Cape Henlopen Homes for Sale

Cape Henlopen Homes for Sale

Welcome to the picturesque Cape Henlopen School District, nestled in the heart of Sussex County, Delaware. This vibrant community is not just a place to live; it’s a place to thrive, especially for families who prioritize quality education. The Cape Henlopen School District is renowned for its commitment to academic excellence, offering a robust curriculum that caters to diverse learning styles. With a strong emphasis on both academics and extracurricular activities, students are encouraged to explore their passions and develop their talents.

The district encompasses several well-regarded schools, including Cape Henlopen High School, known for its innovative programs and dedicated faculty. Here, students are equipped with the skills and knowledge necessary for success in higher education and beyond. The district also promotes community involvement, fostering a close-knit atmosphere where parents and educators work hand-in-hand to support student achievement.

As for your dream home, the Cape Henlopen area boasts an array of charming residences that cater to various lifestyles and budgets. From cozy beach cottages to spacious family homes, there’s something for everyone in this delightful coastal community. With homes for sale that often feature stunning views, modern amenities, and proximity to beautiful beaches, you’ll find the perfect backdrop for your family’s new chapter.

Living in the Cape Henlopen School District means enjoying not only a top-notch education for your children but also a vibrant lifestyle filled with outdoor adventures, cultural experiences, and a welcoming community. Explore the opportunities that await you in this idyllic part of Delaware, where your dream home and a bright future for your family are just around the corner!

Newest Cape Henlopen Homes for Sale

$779,989
3 Beds 3 Baths
Build the Coastal Home You've Always Imagined Imagine waking each morning to the coastal breeze, enjoying coffee from your private deck as the sun rises over Broadkill Beach, and ending the day with breathtaking sunsets overlooking Prime Hook National Wildlife Refuge. This exceptional homesite offers a rare opportunity to build your dream beach retreat just a short walk from the sand. Potential bay and wildlife refuge views, private drive-on beach access, and the peaceful charm of Broadkill Beach create the perfect setting for a luxury coastal lifestyle while remaining just minutes from historic Milton, downtown Lewes, and the Delaware beaches. To help bring your vision to life, the seller has partnered with Caruso Homes to showcase the thoughtfully designed Harbor Master, a spectacular waterfront floor plan created specifically to maximize water views and outdoor living. Designed with entertaining in mind, the Harbor Master features nearly 3,000 square feet of beautifully planned living space with an open-concept main level, expansive Great Room, gourmet kitchen with oversized island, dedicated dining area, private study, and multiple outdoor decks that blur the line between indoor and outdoor living. The second floor offers flexible three- or four-bedroom layouts, spacious walk-in closets, and a luxurious owner's suite, while an optional rooftop loft and sky deck provide the ultimate place to relax, entertain, and take in the surrounding coastal scenery. Caruso Homes' impressive standard features include designer finishes, granite countertops, stainless steel appliances, luxury flooring, energy-efficient construction, and quality craftsmanship throughout, allowing buyers to personalize their home while enjoying the confidence of an experienced regional builder. The lot is already equipped with private Tidewater water service and a completed site evaluation for septic, making it one step closer to turning your dream into reality. Looking for even more possibilities? The adjoining lot (MLS #DESU2081120) is also available, creating a unique opportunity to design an expansive coastal estate, build side-by-side homes for family, or create space for a private pool and outdoor entertaining oasis. Whether you choose the Harbor Master, another custom design, or bring your own builder, this is your chance to create a one-of-a-kind home in one of Delaware's most beloved beach communities. Your beachside lifestyle begins here.

TBB Lot 8 Pintail Ln, Milton

Listing courtesy of Coldwell Banker Premier - Lewes. Contact: 3026452881

$1,799,990
5 Beds 5 Baths
Welcome to coastal living at its finest — a stunning 5-bedroom, 4.5-bath home ideally located just about a mile from the beach and moments from Downtown Lewes filled with boutique shops, award-winning restaurants, and vibrant local culture. Perfectly positioned within a sought-after community offering direct access to the Lewes–Georgetown Bike Trail, this home blends luxury, comfort, and an active coastal lifestyle. Inside, the home showcases a beautifully designed chef’s kitchen featuring premium finishes, expansive workspace, and an open layout ideal for entertaining and everyday living. The spacious floor plan flows effortlessly into inviting gathering areas and out to a large screened porch complete with a stone fireplace, creating the perfect setting for year-round indoor-outdoor enjoyment. The primary suite is a private retreat highlighted by a spa-inspired bath with a stunning Roman shower, offering both elegance and relaxation. Upstairs, a versatile rear loft opens to a second-story outdoor deck, providing peaceful views and an ideal space for morning coffee or evening sunsets. The fully finished walk-up basement expands the living space with endless possibilities — perfect for guests, recreation, or a home theater. Car enthusiasts, hobbyists, or beach lovers will appreciate the additional recreation garage, offering exceptional storage for bikes, golf carts, or water gear. Combining thoughtful design, upscale features, and an unbeatable location near the beach and trail system, this home delivers the ultimate coastal lifestyle — where every day feels like a vacation. *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing. AGENT REGISTRATION REQUIRED.

72 Filly Ln, Lewes

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391

$624,900
4 Beds 2 Baths
Welcome home to your 4-bedroom, 2 bath, 2 car garage where location and community amenities are here for you. As you enter into you home with a new custom front keypad entry with unique oval glass that emits sun light and still provides privacy your main level living is open and airy for relaxing or entertaining. The dining area to your right allows room for special occasions or could serve as a den. The vaulted living room ceiling with sun tunnels that provides an abundant amount of light along with electric fireplace that allows company in the kitchen to converse and enjoy each other. The kitchen offers a custom back splash, pendent lighting over the bar area, new microwave, dishwasher, glass top stove with multifunctional oven that includes convection/air fry function with wifi control, 2-YEAR old refrigerator, that flows to the eat-in area. Custom carefree blinds on all the windows throughout take one less thing to do when you move in. Owners' bedroom offers an upgraded bath with a tile shower and walk in closet. Additional lower-level bedrooms offer room for guest/visitors. The 4th bedroom above the garage also can be used as an office/play area. Storage is also provided in the attic area. The fenced in backyard offers privacy with a paver patio with Gazebo that includes a ceiling fan and removable screens Your paver walkways lead to a professional landscaped yard with an oversized enclosure offering a shower accessible from the garage side door and storage area for trash cans and beach stuff. Not to mention the separate irrigation well that provides what is needed for this mature landscape.

34134 Caitlins Cor, Lewes

Listing courtesy of Patterson-Schwartz-Rehoboth. Contact: (302) 703-6987

$634,900
3 Beds 2 Baths
RESORT-STYLE COASTAL LIVING JUST MINUTES FROM LEWES & REHOBOTH BEACH! Welcome to Four Seasons at Belle Terre, where luxury meets low-maintenance comfort. This well-maintained 3-bedroom, 2-bath home offers a thoughtful split-floor plan featuring over 1,800 sq. ft. on the main level plus a finished 841 sq. ft. basement. The heart of the home features an open-concept living area with a gourmet kitchen complete with quartz countertops, 5-burner gas cooktop, double wall ovens, and an oversized island. Unwind by the gas fireplace in the family room or retreat to the sunlit morning room. The private primary suite features dual vanities, a tiled walk-in shower, and a spacious walk-in closet. Two additional guest rooms share a full bath on the opposite wing. Functional highlights include a laundry room with cabinetry and utility sink, and an oversized 2-car garage with slat wall organization and overhead storage. Downstairs, the finished basement is ideal for a media room, home office, or gym, alongside massive, insulated storage areas ready for future expansion. Step outside to an expansive paver patio with built-in sitting walls, creating the perfect setting for outdoor entertainment, or simply relaxing with family and friends. A dedicated irrigation well keeps the professionally landscaped gardens thriving throughout the season. Life at Four Seasons at Belle Terre extends well beyond your front door. Residents enjoy an exceptional resort-style lifestyle with a community pool, fitness center, pickle ball courts, billiards room, kayak launch with dock access, and a full-time lifestyle director who keeps the calendar full of clubs, activities, and social events. Whether you're downsizing, seeking a lock-and-leave lifestyle, or simply looking for a home that offers comfort, flexibility, and abundant storage, this exceptional property checks every box. Best of all, you're just minutes from Delaware's award-winning beaches, shopping, dining, and the charm of both Lewes and Rehoboth Beach. Don't miss your opportunity to experience the perfect blend of luxury, convenience, and active coastal living. Schedule your private tour today and discover why Four Seasons at Belle Terre is one of the area's most sought-after communities.

21153 Conti St, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661

$419,900
3 Beds 2 Baths
2026 HOA DUES PAID THROUGH YEAR WITH ACCEPTABLE OFFER! Capitalize on one of Lewes' most desirable and increasingly limited investment opportunities. This beautifully remodeled 3-bedroom, 2-bath top-floor end-unit condo offers the rare combination of no rental minimums, a prime East of Route 1 location, and a completely turnkey interior, creating an ideal setup for investors seeking strong short-term rental potential and immediate income opportunities. Designed with both vacationers and owners in mind, this light-filled coastal retreat is positioned to attract today's most sought-after beach renters. The open-concept floor plan showcases tranquil pond views and an extensive renovation featuring a stunning kitchen with quartz countertops, stainless steel smart appliances, shiplap accents, soft-close cabinetry, a subway tile backsplash, under-cabinet lighting, and an oversized island that naturally becomes the centerpiece for gathering and entertaining. The spacious living area blends comfort with coastal style, highlighted by commercial-grade luxury vinyl plank flooring, designer Visual Comfort Maverick ceiling fans, and direct access to an oversized screened porch overlooking the water. Whether guests are enjoying their morning coffee or unwinding after a day at the beach, this outdoor living space provides another highly desirable rental amenity. The primary suite offers a private retreat complete with a walk-in closet and an updated en suite bath with a step-in shower. Two additional bedrooms provide excellent flexibility for accommodating larger groups, maximizing occupancy, and increasing rental appeal. A full-size laundry room with a new front-loading washer and dryer, along with abundant storage throughout, adds convenience for both owners and guests. Location is everything in the vacation rental market, and this property delivers. Guests can easily walk to some of Lewes' most popular destinations, including Crooked Hammock Brewery, Bethany Blues, Bushels Crab House, and Midway shopping. Bike to Lewes Beach, explore nearby state parks and scenic trails, or enjoy the area's exceptional dining, shopping, and entertainment without ever getting in the car. Turnkey investment opportunities with this level of flexibility are increasingly difficult to find. Whether you're expanding your real estate portfolio, searching for a high-performing vacation rental, or securing a coastal property that can generate income while serving as your personal beach escape, this exceptional condo offers the best of both worlds. Don't miss your chance to own a fully renovated, rental-friendly property in one of Lewes' most convenient and highly desirable locations.

34646 Bay Crossing Blvd Unit #808, Lewes

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767

$525,000
3 Beds 2 Baths
Nestled in the charming Villages of Old Landing, this delightful ranch-style home offers a perfect blend of comfort and functionality. With 1,837 sq. ft. of well-designed living space, this residence features three spacious bedrooms and two full bathrooms, ideal for relaxation and privacy. The heart of the home is a welcoming family room that flows seamlessly into the kitchen, complete with stainless steel appliances, including a built-in microwave and range, making meal prep a joy. Enjoy cozy evenings by the gas fireplace, or host gatherings in the formal dining room. The entry-level bedroom adds convenience, while window treatments and ceiling fans enhance the inviting atmosphere throughout. The main floor laundry adds to the ease of living. Step outside to discover a beautifully landscaped lot, adjoined by open space, providing a serene backdrop for outdoor activities. The community amenities include a fenced, in-ground pool and a clubhouse, perfect for socializing and relaxation. Sidewalks throughout the neighborhood encourage leisurely strolls and foster a sense of community. Residents benefit from nearby parks and excellent public services, ensuring a vibrant lifestyle. The local schools are well-regarded, making this an ideal location for those seeking a nurturing environment. With an attached two-car garage and ample parking, this home is ready to embrace new memories. Experience the warmth and charm of this inviting community today!

100 Selbourne Ct, Rehoboth Beach

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661

$550,000
3 Beds 2 Baths
Welcome to Ridings at Rehoboth, a sought-after community known for its spacious half-acre homesites and mature trees. This beautifully maintained Eliane model by Insight Homes is a ranch-style residence offering an open floor plan, split-bedroom design, and the comfort of a home that has been lovingly used as a second residence. From the moment you enter, the rich cherry wood flooring creates a warm and inviting atmosphere and flows throughout the main living areas. The kitchen features cherry cabinetry with crown molding, granite countertops, and a coordinating backsplash extending to the underside of the cabinets. Black appliances include a gas range and convection microwave. A breakfast area and snack bar provide additional casual dining options. Across from the kitchen, the formal living room features a vaulted ceiling and chair rail, adding an elegant touch to the open living space. The spacious primary suite is privately positioned from the two guest bedrooms, offering a peaceful retreat. The front guest bedroom features a cathedral ceiling, while the second guest bedroom shares the hall bath. Outdoor living is equally appealing. A six-foot privacy fence encloses the backyard, with mature trees providing a natural buffer along the rear of the property. A private well supplies the irrigation system, helping maintain the beautifully landscaped yard. The home is also prewired for a generator, and plumbing has been installed for a future outdoor shower. Central vacuum for convenient cleaning. Additional features include FX wiring for ceiling speakers with battery backup and Tesla solar panels installed in 2013. The solar panel payment is approximately $49 per month, with approximately three years remaining on the agreement. This meticulously cared-for home has regular lawn maintenance and cleaning, making it truly move-in ready. A concrete driveway leads to your attached two-car garage front entrance. Furniture and the riding mower may be negotiated separately from the home purchase. If you are looking for a spacious homesite, mature landscaping, thoughtful upgrades, and the ease of single-level living, this exceptional Ridings at Rehoboth property is one you won't want to miss.

22585 Ramble Rd, Lewes

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300

$1,250,000
6 Beds 3 Baths
ONCE IN A LIFETIME OPPORTUNITY — THE HISTORIC HAZZARD HOUSE Welcome to The Hazzard House, an extraordinary historic gem situated on 1.69 acres in the heart of Historic Milton. Only 12 miles to Lewes Beach, and 15 Miles to Rehoboth beach making this home the per location for beach lovers, bed and breakfast guests, and still have privacy and land on this massive estate! Famously known as the former home of Delaware Governor David Hazzard, this remarkable property offers the rare opportunity to own a true piece of Delaware history. Even more incredible, Governor Hazzard’s piano remains in the formal living room today—ready to be played. Offered for sale for the first time in more than 50 years, the Hazzard House is currently operated as the established Governor’s Bed & Breakfast, while also offering incredible potential as an impressive private residence. Originally built in the 1790s, with additions dating from the 1820s through the early 1900s, this approximately 4,060-square-foot mansion has been meticulously restored, lovingly maintained, and filled with architectural details that simply cannot be recreated. Inside, you’ll find: -6 spacious bedrooms -3 full bathrooms -3 staircases leading to the upper level -5 fireplaces -A beautiful paneled library -A grand formal living room featuring Governor Hazzard’s piano -Original wide-plank Southern pine floors -Original crown moldings and millwork -Original glass windows -Generously sized rooms filled with historic character -A Massive Walkup attic that can be renovated for additional living space -A Full private and separate owners quarters The current owner’s quarters include a newly built family room addition and a deck overlooking the expansive backyard, providing comfortable modern living while preserving the historic integrity of the home. The exterior is every bit as special. An enormous wraparound porch features beautiful curved architectural details and showcases the home’s remarkable original curved windows. The grounds also include a separate historic summer kitchen and basement root cellar, all surrounded by a picturesque garden setting. Set on an impressive 1.69-acre lot, the property is enhanced by numerous mature trees, including a magnificent mature magnolia tree that commands attention on the front lawn. Thoughtfully Maintained & Updated While the history has been carefully preserved, the property has also received significant improvements to ease your mind, including. -New hot water heater — 2026 -Driveway coating — 2025 -Newly built deck — 2021 -Electrical upgrades — 2021 -New heating system — 2015 -Shingle roof replacement — 2015 Properties with this combination of history, provenance, architectural character, acreage, and preservation rarely become available—especially in the heart of Historic Milton. Continue its legacy as an established historic bed-and-breakfast, create an unforgettable private family estate, or simply become the next steward of a home that has witnessed more than two centuries of history. The Hazzard House isn’t simply a home. It’s a piece of history waiting for its next chapter. Contact Listing Agent Alanna to schedule your private tour. Some Information may be estimation, or passed down through generations, please your due diligence and verify any specific information about home, taxes, township, etc . The Hazzard House is being sold as is. Thank you for your interest.

327 Union St, Milton

Listing courtesy of HomeSmart Realty Advisors. Contact: 2156041191

$775,000
3 Beds 3 Baths
COASTAL PERFECTION IN LEWES! This exquisite one-level, 3-bedroom home offers luxury, style, and everyday function. As you approach, you are greeted by a charming covered front porch with classic white columns & crisp architectural detailing. Inside, the open-concept layout centers around a sun-drenched great room boasting a soaring vaulted ceiling with exposed wooden beams, a floor-to-ceiling stone gas fireplace, and custom built-in cabinetry and wet-bar. The gourmet chef’s kitchen is a entertainer's dream, featuring an expansive central island with seating, high-end quartz countertops, stainless steel double ovens, custom cabinetry, and a convenient pot filler faucet. Off the foyer, double doors open to a serene private office featuring coffered accent ceilings and elegant plantation shutters. The primary owner’s suite serves as a quiet retreat featuring double walk-in closets and a spa-inspired bathroom complete with dual vanities and a tile glass-enclosed shower. Two additional guest bedrooms are positioned on the opposite side of the home for optimal privacy and share a beautifully appointed full bath. Outdoor living is equally impressive with a large back deck overlooking a lush lawn and peaceful, tree-lined views. Complete with an attached two-car garage offering plenty of storage space, this turnkey property delivers the ultimate Lewes lifestyle just moments from local beaches, dining, and outdoor trails. Call Today!

19006 Nags Head Way, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661

$655,000
4 Beds 3 Baths
Welcome to 31247 Kirkwood Dr Lewes, where you can call home. This 4 bedrooms, 2.5 bath beautifully maintained with 3 levels of everyday living space and great for entertaining. When you arrive, you will notice the well-manicured yard and landscaping. When walking in you will feel the comfort of the bright foyer with laminate wood floors that lead through out the first floor. Just off the entry, is glass french doors which leads to a private office, which is great for working from home. The foyer then also has a half bath and stair case that leads to the second floor with 3 bedrooms, a full bath with dual vanity, plus a storage area. Off the back of the home you will have a great room with a gas fire place, stunning kitchen with large Island, gas cooking, quartz counter tops, plenty of cabinets, stainless steel appliances and coffee bar area, which is great for relaxing in the morning. The kitchen is open to the dining area and great room where there is pleanty off natural light to make you feel warm and cozy. The sliding doors extend the living space outdoors to a paver patio, which has lighting on the steps and sitting wall, which is great for entertaining your guests. On the first floor, you will find the master retreat with a dual vanity, soak-in tub, walk-in shower, an walking in closet. You also have a laundry room off the kitchen. You have on the bottom level a partially finished basement and a large storage area. Additional features, the backyard is fenced and backs to open common area and there's a 2-car garage. The community offers space where you also can relax at the club house, in-ground pool, and use the pickleball courts and gym.

31247 Kirkwood Dr, Lewes

Listing courtesy of Patterson-Schwartz-Rehoboth. Contact: (302) 703-6987

$575,000
3 Beds 3 Baths
Welcome to your peaceful COASTAL SANCTUARY in Lewes! This charming single-story ranch delivers the ultimate blend of tranquil waterfront living and unbeatable everyday convenience. Situated on a beautiful pond-front lot with fountains. All while being just minutes from Lewes and Rehoboth beaches, tax-free shopping, restaurants, and entertainment. Inside find a bright, open living space anchored by a cozy fireplace (newer 2022 w/fan)—perfect for unwinding on cool autumn evenings. The home features updated bathrooms, quartz countertops in the kitchen and peace of mind with major system upgrades already complete, including a newer roof (2023), newer HVAC (2022) system and newer hot water heater (2023). Natural gas enhances the efficiency of this home. Rare powder room is a bonus!! Outdoor living is where this home truly shines. Start your morning sipping coffee while overlooking the calm waters of the pond from the screened porch or new composite deck, and return from a sun-drenched day at the beach to rinse off in your convenient outdoor shower. Whether you are looking for a turnkey primary residence, a low-maintenance weekend retreat, or a smart coastal investment, this Lewes gem is ready for you to move right in and start enjoying the beach lifestyle. 5 miles to Lewes Beach. 6 miles to Rehoboth Beach. Pickleball facility available for membership in community across the street. Less than 2 miles from major shopping, grocery stores, movies and restaurants.

128 Lakeside Dr, Lewes

Listing courtesy of Active Adults Realty. Contact: (302) 424-1890

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