Oyster Bay, NY Homes for Sale with Acreage

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  /50

  $5,300,000

  $2M PRICE DROP

  • 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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• 

  

  

  /23

  $2,200,000

  $200K PRICE INCREASE

  • 5 Beds
  • 5 Baths
  • 3,401 Sq Ft

  21 Kodiak Dr, Woodbury, NY 11797

  Located within the prestigious gated community of The Gates in Woodbury, this exceptional 5 bedroom, 5 bath residence offers the perfect blend of elegance and everyday livability on a breathtaking one acre park-like setting.Designed with entertaining in mind, the home features spacious principal rooms that flow seamlessly from one to the next. The inviting den is a true showstopper, anchored

  Orit Ofir Daniel Gale Sothebys Intl Rlty

  21 Kodiak Dr, Woodbury, NY 11797
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  /32

  $1,788,000

  • 5 Beds
  • 3.5 Baths
  • 3,789 Sq Ft

  44 Koenig Dr, Oyster Bay, NY 11771

  Welcome to this pristine location in the heart of Oyster Bay Cove (GLENDALE ESTATES) where tranquility and privacy await on a spectacular 2.01-acre property. Surrounded by nature and mature landscaping, this spacious 5 bedroom, 3.5 bath residence offers endless potential to create the home of your dreams. Featuring generously sized rooms throughout, this home boasts a large primary suite complete

  Kathy Pisani Daniel Gale Sothebys Intl Rlty

  44 Koenig Dr, Oyster Bay, NY 11771
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  /31

  $2,895,000

  • 4 Beds
  • 5 Baths
  • 3,200 Sq Ft

  1017 Friendly Rd, Oyster Bay, NY 11771

  UPPER BROOKVILLE. Privately set behind sweeping lawns on over two acres in the Village of Upper Brookville, this elegant North Shore residence offers the privacy, scale, and timeless character synonymous with Gold Coast estate living. The home features 4 bedrooms, with primary suite on the main, and 3 full and 2 half baths, along with sun-filled living spaces, hardwood and tiled (radiant heated)

  Maria Babaev Douglas Elliman Real Estate

  1017 Friendly Rd, Oyster Bay, NY 11771
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  /47

  $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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  /39

  $3,495,000

  • 5 Beds
  • 4.5 Baths
  • 5,043 Sq Ft

  6 Deepwood Ct, Old Westbury, NY 11568

  OLD WESTBURY | Set privately at the end of a cul-de-sac on 2 acres amidst lush botanical grounds in Old Westbury, this architecturally significant residence designed by acclaimed architect King-lui Wu is a striking example of modernist design seamlessly integrated with nature. Surrounded by mature specimen trees and curated Japanese-inspired gardens, the home offers an extraordinary sense of

  Maria Babaev Douglas Elliman Real Estate

  6 Deepwood Ct, Old Westbury, NY 11568
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  /48

  $1,949,000

  • 6 Beds
  • 5.5 Baths
  • 3,595 Sq Ft

  199 Cold Spring Rd, Syosset, NY 11791

  Tucked away off the main road on a private drive, in North Syosset this exceptional residence sits on 1.05 flat, park like acres offering privacy, space, and timeless curb appeal. Constructed from natural stone, the home blends classic elegance with everyday easy living across a spacious and versatile layout featuring 6 bedrooms, 5 full baths, and 1 half bath.A dramatic entry foyer with

  Katherine Koniecko Signature Premier Properties

  199 Cold Spring Rd, Syosset, NY 11791
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  /16

  $239,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  490 Main St Unit B2, Farmingdale, NY 11735

  Welcome to this beautifully maintained first-floor co-op located in the heart of Farmingdale! This bright and inviting one-bedroom unit offers a spacious living room and dining room combination, perfect for both everyday living and entertaining. The renovated kitchen features stainless steel appliances, modern cabinetry, and ample counter space, while the updated bathroom adds style and

  Romeo Lepe HomeSmart Premier Living Rlty

  490 Main St Unit B2, Farmingdale, NY 11735
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  /26

  $2,495,000

  • 5 Beds
  • 7 Baths
  • 5,514 Sq Ft

  16 Serein Ct, Syosset, NY 11791

  Set on 2.24 private acres at the end of a quiet cul-de-sac in prestigious Muttontown, this expansive contemporary residence offers a rare opportunity to create a truly exceptional estate. Backing directly to the serene Muttontown Preserve, the property provides a peaceful, nature-filled backdrop with unmatched privacy.Spanning approximately 5,514 square feet, the home features soaring

  Linda Freedman Douglas Elliman Real Estate

  16 Serein Ct, Syosset, NY 11791
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  /41

  $2,150,000

  • 6 Beds
  • 6 Baths
  • 5,172 Sq Ft

  380 Duck Pond Rd, Locust Valley, NY 11560

  Set within the prestigious Village of Matinecock, in the heart of Locust Valley on Long Island’s legendary Gold Coast, this impeccably maintained brick Country Manor evokes timeless elegance, privacy, and endless possibilities. Beyond its stately presence, a gracious interior unfolds with generously scaled rooms, --living rm & dining room have 10' ceilings-- exquisite custom moldings, rich

  Belinda Wiseman BERKSHIRE HATHAWAY

  380 Duck Pond Rd, Locust Valley, NY 11560
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  /6

  $1,000,000

  • Land
  • 1.2 Acres
  • $833,333 per Acre

  0 Shore Rd, Glenwood Landing, NY 11547

  Vacant land residential acreage in Glenwood Landing. Located across the street from The Residences at Glen Harbor. This 1.2 acre parcel of land (52,664 sqft) is flexible for a variety of options in which to use. The small town of Glenwood Landing is located adjacent to Roslyn Harbor, Glen Head and Sea Cliff. Nearby area beaches and quaint shopping, top restaurants and easy access to

  Michael Stanco Compass Greater NY LLC

  0 Shore Rd, Glenwood Landing, NY 11547
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  /50

  $5,498,000

  • 7 Beds
  • 8 Baths
  • 5,764 Sq Ft

  952 Cedar Swamp Rd, Glen Head, NY 11545

  Nestled on approximately 5 landscaped acres in Old Brookville, this distinguished estate offers exceptional space, privacy, and classic Gold Coast character. The property includes a stately main residence, a separate 3-bedroom guest cottage, and a pool house, providing flexible living and entertaining opportunities.The main residence offers approximately 5,764 square feet of living space with

  Ying Xu P R O Links Realty Inc

  952 Cedar Swamp Rd, Glen Head, NY 11545
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  /32

  $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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  /2

  $4,600,000

  New Construction

  • 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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  /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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  /15

  $3,995,000

  • 9 Beds
  • 10 Baths
  • 6,573 Sq Ft

  491 Muttontown Rd, Syosset, NY 11791

  Otto Kahn asked John Russell Pope to design this Estate as a wedding present for Kahn's son. Built in 1936, this 9 bedroom Mini Estate with Old World Charm is secluded on approximately 4 acres in the Jericho SD. Property features Pool, Tennis Court, Award Winning Landscaping & Formal Gardens.

  Christina Porter Daniel Gale Sothebys Intl Rlty

  491 Muttontown Rd, Syosset, NY 11791
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  /12

  $6,750,000

  • Land
  • 17.3 Acres
  • $390,173 per Acre

  144 Centre Island Rd, Oyster Bay, NY 11771

  A once-in-a-generation opportunity to own one of the largest and last remaining open waterfront parcels on Centre Island. Spanning over 17 acres, this remarkable estate boasts over 500 feet of direct waterfront, with a long private beach offering panoramic views of Oyster Bay, Lloyd Neck, and the Connecticut coastline beyond. The grounds are a rare mix of expansive meadows, mature trees, a

  Margaret Trautmann Compass Greater NY LLC

  144 Centre Island Rd, Oyster Bay, NY 11771
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  /15

  $2,750,000

  • 5 Beds
  • 3.5 Baths
  • 4,938 Sq Ft

  Unlisted Address

  Stunning Old Brookville Estate on 2 Acres with Pool & Outdoor Oasis Welcome to this exquisite 5-bedroom, 4-bathroom home nestled on 2 acres of beautifully landscaped property in the prestigious area of Old Brookville. This elegant residence offers the perfect blend of luxury, comfort, and privacy. Step inside to discover spacious living areas filled with natural light, including a grand living

  Colleen Chase Signature Premier Properties

  Unlisted Address
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  /7

  $1,735,000

  • 2 Beds
  • 2.5 Baths
  • 1,976 Sq Ft

  33204 Spruce Pond Cir, Plainview, NY 11803

  Welcome to this exceptional third-floor Dorchester model, a rare corner unit offering two distinct panoramic views of the Country Pointe community, including a serene pond vista and sweeping neighborhood views from two private balconies. An open layout with an abundance of natural light. Designer upgrades abound throughout this stunning residence, where no detail has been overlooked. Rich wood

  Caryn Tyrangel Realty Connect USA LLC

  33204 Spruce Pond Cir, Plainview, NY 11803
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  /43

  $7,995,000

  • 5 Beds
  • 4.5 Baths
  • 5,521 Sq Ft

  1782 Route 106, Syosset, NY 11791

  MUTTONTOWN. Set on nearly four private acres directly across from the renowned Muttontown Preserve, this recently built architectural masterpiece masterfully captures the timeless grandeur of Long Island's Gold Coast while embracing the sophistication and conveniences of modern luxury living. Constructed by one of the North Shore and Hamptons' premier luxury builders, this exceptional stone and

  Maria Babaev Douglas Elliman Real Estate

  1782 Route 106, Syosset, NY 11791
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  /50

  $3,700,000

  $200K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 7,462 Sq Ft

  1 Springwood Path, Syosset, NY 11791

  Step into a truly extraordinary 7,400 sq ft majestic Colonial, where elegance, scale, and modern efficiency come together seamlessly. This stunning residence offers 5 spacious bedrooms and 4.5 luxurious baths, along with an additional 3rd floor bedroom or office space with a full bath. Designed for both grand entertaining and everyday comfort, the home features a spectacular two-story great room

  Allison Byrne Compass Greater NY LLC

  1 Springwood Path, Syosset, NY 11791
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  /45

  $2,575,000

  • 4 Beds
  • 3 Baths
  • 3,124 Sq Ft

  897 Ripley Ln, Oyster Bay, NY 11771

  With all that is going on in this hectic world today, wouldn’t it be nice to go back to a more peaceful time? But what about today’s comforts and state-of-the-art amenities? Welcome to “Green Meadow” – a serene, park-like two acres of sprawling lawns, majestic trees, and a completely remodeled and updated white colonial sparkling like a diamond ringed by emeralds. Off a wooded country road in the

  Regina Rogers Douglas Elliman Real Estate

  897 Ripley Ln, Oyster Bay, NY 11771
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  /50

  $2,650,000

  $140K PRICE DROP

  • 7 Beds
  • 5.5 Baths
  • 5,195 Sq Ft

  117 Plainview Rd, Woodbury, NY 11797

  Syosset School District, Private Lake, there is a band new swimming pool in the backyard and a fish pond in the front yard, New A/C, Kitchen with underfloor heating, home theater in the basement

  Baimei Wan Winzone Realty Inc

  117 Plainview Rd, Woodbury, NY 11797
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  /41

  $2,790,000

  • 5 Beds
  • 4 Baths
  • 3,048 Sq Ft

  14 Ormond Park Rd, Glen Head, NY 11545

  Welcome to this exceptional home located in Brookville Village, within Jericho School District. Perfectly situated in a peaceful and quiet neighborhood, this property offers both comfort and convenience. Close to schools, making daily routines effortless; Easy access to major highways for a smooth commute; Minutes from shopping, dining, and everyday essentials; New attic insulation for improved

  Lei Liu Signature Premier Properties

  14 Ormond Park Rd, Glen Head, NY 11545
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  /32

  $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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  /50

  $5,649,000

  • 7 Beds
  • 7.5 Baths
  • 9,333 Sq Ft

  55 Coves Run, Syosset, NY 11791

  OYSTER BAY COVE. Set at the end of a serene cul-de-sac, this 9,400 sq. ft. estate blends modern luxury with European-inspired elegance on magnificent resort-style grounds offering exceptional privacy. A grand circular cobblestone driveway with fountain sets the tone for this impressive residence featuring soaring ceilings, sun-drenched interiors, expansive windows, and a dramatic open layout

  Maria Babaev Douglas Elliman Real Estate

  55 Coves Run, Syosset, NY 11791
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  /37

  $1,099,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,472 Sq Ft

  38 Maple Run Ct, Jericho, NY 11753

  Sitting at the end of a private cul d sac is this totally redesigned and recently renovated Chadwick Model with all the "Bells and Whistles" you could ask for. Upon entry you are greeted with white porcelain flooring that opens to gray wood planked flooring in Den and Country Kitchen which has custom detailing throughout including quartz counter tops. The Dining and Living Rooms each open to a

  Judy Fruitbine Douglas Elliman Real Estate

  38 Maple Run Ct, Jericho, NY 11753
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  /20

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  106 Roosevelt Ave, Massapequa, NY 11758

  Here it is...Beautiful colonial built in 2010...All very large, bright, & sun filled rooms, hardwood floors through out. Open floor plan, granite kitchen with stainless steel appliances, leads into den with 1/2 bathroom with sliding glass doors to 100x100 fenced corner property. Paver Patio. Master bedroom with vaulted ceilings, arched doorways, plenty of closets. Powder/laundry room. 1 car

  Joseph Perrone Coldwell Banker Easton Prop

  106 Roosevelt Ave, Massapequa, NY 11758
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  /48

  $2,299,999

  $200K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 4,415 Sq Ft

  119 Plainview Rd, Woodbury, NY 11797

  Welcome to 119 Plainview Road — a place where elegance meets ease. This expansive 4,500-square-foot Colonial rests on over an acre of pondfront property in Woodbury, where every inch has been thoughtfully maintained to create a home that feels as effortless as it is impressive. Inside, six generous bedrooms and four and a half bathrooms offer space for family and guests alike, all finished with

  Jared Sarney SRG Residential LLC

  119 Plainview Rd, Woodbury, NY 11797
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  /44

  $3,680,000

  • 5 Beds
  • 4.5 Baths
  • 6,076 Sq Ft

  14 Norgate Rd, Glen Head, NY 11545

  Welcome to 14 Norgate Road, a magnificent estate nestled in the prestigious Brookville, offering timeless elegance, exceptional craftsmanship, and luxurious living throughout. A grand two-story entry foyer welcomes you into this distinguished residence, setting the tone for the exquisite details found in every room.Designed for both sophisticated entertaining and everyday comfort, the home

  Janet Berookhim LAFFEY REAL ESTATE

  14 Norgate Rd, Glen Head, NY 11545
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  /40

  $2,398,000

  • 3 Beds
  • 3.5 Baths
  • 2,697 Sq Ft

  82101 Spruce Pond Cir, Plainview, NY 11803

  Welcome to this sophisticated residence offering the largest Madison model in the highly sought-after gated Country Pointe community. Perfectly located on a corner lot with serene pond views as your backyard oasis, this home offers elevated modern living with comfort and design throughout. An impressive double-height entry foyer sets the tone, leading into elegant formal living and dining spaces

  Theodora Nakos Douglas Elliman Real Estate

  82101 Spruce Pond Cir, Plainview, NY 11803
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  /33

  $4,999,999

  • 6 Beds
  • 3.5 Baths
  • 5,312 Sq Ft

  235 Centre Island Rd, Oyster Bay, NY 11771

  Set on 18 private acres in Centre Island, this 5,300 square foot estate offers a rare combination of land, privacy, and scale in one of the most exclusive enclaves on the North Shore. The property features manicured grounds with a wooded perimeter for complete privacy, a long private driveway, and a 3-car garage. A coastal lake sits directly on the property, creating a setting that is virtually

  Louis Porcellini Oversouth LLC

  235 Centre Island Rd, Oyster Bay, NY 11771
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  /21

  $1,750,000

  $150K PRICE DROP

  • Land
  • 4.97 Acres
  • $352,113 per Acre

  Parcel B-34 Yellow Cote Rd, Oyster Bay Cove, NY 11771

  Oyster Bay Cove, NY. Tucked away at the end of a brand new, private driveway. This magnificent 4.97 acre parcel offers an exceptional opportunity to custom build in one of Long Island’s most sought-after villages. Surrounded by pristine natural beauty, the property provides both privacy and prestige in a serene setting—an extraordinary foundation for a future estate of distinction. A home, pool,

  Jyll Kata Signature Premier Properties

  Parcel B-34 Yellow Cote Rd, Oyster Bay Cove, NY 11771
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  /50

  $5,499,000

  • 9 Beds
  • 7.5 Baths
  • 8,200 Sq Ft

  8 Stonegate Ln, Glen Head, NY 11545

  Set on 3.32 meticulously landscaped acres, this sophisticated and elegant Gold Coast jewel is a true luxury retreat. The home was designed by esteemed early 20th-century architect Mott B. Schmidt, who was highly regarded for his grand homes. A grand entrance welcomes guests, framed by stately arched trees that line the long, circular driveway. Inside, the richly paneled foyer and wide pegged oak

  Lisa Ann Heaney Daniel Gale Sothebys Intl Rlty

  8 Stonegate Ln, Glen Head, NY 11545
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  /41

  $2,850,000

  $3M PRICE INCREASE

  • 6 Beds
  • 5.5 Baths
  • 4,989 Sq Ft

  539 Split Rock Rd, Syosset, NY 11791

  Welcome to this exceptional luxury Colonial, fully renovated to the highest standards of craftsmanship and design. Privately set on a tranquil road, not a main street, this stunning residence offers both elegance and privacy in a truly serene setting. Spanning an impressive 4,989 square feet, including 150 square feet of finished basement space, the home showcases expansive interiors with a

  Cynthia Martinez Douglas Elliman Real Estate

  539 Split Rock Rd, Syosset, NY 11791
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  /48

  $3,950,000

  • 5 Beds
  • 8 Baths
  • 5,902 Sq Ft

  8 High Meadow Ct, Glen Head, NY 11545

  Welcome to 8 High Meadow Ct, a stunning classic all brick Colonial spanning 6000sqft of luxury set on a magnificent serene Old Brookville cul de-sac. This 5 bedroom Gem is rich with architectural details, exquisite millwork and designer finishes. A Gracious two-story Foyer introduces expansive principle rooms including Living Room/Fireplace, Formal Dining room, Den/Fireplace and Library/Office

  Ellen Zipes Compass Greater NY LLC

  8 High Meadow Ct, Glen Head, NY 11545
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  /37

  $7,950,000

  $800K PRICE DROP

  • 6 Beds
  • 9 Baths
  • 8,000 Sq Ft

  30 Wood Acres Rd, Glen Head, NY 11545

  Introducing a newly constructed custom Brookville Colonial crowned with a stunning slate roof, offering an extraordinary blend of classic architecture and elevated designer finishes. Privately set behind an electric gate on over 2.53 fully landscaped acres, this exceptional estate, constructed in 2020, has been thoughtfully designed for both grand-scale entertaining and refined everyday living. A

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  30 Wood Acres Rd, Glen Head, NY 11545
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  /18

  $2,295,000

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

  7 Locust Ln, Glen Head, NY 11545

  Diamond in the Rough. Oversized cedar shake Cape Cod style home, offers 4453SF of living space on 2 flat acres in Upper Brookville. Traditional Colonial layout features a two-story entry foyer flanked by a formal living room with wood burning fireplace and formal dining rooms, both with large picture windows. An open concept kitchen/great room w/ fireplace is the heart of the home, with high

  Kristine Livadas Compass Greater NY LLC

  7 Locust Ln, Glen Head, NY 11545
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  /32

  $1,499,888

  • 5 Beds
  • 4 Baths
  • 3,750 Sq Ft

  302 Vista Dr, Jericho, NY 11753

  One of the largest homes in The Hamlet at Jericho, 302 Vista Drive offers approximately 3,750 square feet of living space, featuring 5 bedrooms, 4 full bathrooms, and an expansive layout designed for comfortable living and effortless entertaining. This impressive residence showcases oversized rooms throughout, generous living and entertaining spaces, and a versatile floor plan perfectly suited

  Jared Sarney SRG Residential LLC

  302 Vista Dr, Jericho, NY 11753

Showing Results 41 - 80, Page 2 of 5