Homes for Sale Between $1,500,000 to $2,000,000 in Lewes, DE

FRONT-ROW ON THE CANAL: TURNKEY COASTAL LIVING WITH PRIVATE DOCK, WORKSHOP SUITE, AND ENDLESS WATER VIEWS! This must-have property pairs in-town walkability with an exceptional boater's lifestyle. Directly across from the home, enjoy the canal front lot that offers off-street parking and a private dock equipped with two boat slips, practically providing immediate, seamless water access right from your doorstep. The main residence features an airy, light-filled open layout boasting rich hardwood floors, an inviting wood-burning fireplace, and a freshly updated chef’s kitchen complete with newly repainted cabinetry, sleek hardware, expansive quartz countertops, and a generous center island. Step through French doors to the covered front porch to soak in sweeping, panoramic views of the Lewes and Rehoboth Canal and surrounding wetlands. The thoughtfully designed floor plan offers 5 bedrooms and 4 full baths across the property, including a serene upper-level primary suite with an ensuite bath, walk-in closet, and direct access to an elevated canal-view deck. Adding immense versatility is the attached workshop "carriage house," which features a fully self-contained bonus bed & bath suite above, ideal for an in-law suite, guest efficiency, private home office or studio. The private, cedar-fenced backyard retreat provides the perfect setting for outdoor entertaining with an expansive rear flagstone patio, mature landscaping, and a irrigation system.Offering year-round security and effortless coastal living, the home comes fully equipped with a whole-house backup generator to ensure seamless, uninterrupted power in any season.Stroll to Second Street’s renowned dining & shopping, or bike, boat, or drive to the Bay & Beach! Waterfront living in downtown Lewes simply doesn't get better than this. Call and schedule your showing today!

440 Pilottown Rd, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$2,595,000

4 Beds ⋅ 4 Baths

A Lewes Original: Extraordinary Grounds, Timeless Architecture & An Unmatched In-Town Location Some properties are special. Others are simply impossible to replicate. This is one of them. Set on an extraordinarily oversized homesite in the heart of Historic Lewes, this distinctive residence offers a combination of architectural character, remarkable outdoor space, and an unbeatable location that is virtually impossible to find elsewhere in town. The expansive property offers a level of space and privacy rarely associated with in-town living, along with room to create an exceptional outdoor retreat, including the potential for a swimming pool. The home’s distinctive architecture immediately sets it apart, with its charming turret, welcoming wraparound porch, classic detailing, and beautifully landscaped grounds. Inside, light-filled living spaces showcase exceptional craftsmanship and thoughtful finishes throughout. Classic hardwood and tile flooring extend across the entire main level, while the inviting kitchen flows effortlessly into the living room, anchored by a cozy gas fireplace. A formal dining room provides the perfect setting for entertaining, while the sunroom offers a peaceful spot for morning coffee and the attached three-season room provides another wonderful place to relax and enjoy the garden views. The home’s thoughtful layout offers comfortable private spaces for owners and guests alike, with a primary suite conveniently located on the main level and additional guest accommodations upstairs. Outside, the expansive grounds are truly extraordinary by in-town Lewes standards. Beautifully manicured landscaping, a charming fenced garden, and generous outdoor spaces create a private setting with possibilities rarely found so close to downtown. Imagine summer afternoons by a future pool, outdoor entertaining, or simply enjoying the tranquility of your own garden retreat. An oversized three-car garage and generous off-street driveway parking add another layer of convenience and functionality. And then there’s the location. Leave the car at home and stroll to the boutiques, galleries, restaurants, and waterfront attractions along Second Street. Enjoy a walk along the canal, spend an afternoon at Lewes Beach, or bike to Cape Henlopen State Park. Distinctive in every way, this is more than a beautiful home in Historic Lewes. It is a truly exceptional property offering a combination of architecture, land, privacy, outdoor possibilities, and location that is rarely, if ever, available.

107 E 3rd St, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$2,599,000

4 Beds ⋅ 5 Baths

An extraordinary waterfront setting, captivating architectural design, and an exceptional collection of resort-inspired amenities define this distinctive coastal residence in the Villages at Herring Creek. Perfectly positioned along a scenic stretch of shoreline, this remarkable European-inspired property captures sweeping panoramic water views and offers an unparalleled opportunity to enjoy the very best of Delaware's coastal lifestyle! Featuring a private dock, boat lift, expansive saltwater pool and spa, and beautifully designed outdoor entertaining spaces. From its picturesque waterfront setting to its thoughtfully landscaped grounds using travertine stone and pavers, the property offers a rare combination of privacy, natural beauty, and exceptional recreational opportunities. Inside, an impressive foyer introduces a thoughtfully designed residence distinguished by soaring ceilings, graceful architectural details, and an inviting floor plan that seamlessly connects its interior living spaces with the spectacular waterfront surroundings. Expansive windows and glass doors frame captivating water views, while Brazilian cherry hardwood flooring, elegant wainscoting, and distinctive ceiling treatments contribute warmth, character, and timeless sophistication throughout the home. At the heart of the residence, the beautifully appointed gourmet kitchen combines refined craftsmanship with exceptional functionality. Custom cabinetry, granite countertops, a generous center island, and premium appliances, including a Sub-Zero refrigerator and Wolf cooking appliances, create an inviting setting for both everyday living and entertaining. A dramatic vaulted ceiling and expansive waterfront windows enhance the kitchen's open, airy atmosphere, while adjoining gathering spaces provide effortless access to the outdoor terraces, pool, and waterfront beyond. The home's thoughtfully designed living areas offer an exceptional balance of grand entertaining spaces and intimate retreats. A dramatic living room with soaring ceilings, elegant architectural windows, and French doors welcomes abundant natural light, while additional sitting and gathering areas offer comfortable spaces to relax and enjoy the surrounding scenery. The sun-filled waterfront sitting room, surrounded by expansive windows, provides an especially inviting vantage point from which to appreciate the property's peaceful setting and ever-changing water views. The first-floor primary suite offers a private and luxurious retreat, featuring an inviting sitting area, a distinctive pass-through fireplace, and a beautifully appointed bath with a soaking tub and steam shower. Equally impressive are the property's exceptional outdoor living and entertaining spaces. An expansive saltwater swimming pool and adjoining spa serve as the centerpiece of a spectacular waterfront retreat, complemented by generous stone terraces, beautifully maintained gardens, and a charming poolside cabana. Designed for both relaxation and entertaining, these outdoor spaces provide an extraordinary setting for afternoon gatherings, al fresco dining, and peaceful evenings overlooking the water. For boating enthusiasts, the property offers an exceptional opportunity to enjoy the waterways of coastal Delaware directly from home. A private, extended waterfront dock with multiple boat slips, a boat lift, and dockside water and electrical service provides convenient access to the Rehoboth Bay. From leisurely sunset cruises and waterfront dining to fishing, watersports, and gatherings at nearby sandbars, the surrounding waterways offer an abundance of recreational possibilities. Beyond the property's exceptional private features, residents of the Villages at Herring Creek enjoy access to community amenities including a clubhouse, fitness center, and swimming pool. Close to desirable locations including downtown Lewes, Rehoboth Beach, coastal dining, shopping, beaches, and recreational destinations.

23925 Sunny Cove Ct, Lewes

Listing courtesy of Monument Sotheby's International Realty. Contact:

$2,250,000

1144 Savannah Rd, Lewes

Listing courtesy of Jack Lingo - Lewes. Contact:

$2,500,000

EXTRAORDINARY OPPORTUNITY IN THE HEART OF DOWNTOWN HISTORIC LEWES! Situated in a high-visibility location along Savannah Road, this landmark 6,089 total sq. ft. transformed Victorian property seamlessly combines timeless coastal elegance with high-capacity commercial infrastructure. Rich in local history, this distinctive Queen Anne–style house was originally built for Johnston, a noted diver and salvager of shipwrecks, by his business partner, contractor William H. Virden. The home's architectural character includes an ornate piazza and an elaborate interior staircase crafted from quartersawn red oak. A mid-twentieth-century owner was Otis H. Smith, longtime mayor of Lewes from 1950 to 1968 and head of Fish Products Company, then the town's largest employer. After deteriorating into a rundown rental property by the 1970s, the historic home was subsequently restored and is currently occupied by a business operating under the name "Harvard House." Boasting 4,012 sq. ft. of primary space across multiple levels along with an additional 2,040 sq. ft. lower level for storage, prep, laundry, and operational support, the footprint offers unmatched scale and versatility. Currently configured as an upscale 105 seat restaurant, the main floor features light-filled dining rooms with hardwood flooring, skylights, a full custom bar, and a charming wrap-around porch with a gazebo area for outdoor seating. Culinary operations are supported by a fully functional kitchen setup featuring a modern, fully integrated dumbwaiter, a convenient modern improvement that serves as a charming nod to classic Victorian architecture (please note: restaurant equipment does not convey with the real estate, but is available for purchase separately). The upper floors offer numerous private rooms, providing endless adaptability. Whether you envision continuing its success as a premier restaurant, converting it into a luxury Bed & Breakfast, establishing high-end retail boutiques, or housing corporate and professional suites, this trophy asset is ready for its next chapter. Rare properties of this distinction and prime location seldom become available; bring your vision to Downtown Lewes today!

210 Savannah Rd, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$2,990,000

5 Beds ⋅ 5 Baths

ELEVATED COASTAL LIVING IN ANGLERS NEST! This expanded and heavily upgraded custom home delivers luxury across three expansive levels. Backing to serene wetlands just a short stroll from the beach, canal, and Historic Lewes dining and shopping, the residence boasts striking coastal contemporary curb appeal and beautiful views. The light-filled, open-concept floor plan features high-end finishes throughout, including rich hardwood floors, exposed ceiling beams, 9ft+ ceilings, and three gas fireplaces. The chef’s gourmet kitchen is equipped with a luxury double-oven six-burner gas range, a grand waterfall island, custom cabinetry, a walk-in pantry, and top-of-the-line stainless steel appliances. Designed for effortless indoor-outdoor living, all three levels feature incredible outdoor spaces, including multiple private balconies, a screened porch, and an oversized deck ideal for taking in the coastal views. Accommodations include a primary suite complete with sitting area, gas fireplace, custom walk-in closets, and spa-inspired tiled bath - along with four additional spacious bedrooms. Further highlighted by a ground-level office, recreation room, mudroom with custom built-ins, tankless hot water, an elevator, and a 2-car garage, this exceptional residence combines unmatched convenience with coastal style. Property is being sold "AS-IS". Call and schedule a showing today!

212 Grey Plover Ct, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$2,295,000

5 Beds ⋅ 3 Baths

"The Old Lewes Bank", a beautifully updated and meticulously restored two-story historic home offering modern luxury in one of Lewes's most desirable locations. The thoughtfully designed interior features upscale appliances, stylish finishes, and gorgeous modern bathrooms that create a sophisticated yet comfortable atmosphere. Every detail has been carefully considered, blending timeless character with today's most sought-after conveniences. Step outside to a wonderful backyard, designed for relaxing and entertaining, complete with a cozy fire pit for memorable evenings with family and friends. Just a short walk from historic downtown Lewes, with its charming shops, restaurants and scenic streets. Enjoy the 3.8-mile paved, easy to ride bike trail and pristine award winning beaches. This exceptional home offers the perfect blend of coastal living, elegance and location.

126 Franklin Ave, Lewes

Listing courtesy of NextHome Tomorrow Realty. Contact:

$3,999,000

5 Beds ⋅ 4 Baths

UNRIVALED COASTAL ELEGANCE ALONG THE LEWES-REHOBOTH CANAL! Welcome to "Heron House," a custom-built luxury sanctuary situated directly along the canal in historic Lewes, Delaware. Perfectly positioned across the water from a natural world habitat, this unique property offers a front-row seat to the sights & sounds of wildlife alongside uninterrupted 360-degree panoramic views. Masterfully crafted with circular-inspired architectural lines, every detail of this three-level estate reflects intentional design and uncompromising quality. A sweeping central grand staircase serves as the striking centerpiece of the home, effortlessly connecting all three levels. Beautiful imported solid hardwood flooring runs throughout, complemented by rare natural stone granite and quartz countertops. The top level features an exceptional loft observatory equipped with custom built-in seating, a pop-up TV cabinet, and unmatched water vistas. Nearly 3,900 square feet of finished living space strikes the perfect balance between grand entertaining and quiet retreat. For nature lovers, it's within walking distance to the beautiful marsh where you can see all sorts of wildlife. You'll also love the convenience of being just a short walk to downtown Lewes, putting all of the area's finest shops and restaurants right at your doorstep. Outdoor living is equally extraordinary. A private, in-fee, canal-front parcel features a floating dock built to comfortably host multiple boats and kayaks, while a screened waterfront gazebo, capped in matching copper to echo the main home’s striking copper roof, sets the scene for effortless entertaining & relaxing by the water. A detached three-car garage at the rear offers generous storage and parking. “Heron House” isn’t just your standard luxury home; it’s an exceptional find in a coveted location where the water meets the wild. Don’t settle for less - schedule a private tour today and discover waterfront living at its finest!

632 Pilottown Rd, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$2,199,000

4 Beds ⋅ 4 Baths

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.

237 2nd St, Lewes

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$2,885,000

Just Listed in a Prime Location, Nassau Commons, Lewes, Delaware. Featuring a 60’ x136’-10,000 square foot fully heated and insulated engineered steel frame building on a 100’ x 427’ site with ample parking. Features include, six 20’ x 18’ overhead doors, a 2160 square foot showroom ,and equal size separate office space located above the showroom that can be offered for rent separately. There is currently a tenant in place and using the property as a classic auto sales and service center. The auto lifts and front-end alignment machine are the tenant’s property and do not convey with the sale. This property offers versatility and could accommodate a wide range of businesses in an excellent location. Call for an appointment today!

17593 E Nassau Commons Blvd, Lewes

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$2,879,000

5 Beds ⋅ 5 Baths

Coastal Oasis Walking Distance to Historic Lewes Welcome to Resort-Style Living, experience unmatched privacy, craftsmanship, and modern sustainability in this extraordinary coastal compound built by The Lewes Building Company, one of the area's premier custom builders. Perfectly situated just a short 12-minute walk from the heart of downtown Lewes and steps away from the Junction & Breakwater Trail, this custom 5-bedroom, 5-bathroom home was meticulously designed to deliver private, resort-style living without compromising on energy efficiency or comfort. From the welcoming glow of authentic Bevolo gas lanterns on the front porch to the thoughtfully curated outdoor oasis, every detail reflects the finest custom craftsmanship in the area, complete with hardwood floors, two-piece crown molding, custom ceiling treatments, Starmark inset cabinetry, and tailored built-ins throughout. The Private Outdoor Oasis was designed as the ultimate beach-town retreat. The grounds feature expert landscaping, professional lighting, and custom hardscaping to create seamless indoor-outdoor living. The heated in-ground pool extends your swimming season, while the adjacent built-in outdoor bar creates a natural gathering space for hosting summer evenings under the stars. The lush grounds stay vibrant year-round thanks to a multi-zone sprinkler system powered by a dedicated private irrigation well. Unrivaled Energy Efficiency & Tech Integration, this home was built with state-of-the-art technology and a premium insulated envelope, this home delivers remarkable energy independence, low utility costs, and year-round comfort. An extensive Tesla solar panel array paired with two Tesla Powerwalls powers the estate through evening hours and guarantees seamless electricity backup during utility outages. Advanced spray foam insulation completely encapsulates all exterior walls and roof systems, while interior acoustic insulation in all bedroom, bathroom, laundry, and plumbing walls combines with solid-core doors to deliver exceptional sound deadening. The premium Pella window package offers superior thermal performance and transferable warranty protection, featuring Pella Reserve windows on the front facade with integral Rolscreen® technology that keeps the exterior entirely screen-free for maximum curb appeal, along with Pella Lifestyle windows and patio doors throughout. The 3-Car Garage & Entertainment Hub is far more than simple vehicle storage, the fully foam-insulated 3-car garage serves as a climate-conscious extension of the home’s living and entertaining space. Complete wall and roof insulation keeps the area comfortable in every season, supported by two installed Level 2 electric vehicle chargers. Designed for effortless hosting, the garage features an integrated wet bar finished with a luxury leathered granite countertop, an under-counter ice maker, and a full-size refrigerator. Don't Miss This Rare Opportunity to own a true custom-built home in a premier neighborhood near downtown Lewes. Schedule your private tour today to experience coastal luxury at its absolute finest!

33357 Horseshoe Ct, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$2,469,000

5 Beds ⋅ 6 Baths

COASTAL LUXURY ESTATE | 6,277 SQ. FT. | 4.5 PRIVATE ACRES | WATER VIEWS Discover an extraordinary custom-built coastal estate offering 6,277 square feet of beautifully crafted living space on 4.5 private, landscaped, and partially wooded acres overlooking the protected wetlands of Arnell Creek and Rehoboth Bay. Combining exceptional privacy with an unbeatable location just minutes from downtown Lewes and Delaware’s award-winning beaches, this one-of-a-kind property offers the perfect balance of luxury, nature, and recreation. Designed for both everyday living and grand entertaining, this impressive residence features 5 bedrooms, 4 full baths, and 2 half baths, highlighted by soaring ceilings, rich hardwood flooring, custom moldings, and beautiful oak trim throughout. The dramatic family room is centered around a floor-to-ceiling stone wood-burning fireplace, creating a warm and inviting gathering space. The gourmet kitchen is a chef’s dream, featuring premium Wolf stainless steel appliances, Corian countertops, maple cabinetry, a large center island with breakfast bar, and an adjoining dining area. Multiple dining spaces, including a formal dining room, provide the ideal setting for entertaining family and friends. The sunroom offers a built-in hot tub where you can unwind while enjoying panoramic views of the private pool, surrounding woodlands, and peaceful wetlands beyond. The luxurious second-floor primary suite includes a private sitting area, multiple balconies capturing coastal breezes, an oversized custom walk-in closet, and a spa-inspired bath with dual vanities, a soaking tub, and walk-in shower. Three additional bedrooms and an expansive bonus room complete the second level, while the third floor offers a versatile flex room with wet bar and private balcony, perfect for a home office, media room, or guest retreat. Built with quality and efficiency in mind, the home features a geothermal heating and cooling system for enhanced energy savings and a full unfinished basement with impressive 12-inch poured concrete walls, providing exceptional storage or future expansion potential. Outside, enjoy your own private resort with a sparkling in-ground pool and expansive patio overlooking breathtaking natural scenery. While the property does not include a private dock, owners enjoy access to the newly rebuilt community dock, ideal for kayaking, paddleboarding, fishing, or simply taking in the spectacular sunsets over the bay. For those needing exceptional storage or workspace, this property truly stands apart. In addition to the attached three-car garage, you’ll find an impressive 40’ x 36’ two-story pole barn—perfect for car collectors, hobbyists, contractors, or recreational equipment—as well as a separate 14’ x 12’ garage bay designed for boat storage or a RV/Motorhome. Located just minutes from public boat access, Cape Henlopen State Park, downtown Lewes, the Rehoboth Beach Boardwalk, shopping, dining, and all the attractions of Coastal Delaware, this remarkable estate offers a rare opportunity to enjoy luxury living surrounded by nature while remaining close to everything the beach lifestyle has to offer.

21365 East Ln, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Homes for Sale in Lewes, DE Between $1,500,000 to $2,000,000

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