19

Upper Brookville, NY Homes for Sale

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  • /49

    $3,200,000

    • 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
  • /50

    $3,699,000 Open Sat 11:30AM - 1:30PM

    • 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
  • /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
  • /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
  • /39

    $2,550,000 Open Mon 6PM - 8PM

    • 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
  • /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
  • /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
  • /42

    $3,800,000

    • 6 Beds
    • 6.5 Baths
    • 6,355 Sq Ft

    412 Mill River Rd, Oyster Bay, NY 11771

    Experience modern luxury in this brand-new contemporary masterpiece. This stunning home features expansive open-concept living, soaring ceilings, statement chandelier lighting, and floor-to-ceiling windows that flood the space with natural light, Hide-A-Hose Central Vacuum, Generator. 4-zone HVAC system ensures year-round comfort, while a fully finished basement provides additional flexible

    Najla Erfan Property Professionals Realty

    412 Mill River Rd, Oyster Bay, NY 11771
  • /50

    $3,400,000 Open Sat 12PM - 1:30PM

    • 6 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    339 Ridge Ln, Mill Neck, NY 11765

    Discover a home that blends luxury, nature and modern living. This high-end farm ranch in the Incorporated Village of Mill Neck offers a unique, serene style of living, while being close to everything. House has approximately 7000sqft. of living space and a fully finished lower level. There are 6 well defined bedrooms and 6.5 bathrooms. Natural light throughout with skylights and floor to ceiling

    Sheryl Fine LAFFEY REAL ESTATE

    339 Ridge Ln, Mill Neck, NY 11765
  • /30

    $1,850,000 Open Sun 12PM - 1:30PM

    • 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
  • /37

    $8,250,000

    • 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
  • /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
  • /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
  • /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
  • /2

    $1,099,000

    • 4 Beds
    • 2 Baths
    • 1,900 Sq Ft

    144 Radcliff Dr, East Norwich, NY 11732

    Welcome to this beautiful updated home in one of the most desirable sections of East Norwich. Large expanded cape with tons of natural light. This home features a formal living room and dining room, an open and updated eat in kitchen and a large step down den with cathedral ceilings and fireplace. There is an enclosed patio that offers views of the yard and is a great place to enjoy all four

    Carolyn Mahon LAFFEY REAL ESTATE

    144 Radcliff Dr, East Norwich, NY 11732
  • /25

    $769,000

    • 3 Beds
    • 1.5 Baths
    • 1,218 Sq Ft

    18 Pine Dr, Oyster Bay, NY 11771

    Welcome to this charming small cape-style home, perfect for cozy living! Nestled in a tranquil neighborhood, this delightful property features a warm and inviting façade with a classic pitched roof. Inside, you'll find a comfortable open-concept layout with ample natural light, Showcasing a beautifully updated eat in kitchen with new stainless appliances and quartz countertops . Spacious

    Richard Hutchinson Counsel Rock Realty Inc

    18 Pine Dr, Oyster Bay, NY 11771
  • /10

    $6,450,000

    • Land
    • 8 Acres
    • $806,250 per Acre

    1622 Old Cedar Swamp Rd, Glen Head, NY 11545

    SUBDIVISON APPROVED!!!Introducing a truly incomparable, 8+ acre development opportunity in the affluent Gold Coast community of Brookville, New York. We are thrilled to present this remarkable property with approval to subdivide into 4 lots of exclusive luxury estates, nestled in its own private cul-de-sac. 1622 Old Cedar Swamp Road is one of the last prime development opportunities on the

    Deborah Kashanian Daniel Gale Sothebys Intl Rlty

    1622 Old Cedar Swamp Rd, Glen Head, NY 11545
  • /36

    $895,000

    • 3 Beds
    • 1.5 Baths
    • 1,491 Sq Ft

    27 Locust Ln, Oyster Bay, NY 11771

    Fully renovated village charmer. Modern and sleek meets original details. Move right in to this 3 bedroom, 1.5 bath home. Kitchen and baths all new. New heating and air conditioning. All new appliances. Mostly new windows. New gas boiler and piping. Additional lovely space above garage for Home Office/Studio/Game Room. (*Garage building represented AS-IS, yet Seller Willing to Discuss Working

    Kim Como Daniel Gale Sothebys Intl Rlty

    27 Locust Ln, Oyster Bay, NY 11771
  • /12

    $799,900

    • 4 Beds
    • 3.5 Baths
    • 3,120 Sq Ft

    14 Fairview Ln, Oyster Bay, NY 11771

    Exclusive Oyster Bay Colonial - Cash or Hard money only!Stunning young colonial in prestigious Oyster Bay featuring 4 spacious bedrooms and 2.5 luxurious baths. This gem comes complete with an inground pool perfect for summer entertaining.PRICED TO SELL QUICKLY - CASH OFFERS ONLY This rare opportunity won t last Property is currently occupied, so please respect privacy - no showings

    Arafat Ibrahim AI Realty Brokerage LLC

    14 Fairview Ln, Oyster Bay, NY 11771

Why Live in Upper Brookville

Upper Brookville, NY, is characterized by its winding roads lined with large estates, woods, and farms, creating a calming rural atmosphere. Residents enjoy privacy and nature, with homes on parcels of land starting at a minimum of 2 acres. The village is split between the highly rated Oyster Bay-East Norwich Central School District and Locust Valley Central School District, offering excellent public school options such as Theodore Roosevelt School, James H. Vernon School, Oyster Bay High School, Ann MacArthur Primary School, Locust Valley Intermediate School, Locust Valley Middle School, and Locust Valley High School. Outdoor enthusiasts can explore Hope Iselin Preserve and Planting Fields Arboretum, which features 409 acres of gardens, greenhouses, and historic sites like Coe Hall Historic House Museum. The arboretum hosts community events, including twilight tours and 5K runs. The Mill River Club offers amenities like an 18-hole golf course, pool, and tennis courts. North Shore beaches are less than 4 miles away, providing opportunities for swimming and enjoying sunsets. Shopping and dining options are available in nearby Oyster Bay and East Norwich, with easy access to the Northern State Parkway and an 80-minute train ride to New York City from Oyster Bay Station. Upper Brookville’s mix of large homes, rural atmosphere, and proximity to essentials and entertainment features make it a desirable place to live.

Frequently Asked Questions

What are the most popular zip codes in Upper Brookville, NY?
The most popular zip codes in Upper Brookville, NY include 11771, 11545, 11732, 11560 and 11765.
How are the schools in Upper Brookville, NY?
Upper Brookville, NY has highly rated public and private schools. Some of the best schools in Upper Brookville based on Niche Grades are Jericho Senior High School, North Shore Senior High School and Jericho Middle School. Browse all the schools in Upper Brookville, NY to learn more.
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