Rolling Dr, Brookville, NY 11545
Property image
Property image
OFF MARKET

$1,724,700

Trulia Estimate
  • 4 Beds
  • 3.5 Baths

Rolling Dr, Brookville, NY 11545

Brookville
Est. Refi. Payment $11,108/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.73M
Since last month
Increased$40K (+2.4%)
Since last year
Decreased$142K (-7.8%)
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 +108% in the last 10 years
MonthEstimated value
2026
August 2026$1.69M
August 2026$1.68M
July 2026$1.65M
June 2026$1.68M
May 2026$1.54M
April 2026$1.64M
March 2026$1.71M
February 2026$1.66M
January 2026$1.82M
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
0.15
Single-Family Home
$2,350,000
11/24/25
5
3.5
3,530
1678 Cedar Swamp Road, Glen Head, NY
0.47
Single-Family Home
$1,850,000
08/24/26
4
3.5
2,176
14 Farmstead Lane, Glen Head, NY
0.40
Single-Family Home
$2,680,000
02/03/26
5
4
4,000
20 Rolling Drive, Glen Head, NY
0.26
Single-Family Home
$2,700,000
05/15/26
6
6.5
5,972
109 Wheatley Road, Glen Head, NY
0.32
Single-Family Home
$3,650,000
03/18/26
6
5.5
5,642
32 Valley Road, Old Westbury, NY
0.47
Single-Family Home
$1,834,787
10/15/25
5
4.5
3,692
16 Horse Hill Road, Brookville, NY
0.45
Single-Family Home
$6,050,000
02/04/26
6
6.5
7,200
24 Rolling Hill Road, Old Westbury, NY
0.67
Single-Family Home
$2,350,000
05/29/26
5
5
4,700
47 Valley Road, Old Westbury, NY
0.60
Single-Family Home
$3,488,888
07/28/26
6
5.5
5,353
5 Peacock Lane, Glen Head, NY
0.84
Single-Family Home
$3,550,000
05/08/26
5
4.5
-

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
8 Rolling Drive, Glen Head, NY 11545
0.15
$2,350,000
5
3.5
3,530
Recently Sold
136 Wheatley Road, Greenvale, NY 11545
0.13
$2,906,100
4
3.5
6,030
Off Market
152 Wheatley Road, Glen Head, NY 11545
0.17
$1,885,100
2
2
-
Off Market
28 Rolling Drive, Glen Head, NY 11545
0.21
$4,414,900
6
6.5
8,500
Off Market
25 Meadowood Lane, Glen Head, NY 11545
0.22
$4,314,400
7
6.5
-
Off Market
38 Meadowood Lane, Glen Head, NY 11545
0.25
$2,726,300
6
3.5
-
Off Market
33 Farmstead Lane, Brookville, NY 11545
0.21
$4,319,700
7
6.5
-
Off Market
20 Rolling Drive, Glen Head, NY 11545
0.26
$2,700,000
6
6.5
5,972
Recently Sold
134 Wheatley Rd, Glen Head, NY 11545
0.24
$3,839,900
5
3.5
3,827
Off Market
36 Farmstead Lane, Glen Head, NY 11545
0.26
$2,499,300
7
4.5
4,495
Off Market
20 Meadowood Lane, Glen Head, NY 11545
0.30
-
-
-
-
Off Market
32 Farmstead Lane, Glen Head, NY 11545
0.28
$3,802,300
5
5.5
-
Off Market

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1968
Lot Size
2.37 acres

About this House

Beautiful Colonial On A Tree Lined Street, This Home Features An Amazing Flow From Room To Room. Foyer With Carrera Marble, Very Spacious Rooms With Plenty Of Storage Space. Price To Sell!! Needs Some Tlc.
Rolling Dr, Brookville, NY 11545 is a 4 bedroom, 4 bathroom single-family home in Brookville, built in 1968. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,724,700, with a rent estimate of $7,855/month.

Home Details for Rolling Dr

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Interior Features

Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DryerRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Exterior Features

Pool
Pool

Lot Information

Lot Area: 2.37 acres

Price and Tax history

YearProperty taxTax assessment
2024Unavailable
$5,000
Home facts updated by county records

Market trends in Glen Head

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
50
4MoM

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 Rolling Dr

  • What is Rolling Dr estimated to be worth?
    Trulia's estimated value for Rolling Dr in Brookville, NY is $1,724,700.
  • Is Brookville a buyer's or seller's market?
    Brookville is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Brookville?
    Residents describe Brookville, NY as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Brookville, NY.
  • What are the closest schools to Rolling Dr?
    The closest schools to Rolling Dr in Brookville, NY are Jericho Middle School (rated 10/10), Jericho Senior High School (rated 10/10), Robert Seaman Elementary School (rated 10/10).
  • Does Rolling Dr have air conditioning?
    Yes, Rolling Dr in Brookville, NY has air conditioning.
  • Does Rolling Dr have a pool?
    Yes, Rolling Dr in Brookville, NY has a pool.

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