Nantucket in Rehoboth Beach. Own a piece of history at 69 Henlopen Avenue, one of the most distinctive properties in "The Pines" neighborhood of Rehoboth Beach! This remarkable home, crafted in the 1940s, brings together several smaller historic structures dating back to the early 1900s. This architectural gem is set on a generous 100' x 91' parcel offering space and privacy. The property’s cedar shake siding, cedar roofing, onion globe lanterns, brick walkways, and mature trees and landscaping exude classic and timeless curb appeal. Step inside and journey back in time. Original wide-plank hardwood floors, carefully curated period furnishings, and exquisite vintage details transform every room into a work of art. With over 4,900 square feet of heated living space, this residence offers seven wood-burning fireplaces, three staircases, exposed wood beams, and masterful craftsmanship throughout. The home’s spacious layout includes 5 bedrooms, 3.5 baths, a formal living room, an inviting study, a formal dining room, and a sunroom, all designed with comfort and character in mind. The kitchen features marble countertops, stainless steel appliances, and a convenient wet bar, making it both beautiful and functional. Outside, a private rear yard provides a peaceful escape, ideal for entertaining or quiet reflection. Located just a short stroll from both the ocean and downtown Rehoboth Beach, this extraordinary property offers an unmatched blend of history, style, and convenience. Embrace the opportunity to own this truly unique piece of Rehoboth’s rich heritage!
Facts & Features
MLS® #
DESU2106036
Price
$3,995,000
Bedrooms
5
Bathrooms
3.50
Full Baths
3
Half Baths
1
Square Footage
4,952
Acres
0.21
Year Built
1900
Type
Single Family
Sub-Type
Detached
Style
Cottage, Coastal
Status
Active
Annual Tax Amount
$1,071
Community Information
Address
69 Henlopen Ave
Area
Lewes Rehoboth Hundred
Subdivision
NORTH REHOBOTH
City
Rehoboth Beach
County
SUSSEX-DE
State
DE
Zip Code
19971
Within City Limits
Yes
Sussex Delaware Quadrant
East of Rt 1
Amenities
Amenities
Built-Ins, Entry Level Bedroom, Walk-in Closet(s), Wood Floors, Exposed Beams, Additional Stairway, Attic, Bathroom - Walk-In Shower, Ceiling Fan(s), Curved Staircase, Double/Dual Staircase, Recessed Lighting, Upgraded Countertops, Wet/Dry Bar, Window Treatments
Utilities
Cable TV Available, Phone Available, Multiple Phone Lines, Propane
Parking
Brick Driveway
View
Garden/Lawn
Is Waterfront
No
Interior
Interior Features
Floor Plan - Traditional
Appliances
Refrigerator, Dryer, Dishwasher, Disposal, Dryer - Front Loading, Icemaker, Oven/Range - Electric, Stainless Steel Appliances, Washer - Front Loading, Washer/Dryer Stacked, Water Heater, Microwave
Heating
Heat Pump - Gas BackUp
Cooling
Central A/C
Fireplace
Yes
# of Fireplaces
7
Fireplaces
Mantel(s), Wood
Stories
2
Has Basement
Yes
Basement
Unfinished, Partial
Exterior
Exterior
Cedar, Shake Siding
Exterior Features
Awning(s),Exterior Lighting,Flood Lights,Extensive Hardscape,Patio(s),Porch(es),Balcony,Partially,Privacy
Lot Description
Subdivision Possible
Windows
Screens, Wood Frame
Roof
Shake, Shingle, Wood, Flat
Construction
Cedar, Stick Built, Shake Siding
Foundation
Block, Crawl Space
School Information
District
CAPE HENLOPEN
Elementary
REHOBOTH
Middle
BEACON
High
CAPE HENLOPEN
Additional Information
Date Listed
February 28th, 2026
Days on Market
46
Zoning
TN
Foreclosure
No
Short Sale
No
RE / Bank Owned
No
Listing Details
Office
Jack Lingo - Rehoboth
Contact Info
(302) 227-3883
