Cape Henlopen Real Estate

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

$492,900

2 Beds ⋅ 2 Baths

Welcome to your turnkey beach retreat in the highly sought-after rental friendly (SHORT TERM TOO!) Eagles Landing community, where resort-style amenities and an unbeatable location come together just minutes from everything Rehoboth Beach has to offer. This beautifully maintained 2-bedroom, 2-bath condominium is offered fully furnished (with minimal exclusions), making it ready to enjoy immediately as a primary residence, second home, or investment property. Inside, you'll find a bright, open floor plan designed for easy coastal living. The updated kitchen features a WOOD BURNING FIREPLACE, LONG BALCONY, granite countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar that flows seamlessly into the dining and living areas—perfect for entertaining family and friends. Both bedrooms are generously sized, including a spacious primary suite with an updated en-suite bath and direct access to a PRIVATE BALCONY, while a second oversized deck off the living area offers the perfect spot for morning coffee or evening cocktails overlooking the beautifully landscaped community. A large exterior storage closet provides plenty of room for beach chairs, bikes, and all your coastal gear. Eagles Landing is one of Rehoboth Beach's most desirable communities, offering THREE SWIMMING POOLS, plus TENNIS & PICKLEBALL COURTS, scenic ponds, mature landscaping, and beautifully maintained grounds that create a true resort atmosphere. The community is ideally located just over ½ mile from Rehoboth Avenue and approximately one mile to the beach and boardwalk, allowing easy access to award-winning restaurants, boutique shopping, entertainment, and all the attractions that make Rehoboth Beach one of the East Coast's premier destinations. Residents also enjoy convenient access to grocery stores, dining, banking, and everyday necessities without the seasonal Route 1 traffic. Access to the beach is easy- simply walk, bike or drive UNDER THE BRIDGE to avoid Route 1 traffic altogether! Whether you're searching for a carefree beach getaway, an income-producing investment, or a place to enjoy coastal living year-round, this move-in-ready home checks every box. Simply unpack, head to the beach, and start making memories at the Delaware shore.

250 Sea Eagle Dr Unit #8, Rehoboth Beach

Listing courtesy of RLAH @properties. Contact: 2025188781

$609,900

3 Beds ⋅ 2 Baths

**Photos shown are of furnished sales model with the same floor plan.**Unique and limited opportunity to own one level new construction East of Route 1 in Rehoboth Beach, Delaware. These elegant upscale condos feature Quartz countertops, stainless steel appliances, 42 inch kitchen cabinets, butler's pantry and dry bar, led downlighting, walk in closets, coastal luxury flooring, nine foot ceilings, tile showers with glass enclosure, custom interior molding and doors, full size stacked washer and dryers and private balconies. The community amenities include a beautiful fenced in pool, outside grill, gazebo and firepit, gated covered parking spots, and an enclosed dog run. Residents also have private access to co-working spaces, conference rooms, a beautiful lounge space, a fitness center, a coffee station, storage lockers and a bike storage room. The building has two convenient elevators and common spaces for mail delivery and trash pick up. Sales center on site daily 10:00 am - 4:00 pm, appointments encouraged. The community is located within a quick walk or bike ride to the outlet center and Breakwater bike trails as well as a quick car ride to the beautiful coastal beaches and State Parks of both Rehoboth and Lewes. Unit 313 is the Retreat ADA Floor Plan.

19805 Coastal Hwy Unit #313, Rehoboth Beach

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact: (302) 227-5000

$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

$595,000

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

$574,000

3 Beds ⋅ 2 Baths

Custom built by Russ Palmer. 3BR, 2BA open floor plan home, Gas FP on 3/4 acre in Creek Falls Farm. Great Room w/16ft vaulted ceiling, sky lights & gas FP welcomes you. DR & Gourmet Kitchen, a chefs delight w/ 5 burner gas cooktop, granite, oversized island, stainless appliances & under counter lighting. Florida Room w/tile floor opens to 3 season screen porch. Paver patio & deck w/awning overlooks mature landscaping. Hardwood floors throughout LR & BR's w/lg walk-in closet. Jetted Tub & tile shower. Separate entrance 4 home business /in-law. Lots of storage, oversized garage, attic & 1 shed. Room 4 pool & pole building. Bring your boat & RV. Shopping, Restaurants & live music - only minutes to Lewes, Rehoboth Beach, Milton, Cape Henlopen State Park & Dogfish Head Brewery. Lawn Irrigation. Surveillance System. Water Treatment System. LOW Taxes!

413 Hudson St, Milton

Listing courtesy of Jack Lingo - Rehoboth. Contact: (302) 227-3883

$1,199,000

6 Beds ⋅ 6 Baths

Nestled within the coveted coastal enclave of Marsh Island in Lewes, this remarkable 6-bedroom, 5.5-bath residence epitomizes sophistication and outdoor living. This home seamlessly blends over 4,440 sqft of modern comforts with costal-inspired design. Step inside to discover a sanctuary of beautiful craftsmanship and upscale finishes, featuring hardwood flooring, ample upgrades throughout the entire home and expansive windows that allow for an abundance of natural light. This property offers a main level guest suite as well as an office with built in shelving for storage. The chef's kitchen has custom warm wood cabinets, commercial gas range and refrigerator and an abundance of counter space, as well as a large custom pantry. The two story living room offers water views, a gas fireplace and plenty of space to entertain or relax. A first floor primary suite is a luxury oasis starting with automatic blinds, tray ceiling, walk-in closet and a 5 piece en-suite bathroom with soaking tub, custom tiled shower and double vanities. Finishing the first floor, there is a spacious laundry room and half bathroom. Upstairs, you will find four additional spacious bedrooms and three full bathrooms. There is also a loft space as well as a bonus/flex room for more room to entertain! Outside, the meticulously landscaped grounds with a paver patio, hot tub and custom built-in grill space offer a private oasis for relaxation or entertainment. Enjoy direct access to community and waterfront amenities, that include kayak launch, private boat slips, boat ramp for boat and jetski drops, community pool, gym and playground. Current owner has 2 kayak slips(from community lottery), and boat slips require community lottery. Location is everything, and this community is minutes from downtown Lewes, Lewes Beach, Cape Henlopen State Park, and Rehoboth Beach. Don't miss this must-see home! Some images have been enhanced using ai/digital staging.

33521 Downing Cir, Lewes

Listing courtesy of Crown Homes Real Estate. Contact: (302) 504-6147

$675,000

3 Beds ⋅ 3 Baths

Welcome to this contemporary home in the desirable community of the Villages of Old Landing II. Upgrades abound in this open space home. From the wood floors to the high end light fixtures and fans to the chef's kitchen, you'll notice the attention to style and detail. This 3 bedroom home offers 2 large primary bedrooms. One on the first floor and one on the second floor where you'll also find a huge great room. Make this great room your family room, gym, 4th bedroom.... the options are endless. As if there isn't plenty of space, there's also a full basement with interior and exterior access. The basement has been roughed in for an additional full bathroom. But the absolute highlight of this house is the year-round sunroom with views of the expansive open space and pond. Then step outside to the large hardscaped patio with beautiful landscaping. Grill, dine or just relax in this outdoor oasis. This description is just a sampling of all that this house has to offer. It is a must see! And just a few minutes from downtown Rehoboth and the beach.

8 Wauwinet Ct, Rehoboth Beach

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

$995,000

3 Beds ⋅ 4 Baths

Welcome to this beautifully upgraded Jasmine floorplan by Schell Brothers, ideally situated on a premium corner lot in the sought-after 55+ community of Truitt’s Homestead in Rehoboth Beach. Being offered fully furnished and completely turn-key, this home features high-end, designer beach-style furnishings throughout—making it completely move-in ready for effortless coastal living. With no adjacent neighbor on one side and abundant natural light throughout, this home offers both privacy and a bright, open feel. Designed for comfortable first-floor living, the main level features an open-concept layout with the living room, kitchen, and dining area seamlessly connected—perfect for everyday living and entertaining. The spacious primary suite is conveniently located on the first floor, along with a thoughtfully added sunroom that leads to a paver patio overlooking the community pond, creating a peaceful outdoor retreat. Upstairs, you’ll find a versatile loft area, two generously sized ensuite bedrooms, and a large unfinished room—ideal for additional storage or the potential to be converted into a fourth bedroom or flex space. Loaded with nearly every builder option available, this home showcases quality craftsmanship and thoughtful upgrades throughout. Located just minutes from the beaches, shopping, dining, and entertainment of Rehoboth Beach, Truitt’s Homestead also offers a vibrant lifestyle with community amenities tailored for active adult living.

34608 Bessie Way, Rehoboth Beach

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

$479,900

4 Beds ⋅ 4 Baths

If location is your priority, this Rehoboth Beach address is an exceptional value. This spacious 4 bedroom, 3.5 bath home is just minutes from everything that Rehoboth Beach has to offer, including restaurants, shopping, the beach and the boardwalk. Step inside to an inviting open floor plan featuring a large family room, dining area and well appointed kitchen. The kitchen opens to a screened porch, creating the perfect space for relaxing or entertaining. The main level also includes a convenient entry-level bedroom with a full bath, a half bath for guests, and a laundry room. A one-car garage provides additional storage and a dedicated driveway for parking your vehicle. Upstairs you will the spacious primary suite with a private bath, along with two additional bedrooms that share a dedicated hall bath. Bedrooms three and four also share access to a private deck--the perfect sanctuary to enjoy your morning coffee. Whether you spend the day lounging by the community pool or take the short drive to Rehoboth Beach's shops, dining and beautiful shoreline, this home offers the ideal combination of comfort, convenience and coastal living. Plus you won't have to spend any of your valuable time mowing the lawn. You deserve this.

25 Lauras Way Unit #27, Rehoboth Beach

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

$545,000

3 Beds ⋅ 2 Baths

Escape to peaceful wooded living without sacrificing convenience in this beautifully upgraded Insight Home located just minutes from Historic Downtown Milton, Lewes, Millsboro, and Delaware's award-winning beaches. Backing to mature woods and a community buffer, this property offers exceptional privacy while placing shopping, dining, breweries, healthcare, and coastal attractions within easy reach. Designed for easy one-level living, the bright open floor plan features luxury vinyl plank flooring throughout with no carpet, abundant natural light, custom built-in bookcases, and quality finishes that make this home truly move-in ready. The gourmet kitchen is the centerpiece of the home, featuring White Ice granite countertops, stainless steel appliances, a glass tile backsplash, under-cabinet lighting, and generous cabinet and prep space perfect for everyday living or entertaining family and friends. The private owner's suite continues the home's luxury feel with an upgraded bath showcasing quartz countertops, a custom tiled shower, rainfall shower head, and built-in bench. Additional bedrooms and living spaces provide flexibility for guests, a home office, or hobbies. Step outside to your own private backyard retreat where a low-maintenance Trex deck overlooks mature trees and protected community green space, creating a peaceful setting rarely found in today's market. Raised garden beds, professional landscaping, and a five-zone irrigation system complete the outdoor experience. Built by Insight Homes with Green Home energy-efficient construction, this home offers long-term value with a conditioned crawl space, dual-zone heat pump with propane backup, tankless on-demand water heater, central vacuum system, floored attic storage, extra laundry room cabinetry, garage pulley storage system, and Delaware Electric Cooperative electric service. If you've been searching for a move-in-ready home that combines modern upgrades, energy efficiency, one-level living, wooded privacy, and a central location close to Milton, Lewes, Millsboro, beaches, restaurants, shopping, and everyday conveniences, this home is one you won't want to miss. Schedule your private showing today.

22498 Ridgecrest Dr, Milton

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

Cape Henlopen Real Estate

Newest Listings in Cape Henlopen