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

Steeple Chase Run, Lewes
$299,900
OFFERED BELOW APPRAISED VALUE! IRON HORSE RANCH. Large, wooded lot! Almost 2 acres in Lewes off of Beaver Dam Rd. with quick access to Rt 1 and the beaches. Sewer connection fee is taken care of (savings of over $10,000). Iron Horse Ranch is a small community of only 5 lots with upscale homes and beach living at its best. Seize the opportunity as it won't last.

Steeple Chase Run, Lewes

Listing courtesy of EXP Realty, LLC. Contact:

120 Beebe Ave, Lewes
$889,000
2 Beds ⋅ 1 Baths
Stick built home built in 1950 in the desirable vacation resort of Lewes. The location is 1.1 mile from the Beach. All the small town shops and restaurants are close by. Walks in the neighborhood are charmed by the well kept homes in the area. Beebe Medical Healthcare is 1 block away. The property needs major remodeling to be your future Dream Home.

120 Beebe Ave, Lewes

Listing courtesy of Keller Williams Realty. Contact:

22836 Angola Rd W, Lewes
$369,000
2 Beds ⋅ 2 Baths
REFRESHED & READY FOR ITS NEXT CHAPTER — OFFERED AT $369,000! Discover an incredible opportunity to own a spacious, well-built ranch home in the highly desirable gated waterfront community of Angola by the Bay! At this attractive price point, this home offers an excellent opportunity to finally enjoy all that this sought-after community has to offer without taking on an extensive list of renovation projects. Freshly refreshed and showing better than ever, this charming two-bedroom, two-bath home offers approximately 1,200 square feet of comfortable, single-level living with an open, inviting floor plan, generously sized bedrooms, a spacious living room, and a wonderful foundation for adding your own personal touches. Solidly constructed and well insulated, this home offers a comfortable and peaceful interior, central air conditioning, and a practical layout with room to make it your own. A spacious attic with pull-down stairs provides an abundance of additional storage space. The three-season porch overlooking the fenced backyard offers a wonderful place to relax, entertain, or simply enjoy the coastal surroundings. Situated on a 75 x 100 lot the property offers convenient access to the pool and the pickleball courts, common areas, wooded trails, that to the appeal. The bonus is the lifestyle that comes with living in Angola by the Bay! This established gated waterfront community offers access to Rehoboth Bay through its private marina and boat ramp, along with fishing and crabbing piers, kayak launches, approximately eight miles of scenic walking trails, and beautiful community green spaces. Enjoy the saltwater swimming pool, clubhouse, tennis and pickleball courts, basketball courts, playgrounds, and an impressive variety of clubs, social groups, and year-round activities. The community also benefits from an on-site office and maintenance staff. Conveniently located just a few miles from the beautiful beaches of Lewes and Rehoboth, shopping, dining, schools, and Delaware's scenic state parks, Angola by the Bay offers the perfect combination of a relaxed coastal setting and easy access to everything the area has to offer. At just $369,000, this is a fantastic opportunity to enjoy the Angola by the Bay lifestyle! Whether you're looking for a year-round residence or a coastal getaway, this property deserves a look!

22836 Angola Rd W, Lewes

Listing courtesy of Tesla Realty Group, LLC. Contact:

24363 Hollyville Rd, Millsboro
$179,990
3 Beds ⋅ 1 Baths
13mi to DOWNTOWN LEWES + REHOBOTH BEACH -- INVESTOR ALERT -- Needs work, but huge potential for this 3BR cottage on a nice-sized lot in the Cape Henlopen School District. Newer well and 2-tier septic system should help knock out two of the bigger-ticket items. Getting to the beach, or anywhere you want to go, will be a breeze -- easy access to all the major routes and the bypass. 13-14 mi to the beloved Delaware Beaches of Rehoboth, Dewey, Lewes - each boasting its own unique charm and amenities - from world-class dining to watersports. A paradise for nature lovers, sports enthusiasts, and anyone looking for adventure - boating, fishing, crabbing, exploring state parks, lush local history, arts and culture, unique boutique shopping, and don't forget golf - the list goes on! Miles of ocean beaches, tidal bays, rivers, and woodlands to be enjoyed. Sizes, taxes, distances approximate.

24363 Hollyville Rd, Millsboro

Listing courtesy of EXP Realty, LLC. Contact:

35669 Buttermilk Dr, Rehoboth Beach
$250,000
2 Beds ⋅ 2 Baths
COMING SOON!!! East of Route 1 Buying Opportunity! Welcome to this beautiful coastal home offering bright, airy living just 4 miles from the famous downtown Rehoboth Beach & Boardwalk. The open-concept design flows seamlessly from the sunlit living room into a fully equipped kitchen featuring granite countertops and a deluxe LG stainless steel appliance package. Skylights, vaulted ceilings, crown molding, and vibrant accent colors enhance the home's coastal charm, while durable laminate and plank-style ceramic tile run throughout. A stunning sunroom with a wood-plank ceiling leads to a fully fenced backyard complete with an outdoor patio and storage shed. Sunroom could act as a bonus room for guests & family! The primary bedroom boasts a custom walk-in closet system and private bath, accompanied by a well-appointed second bedroom and full hall bath. Additional conveniences include an in-unit stacked washer/dryer with shelving. Situated near the Junction & Breakwater trail, lot rent covers seasonal lawn care, trash service, and access to the community pool, clubhouse, and fitness center. Park application approval required; specialized financing options available.

35669 Buttermilk Dr, Rehoboth Beach

Listing courtesy of Coldwell Banker Realty. Contact:

34775 Mute Swan Ln, Rehoboth Beach
$525,000
4 Beds ⋅ 3 Baths
Coastal Living Meets Modern Comfort in Summercrest! Discover the possibilities in this beautifully updated home located in the desirable Summercrest community of Rehoboth Beach, Delaware, just minutes from the area’s renowned beaches, popular restaurants, shopping, and entertainment. Recently remodeled and expanded to offer 4 bedrooms and 3 full baths, this newer home delivers the space, flexibility, and features today’s buyers are looking for. New Washer and Dryer and First Floor Owner’s Suite make this one a no brainer. Inside, enjoy fresh new flooring and a thoughtfully updated layout featuring a second owner’s suite, ideal for guests, multigenerational living, or added privacy. The possibilities continue with a full, unfinished basement, offering abundant storage and exciting potential for future living space, a home gym, recreation room, or workshop. Extend your enjoyment throughout the seasons in the recently added three-season room, complete with a wood stove that creates a warm and inviting atmosphere for relaxing on cool coastal evenings. Outside, the fenced backyard offers a blank canvas for gardening, outdoor entertaining, pets, or creating your own private retreat. Looking to reduce your monthly utility expenses? The home features Tesla solar panels, offering the potential for energy savings. Buyers should verify system ownership, transferability, and applicable utility arrangements. Whether you’re searching for a full-time residence, a coastal getaway, or a home with room to grow, this Summercrest property offers an appealing combination of recent improvements, flexible living space, and a convenient location near everything that makes Rehoboth Beach such a sought-after destination. Enjoy the Delaware beach lifestyle with the space, comfort, and possibilities to make this home your own!

34775 Mute Swan Ln, Rehoboth Beach

Listing courtesy of Dave McCarthy & Associates, Inc.. Contact:

35728 Black Marlin Dr, Lewes
$1,188,000
5 Beds ⋅ 5 Baths
5300 Square Feet of Luxurious Living in Wolfe Pointe Experience exceptional coastal living in this beautifully updated Wolfe Pointe residence offering approximately 5,300 square feet of thoughtfully designed living space, including a fully finished lower level. Recent enhancements make this home truly move-in ready, featuring fresh interior paint, updated electrical fixtures, a newly installed elevator/lift system providing convenient access to the second floor, and durable epoxy flooring in the oversized garage. Designed for both everyday comfort and elegant entertaining, this impressive home features five spacious bedrooms with walk-in or custom designer closets, four full baths and one half bath, and an abundance of flexible living areas. The vaulted foyer creates a grand first impression and is complemented by dual staircases leading to the second level from both the foyer and great room. The gourmet eat-in kitchen is appointed with granite countertops, a travertine backsplash, stainless steel appliances including a newer refrigerator, a six-burner gas cooktop, double ovens, and a breakfast bar ideal for casual gatherings. The adjacent great room living spaces include a formal dining room, living room or library, office areas on two levels, and a dedicated fitness room. Plantation shutters, hardwood and tile flooring in high-traffic areas, transom and eyebrow windows, and numerous gathering spaces add architectural character and functionality throughout. The luxurious owner's suite offers a spa-like retreat with a soaking tub, walk-in shower, and generous closet space. A walk-up, floored 40' x 20' storage area and additional lower-level storage room provide ample space for organization. The fully finished lower level expands the home's versatility, offering a kitchenette, full bath, large bedroom with two closets, and an expansive 36' x 24' recreation/media room perfect for guests, hobbies, or multi-generational living. Virtually staged rooms provided. Outdoor living is equally impressive, featuring a screened porch, recently renovated deck, outdoor shower (2025), extensive landscaping with accent lighting, and irrigation supplied by a cost-effective agricultural well. The oversized garage includes a workbench, built-in cabinetry, and newly installed epoxy flooring for durability and easy maintenance. Exceptional Maintenance and Efficiency This meticulously maintained home offers numerous valuable upgrades, including: New roof and skylights (2024) Chimney renovation (2024) High-efficiency three-zone HVAC system Lower-level Mitsubishi mini-split heat pump Gas furnace and natural gas cooking On-demand tankless water heater Whole-house surge protection Leaf Filter gutter guard system Basement dehumidification system Dryvit and vinyl exterior siding Ten-year smoke and carbon monoxide detection system (2024) Annual maintenance contracts on major systems Cost-effective electric service through Delaware Electric Cooperative Prime Lewes Location Enjoy a first-class coastal lifestyle from one of Lewes' most desirable communities: Approximately 1.8 miles to Lewes Beach Approximately 1.4 miles to the dining, shopping, and charm of Second Street Approximately 1.9 miles to Lewes Public Library Approximately 0.5 miles to the 20+ mile Junction & Breakwater Trail Approximately 3 miles to Cape Henlopen State Park Wolfe Pointe Community Amenities Residents enjoy access to an outstanding collection of community amenities, including: Two in-ground concrete swimming pools Lighted tennis and pickleball courts Beautifully maintained community grounds This exceptional Wolfe Pointe home combines luxury, accessibility, thoughtful updates, and an unbeatable Lewes location, creating a rare opportunity to enjoy resort-style living just minutes from the beach, bike trails, dining, and shopping.

35728 Black Marlin Dr, Lewes

Listing courtesy of First Class Properties. Contact:

26188 Kielbasa Ct, Lewes
$710,000
3 Beds ⋅ 3 Baths
At the end of a quiet cul-de-sac in Hailey's Glen, the street gives way to woods. Here, on a premium homesite backed by mature trees, sits a Schell Brothers Monterey that was never meant to be ordinary. Less than two years old, it offers 3 bedrooms, 2.5 baths, and nearly 1,900 square feet of single-level living, refined at every turn. The story begins at the curb. Blue shake siding, crisp white trim, and Craftsman gables frame a Trex front porch and a two-car garage. Through a front door flanked by sidelights and crowned with a transom, morning light spills across the foyer. Norman plantation shutters, custom millwork, and wainscoting lead down the hall over seven-inch COREtec walnut floors, softly lit by customized LED lighting. Then the house opens up. Ceilings lift to 12 feet in the living area, and stacked transom windows fill the room with treetops and sky. Zebra blinds and a woven wood treatment on the slider temper the light without ever closing off the view. The kitchen is where the home reveals its pedigree. This is the Professional level, the highest Schell Brothers offers, and every finish rises to meet it. Hand-painted wood cabinetry climbs to the 9-foot ceiling, detailed with moldings, lit glass-front uppers, and warm brass hardware. A 48-inch built-in GE Monogram refrigerator anchors one wall, while a 6-burner Monogram range sits beneath a custom hood against a hand-laid herringbone backsplash. At the center, a quartz-topped beadboard island seats six around an undermount sink and a brass-finish spring faucet. Holiday dinners, slow Sunday breakfasts, friends lingering after a day at the beach: this kitchen was made for all of it. At day's end, the primary suite feels a world away. A Pottery Barn pendant glows beneath the tray ceiling, motorized Norman shades darken the room at a touch, and two walk-in closets keep life in order. The bath is the home's quiet showpiece. Italian tile wraps it floor to ceiling and continues past the shower walls, framing a zero-entry shower with a herringbone floor, tiled bench, grab bars, and a 9'10" frameless glass enclosure. A double quartz vanity and two custom mirrors complete the scene. Accessibility is woven gracefully into the design, so the home serves as beautifully years from now as it does today. Two additional bedrooms with custom window treatments share a well-appointed guest bath, and a powder room welcomes visitors. A Honeywell smart climate system, August Smart Lock Pro, and SimpliSafe security work quietly in the background. Evenings belong to the backyard. Trex steps descend to a custom 14' by 38' patio that spans the back of the home and looks straight into the woods, where wildlife wanders through at the edge of the trees. The fully fenced yard, landscaped for easy care and watered by its own private irrigation well, leaves room for a pool, an outdoor kitchen, or a larger place to gather. Perhaps the rarest luxury here is how little the home costs to own. Annual property taxes are just $1,211, and HOA dues are only $143 a month. Energy bills stay just as modest. Fourteen solar panels, owned outright with no lease, pair with an energy-efficient build, a conditioned crawl space with dehumidifier, and a tankless water heater to keep usage low. Natural gas fuels the furnace, water heater, and range, and electricity comes from Delaware Electric Cooperative, a member-owned, not-for-profit utility. The result is coastal living that is as easy on the budget as it is on the eye. Hailey's Glen was designed as a peaceful counter-narrative to the sprawling, high-traffic resort communities typical of the Delaware beach region. It centers on intimacy, natural beauty, and central location. Historic Lewes, with its shopping, dining, galleries, and parks, is minutes away, as are Cape Henlopen State Park, Rehoboth Beach, tax-free shopping, and Delaware's award-winning beaches. Call today to schedule your private showing!

26188 Kielbasa Ct, Lewes

Listing courtesy of Jack Lingo - Lewes. Contact:

30256 Green Valley Run, Milton
$432,000
3 Beds ⋅ 2 Baths
EFFORTLESS OVERBROOK SHORES LIVING! Nestled on a spacious almost half-acre lot in the established waterfront community of Overbrook Shores in Milton, this inviting home is a beautifully kept 3-bedroom, 2-bath rancher offering 1,804 square feet of single-level living space. This move-in-ready home seamlessly combines privacy, charm, and top-tier capital upgrades. Step inside to find gleaming hardwood flooring flowing throughout. The smart split-bedroom layout positions the private Primary Suite, complete with a walk-in closet and an updated en-suite primary bath, on one side of the home, while two comfortable guest bedrooms and a secondary full bath rest on the opposite wing. A functional kitchen with abundant cabinetry and an adjacent laundry room with pantry storage round out the well-designed floor plan. Outdoor entertaining is effortless with your choice of a rear deck or custom paver patio overlooking the lush backyard. Storage is never an issue thanks to the attached 2-car garage and a 12X18 detached shed equipped with electric power. Complete with a sealed driveway, HVAC system (replaced in 2023), sliding glass door (2022), water heater (2020), and an updated roof and skylight replacement (2018), every major component has been meticulously maintained. Located just minutes from historic downtown Milton, route 1 shopping & dining and the beach, this property is a true standout! Call and schedule a showing today!

30256 Green Valley Run, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

35091 North Dr, Lewes
$175,000
2 Beds ⋅ 1 Baths
Nestled in a serene waterfront community, this exquisite manufactured home offers a harmonious blend of modern luxury and comfort, perfect for those seeking an exclusive lifestyle. Built in 2025, this modular masterpiece showcases innovative design and high-end finishes that elevate everyday living. Step inside to discover a thoughtfully designed interior that radiates warmth and sophistication. The open-concept layout seamlessly integrates the kitchen and dining areas, creating an inviting space for both casual meals and elegant entertaining. appliances, including a built-in microwave, single oven, and stove, ensuring culinary adventures are met with ease and style. The refrigerator provides ample storage for all your gourmet ingredients, while the water heater guarantees comfort and convenience. The home has 2 bedrooms, including an entry-level bedroom that offers flexibility for guests or a private office. The bathroom is a true retreat, boasting a luxurious walk-in shower that invites relaxation after a long day. Ceiling fans throughout the home enhance airflow and comfort, making every corner feel just right. Double deck will have the lower deck screened in and enjoy the fresh air on the upper deck with full 360 views. Outside, the allure continues with access to the community pool, perfect for sun-soaked afternoons and social gatherings. The property boasts an impressive 37 feet of waterfrontage along the bay, providing breathtaking views and a tranquil atmosphere. Enjoy the soothing sounds of water and the beauty of nature right at your doorstep, with navigable waters inviting you to explore the bay's hidden gems. This home is not just a residence; it's a lifestyle. With low VOC insulation and sustainable construction materials, you can enjoy peace of mind knowing that your living space is both eco-friendly and luxurious. The community offers a unique blend of privacy and camaraderie, making it an ideal setting for those who appreciate the finer things in life. Experience the perfect balance of comfort, elegance, and waterfront living in this stunning property. Whether you're hosting friends or enjoying a quiet evening by the water, this home is designed to cater to your every need, making it a true sanctuary for the discerning homeowner. This home aslo has a rooftop deck.

35091 North Dr, Lewes

Listing courtesy of Investors Realty, Inc.. Contact:

no property photo
$439,999
3 Beds ⋅ 2 Baths
Tucked away in the desirable community of Starlight Meadows, this 3-bedroom, 2-bath ranch offers the convenience of single-level living, a spacious layout, and NO HOA! With limited turnover in the community, opportunities to call Starlight Meadows home don't come along often. Offering just under 2,000 square feet, this home is situated on a .29-acre lot backing to trees and positioned on a cul-de-sac. Inside, you'll appreciate the open floor plan featuring a generously sized living room that flows into the kitchen and dining area. All three bedrooms are comfortably sized, including the primary suite with its own private bath. The thoughtful layout keeps all bedrooms and bathrooms on one side of the home, separate from the main living areas. An oversized two-car garage provides plenty of room for parking and storage. Conveniently located near Route 1, this property is just a short drive to historic downtown Milton, the Delaware Bay beaches, and all the shopping, dining, and entertainment that Lewes and Rehoboth Beach have to offer. Enjoy the convenience of coastal Delaware while being tucked away from the hustle and bustle! Property is currently winterized.

7 Comet Ct, Milton

Listing courtesy of Keller Williams Realty. Contact:

1 Read Ave Unit 116D, Dewey Beach
$65,000
1 Beds ⋅ 1 Baths
UNMATCHED OPPORTUNITY! OCEANFRONT OWNERSHIP + RENTAL INCOME OPPORTUNITY! Imagine waking up to the sound of waves, stepping outside, and walking directly onto the sand. Enjoy morning strolls along the shoreline, afternoons soaking up the sun, and evening walks under glowing sunsets — all without having to drive anywhere or fight for parking. Welcome to The Surf Club, where OCEANFRONT LIVING MEETS FLEXIBILITY, INCOME POTENTIAL, AND HASSLE-FREE OWNERSHIP — and all without spending millions of dollars. This beautifully maintained 1-BEDROOM, 1-BATH CONDO comfortably SLEEPS FIVE thanks to a KING-SIZED BED, a QUEEN-SIZED SLEEPER SOFA, and a VERSATILE SLEEPING BENCH — making it perfect for families, guests, or maximizing rental potential. You'll enjoy 13 WEEKS OF DEEDED OWNERSHIP each year — this is NOT A TIMESHARE! FLEXIBLE RENTAL PROGRAM: At the beginning of each year, owners choose which weeks to USE and which to RENT. Any weeks placed into the SOV RENTAL POOL earn income based on the total rentals for your room category that week. If you’re the only owner renting, you keep 100% OF YOUR UNIT’S PROFITS. If multiple SOV units are rented, profits are divided equally among those owners. Nightly rental rates are market-driven, and on-site professional management — the same team that operates the HYATT at the Rusty Rudder — handles bookings, cleanings, maintenance, utilities, taxes, and insurance. You can also switch plans last minute: if you originally planned to use your week but can’t, you can make it available for rental. Likewise, if you planned to rent but decide you want to come, you can — as long as your unit or another available SOV is open. With SUMMER WEEKS TYPICALLY BOOKED, this property offers a RARE OPPORTUNITY to enjoy GUARANTEED VACATION TIME and PASSIVE INCOME — without the stress of managing a rental. Spend your mornings sipping coffee with a view, your afternoons on the sand, and your evenings strolling to Dewey’s best restaurants, live music, and nightlife — all just steps away. And when you want to explore, hop on the Jolly Trolley for a quick ride into Rehoboth. This isn’t just oceanfront ownership — it’s the ultimate Delaware beach lifestyle combined with a smart investment opportunity. With its prime SOV location, sleeping capacity for five, flexible rental income, and professional management, this condo delivers the best of both worlds. All of this can be yours for the price of a car!

1 Read Ave Unit 116D, Dewey Beach

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

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