39 Rolling Rd, Rehoboth Beach, DE 19971
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Property image
OFF MARKET

39 Rolling Rd
Rehoboth Beach, DE 19971

  • 3 Beds
  • 3,130 sqft (on 0.94 acres)

$4,242,900

Trulia Estimate
as of Aug 25, 2026

$4,242,900

Trulia Estimate
as of Aug 25, 2026
3 Beds
3,130 sqft
(on 0.94 acres)

Home Value

Trulia Estimate
$4.24M
Since last month
Decreased$47K (-1.1%)
Since last year
Increased$165K (+4%)
Since last sale
Increased$928K (+27.9%)
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 +137% in the last 10 years
MonthEstimated value
2026
August 2026$4.25M
July 2026$4.3M
June 2026$4.18M
May 2026$4.19M
April 2026$4.07M
March 2026$4M
February 2026$4.2M
January 2026$4.04M
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
53 Rolling Rd, Rehoboth Beach, DE
0.18
Single-Family Home
$4,000,000
04/16/26
6
3
3,500
21 Cedar Rd, Rehoboth Beach, DE
0.36
Single-Family Home
$2,950,000
08/03/26
5
3.5
2,923
12 Rolling Rd, Rehoboth Beach, DE
0.22
Single-Family Home
$6,700,000
03/12/26
6
7
5,107
65 Fields End Rd, Rehoboth Beach, DE
0.32
Single-Family Home
$1,500,000
10/01/25
3
-
1,728
12 Columbia Ave, Rehoboth Beach, DE
0.25
Single-Family Home
$4,242,679
09/29/25
4
4.5
2,498
10 Columbia Ave, Rehoboth Beach, DE
0.25
Single-Family Home
$4,214,161
10/31/25
5
4.5
3,000
67 Tidewaters Rd, Rehoboth Beach, DE
0.26
Single-Family Home
$6,500,000
04/23/26
5
5.5
5,933
22 Harbor Rd, Rehoboth Beach, DE
0.45
Single-Family Home
$1,975,000
02/27/26
4
2.5
2,380
1 Tidewaters Rd, Rehoboth Beach, DE
0.43
Single-Family Home
$5,600,000
07/09/26
6
5
3,930
91 Columbia Ave, Rehoboth Beach, DE
0.40
Single-Family Home
$3,200,000
01/22/26
5
4.5
2,948

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
7 Broad Holw, Rehoboth Beach, DE 19971
0.05
$3,615,500
4
2
2,090
Off Market
32 Tidewaters Rd, Rehoboth Beach, DE 19971
0.10
$3,367,900
5
4
3,536
Off Market
42 Pine Reach Rd, Rehoboth Beach, DE 19971
0.15
$4,822,700
4
4.5
3,675
Off Market
53 Rolling Rd, Rehoboth Beach, DE 19971
0.18
$4,000,000
6
3
3,500
Recently Sold
6 Dodds Ln, Rehoboth Beach, DE 19971
0.17
-
-
-
-
Off Market
46 Pine Reach Rd, Rehoboth Beach, DE 19971
0.18
$3,320,100
3
3
2,100
Off Market
5 Henlopen Ave, Rehoboth Beach, DE 19971
0.19
$4,375,000
4
2
2,074
For Sale
18 Henlopen Ave, Rehoboth Beach, DE 19971
0.19
$3,083,100
5
2.5
2,800
Off Market
44 Henlopen Ave, Rehoboth Beach, DE 19971
0.22
$2,091,600
4
2
1,450
Off Market
12 Rolling Rd, Rehoboth Beach, DE 19971
0.22
$6,700,000
6
7
5,107
Recently Sold
52 Henlopen Ave, Rehoboth Beach, DE 19971
0.23
$4,195,000
5
4.5
3,000
For Sale
54 Surf Ave, Rehoboth Beach, DE 19971
0.23
$5,795,000
5
5.5
3,750
For Sale

Local Information

  • Map ViewExplore the area around 39 Rolling Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1958
Lot Size
0.94 acres
Living Area
3,130 sqft
Price/Sqft
$1,356

About this House

This single-family home is located at 39 Rolling Rd, Rehoboth Beach, DE. 39 Rolling Rd is in Rehoboth Beach, DE and in ZIP code 19971. This property has 3 bedrooms and approximately 3,130 sqft of floor space. This property has a lot size of 0.66 acres and was built in 1958.
39 Rolling Rd, Rehoboth Beach, DE 19971 is a 3 bedroom, 3,130 sqft single-family home built in 1958. It last sold for $3,325,000 on Mar 24, 2023. It is currently off market. The Trulia Estimate is $4,242,900, with a rent estimate of $4,076/month.

Home Details for 39 Rolling Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Levels, Entrance, & Accessibility
Stories: 1

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
Exterior: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.94 acres

Price and Tax history

DateEventPrice
Mar 24, 2023
Source: Bright MLS #DESU2036470
Sold
$3,325,000
Feb 28, 2023
Source: Bright MLS #DESU2036470
Pending
$2,995,000
Feb 24, 2023
Source: Bright MLS #DESU2036470
Listed For Sale
$2,995,000

Market trends in Henlopen Acres

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
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Around this home

What Locals Say about Henlopen Acres

At least 4 Trulia users voted on each feature.

  • 93 % Say it's quiet

  • 90 % Say they plan to stay for at least 5 years

  • 88 % Say it's dog friendly

  • 75 % Say people would walk alone at night

  • 67 % Say it's walkable to restaurants

  • 67 % Say there's holiday spirit

  • 63 % Say car is needed

  • 60 % Say there's wildlife

  • 57 % Say streets are well-lit

  • 56 % Say yards are well-kept

  • 50 % Say kids play outside

  • 43 % Say parking is easy

  • 43 % Say there are sidewalks

  • 41 % Say neighbors are friendly

  • 38 % Say there are community events

  • 27 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 39 Rolling Rd

  • What is 39 Rolling Rd estimated to be worth?
    Trulia's estimated value for 39 Rolling Rd in Rehoboth Beach, DE is $4,242,900.
  • What is the price history for 39 Rolling Rd?
    39 Rolling Rd in Rehoboth Beach, DE last sold for $3,325,000 in March 2023.
  • Is Rehoboth Beach a buyer's or seller's market?
    Rehoboth Beach is currently a balanced market, based on recent for-sale activity.
  • What are the closest schools to 39 Rolling Rd?
    The closest schools to 39 Rolling Rd in Rehoboth Beach, DE are Beacon Middle School (rated 7/10), Cape Henlopen High School (rated 8/10), Rehoboth Elementary School (rated 8/10).
  • How big is the lot at 39 Rolling Rd?
    The lot at 39 Rolling Rd in Rehoboth Beach, DE is about 0.66 acres (28,750 sq ft).

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Apartments for Rent

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Off Market Homes Near 39 Rolling Rd

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