Cape Henlopen Real Estate

Cape Henlopen Real Estate

Welcome to the Cape Henlopen School District, a vibrant educational community nestled in the picturesque Sussex County, Delaware. Known for its commitment to academic excellence and holistic student development, Cape Henlopen serves a diverse population of students from the charming towns of Lewes, Rehoboth Beach, and surrounding areas.

The district prides itself on offering a rich curriculum that not only meets state standards but also encourages creativity and critical thinking. With a variety of advanced placement courses, specialized programs, and extracurricular activities, students are empowered to explore their passions and excel academically. The dedicated faculty and staff work tirelessly to create a supportive and engaging learning environment, ensuring that each student feels valued and inspired.

Cape Henlopen School District is also known for its strong emphasis on community involvement. Parents and local organizations actively participate in school events and initiatives, fostering a sense of belonging and collaboration. This partnership between schools and the community enhances the educational experience, providing students with opportunities to learn beyond the classroom.

In addition to academic rigor, Cape Henlopen boasts a range of athletic programs and arts initiatives, allowing students to develop their talents and interests. The district's commitment to wellness and character education prepares students not only for college and careers but also for life as responsible and engaged citizens.

Choosing a home in the Cape Henlopen School District means investing in a bright future for your family. With its beautiful coastal setting, strong educational programs, and supportive community, this district is a wonderful place to learn and grow. Welcome to Cape Henlopen, where education meets opportunity!

Newest Listings in Cape Henlopen

$586,900
Welcome to 119 Federal St in the heart of Milton, Delaware. This spacious 4-bedroom home offers approximately 3,437 square feet of living space on a generous lot, blending small-town charm with room to grow. Inside, the home provides a flexible layout with multiple living areas, abundant natural light, and the opportunity to customize each space to fit your lifestyle. The unfinished basement adds valuable storage and future potential, while the sizeable yard offers space for outdoor living, gardening, entertaining, or expansion. The zoning allows property owners to operate light commercial or business operations on the main ground level while maintaining a residential living space upstairs. Located along historic Federal Street, this property places you close to the best of Milton, including local dining, shops, parks, the Milton Theatre, and nearby access to coastal Delaware attractions. Enjoy the character of an established in-town setting with convenient access to Route 1, Lewes, Rehoboth Beach, and Broadkill Beach. Whether you are looking for a primary residence, coastal retreat, or investment opportunity, 119 Federal St offers space, location, and potential in one of Sussex County’s most beloved towns. Schedule your showing today and explore the possibilities. This property is also listed as a residential property under listing number: DESU2115428.

119 Federal St, Milton

Listing courtesy of RE/MAX Horizons. Contact: (302) 678-4300
$89,000
2 Beds ⋅ 2 Baths
Discover the potential in this 2-bedroom, 2-bath home located in the amenity-rich community of Angola Beach & Estates. Several major improvements have already been completed, including newer LVP-style flooring throughout, updated kitchen countertops and lower cabinets, replacement windows, new front steps, a newer HVAC system (2019), and a water heater replaced in July 2025. One of the full bathrooms has also been beautifully renovated. Community amenities include swimming pool, a marina with boat ramp, clubhouse, playground, basketball and tennis courts, with water, sewer, and trash service included in the lot rent. Conveniently located less than 10 miles from Lewes and Rehoboth Beach, you'll enjoy easy access to Delaware's beautiful beaches, tax-free shopping, restaurants, and entertainment. Offering a great opportunity to add your own finishing touches while building equity, this home is attractively priced and ready for its next chapter. Schedule your private showing today!

23357 Dill Ln Unit #21117, Lewes

Listing courtesy of JACK LINGO MILLSBORO. Contact: (302) 934-3970
$1,100,000
4 Beds ⋅ 4 Baths

23612 Deaver Cir, Lewes

Listing courtesy of Northrop Realty. Contact: (302) 703-1144
$324,999
3 Beds ⋅ 4 Baths
Welcome to this meticulously cared-for townhome in the desirable Shipbuilders Village community of Milton, Delaware! Move-in ready and thoughtfully updated, this wonderful home offers an ideal blend of comfortable living spaces, modern finishes, and an incredible location just a short walk from all that in-town Milton has to offer. The first floor features updated luxury vinyl plank flooring, an updated powder room, a convenient one-car garage, and an amazing recreation room with a sliding glass door providing easy access to the outdoors. Upstairs, the main living level welcomes you with additional luxury vinyl plank flooring, an updated kitchen, a light-filled great room, and another powder room for added convenience. The kitchen opens directly to the dining area, creating a wonderful flow for everyday living and entertaining, while a sliding glass door leads to your private deck overlooking a beautiful farm field. From here, you can sit back, relax, and enjoy breathtaking sunsets that are truly hard to beat! The top level features two guest bedrooms, including one with beautiful trim detail and a custom-built-in that adds character and functionality. The spacious primary suite offers a private ensuite bathroom and a separate closet, creating a comfortable retreat at the end of the day. With its thoughtful updates, versatile floor plan, private outdoor space, stunning views, and walkable location, this exceptional townhome is a wonderful opportunity to enjoy the best of Milton living!

603 S Spinnaker Ln, Milton

Listing courtesy of Compass. Contact: 3022734998
$1,299,000
5 Beds ⋅ 5 Baths
Welcome to 18320 Highwood Drive, located in the heart of Wellesley, an exceptional opportunity to own a true luxury corner-lot residence, ideally positioned near the Delaware coast and just moments from beautiful beaches. Situated on a premium corner lot, this impressive home offers 4,351 square feet of thoughtfully designed living space, providing the perfect balance of sophistication, comfort, and functionality for both everyday living and effortless entertaining. Adding to its appeal is an unfinished basement, offering endless possibilities to create a home gym, theater, recreation room, additional bedrooms, or whatever best suits your lifestyle. Step inside to discover bright, inviting spaces with a floor plan designed for modern living. Another standout features is the screened porch overlooking the tranquil pond—the perfect place to enjoy your morning coffee, unwind with a good book, or entertain guests while taking in peaceful views. From its exceptional curb appeal and sought-after corner-lot setting to its serene pond views and unbeatable location near Delaware's award-winning beaches, this home offers a rare combination of luxury, privacy, and lasting value. Don't miss your opportunity to make 18320 Highwood Drive your next home. Schedule your private showing today!

18320 Highwood Dr, Rehoboth Beach

Listing courtesy of Iron Valley Real Estate Premier. Contact: 3027414545
$499,999
2 Beds ⋅ 2 Baths
Wake up to peaceful pond views in this inviting 2‑bedroom, 2‑bath end unit condo designed for relaxed coastal living. The open layout flows effortlessly from the beautifully remodeled kitchen and wine bar into bright living spaces with wood floors throughout. The kitchen features quartz countertops, stainless appliances and ample bar seating for guests to accompany the cook during dinner parties. Two pond‑front porches, one of which is off of the primary suite, offer the perfect spots for morning coffee, evening unwinding, or simply enjoying nature. The comfy pond front living room has a wood burning fireplace for chilly off season evenings. The spacious primary suite has an ensuite bath. The second bedroom is down the hall from the primary which gives more privacy, there is also a full hall bath. With access to three pools and pickleball courts there is plenty to do if you don't feel like going the short distance to the beach. The convenient location gives quick access to downtown Rehoboth and the boardwalk as well as Dewey Beach. So close to wonderful restaurants and shopping, and the ocean! Schedule to see this one soon!

23 Eagles Lndg Unit #5, Rehoboth Beach

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767
$545,000
3 Beds ⋅ 2 Baths
Welcome to easy coastal living in the charming waterfront community of Cove on Herring Creek! This well-maintained 3-bedroom, 2-bath ranch offers approximately 1,710 square feet of comfortable living space with a bright, open floor plan designed for everyday living! At the heart of the home, the spacious kitchen serves as the central gathering place, featuring granite countertops, a stylish backsplash, stainless steel appliances, and a convenient breakfast bar perfect for meal preparation, casual dining, or hosting events. Fresh new carpeting creates a clean, inviting feel throughout, while generously sized guest bedrooms provide plenty of space for family and visitors. With just a few minor cosmetic updates, this home offers an excellent opportunity to add your own personal style and build instant equity. Step outside and discover nearly a half-acre of outdoor space ready to enjoy. Whether you're relaxing on the sun deck, unwinding in the screened porch, or envisioning a future pool, gardens, or outdoor entertaining area, the expansive .49-acre lot provides endless possibilities. Nestled within the Cove on Herring Creek community, residents enjoy a peaceful coastal setting with a picturesque community pond that's perfect for catch-and-release fishing, kayaking, or paddleboarding, along with a refreshing community pool and beautifully landscaped streets lined with mature trees. Even better, this home is being offered mostly furnished, making it truly move-in ready. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this Lewes property offers the perfect combination of comfort, value, and coastal charm.

33873 N Heron Dr, Lewes

Listing courtesy of Jack Lingo - Rehoboth. Contact: (302) 227-3883
$599,900
3 Beds ⋅ 3 Baths
Located in the sought-after Oyster Bay Villas community, this fully furnished townhome presents a rare opportunity to own a piece of coastal paradise. Ideally situated within easy walking or biking distance of downtown Rehoboth—without the hassle of accessing Rt. 1—and just 1.5 miles from Dewey Beach, it serves perfectly as a beach getaway or year-round residence. The open-concept first floor flows to a screened-in porch via sliding glass doors, ideal for entertaining, while the spacious primary suite features a bath with double sinks. Just steps from the community pool, the home also boasts brand-new ceramic flooring throughout the entry, adding an inviting beachy feel. Whether you crave a tranquil retreat or lively seaside adventures, this townhome offers the best of both worlds. Opportunities in Oyster Bay Villas are rare—don’t miss your chance to own this slice of coastal heaven.

37506 Kaitlyn Dr Unit #20, Rehoboth Beach

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$519,000
2 Beds ⋅ 1 Baths
Waterfront living on Lake Comegys with spectacular views from this second floor flat. Sea Haven is only 1.5 blocks to the ocean on beautiful Chesapeake Street. Enjoy the peaceful setting with the water views and surrounding grounds. Conveniently located between Rehoboth Beach and Dewey Beach so a short walk in either direction. The building has an outdoor shower and off street parking. Property is being sold "as is"

121 Chesapeake St, Dewey Beach

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact: 3022274800
$120,000
2 Beds ⋅ 2 Baths
MOTIVATED SELLER – AFFORDABLE COASTAL LIVING JUST 5 MILES FROM REHOBOTH BEACH! Don’t miss this opportunity to own a beautifully remodeled beach-area home at an affordable price. Renovated in 2020, this 2-bedroom, 2-bath home offers approximately 910 sq. ft. of comfortable living space. The home features an open floor plan, abundant natural light, and luxury vinyl plank flooring throughout the main living areas, kitchen, bathrooms, and hallway. The spacious primary suite includes a private bath. A second full bath adds convenience for guests and family. The carpet has been removed from both bedrooms, allowing the next owner to choose and install their preferred flooring and add a personal touch. Enjoy your private outdoor space, complete with a storage shed. Residents of Camelot Meadows also have access to community amenities, including a pool, clubhouse, and fitness center. Conveniently located just 5 miles from the Rehoboth Beach Boardwalk, this home is close to tax-free shopping, restaurants, golf, and entertainment. It is ideal as a primary residence, vacation retreat, or investment property. Park approval is required. MOTIVATED SELLER—PRICED TO SELL! Schedule your private showing today and bring your offer!

19592 Prince St Unit #3428, Rehoboth Beach

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact: 3022274800
$5,250,000
5 Beds ⋅ 6 Baths
Coastal Luxury with Ocean Views & Breezes! Experience the perfect blend of luxury, comfort, and coastal charm in this stunning, professionally renovated beach retreat. Designed for effortless indoor-outdoor living, this exceptional home captures sweeping Atlantic Ocean views, refreshing sea breezes, and sophisticated designer finishes throughout. Ideally situated on a fee simple ocean block lot in the sought-after Rehoboth by the Sea community in Dewey Beach, this remarkable residence was completely reimagined in 2020 by renowned architect Tony Beto and custom home builder Dewson. The extensive renovation included a new roof, siding, HVAC systems, decks, and beautifully redesigned interior and exterior living spaces. The welcoming foyer opens to a spacious first level featuring four generously sized bedrooms, including three private ensuite bedrooms. This level also offers a large laundry room complete with a built-in dog washing station, a convenient powder room, elevator access, and two outdoor living areas designed for gathering, relaxing, and enjoying the coastal lifestyle. Upstairs, the open-concept living space is both elegant and inviting. The gourmet kitchen, complete with high-end appliances and an oversized walk-in pantry, flows seamlessly into the dining area and spacious great room. A cozy fireplace anchors the space, while sliding glass doors lead to a covered deck with a pergola and panoramic ocean views—creating the perfect setting for entertaining or simply unwinding by the sea. The luxurious owner's suite is a private sanctuary featuring its own deck, a double-sided fireplace, and a spa-inspired bath with a soaking tub, oversized tiled shower, dual vanities, and a private water closet. The ground level offers a spacious garage with coated floors, abundant storage, an outdoor shower, and a private fenced backyard—ideal for pets, outdoor enjoyment, or quiet relaxation after a day at the beach. Every detail of this home reflects exceptional craftsmanship and thoughtful design. Highlights include cathedral ceilings, hardwood flooring, custom millwork, shiplap accents, wainscoting, designer wallpaper, exquisite tilework, on-demand hot water, central vacuum, an elevator, and premium finishes throughout. Professionally furnished and offered move-in ready, this extraordinary coastal home is equally suited as a full-time residence, luxurious vacation retreat, or exceptional investment property with strong rental potential. Schedule your private showing or take the video tour to experience this extraordinary ocean-block retreat for yourself.

16 Chicago St, Dewey Beach

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767
$600,000
5 Beds ⋅ 4 Baths
Welcome to this beautifully maintained Coastal Model in the highly sought-after Woodfield Preserve community. Offering five spacious bedrooms, three-and-a-half bathrooms, and a desirable first-floor primary suite, this home blends modern comfort, thoughtful design, and coastal elegance. Designed for both everyday living and effortless entertaining, the open-concept floor plan is filled with natural light and offers generous living spaces throughout. The inviting three-season room overlooks a peaceful pond, creating the perfect place to enjoy your morning coffee, unwind with a good book, or gather with friends and family year-round. Step outside to the rear patio and take in the tranquil water views while enjoying the privacy and beauty of your backyard setting. Irrigation well to save money. The spacious primary suite provides the convenience of first-floor living, while four additional bedrooms offer exceptional flexibility for guests, multigenerational living, or a dedicated home office. A new HVAC system adds comfort and peace of mind, making this home truly move-in ready. Why wait months for new construction when you can move in right away? This home is available for a quick closing, allowing you to begin enjoying the coastal lifestyle sooner. As an added advantage, buyers may also benefit from the traditional Delaware transfer tax split, offering the potential for significant savings compared to many new construction purchases. Woodfield Preserve offers an outstanding lifestyle with resort-style amenities just moments from your door, including a clubhouse, fitness center, outdoor pool, pickleball and tennis courts, playground, dog park, yoga space, billiards room, and a full calendar of community activities. Golf enthusiasts will appreciate being adjacent to The Rookery Golf Course, while beach lovers will enjoy convenient access to Broadkill Beach, Lewes Beach, Rehoboth Beach, Cape Henlopen State Park, and the charming shops, restaurants, and breweries of historic downtown Milton. Combining generous living space, peaceful pond views, exceptional community amenities, immediate availability, and an unbeatable coastal location, this home offers the perfect blend of comfort, convenience, and value in one of Sussex County's most desirable communities. Schedule your private showing today and discover why so many buyers are choosing to call Woodfield Preserve home."

22430 E Cypress Way, Milton

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