15

Upper Brookville, NY Homes for Sale with Acreage

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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

    Batul Morbi Compass Greater NY LLC

    5 Farmwoods Ln, Glen Head, NY 11545
  • /50

    $3,449,000 Open Sun 3PM - 4PM

    • 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
  • /8

    $6,300,000 Open Sun 12:30PM - 2PM

    • 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
  • /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

    $3,750,000 Open Sun 12:30PM - 2PM

    • 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
  • /36

    $1,800,000

    • 6 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    1233 The Knolls, Oyster Bay, NY 11771

    Incredible opportunity to own and live in prestigious Upper Brookville! Make this amazing 6 bedroom colonial your next dream home. Beautiful layout and flow along with 2 bedroom guest quarters above garage with back stairs off kitchen. Amazing picturesque wide open flowing and very private stunning 2 acre property with pool. All perfectly located on private cul de sac. Property has been in same

    Allison O Rourke Douglas Elliman Real Estate

    1233 The Knolls, Oyster Bay, NY 11771
  • /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 5-acre country estate offering an unparalleled lifestyle of elegance and comfort. The home features seven bedrooms in total, including five ensuite bedrooms—one of which is a first-floor primary suite, each with its own full bath—while two

    Regina Rogers Douglas Elliman Real Estate

    10 Laurel Woods Dr, Oyster Bay, NY 11771
  • /37

    $7,850,000

    • 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
  • /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
  • /38

    $2,340,000

    • 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
    • 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
  • /39

    $2,450,000 Open Sun 11AM - 1PM

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

    21 Overbrook Ln, Glen Head, NY 11545

    Prestigious Upper Brookville Estate OpportunityWelcome to 21 Overbrooke Lane, a rare offering in the highly sought-after village of Upper Brookville. Nestled on a serene tree-lined lane, this expansive property embodies privacy, prestige, and unlimited potential.Set on a sprawling lot enhanced by a beautiful man-made pond, the residence offers generous interior space that can be

    Aleksandr Dzhurayev Skyline Residential & Comm Inc

    21 Overbrook Ln, 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
  • /25

    $1,750,000

    • 4 Beds
    • 2 Baths
    • 1,845 Sq Ft

    760 Chicken Valley Rd, Locust Valley, NY 11560

    Opportunity Awaits in Prime Matinecock.Set on 5 bucolic acres, this rare offering features a majestic long drive lined with apple trees, creating a private approach to a unique 1930’s converted cow barn.The home offers 4 bedrooms and 2 bathrooms, blending rustic character with timeless appeal. A wood-burning fireplace anchors the spacious living/dining room, while a paneled

    Alexis Mcandrew Daniel Gale Sothebys Intl Rlty

    760 Chicken Valley Rd, Locust Valley, NY 11560
  • /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

Home Trends in Upper Brookville, NY

Housing Trends

Median Single Family Sale Price
$27,000,000
Average Price Per Sq Ft
$2,094
Number of Homes for Sale
1
Last 12 months Home Sales
0
Median List Price
$38,500,000
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