NOT LISTED FOR SALE

21 Old Wheatley Rd Glen Head, NY 11545

Estimated Value: $5,261,573 - $5,872,000

6 Beds
6.5 Baths
6,484 Sq Ft
$859/Sq Ft Est. Value

Last Sold August 28, 2025

Last sale price $5,425,000 $837 Per Sq Ft

Est. 3% increase in value since last sale

Current estimated payment $33,761/month

55 Days on Market

Highlights

  • Building Security
  • In Ground Pool
  • Open Floorplan
  • Jericho Middle School Rated A+
  • Eat-In Gourmet Kitchen
  • Colonial Architecture

About This Home

As of August 2025

Welcome to 21 Old Wheatley Road, Brookville, NY, where timeless charm meets modern luxury. This Hampton-style shingle colonial, was expertly crafted by John Keane Development in 2002. Set on two lush acres, this estate features six beautifully appointed bedrooms and six and a half lavish bathrooms, three of which were recently fully renovated. You'll love hosting dinner parties in the formal dining room, and afterward, you can retreat to the handsome library with custom built-ins and wood burning fireplace to take in a good book. The sun drenched kitchen is a stand out, equipped with top of the line stainless steel appliances and everything you need to prepare your favorite gourmet meals. The lower level provides extra space for enjoyment with its gym, recreational and media area. The primary suite is your personal retreat, complete with a walk-in dressing room and a serene bathroom with it's relaxing steam shower, radiant heat flooring and soaking tub. Brazilian cherry wood floors and architectual millwork add a touch of sophistication throughout.

After a long day enjoy the heated salt water gunite pool and spa and extensive outdoor entertaining space with a brand new built in wood burning fireplace with television, built-in grill and covered blue stone patio. Come see what makes this house a home. This is North Shore living at it's best!

Last Agent to Sell the Property

Kristin Purcell

Compass Greater NY LLC Brokerage Phone: 917-734-4941 License #40PU1142292 Listed on: 05/14/2025

Compass Greater NY LLC

Last Buyer's Agent

Kristin Purcell

Compass Greater NY LLC Brokerage Phone: 917-734-4941 License #40PU1142292 Listed on: 05/14/2025

Compass Greater NY LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $63,071

Year Built

  • Built in 2002

Lot Details

  • 2 Acre Lot
  • Back Yard Fenced

Parking

  • 3 Car Garage
  • Driveway

Home Design

  • Colonial Architecture
  • Frame Construction
  • Shingle Siding
  • Cedar

Interior Spaces

  • 6,484 Sq Ft Home
  • 3-Story Property
  • Open Floorplan
  • Built-In Features
  • Tray Ceiling
  • High Ceiling
  • Wood Burning Fireplace
  • Gas Fireplace
  • Entrance Foyer
  • Family Room
  • Living Room with Fireplace
  • 5 Fireplaces
  • Formal Dining Room
  • Storage

Kitchen

  • Eat-In Gourmet Kitchen
  • Oven
  • Gas Range
  • Microwave
  • Freezer
  • Dishwasher
  • Wine Refrigerator
  • Stainless Steel Appliances
  • Kitchen Island

Flooring

  • Wood
  • Carpet

Bedrooms and Bathrooms

  • 6 Bedrooms
  • Main Floor Bedroom
  • Fireplace in Bedroom
  • En-Suite Primary Bedroom
  • Walk-In Closet
  • Double Vanity
  • Soaking Tub

Laundry

  • Laundry Room
  • Dryer
  • Washer

Finished Basement

  • Basement Fills Entire Space Under The House
  • Basement Storage

Pool

  • In Ground Pool
  • Outdoor Pool
  • Saltwater Pool
  • Fence Around Pool

Outdoor Features

  • Covered Patio or Porch
  • Outdoor Gas Grill
  • Rain Gutters

Schools

  • Cantiague Elementary School
  • Jericho Middle School
  • Jericho Senior High School

Utilities

  • Central Air
  • Heating System Uses Oil
  • Heating System Uses Propane
  • Cesspool

Community Details

  • Building Security

Listing and Financial Details

  • Exclusions: List with agent
  • Legal Lot and Block 2370 / D
  • Assessor Parcel Number 2403-18-D-00-2370-0

Home Details

Home Type

Single Family

Est. Annual Taxes

$63,071

Year Built

Built in 2002

Lot Details

0

Parking

3

Listing Details

  • Property Type: Residential
  • Architectural Style: Colonial
  • Property SubType: Single Family Residence
  • Levels: Three Or More
  • Exclusions: List with agent
  • Year Built: 2002
  • Attribution Contact: 917-734-4941
  • Carport Y N: No
  • CurrentPrice: 5425000.00
  • MlsMajorChangeType: Sold
  • CurrentPrice_By_LivingArea: 836.67489
  • ListPrice_By_LivingArea: 886.48982
  • ListPrice_By_OriginalListPrice: 0.95832
  • ListPrice_By_LotSizeAcres: 2871128.8711
  • LivingAreaSearchSqFt: 6484.00
  • Special Features: VirtualTour
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Dryer, Freezer, Gas Range, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
  • Interior Amenities: First Floor Bedroom, Built-in Features, Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, Kitchen Island, Primary Bathroom, Open Floorplan, Pantry, Soaking Tub, Storage, Tray Ceiling(s), Walk-In Closet(s), Washer/Dryer Hookup
  • Fireplaces: 5
  • Flooring: Carpet, Hardwood
  • Fireplace Features: Bedroom, Family Room, Gas, Living Room, Wood Burning
  • Full Bathrooms: 6
  • Half Bathrooms: 1
  • Basement: Finished, Full, Storage Space
  • Total Bedrooms: 6
  • Fireplace: Yes
  • Living Area: 6484
  • Basement YN: Yes

Exterior Features

  • Construction Materials: Cedar, Frame, Shingle Siding
  • Fencing: Back Yard
  • Pool Features: Fenced, In Ground, Outdoor Pool, Salt Water
  • Pool Private: Yes
  • Exterior Features: Gas Grill, Rain Gutters
  • Patio and Porch Features: Covered, Patio
  • Waterfront: No

Garage/Parking

  • Garage Spaces: 3
  • Garage: Yes
  • Parking Description: Driveway, Garage, Storage, Underground

Utilities

  • Cooling: Central Air
  • Heating: Oil, Propane
  • Laundry Features: Laundry Room
  • Security: Building Security
  • Sewer: Cesspool
  • Utilities: Electricity Connected, Water Connected
  • Water Source: Public

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Middle School: Jericho Middle School

Lot Info

  • Horses: No
  • Lot Size Acres: 2.002
  • Lot Size Sq Ft: 87207
  • Parcel Number: 2403-18-D-00-2370-0
  • Property Attached: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 63071.02
  • Tax Block: D
  • Tax Lot: 2370
  • Tax Year: 2025

MLS Schools

  • Elementary School: Cantiague Elementary School
  • High School: Jericho Senior High School
  • Middle School District: Jericho

Ownership History

Date Name Owned For Owner Type

Purchase Details

Closed on
Jan 29, 2015
Sold by
Simoncic Jay
Bought by
Cobb John and Cobb Sharon
Current Estimated Value
$5,566,787

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$2,925,000
Outstanding Balance
$2,172,523
Interest Rate
3.12%
Mortgage Type
New Conventional
Estimated Equity
$3,394,264

Purchase Details

Closed on
Nov 26, 2008
Sold by
Simoncic Jay and Simoncic Cynthia
Bought by
Simoncic Jay and Simoncic Cynthia
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
Cobb John $3,250,000 The Judicial Title Insurance
Cobb John $3,250,000 The Judicial Title Insurance
Cobb John $3,250,000 The Judicial Title Insurance
Simoncic Jay -- Metropolitan Abstract Corp
Simoncic Jay -- Metropolitan Abstract Corp
Simoncic Jay -- Metropolitan Abstract Corp
Source: Public Records

Mortgage History

Date Status Borrower Loan Amount
Open Cobb John $2,925,000
Closed Cobb John $2,925,000
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
08/28/2025 08/28/25 Sold $5,425,000 -5.6% $837 / Sq Ft
07/08/2025 07/08/25 Pending -- -- --
06/11/2025 06/11/25 Price Changed $5,748,000 -2.0% $886 / Sq Ft
06/10/2025 06/10/25 Price Changed $5,868,000 -2.2% $905 / Sq Ft
05/14/2025 05/14/25 For Sale $5,998,000 -- $925 / 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 $54,791 $2,471 $669 $1,802
2024 $6,744 $2,415 $654 $1,761
2023 $63,438 $2,945 $797 $2,148
2022 $63,438 $3,130 $937 $2,193
2021 $71,377 $2,953 $937 $2,016
2020 $71,219 $5,626 $2,107 $3,519
2019 $71,816 $5,626 $2,107 $3,519
2018 $68,116 $4,875 $0 $0
2017 $45,283 $4,875 $2,054 $2,821
2016 $53,435 $4,875 $2,054 $2,821
2015 $7,085 $5,000 $2,107 $2,893
2014 $7,085 $5,000 $2,107 $2,893
2013 $6,647 $5,000 $2,107 $2,893
Source: Public Records

Agents Affiliated with this Home

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Map

Source: OneKey® MLS

MLS Number: 861546

OneKey® MLS

APN: 2403-18-D-00-2370-0