The Historic District of Lewes, Delaware features many fine Victorian Homes and houses and commercial buildings dating as far back as the early 1700s. The downtown commercial areas of Pilottown Road (Front Street), and Second Street are all situated inside the historic district.

The Lewes Historic District is bordered on the east by the Lewes-Rehoboth Canal. Other boundaries are harder to describe and are easier illustrated than described. This Map of Lewes (paper copies are available at The Lee Ann Wilkinson Group office and also at the Lewes Chamber of Commerce) shows the historic district highlighted in green.

Take an aerial tour for a better view!

Shipcarpenter Square, which sits in the Historic District and borders Burton's Subdivision is made up of historic homes and re-purposed historic buildings which have been moved to their location from other parts of the state.

The Lewes Historical Society Complex sits adjacent to Shipcarpenter Square on 110 Shipcarpenter Street. The complex features many historic structures from the 18th and early 19th centuries including an old schoolhouse, doctor's office, country store and blacksmith shop. The Lewes Historical Society is the guardian of several other museums inside the Historic District as well, including the Cannonball House and the Lewes Life Saving Station in the Lewes Canalfront Park.

The Historic Lewes Farmer's Market is held on the grounds of the Lewes Historical Society, at their complex on most Saturday mornings from 8 am to noon, Memorial Day weekend through the last weekend in October.

The Zwanandael Museum, perhaps one of Lewes' better known museums, is owned and operated by the State of the Delaware.

The Lewes Canalfront Park, dedicated in 2009, is also part of the historic district. The park features a friendly "seaside theme" playground, tennis courts, ballpark, pier, gazebo and gardens all easy accessible to residents and visitors.

Historic District Real Estate Listings

224 2nd St, Lewes, DE

$999,000

Bedrooms: 4
Full Baths: 3
Half Baths: 1
MLS Number: 712893

Take Center Stage! Amazing Location In The Heart Of Town Puts You Front And Center To Historic Lewes Life! Enjoy Modern, Comfortable Living With 4 Spacious Bedrooms (including A First-floor Master), 3.5 Baths, An Oversized 1-car Garage And Plenty Of Off-street Parking - Perfect For Hosting Guests. Bright And Inviting Farmhouse Style Kitchen Includes Wainscoting Details And Tons Of Cabinet Space. Stroll Down The Street To The Best Dining And Shopping In Town, Or Relax In Privacy On The Screened Porch, Deck And Beautifully Landscaped, Fenced Back Yard. Unbeatable Central Location Grants Easy Access To Everything. Truly A Jewel In Town!

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208 Third Street, Lewes, DE

$995,000

Bedrooms: 4
Full Baths: 4
MLS Number: 710408

Living History! Stand The Test Of Time In Historic Lewes. Rich History And Remarkable Style Are The Hallmarks Of This Stand-out Historic Lewes Home. The Story Began In The 1730’s: Built In Colonial Saltbox Architectural Design With Post And Beam Construction, The Home Originally Housed A Tavern, And A Central Chimney Served Four Fireplaces In The Original Rooms. Remarkable “chapters” In Following Centuries Have Added Depth Of Style And Modern Luxury To The Exposed Brick And Beams And Gorgeous Floors. Perfectly Appointed With Fitting Furnishings – Which Are Negotiable With Sale. Entertaining-friendly First Floor Includes An Updated Kitchen With Stainless Appliances, Three Sinks And A Five-burner Gas Ranges, Which Opens To The Great Room. Four Bedrooms, Four Full Baths, And A Beautiful Private Yard With In-ground Pool Add To The Modern Attraction. This Gem Has Been A Favorite On Both The Lewes Christmas Tour And The Lewes Garden Tour.

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308 Pilottown Road, Lewes, DE

$899,900

Bedrooms: 5
Full Baths: 3
Half Baths: 1
MLS Number: 708103

Lasting Historical Perspective! Discover Enormous Potential & Local Lewes History Inherent To This Canal Front Gem. Since The 1700’s, This Member Of The National Registry Of Historic Places Has Witnessed The Evolution Of De’s First Town From Its Premier Vantage Point Along The Lewes-rehoboth Canal. Since The Time Of Its Original Owner, Cornelius Wiltbank (centuries Ago), Home Has Evolved W/our Vibrant Town Yet Kept Innate Character. Today It’s “twice As Nice” With 5br, 3.5 Ba Total, Configured As 2 Separate/fully Functional Residential Units In The Lewes Historic District (one 3br, 2ba; Other Is 2br, 1.5ba). Enjoy One; Rent The Other - Or Create The Ideal Family Living Scenario! Home Exudes Authentic Charm W/hardwoods, Exposed Wood Beams, Recent Hvac/window Updates, Finished 3rd Floor Attic/loft Space. Separate Carriage House Offers More Storage Nestled In Charming Landscaped Yard. Park 4-5 Cars In The Driveway, Walk/bike To Town & Take Part In The Ongoing Historical Lewes Story!

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23 Shipcarpenter Square, Lewes, DE

$899,500

Bedrooms: 3
Full Baths: 3
MLS Number: 707146

The Reason You Love Lewes! Colonial Style And Character Emanate From Every Inch Of This Remarkable Renovation On Unique Shipcarpenter Square – Quintessentially “lewes.” This Picture-perfect Gem Blends 19th Century Charm Seamlessly With 21st Century Comforts. Flawless Style Shines Throughout, From The Gourmet Kitchen With Granite Countertops And Stainless Steel Appliances To The First-floor Master Suite With Walk-in Closets, Gas Fireplace, And More. Original Allure Comes Through The Architecture, Wood-burning Fireplace And Exposed Brick. Impressive Landscaping Makes Outdoor Living Easy, Too – All Just Steps To Dining, Shopping, And Recreation In Historic Downtown Lewes And The Beach!

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340 Market Street, Lewes, DE

$849,900

Bedrooms: 4
Full Baths: 3
MLS Number: 711591

Historic Jewel! Fantastically Preserved, Yet Extensively Updated Gorgeous Home In The Heart Of Downtown Historic Lewes! This Property Features A Main Home With 3 Bedrooms, Hardwood Floors, Fireplace, Gourmet Kitchen With Granite Counters & Stainless Steel Appliances, Two Living Rooms, And Two Screened Porches. The Centerpiece Of The Tastefully Landscaped Backyard Is A Beautiful In-ground Pool With Paver Patio, Which Also Serves As A Separation Between The Main Home And The Bonus Detached Guest Quarters: Complete With Wet-bar, Bedroom, Full Bath, And Living Room! A Must-see Within Walking Distance To Downtown Shopping & Dining, And Only A Short Bike Or Drive To The Beach!

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211 Fourth Street, Lewes, DE

$799,000

Bedrooms: 5
Full Baths: 4
MLS Number: 711239

In-town Oasis! Treat Yourself To This Absolutely Fabulous And Perfectly Located Stunner In The Heart Of Lewes! Whether You Long For Charm And History Inherent To “traditional Lewes Homes” Or Crave A Sleeker, Modern Air, This Home Delivers! Renovated 19th Century Home Provides 5 Bedrooms, 4 Baths (including Convenient First- And Second-floor Master Suites), Plus Open, Airy Gathering Spaces. The Just Fully Remodeled Kitchen Is The Jewel In This Crown With Sparkling New Appliances, Counters, Backsplashes And Appointments. The Oasis Extends Outside With A Huge Screened Porch, Private Fenced Yard, And Coveted Off-street Parking In Town. Make Your Move To Historic Lewes And The Beach, And Enjoy The Best Of Both Worlds!

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103 2nd Street, Lewes, DE

$795,000

MLS Number: 710422

Amazing Commerical Opportunity Rare Commercial Property For Sale In Premier Downtown Lewes Location! Sale Includes An Ideal First-floor Retail Space Plus Newly Renovated One-bedroom, One-bath Apartment. Living Space Is Perfectly Styled – Modern And Metropolitan With Exposed Bricks And Beams. Rental Income Already In Place! This Could Be Exactly What You’ve Been Looking For – Call Today!

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207 Fourth, Lewes, DE

$599,900

Bedrooms: 4
Full Baths: 2
Half Baths: 1
MLS Number: 703424

Heart Of History Embrace This Opportunity To Secure Your Place In The History Of Downtown Lewes. Historic, Mid-19th Century Colonial Charm And Present-day Amenities Converge In This Classic Home. Restoration Showcases The Characteristic Details Of Exposed Wood Beams, Plank Pine Wood Floors, Built-ins And Period Architecture. Enjoy Modern Conveniences Like A First-floor Master Bedroom, Spacious Rooms, Vaulted Ceilings, And More. The Private, Landscaped Yard And Relaxing Screened Porch Are Showpieces Of The Property And Are Sure To Become Favorite Escapes. Walk To Shopping, Restaurants, Library, Parks, And The Timeless Delaware Bay!

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139 Franklin Avenue, Lewes, DE

$599,900

Bedrooms: 5
Full Baths: 2
Half Baths: 1
MLS Number: 710718

Versatile Lewes Investment Seize The Opportunity For This Ideal, In-town Lewes 3-bedroom Colonial Farm House With An Attached 2-bedroom, Fully Outfitted Apartment. Purchase Both To Live In One, And Rent Out The Other, Or Purchase One And Start Your Beach Life Now! Features Include Hardwood Floors, Exposed Brick Accents, Spacious Rooms With High Ceilings, And More. Traditional Lewes Charm With Modern Comforts Await - All Within A Few Blocks Of Downtown Lewes Shopping, Restaurants, Library And Recreation, And Just Minutes To The Beach And Coastal Highway!

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609 Savannah Road, Lewes, DE

$475,000

Bedrooms: 3
Full Baths: 1
Half Baths: 1
MLS Number: 708134

On The Market …and Next To The Market! Undeniable Appeal Lies In Living - Or Working - Mere Steps To A Lewes Icon, Lloyd’s Iga! Classic Cedar Shingle Farmhouse In Historic Lewes Offers Ready-made Potential For A Well-located Home Based Business With Its Residential/limited Commercial Zoning. Think Outside The Box And Imagine The Potential! Property Boasts Cape Henlopen Lighthouse Stone Fireplace, Hardwood Floors And Accents Throughout, Country Kitchen With Porcelain Sink, Three Bedrooms, And Fantastic In-town Backyard! Home Sits On A Generous Cleared Lot And Offers So Many Possibilities, From Professional Services To Retail. Walk Everywhere, Including The Beach, Dining And Of Course, Grocery Shopping!

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139 Franklin Avenue, Lewes, DE

$399,900

Bedrooms: 3
Full Baths: 1
Half Baths: 1
MLS Number: 710717

Versatile Lewes Investment Seize The Opportunity For This Ideal, In-town Lewes 3-bedroom Colonial Farm House! An Attached 2-bedroom, Fully Outfitted Apartment Also Available For $599,900 Total. Purchase This Front Unit And Start Beach Life Now; Or Buy Both To Live In One, And Rent Out The Other. Traditional Lewes Charm With Modern Comforts Await - All Within A Few Blocks Of Downtown Lewes Shopping, Restaurants, Library And Recreation, And Just Minutes To The Beach And Coastal Highway!

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360 Pilottown Rd, Lewes, DE

$3,200,000

Bedrooms: 7
Full Baths: 6
Half Baths: 2
MLS Number: 711973

This Magnificent In-town Estate Sitting On .88 Acre Waterfront Lot Is Evocative Of The Hamptons. No Detail Has Been Overlooked And The High-quality Craftsmanship Of This Home Will Impress You At Every Turn, From The Solid Wood Doors To The Site-finished Reclaimed Flooring. Thoughtfully Designed With The Comfort Of The Owner And Guests In Mind, This Home Features Five Bedroom Suites, Each With Sitting Room And Private Full Bath. Take The Elevator To The Spacious Owners' Suite Offering Two Full Baths. Dream Kitchen Features Wood-mode® Cabinetry, Wolf® And Sub-zero® Appliances, 9 1/2' Granite Island And Even A Salamander. Entertain In The Serene Private Backyard On The Ipe Wood Deck By The Heated Saltwater Pool Or Down At The Park-like Waterfront In The Climate Controlled Boat House Near The 50' Dock. Historic Lewes Is Ideally Situated Just 2.5 Hours From Dc/baltimore, 2 Hours From Philadelphia And 3.5 Hours From Manhattan. Schedule Your Private Showing Today And Prepare To Be Amazed.

115 Savannah Road, Lewes, DE

$1,799,000

Bedrooms: 3
Full Baths: 3
Half Baths: 1
MLS Number: 706445

Exceptional Design, Ideal Location! Contemporary Meets Lewes Victorian In This Extraordinarily Restored, Three - Story Commercial/residential Property, Enabling Numerous Use Possibilities. The Current Configuration Offers A Modern Two-story Residence Above A 900 Sq. Ft. First Floor, Income-generating Commercial Space. Located In Downtown Lewes, Only Steps To Restaurants, Shopping And Lewes Beach. Original Property Was Pristinely Restored And Expanded With Attention To Every Detail. The Third Level Provides An Expansive Open Living Space Design, Ideal For Entertaining And Featuring An Open Gourmet Kitchen, Saltillo Tile, Arched 11-foot Ceilings, Exposed Ceiling Beams And An Expansive Roof Top Deck With Stunning 360° Views! Three Master Bedroom Suites Have Been Designed With Contemporary Finishes, Ceramic Tiling And Hardwood Flooring Throughout. Additional Features Include A Full Basement, A Three Floor Elevator, Two-car Garage, Tankless Water Heater And 5+ Off-street Parking Spaces.

330 Savannah Road, Lewes, DE

$1,675,000

Bedrooms: 6
Full Baths: 6
Half Baths: 1
MLS Number: 709218

Opportunity Knocks! Lewes's Finest Bed & Breakfast-savannah Inn. Completely Renovated And A Thriving Business Waiting For New Ownership. Approved By City Of Lewes With A Variance As A 5 Room Bed & Breakfast Under A Special Exception To The City Code. Guest Suites All Have A Private Bath. Being Sold Fully Furnished Turn-key. (art Work On Consignment) Live In And Operate This Wonderful Hospitality Operation Steps From All Of Finest Attractions Of This Wonderful Town!

16 Shipcarpenter Square, Lewes, DE

$899,000

Bedrooms: 4
Full Baths: 3
Half Baths: 1
MLS Number: 705205

Exceptional Historic Home Located In The Desirable Community Of Shipcarpenter Square! Originally Constructed In 1879 By Sea Captain James Orton, This Well Maintained Victorian Home Embodies The Charm And Character Of Historic Lewes. Located On An Oversized Corner Lot Offering Privacy And Ideal Proximity To Downtown Historic Lewes; Only Steps To Dining, Shopping And Numerous Amenities. With Exception To The Remodeled Kitchen Wing And Conservatory, The Home Is Original, As Are The Many Features Including The Hardwood Floors, Ceiling Rosette In The Entrance Hall And The Crown Molding In The Parlor. Features Include A Wood Fireplace, Hardwood Floors Throughout, Expansive Third Floor, Professionally Designed Landscaping, Custom Designed Shed, Oversized Outdoor Shower And The List Goes On! The Community Of Shipcarpenter Square Is Designed With An Inner Ring Road And Common Area For Residences. A Unique Opportunity That Won’t Last Long!

141 Jefferson Avenue, Lewes, DE

$675,000

Bedrooms: 3
Full Baths: 3
MLS Number: 711588

Charming, Bright And Sunny Home In Historic Lewes, Perfect For Year Round Living Or Your Summer Getaway. Located In An Unbeatable Location In The Historic District On One Of The Most Popular Streets. Sit In Comfort On The Climate Controlled Four Seasons Room That Looks Onto The Picturesque Designer Garden With Large Patio, Rustic Storage Shed, Relaxing Outdoor Shower And Plenty Of Privacy. Also Featured On The Lewes Garden Tour. Walking Distance To Everything Downtown Has To Offer.

314 Pilottown Road, Lewes, DE

$559,000

Bedrooms: 4
Full Baths: 2
MLS Number: 704118

In-town Lewes! Price Reduced! Home Boasts Colonial Exterior Blended With Contemporary Interior At An Affordable Price. This Charmer Has Historical Merit, Was Renovated In 2013 And Is Located Along Picturesque Pilottown Road. Lot Is Large And Private With Shady Trees In Back. Take Witness To A Walking Town From This Location. Referred To As The ‘shining Jewel’ Walk Across The Street To Lewes-canal Front Park- A Water Front Recreation Area Featuring Parks, Tennis, Basketball, Baseball, Beautiful Gardens And Boat Tours!

105 Fourth Street, Lewes, DE

$395,000

MLS Number: 701419

2400sf Office Building. Ideal For Medical/professional User. Directly Across From Beebe Hospital! Off Street Parking For Five. Three Exam Rooms/offices, Large Waiting Area, Nurse/secretary Station. Separate Entrance To 2nd Story Apt/upstairs Office. New Fence & Int./ext. Paint. Owner Will Lease. See Mls # 619868.

113 Beebe Avenue, Lewes, DE

$349,900

Bedrooms: 3
Full Baths: 1
MLS Number: 704204

This Craftsman-styled Home, Located On A Quiet Street In The Highly Desirable Lewes Historic District, Is Currently The Lowest-priced Residence In The District. Built In Circa 1920, It Qualifies As A "contributing Structure" Within The Lewes Historic District. Repairs And Additions Must Conform To The District's Guidelines. Downtown Lewes’ Restaurants And Shops Are A Five-minute Walk, The Beebe Healthcare Campus Is Only A Block Away, And Lewes Beach Is Less Than A Mile. One Of Delaware’s “jewels”, Henlopen State Park, Is A Five-minute Drive. The Property Also Contains A Detached One-car Garage And Off-street Parking For At Least Two Cars, A Bonus In The City Of Lewes. The Home Is Being Sold "as Is" And All Inspections Are For Buyers' Information Only. Don’t Miss This Great Opportunity To Own A Residence In The Historic District And To Begin Taking Advantage Of All The Things That The City Of Lewes And The Coastal Area Of Sussex County Have To Offer.

119 Third Street, Suite 11, Lewes, DE

$550

MLS Number: 613542

New Office Suites For Lease In Downtown Lewes. 2nd Floor, Building Has An Elevator. These Are Individual 1-room Office Suites. Rent Includes All Utilities. Great Location In The Heart Of The Shopping District In Lewes.

119 Third Street, Suite 10, Lewes, DE

$550

MLS Number: 707089

New Office Suites For Lease In Downtown Lewes. 2nd Floor, Building Has An Elevator. These Are Individual 1-room Office Suites. Rent Includes All Utilities. Great Location In The Heart Of The Shopping District In Lewes.

119 Third Street, Suite 8, Lewes, DE

$450

MLS Number: 613549

New Office Suites For Lease In Downtown Lewes. 2nd Floor, Building Has An Elevator. These Are Individual 1-room Office Suites. Rent Includes All Utilities. Great Location In The Heart Of The Shopping District In Lewes.

119 Third Street, Suite 6, Lewes, DE

$425

MLS Number: 613547

New Office Suites For Lease In Downtown Lewes. 2nd Floor, Building Has An Elevator. These Are Individual 1-room Office Suites. Rent Includes All Utilities. Great Location In The Heart Of The Shopping District In Lewes.

119 Third Street, Suite 3, Lewes, DE

$375

MLS Number: 620348

New Office Suites For Lease In Downtown Lewes. 2nd Floor, Building Has An Elevator. These Are Individual 1-room Office Suites. Rent Includes All Utilities. Great Location In The Heart Of The Shopping District In Lewes.

119 Third Street, Suite 5, Lewes, DE

$375

MLS Number: 613546

New Office Suites For Lease In Downtown Lewes. 2nd Floor, Building Has An Elevator. These Are Individual 1-room Office Suites. Rent Includes All Utilities. Great Location In The Heart Of The Shopping District In Lewes.

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