Sold
Last Sold Price
4 beds2,899 sqft
39 Rolling Rd, Rehoboth Beach, DE 19971
Single FamilyProperty Type
0.66 acresLot Size
1959Year Built
$1,147/sq ftPrice per sq ft
12 carsParking Spaces

Description

A unique and rarely offered Henlopen Acres property sited on an oversized parcel adjacent to the Art League, the crown jewel of this ocean and canal-front town of 200 stately homes, is coming soon. The home offers spacious and light-filled one-level living with a large circular drive and a welcoming front screened porch. From the foyer, enter the oversized living room with a wood-burning fireplace, built-ins, and expansive space for dining and entertaining. Glass doors lead to a more formal dining...A unique and rarely offered Henlopen Acres property sited on an oversized parcel adjacent to the Art League, the crown jewel of this ocean and canal-front town of 200 stately homes, is coming soon. The home offers spacious and light-filled one-level living with a large circular drive and a welcoming front screened porch. From the foyer, enter the oversized living room with a wood-burning fireplace, built-ins, and expansive space for dining and entertaining. Glass doors lead to a more formal dining room with a chandelier and two walls of french doors opening to a pergola-covered wrap-around brick patio with water fountains. The kitchen has a large centerpiece copper range hood, SS appliances, white cabinets, a pantry, and a pass-through to a 6-stool bar. Beyond is a bright, eat-in breakfast and sitting room with skylights. The private owner's suite has an adjacent office and sliding glass doors opening to a solarium and a patio backing up to the Art League grounds. Three additional bedrooms including one ensuite, two half baths, a full laundry, and an oversized 2 car garage with a workshop complete the home. Two prized features of the town include the marina and the private beach and tennis club. This property affords endless possibilities to enjoy now, to renovate, or to build your dream home. Offered "as is." Furnishings are negotiable. Lot measurements are from the Survey provided by the Town of Henlopen Acres files. All measurements should be verified by buyers to their own satisfaction.
  • Listed by: Jennifer Lamson 703.623.8200 jennifer.lamson@oasir.net • Ocean Atlantic Sotheby's International Realty
Listing closed: 03/24/2023 12:00 AM • Source: BRIGHT, MLS#: DESU2036470

See It First on Compass

Find homes before they're listed on other real estate sites.

Start your search

Recent comparable sales

Median sold price

$1,850,000

Avg days on market

31

Sale-to-list ratio

96.1%

Rehoboth Beach, DE

9 comparable properties found

a group of people sitting outside of a building
1/77
1

$2,549,000

Sold 12/18/25

4
Bedrooms
2,350
Square Feet
0.11
Acres
a front view of a house with a garden
1/63
2

$2,500,000

Sold 06/09/25

4
Bedrooms
2,562
Square Feet
0.09
Acres
a aerial view of a house with a big yard potted plants and a table
1/123
3

$1,143,000

Sold 05/07/25

4
Bedrooms
2,717
Square Feet
0.18
Acres
a view of a house with a yard
1/61
4

$3,000,000

Sold 06/16/25

4
Bedrooms
1,800
Square Feet
0.31
Acres
$975,000 | 19492 Manchester Drive, Rehoboth Beach, DE 19971
1/44
5

$975,000

Sold 08/20/26

4
Bedrooms
3,000
Square Feet
0.19
Acres
$1,850,000 | 6 Fillingame Way, Rehoboth Beach, DE 19971
1/71
6

$1,850,000

Sold 10/03/24

4
Bedrooms
2,916
Square Feet
0.28
Acres
$1,200,000 | 41219 Gloucester Drive, Rehoboth Beach, DE 19971
1/72
7

$1,200,000

Sold 12/13/24

4
Bedrooms
2,833
Square Feet
0.22
Acres
$1,050,000 | 37513 Worcester Drive, Rehoboth Beach, DE 19971
1/2
8

$1,050,000

Sold 07/17/26

4
Bedrooms
2,500
Square Feet
0.19
Acres
a view of a house with a large window and a yard
1/82
9

$2,610,000

Sold 05/16/25

5
Bedrooms
2,975
Square Feet
0.18
Acres

Location

Listing Courtesy of Ocean Atlantic Sotheby's International Realty

Sold By Jack Lingo - Rehoboth

Add your commute

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$17,527 per month

30 year fixed, 6.71% Interest

Principal and Interest

$17,182

Property Taxes

$345

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 39 Rolling Road

Property Details
  • Taxes: $4,134 / year
  • MLS Type: Residential / Fee Simple
  • Tax ID Number: 334-14.09-55.00
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: No
  • Structure Type: Detached
  • Style: Coastal
  • Levels/Stories: 1
  • Furnished: No
  • Waterfront: No
  • Views: Garden/Lawn, Trees/Woods
  • Garage: Yes
  • Expected On Market Date: 02-25-2023
  • Subdivision: HENLOPEN ACRES
  • Subdivision: HENLOPEN ACRES (SUSSEX DE)
  • Building Name: NONE AVAILABLE (REHOBOTH BEACH DE)
  • Legal Subdivision: HENLOPEN ACRES
  • Total Parking Spaces: 12
  • Central Air: No
  • Basement: No
  • Room Count: 17
  • Above Grade Finished SQFT: 2,899.00
  • Above Grade Fin SQFT Source: Estimated
  • Below Grade Finished SQFT: .00
  • Below Grade Fin SQFT Source: Assessor
  • Below Grade Unfinished SQFT: .00
  • Below Grade Unfin SQFT Source: Assessor
  • Total Below Grade SQFT: .00
  • Total Below Grade SQFT Source: Assessor
  • New Construction: No
  • Property Condition: Good
Building Information
  • Stories: 1
  • Year Built: 1959
  • Lot Size: 0.66 AC / 28,749 SF
Location
Location
  • In City Limits: Yes
  • School District Name: CAPE HENLOPEN
  • School District County ID: 300200396895
  • SchoolDistrictSource: Listing Agent
  • Elementary School: REHOBOTH (SUSSEX DE)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: BEACON (SUSSEX DE)
  • MiddleSchoolSource: Listing Agent
  • High School: CAPE HENLOPEN (SUSSEX DE)
  • HighSchoolSource: Listing Agent
  • County: SUSSEX
  • MLS Area: Lewes Rehoboth Hundred (31009)
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2022
  • Tax Assessed Value: $53,750
  • Year Assessed: 2022
  • County Tax: $239
  • City Town Tax: $1,580
  • Clean Green Assessed: No
  • Municipal Trash: No
  • Land Use Code: 999
  • Zoning: TN
  • Tax Lot: 3
  • School Tax: $2,315
  • School Tax Payment Frequency: Annually
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Concessions: No
Rooms
Main
  • # Bedrooms Count Main Level: 4
  • # Bathrooms Count Main Level: 4
  • # Bathrooms Full Main Level: 2
  • # Bathrooms Half Main Level: 2
Rooms
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Foyer, Breakfast Room, Sun/Florida Room, Laundry, Other, Office, Bathroom 2, Bathroom 3, Primary Bathroom, Screened Porch
  • Stories: Main
Rooms Information
Room 1
  • Room Type: Primary Bedroom
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Attached Bathroom, Cedar Lined Closet, Flooring - Tile
Room 2
  • Room Type: Primary Bathroom
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Tile
Room 3
  • Room Type: Bedroom 2
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Built-Ins, Ceiling Fan(s), Flooring - Tile
Room 4
  • Room Type: Bedroom 3
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Attached Bathroom, Ceiling Fan(s), Flooring - Tile
Room 5
  • Room Type: Bedroom 4
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Tile
Room 6
  • Room Type: Foyer
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Tile
Room 7
  • Room Type: Kitchen
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Breakfast Bar, Flooring - Tile, Pantry, Kitchen - Eat-in
Room 8
  • Room Type: Breakfast Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Cathedral/Vaulted Ceiling, Flooring - Tile, Skylight(s)
Room 9
  • Room Type: Laundry
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Tile
Room 10
  • Room Type: Dining Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Tile
Room 11
  • Room Type: Bathroom 2
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Countertop(s) - Granite, Flooring - Tile
Room 12
  • Room Type: Bathroom 3
  • Room Level: Main
  • Room Exists: Yes
Room 13
  • Room Type: Screened Porch
  • Room Level: Main
  • Room Exists: Yes
Room 14
  • Room Type: Office
  • Room Level: Main
  • Room Exists: Yes
Room 15
  • Room Type: Sun/Florida Room
  • Room Level: Main
  • Room Exists: Yes
Room 16
  • Room Type: Living Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Countertop(s) - Granite, Fireplace - Wood Burning, Flooring - HardWood, Dining Area, Built-Ins, Ceiling Fan(s), Living/Dining Room Combo
Room 17
  • Room Type: Other
  • Room Level: Main
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 2,899.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: .00
  • Total SQFT: 2,899.00
  • Total SQFT Source: Estimated
  • Main Entrance Orientation: East
  • Construction Materials: Shake Siding, Stick Built
  • Roof: Architectural Shingle
  • Flooring Type: Hardwood, Ceramic Tile
  • Foundation Details: Crawl Space
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bedrooms-Main Level-4, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bathrooms Half-Main Level-1, Bathrooms Half-Main Level-2
  • # Bathrooms Full: 2
  • # Bathrooms Half: 2
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Size Dimensions: 191.00 x 214.00
  • Lot Dimensions Source: Assessor
  • Lot Features: Backs to Trees, Corner, Cleared, Front Yard, Landscaping, Level, Partly Wooded, Rear Yard, Private, SideYard(s), Trees/Wooded
  • Road Surface Type: Paved
  • Road Responsibility: Public, Boro/Township
  • Location Type: Corner Lot/Unit
  • Parcel ID: 5195352
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Driveway, Attached Garage, Off Street
  • Num of Attached Garage Spaces: 2
  • Driveway - # of Spaces: 10
  • Total Garage Spaces: 2
  • Parking Features: Circular Driveway, Crushed Stone
  • Garage Features: Garage - Front Entry, Garage Door Opener, Inside Access, Oversized, Additional Storage Area, Built In
Interior Features
Interior Features
  • Interior Features: Built-Ins, Breakfast Area, Cedar Closet(s), Ceiling Fan(s), Bar, Dining Area, Entry Level Bedroom, Pantry, Recessed Lighting, Primary Bath(s), Kitchen - Eat-In, Formal/Separate Dining Room, Combination Dining/Living, Skylight(s), Soaking Tub
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Brick, Mantel(s), Wood
  • Appliances: Dishwasher, Disposal, Dryer - Electric, Dryer - Front Loading, Exhaust Fan, Microwave, Oven/Range - Electric, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
  • Accessibility Features: 32"+ wide Doors
  • Door Features: French, Sliding Glass
  • Window Features: Double Hung, Insulated, Screens, Skylights, Sliding, Storm
  • Laundry Type: Dryer In Unit, Main Floor, Washer In Unit
Exterior Features
Exterior Features
  • Spa: No
  • Exterior Features: Gutter System, Extensive Hardscape
  • Outdoor Living Structures: Patio(s), Porch(es), Brick, Enclosed, Screened, Wrap Around
  • Pool: No Pool
  • Other Structures: Above Grade, Below Grade
Utilities
Utilities
  • Utilities: Propane, Water Available, Sewer Available, Phone Available, Cable TV Available, Electric Available
  • Heating: Yes
  • Cooling Type: Ceiling Fan(s)
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Propane - Owned
  • Hot Water: 60+ Gallon Tank
  • Water Source: Community
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Sussex County Association of REALTORS (DE)

Property History for 39 Rolling Road

DateEvent & SourcePriceAppreciation
Mar 24, 2023

Closed

BRIGHT #DESU2036470

$3,325,000
Mar 22, 2023

Closed (Public Record)

Public Record #1508999842

$3,325,000
Feb 28, 2023

Pending

BRIGHT #DESU2036470

DateEvent & SourcePrice
03/24/2023

Closed

BRIGHT #DESU2036470

$3,325,000
03/22/2023

Closed (Public Record)

Public Record #1508999842

$3,325,000
02/28/2023

Pending

BRIGHT #DESU2036470

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 39 Rolling Road

Taxable ValueLand$35,650Additions$18,100Total$53,750
Tax Record2026$6,604 ($550 / month)
Home Facts
Beds3Total Finished SqFt3,130 SqFtAbove Grade Finished SqFt3,130 SqFtStories1Lot Size40,872 SqFtStyleSingle Family ResidenceYear Built1958Year Renovated1958ZoningTNCountySUSSEXAPN334-14.09-55.00

Schools near 39 Rolling Road

This home is within Cape Henlopen School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - 6 to 8
Rating
School
Distance
Rehoboth Elementary School
PublicK to 5

Mariner Middle School
Public6 to 8

Cape Henlopen High School
Public9 to 12

Frederick D Thomas Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 19971

$949,900 | 34049 Aggies Way, Rehoboth Beach, DE 19971
1/23
New

$949,900

4
Bedrooms
2,456
Square Feet
$2,699,000 | 6 Wades Court, Rehoboth Beach, DE 19971
1/92
Open: 9/23 12:00PM - 02:30PMNew

$2,699,000

4
Bedrooms
3,900
Square Feet
0.27
Acres
$624,900 | 21604 Cordova Place, Rehoboth Beach, DE 19971
1/5
See It FirstCompass Coming Soon

$624,900

4
Bedrooms
2,800
Square Feet
Unavailable
Acres
$459,999 | 900 Stoney Brook Circle, Unit 903, Rehoboth Beach, DE 19971
1/37
Open: 9/26 10:00AM - 12:00PMNew

$459,999

3
Bedrooms
1,505
Square Feet
Unavailable
Acres
$1,400,000 | 204 Carolina Street, Dewey Beach, DE 19971
Coming Soon

$1,400,000

3
Bedrooms
Unavailable
Square Feet
0.11
Acres
$975,000 | 19308 Loblolly Circle, Rehoboth Beach, DE 19971
1/5
Coming Soon

$975,000

5
Bedrooms
4,670
Square Feet
$769,900 | 18693 Crimson Road, Rehoboth Beach, DE 19971
1/64
Listed By CompassOpen: 9/26 12:00PM - 02:00PM

$769,900

4
Bedrooms
2,800
Square Feet
0.17
Acres
$770,000 | 223 Country Club Drive, Unit 205, Rehoboth Beach, DE 19971
1/60
Coming Soon

$770,000

2
Bedrooms
1,050
Square Feet
Unavailable
Acres
$1,475,000 | 41235 Gloucester Drive, Rehoboth Beach, DE 19971
1/57
See It FirstColdwell Banker Realty Coming Soon

$1,475,000

5
Bedrooms
4,873
Square Feet
0.17
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 39 Rolling Road, Rehoboth Beach, DE 19971
$3,325,000
4
2,899
28,749
5
5
1,976
16,400
3
2,050
25,134
4
6
3,190
27,891
35,562
$3,200,000
4
2,090
23,256

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Ocean Atlantic Sotheby's International Realty

Based on information from one of the following Multiple Listing Services: BRIGHT, Greater LeHigh Valley Regional MLS, Greator Scranton Board of REALTORS® and Pocono Mountains Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by BRIGHT, Greater LeHigh Valley Regional MLS, Greator Scranton Board of REALTORS® and Pocono Mountains Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.