3 Rolling Dr, Glen Head, NY 11545
OFF MARKET

$2,431,800

Trulia Estimate
  • Studio
  • 4 Baths
  • 4,492 sqft (on 2.03 acres)

3 Rolling Dr, Glen Head, NY 11545

Brookville
Est. Refi. Payment $16,046/mo*
Refinance Your Home

Home Value

Trulia Estimate
$2.43M
Since last month
Increased$33K (+1.4%)
Since last year
Increased$203K (+9.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +20% in the last 10 years
MonthEstimated value
2026
September 2026$2.39M
August 2026$2.34M
July 2026$2.36M
June 2026$2.34M
May 2026$2.34M
April 2026$2.29M
March 2026$2.3M
February 2026$2.22M
January 2026$2.32M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
8 Rolling Drive, Glen Head, NY
0.19
Single-Family Home
$2,350,000
11/24/25
5
3.5
3,530
20 Rolling Drive, Glen Head, NY
0.20
Single-Family Home
$2,700,000
05/15/26
6
6.5
5,972
32 Valley Road, Old Westbury, NY
0.42
Single-Family Home
$1,834,787
10/15/25
5
3.5
3,692
14 Farmstead Lane, Glen Head, NY
0.48
Single-Family Home
$2,680,000
02/03/26
5
4
4,000
109 Wheatley Road, Glen Head, NY
0.40
Single-Family Home
$3,650,000
03/18/26
6
5.5
5,642
20 Rolling Hill Road, Old Westbury, NY
0.59
Single-Family Home
$2,000,000
09/03/26
5
3
4,482
24 Rolling Hill Road, Old Westbury, NY
0.60
Single-Family Home
$2,350,000
05/29/26
5
5
4,700
1678 Cedar Swamp Road, Glen Head, NY
0.53
Single-Family Home
$1,850,000
08/24/26
4
3.5
2,176
47 Valley Road, Old Westbury, NY
0.56
Single-Family Home
$3,488,888
07/28/26
6
5.5
5,353
16 Horse Hill Road, Brookville, NY
0.47
Single-Family Home
$6,050,000
02/04/26
6
6.5
7,200

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
28 Rolling Drive, Glen Head, NY 11545
0.13
$4,382,200
6
6.5
8,500
Off Market
8 Rolling Drive, Glen Head, NY 11545
0.19
$2,350,000
5
3.5
3,530
Recently Sold
20 Rolling Drive, Glen Head, NY 11545
0.20
$2,700,000
6
6.5
5,972
Recently Sold
152 Wheatley Road, Glen Head, NY 11545
0.20
$1,977,800
2
2
-
Off Market
136 Wheatley Road, Greenvale, NY 11545
0.21
$2,892,000
4
3.5
6,030
Off Market
38 Meadowood Lane, Glen Head, NY 11545
0.27
$2,701,600
6
3.5
-
Off Market
25 Meadowood Lane, Glen Head, NY 11545
0.28
$4,250,100
7
6.5
-
Off Market
33 Farmstead Lane, Brookville, NY 11545
0.28
$4,181,000
7
6.5
-
Off Market
36 Farmstead Lane, Glen Head, NY 11545
0.30
$2,298,000
7
4.5
4,495
Off Market
355 Wheatley Road, Old Westbury, NY 11568
0.33
$3,914,600
9
6.5
8,650
Off Market
134 Wheatley Rd, Glen Head, NY 11545
0.33
$3,764,700
5
3.5
3,827
Off Market
32 Farmstead Lane, Glen Head, NY 11545
0.34
$3,688,400
5
5.5
-
Off Market

Local Information

  • Map ViewExplore the area around 3 Rolling Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1969
2.03 acre lot
4,492 sqft
$541/sqft
Garage

About this House

This single-family home is located at 3 Rolling Dr, Glen Head, NY. 3 Rolling Dr is in the Brookville neighborhood in Glen Head, NY and in ZIP code 11545. This property has 4 bathrooms and approximately 4,492 sqft of floor space. This property has a lot size of 2.03 acres and was built in 1969.
3 Rolling Dr, Glen Head, NY 11545 is a studio, 4 bathroom, 4,492 sqft single-family home in Brookville, built in 1969. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,431,800, with a rent estimate of $9,519/month.

Home Details for 3 Rolling Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: OtherPatio
Pool
Pool
Parking & Garage
GarageParking: Garage

Community

Units in Building: 1

Lot Information

Lot Area: 2.03 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

YearProperty taxTax assessment
2024Unavailable
$1,494,000
Home facts updated by county records

Market trends in Glen Head

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
49
1MoM

Around this home

Neighborhood Overview

Brookville
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Brookville

At least 13 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 100 % Say yards are well-kept

  • 88 % Say it's dog friendly

  • 83 % Say parking is easy

  • 82 % Say it's quiet

  • 77 % Say they plan to stay for at least 5 years

  • 69 % Say people would walk alone at night

  • 60 % Say there's wildlife

  • 49 % Say neighbors are friendly

  • 39 % Say there's holiday spirit

  • 27 % Say kids play outside

  • 18 % Say streets are well-lit

  • 11 % Say there are community events

  • 10 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Agatha D.
    "This is a high end community it’s hard to walk around because there’s no sidewalks or public transportation but it’s safe and well maintained. "
    14
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 3 Rolling Dr

  • What is 3 Rolling Dr estimated to be worth?
    Trulia's estimated value for 3 Rolling Dr in Glen Head, NY is $2,431,800.
  • Is Glen Head a buyer's or seller's market?
    Glen Head is currently a balanced market, based on recent for-sale activity.
  • What do residents say about the Brookville neighborhood?
    Residents describe the Brookville neighborhood in Glen Head, NY as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Brookville, Glen Head.
  • What are the closest schools to 3 Rolling Dr?
    The closest schools to 3 Rolling Dr in Glen Head, NY are Jericho Middle School (rated 10/10), Jericho Senior High School (rated 10/10), Robert Seaman Elementary School (rated 10/10).
  • Does 3 Rolling Dr have air conditioning?
    Yes, 3 Rolling Dr in Glen Head, NY has air conditioning.
  • Does 3 Rolling Dr have a pool?
    Yes, 3 Rolling Dr in Glen Head, NY has a pool.

Explore by feature - Garage

Explore by feature - Air Conditioning

6 rentals with air conditioning in Glen Head, NY

Explore by feature - Washer/dryer

7 rentals with a washer/dryer in Glen Head, NY

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