38 Rolling Hill Dr, Chatham, NJ 07928
OFF MARKET

$3,939,300

Trulia Estimate
  • 7 Beds
  • 7 Baths
  • 9,400 sqft (on 0.84 acres)

38 Rolling Hill Dr, Chatham, NJ 07928

Floral Hill
Est. Refi. Payment $27,354/mo*
Refinance Your Home
Currently Off Market - Sold Jan 20, 2022 for $2,995,000

Home Value

Trulia Estimate
$3.94M
Since last month
Decreased$46K (-1.1%)
Since last year
Increased$110K (+2.9%)
Since last sale
Increased$956K (+31.9%)
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 +40% in the last 10 years
MonthEstimated value
2026
September 2026$3.95M
August 2026$4M
July 2026$4M
June 2026$4.02M
May 2026$3.99M
April 2026$3.9M
March 2026$3.83M
February 2026$3.73M
January 2026$3.74M
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
0.18
Single-Family Home
$4,600,000
08/19/26
7
8
5,257
0.26
Single-Family Home
$3,562,400
09/10/26
7
8
-
0.18
Single-Family Home
$3,825,000
05/28/26
6
6
-
0.29
Single-Family Home
$3,647,500
06/24/26
6
8
-
0.38
Single-Family Home
$4,210,579
11/05/25
7
8
-
0.38
Single-Family Home
$4,595,000
07/14/26
7
9
-
0.38
Single-Family Home
$3,250,000
06/05/26
6
7
-
0.48
Single-Family Home
$4,795,000
07/30/26
7
7
-
0.59
Single-Family Home
$3,495,000
05/29/26
6
7
-
0.31
Single-Family Home
$1,920,000
06/01/26
4
4
-

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
0.03
$4,135,500
7
8
-
Off Market
0.05
$4,305,800
7
9
-
Off Market
0.08
$3,180,000
5
6
-
Recently Sold
0.08
$2,869,700
5
5
-
Off Market
0.09
$2,789,400
6
6
-
Off Market
0.09
$3,681,500
6
7
-
Off Market
0.14
$2,499,000
6
5
-
Recently Sold
0.14
$2,483,700
4
4
-
Off Market
0.15
$1,940,300
4
3
-
Off Market
0.14
$1,816,000
3
3
-
Off Market
0.12
$3,950,000
7
8
-
Recently Sold
0.17
$3,588,800
5
6
-
Off Market

Local Information

  • Map ViewExplore the area around 38 Rolling Hill Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2006
0.84 acre lot
9,400 sqft
$419/sqft

About this House

What's unique:Heated garageFireplacePatioOpen floor plan
xceptional Custom lifestyle home in the Rolling Hill Section of Chatham! Amazing neighborhood association and social events, proximity to New York City, easy access to Midtown Direct train and convenience to fantastic shopping and restaurants in downtown Chatham and Madison. This extraordinary Custom home showcases the very best in quality craftsmanship. Resting on beautifully landscaped property with a pool. The second floor boasts 6 bedrooms, plus an additional one on the 3rd. Aside from the formal rooms and top of the line kitchen, the main level additional rooms are family room, beautifully paneled study, sunroom and mudroom. Basement includes Home Theatre, Exercise Room, Nanny Room, second kitchen, billiard area and wine cellar. ~9,400 square feet of living space! This is a true dream home and ready for you to move right into and enjoy the summer at the pool!
38 Rolling Hill Dr, Chatham, NJ 07928 is a 7 bedroom, 8 bathroom, 9,400 sqft single-family home in Floral Hill, built in 2006. It last sold for $2,995,000 on Jan 20, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,939,300.

Home Details for 38 Rolling Hill Dr

Exterior Features

Exterior Home Features
Roof: AsphaltPatio
Pool
Pool

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Interior Features

Appliances & Utilities
DryerWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood

Community

Units in Building: 1

Lot Information

Lot Area: 0.84 acres

Price and Tax history

DateEventPrice
Jan 20, 2022
Source: GSMLS #3738602
Sold
$2,995,000
May 6, 2021
Source: Keller Williams
ListingRemoved
Apr 30, 2021
Source: Keller Williams #3708830
PriceChange
$2,999,000
Price decreased by 9%
Feb 26, 2021
Source: Agent Provided
Listed For Sale
$3,295,000
Aug 16, 2011
Source: N/A
Sold
$2,900,000

Market trends in Chatham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.55M
$189K
MoM
Sale-to-List Price
โ€”
Price per sq ft
โ€”
Available listings
30
11
MoM

Around this home

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Frequently asked questions about 38 Rolling Hill Dr

  • What is 38 Rolling Hill Dr estimated to be worth?
    Trulia's estimated value for 38 Rolling Hill Dr in Chatham, NJ is $3,939,300.
  • What is the price history for 38 Rolling Hill Dr?
    38 Rolling Hill Dr in Chatham, NJ last sold for $2,995,000 in January 2022.
  • Is Chatham a buyer's or seller's market?
    Chatham is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Chatham?
    The median sale price in Chatham is $1.55M. That is up $189K from the prior month.
  • Does 38 Rolling Hill Dr have a pool?
    Yes, 38 Rolling Hill Dr in Chatham, NJ has a pool.
  • Does 38 Rolling Hill Dr have laundry facilities?
    Yes, 38 Rolling Hill Dr in Chatham, NJ has in-unit laundry.

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