched Living Area Flows Effortlessly Into Den With Fireplace And State Of The Art Kitchen,Miele Appliances,Spacious Island Perfect For Gatherings. Retreat To The

  Batul Morbi Compass Greater NY LLC

  45 Carriage Ct, Syosset, NY 11791
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  /7

  $1,485,000

  • 6 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  19 Tiffany Rd, Oyster Bay, NY 11771

  Endless Potential in Prestigious Oyster Bay Cove!!!An Ideal Opportunity for Investors, Developers, or Buyers Who Love a Renovation Project!****A unique advantage is that this 2-acre property is divided into two separate lots, helping to keep the taxes lower than comparable properties of similar size. ***Gorgeous Colonial being sold as is in the Incorporated Village of Oyster Bay Cove

  Anthoane Peralta A Class Realty

  19 Tiffany Rd, Oyster Bay, NY 11771
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  /13

  $7,900,000

  • 5 Beds
  • 7.5 Baths
  • 8,600 Sq Ft

  Lot A High Point Ct, Brookville, NY 11545

  High Point Court / Parcel A – BrookvilleA rare opportunity to create a custom luxury estate in one of the North Shore’s most prestigious settings. Plans designed by Steven E.Homburger AIA withGallagher Homburger Group ,Architects, PLLC. He is known for many Gold Coast Mansions designs. This private cul-de-sac parcel is offered with full architectural estate plans, allowing the buyer to

  Luis Laino Gold Coast Real Estate Group

  Lot A High Point Ct, Brookville, NY 11545
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  /29

  $5,995,000

  • 6 Beds
  • 6.5 Baths
  • 7,488 Sq Ft

  178 Brookville Rd, Glen Head, NY 11545

  Timeless Elegance in the Heart of Muttontown. Set along a long, gated private drive in coveted Muttontown, this distinguished six-bedroom Brick Colonial offers an extraordinary blend of classic architecture and modern sophistication. Every detail of this grand residence reflects masterful craftsmanship—custom millwork, rich hardwood floors, designer finishes and five fireplaces create an

  Elyse Gropper Daniel Gale Sothebys Intl Rlty

  178 Brookville Rd, Glen Head, NY 11545
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  /44

  $3,850,000

  • 6 Beds
  • 4.5 Baths
  • 6,100 Sq Ft

  735 Remsens Ln, Oyster Bay, NY 11771

  Welcome to Orchard Fields set on over 2 acres of beautifully flat and private grounds, this stunning 6-bedroom, 5-bathroom Colonial blends timeless elegance with modern comfort in one of Upper Brookville’s most prestigious enclaves. Completely and tastefully renovated, this home offers an effortless indoor-outdoor lifestyle perfect for both everyday living and entertaining.The thoughtfully

  Nicholas Conti Compass Greater NY LLC

  735 Remsens Ln, Oyster Bay, NY 11771
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  /49

  $1,750,000

  • 5 Beds
  • 3.5 Baths
  • 2,603 Sq Ft

  28 Elm St, Woodbury, NY 11797

  Elegant Move-In-Ready Ranch with Pool, Office, and Full Finished Basement in the Syosset School District.Welcome to 28 Elm Street, a beautifully renovated five-bedroom, three-bath ranch offering the perfect combination of modern design, functionality, and timeless comfort. Located on a quiet, tree-lined street in one of Woodbury’s most desirable neighborhoods, this home is ideal for everyday

  Sima Levy Nest Seekers LLC

  28 Elm St, Woodbury, NY 11797
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  /32

  $2,495,000

  • 5 Beds
  • 4 Baths
  • 3,811 Sq Ft

  11 Quaker Ridge Dr, Glen Head, NY 11545

  Pull into this Brookville gem, nestled on a quiet private cul-de-sac, and enjoy serenity on two flat acres of beautifully landscaped flat property. This renovated and expanded five-bedroom split-level home is ready for immediate occupancy and features a circular driveway with ample courtyard parking and a three-car attached garage. The scenic grounds offer complete privacy with a fabulous

  Michael Stanco Compass Greater NY LLC

  11 Quaker Ridge Dr, Glen Head, NY 11545
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  /38

  $5,995,000

  • 10 Beds
  • 11 Baths
  • 12,800 Sq Ft

  365 Split Rock Rd, Syosset, NY 11791

  Welcome to 365 Split Rock Road...Set within one of the North Shore of Long Island’s most desirable enclaves, this gated estate in Syosset offers an exceptional balance of privacy, scale, and modern design. Recently constructed and thoughtfully sited on five private acres, the residence encompasses over 12,000 square feet of well-proportioned living space, creating a quiet retreat defined by

  Theodosis Neocli Astoria Realty Brokerage Svcs

  365 Split Rock Rd, Syosset, NY 11791
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  /35

  $3,299,888

  • 6 Beds
  • 5.5 Baths
  • 4,400 Sq Ft

  33 High Farms Rd, Glen Head, NY 11545

  Welcome to a rare opportunity to own a fully renovated and extended estate—rebuilt from the studs up and reimagined for modern luxury in the heart of one of Long Island’s most coveted neighborhoods. Set on a beautifully manicured 2 acre lot, this 6-bedroom, 5.5-bathroom smart residence combines sophisticated design, premium finishes, and cutting-edge amenities, offering a seamless blend of

  Katherine Koniecko Signature Premier Properties

  33 High Farms Rd, Glen Head, NY 11545
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  /34

  $2,099,000

  • 4 Beds
  • 4.5 Baths
  • 2,707 Sq Ft

  1 the Brae, Woodbury, NY 11797

  Discover the perfect blend of mid-century elegance and expansive potential at 1 The Brae. Nestled on a sprawling 1.00-acre lot in one of Woodbury’s most coveted neighborhoods, this 4-bedroom, 5-bathroom residence offers a rare sanctuary of privacy and grace. Built in 1958 and spanning 2,707 square feet across two levels, the home features a thoughtful layout with a cozy fireplace and a versatile

  Batul Morbi Compass Greater NY LLC

  1 the Brae, Woodbury, NY 11797
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  /5

  $1,999,999

  • Land
  • 2.97 Acres
  • $673,400 per Acre

  12 Hickory Dr, Brookville, NY 11545

  Last Remaining Parcel in Old Brookville Gated Community! Almost 3-acres of land located on cul-de-sac, ready for you to bring your dream home to life. Secure and serene location, with easy access to Northern Boulevard and other main roads. Add your mark on the North Shore, surrounded by beautiful brick-center hall colonial residences and well-maintained landscaping. With natural gas already

  Joe Scavo Douglas Elliman Real Estate

  12 Hickory Dr, Brookville, NY 11545
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  /6

  $1,100,000

  • Land
  • 2.23 Acres
  • $493,274 per Acre

  47 Laurel Ln, Locust Valley, NY 11560

  Approved 2 Acre lot In The Prestigious Village Of Matinecock "The Glen".. Build Your Dream Home!!! Trash included with taxes. New water & electric service has been installed. Natural gas being installed shortly.

  Deborah Mohring Douglas Elliman Real Estate

  47 Laurel Ln, Locust Valley, NY 11560
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  /43

  $12,800,000

  • 10 Beds
  • 15 Baths
  • 20,000 Sq Ft

  53 Simonson Rd, Glen Head, NY 11545

  Situated behind two private gates, in one of Long Island’s most prestigious enclaves, this newly constructed 10 bedroom, 15 bathroom modern estate is a masterclass in elevated design and luxurious living. Set on an expansive, meticulously landscaped property, the residence pairs timeless architectural grandeur with sleek, contemporary finishes to create a rare and refined sanctuary.A

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  53 Simonson Rd, Glen Head, NY 11545
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  /46

  $3,788,000

  • 6 Beds
  • 9 Baths
  • 7,887 Sq Ft

  12 Ridge Ct, Glen Head, NY 11545

  Welcome to 12 Ridge Ct, located in the heart of Old Brookville in the Brookville Meadows. This is your window of opportunity to live in the Gold Coast on 3.4 acres of flat land. From the moment you turn on to the tree-lined street (White Gate Dr.) entering Brookville Meadows, you will feel the caliber of luxury you are about to enter. This home boasts over 7,800 sq feet, the open layout will give

  Richard Brazzano BERKSHIRE HATHAWAY

  12 Ridge Ct, Glen Head, NY 11545
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  /10

  $2,400,000

  • Land
  • 3.39 Acres
  • $707,965 per Acre

  170 Hegemans Ln, Old Brookville, NY 11545

  Only one building lot left! One-of-a-Kind Offering! Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through impressive remote-controlled gates. Proceed on a secluded and lushly landscaped two-lane motor court to a quiet sanctuary and cul-de-sac featuring six buildable lots ranging from 3 to 4 acres each. Each

  Neena Chowdhary Daniel Gale Sothebys Intl Rlty

  170 Hegemans Ln, Old Brookville, NY 11545
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  /8

  $1,899,000

  • 12 Beds
  • 5 Baths

  1008 W Shore Rd, Oyster Bay, NY 11771

  3 legal structures on 5.4 acres in the Inc Village of Mill Neck!! Waterviews of Oyster Bay Harbor! The 1878 home overlooks Oyster Bay Harbor & Centre Island! Price includes Carriage house & Cottage. Property priced for land value. Limited access to house & structures.. Natural Gas and well water ( new water pump). Inc Village of Mill Neck. Make this your home! Taxes including the Village is only

  Mara Navaretta Homes By Mara

  1008 W Shore Rd, Oyster Bay, NY 11771
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  /30

  $4,195,000

  • 6 Beds
  • 5.5 Baths
  • 7,339 Sq Ft

  406 Duck Pond Rd, Locust Valley, NY 11560

  Tucked away on a serene private road just minutes from the storybook charm of Locust Valley, this Mediterranean-style Colonial is a true estate of distinction. Sited on 5+ pristine acres, seamlessly blends classic elegance with modern luxury. Designed with both grandeur and comfort in mind, the home features two gracious primary suites on the main level, a total of 6 spacious bedrooms, 5 full

  Denise Boccio Compass Greater NY LLC

  406 Duck Pond Rd, Locust Valley, NY 11560
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  /40

  $1,479,999

  • 4 Beds
  • 3.5 Baths
  • 1,927 Sq Ft

  39 Chestnut Ln, Woodbury, NY 11797

  Welcome to this beautifully renovated Briarwood model, a highly desirable end unit offering 4 bedrooms and 3.5 baths in the sought-after Woodbury Greens. This sun-filled home showcases a sleek, modern aesthetic throughout and features stunning water and pond views, best enjoyed from your private terrace.The designer eat-in kitchen is outfitted with custom cabinetry, granite countertops, and

  Jared Sarney SRG Residential LLC

  39 Chestnut Ln, Woodbury, NY 11797
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  /21

  $2,850,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 4,421 Sq Ft

  10 Dorchester Dr, Glen Head, NY 11545

  Set on a distinguished two-acre property in the heart of Muttontown, New York, and nestled within a beautiful, sprawling neighborhood, this expansive ranch residence exudes privacy, scale, and timeless sophistication. Tucked well back from the road and surrounded by meticulously maintained landscaping, the home welcomes guests through a double-door entrance to an oversized foyer that immediately

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  10 Dorchester Dr, Glen Head, NY 11545
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  /39

  $2,950,000

  • 5 Beds
  • 4.5 Baths
  • 4,780 Sq Ft

  47 Laurel Ln, Locust Valley, NY 11560

  In The Prestigious Village Of Matinecock On The North Shore Lies This New Construction( To Be Built) , (Photos Are Of A Model Home) Energy Efficient Center Hall Colonial. Chef's Eat In Kitchen Opens To A Den With Wood Burning Fireplace. Guest Bedroom With Full Bath On The First Floor. Primary Suite With Fireplace, Not To Be Missed!!, Additional information: Appearance:New,Interior Features:Guest

  Deborah Mohring Douglas Elliman Real Estate

  47 Laurel Ln, Locust Valley, NY 11560
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  /31

  $1,350,000

  • 4 Beds
  • 2.5 Baths
  • 2,022 Sq Ft

  45 Weir Ln, Locust Valley, NY 11560

  Huge, Level, Landscaped Property with 1950's Cape Cod awaiting a contemporary touch! Walk to village and dining. Enjoy the gigantic backyard with in-ground pool.

  Terry Sciubba Signature Premier Properties

  45 Weir Ln, Locust Valley, NY 11560
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  /26

  $8,500,000

  • 6 Beds
  • 7.5 Baths
  • 7,047 Sq Ft

  200 Centre Island Rd, Oyster Bay, NY 11771

  Overlooking picturesque Oyster Bay Harbor, this stately waterfront Manor home is located on 1.71 acres and boasts 245 feet of water frontage. Featuring 6 large bedrooms with walk-in closets and 7.5 baths with high-end fixtures and fittings, this magnificent property has an idyllic master retreat on the main floor with incredible views across the Harbor, 2 spacious walk-in closets with center

  John Messina Daniel Gale Sothebys Intl Rlty

  200 Centre Island Rd, Oyster Bay, NY 11771
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  /49

  $10,250,000

  • 9 Beds
  • 14 Baths
  • 16,500 Sq Ft

  143 Heather Ln, Mill Neck, NY 11765

  Tucked away in the prestigious Village of Mill Neck, this gated estate, built in 2012, is a true masterpiece of design and craftsmanship. A long, sweeping circular drive leads to the striking North Shore residence, whose timeless exterior blends hand-laid stone and copper gutters with classic shingle architecture. A semi-attached guest residence, connected by a covered breezeway, enhances the

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  143 Heather Ln, Mill Neck, NY 11765
• 

  

  /18

  $789,999

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  41 Winding Rd, Hicksville, NY 11801

  Welcome to this beautifully maintained and move-in-ready Ranch house situated on a spacious corner lot in Hicksville! This charming property offers fantastic curb appeal, with a large front yard, mature trees, and a fully fenced backyard that provides privacy and space to enjoy year-round. Step inside to a bright and inviting living room featuring hardwood floors and abundant natural light. The

  Rahul Jaggi Voro LLC

  41 Winding Rd, Hicksville, NY 11801

Showing Results 81 - 120, Page 3 of 4