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Upper Brookville, NY 2-Story Homes for Sale

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  • /30

    $5,495,000

    • 6 Beds
    • 7.5 Baths
    • 8,500 Sq Ft

    45 Wolver Hollow Rd, Glen Head, NY 11545

    An exceptional private brick estate compound set on approximately7 meticulously manicured acres in Upper Brookville. This impressive residence offers grand scale, timeless elegance, luxurious landscaping, and a true lifestyle experience both inside and out. Filled with natural light, the home features vaulted ceilings, oversized windows, sweeping property views,6 spacious bedrooms with

    Julia Krispeal Douglas Elliman Real Estate

    45 Wolver Hollow Rd, Glen Head, NY 11545
  • /50

    $3,499,999

    • 6 Beds
    • 5.5 Baths
    • 8,263 Sq Ft

    1095 Pine Valley Rd, Oyster Bay, NY 11771

    Welcome to this exceptional estate tucked away at the end of a long, winding driveway on just over two pristine acres in Upper Brookville. This stunning property offers the perfect blend of luxury, comfort, and versatility.The main residence features 5 bedrooms and 4.5 fully updated bathrooms across two thoughtfully designed levels. The expansive first floor hosts 4 bedrooms and 3.5

    Nicholas Conti Compass Greater NY LLC

    1095 Pine Valley Rd, Oyster Bay, NY 11771
  • /49

    $4,000,000

    • 4 Beds
    • 3.5 Baths
    • 6,122 Sq Ft

    343 Chicken Valley Rd, Glen Head, NY 11545

    Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home offers an open-concept floor plan designed for today’s modern lifestyle. There is an updated one bedroom guest cottage and a separate office. Built on one level, the home showcases expansive floor-to-ceiling windows and doors

    Kathryn Maxwell Pournaras Daniel Gale Sothebys Intl Rlty

    343 Chicken Valley Rd, Glen Head, NY 11545
  • /49

    $1,990,000

    $508K PRICE DROP
    • 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

Home Prices in Upper Brookville, NY

Home Price Trends

Median Sale Price
$2,500,000
Median Single Family Sale Price
$25,000,000
Average Price Per Sq Ft
$1,115
Number of Homes for Sale
1
Last 12 months Home Sales
1
Months of Supply
12.00
Median List Price
$13,499,000
Median Change From 1st List Price
-25%
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