$5,650,000
SOLD MAR 13, 2025

35 Chestnut Hill Dr Oyster Bay, NY 11771

5 Beds
9 Baths
10,500 Sq Ft
5 Acres

Recently Sold

$538 Per Sq Ft

5% Below List Price

32 Days on Market

Highlights

  • In Ground Pool
  • Panoramic View
  • 5 Acre Lot
  • Locust Valley High School Rated A
  • Estate
  • Cathedral Ceiling

About This Home

As of March 2025

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.

Last Agent to Sell the Property

Shawn Elliott

Nest Seekers LLC Brokerage Phone: 516-922-2878 License #10401350691 Listed on: 01/17/2025

Nest Seekers LLC

Co-Listed By

Zach Elliott

Nest Seekers LLC Brokerage Phone: 516-922-2878 License #10401215632

Last Buyer's Agent

Connie Liappas

Compass Greater NY LLC License #10301203740

Compass Greater NY LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $75,104

Year Built

  • Built in 1997

Parking

  • 4 Car Garage
  • 2 Carport Spaces

Home Design

  • Estate
  • Brick Exterior Construction
  • Frame Construction
  • Cedar

Interior Spaces

  • 10,500 Sq Ft Home
  • Central Vacuum
  • Built-In Features
  • Cathedral Ceiling
  • Ceiling Fan
  • Chandelier
  • 5 Fireplaces
  • Entrance Foyer
  • Formal Dining Room
  • Wood Flooring
  • Panoramic Views

Kitchen

  • Eat-In Kitchen
  • Convection Oven
  • Microwave
  • Dishwasher
  • Wine Refrigerator
  • Granite Countertops
  • Disposal

Bedrooms and Bathrooms

  • 5 Bedrooms
  • En-Suite Primary Bedroom
  • Walk-In Closet

Laundry

  • Dryer
  • Washer

Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House
  • Basement Storage

Pool

  • In Ground Pool
  • Pool has a Solar Cover

Schools

  • Ann Macarthur Primary Elementary School
  • Locust Valley Middle School
  • Locust Valley High School

Utilities

  • Forced Air Heating and Cooling System
  • Heating System Uses Oil
  • Heating System Uses Propane
  • Oil Water Heater
  • Cesspool
  • Cable TV Available

Additional Features

  • Shed
  • 5 Acre Lot

Listing and Financial Details

  • Assessor Parcel Number 2427-24-E-00-1047-0

Home Details

Home Type

Single Family

Est. Annual Taxes

$75,104

Year Built

Built in 1997

Lot Details

0

Parking

4

Listing Details

  • Property Type: Residential
  • Architectural Style: Estate
  • Property SubType: Single Family Residence
  • Year Built: 1997
  • Attribution Contact: 516-922-2878
  • Co List Office Mls Id: KEYNSST03
  • Co List Office Phone: 516-922-2878
  • Carport Y N: Yes
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Oven, Refrigerator, Washer, Oil Water Heater, Wine Refrigerator
  • Interior Amenities: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Chandelier, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, Primary Bathroom, Pantry, Walk-In Closet(s)
  • Fireplaces: 5
  • Flooring: Hardwood
  • Full Bathrooms: 7
  • Half Bathrooms: 2
  • Basement: Finished, Full, Storage Space, Walk-Out Access
  • Total Bedrooms: 5
  • Fireplace: Yes
  • Living Area: 10500
  • Basement YN: Yes
  • ResoLivingAreaSource: Other

Exterior Features

  • Other Structures: Shed(s)
  • Construction Materials: Brick, Cedar, Frame, Shingle Siding
  • Pool Features: In Ground, Solar Cover
  • Pool Private: Yes
  • View: Panoramic
  • Waterfront: No

Garage/Parking

  • Garage Spaces: 4
  • Garage: Yes
  • Carport Spaces: 2

Utilities

  • Cooling: Central Air
  • Heating: Forced Air, Oil, Propane
  • Sewer: Cesspool
  • Utilities: Cable Available, Trash Collection Private
  • Water Source: Public

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Middle School: Locust Valley Middle School

Lot Info

  • Lot Size Acres: 5
  • Lot Size Sq Ft: 217800
  • Parcel Number: 2427-24-E-00-1047-0
  • Property Attached: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 75104
  • Tax Year: 2025

MLS Schools

  • Elementary School: Ann Macarthur Primary School
  • High School: Locust Valley High School

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Jan 17, 2025
Closed on
Mar 13, 2025
Sold by
Etienne Crystal and Smalls Amiiya
Bought by
Chestnut Hill Drive Llc
Seller's Agent
Shawn Elliott
Nest Seekers LLC
Buyer's Agent
Connie Liappas
Compass Greater NY LLC
List Price
$5,950,000
Sold Price
$5,650,000
Premium/Discount to List
-$300,000
-5.04%
Views
67
Current Estimated Value
$6,008,545

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$358,545
Avg. Annual Appreciation
14.31%

Purchase Details

Closed on
Dec 20, 2022
Sold by
Etienne Crystal
Bought by
Etienne Crystal and Smalls Amiiya

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$1,554,000
Interest Rate
5.87%
Mortgage Type
New Conventional

Purchase Details

Listed on
Jun 15, 2020
Closed on
Mar 10, 2022
Sold by
Marsh Bradley and Bradley Marsh 2009 Trust
Bought by
Etienne Crystal
Seller's Agent
Maria Babaev
Douglas Elliman Real Estate
Buyer's Agent
Maria Babaev
Douglas Elliman Real Estate
List Price
$4,995,000
Sold Price
$4,050,000
Premium/Discount to List
-$945,000
-18.92%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
12.04%

Purchase Details

Closed on
Feb 4, 2011
Sold by
Marsh Marian C and Marsh Leonard
Bought by
Marsh Bradley and Marsh Marian C

Purchase Details

Closed on
Mar 2, 1995
Sold by
Young Kim and Kim Im
Bought by
Marsh Bradley
Source: Public Records

Similar Homes in the area

  • 10 Colonial Dr, Glen Head, NY 11545

    $6,995,000

    • 6 Beds
    • 6 Baths
    • 6,711 Sq Ft
    • 10 Colonial Dr
    • Glen Head, NY

    10 Colonial Drive is a stunning Georgian estate set on 5 impeccably landscaped acres in the prestigious Colonial Drive Estate of Upper Brookville. This 6,711 sq. ft. residence offers 6 bedrooms, 6 bathrooms, 4 fireplaces, a heated gunite pool, tennis court, and a 3-car garage. A Baccarat chandelier graces the double-height foyer, setting the tone for elegant living. The formal dining room flows

    Benjamin Jordan Douglas Elliman Real Estate

    Section Image
  • 161 Piping Rock Rd, Locust Valley, NY 11560

    $4,500,000

    • 4 Beds
    • 5 Baths
    • 8,750 Sq Ft
    • 161 Piping Rock Rd
    • Locust Valley, NY

    LOCUST VALLEY. Set behind a long, private drive in the heart of Locust Valley, this elegant estate spans over 3 acres of lush, manicured grounds and gardens —offering serenity, sophistication, and the ultimate in estate-style living. Built in 1924 and recently modernized, the stately Colonial main residence is timeless in its design, seamlessly blending classic charm with updated finishes;

    Maria Babaev Douglas Elliman Real Estate

    Section Image
  • 6 La Colline Dr, Mill Neck, NY 11765

    $5,900,000

    • 6 Beds
    • 9 Baths
    • 9,534 Sq Ft
    • 6 La Colline Dr
    • Mill Neck, NY

    Vita Bella is a 6-bedroom Colonial estate set on 5 richly landscaped acres with luxurious amenities and an expansive floor plan for today's living. Principal rooms are generously sized with exquisitely crafted millwork. It boasts a double height foyer with radiant heat, a rotunda with a curved staircase, a music room, a well-appointed library/office, an elegant formal living room and grand dining

    Christina Porter Daniel Gale Sothebys Intl Rlty

    Section Image
  • 156 Sugar Toms Ln, East Norwich, NY 11732

    $4,888,888

    • 6 Beds
    • 6.5 Baths
    • 9,800 Sq Ft
    • 156 Sugar Toms Ln
    • East Norwich, NY

    Elegance and Custom Beauty! Presenting this stunning 1yr old new construction, high-efficiency Smart Home featuring a 35-year architectural roof. With Pella windows, an energy-efficient 15-ton Mitsubishi hyper heating/cooling system, and a radiant heated driveway, this home sets a new standard in modern living. Step inside to discover Brazilian white oak hardwood floors with walnut border

    Kelly Vargas Kelly J Vargas

    Section Image
  • 0 Stoddart Ct, Matinecock, NY 11560

    $6,499,000

    • 6 Beds
    • 7 Baths
    • 7,341 Sq Ft
    • 0 Stoddart Ct
    • Matinecock, NY

    Chanceuse: Thoughtful Living Surrounded By Natural Beauty Some Estates Impress With Their Presence. Others With Their Soul. Chanceuse Does Both, Blending Timeless French Elegance, Over Five Acres Of Sculpted Landscape, And A Sense Of Privacy That Feels Almost Otherworldly. The Arrival Is Cinematic. Ornate Gilded Iron Gates Part To Reveal A Winding, Tree-Lined Drive, Leading You Past Manicured

    Lisa Fasano Compass Greater NY LLC

    Section Image
  • 1629 Cedar Swamp Rd, Glen Head, NY 11545

    $6,300,000

    • 7 Beds
    • 7.5 Baths
    • 7,500 Sq Ft
    • 1629 Cedar Swamp Rd
    • Glen Head, NY

    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

    Section Image
  • 63 Fruitledge Rd, Glen Head, NY 11545

    $6,249,000

    • 6 Beds
    • 6.5 Baths
    • 6,885 Sq Ft
    • 63 Fruitledge Rd
    • Glen Head, NY

    Brookville New Construction | 63 Fruitledge Road offers an unparalleled lifestyle of luxury on Long Island's Gold Coast. This newly completed home features a sleek, modern colonial exterior, with countless, black-encased windows allowing natural light to flood the entire interior. Upon entering, the soaring foyer welcomes you with open space and two convenient coat closets and beautiful powder

    Joe Scavo Douglas Elliman Real Estate

    Section Image
  • 15 Pound Hollow Rd, Glen Head, NY 11545

    $4,325,000

    • 5 Beds
    • 8 Baths
    • 7,245 Sq Ft
    • 15 Pound Hollow Rd
    • Glen Head, NY

    Upon entering the lush estate of Willow Bank, one feels as though they have arrived in another time — a time of grandeur and prestige. The Estate stands as an exemplar of the Gold Coast and the Golden Age of America. One can imagine the many distinguished guests who have arrived in the granite cobblestone-lined drive court since its inception. The house was built in 1920 in the Colonial

    Eileen Krach Daniel Gale Sothebys Intl Rlty

    Section Image
  • 16 Horse Hill Rd, Brookville, NY 11545

    $6,299,000

    • 6 Beds
    • 6.5 Baths
    • 7,200 Sq Ft
    • 16 Horse Hill Rd
    • Brookville, NY

    Brookville | Bring your dream home to life. 16 Horse Hill Road offers an opportunity like no other - a chance to add the final touches to a gorgeous 7,200 sq.ft. new home in the heart of Brookville. Featuring 6 bedrooms, 6 full baths, and one powder, with intricate attention to details throughout. Take advantage of the ability to curate finishes to your own taste.In addition to the open floor

    Joe Scavo Douglas Elliman Real Estate

    Section Image

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Bargain Sale Deed $5,650,000 Commonwealth Land Ttl Ins Co
Bargain Sale Deed $5,650,000 Commonwealth Land Ttl Ins Co
Interfamily Deed Transfer -- Commonwealth Land Ttl Ins Co
Interfamily Deed Transfer -- Commonwealth Land Ttl Ins Co
Bargain Sale Deed $4,050,000 First American Title Ins Co
Bargain Sale Deed $4,050,000 First American Title Ins Co
Bargain Sale Deed -- --
Bargain Sale Deed -- --
Deed $775,000 --
Deed $775,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $1,554,000 New Conventional
Previous Owner $2,561,500 New Conventional
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
03/13/2025 03/13/25 Sold $5,650,000 0.0% $538 / Sq Ft
02/18/2025 02/18/25 Pending -- -- --
02/14/2025 02/14/25 Off Market $5,650,000 -- --
02/13/2025 02/13/25 For Sale $5,950,000 +5.3% $567 / Sq Ft
02/13/2025 02/13/25 Off Market $5,650,000 -- --
01/17/2025 01/17/25 For Sale $5,950,000 +46.9% $567 / Sq Ft
03/10/2022 03/10/22 Sold $4,050,000 -18.9% $380 / Sq Ft
12/17/2021 12/17/21 Pending -- -- --
04/12/2021 04/12/21 For Sale $4,995,000 +23.3% $469 / Sq Ft
11/06/2020 11/06/20 Off Market $4,050,000 -- --
06/15/2020 06/15/20 For Sale $4,995,000 -- $469 / Sq Ft
Source: OneKey® MLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $10,569 $3,672 $773 $2,899
2024 $10,569 $4,080 $1,090 $2,990
2023 $85,682 $5,059 $1,352 $3,707
2022 $85,682 $4,773 $1,352 $3,421
2021 $77,718 $4,291 $1,384 $2,907
2020 $54,788 $6,300 $2,839 $3,461
2019 $11,993 $6,750 $2,852 $3,898
2018 $53,867 $7,200 $0 $0
2017 $55,064 $7,650 $2,706 $4,944
2016 $67,856 $8,100 $2,865 $5,235
2015 $12,187 $8,600 $2,708 $5,892
2014 $12,187 $8,600 $2,708 $5,892
2013 $11,433 $8,600 $2,709 $5,891
Source: Public Records

Agents Affiliated with this Home

  • Section Image
  • Section Image
  • Section Image
  • Section Image
  • Section Image
See All Agents

Map

Source: OneKey® MLS

MLS Number: 811391

OneKey® MLS

APN: 2427-24-E-00-1047-0