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Upper Brookville, NY Homes for Sale with Pool

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  • /50

    $3,148,000

    • 4 Beds
    • 5 Baths
    • 3,683 Sq Ft

    1347 Chicken Valley Rd, Oyster Bay, NY 11771

    Set on a deep two-acre parcel, this bespoke, reimagined property is enhanced by new landscaping and mature trees, offering a private and tranquil setting. New life has been breathed into this 1920s residence, creating an intimate and inviting milieu reminiscent of a European country villa. Enveloped in quiet elegance, the natural beauty of the fine materials and architectural details take center

    Kimberly Bancroft Daniel Gale Sothebys Intl Rlty

    1347 Chicken Valley 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
  • /22

    $3,500,000

    • 6 Beds
    • 9 Baths
    • 7,500 Sq Ft

    5 Carol Ln, Glen Head, NY 11545

    Elegance redefined in this stunning gem that blends an eclectic mix of mid-century modern design with a touch of contemporary sophistication, nestled on two lush, gated acres in Upper Brookville. From the moment you enter, the home captivates your imagination with its soaring 30-foot ceilings and dramatic windows and wood architectural elements. Clean lines, warm textures, and artful finishes

    Ken Deutsch Deutsch Realty Inc

    5 Carol 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
  • /37

    $7,488,000

    • 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
  • /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
  • /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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