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)

$3,961,700

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $26,197/mo*

$3,961,700

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $26,197/mo*
7 Beds
7 Baths
9,400 sqft
(on 0.84 acres)

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

Property Type
Single-Family Home
Year Built
2006
Lot Size
0.84 acres
Living Area
9,400 sqft
Price/Sqft
$421

About this House

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. It is currently off market. The Trulia Estimate is $3,961,700, with a rent estimate of $7,145/month.

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

Market trends in Chatham

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.08M
Sale-to-List Price
113.3%
Price per sq ft
$574
Available listings
44
2
MoM
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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
0.18
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
-
0.15
Single-Family Home
$1,830,000
11/12/25
4
3
-
0.44
Single-Family Home
$2,750,000
06/22/26
5
5
-

Nearby homes

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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

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Homes for sale near 38 Rolling Hill Dr

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Off Market Homes Near 38 Rolling Hill Dr

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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 $3,961,700.
  • 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 $1.08M.
  • 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.