Cape Henlopen Homes for Sale

Cape Henlopen Homes for Sale

Welcome to Cape Henlopen School District, located in Sussex County, Delaware, in the United States. Known for its commitment to academic excellence and a supportive community, Cape Henlopen School District offers top-tier education for students of all ages.

Families looking to settle down in the Cape Henlopen area will find a variety of homes for sale that cater to different preferences and budgets. Whether you're searching for a cozy single-family home, a spacious townhouse, or a modern condo, Cape Henlopen has something for everyone. With picturesque neighborhoods, excellent amenities, and convenient access to schools and recreational facilities, Cape Henlopen is the perfect place to call home.

As you explore the real estate options in Cape Henlopen, you'll discover a range of properties listed for sale. From charming starter homes to luxurious estates, there's a diverse selection of homes available to suit your needs. Whether you're a first-time homebuyer or looking to upgrade to a larger space, Cape Henlopen offers an array of housing options to choose from.

If you're considering a move to the Cape Henlopen School District, now is the perfect time to explore the homes for sale in this vibrant community. With its strong emphasis on education, family-friendly environment, and beautiful surroundings, Cape Henlopen is a wonderful place to live, work, and play. Start your search for the perfect home in Cape Henlopen today and experience the best that Delaware has to offer.

Newest Cape Henlopen Homes for Sale

$1,499,999
6 Beds ⋅ 5 Baths
6 bedrooms and 5 full baths! Amazing location; East of Route 1 ! The first floor features a stunning two-story family room with stone fireplace, coffered ceilings, and hand scraped hardwood floors, The chef’s kitchen is accented by a 5 burner induction cooktop, large island, quartz counter & backsplash, lots of cabinets, and walk-in pantry. Rounding out the first floor is a dedicated office/den with full bath, and the primary bedroom complete with tray ceiling, expansive walk-in closet with built ins and primary bathroom with soaking tub, shower, and dual vanities. Head upstairs and you will find a large loft living area, a second bedroom that has a private full bath as well as a third bedroom connected to a full bath and fourth bedroom. The finished basement features a large open area with a full kitchen, dining room, living room, 2 bedrooms, a full bath, and storage room. The home has a large private composite deck with dual arbors, custom lighting. fenced back yard, lush landscaping. and irrigated lawn with an AG well. There is an oversized garage with a large storage alcove. Just 1 mile to restaurants, shopping, Downtown Rehoboth Beach and 2 miles to the Boardwalk and beach. Walk or bike the adjacent Junction and Breakwater Trail with miles of trails that connect Rehoboth, Lewes, Cape Henlopen State Park. The community offer two pools, tennis, fitness centers, and waterfront park. The HOA cuts and fertilizes your lawn which gives you more time to relax. Come enjoy this amazing lifestyle. Owners are licensed DE Realtors.

41218 Gloucester Dr, Rehoboth Beach

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact: 3022274800
$1,100,000
3 Beds ⋅ 2 Baths
Exceptional opportunity to own 1.22 acres comprised of two parcels (334-12.00-73.00 and 334-12.00-74.00) in a prime Rehoboth Beach location. This unique property offers outstanding flexibility for homeowners, investors, and developers seeking space and future potential. With its generous size and strategic location, the property may be well-suited for a variety of Conditional Use opportunities, subject to Sussex County approval. Buyers are encouraged to explore the property's development and land use possibilities with Sussex County Planning & Zoning. Conveniently located just minutes from downtown Rehoboth Beach, Lewes, Route 1, shopping, dining, golf, and Delaware's award-winning beaches, this property offers the ideal combination of accessibility and privacy. Whether you're looking to hold as an investment, or pursue future development opportunities, this rare two-parcel offering presents endless possibilities in one of coastal Delaware's most desirable markets.

19234 Plantation Rd, Rehoboth Beach

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661
$424,900
3 Beds ⋅ 2 Baths
INTERIOR PHOTOS COMING SOON! Enjoy the perfect blend of comfort, space, and affordability at this well-maintained home in the peaceful community of Hunters Mill Estates. One of the property's standout features is the spacious 15 x16 all-season room (built in 2017), complete with its own mini-split heating and cooling system, creating the ideal space for relaxing, entertaining, working from home, or enjoying the outdoors year-round. You'll notice the updated luxury vinyl plank flooring throughout much of the home, replaced in 2024, giving the interior a fresh, modern feel. The functional floor plan offers comfortable living spaces, three bedrooms, and two full bathrooms, making it an excellent option for year-round living or a weekend retreat. Outside, the deck and generous yard (0.57 acre lot) provides plenty of room to enjoy gardening, outdoor gatherings, or simply unwind, while the mature landscaping adds curb appeal without excessive maintenance. Enjoy exceptional backyard privacy with no homes directly behind you. Great attention has been paid to each detail of the home including the metal roof (2021), encapsulated crawl space with french drain & sump pump, double-hung Anderson windows (2023), a warm & inviting kitchen w/ island and backsplash, plus so much more! Located just minutes from downtown Milton, and a short drive to Delaware's award-winning beaches, this home combines a convenient location with exceptional value. Even better, the annual HOA fee is just $200, helping keep ownership affordable while enjoying the benefits of an established community. Whether you're looking for your first home, downsizing, or searching for a coastal getaway, this move-in-ready property is ready to welcome its next owner.

10 Circle Dr, Milton

Listing courtesy of Iron Valley Real Estate at The Beach. Contact: (302) 541-8787
$995,000
3 Beds ⋅ 2 Baths
TIMELESS BEAUTY meets modern living in downtown Lewes! Originally built in 1900 and renovated with a new kitchen, sunroom , & primary suite bathroom, this classic Victorian offers the perfect blend of historic character and contemporary comfort. Step inside to discover hardwood and tile flooring throughout, a cozy living room featuring built-ins and an electric fireplace, a formal dining room, and a sunlit eat-in kitchen with an adjacent sunroom. The rare first-floor owner’s suite boasts exposed beams, an en suite bath, and direct access to the beautifully landscaped grounds. Upstairs, you’ll find two spacious bedrooms plus a home office, along with a fully floored third-floor attic for extensive storage. Outdoor living shines with a front screened porch, a private, fenced-in hardscaped courtyard, a detached storage shed, and a classic coastal outdoor shower. Enjoy an unbeatable location within walking or biking distance to 2nd Street dining, the Historic Lewes Farmers Market, and the beach. Ideal as a year-round residence, weekend getaway, or lucrative vacation rental!

118 Madison Ave, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661
$359,000
2 Beds ⋅ 1 Baths
Tastefully remodeled in 2022, this charming A-frame cottage in the sought-after Angola by the Bay community offers the perfect blend of coastal charm, modern updates, and investment potential. With short-term rentals permitted and a proven 5-star Airbnb history (account available to transfer to the new owner), this property is ideal as a primary residence, vacation getaway, or income-producing investment. Nestled among mature pines in a quiet yet convenient setting, the home welcomes you with an expansive front deck—perfect for relaxing with your morning coffee or unwinding after a day at the beach. Inside, the open-concept main level features soaring vaulted ceilings, a dramatic two-story living room with clerestory windows, an exposed beam with ceiling fan, and sliding glass doors that flood the space with natural light and open to the front deck. The beautifully updated kitchen showcases new stainless steel appliances, upgraded countertops, a classic subway tile backsplash, and a convenient coffee bar. Luxury vinyl plank flooring extends throughout the home, creating a cohesive, low-maintenance interior. The main-level bedroom offers a wall of closet space, while the remodeled full bath features a tiled tub/shower surround and ceramic tile flooring. Upstairs, the spacious loft-style bedroom easily accommodates additional family or guests and includes a cozy reading nook or flex space. Recent improvements provide added peace of mind, including a newly encapsulated crawl space with sump pump (2023), new water heater (2022), and a storage shed added in 2023. The encapsulated crawlspace is 576 square feet. The shaded backyard offers a private retreat with a fire pit, perfect for gathering under the trees. Residents of Angola by the Bay enjoy an impressive array of amenities, including a gated entrance, outdoor pool, clubhouse, boat ramp, marina with boat slips, fishing and crabbing pier, lake access, walking paths, picnic areas, baseball field, basketball, tennis and volleyball courts, playgrounds, and water privileges. Located within the Cape Henlopen School District and just 20 minutes from downtown Lewes, Delaware's beautiful beaches, shopping, dining, and entertainment, this exceptional property delivers the best of coastal living with year-round appeal.

23209 Bridgeway, Lewes

Listing courtesy of Compass. Contact: 3022734998
$1,275,000
4 Beds ⋅ 4 Baths
To Be Built - Experience coastal living redefined with the Linwood—a stunning 5-bedroom, 3.5-bath home thoughtfully designed for luxury, comfort, and effortless connection. Step inside to a wide open-concept layout that seamlessly blends elegant entertaining and relaxed everyday living. The gourmet kitchen serves as the heart of the home, featuring designer finishes and modern conveniences for the perfect coastal retreat. Located in Even Tide, an exclusive enclave of just seven homes nestled in Rehoboth’s Forgotten Mile, the Linwood offers an extraordinary setting—walkable and bikeable to both Rehoboth and Dewey Beach. Imagine walking to live concerts, waterfront dining, or local festivals—enjoying everything the beach lifestyle offers without ever getting in your car. With no in-town restrictions or taxes, you’ll enjoy the best of coastal convenience in an unbelievable location. The Linwood at Even Tide. Where refined design meets the rhythm of the shore. Pictures are for Illustrative Purposes Only. House is under construction. Pictures are for illustrative purposes only.

37914 Even Tide Ln, Rehoboth Beach

Listing courtesy of Compass. Contact: 3022734998
$534,900
3 Beds ⋅ 2 Baths
Experience effortless coastal living in this meticulously maintained award-winning 6 year young energy efficient Vandelay model home featuring a 4' rear extension across the back of the home and a bright and sunny morning room. Large windows bathe the interior with light and the inviting entryway welcomes you home. A spacious owners suite includes a large walk-in custom designed "California closet", private bath and plenty of room for a king sized bed and reading chair. Designed for entertaining, the open-concept layout seamlessly connects the great room, dining area, sunroom and kitchen all backing to a peaceful wooded setting. The heart of the home features a chef inspired kitchen with stainless steel appliances, pantry, granite counter tops and breakfast bar with abundant storage and prep space. Two additional bedrooms share a hall bath on the opposite side of the home offering privacy for guests and family. Relax on the front porch and enjoy the serene beauty and privacy of the mature woods off the back deck and beautifully designed paver patio and hardscape. Woodbridge's fully equipped clubhouse with bar, kitchen and entertainment room is the gathering spot for meetings and social events. It features a workout room, pool and ping pong tables, library, comfy seating around the fireplace and three large-screen TV's. The clubhouse opens onto a beautiful large gated pool, and a playground is available for children's enjoyment. Residents enjoy the walking trails, and nearby bike trails, award winning beaches, tax-free shopping, fine dining and entertainment.

22492 Ridgecrest Dr, Milton

Listing courtesy of NextHome Tomorrow Realty. Contact: 3026014171
$859,900
4 Beds ⋅ 3 Baths
Enjoy space and privacy in an ideal location just three (3) miles to Ocean Beaches and downtown Rehoboth Beach! This beautifully maintained home sits on a partially wooded half acre parcel, nestled in Arnell Creek. The four (4) bedroom, 2.5 bathroom residence offers ample space on a corner lot, with large mature trees. This lovely home fatures vaulted ceilings, two fireplaces, a sunken living room, spacious light-filled family room, large eat in kitchen, separate formal dining room, a southeast facing sunroom and open sundeck. The side and back yard are partially fenced with a charming white picket fence, and there is still room enough for a pool! Enjoy your morning coffee in the early sunshine on the open deck, sip your evening cocktail on the sunporch, and cozy up, fireside in the family room for a relaxing evening in. This home is ideal for entertaining, with multiple large rooms for gathering. The rear deck is accessible from both the sunroom and family room. The oversized, four (4) car garage has interior access through a spacious laundry / mud room and also exterior access near the outdoor shower. There is a spacious primary suite on the main level and three guest rooms share a hall bath off the upstairs open balcony. A walk in attic with full height head room in the eaves of the four car garage, allows room enough to expand the second floor. Exterior features include a 30 year roof, still under warranty, exposed agragate drive and walkways and manicured landscaping. Book your showing for this rare opportunity today.

1 Tall Oaks Ct, Rehoboth Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact: (302) 227-3883
$809,990
4 Beds ⋅ 4 Baths
Welcome to Graywood Springs by Timberlake Homes - A community of 39 luxury single-family homes set on spacious ½-acre homesites in a serene, wooded setting just 3 miles north of Lewes and 8 miles from the beach. Enjoy convenient access to a variety of shopping and dining options nearby, Located in the Cape Henlopen School District . To-Be-Built - The Red Maple at Graywood Springs Step into luxury with the Red Maple, a thoughtfully designed floorplan offering elegance, functionality, and exceptional value. Home Features: Main-Level Primary Suite with a spa-inspired bath featuring an oversized tiled shower with seat and a freestanding soaking tub! Upstairs boasts Three generously sized bedrooms and two full baths Two laundry areas – one on the main floor near the primary suite, and one upstairs for added convenience A highlight is the Light-filled two-story great room that's adjacent to a Chef’s kitchen with a 10-foot island, granite countertops, stainless steel appliances, abundant cabinetry, butler’s pantry, and large walk-in pantry! Breakfast area adjacent to kitchen, perfect for casual dining and entertaining Flexible Customization Options: Optional 5th or 6th bedroom in loft or basement (lot-specific) Side-load 2- or 3-car garage Loft with full bath Optional finished basement (where available) with: Rec room Bedroom or den Full bath Media room Wet bar Fitness room Multiple exterior elevation styles available Photos are of a similar home; actual features may vary. Price reflects base model. Contact the onsite Sales Manager for current incentive. On-site Sales manager is an unlicensed representative of Timberlake Homes.

31604 Brielle Drive, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661
$839,900
4 Beds ⋅ 3 Baths
Located in the sought-after community of Redden Ridge, this impeccably maintained four-bedroom, three-bath home is ideally positioned between historic Lewes and the vibrant coastal lifestyle of Rehoboth Beach. Offering more than 3,400 square feet of finished living space, 31727 Carmine Drive combines refined finishes, generous living areas, and a beautiful wooded setting. From the moment you arrive, the curb appeal stands out with professional landscaping, an expanded paver driveway, inviting walkways, and landscape lighting that beautifully highlights the home after dark. Inside, thoughtful design and timeless craftsmanship are evident throughout. Hardwood flooring, shiplap accents, wainscoting, crown molding, custom window shades, designer lighting, and elegant built-ins create warm, inviting spaces with a refined coastal feel. The great room is the heart of the home, featuring a gas fireplace framed by expansive picture windows that fill the space with natural light and showcase peaceful wooded views. The gourmet kitchen is designed for both everyday living and entertaining, with a large center island featuring custom display cabinetry and breakfast bar seating, abundant 42-inch cabinetry, an impressive wall of pantry storage, stainless steel appliances, updated quartz countertops, tile backsplash, designer pendant lighting, and a recently replaced dishwasher. The adjoining dining area opens directly to the covered rear porch, creating an easy indoor-outdoor flow. The outdoor living space is a true highlight, complete with a mounted television, private hot tub, outdoor shower, and mature landscaping that provides an exceptional sense of privacy. The formal dining room has been transformed with a custom built-in bar and wine storage wall, creating a stylish entertaining space that could also serve as a parlor or home office. The primary suite offers a peaceful retreat with luxury vinyl plank flooring, a custom-designed walk-in closet, and a spa-inspired ensuite featuring dual vanities, a frameless glass shower with built-in bench, private water closet, and wooded views. Two additional bedrooms and a beautifully appointed hall bath are positioned near the front of the home, while a spacious mudroom and custom laundry area with cabinetry provide convenient access to the oversized garage. The finished lower level adds exceptional versatility with an expansive club room, multiple gathering spaces, updated flooring, fresh paint, an electric fireplace, a spacious fourth bedroom with two closets, a full bath, and abundant storage. Perfectly situated just minutes from the Beebe Health Campus, Route 1 shopping, dining, and outlets, the home is approximately 15 minutes from historic Lewes and Cape Henlopen State Park and about 10 minutes from the Rehoboth Beach Boardwalk. With exceptional craftsmanship, thoughtful updates, impressive outdoor living, and one of Redden Ridge’s most private wooded homesites, 31727 Carmine Drive offers an outstanding opportunity to enjoy Delaware’s coastal lifestyle.

31727 Carmine Dr, Rehoboth Beach

Listing courtesy of Northrop Realty. Contact: 3023552335
$545,000
3 Beds ⋅ 2 Baths
Welcome to 35595 Cedar Valley Lane, nestled within the established 55+ Cedar Valley community, where timeless appeal and thoughtful updates create a home that is truly move-in ready. Freshly painted throughout and featuring brand-new carpeting, this inviting residence offers a bright, refreshed interior designed for comfortable everyday living. From the moment you arrive, exceptional curb appeal sets the stage with beautifully landscaped grounds, a classic brick front façade, and a charming paver walkway leading to the welcoming entrance. Outback, a spacious two-tiered deck with a retractable awning creates the perfect setting for outdoor dining, entertaining, or simply relaxing while enjoying the peaceful surroundings. Inside, warm bamboo flooring flows through the living room and dining area, where a bump-out enhances the space and provides additional room for gatherings. Just beyond, the sun-filled sunroom showcases a vaulted ceiling and direct access to the rear deck, creating a seamless connection between indoor and outdoor living. The well-designed floor plan includes a comfortable primary suite featuring a private ensuite bath complete with a relaxing soaking tub, separate stall shower, and ample space to unwind at the end of the day. Additional bedrooms provide flexibility for family, guests, or a home office. A spacious unfinished basement offers outstanding storage today while presenting endless possibilities for future expansion, whether you envision a recreation room, fitness area, workshop, or additional living space. Perfectly positioned just minutes from downtown Rehoboth Beach, 35595 Cedar Valley Lane places you in the heart of Delaware's beloved coastal lifestyle. Spend mornings strolling the iconic boardwalk, afternoons browsing charming boutiques, art galleries, and local shops, and evenings savoring fresh coastal cuisine at the area's acclaimed restaurants. Everyday convenience is equally impressive with Tanger Outlets, Cape Henlopen State Park, championship golf courses, and Beebe Healthcare all just a short drive away, offering an exceptional blend of recreation, convenience, and coastal charm.

35595 Cedar Valley Ln, Rehoboth Beach

Listing courtesy of Northrop Realty. Contact: (302) 703-1144
$350,000
3 Beds ⋅ 2 Baths
Welcome to 414 Pine Street, a charming Cape Cod nestled in the heart of Milton on a spacious double lot, offering endless potential and waiting for your personal touch. Freshly painted and full of character, this three-bedroom, two bath home provides comfortable living spaces, a flexible floor plan, and an exceptional location close to everything Milton has to offer. Step inside to find a welcoming front living room filled with natural light. The main level also includes a front-facing bedroom, a second bedroom, and a full bath, providing convenient one level living if desired. The eat in kitchen features granite countertops, stainless steel appliances, and ample space for a dining table, making it the perfect gathering place for everyday meals. A partial unfinished basement offers additional storage and utility space. Upstairs, the spacious primary suite serves as a private retreat, complete with a comfortable sitting area that could easily function as a reading nook, home office, or dressing space. Just off the kitchen, a bright sunroom extends the living space and opens to a wood deck overlooking the fenced backyard. Surrounded by a wood privacy fence, the outdoor space provides plenty of room for gardening, entertaining, or simply relaxing. A standout feature of the property is the detached two car garage, conveniently accessed from the rear street. In addition to the garage, the rear driveway accommodates at least four vehicles, while a separate front driveway provides even more parking for family and guests. Major updates provide added peace of mind, including a brand-new furnace (2026) and central air conditioning system installed in 2021 and a new roof completed in May 2026. Perfectly located near local restaurants, grocery stores, and the quaint shops and charm of downtown Milton, this home is also approximately 13 miles from Lewes Beach and about 10 minutes from Broadkill Beach, offering easy access to both coastal relaxation and everyday conveniences. With a desirable double lot, **NO HOA**, generous parking, and a prime in town location, this property offers a wonderful opportunity to create the home you've been dreaming of.

414 Pine St, Milton

Listing courtesy of Northrop Realty. Contact: (302) 539-2900
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