38 Rolling Hill Dr, Chatham, NJ 07928
OFF MARKET

38 Rolling Hill Dr
Chatham, NJ 07928

Floral Hill
  • 7 Beds
  • 7 Baths
  • 9,400 sqft (on 0.84 acres)

$3,889,400

Trulia Estimate
as of May 13, 2026
Est. Refi. Payment $24,805/mo*

$3,889,400

Trulia Estimate
as of May 13, 2026
Est. Refi. Payment $24,805/mo*
7 Beds
7 Baths
9,400 sqft
(on 0.84 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Patio, Pool
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 38 Rolling Hill Dr

DatePriceEventSource
01/20/2022$2,995,000Sold
GSMLS #3738602
05/06/2021ListingRemovedKeller Williams
04/30/2021$2,999,000PriceChange
Keller Williams #3708830
02/26/2021$3,295,000Listed For SaleAgent Provided
08/11/2011$2,900,000Sold
GSMLS #2841166
12/07/2006$2,597,350Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$48,559
Assessment$2,441,400
Home facts updated by county records

Comparable Sales for 38 Rolling Hill Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.57
Single-Family Home
$2,806,000
05/23/25
6
5.5
4,868
0.45
Single-Family Home
$2,600,000
07/28/25
6
5.5
4,122
0.08
Single-Family Home
$2,637,777
06/06/25
5
5
-
0.19
Single-Family Home
$2,050,000
06/17/25
4
2.5
4,632
0.35
Single-Family Home
$3,500,000
06/04/25
7
9
-
0.38
Single-Family Home
$4,210,579
11/05/25
7
8
-
0.38
Single-Family Home
$4,150,000
07/31/25
7
8
7,752
0.28
Single-Family Home
$2,475,000
05/29/25
6
6
-
0.58
Single-Family Home
$1,780,000
06/25/25
5
5
3,560
0.15
Single-Family Home
$1,830,000
11/12/25
4
3
-

Assigned Schools

These are the assigned schools for 38 Rolling Hill Dr.
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

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 38 Rolling Hill Dr

Skip to last item
Skip to first item

Homes for rent near 38 Rolling Hill Dr

Skip to last item
Skip to first item

Off Market Homes Near 38 Rolling Hill Dr

Skip to last item
Skip to first item

Explore by feature

38 Rolling Hill Dr, Chatham, NJ 07928 is a 7 bedroom, 8 bathroom, 9,400 sqft single-family home built in 2006. 38 Rolling Hill Dr is located in Floral Hill, Chatham. This property is not currently available for sale. 38 Rolling Hill Dr was last sold on Jan 20, 2022 for $2,995,000. The current Trulia Estimate for 38 Rolling Hill Dr is $3,889,400.