16

Upper Brookville, NY Homes for Sale with Acreage

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  • /4

    $6,000,000

    • Land
    • 12.62 Acres
    • $475,436 per Acre

    5694 Northern Blvd, East Norwich, NY 11732

    12.6 Acres of Prime Land for Sale – Planned for 4 Homes – 3-Acre Zoning – Cul-de-Sac AccessA rare development opportunity awaits with this 12.6-acre parcel of land, ideally situated at the end of a peaceful cul-de-sac. Zoned for 3-acre minimum lots, this property comes with a concept plan for 4 single-family homes, making it perfect for a small subdivision, custom home builder, or a private

    Agent Photo

    Khalidah Arifee

    Property Professionals Realty

    (363) 200-4170

    5694 Northern Blvd, East Norwich, NY 11732
  • /49

    $10,750,000

    • 6 Beds
    • 10 Baths
    • 10,109 Sq Ft

    31 Chestnut Hill Dr, Oyster Bay, NY 11771

    Maison Blanche: An Architectural Icon in Upper BrookvilleExperience the pinnacle of ultra-modern luxury at 31 Chestnut Hill Drive. Set on five flat, private acres at the crest of a premier cul-de-sac, this architectural sanctuary was originally designed by the renowned architect Gary Gallagher and redesigned by award-winning FAIA architect Stuart Narofsky, leading to an extensively renovated

    Ephraim Simon Serhant East End LLC

    31 Chestnut Hill Dr, Oyster Bay, NY 11771
  • /35

    $9,750,000

    • 7 Beds
    • 14 Baths
    • 11,926 Sq Ft

    4 Red Fox Ln, Glen Head, NY 11545

    Set on nearly 10 private acres in the heart of Upper Brookville, Red Fox is a distinguished Gold Coast estate of exceptional character and scale. This 17-room French Tudor is marked by classic architectural details, including turrets, a slate roof, and striking 3-story bay windows that lend timeless elegance. Richly detailed interiors feature beautifully proportioned principal rooms, including a

    Pierce Dellafera Daniel Gale Sothebys Intl Rlty

    4 Red Fox Ln, Glen Head, NY 11545
  • /50

    $1,995,000 Open Fri 4PM - 6PM

    • 5 Beds
    • 4.5 Baths
    • 3,938 Sq Ft

    195 Cedar Swamp Rd, Glen Head, NY 11545

    A Rare 2-Acre North Shore Estate-Like Setting Offering Privacy, Presence, and Endless Potential Set on approximately 2 acres of private, park-Like grounds, this timeless Colonial with vintage charm presents a truly rare opportunity in the heart of Glen Head. Privately set back and gently elevated from the road along a long, tree-lined approach, the property offers an exceptional sense of space

    Nicole Commisso OverSouth LLC

    195 Cedar Swamp Rd, Glen Head, NY 11545
  • /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
  • /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
  • /2

    $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
  • /40

    $2,199,000

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

    89 Mill River Rd, Oyster Bay, NY 11771

    Upper Brookville. Brand New Construction on 5 Serene Acres. Move Right In to this Warm & Comfortable Sun Drenched Home! State of the Art Chef's Kitchen w Top of the Line Wolf & Sub Zero Stainless Steel Appliances Throughout. Oak Wood Floors Throughout Entire 2nd Floor. Primary Suite with Brand New Bathroom w His & Her Sinks, Oversized Shower, Luxurious Free Standing Tub & Private Water Closet. 2

    Michael J. Berman Automatic Real Estate Assoc

    89 Mill River Rd, Oyster Bay, NY 11771
  • /48

    $1,911,111

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

    111 Mill River Rd, Oyster Bay, NY 11771

    Private Hilltop Estate with Mother-Daughter Layout in Upper Brookville Located in the prestigious community of Upper Brookville, this exceptional 4,000 sq. ft. home sits on over 2 private acres at the top of a hill, offering outstanding privacy and beautiful natural surroundings. The property borders the Mill River Club and is surrounded by mature trees, creating a peaceful and secluded setting

    Rosalinda Silver Blackstone Realty

    111 Mill River Rd, Oyster Bay, NY 11771
  • /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
  • /37

    $7,300,000

    • 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
  • /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
  • /44

    $3,850,000

    • 6 Beds
    • 4.5 Baths
    • 6,100 Sq Ft

    735 Remsens Ln, Oyster Bay, NY 11771

    Welcome to Orchard Fields set on over 2 acres of beautifully flat and private grounds, this stunning 6-bedroom, 5-bathroom Colonial blends timeless elegance with modern comfort in one of Upper Brookville’s most prestigious enclaves. Completely and tastefully renovated, this home offers an effortless indoor-outdoor lifestyle perfect for both everyday living and entertaining.The thoughtfully

    Nicholas Conti Compass Greater NY LLC

    735 Remsens Ln, Oyster Bay, NY 11771
  • /49

    $2,498,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 2,176 Sq Ft

    1678 Cedar Swamp Rd, Glen Head, NY 11545

    Welcome to 1678 Cedar Swamp Road, Brookville! Set on a sprawling 2.01-acre property in Brookville and located within the Jericho School District, this beautifully maintained 4-bedroom, 3.5-bath Colonial offers exceptional space, comfort, and lifestyle amenities. The home features wood floors throughout, new moldings, and a freshly painted interior, creating a bright and inviting atmosphere from

    Hemant Shah LAFFEY REAL ESTATE

    1678 Cedar Swamp Rd, Glen Head, NY 11545
  • /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
  • /41

    $10,750,000

    • 9 Beds
    • 12 Baths
    • 13,058 Sq Ft

    393 Mill River Rd, Oyster Bay, NY 11771

    Tucked behind a private gated drive and set across over eight pristine acres, this iconic 1916 manor estate has been comprehensively restored and strategically enhanced to meet the expectations of today’s most discerning buyer. Historic architecture remains intact, while modern systems, technology, and amenities have been elevated to a truly exceptional level. Grand formal living and dining rooms

    Shawn Elliott Nest Seekers LLC

    393 Mill River Rd, Oyster Bay, NY 11771

Home Trends in Upper Brookville, NY

Housing Trends

Median Sale Price
$2,500,000
Number of Homes for Sale
0
Last 12 months Home Sales
1
Months of Supply
0.00
Median List Price
$1,998,000
Median Change From 1st List Price
-25%
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