Glen Head, NY Homes

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  $875,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 1 Bath

  8 Dumond Place, Glen Head, NY 11545

  This charming home features two cozy bedrooms and a sunlit sunroom. The foyer is beautiful when the natural light that comes through the front door, The living room has a warm gas fireplace and elegant wood floors throughout. The home includes a newly renovated bathroom with radiant floor heating, ensuring comfort in every season. The eat-in kitchen is a chef’s dream with granite countertops. The

  

  Mary Stanco

  BERKSHIRE HATHAWAY

  (516) 412-6366

  8 Dumond Place, Glen Head, NY 11545
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  /18

  $4,550 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  27 Bryant Rd, Glen Cove, NY 11542

  North Shore Schools, Just Renovated, New Kitchen, Flooring, New Laundry Room. Quiet Location With Nice Yard. 1 Month Security Tenant Pays Own Oil Electric And Water. Credit Check, Renters Insurance Required.

  Joseph Lovaglio J D S NORTH SHORE REALTY INC

  27 Bryant Rd, Glen Cove, NY 11542
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  $2,415,000 Sold Jul 22, 2025

  • 4,500 Sq Ft
  • $537/SF
  • 23 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1967

  5 Valerie Dr, Glen Head, NY 11545

  Welcome to 5 Valerie Dr- Tucked away on a quiet cul-de-sac this expansive 4 Bed, 3.5 Bath ranch offers an effortless lifestyle with a seamless layout ideal for both comfortable living and entertaining. Soaring ceilings with skylights and walls of windows fill the home with natural light, enhancing its open and inviting ambiance. The desirable first-floor primary suite includes a private study,

  Dalia Elison Douglas Elliman Real Estate

  5 Valerie Dr, Glen Head, NY 11545
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  Est $5,349,000 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 7,230 Sq Ft

  68 Wheatley Rd, Glen Head, NY 11545

  68 Wheatley Rd, Glen Head, NY 11545
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  /48

  $4,295,000

  • 5 Beds
  • 6 Baths
  • 6,000 Sq Ft

  8 High Meadow Ct, Glen Head, NY 11545

  Welcome to this Magnificent Brick Masterpiece with Guest/Pool House on Two Impeccable Resort Style Acres. This Grand Residence sets High Standards for a lifestyle of luxury offering timeless elegance and luxurious modern amenities. Sophisticated designer finishes are blended with classic appointments throughout it's refined and thoughtfully designed Interior. A stunning marble reception foyer

  Ellen Zipes Compass Greater NY LLC

  8 High Meadow Ct, Glen Head, NY 11545
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  $12,500 per month

  • 6 Beds
  • 3.5 Baths
  • 5,000 Sq Ft
  • House for Rent

  110 Linden Ln, Glen Head, NY 11545

  Welcome to luxury living in Upper Brookville's most desirable location. This stunning furnished residence features 6 bedrooms, 5 bathrooms, an office, and a luxurious master suite with a steam shower, jacuzzi tub and a huge walk-in closet. Spread across beautifully landscaped grounds, enjoy amenities such as a Har-Tru tennis court, a heated Olympic-size pool with a spa, and a sun filled deck with

  Anastasiya Franke F2 Firm Inc

  110 Linden Ln, Glen Head, NY 11545
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  $1,750,000 Sold Jul 21, 2025

  • 5,485 Sq Ft
  • $319/SF
  • 170 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 2006

  277 Piping Rock Rd, Locust Valley, NY 11560

  Stunning 6-Bedroom Home on Piping Rock Road, Locust Valley. Welcome to your dream home! Nestled on the serene Piping Rock Road in Locust Valley, this expansive 13-room residence offers an unparalleled blend of elegance and comfort. With six spacious bedrooms and five full baths plus a half bath, this home is designed for both relaxation and entertaining. The soaring ten-foot ceilings create an

  James Clark Signature Premier Properties

  277 Piping Rock Rd, Locust Valley, NY 11560
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  Not Listed For Sale

  • 3 Beds
  • 4 Baths

  76 The Glen Unit 76, Glen Head, NY 11545

  76 The Glen Unit 76, Glen Head, NY 11545
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  $3,495,000 Open Sat 2:30PM - 4PM

  • 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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  /6

  $2,900 per month

  • 2 Beds
  • 1 Bath
  • House for Rent

  0 Grove St Unit 20 11512269, Glen Head, NY 11545

  Cottage For Rent With Old World Charm, Off Street Parking And Quiet Location. Near Train Available August 1. Tenant Pays Own Gas And Electric, Credit Check And Renters Insurance Required.

  Joseph Lovaglio J D S NORTH SHORE REALTY INC

  0 Grove St Unit 20 11512269, Glen Head, NY 11545
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  $790,000 Sold Jul 15, 2025

  • 1,660 Sq Ft
  • $476/SF
  • 29 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1920

  4 Hillcrest Dr, Glen Head, NY 11545

  Nestled in the charming Community of Glen Head on Long Island's North Shore, this original 1920 expanded Cape offers timeless character with modern potential. The home features a spacious living room, dining area, and a cozy sunken den perfect for relaxing. A first-floor bedroom and full bath provide convenience and flexibility, while the oversized yard offers ample space for outdoor enjoyment

  Amy Tansill Daniel Gale Sothebys Intl Rlty

  4 Hillcrest Dr, Glen Head, NY 11545
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  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 4,000 Sq Ft

  10 The Glen Unit 10, Glen Head, NY 11545

  10 The Glen Unit 10, Glen Head, NY 11545
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  /30

  $2,350,000

  • 7 Beds
  • 6 Baths
  • 5,494 Sq Ft

  14 Pheasant Hill Ln, Glen Head, NY 11545

  Tucked away on a quiet and private street in the village of Old Brookville, this modern Colonial sits on 2.61 flat acres and offers generous space, natural light, and a flexible layout suited to today’s lifestyle. The home features seven bedrooms, four full and two half bathrooms, with a grand two-story entry that opens to sun-drenched living areas, a first-floor primary suite, and large windows

  Damian Ross Daniel Gale Sothebys Intl Rlty

  14 Pheasant Hill Ln, Glen Head, NY 11545
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  /18

  $6,500 per month

  • 4 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • House for Rent

  232 Brookville Rd, Glen Head, NY 11545

  Super Privately Muttontown , Jericho School ,approx. 2500 Sqf House ,New Renovated, Office ,Sunroom ,Inground Swimming Pool......

  Qun Lin Sweet Key Realty Group Inc

  232 Brookville Rd, Glen Head, NY 11545
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  $2,500,000 Sold Jul 15, 2025

  • 5,470 Sq Ft
  • $457/SF
  • 11 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1981

  12 Shelter Ln, Glen Head, NY 11545

  Located at the end of a beautiful tree-lined private cul-de-sac, this Upper Brookville contemporary David Chotan built home in Upper Brookville sits on over 2.5 acres and offers a luxurious, sunlit retreat designed for entertaining. The grand foyer opens to an expansive layout featuring a sunken living room with a built-in wet bar, fireplace, soaring ceilings, and floor-to-ceiling windows. All

  Melanie Cogan Compass Greater NY LLC

  12 Shelter Ln, Glen Head, NY 11545
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  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths

  66 The Glen Unit 66, Glen Head, NY 11545

  66 The Glen Unit 66, Glen Head, NY 11545
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  /42

  $2,500,000

  • 5 Beds
  • 3.5 Baths
  • 5,349 Sq Ft

  14 Chelmsford Dr, Glen Head, NY 11545

  Welcome to the distinguished residence at 14 Chelmsford Drive, nestled in the serene enclave of Muttontown, NY. This meticulously crafted single-family home, built in 1974, offers a harmonious blend of timeless elegance and modern amenities. Spanning an impressive 5,349 square feet, this home is set on an expansive 2.24-acre lot, providing the perfect canvas for privacy and tranquility.

  Therese DiRenzo Compass Greater NY LLC

  14 Chelmsford Dr, Glen Head, NY 11545
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  /20

  $4,500 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  20 Union Ave, Glen Head, NY 11545

  Glen Head House For Rent, Hardwood Floors, Eat In Kitchen And Large Living Room. Full Unfinished Basement For Storage With Washer Dryer. House Has Generator And Central A/C. 1 Month Security. Tenant Pays Own Gas Electric And Water. Credit Check. Renters Insurance Required.

  Joseph Lovaglio J D S NORTH SHORE REALTY INC

  20 Union Ave, Glen Head, NY 11545
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  $4,100,000 Sold Jul 11, 2025

  • 7,000 Sq Ft
  • $586/SF
  • 10 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 2005

  1 Peacock Ln, Glen Head, NY 11545

  Gated, Private Brick Manor Home situated on 2.32 acres of beautifully manicured lawns and gardens. The property is located on the prestigious and highly coveted Peacock Lane in the sought after North Shore Village of Upper Brookville. This Architectural Masterpiece is unparallel for its luxury, amenities and attention to details.The private 2.32 acre Estate is graced with the expansive circular

  Diana Hiotis BERKSHIRE HATHAWAY

  1 Peacock Ln, Glen Head, NY 11545
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  Est $849,341 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,845 Sq Ft

  669 Cedar Swamp Rd, Glen Head, NY 11545

  669 Cedar Swamp Rd, Glen Head, NY 11545
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  /31

  $2,750,000

  • 5 Beds
  • 3.5 Baths
  • 3,492 Sq Ft

  26 Rolling Dr, Glen Head, NY 11545

  The Red Door Colonial in Brookville. Prime location by the end of a cul-de-sac within close proximity to major roads tucked away privately and serenely set. Expansive 2 acre property with sweeping lawns and terrific curb appeal, the perfect place to unwind and enjoy nature's beauty. Featuring rare 5 car garage, including a separate structure full 3 car garage plus attached 2 car garage to house.

  Michael Stanco Compass Greater NY LLC

  26 Rolling Dr, Glen Head, NY 11545
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  $2,801,000 Sold Jul 09, 2025

  • 5,732 Sq Ft
  • $489/SF
  • 45 Days On Market

  • 6 Beds
  • 7.5 Baths
  • Built 1984

  4 Paddock Ct, Glen Head, NY 11545

  Welcome to a life of luxury - Nestled on a meticulously landscaped 2.1-acre lot in a peaceful cul-de-sac at Glen Head, this beautifully contemporary home offers the perfect blend of luxury and comfort. Upon entering, you're welcomed by a grand two-story great room with expansive glass sliding doors leading out to a spacious back deck, providing stunning views of the vast backyard. The left wing

  Michelle Zhao BERKSHIRE HATHAWAY

  4 Paddock Ct, Glen Head, NY 11545
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  Est $831,819 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  20 Cedar Ln N, Glen Head, NY 11545

  20 Cedar Ln N, Glen Head, NY 11545
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  /37

  $6,499,000 Open Sun 1PM - 3PM

  • 6 Beds
  • 6.5 Baths
  • 6,885 Sq Ft

  63 Fruitledge Rd, Glen Head, NY 11545

  Brookville | 63 Fruitledge Road offers an unparalleled lifestyle of luxury on Long Island's Gold Coast. This newly completed home features a sleek, modern colonial exterior, with countless, black-encased windows allowing natural light to flood the entire interior. Upon entering, the soaring foyer welcomes you with open space and two convenient coat closets and beautiful powder room with pristine

  Joe Scavo Douglas Elliman Real Estate

  63 Fruitledge Rd, Glen Head, NY 11545
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  $1,600,000 Sold Jul 01, 2025

  • 2,978 Sq Ft
  • $537/SF
  • 16 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1993

  41 William St, Glen Head, NY 11545

  A must see!!! This beautifully maintained colonial home offers an open and inviting floor plan, perfect for modern living. Enjoy seamless indoor-outdoor entertaining with an incredible backyard, complete with a heated saltwater pool, built in barbecue, an architectural stone patio with awnings for shade, surrounded with evergreen trees for complete privacy. Inside, you'll find 4 bedrooms, 3.5

  John Langone Daniel Gale Sothebys Intl Rlty

  41 William St, Glen Head, NY 11545
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  Est $1,239,264 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,395 Sq Ft

  15 Hillcrest Dr, Glen Head, NY 11545

  15 Hillcrest Dr, Glen Head, NY 11545
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  /45

  $5,280,000

  • 8 Beds
  • 8.5 Baths
  • 7,900 Sq Ft

  11 Black Rock Rd, Glen Head, NY 11545

  This custom-built brick estate in the highly sought-after Jericho School District offers over 7,900 square feet of luxurious living space, plus a full walk-out lower level, all set on more than two acres of beautifully landscaped grounds. Behind a dual-gated circular driveway, the home showcases top-quality materials, smart home technology, and radiant heat throughout. Every bedroom is en-suite,

  Yan Chen Charles Rutenberg Realty Inc

  11 Black Rock Rd, Glen Head, NY 11545
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  $1,030,000 Sold Jun 30, 2025

  • 2,140 Sq Ft
  • $481/SF
  • 9 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1951

  14 Washington Ave, Glen Head, NY 11545

  Welcome to this sunny, spacious, 5-bedroom, 4-bath home in a perfect mid-block location in the sought-after Hill Terrace section of Glen Head. Enter through the charming 2-door foyer into the living room, dining room, and kitchen. The first floor also includes a primary bedroom with a full bath and an additional bedroom and hallway bath. The second floor has an additional primary bedroom with a

  Madeline Moritz Douglas Elliman Real Estate

  14 Washington Ave, Glen Head, NY 11545
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  Est $4,429,610 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 6,000 Sq Ft

  6 Roads End, Glen Head, NY 11545

  6 Roads End, Glen Head, NY 11545
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  /50

  $3,699,000

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

  13 Locust Ln, Glen Head, NY 11545

  La Isabella A Gracious 2 Acre Estate In Prestigious Upper Brookville Offering Timeless Colonial Architecture With Modern Luxury. Set Behind A Sweeping Drive And Surrounded By Mature Magnolia, Dogwood, And Maple Trees, This Home Is Crafted For Multigenerational Living With Privacy And Sophistication. Inside, A Dramatic Double-Height Foyer And Sweeping Staircase Welcome You To Spacious Sunlit Rooms

  Lisa Fasano Compass Greater NY LLC

  13 Locust Ln, Glen Head, NY 11545
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  $3,359,999 Sold Jun 27, 2025

  • 45 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 1964

  77 Linden Ln, Glen Head, NY 11545

  Nestled on a 2.1 -acre beautifully landscaped property, this six-bedroom, five-and-a half bath home offers an unparalleled blend of modern luxury and timeless charm. Completely renovated in 2024, it features a large living room and den, both with wood-burning fireplaces and expansive windows offering stunning views of the vast property. The eat-in kitchen is a chef's delight, equipped with

  Debra Quinn Petkanas Daniel Gale Sothebys Intl Rlty

  77 Linden Ln, Glen Head, NY 11545
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  Est $1,119,899 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,753 Sq Ft

  311 Frost Pond Rd, Glen Head, NY 11545

  311 Frost Pond Rd, Glen Head, NY 11545
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  /32

  $2,900,000

  • 5 Beds
  • 5.5 Baths
  • 4,164 Sq Ft

  60 Reid Ave, Port Washington, NY 11050

  Stunning circa 1920 Colonial completely redone with an eye for its vintage yet with a distinct emphasis on the comforts of modern living. From the kitchen's Royal Delft tiles, ancient limestone floor (heated), LaClanche range, SubZero, Viking and Miele appliances, to the handsome Waterworks tiled bathrooms and reclaimed river pine flooring and mahogany doors and window casings throughout, this

  Maggie Keats Douglas Elliman Real Estate

  60 Reid Ave, Port Washington, NY 11050
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  $2,350,000 Sold Jun 26, 2025

  • 4,644 Sq Ft
  • $506/SF
  • 178 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1979

  30 Glenby Ln, Glen Head, NY 11545

  This stunning 4,600-square-foot French inspired masterpiece boasts 5 bedrooms and 4.5 baths, perfectly blending elegance and comfort. As you step into the grand 2-story foyer, you'll find a spacious living room featuring a charming fireplace, a formal dining room ideal for special occasions, and a welcoming family room with a double-sided fireplace that seamlessly connects to a large eat-in

  Shawn Elliott Nest Seekers LLC

  30 Glenby Ln, Glen Head, NY 11545
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  Est $642,938 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  19 Robert Rd, Glen Cove, NY 11542

  19 Robert Rd, Glen Cove, NY 11542
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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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  $4,800,000 Sold Jun 24, 2025

  • 7,000 Sq Ft
  • $686/SF
  • 83 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2006

  6 Wenwood Dr, Glen Head, NY 11545

  This exquisite Hampton Colonial-style home sits nestled on over 2 manicured acres in prestigious Brookville. With more than 7,000 square feet of meticulously designed living space, this exceptional estate blends classic architecture with contemporary amenities. The grand two-story foyer features distinctive herringbone hardwood floors, setting the tone for the sophisticated open-concept layout

  Zach Elliott Nest Seekers LLC

  6 Wenwood Dr, Glen Head, NY 11545
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  Est $801,299 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,278 Sq Ft

  214 Lawrence Ln, Glen Cove, NY 11542

  214 Lawrence Ln, Glen Cove, NY 11542
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  /27

  $2,499,000

  • 6 Beds
  • 5 Baths
  • 4,940 Sq Ft

  22 Brookville Rd, Glen Head, NY 11545

  Once a stately Carriage House, this beautifully reimagined main residence seamlessly blends historic character with modern comfort. Featuring an open floorplan with 3 spacious bedrooms and 2.5 designer baths, the home is bathed in natural light from a dramatic wall of windows that opens to a serene, graveled French garden—perfect for entertaining or quiet moments alike.Adjacent to the

  Parasto Tehrani Blackstone Realty

  22 Brookville Rd, Glen Head, NY 11545
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  $1,295,000 Sold Jun 24, 2025

  • 1,900 Sq Ft
  • $682/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1951

  16 Bryant Rd, Glen Cove, NY 11542

  A flawless gem. Fully renovated in 2022, this home defines move-in ready! Upon entry you will enjoy a thoughtfully open floor plan with stunning white kitchen, quartz countertops & premium stainless steel appliances. Flooded with natural light, this combined living and dining space flows perfectly for entertaining with easy access to the resort-style backyard. Completing the main floor is a

  Lauren Grella Daniel Gale Sothebys Intl Rlty

  16 Bryant Rd, Glen Cove, NY 11542

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