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    1 home
      1 home available
      38 Chestnut Hill Drive, Upper Brookville, NY 11771
      Closed Jun 25, 2025
      38 Chestnut Hill Drive, Upper Brookville, NY 11771
      $7,250,000
      6beds
      6 full, 3 halfbath
      15,000sqft
      5.12acres
      House for Sale

      38 Chestnut Hill Drive, Upper Brookville, NY 11771

      Listing by: Nest Seekers LLC
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      Copyright © 2026 OneKey® MLS LLC
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      Membio
      OneKey® MLS
      38 Chestnut Hill Drive, Upper Brookville, NY 11771
      Closed Jun 25, 2025
      $7,250,000
      6beds
      6full,3half bath
      15,000sqft
      5.12acres

      38 Chestnut Hill Drive, Upper Brookville, NY 11771

      City/Town:Upper Brookville   Post Office: Upper Brookville     

      House for Sale by Shawn R. ElliottNest Seekers LLC.

      Data checked -. Listing last updated 192 days ago.
      1. Overview
      2. Details
      3. More 

      Nestled in the cul-de-sac of Chestnut Hill Estates, one of Upper Brookville’s most sought-after developments, this 15,000 sq. ft. estate redefines luxury living on over 5 acres of impeccably manicured grounds. A grand 30-foot marble-floored foyer with twin floating staircases makes an unforgettable first impression, highlighting masterful craftsmanship with intricate plaster moldings and marble flooring throughout. The first floor is designed for both grand entertaining and intimate gatherings, featuring a 65-ft formal living room, formal dining room, sitting room, and family room — each with elegant marble fireplaces. The chef’s kitchen is a masterpiece with radiant heat, a Sub-Zero refrigerator and freezer, 60” Viking range, three Bosch dishwashers, and a butler’s pantry complete with a warming oven and additional dishwasher. A luxurious junior primary suite provides privacy and convenience, complemented by a full bath. Nearby, a dedicated spa area with a sauna offers the ultimate in relaxation. The second-floor primary suite is a private sanctuary with a fireplace, 14-ft coffered ceilings, a kitchenette, office, and his-and-hers walk-in closets. Four additional en-suite bedrooms, each with walk-in closets, complete the upper level. This estate’s 20x50 indoor/outdoor pool with a retractable roof, jacuzzi, and spa is a standout feature, seamlessly merging indoor luxury with outdoor tranquility. A media room on the main level and a state-of-the-art fitness center add to the home’s impressive amenities. The 6,500 sq. ft. finished lower level, with marble flooring, features three guest suites and expansive gathering areas. Outside, formal gardens in the rear of the property provide a serene escape, enhancing the estate’s grandeur. Additional highlights include an elevator servicing all three levels, a 10-car garage, and a third-floor cupola with breathtaking 360° views. Located in one of Upper Brookville’s premier enclaves, this estate offers a rare blend of timeless elegance and cutting-edge design.

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      Details
        Property type
      Residential
        Year built
      1998
        Heating
      Baseboard
        Cooling
      Central Air
        Total rooms
      15
        Garage
      Yes (10 space)
        City/Town
      Upper Brookville
        Post Office
      Upper Brookville
        Parking spots
      -
      811272
      MLS ID
      Closed
      Status
      Jun 25, 2025
      Closed
        Laundry features
        Flooring
        Fireplace
      Yes
        Pets allowed
        Architectural Style
      Colonial
        Basement
      Finished, Full
        View
      Interior features
      First Floor Bedroom, First Floor Full Bath, Chefs Kitchen, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, Primary Bathroom, Master Downstairs, Walk-In Closet(s)
      Exterior features
      Lot features
      Appliances included
      Dishwasher, Dryer, Oven, Range, Refrigerator
      Construction materials
      Brick, Stucco
      Monthly taxes
      $7,068
      Yearly taxes
      $84,811
      Community Features
      -
      School district
      Locust Valley
      Schools
      Contact Agent, Locust Valley Middle School, Locust Valley High School
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Listing By:
      Shawn R. Elliott
      Shawn R. Elliott
      Zachary Elliott
      Zachary Elliott
      Shawn R. Elliott
      Shawn R. Elliott
      Real Estate Salesperson, Nest Seekers LLC
      Direct Number 
       
      Zachary Elliott
      Zachary Elliott
      Real Estate Salesperson, Nest Seekers LLC
      Direct Number 
       
      Location
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      38 Chestnut Hill Drive, Upper Brookville, NY 11771, is a 6 bedroom, 6 bathroom, 15000 sqft. Single Family Residence built in 1998. This property is currently available for sale and was listed on OneKey® MLS on 1-9-2025. The MLS# for this Single Family Residence is MLS# 811272.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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