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Property Description

Welcome to this exceptional 10,500 sq. ft. estate, located in the heart of Upper Brookville, New York. Fully redesigned in 2023, this custom Gold Coast residence showcases extraordinary craftsmanship and attention to detail throughout. Inside, you'll find thick-cut millwork, stained glass windows, round-top doors, coffered ceilings, and hand-carved staircases that highlight the home's unique character. With 7 bedrooms and 7.55 bathrooms, this estate features spacious formal entertaining areas, elegant stone gas fireplaces, and a sunlit eat-in kitchen. The kitchen boasts marble countertops, a Butler's Pantry, high-end Viking and True appliances, and a cozy round breakfast nook filled with natural light. The primary suite offers high ceilings, an expansive walk-in closet, and a luxurious marble en-suite bathroom with His & Her's vanities, a freestanding soaking tub, and a separate glass-enclosed shower. The exterior is a stunning example of North Shore architecture, constructed with brick, stone, slate, and cedar shake. Set on over 5 acres, the property features a private electric gate, Porte Cochere, a 4-car attached garage, and impeccably landscaped grounds. Outdoor amenities include a heated saltwater pool and spa, a built-in firepit, and a detached poolside cabana with a newly designed center-island kitchen. This estate blends timeless elegance with modern luxury, making it a truly distinctive offering in Upper Brookville.

Overview

Property Status
Sold
Lot Size
5 Acres
MLS ID
811391
Property Type
Residential
Year Built
1997

Features & Amenities

Neighborhood
Upper Brookville
Architecture Styles
Estate
View Description
Panoramic
Garage Spaces
4.0
Water Source
Public
Utilites
Cable Available, Trash Collection Private
Pool
In Ground, Solar Cover
Heat Type
Forced Air, Oil, Propane
Air Conditioning
Central Air
Sewer
Cesspool
Elementary School
Ann Macarthur Primary School
Middle School
Locust Valley Middle School
High School
Locust Valley High School
School District
Locust Valley
Sales Price
$5,650,000
Real Estate Tax
$75,104/yr

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35 Chestnut Hill Drive

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35 Chestnut Hill Drive

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  • CallZach Elliott

    License #10401215632

    (516) 695-1547
  • 35 Chestnut Hill Drive
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    • 64 W End Avenue For Sale

      $32,500,000

      64 W End Avenue, East Hampton, NY 11937

      • 4 Beds
      • 5 Baths
      • 5,500 Sq.Ft.
    • 406 Centre Island Road Sold

      $12,687,500

      406 Centre Island Road, Centre Island, NY 11771

      • 7 Beds
      • 9 Baths
      • 10,674 Sq.Ft.
    • 1164 Scuttle Hole Road Sold

      $12,250,000

      1164 Scuttle Hole Road, Water Mill, NY 11976

      • 8 Beds
      • 11 Baths
      • 14,750 Sq.Ft.
    • 43 Chestnut Hill Drive Sold

      $9,850,000

      43 Chestnut Hill Drive, Upper Brookville, NY 11771

      • 7 Beds
      • 13 Baths
      • 10,861 Sq.Ft.
    • 221 Centre Island Rd Sold

      $9,000,000

      221 Centre Island Road, Centre Island, NY 11771

      • 6 Beds
      • 8 Baths
      • 11,000 Sq.Ft.
    • 30 Evans Drive Coming Soon

      $8,975,000

      30 Evans Drive, Brookville, NY 11545

      • 7 Beds
      • 10 Baths
      • 11,400 Sq.Ft.
    • 70 Bacon Road Sold

      $8,624,000

      70 Bacon Road, Old Westbury, NY 11568

      • 6 Beds
      • 8 Baths
      • 10,738 Sq.Ft.
    • 5 Casey Lane For Sale

      $8,475,000

      5 Casey Lane, Bridgehampton, NY 11932

      • 7 Beds
      • 7 Baths
      • 7,900 Sq.Ft.
    • 38 Chestnut Hill Drive Pending

      $7,950,000

      38 Chestnut Hill Drive, Upper Brookville, NY 11771

      • 6 Beds
      • 9 Baths
      • 15,000 Sq.Ft.
    • 820 Bryant Avenue For Sale

      $7,695,000

      820 Bryant Avenue, Roslyn Harbor, NY 11576

      • 6 Beds
      • 6 Baths
      • 9,762 Sq.Ft.
    • 1 Hidden Pond Dr Sold

      $7,100,000

      1 Hidden Pond Drive, Old Westbury, NY 11568

      • 7 Beds
      • 10 Baths
      • 11,000 Sq.Ft.
    • 136 I U Willets Road Sold

      $6,350,000

      136 I U Willets Road, Old Westbury, NY 11568

      • 8 Beds
      • 9 Baths
    • 900 W Shore Road For Sale

      $6,250,000

      900 W Shore Road, Mill Neck, NY 11771

      • 5 Beds
      • 6 Baths
      • 6,191 Sq.Ft.
    • 3 Tatem Way Sold

      $6,150,000

      3 Tatem Way, Old Westbury, NY 11568

      • 6 Beds
      • 7 Baths
    • 822 Bryant Avenue For Sale

      $5,895,000

      822 Bryant Avenue, Roslyn Harbor, NY 11576

      • 6 Beds
      • 6 Baths
      • 9,762 Sq.Ft.
    • 241 Asharoken Avenue For Sale

      $5,750,000

      241 Asharoken Avenue, Asharoken, NY 11768

      • 7 Beds
      • 7 Baths
      • 12,000 Sq.Ft.
    • 35 Chestnut Hill Drive Sold

      $5,650,000

      35 Chestnut Hill Drive, Upper Brookville, NY 11771

      • 5 Beds
      • 9 Baths
      • 10,500 Sq.Ft.
    • 62 Rosko Lane Sold

      $5,427,000

      62 Rosko Lane, Southampton, NY 11968

      • 8 Beds
      • 9 Baths
    • 2 Saddle Ridge Road Sold

      $5,080,000

      2 Saddle Ridge Road, Old Westbury, NY 11568

      • 6 Beds
      • 8 Baths
      • 7,200 Sq.Ft.
    • 6 Wenwood Drive For Sale

      $4,950,000

      6 Wenwood Drive, Brookville, NY 11545

      • 5 Beds
      • 5 Baths
      • 7,000 Sq.Ft.
    • 1 Kingwood Court Sold

      $4,250,000

      1 Kingwood Court, Muttontown, NY 11791

      • 6 Beds
      • 8 Baths
      • 8,500 Sq.Ft.
    • 5 Kodiak Drive Sold

      $3,950,000

      5 Kodiak Drive, Woodbury, NY 11797

      • 8 Beds
      • 9 Baths
    • 19 Count Rumford Lane Sold

      $3,650,000

      19 Count Rumford Lane, Lloyd Harbor, NY 11743

      • 3 Beds
      • 4 Baths
      • 7,452 Sq.Ft.
    • 7 Redwood Drive Sold

      $2,925,000

      7 Redwood Drive, Dix Hills, NY 11746

      • 5 Beds
      • 5 Baths
      • 5,000 Sq.Ft.
    • 123 Asharoken Avenue For Sale

      $2,900,000

      123 Asharoken Avenue, Asharoken, NY 11768

      • 10 Beds
      • 8 Baths
    • 19 Meadow Lane Sold

      $2,725,000

      19 Meadow Lane, Manhasset, NY 11030

      • 4 Beds
      • 5 Baths
      • 4,451 Sq.Ft.
    • 19 Meadow Lane Unit: 19 Sold

      $2,725,000

      19 Meadow Lane Unit: 19, Manhasset, NY 11030

      • 4 Beds
      • 5 Baths
      • 4,451 Sq.Ft.
    • 3223 Shore Drive Sold

      $2,600,000

      3223 Shore Drive, Merrick, NY 11566

      • 6 Beds
      • 6 Baths
    • Lot 15 Equestrian Lane Pending

      $2,450,000

      Lot 15 Equestrian Lane, Melville, NY 11747

      • 4 Beds
      • 5 Baths
    • Lot 1 Equestrian Lane Pending

      $2,450,000

      Lot 1 Equestrian Lane, Melville, NY 11747

      • 5 Beds
      • 5 Baths
      • 4,500 Sq.Ft.
    • 30 Glenby Lane Pending

      $2,399,000

      30 Glenby Lane, Brookville, NY 11545

      • 5 Beds
      • 5 Baths
      • 4,644 Sq.Ft.
    • Lot 62B Three Ponds Lane Unit: 62 Pending

      $2,195,000

      Lot 62B Three Ponds Lane Unit: 62, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,615 Sq.Ft.
    • Lot 824 Bryant Avenue For Sale

      $1,995,000

      Lot 824 Bryant Avenue, Roslyn Harbor, NY 11576

      • 6 Baths
    • 2976 Clubhouse Road Sold

      $1,950,000

      2976 Clubhouse Road, Merrick, NY 11566

      • 4 Beds
      • 3 Baths
    • Lot 66F Three Ponds Lane Unit: 66 Sold

      $1,895,000

      Lot 66F Three Ponds Lane Unit: 66, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,743 Sq.Ft.
    • Lot 69F Three Ponds Lane Unit: 69 Sold

      $1,895,000

      Lot 69F Three Ponds Lane Unit: 69, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,743 Sq.Ft.
    • Lot 73F Three Ponds Lane Unit: 73 Pending

      $1,895,000

      Lot 73F Three Ponds Lane Unit: 73, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,743 Sq.Ft.
    • Lot 76F Three Ponds Lane Unit: 76 Pending

      $1,895,000

      Lot 76F Three Ponds Lane Unit: 76, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,743 Sq.Ft.
    • Lot 43B Three Ponds Lane Unit: 43 Pending

      $1,850,000

      Lot 43B Three Ponds Lane Unit: 43, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,615 Sq.Ft.
    • 221 Baird Court Sold

      $1,835,000

      221 Baird Court, Woodbury, NY 11797

      • 6 Beds
      • 5 Baths
      • 3,652 Sq.Ft.
    • Lot 67F Three Ponds Lane Unit: 67 Sold

      $1,825,000

      Lot 67F Three Ponds Lane Unit: 67, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,743 Sq.Ft.
    • Lot 70F Three Ponds Lane Unit: 70 Sold

      $1,825,000

      Lot 70F Three Ponds Lane Unit: 70, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,743 Sq.Ft.
    • Lot 32B Three Ponds Lane Unit: 32 Pending

      $1,815,000

      Lot 32B Three Ponds Lane Unit: 32, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,615 Sq.Ft.
    • Lot 72F Three Ponds Lane Unit: 72 Sold

      $1,800,000

      Lot 72F Three Ponds Lane Unit: 72, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,743 Sq.Ft.
    • Lot 35B Three Ponds Lane Unit: 35 Pending

      $1,795,000

      Lot 35B Three Ponds Lane Unit: 35, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,615 Sq.Ft.
    • Lot 24F Three Ponds Lane Unit: 24 Sold

      $1,775,000

      Lot 24F Three Ponds Lane Unit: 24, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,743 Sq.Ft.
    • Lot 49A Three Ponds Lane Pending

      $1,725,000

      Lot 49A Three Ponds Lane, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,600 Sq.Ft.
    • Lot 54A Three Ponds Lane Unit: 54 For Sale

      $1,725,000

      Lot 54A Three Ponds Lane Unit: 54, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,600 Sq.Ft.
    • 38 Milton Road Sold

      $1,700,000

      38 Milton Road, Babylon, NY 11702

      • 4 Beds
      • 3 Baths
    • Lot 33E Three Ponds Lane Unit: 33 Pending

      $1,695,000

      Lot 33E Three Ponds Lane Unit: 33, Woodbury, NY 11797

      • 3 Beds
      • 4 Baths
      • 2,925 Sq.Ft.
    View All

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