$2,450,000
OPEN SUN 11AM - 1PM $100K PRICE DROP

21 Overbrook Ln Glen Head, NY 11545

Estimated payment $14,805/month

Total Views 60,222
6 Beds
4.5 Baths
5,871 Sq Ft
$417 Price per Sq Ft

Highlights

  • Home fronts a pond
  • Sauna
  • Colonial Architecture
  • Locust Valley High School Rated A
  • Panoramic View
  • Cathedral Ceiling

About This Home

Prestigious Upper Brookville Estate Opportunity

Welcome to 21 Overbrooke Lane, a rare offering in the highly sought-after village of Upper Brookville. Nestled on a serene tree-lined lane, this expansive property embodies privacy, prestige, and unlimited potential.

Set on a sprawling lot enhanced by a beautiful man-made pond, the residence offers generous interior space that can be reimagined to suit your vision—whether as a grand family estate, a luxurious retreat, or an investor’s dream project. The surrounding neighborhood is known for its stately homes, manicured grounds, and close proximity to the North Shore’s finest golf clubs, equestrian centers, and nature preserves.

Inside, the home features a versatile layout with multiple living and entertaining areas, oversized windows inviting natural light, and a seamless connection to the outdoors. The grounds provide ample space for gardens, or outdoor entertainment areas, making it the perfect canvas for resort-style living.

Located just minutes from major highways, premier schools, and the conveniences of nearby towns, this property strikes the perfect balance between exclusivity and accessibility.

Highlights:

-Prestigious Upper Brookville address

-Expansive lot with room for outdoor entertaining

-Flexible interior layout with abundant natural light

-Luxury living with unlimited potential, renovation, or investment

-Close to golf clubs, equestrian centers, and preserves

-Easy access to NYC and surrounding Long Island communities

21 Overbrooke Lane presents a unique opportunity to create the home of your dreams in one of Long Island’s most desirable enclaves.

Listing Agent

Aleksandr Dzhurayev

Skyline Residential & Comm Inc Brokerage Phone: 347-602-0314 License #10311209940 Listed on: 01/02/2025

Open House Schedule

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $19,207

Year Built

  • Built in 1992

Lot Details

  • 2 Acre Lot
  • Home fronts a pond

HOA Fees

  • $150 Monthly HOA Fees

Parking

  • 3 Car Attached Garage

Home Design

  • Colonial Architecture
  • Brick Exterior Construction

Interior Spaces

  • 5,871 Sq Ft Home
  • 3-Story Property
  • Crown Molding
  • Cathedral Ceiling
  • Skylights
  • Chandelier
  • 1 Fireplace
  • Entrance Foyer
  • Formal Dining Room
  • Storage
  • Sauna
  • Panoramic Views

Kitchen

  • Eat-In Kitchen
  • Cooktop
  • Dishwasher
  • Kitchen Island
  • Marble Countertops

Flooring

  • Wood
  • Carpet
  • Tile

Bedrooms and Bathrooms

  • 6 Bedrooms
  • Main Floor Bedroom
  • En-Suite Primary Bedroom
  • Walk-In Closet

Laundry

  • Laundry Room
  • Dryer
  • Washer

Finished Basement

  • Basement Fills Entire Space Under The House
  • Basement Storage

Schools

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

Utilities

  • Forced Air Heating and Cooling System
  • Heating System Uses Natural Gas
  • Cesspool
  • Cable TV Available

Community Details

  • Association fees include common area maintenance, grounds care, snow removal, trash

Listing and Financial Details

  • Assessor Parcel Number 2427-22-027-00-0010-B

Home Details

Home Type

Single Family

Est. Annual Taxes

$19,207

Year Built

Built in 1992

Lot Details

0

HOA Fees

$150 per month

Parking

3

Listing Details

  • Property Type: Residential
  • Architectural Style: Colonial
  • Property SubType: Single Family Residence
  • Levels: Three Or More
  • Year Built: 1992
  • Attribution Contact: 347-602-0314
  • Carport Y N: No
  • Special Features: OpenHouse
  • Property Sub Type: Detached

Interior Features

  • Appliances: Cooktop, Dishwasher, Dryer, Refrigerator, Washer, Gas Water Heater
  • Interior Amenities: First Floor Bedroom, First Floor Full Bath, Cathedral Ceiling(s), Chandelier, Crown Molding, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, His and Hers Closets, Kitchen Island, Marble Counters, Primary Bathroom, Natural Woodwork, Open Floorplan, Open Kitchen, Original Details, Sauna, Storage, Walk-In Closet(s), Washer/Dryer Hookup
  • Fireplaces: 1
  • Flooring: Carpet, Combination, Hardwood, Tile
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Basement: Finished, Full, Storage Space
  • Total Bedrooms: 6
  • Fireplace: Yes
  • Living Area: 5871
  • Window Features: Floor to Ceiling Windows, Oversized Windows, Skylight(s), Wall of Windows
  • Basement YN: Yes

Exterior Features

  • Construction Materials: Brick
  • Waterfront Features: Pond
  • View: Panoramic
  • Waterfront: Yes

Garage/Parking

  • Garage Spaces: 3
  • Garage: Yes
  • Parking Description: Attached, Garage, Oversized

Utilities

  • Cooling: Central Air
  • Heating: Forced Air, Natural Gas
  • Laundry Features: Laundry Room
  • Sewer: Cesspool
  • Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Phone Connected, Trash Collection Public, Water Connected
  • Water Source: Public

Condo/Co-op/Association

  • HOA Fee Includes: Common Area Maintenance, Grounds Care, Other, Snow Removal, Trash
  • Association Fee: 150
  • Association Fee Frequency: Monthly
  • Senior Community: No
  • Association: Yes

Schools

  • Middle School: Locust Valley Middle School

Lot Info

  • Lot Size Acres: 2.002
  • Building Area Total: 8346
  • Parcel Number: 2427-22-027-00-0010-B
  • Property Attached: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 19207.11
  • Tax Year: 2023

MLS Schools

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

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





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 $3,039 $920 $645 $275
2024 $3,039 $958 $672 $286
2023 $19,672 $958 $672 $286
2022 $19,672 $958 $672 $286
2021 $21,534 $936 $656 $280
2020 $23,343 $3,080 $2,012 $1,068
2019 $32,130 $3,300 $2,021 $1,279
2018 $32,279 $3,520 $0 $0
2017 $26,769 $3,719 $2,156 $1,563
2016 $32,988 $3,719 $2,156 $1,563
2015 $5,270 $3,719 $2,156 $1,563
2014 $5,270 $3,719 $2,156 $1,563
2013 $4,944 $3,719 $2,156 $1,563
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
08/07/2025 08/07/25 Price Changed $2,450,000 -3.9% $417 / Sq Ft
07/18/2025 07/18/25 For Sale $2,550,000 0.0% $434 / Sq Ft
03/26/2025 03/26/25 Pending -- -- --
03/05/2025 03/05/25 For Sale $2,550,000 0.0% $434 / Sq Ft
03/04/2025 03/04/25 Off Market $2,550,000 -- --
01/02/2025 01/02/25 For Sale $2,550,000 0.0% $434 / Sq Ft
12/11/2024 12/11/24 Off Market $7,500 -- --
06/22/2020 06/22/20 Rented $7,500 -14.8% --
01/24/2020 01/24/20 For Rent $8,800 -- --
Source: OneKey® MLS

Purchase History

Date Type Sale Price Title Company
Interfamily Deed Transfer -- None Available
Interfamily Deed Transfer -- None Available
Source: Public Records

Source: OneKey® MLS

MLS Number: 809456

OneKey® MLS

APN: 2427-22-027-00-0010-B