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.
For sale
Price cut: $100K (6/16)
$2,295,000
237 2nd St, Lewes, DE 19958
4beds
2,903sqft
Single Family Residence
Built in 2018
4,356 Square Feet Lot
$-- Zestimate®
$791/sqft
$-- HOA
What's special
Gas fireplaceExceptional storageCustom closetsLight-filled spaceDual fuel heatingWhole-home music systemInduction cooktop
- 82 days |
- 747 |
- 31 |
Zillow last checked:
Listing updated:
Listed by:
Mike Kogler Team Kogler 302-236-7648,
Long & Foster Real Estate, Inc. 302-542-0228
Source: Bright MLS,MLS#: DESU2107918
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 3
Basement
- Area: 0
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Microwave, Built-In Range, Dishwasher, Disposal, Dryer, Oven/Range - Electric, Stainless Steel Appliance(s), Washer, Tankless Water Heater
- Laundry: Main Level
Features
- Soaking Tub, Bathroom - Stall Shower, Bathroom - Walk-In Shower, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Combination Kitchen/Living, Elevator, Entry Level Bedroom, Open Floorplan, Kitchen - Gourmet, Pantry, Primary Bath(s), Recessed Lighting, Sound System, Upgraded Countertops, Walk-In Closet(s), Kitchen Island, Dry Wall
- Flooring: Ceramic Tile, Luxury Vinyl
- Windows: Transom
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Gas/Propane
Interior area
- Total structure area: 2,903
- Total interior livable area: 2,903 sqft
- Finished area above ground: 2,903
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Private, Off Street
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Accessible Elevator Installed, Roll-in Shower
Features
- Levels: Two
- Stories: 2
- Pool features: None
Lot
- Size: 4,356 Square Feet
- Dimensions: 50.00 x 86.00
- Features: Landscaped, Front Yard
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 33508.07307.02
- Zoning: TN
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Reverse,Coastal
- Property subtype: Single Family Residence
Materials
- HardiPlank Type
- Foundation: Crawl Space, Block
- Roof: Architectural Shingle
Condition
- Excellent
- New construction: No
- Year built: 2018
Details
- Builder name: Carl Alessi
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Propane, Cable Connected
Community & HOA
Community
- Subdivision: None Available
HOA
- Has HOA: No
Location
- Region: Lewes
Financial & listing details
- Price per square foot: $791/sqft
- Tax assessed value: $1,425,400
- Annual tax amount: $4,671
- Date on market: 4/6/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Inclusions: Sold Unfurnished.
- Exclusions: Sold Unfurnished.
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/16/2026 | Price change | $2,295,000-4.2%$791/sqft |
Source: | ||
| 4/6/2026 | Listed for sale | $2,395,000+343.5%$825/sqft |
Source: | ||
| 8/17/2017 | Sold | $540,000$186/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,510 +103.3% | $712,700 +1924.7% |
| 2024 | $1,235 +0.1% | $35,200 |
| 2023 | $1,233 +5.2% | $35,200 |
| 2022 | $1,173 -6.7% | $35,200 |
| 2021 | $1,258 -23.9% | $35,200 |
| 2020 | $1,653 | $35,200 +838.7% |
| 2019 | $1,653 -0.1% | $3,750 |
| 2018 | $1,655 +949.5% | $3,750 |
| 2017 | $158 +5.3% | $3,750 |
| 2016 | $150 +4.7% | $3,750 |
| 2015 | $143 +0.7% | $3,750 |
| 2014 | $142 +2.9% | $3,750 |
| 2013 | $138 +0.4% | $3,750 |
| 2012 | $138 +11.9% | $3,750 |
| 2011 | $123 | $3,750 |
| 2010 | $123 -3% | $3,750 |
| 2009 | $127 | $3,750 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 19958
Nearby schools
GreatSchools rating
- 9/10Shields (Richard A.) Elementary SchoolGrades: K-5Distance: 0.6 mi
- NAFrederick D Thomas Middle SchoolGrades: 6-8Distance: 1.6 mi
- 8/10Cape Henlopen High SchoolGrades: 9-12Distance: 1.4 mi
Schools provided by the listing agent
- District: Cape Henlopen
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Delaware
- Sussex County
- Lewes
- 19958
- 237 2nd St






