53 Rolling Rd, Rehoboth Beach, DE 19971
SOLD
APR 16, 2026

53 Rolling Rd
Rehoboth Beach, DE 19971

  • 6 Beds
  • 3 Baths
  • 3,500 sqft (on 0.45 acres)

$4,000,000

Last Sold: Apr 16, 2026
$1,143/sqft

$4,000,000

Last Sold: Apr 16, 2026
$1,143/sqft
6 Beds
3 Baths
3,500 sqft
(on 0.45 acres)

Local Information

  • Map ViewExplore the area around 53 Rolling Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1955
Lot Size
0.45 acres
Living Area
3,500 sqft
Price/Sqft
$1,143/sqft
Parking
2 Car Garage
HOA
$4/Monthly

About this House

Charming Cape Cod style home in the prestigious community of Henlopen Acres. This home has potential and is centrally located near the marina, Rehoboth Art League, and a short bike to the beach and Rehoboth Avenue. Additional community amenities include the Henlopen Acres Beach Club and tennis.
53 Rolling Rd, Rehoboth Beach, DE 19971 is a 6 bedroom, 3 bathroom, 3,500 sqft single-family home built in 1955. It last sold for the $4,000,000 asking price on Apr 16, 2026. It is currently off market. The Trulia Estimate is $3,981,400, with a rent estimate of $3,359/month.

Home Details for 53 Rolling Rd

Interior Features

Interior Details
Basement: Sump PumpNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 6Main Level Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 3500 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Available, Sewer Available, Water Available, CableAppliances: Oven/Range - Electric, Range Hood, Refrigerator, Extra Refrigerator/Freezer, Dishwasher, Disposal, Dryer, Washer, Microwave, Electric Water HeaterDishwasherDisposalDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Zoned,Forced Air,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Zoned
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood Burning, Mantel(s), BrickHas a Fireplace
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: Screens, Window TreatmentsFlooring: Hardwood, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Hardwood, Wood
View
No View
Security
Security: Smoke Detector(s), Security System, Carbon Monoxide Detector(s)

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Porch, ScreenedOther Structures: Above Grade, Below GradeFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 5Other Parking: Garage Sqft: 400No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 7Parking: Garage Door Opener,Garage Faces Rear,Asphalt,Driveway,Off Street,Attached
Pool
Pool: None
Frontage
Responsible for Road Maintenance: City/CountyRoad Surface Type: Black TopNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Road Frontage: 130
Finished Area
Finished Area (above surface): 3500 Square Feet

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Cape Cod
Building
Building Name: None AvailableConstruction Materials: FrameNot a New Construction
Property Information
Parcel Number: 33414.0965.00

Price & Status

Price
List Price: $4,000,000Price Per Sqft: $1,143/sqft
Status Change & Dates
Off Market Date: Tue Jul 21 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: REHOBOTH BEACHCommunity: Henlopen Acres
School Information
Elementary School District: Cape HenlopenJr High / Middle School District: Cape HenlopenHigh School District: Cape Henlopen

Building

Building Area
Building Area: 3500 Square Feet

Community

Not Senior Community

HOA

Has an HOAHOA Fee: $50/Annually

Lot Information

Lot Area: 0.45 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: DESU2107360Above Grade Unfinished Area: 3500

Additional Information

HOA Amenities: Beach Club,Marina/Marina Club,Security,Tennis Court(s)Source Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y
Last check for updates: about 7 hours ago
Listed by BRYCE LINGO, (302) 226-6417
Jack Lingo - Rehoboth
Listing Team: Bryce Lingo & Shaun Tull Team, Co-Listing Team: Bryce Lingo & Shaun Tull Team,Co-Listing Agent: Shaun Tull, (302) 226-6417
Jack Lingo - Rehoboth
Bought with: SHAUN TULL, (302) 226-6417, Jack Lingo - Rehoboth
Co-Buyer's Agent: BRYCE LINGO, (302) 226-6417, Jack Lingo - Rehoboth
Source: Bright MLS, MLS#DESU2107360

Price History for 53 Rolling Rd

DatePriceEventSource
04/16/2026$4,000,000Sold
Bright MLS #DESU2107360
03/20/2025$3,795,000Sold
Bright MLS #DESU2081706
12/28/2022$2,500,000Sold
N/A

Market trends in Henlopen Acres

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
—
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$5,225
Assessment$2,323,300
Home facts updated by county records

Comparable Sales for 53 Rolling Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
67 Tidewaters Rd, Rehoboth Beach, DE
0.10
Single-Family Home
$6,500,000
04/23/26
5
5.5
5,933
1 Tidewaters Rd, Rehoboth Beach, DE
0.61
Single-Family Home
$5,600,000
07/09/26
6
5
3,930
91 Columbia Ave, Rehoboth Beach, DE
0.26
Single-Family Home
$3,200,000
01/22/26
5
4.5
2,948
35 Thompson Ct, Rehoboth Beach, DE
0.42
Single-Family Home
$2,899,000
09/05/25
7
5.5
4,478
10 Columbia Ave, Rehoboth Beach, DE
0.35
Single-Family Home
$4,214,161
10/31/25
5
4.5
3,000
12 Rolling Rd, Rehoboth Beach, DE
0.40
Single-Family Home
$6,700,000
03/12/26
6
7
5,107
19593 Manchester Dr, Rehoboth Beach, DE
0.27
Single-Family Home
$995,000
10/09/25
5
3
2,565
11 Cookman St, Rehoboth Beach, DE
0.40
Single-Family Home
$3,699,000
07/22/26
4
4.5
2,800
41333 Gloucester Dr, Rehoboth Beach, DE
0.30
Single-Family Home
$1,545,000
01/23/26
4
3.5
4,650

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 53 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

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

7 pet-friendly rentals in Rehoboth Beach, DE

Explore by feature - Garage

6 rentals with a garage in Rehoboth Beach, DE

Explore by feature - Air Conditioning

17 rentals with air conditioning in Rehoboth Beach, DE

Explore by feature - Pool

17 rentals with a pool in Rehoboth Beach, DE

Explore by feature - Washer/dryer

16 rentals with a washer/dryer in Rehoboth Beach, DE

Explore by feature - Outdoor Space

6 rentals with an outdoor space in Rehoboth Beach, DE

Homes for sale near 53 Rolling Rd

Skip to last item
Skip to first item

Off Market Homes Near 53 Rolling Rd

Skip to last item
Skip to first item
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information