21 Rolling Rd, Rehoboth Beach, DE 19971
OFF MARKET

$4,161,000

Trulia Estimate
  • 6 Beds
  • 3,730 sqft (on 0.73 acres)

21 Rolling Rd, Rehoboth Beach, DE 19971

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Home Value

Trulia Estimate
$4.16M
Since last month
Increased$154K (+3.8%)
Since last year
Increased$1M (+41%)
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 +87% in the last 10 years
MonthEstimated value
2026
August 2026$4.16M
August 2026$4.13M
July 2026$4.01M
June 2026$3.59M
May 2026$3.6M
April 2026$3.43M
March 2026$3.08M
February 2026$3.14M
January 2026$3.12M
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
12 Rolling Rd, Rehoboth Beach, DE
0.06
Single-Family Home
$6,700,000
03/12/26
6
7
5,107
1 Tidewaters Rd, Rehoboth Beach, DE
0.24
Single-Family Home
$5,600,000
07/09/26
6
5
3,930
21 Cedar Rd, Rehoboth Beach, DE
0.18
Single-Family Home
$2,950,000
08/03/26
5
3.5
2,923
53 Rolling Rd, Rehoboth Beach, DE
0.37
Single-Family Home
$4,000,000
04/16/26
6
3
3,500
22 Harbor Rd, Rehoboth Beach, DE
0.27
Single-Family Home
$1,975,000
02/27/26
5
4.5
3,570
67 Tidewaters Rd, Rehoboth Beach, DE
0.44
Single-Family Home
$6,500,000
04/23/26
5
5.5
5,933
10 Columbia Ave, Rehoboth Beach, DE
0.28
Single-Family Home
$4,214,161
10/31/25
5
4.5
3,000
12 Columbia Ave, Rehoboth Beach, DE
0.29
Single-Family Home
$4,242,679
09/29/25
4
4.5
2,498
41333 Gloucester Dr, Rehoboth Beach, DE
0.47
Single-Family Home
$1,545,000
01/23/26
4
3.5
4,650
24 Cedar Rd, Rehoboth Beach, DE
0.20
Single-Family Home
$1,950,000
01/30/26
3
2
1,447

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
12 Rolling Rd, Rehoboth Beach, DE 19971
0.06
$6,700,000
6
7
5,107
Recently Sold
32 Tidewaters Rd, Rehoboth Beach, DE 19971
0.12
$3,398,800
5
4
3,536
Off Market
7 Broad Holw, Rehoboth Beach, DE 19971
0.17
$3,569,500
4
2
2,090
Off Market
2 Snug Harbor Ct #2, Rehoboth Beach, DE 19971
0.16
$955,500
3
2
-
Off Market
2 Snug Harbor Ct #5, Rehoboth Beach, DE 19971
0.16
$1,197,300
2
1
-
Off Market
4 Snug Harbor Ct #7, Rehoboth Beach, DE 19971
0.17
$1,735,000
3
3.5
2,100
Recently Sold
4 Snug Harbor Ct #8, Rehoboth Beach, DE 19971
0.18
$1,634,100
3
3.5
-
Off Market
5 Henlopen Ave, Rehoboth Beach, DE 19971
0.20
$4,375,000
4
2
2,074
For Sale
21 Cedar Rd, Rehoboth Beach, DE 19971
0.18
$2,950,000
5
3.5
2,923
Recently Sold
54 Surf Ave, Rehoboth Beach, DE 19971
0.21
$5,795,000
5
5.5
3,750
For Sale
19 Cedar Rd, Rehoboth Beach, DE 19971
0.19
$3,733,100
4
2
1,320
Off Market
24 Cedar Rd, Rehoboth Beach, DE 19971
0.20
$1,950,000
3
2
1,447
Recently Sold

Local Information

  • Map ViewExplore the area around 21 Rolling Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1933
0.73 acre lot
3,730 sqft
$1,116/sqft
Garage

About this House

This single-family home is located at 21 Rolling Rd, Rehoboth Beach, DE. 21 Rolling Rd is in Rehoboth Beach, DE and in ZIP code 19971. This property has 6 bedrooms and approximately 3,730 sqft of floor space. This property has a lot size of 0.73 acres and was built in 1933.
21 Rolling Rd, Rehoboth Beach, DE 19971 is a 6 bedroom, 3,730 sqft single-family home built in 1933. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,161,000, with a rent estimate of $4,065/month.

Home Details for 21 Rolling Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Forced AirCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1.5
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: OtherFoundation Type: Masonry
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1933
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.73 acres

Price and Tax history

YearProperty taxTax assessment
2025
$6,284
$2,824,500
Home facts updated by county records

Market trends in Henlopen Acres

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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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 21 Rolling Rd

  • What is 21 Rolling Rd estimated to be worth?
    Trulia's estimated value for 21 Rolling Rd in Rehoboth Beach, DE is $4,161,000.
  • 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 21 Rolling Rd?
    The closest schools to 21 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).
  • Does 21 Rolling Rd have air conditioning?
    Yes, 21 Rolling Rd in Rehoboth Beach, DE has air conditioning.
  • How big is the lot at 21 Rolling Rd?
    The lot at 21 Rolling Rd in Rehoboth Beach, DE is about 0.73 acres (31,982 sq ft).
  • Does 21 Rolling Rd have a garage?
    Yes, 21 Rolling Rd in Rehoboth Beach, DE has a garage.

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Apartments for Rent

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Off Market Homes Near 21 Rolling Rd

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