21 Overbrook Ln Glen Head, NY 11545
Estimated payment $14,805/month
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
Skyline Residential & Comm Inc Brokerage Phone: 347-602-0314 License #10311209940 Listed on: 01/02/2025
Open House Schedule
-
Sunday, September 21, 202511:00 am to 1:00 pm9/21/2025 11:00:00 AM +00:009/21/2025 1:00:00 PM +00:00Add to Calendar
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
Map
Home Values in the Area
Average Home Value in this Area
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 |
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 | -- | -- |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Interfamily Deed Transfer | -- | None Available | |
Interfamily Deed Transfer | -- | None Available |
Source: OneKey® MLS
MLS Number: 809456

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