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575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2026 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY. LISTING DATA REFRESHED ON APR 3 2026 AT 9:42 PM.

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237 2ND St

lewes, DE 19958

$2,395,000

  • 4 BR
    3 BA, 1 HALF BA
    approx. 2,903 SF
  • Coming soon

Interested? Let's Connect

Perfectly positioned at the end of one of the most charming streets in Historic Lewes, Delaware—founded in 1631. 237 2nd Street presents a rare opportunity to own a thoughtfully designed coastal retreat. The home’s façade reflects architectural styles dating back centuries, offering the unique advantage of modern construction paired with timeless surroundings. Designed by Brenda Jones and built by respected custom builder Carl Alessi, this 4-bedroom, 3.5-bath residence seamlessly blends classic coastal character with a clean, contemporary floor plan, complete with two-car off-street parking—an invaluable amenity in this premier in-town location. Just steps from the Lewes Historical Society, Canalfront Park, and the boutique shops and restaurants along Second Street, the setting is both highly walkable and truly exceptional.

Inside, a highly desirable reverse floor plan unveils an expansive, open great room designed for effortless entertaining and everyday living. Situated on the uppermost level and accessible by elevator, this light-filled space seamlessly connects the living, dining, and kitchen areas, creating a bright, airy atmosphere rarely found within the historic district. The chef’s kitchen is beautifully appointed with leathered quartzite countertops, a custom tile backsplash, induction cooktop, and both under-cabinet and above-cabinet lighting that enhance ambiance and functionality. A large pantry and generous workspace further elevate the experience. Wide plank LVP flooring flows throughout, complemented by a gas fireplace, whole-home music system, dual fuel heating, and an alarm system. Both first- and second-floor primary suites provide flexible living arrangements, while custom closets, a dedicated utility room, and exceptional storage reflect the home’s thoughtful design.

A relaxing three-season EZ Breeze sunporch offers the perfect setting to unwind or entertain in comfort. From your doorstep, enjoy easy access to scenic bike trails connecting to Cape Henlopen State Park and Rehoboth Beach, or spend your days along the shores of Lewes Beach. Offering the rare combination of historic district charm and modern, open-concept living, this meticulously crafted home delivers an exceptional coastal lifestyle defined by convenience, character, and timeless appeal.

Details

2,903 Sq Ft

4,356 Sq Ft Lot Size

other

$4,671 Annual Tax

Built in 2018

MLS/Listing ID DESU2107918

NONE AVAILABLE

Amenities & Features

Elevator

Ceiling Fans

Sound System

Upgraded Countertops

Heating - Electric

Block

Crawlspace

Ceramic Tile

Cooling - Central Air

Construction - Hardi Plank Type

Style - Coastal

Style - Contemporary

Stainless Steel Appliance(s)

Microwave

Kitchen Island

Walk-in Closets

Lot - Front Yard

Parking - Private

Disposal

Dishwasher

Built-in Range

Roll-In Shower

Recessed Lighting

Pantry

Pets Allowed

Interested In 237 2ND St?

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 04/03/2026.
Source: Bright Multiple Listing Service, Inc.

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