Oyster Bay, NY Homes for Sale with Acreage

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  /37

  $7,488,000

  • 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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  /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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  /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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  /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

  $1,800,000

  • 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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  /36

  $6,299,999

  • 6 Beds
  • 8.5 Baths

  12 Quaker Ridge Dr, Glen Head, NY 11545

  Brookville New Construction | Welcome home to 12 Quaker Ridge Drive — a pristine brick, center-hall colonial set on 2 acres at the end of a quiet cul-de-sac. This modern estate features six bedrooms — including a first-floor suite — formal living and dining areas, an open-concept kitchen, 3-car garage, and more. Behind a set of iron doors, you're welcomed by an open foyer and curved oak staircase

  Joe Scavo Douglas Elliman Real Estate

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

  $6,900,000

  • 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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  /18

  $1,999,000

  • 5 Beds
  • 4 Baths
  • 3,009 Sq Ft

  2177 Cedar Swamp Rd, Glen Head, NY 11545

  Discover this private 2-acre estate nestled in the prestigious Brookville Village, located within the top-rated Jericho School District. Enjoy low property taxes and a peaceful, secluded setting just minutes away from major highways and the train station—perfect for easy commuting and convenient living. This classic-style home features an inground swimming pool, expansive grounds, and endless

  Lei Liu Signature Premier Properties

  2177 Cedar Swamp Rd, Glen Head, NY 11545
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  /7

  $3,899,000 Pre-Foreclosure

  • 5 Beds
  • 6.5 Baths
  • 8,780 Sq Ft

  70 Shutter Ln, Oyster Bay, NY 11771

  Calling all cash buys. The home features sun filled living spaces, spacious bedrooms, wood floors throughout with marble touches in the dining room, and an expansive living room. The updated chef's kitchen is equipped with high end stainless steel appliances, including a Sub-Zero refrigerator, and opens to remarkable outdoor entertaining areas. The grounds showcase an infinity pool, outdoor

  Nancy Davila Campo Four Seasons Realty Team

  70 Shutter Ln, Oyster Bay, NY 11771
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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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  /33

  $2,350,000

  • 5 Beds
  • 6.5 Baths
  • 4,685 Sq Ft

  530 S Centre Island Rd, Oyster Bay, NY 11771

  Welcome to 530 S Centre Island Rd, Centre Island — one of the most exclusive private islands for your vacation home. This massive center-hall brick Colonial sits on a 3-acre lot. Home improvements were completed in 2024. With 4,685 sq. ft. of interior space, it provides 5 bedrooms (all 5 BR are en-suites), 6.5 baths, a formal dining room, family room, living room, office, sunroom, two-car garage,

  Chuan Wang Chen E Realty International Corp

  530 S Centre Island Rd, Oyster Bay, NY 11771
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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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  /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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  /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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  /43

  $12,950,000

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

  199 Lattingtown Rd, Locust Valley, NY 11560

  This is an exclusive opportunity to own a turn-key Modern Mansion, perfectly positioned on 5 manicured acres on the Gold Coast of Long Island. Constructed in 2022, this designer residence showcases oversized windows, 12ft ceilings, multiple marble gas fireplaces, pocket doors, glass railings and more. Both captivating and secluded, this residence offers the warmth of a traditional home with a

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  199 Lattingtown Rd, Locust Valley, NY 11560
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  /30

  $749,000

  • 3 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  12 Hampton Way, Woodbury, NY 11797

  Enjoy a country club lifestyle in the desirable Woodbury Village Community with Syosset Schools offering an outdoor pool, tennis, pickleball courts & playground! Move-In Ready, this spacious 2–3 bedroom, 2.5 bath townhouse features an eat in granite kitchen with stainless steel appliances, bay window, vaulted ceilings & skylights. A sun-drenched L-shaped living/dining room with wood-burning

  Valerie Rosenblatt Daniel Gale Sothebys Intl Rlty

  12 Hampton Way, Woodbury, NY 11797
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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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  /24

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,379 Sq Ft

  119 Autumn Dr, Plainview, NY 11803

  Welcome home! This beautiful lower-unit condo in The Seasons at Plainview, an active 55+ community, offers an exceptional opportunity to enjoy a maintenance free lifestyle! This 1,379 sq. ft. open concept home is an end unit, with additional windows in the living room that other units don't have. It features hardwood floors, a wood and granite kitchen with stainless steel appliances, gas cooking

  Jean Marie Blissett Compass Greater NY LLC

  119 Autumn Dr, Plainview, NY 11803
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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
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  /48

  $2,699,000

  • 4 Beds
  • 2.5 Baths
  • 3,549 Sq Ft

  55 Rolling Hill Ln, Old Westbury, NY 11568

  Welcome Home to this expansive ranch in the heart of Old Westbury, located within the Jericho School District! Nestled on 2 picturesque, tree-lined acres, this home offers over 3,500 sq ft of living space ready for your finishing touches. Enjoy summers in the Gunite pool, recently marble-blasted with updated electric. Major updates have already been completed for peace of mind—furnace, hot water

  Amanda Lavender Signature Premier Properties

  55 Rolling Hill Ln, Old Westbury, NY 11568
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  $6,500,000

  • 6 Beds
  • 7.5 Baths
  • 8,861 Sq Ft

  4 Old Wagon Ln, Old Westbury, NY 11568

  **Price Reduction $6,500,000.** Welcome to 4 Old Wagon Lane in Old Westbury, NY. The luxurious estate sits on a 4.01 acre well-manicured property with a beautiful stunning brick home of approximately 8,900 square feet. Step into the utmost of luxury in this finely detailed home. The high quality craftsmanship is evident though-out the 1st floor’s formal dining room, living room, piano room and

  Anthony Garcia Cast Iron Real Estate Company

  4 Old Wagon Ln, Old Westbury, NY 11568
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  /2

  $4,200,000

  • 5 Beds
  • 4.5 Baths
  • 5,659 Sq Ft

  45 Pelican Ct, Syosset, NY 11791

  Purchase As Is for $1,550,000 or Purchase This Extraordinary New Construction Estate Offering Over 5,600 Sq Ft of Refined Living Space Poised on a coveted .46 Acre parcel. This 'to-be-built' architectural gem promises exceptional craftsmanship and timeless sophistication.The first floor welcomes you with a dramatic grand entryway foyer leading to a gourmet chef’s eat-in kitchen, complete with

  Nancy Davila Campo Four Seasons Realty Team

  45 Pelican Ct, Syosset, NY 11791
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  /36

  $7,100,000

  • 6 Beds
  • 6.5 Baths
  • 9,553 Sq Ft

  998 W Shore Rd, Mill Neck, NY 11771

  Often dreamed about but rarely available: Welcome to a truly beautiful waterfront property " Harbor Torre" has been completely renovated to perfection. This 9500 square foot home with breathtaking views of Oyster Bay Harbor has a combination of elegance, luxury and meticulous detail. 1.7 acres of waterfront with your own private staircase and beach provide reasonable maintenance and taxes while

  Kathryn Maxwell Pournaras Daniel Gale Sothebys Intl Rlty

  998 W Shore Rd, Mill Neck, NY 11771

Showing Results 81 - 112, Page 3 of 3