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Nassau, NY Homes

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  • /49

    $3,200,000 Open Sat 11:30AM - 12:30PM

    • 7 Beds
    • 8 Baths
    • 8,286 Sq Ft

    10 Laurel Woods Dr, Oyster Bay, NY 11771

    Welcome to Lions Gate A Private North Shore Estate of Distinction nestled in the heart of Long Island’s Gold Coast; Lions Gate is a grand and secluded country estate offering an unparalleled lifestyle of elegance and comfort. Located within the esteemed Locust Valley School District—home to the prestigious International Baccalaureate program, this magnificent residence blends refined

    Regina Rogers Douglas Elliman Real Estate

    10 Laurel Woods Dr, Oyster Bay, NY 11771
  • 959 Ripley Ln, Oyster Bay, NY 11771

    $1,715,000 Sold Jul 31, 2025

    • 3,892 Sq Ft
    • $441/SF
    • 39 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1978

    959 Ripley Ln, Oyster Bay, NY 11771

    Nestled on 2.75 private acres, this breathtaking colonial offers a perfect blend of elegance and comfort. A grand staircase greets you upon entry. Entry leading to a spacious great room and a gourmet kitchen, ideal for entertaining. Family room with fireplace. Living room with fireplace. The primary suite boasts a private sitting area and luxurious en-suite bath. Enjoy year-round warmth with two

    Linda Lugo Realty Masters North Shore

    959 Ripley Ln, Oyster Bay, NY 11771
  • /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
  • 1263 Pine Valley Rd, Oyster Bay, NY 11771

    $7,950,000 Sold Jul 25, 2025

    • 3,278 Sq Ft
    • $2425/SF
    • 190 Days On Market
    • 7 Beds
    • 7.5 Baths
    • Built 2017

    1263 Pine Valley Rd, Oyster Bay, NY 11771

    Discover Residenza Di Serenita An Exquisite Estate Where Luxury Meets Tranquility, Just 45 Minutes Outside Of Manhattan. Located On Prestigious Pine Valley Road In Upper Brookville, Offers A Harmonious Blend Of Elegance And Modern Living. As You Enter Through The Grand Two-Story Marble Foyer, The Gentle Shimmer Of A Restored French 100-Year-Old Antique Crystal Chandelier Welcomes You. The

    Lisa Fasano Compass Greater NY LLC

    1263 Pine Valley Rd, Oyster Bay, NY 11771
  • /27

    $3,699,000

    • 5 Beds
    • 4.5 Baths

    5 Peacock Ln, Glen Head, NY 11545

    Rare Opportunity on Private Gated Upper Brookville Lane. Only 11 Homes Built & Seldom Offered For Sale. Pride of Ownership throughout This Turn Key Brick Colonial on Quiet Interior 2A+ Site. Attention to Detail, Functional Floor Plan for Contemporary Living & Entertaining Indoors and Outdoors. Magnificent Landscaped Grounds Complete with Outdoor Kitchen, Oversized Patio, Gunite Pool with

    Peggy Carillo Douglas Elliman Real Estate

    5 Peacock Ln, Glen Head, NY 11545
  • 9 Colonial Dr, Glen Head, NY 11545

    $6,000,000 Sold Jul 25, 2025

    • 10,000 Sq Ft
    • $600/SF
    • 321 Days On Market
    • 9 Beds
    • 13 Baths
    • Built 1990

    9 Colonial Dr, Glen Head, NY 11545

    Located in a gated community in Upper Brookville, this 10,000-square-foot majestic Gold Coast estate welcomes you with a circular driveway, soaring ceilings, and a grand double staircase. This luxurious home boasts a balcony on the second floor, a raised panel mahogany ceiling, and built-in cabinets and bookcases. It contains a Chef's custom eat-in kitchen with double all Wolf appliances. This

    Matthew Ferrara Signature Premier Properties

    9 Colonial Dr, Glen Head, NY 11545
  • /30

    $1,850,000

    • 5 Beds
    • 5.5 Baths
    • 5,625 Sq Ft

    2 W View Dr, Oyster Bay, NY 11771

    Exceptional Opportunity – Contemporary Home in Sagamore Woods Private Cul-De-SacSet on five private acres in Sagamore Woods Private Cul De Sac this 5,900 sq. ft. contemporary home presents a rare opportunity to reimagine and renovate to your taste. A circular driveway welcomes you to this architecturally dramatic residence, where soaring ceilings and expansive spaces offer endless

    Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

    2 W View Dr, Oyster Bay, NY 11771
  • No # Linden Ln, Upper Brookville, NY 11545

    $1,640,000 Sold Jul 24, 2025

    • Land
    • 2.22 Acres
    • $738,739 per Acre
    • 82 Days On Market

    No # Linden Ln, Upper Brookville, NY 11545

    Build your dream home on this secluded 2.22 acre level lot! This property features a very special location at the end of of a private country lane which is serene & quiet yet close to roadways, schools, shopping and clubs., Additional information: Minimum Plot Size:2 acre

    Debra Quinn Petkanas Daniel Gale Sothebys Intl Rlty

    No # Linden Ln, Upper Brookville, NY 11545
  • /37

    $8,250,000 Open Sun 12PM - 1:30PM

    • 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
  • 5 Valerie Dr, Glen Head, NY 11545

    $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
  • /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
  • 12 Shelter Ln, Glen Head, NY 11545

    $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
  • /8

    $6,300,000

    • 7 Beds
    • 7.5 Baths
    • 7,500 Sq Ft

    1629 Cedar Swamp Rd, Glen Head, NY 11545

    Beautiful Flat 2 Acre Home in Jericho SD in Upper Brookville. Cabana with Gunite Pool, Elevator, Top Appliances, High Ceilings, Great Room w/ Linear Fire Place, Chefs Kitchen+Spice Kitchen, Top Appliances. Hide-A-Hose Central Vacuum. 5 Central Air Zones. Huge Backyard, Professionally designed landscaping. 10 ft first Floor, 10 ft basement, 12” 2nd floor in bedrooms. 4 Panel Slider in Basement!!

    Najla Erfan Property Professionals Realty

    1629 Cedar Swamp Rd, Glen Head, NY 11545
  • 1 Peacock Ln, Glen Head, NY 11545

    $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
  • /38

    $2,350,000

    • 5 Beds
    • 4.5 Baths
    • 5,405 Sq Ft

    1 Pine Valley Rd, Oyster Bay, NY 11771

    Tucked away on a fully fenced, over two-acre, park-like, electronic-gated property, stands a sprawling Farm Rach expanded and remodeled in 2007. This 5,400-square-foot mini estate of your dreams is located in the scenic Upper Brookville village. With rolling wooded open spaces rife with wildlife and dotted with grand and historic estates, you will be close to boating, golf, equestrian facilities,

    Regina Rogers Douglas Elliman Real Estate

    1 Pine Valley Rd, Oyster Bay, NY 11771
  • 77 Linden Ln, Glen Head, NY 11545

    $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
  • /11

    $15,000,000

    • Land
    • 52 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
  • 38 Chestnut Hill Dr, Oyster Bay, NY 11771

    $7,250,000 Sold Jun 25, 2025

    • 15,000 Sq Ft
    • $483/SF
    • 41 Days On Market
    • 6 Beds
    • 9 Baths
    • Built 1998

    38 Chestnut Hill Dr, Oyster Bay, NY 11771

    Nestled in the cul-de-sac of Chestnut Hill Estates, one of Upper Brookville’s most sought-after developments, this 15,000 sq. ft. estate redefines luxury living on over 5 acres of impeccably manicured grounds.A grand 30-foot marble-floored foyer with twin floating staircases makes an unforgettable first impression, highlighting masterful craftsmanship with intricate plaster moldings and

    Shawn Elliott Nest Seekers LLC

    38 Chestnut Hill Dr, Oyster Bay, NY 11771
  • /39

    $2,550,000

    • 6 Beds
    • 4.5 Baths
    • 5,871 Sq Ft

    21 Overbrook Ln, Glen Head, NY 11545

    Nestled in the prestigious enclave of Upper Brookville, this magnificent all-brick residence at 21 Overbrooke Lane exudes timeless sophistication and modern comfort. The home spans an impressive 8,346 square feet (gross) of meticulously designed interior space, offering 6 graciously appointed bedrooms and 4.5 luxurious baths. The property is situated on a sprawling 2-acre lot, providing

    Aleksandr Dzhurayev Skyline Residential & Comm Inc

    21 Overbrook Ln, Glen Head, NY 11545
  • 100 Wolver Hollow Rd, Glen Head, NY 11545

    $1,600,000 Sold May 08, 2025

    • 2,737 Sq Ft
    • $585/SF
    • 35 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1941

    100 Wolver Hollow Rd, Glen Head, NY 11545

    LOW TAXES!! Nestled in the prestigious village of Upper Brookville, this beautifully appointed 4-bedroom, 3.5-bathroom Colonial offers the perfect blend of timeless elegance and modern convenience. Set on 2 acres of serene, picturesque land, this home boasts a thoughtfully designed layout and an array of desirable features.The newly renovated kitchen serves as the heart of the home, featuring

    Michael Pesce BERKSHIRE HATHAWAY

    100 Wolver Hollow Rd, Glen Head, NY 11545
  • /28

    $6,995,000

    • 6 Beds
    • 6 Baths
    • 6,711 Sq Ft

    10 Colonial Dr, Glen Head, NY 11545

    10 Colonial Drive is a stunning Georgian estate set on 5 impeccably landscaped acres in the prestigious Colonial Drive Estate of Upper Brookville. This 6,711 sq. ft. residence offers 6 bedrooms, 6 bathrooms, 4 fireplaces, a heated gunite pool, tennis court, and a 3-car garage. A Baccarat chandelier graces the double-height foyer, setting the tone for elegant living. The formal dining room flows

    Benjamin Jordan Douglas Elliman Real Estate

    10 Colonial Dr, Glen Head, NY 11545
  • 963 Ripley Ln, Oyster Bay, NY 11771

    $3,000,000 Sold Apr 28, 2025

    • 7,493 Sq Ft
    • $400/SF
    • 240 Days On Market
    • 7 Beds
    • 8 Baths
    • Built 1925

    963 Ripley Ln, Oyster Bay, NY 11771

    Location, Location, Location! Long winding Driveway leads to a Magnificent Colonial set on 4.5 flat acres in the desirable Village of Upper Brookville. Perfect Equestrian Property. This stately Colonial has grand entertaining rooms, 7 bedrooms, 6.55 baths. Spacious Eat in Kitchen with Granite Counter tops. Mud room with built in cabinetry. Elevator from garage up through 1st and 2nd floor

    Kathryn Zoller Daniel Gale Sothebys Intl Rlty

    963 Ripley Ln, Oyster Bay, NY 11771
  • /36

    $27,000,000

    • 13 Beds
    • 17 Baths
    • 12,892 Sq Ft

    0 Applewood Estate Unit ONE3578383, Upper Brookville, NY 11545

    Behold Applewood Estate, an expansive 35+ acre serene property nestled within the prestigious Village of Upper Brookville. This unmatched North Shore architectural masterpiece with 6+ dwellings, offers both grandeur and elegance. The unrivaled property was meticulously designed with professional landscaping, decorated with mature privacy hedges, formal gardens with water features and rolling

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    0 Applewood Estate Unit ONE3578383, Upper Brookville, NY 11545
  • /46

    $3,764,000 Sold Mar 31, 2025

    • 9,958 Sq Ft
    • $378/SF
    • 7 Beds
    • 9 Baths
    • Built 1995

    66 Wolver Hollow Rd, Glen Head, NY 11545

    Discover an Estate of Great Hidden Value and Beauty. A trophy property. A Fantastic Deal and a Great Buy. A Luxurious Landscaped Home on a Captivating Hill. Extra added features and improvements make this home tower in comparative value over similar ones in the area.This jewel of an Estate, is located on the top of a secluded, private hill at the heart of Long Island’s, famous and

    Tim Kakouros Artemis Realty

    66 Wolver Hollow Rd, Glen Head, NY 11545
  • /37

    $1,798,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 2,968 Sq Ft

    5 Linda Ct, Oyster Bay, NY 11771

    New to Market! Make this classic Center Hall Colonial in the Village of Upper Brookville your own! Impressively set back down a long driveway, this residence boasts a premium location on a coveted cul de sac and backs to a golf course! Built in 1962, this elegant 5-bedroom, 3.5-bath home offers 2968 square feet of living space plus a finished basement on 2 level acres with in-ground gunite pool.

    Dee Dee Brix Compass Greater NY LLC

    5 Linda Ct, Oyster Bay, NY 11771
  • 3 Donna Dr, Oyster Bay, NY 11771

    $5,650,000 Sold Mar 20, 2025

    • 7,000 Sq Ft
    • $807/SF
    • 578 Days On Market
    • 6 Beds
    • 9 Baths
    • Built 2024

    3 Donna Dr, Oyster Bay, NY 11771

    NEW CONSTRUCTION, currently under construction by one of North Shore's premium builders and to be completed 4th QTR 2024. Now scheduling site tours. Make this luxury residence your dream home, with 6 bedrooms, in-ground heated salt-water pool and outdoor cabana on 2 beautiful acres in Upper Brookville., Additional information: Appearance:New Const.,Interior Features:Marble Bath,Separate

    Tracey Murray Kupferberg Douglas Elliman Real Estate

    3 Donna Dr, Oyster Bay, NY 11771
  • /23

    $1,699,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    969 Ripley Ln, Glen Head, NY 11545

    Have you been dreaming of owning your own home in the sought-after Village of Upper Brookville? 969 Ripley Lane embodies all that this charming Village offers - a large, attractive colonial set above the country roads, on 2 park-like acres with an in-ground pool, 5 bedrooms and 3.5 bathrooms. As you come up the driveway and approach the house, 969 Ripley embraces you with mature trees and

    Maria Corigliano Douglas Elliman Real Estate

    969 Ripley Ln, Glen Head, NY 11545

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