237 2nd St, Lewes, DE 19958
FOR SALE

237 2nd St
Lewes, DE 19958

  • 4 Beds
  • 3.5 Baths
  • 2,903 sqft

$2,395,000

Est. Mortgage $12,907/mo*

$2,395,000

Est. Mortgage $12,907/mo*
4 Beds
3.5 Baths
2,903 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.

Home Highlights

Parking
Open Parking
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$825
Listed
45 days ago

Home Details for 237 2nd St

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2903 Square Feet
Appliances & Utilities
Utilities: Propane, Cable ConnectedAppliances: Microwave, Built-In Range, Dishwasher, Disposal, Dryer, Oven/Range - Electric, Stainless Steel Appliance(s), Washer, Tankless Water HeaterDishwasherDisposalDryerLaundry: Main LevelMicrowaveWasher
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas/PropaneHas a Fireplace
Windows, Doors, Floors & Walls
Window: TransomFlooring: Ceramic Tile, Luxury Vinyl
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: Accessible Elevator Installed, Roll-in ShowerElevatorFloors: Ceramic Tile, Luxury Vinyl
View
No View

Exterior Features

Exterior Home Features
Roof: Architectural ShingleOther Structures: Above Grade, Below GradeFoundation: Crawl Space, BlockNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Private,Off Street
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2903 Square Feet

Days on Market

Days on Market: 45

Property Information

Year Built
Year Built: 2018
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Contemporary,Reverse,Coastal
Building
Building Name: None AvailableConstruction Materials: HardiPlank TypeNot a New Construction
Property Information
Condition: ExcellentNot Included in Sale: Sold Unfurnished.Included in Sale: Sold Unfurnished.Parcel Number: 33508.07307.02

Price & Status

Price
List Price: $2,395,000Price Per Sqft: $825
Status Change & Dates
Possession Timing: Coin w/Sell Sett

Active Status

MLS Status: ACTIVE

Location

Direction & Address
City: LEWESCommunity: None Available
School Information
Elementary School District: Cape HenlopenJr High / Middle School District: Cape HenlopenHigh School District: Cape Henlopen

Agent Information

Listing Agent
Listing ID: DESU2107918

Building

Building Details
Builder Name: Carl Alessi
Building Area
Building Area: 2903 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 4356 sqft

Listing Info

Special Conditions: Standard

Offer

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

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: DESU2107918Above Grade Unfinished Area: 2903

Additional Information

Source Internet Entire Listing Display: Y
Last check for updates: about 8 hours ago
Listing courtesy of Mike Kogler Team Kogler, (302) 236-7648
Long & Foster Real Estate, Inc., (302) 542-0228
Source: Bright MLS, MLS#DESU2107918
Also Listed on Bright MLS.

Price History for 237 2nd St

DatePriceEventSource
04/06/2026$2,395,000Listed For SaleBright MLS #DESU2107918
08/17/2017$540,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$2,510
Assessment$1,425,400
Home facts updated by county records

Comparable Sales for 237 2nd St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.04
Single-Family Home
$1,600,000
12/01/25
4
3
2,785
0.04
Single-Family Home
$1,310,000
07/30/25
4
3
3,474
0.25
Single-Family Home
$1,250,000
02/27/26
3
3.5
2,489
0.10
Single-Family Home
$1,650,000
07/11/25
4
5.5
3,322
0.19
Single-Family Home
$1,300,000
12/12/25
3
2.5
2,282
0.05
Single-Family Home
$2,500,000
04/13/26
4
5
4,057
0.14
Single-Family Home
$1,400,000
09/30/25
4
3
2,000
0.48
Single-Family Home
$1,100,000
06/13/25
4
3
2,511
0.18
Single-Family Home
$1,075,000
01/09/26
3
2.5
1,772
0.44
Single-Family Home
$865,000
03/13/26
4
2.5
1,782

What Locals Say about Lewes

At least 100 Trulia users voted on each feature.
  • 92 % Say it's dog friendly

  • 87 % Say car is needed

  • 78 % Say people would walk alone at night

  • 77 % Say there's holiday spirit

  • 77 % Say yards are well-kept

  • 74 % Say it's quiet

  • 72 % Say parking is easy

  • 67 % Say there's wildlife

  • 58 % Say streets are well-lit

  • 56 % Say they plan to stay for at least 5 years

  • 55 % Say neighbors are friendly

  • 55 % Say kids play outside

  • 46 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 41 % Say there are community events

  • 23 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Eileen Giaimo
    "My community of 300 homes is filled with loving dog owners who are always out walking and meeting their neighbors. "
  • Trulia User
    "Not applicable but generally traffic is not bad other than during peak summer months when it is atrocious "
  • roselenaramirez1
    "Well keep beautiful historic little town. No public transportation but great access to bike trails and lanes. "
  • Alvin Smith
    "Everyone is very friendly and respectful of each other. HOA conduct frequent social events. Many neighbors have dogs so you see a lot of folks walking as couples and with their dogs."
  • Trulia User
    "You can walk it dog and feel safe. There are areas that’s dogs can run free and not worry about cars"
  • Trulia User
    "I love near the beach, so I usually just drive there. Others often choose to take the city bus in the summer, because the traffic is outrageous. Taking the bus is faster in the summer. "
  • Trulia User
    "No sidewalks, no public transportation, it’s car or boat only. Please no more development. The county keeps permitting new homes with no road,sewer, walkways,bike trails,libraries, you get the idea…. "
  • Tyrus M.
    "Lewes is a car city. You need a car but it is walkable in downtown Lewes. Public transit is here but limited. "
  • Larry A.
    "Well maintained community. Easy access to the rail to trail for biking to the beach and downtown . Easy access to downtown."
  • Mary C. D.
    "Great community! Very close to schools and very close to all the great local restaurants and tons of things to do! Has a kids play park right in the center! "
  • gin
    "the neighborhood is great for people to go for walks or bike, safe for kids! great place to have kids!"
  • William.t.mulvaney
    "2nd Street and events are Canal Park are fun. Very family friendly. The restaurants have nightly specials. "
  • Vickigreenster
    "Best kept secret that is close to beaches, shopping, restaurants, food markets, and still a quiet neighborhood. Small pool"
  • Twoliveoccer
    "Beach, brewery/winery, food, farmer’s market, art, music, family, and more types of events year round. If you’re bored, it’s of your own accord."
  • Mariel31289
    "My neighborhood it’s quite and close by all shopping stores . Nice and clean and well maintained by the community "
  • Stephanie L.
    "There are many great places to take your children, like parks and the beach, as well as fun activities to do as a family. "
  • Molly S
    "10 minute commute to downtown. Dart bus does Service the area but I don’t take it. Uber and Lyft are very active in the area."
  • M. S.
    "I've lived in the neighborhood for 7 years. ir had a lot to offer for all. close to parks, the beach, entertainment and great restraints and shopping. traffic can be an issue in the summer but timetable for all that this town offers. "
  • Sofiaharney
    "Easy to access area and public transit available. Parking can be congested during tourism season but worth the beauty of the area and flourishing local business. Love! "
  • Aamatz
    "My parents live here. We visit often. It’s a lovely little town, with great beaches and a nice Main Street. "
  • Stephany J. N.
    "Chapel Green is a lovely community with beautifully kept homes, friendly neighbors and just a place you want to have grandbabies visit. We made a smart choice buying here. "
  • Izmirjoe
    "other dog walkers are friendly and willing to talk to each other. Dogs are friendly to non dog workers so people in general have friendly dogs. There are plenty of common areas where dogs can play without having to use a neighbor's yard."
  • Sgru_2000
    "Neighborhood events that include special events, the clubhouse, holiday events local community dining out program, local trips to downtown, events in Henlopen State park"
  • Kim
    "beaches parks. activities and restaurants ...... veiws ..... parks family fun peacefully. boats water sports.... education.. gardens..."
  • Samantha C.
    "Great area. A few parks. Nice schools and daycares. Lots of new communication with pools being built"
  • Clindyc1950
    "The development I live in consists mainly of retirees. The HOA is weak and the people don’t want to spend money to make improvements. "
  • Walkingkey
    "No problems in the area that I know of for over 18 years. People have no problem waving or saying hi to you if they are walking by and they clean up after their pets if they walk in your yard."
  • Janertracey
    "It’s perfect for everyone, young, old and in between. People visit leave and come back over and over"
  • Adrienne K.
    "Walk or ride your bike to the beach! Great restaurants and shoppes!"
  • morsefan
    "My parents lived in Henlopen Landing for 12 years. It's a beautiful neighborhood with friendly people. Pool, clubhouse, exercise room, close to tax free shopping, beach, parks, restaurants, charming "downtown Lewes", and at the same time, far enough away from the crowds! Great neighborhood for anyone!"

LGBTQ Local Legal Protections

Mike Kogler Team Kogler, Long & Foster Real Estate, Inc., (302) 542-0228
Agent Phone: (302) 236-7648
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
237 2nd St, Lewes, DE 19958 is a 4 bedroom, 4 bathroom, 2,903 sqft single-family home built in 2018. This property is currently available for sale and was listed by Bright MLS on Apr 1, 2026. The MLS # for this home is MLS# DESU2107918.