27 Rolling Rd, Rehoboth Beach, DE 19971
OFF MARKET

27 Rolling Rd
Rehoboth Beach, DE 19971

  • 4 Beds
  • 2,624 sqft (on 0.52 acres)

$2,962,900

Trulia Estimate
as of Jul 10, 2026

$2,962,900

Trulia Estimate
as of Jul 10, 2026
4 Beds
2,624 sqft
(on 0.52 acres)

Local Information

  • Map ViewExplore the area around 27 Rolling Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 27 Rolling Rd, Rehoboth Beach, DE. 27 Rolling Rd is in Rehoboth Beach, DE and in ZIP code 19971. This property has 4 bedrooms and approximately 2,624 sqft of floor space. This property has a lot size of 0.52 acres and was built in 1964.
27 Rolling Rd, Rehoboth Beach, DE 19971 is a 4 bedroom, 2,624 sqft single-family home built in 1964. It is currently off market. The Trulia Estimate is $2,962,900, with a rent estimate of $3,743/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 27 Rolling Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: OtherCooling System: CentralHeating Fuel: Other
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: 1964
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.52 acres

Market trends in Henlopen Acres

Last updated May 2026
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Property Tax and Assessment

Year2025
Tax$5,136
Assessment$2,281,000
Home facts updated by county records

Comparable Sales for 27 Rolling Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
12 Rolling Rd, Rehoboth Beach, DE
0.12
Single-Family Home
$6,700,000
03/12/26
6
7
5,107
22 Harbor Rd, Rehoboth Beach, DE
0.33
Single-Family Home
$1,975,000
02/27/26
4
2.5
2,380
53 Rolling Rd, Rehoboth Beach, DE
0.29
Single-Family Home
$4,000,000
04/17/26
6
3
3,500
1 Tidewaters Rd, Rehoboth Beach, DE
0.32
Single-Family Home
$5,600,000
07/09/26
6
5
3,930
12 Columbia Ave, Rehoboth Beach, DE
0.28
Single-Family Home
$4,242,679
09/29/25
4
4.5
2,498
65 Fields End Rd, Rehoboth Beach, DE
0.43
Single-Family Home
$1,500,000
10/01/25
3
-
1,728
67 Tidewaters Rd, Rehoboth Beach, DE
0.37
Single-Family Home
$6,500,000
04/28/26
5
-
5,580
24 Cedar Rd, Rehoboth Beach, DE
0.25
Single-Family Home
$1,950,000
01/30/26
3
2
1,447
19593 Manchester Dr, Rehoboth Beach, DE
0.42
Single-Family Home
$995,000
10/09/25
5
3
2,565
4 Pennsylvania Ave, Rehoboth Beach, DE
0.45
Single-Family Home
$4,600,000
08/22/25
4
2
1,800

Nearby homes

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Assigned Schools

These are the assigned schools for 27 Rolling Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

Apartments for Rent

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Homes for sale near 27 Rolling Rd

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Off Market Homes Near 27 Rolling Rd

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