Explore Millsboro, DE Homes for Sale

5 Bedroom Homes for Sale in Millsboro, DE

Welcome to your dedicated resource for 5 bedroom homes for sale in Millsboro, DE. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Millsboro, DE agent, Coastal Homestead Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bedroom Homes for Sale in Millsboro, DE

$3,995,000
5 Beds 6 Baths
UNPARALLELED COASTAL LUXURY IN THE PENINSULA! Perched along Hole #7 of the Jack Nicklaus Signature Golf Course, this exceptional coastal estate offers over 5,000 square feet of finely crafted living space across three expansive levels of indoor & outdoor living. Perfectly positioned, this residence delivers sweeping, unobstructed views of the Indian River Bay and surrounding wildlife habitats. The light-filled main level features a soaring two-story living room anchored by a stone fireplace, built-ins, and floor-to-ceiling windows that frame the water and golf course vistas. Open to the living room, the gourmet chef's kitchen features a grand center island, custom cabinetry, a gas cooktop with pot filler, and seamless flow into both the formal dining space and a private main-level office. On the same level, the primary suite sanctuary offers direct access to outdoor living, dual custom walk-in California Closets, private laundry, and a luxurious en-suite bath with a deep soaking tub and dual vanities. Each of the additional 4 bedrooms also include private en-suite baths and custom California Closet systems. Complete with elevator access to all levels, radiant heated flooring on the first level, geothermal HVAC with air scrubbers, Hunter Douglas window treatments, and plantation shutters, every detail has been thoughtfully executed. Step outside to your personal backyard oasis, highlighted by a private in-ground heated saltwater pool with a stone waterfall, framed by custom hardscaping and a fully fenced yard. Enjoy the coastal breeze from multi-level verandas, including a ground-level porch featuring EZE-Breeze vinyl windows, and travertine flooring. Additional high-end mechanical and structural upgrades include a 24KW Generac standby generator, 2 vented garage bays with epoxy-coated flooring, and upgraded Renewal by Andersen windows. Beyond the estate itself, enjoy full access to the amenities of The Peninsula, a gated, 24/7 security-controlled community offering a private bay beach, nature trails, and a membership optional Jack Nicklaus Signature Golf Course, with grand clubhouse, 4 pools, state-of-the-art fitness center, tennis and pickleball courts, and more. Schedule your private tour today to experience luxury living at its finest!

27690 Sterling Blvd, Millsboro

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

$529,000
5 Beds 5 Baths
Welcome to 29435 Glenwood Dr. in the sought-after Plantation Lakes community, where spacious living, flexible spaces, and thoughtful design come together. This beautiful two-level home offers an inviting floor plan with soaring ceilings, abundant natural light, and room for every stage of life. The main level features a formal dining room, a private office with French doors, and a spacious living room highlighted by a cozy fireplace and dramatic vaulted ceilings. The well-appointed kitchen includes a center island, gas stove, tile flooring, ample cabinetry, and an adjoining dining area, while the bright four-season room provides the perfect place to relax with direct access to the rear deck and fenced backyard. The first-floor primary suite offers a peaceful retreat with a walk-in closet and an ensuite bath featuring a soaking tub and separate stall shower, along with a convenient half bath for guests. Upstairs, you'll find three generously sized bedrooms connected by a full hall bath, plus a second private primary suite complete with its own walk-in closet and ensuite bath featuring a soaking tub and stall shower—ideal for multigenerational living or visiting guests. The finished walk-out basement expands your living space with endless possibilities, offering room for a recreation area, family room, home office, gym, game room, or additional bedroom, along with a full bathroom and a large unfinished storage room. Outside, enjoy a covered front porch, attached front-entry garage, concrete driveway, attractive landscaping, stone siding accents, and a fenced backyard with a spacious deck perfect for outdoor entertaining. Located in amenity-rich Plantation Lakes, this exceptional home combines comfort, versatility, and resort-style living in one of Millsboro's most desirable communities.

29435 Glenwood Dr, Millsboro

Listing courtesy of Keller Williams Realty. Contact: (302) 856-1458

$515,000
5 Beds 3 Baths
Welcome to 27875 Roanoke Rapids Landing in the sought-after resort-style golf community of Plantation Lakes. Perfectly positioned along the seventh fairway with tranquil pond views, this move-in ready home offers approximately 4,000 square feet of finished living space and an impressive list of owner upgrades that set it apart from builder new construction. Designed for everyday living and exceptional flexibility, this rare five-bedroom, three-bath home features three bedrooms and two full baths on the main level, along with a fully finished walk-out lower level offering two additional bedrooms, a full bath, and a wet bar with space for a mini-frig and microwave. Ideal as an extension of the main living area, guest accommodations, or separate living quarters with its own rear entrance. Step inside the welcoming foyer where crown molding and solid hardwood flooring create an elegant first impression. Just off the foyer, French atrium doors open to a private home office, perfect for working remotely or enjoying a quiet retreat. The beautifully appointed kitchen features granite countertops, 42-inch cabinetry, stainless steel appliances, gas cooking, a spacious center island, deep pantry, and recessed lighting. The adjoining dining area flows into the inviting living room, where crown molding, a stone tile fireplace with built-in shelving, and a Heatilator create a warm gathering space. Builder-upgraded windows fill the room with natural light while showcasing views of the landscaped backyard, golf course, and pond. Enjoy outdoor living from the screened porch overlooking the backyard, which steps down to a stamped concrete patio complete with a custom granite-topped stone bar with electric and space for a cooler. Mature landscaping, a side walkway, and picturesque golf course, pond, and sunset views create the perfect setting for relaxing or entertaining. The spacious primary suite features a dramatic cathedral ceiling, golf course views, a large walk-in closet, and an additional linen closet. The luxurious en suite includes dual vanities, a soaking tub, and a tiled shower. Two additional bedrooms, a full hall bath, and a laundry room with abundant cabinetry and access to the attached two-car garage complete the main level. The finished lower level expands the home's versatility with luxury vinyl plank flooring, a spacious living area with a wet bar, two bedrooms, and a full bath with dual vanities and a tiled shower. Additional finished rooms offer space for a gym, hobby room, game room, workshop, or office, while unfinished storage with a utility sink adds convenience. A large storage closet near the back door offers a convenient place to store outdoor furniture or cushions. Oversized basement windows provide abundant natural light, making this level feel bright and inviting. Additional upgrades include a separate irrigation meter, battery backup for the sump pump, and a trash can enclosure. Offering generous living space, exceptional flexibility, breathtaking golf course and pond views, and thoughtful upgrades throughout, this outstanding Plantation Lakes home is a rare opportunity to enjoy luxury and resort-style living. Community amenities are second to none, with swimming pools, tennis and multi-use sports courts, scenic walking trails, picnic areas, and an impressive clubhouse featuring The Landing Bar & Grille. Multiple community centers provide even more opportunities to relax and socialize, with outdoor pools, fitness rooms, full kitchens, comfortable lounges, and versatile gathering spaces perfect for events and entertaining. Golf enthusiasts will appreciate the acclaimed Arthur Hills-designed 18-hole championship golf course, along with a fully stocked golf shop. This is more than a home, it's a lifestyle. * Some rooms have been Virtually Staged to show the possibilities.

27875 Roanoke Rapids Lndg, Millsboro

Listing courtesy of Northrop Realty. Contact: (302) 703-1144

$589,999
5 Beds 5 Baths
Former model home in the sought-after North Shores section of Plantation Lakes! This impressive Lennar Portfield model offers over three levels of beautifully designed living space with designer finishes, custom trim work, and stylish wallpaper throughout. The thoughtfully designed first floor features a private study, spacious living room, powder room, expansive kitchen with abundant cabinetry and workspace, and a bright morning room ideal for everyday dining. Upstairs, you'll find a versatile loft, a luxurious primary suite, an additional ensuite bedroom with its own private bath, two additional guest bedrooms, and another full bathroom, providing comfortable accommodations for family and guests alike. The finished walkout basement adds exceptional living space with a large recreation room, fifth bedroom, full bathroom, sliding glass door, and walkout stairs, making it ideal for entertaining, extended guests, or multi-generational living. Outdoor living is equally impressive with a spacious deck overlooking a large patio featuring a built-in grilling area and expansive entertaining space designed for gatherings year-round. Offering five bedrooms, three full bathrooms, one half bath, a loft, private study, morning room, and an expansive finished basement, this move-in ready home combines the quality and upgrades of a former model home with the space today's buyers are looking for. Enjoy all that Plantation Lakes has to offer, including championship golf, swimming pools, clubhouse, fitness center, walking trails, and convenient access to Delaware beaches, shopping, and dining.

33024 Daytona Ln, Millsboro

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 302-542-0228

$2,095,000
7 Beds 7 Baths
If you’ve been searching for that contemporary, coastal, custom home that can easily host a multi-generational family reunion and yet can easily be enjoyed as a cozy and intimate retreat, perfect for a couple’s relaxed life-style, welcome home. Ideally sited on a coveted premium lot with expansive water views of protected wetlands and the Peninsula’s championship golf course, this sensitively designed home marries distinctive architectural features with nature’s beauty, offering a front row seat for close-ups of Delaware’s native wildlife. The professionally landscaped front yard cottage garden greets you upon arrival. It’s anchored by two River Birch trees and alive with colorful native perennial and pollinator plants, stone accents and low voltage lighting to create night-time drama. Once inside the spacious foyer, includes many custom architectural details, like board and batten wainscoting, shiplap accents, coffered and tray ceiling designs, crown moldings, and wide-plank, hand-scraped hickory hardwood flooring. Window treatments include remote-controlled, hard-wired, pirouette electronic shades and contemporary 2 ½” blade shutters. Designer light fixtures enhance the home’s coastal charm. Sonos built-in ceiling speakers allow you to play whatever music your heart desires. The great room’s exceptional features include a dramatic two-story wall of windows that flood the home with natural light and a soaring two-story stacked stone gas fireplace flanked by custom built-in cabinetry accented with lighted display shelves behind glass paneled doors. The first floor boasts two primary suites. The main owner's suite, a tranquil retreat focused on the spectacular views, features a sitting area, tray ceiling, a shiplap accent wall, dual custom walk-in closets, and a large spa-inspired bath. The second owner’s suite features a wall of windows offering sweeping views of the golf course, wetlands, local wildlife and also has a walk-in closet and an ensuite bath. Centrally located as part of the great room, the kitchen is anchored by a generous quartz-surfaced island faced in shiplap, providing a natural gathering spot. GE Monogram stainless steel appliances, including a 48” side-by-side refrigerator, a six-burner gas range and a suite of professional grade appliances that complete the space. Soft-close custom 42” cabinets are topped with lighted display areas that add another unique design detail. Two pantries, one a walk-in, and a large farmhouse sink enhance the kitchen’s easy functionality. Whether you’re ready to relax on the family-sized screened-in porch with coffee or cocktails to watch the wildlife and golfers, or to entertain a boisterous crowd, the 30’ long deck adds extra space to accommodate everyone. You may decide to take advantage of the space below the deck to add an outdoor kitchen, additional seating, a garden bursting with herbs and cutting flowers, or even a private pool. The carpeted staircase leading to the second floor is lined with shiplap wainscoting to protect the wall from the possibility of visitors’ luggage scrapes. A generous loft space, central to the second floor with an extra-large walk-in storage closet, provides a welcoming area for family gathering and games. The rest of the second floor continues the home's thoughtful coastal design with four additional bedrooms, three of which have walk-in closets and enjoy ensuite baths. One of the baths is designed to serve two bedrooms and the loft. The largest bedroom also includes a sitting area and an “office” area outfitted with high-speed internet access to support remote work. The multi-zoned, fully-carpeted finished basement offers another entirely separate gathering space complete with surround sound in the TV area, a pool table area, a game and party area and plenty of additional open space for the-sky’s-the-limit family entertainment possibilities. In addition, the basement contains three large storage rooms

27279 18th Blvd, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$717,755
5 Beds 3 Baths
Welcome to the Redesigned Georgetown Model Prepare to be impressed by this completely reimagined Georgetown model, thoughtfully redesigned to create the ultimate forever home. Blending luxury, functionality, and multi-generational flexibility, this spectacular five-bedroom, four-full-bath residence offers the perfect space and comfort to grow into for years to come. Extensive custom upgrades and unique design modifications have been made throughout this specific plan, truly setting it far apart from a standard build. The heart of this home's appeal lies in its incredibly versatile dual owner's suite floor plan. The main level boasts a private first-floor owner’s suite, complete with an oversized, spa-like bathroom and a massive walk-in closet, alongside a separate first-floor guest suite that is ideal for long-term visitors or a home office. Upstairs, you will find a second private owner’s suite retreat, plus two additional spacious guest bedrooms and another full bath, ensuring everyone has their own dedicated space. Everyday convenience was a top priority in this redesign, highlighted by a private side entrance that leads directly into an oversized, high-functioning laundry and mudroom area. Just around the corner, the gourmet kitchen setup features an enormous walk-in pantry with endless storage for all your culinary needs. Schedule Your Tour Today! Opportunities to own a highly customized, dual-suite home like this do not last long. Contact us today to schedule your private walkthrough!

4 Pleasant View, Millsboro

Listing courtesy of Century 21 Emerald. Contact: 3026442121

$799,000
6 Beds 5 Baths
Welcome to an extraordinary PRIVATE RETREAT just outside the heart of Millsboro where resort-style outdoor living, exceptional space, and everyday convenience come together to create a truly one-of-a-kind property. Perfectly positioned near Millsboro’s major shopping district, this remarkable home offers easy access to all essential needs including grocery stores, hardware stores, pet stores, restaurants, and daily conveniences, while also providing an ideal location, just off of route 113, for commuters traveling to Berlin, Salisbury, Milford, and surrounding coastal destinations, like Bethany Beach, Lewes, Fenwick, and Ocean City. This impressive 6-bedroom, 5-bath property is designed to deliver the perfect balance of luxury, functionality, and lifestyle. Step outside to discover the show-stopping BACKYARD OASIS that transforms this home into a private resort. The STUNNING IN-GROUND POOL with a captivating waterfall feature creates a peaceful, vacation-inspired setting, while the hot tub offers year-round relaxation. The outdoor kitchen and bar area make this an entertainers dream while the expansive deck provides incredible space for outdoor dining, entertaining, or simply enjoying the beautifully designed surroundings. Charming gas lights create a warm and magical ambiance for evenings under the stars, while the gazebo offers the perfect shaded retreat—making every day feel like a getaway. Inside, the thoughtfully designed multi-level floor-plan provides outstanding flexibility for large households, entertaining, or MULTI-GENERATIONAL LIVING. The main level features two bedrooms, including a spacious primary suite for convenience and accessibility. The second floor offers three generously sized bedrooms connected by a desirable Jack-and-Jill bath layout, while the third-floor suite serves as an extraordinary private retreat with an expansive sleeping area, dedicated living space, and full bathroom. Whether you are hosting unforgettable poolside gatherings, accommodating guests with ease, or simply enjoying the unmatched combination of privacy and proximity to everything Millsboro has to offer, this exceptional property delivers a rare opportunity to own a home that truly combines luxury living with everyday practicality. With easy access to Delaware beaches, Maryland’s Eastern Shore, and key commuter routes, this home offers the lifestyle, location, and versatility today’s buyers are searching for.

23436 Country Living Rd, Millsboro

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$499,900
5 Beds 3 Baths
Pond Front Coastal Retreat in Stonewater Creek – Fully Furnished & Move-In Ready! Welcome to this beautifully designed coastal-style home in the sought-after new section of Stonewater Creek in Millsboro! Only 3 years old and sold furnished (excluding select personal items), this move-in ready 2-story home offers spacious living, modern finishes, and peaceful pond-front views. Step inside through the large welcoming foyer where you’ll find a convenient front office space, perfect for working from home or a quiet retreat. The open-concept layout flows effortlessly into the bright great room, dining area, and stunning kitchen featuring granite countertops, stainless steel appliances, 42” white cabinetry, and a large slider leading to the rear patio overlooking the expansive pond. The first floor also includes a bedroom and separate full hall bath, ideal for guests or multigenerational living. Upstairs, the spacious primary suite offers a private ensuite bath and large walk-in closet. The second floor also features two additional bedrooms, another full bath, a generous loft/great room area, and convenient upstairs laundry. Additional features include luxury vinyl plank flooring throughout the main living areas, carpeted bedrooms, custom window treatments, a full basement with rough-in plumbing for a future bath and potential additional bedroom or living space, plus a 2-car garage. Enjoy coastal-inspired living with modern comfort in one of Millsboro’s popular communities, conveniently located near shopping, dining, beaches, and boating. This pond-front beauty is truly turn-key and ready for you to enjoy!

24458 Blue Marlin Ct, Millsboro

Listing courtesy of Samson Properties of DE, LLC. Contact: 3024023046

$875,000
5 Beds 5 Baths
Perfectly positioned along the 2nd fairway, this exceptional three level coastal retreat captures sweeping views of both the golf course and a tranquil pond, a picturesque backdrop you will truly never tire of. Designed to embrace its surroundings, the home offers multiple porches across two levels, inviting you to relax, entertain, and take in the ever changing scenery from sunrise to sunset. With five bedrooms (two with ensuite baths) and four and a half baths, the layout provides generous space for both everyday living and hosting guests. Light filled interiors and thoughtfully designed gathering areas create a seamless flow, while the outdoor living spaces extend the experience, offering peaceful moments and vibrant entertaining alike. Recent upgrades add comfort and efficiency, including a tankless water heater and new (2021 & 2025) two zone HVAC system. Relax and enjoy a low maintenance lifestyle with yard care provided by the HOA. Step outside and experience the Peninsula community, offering world class amenities within a secure gated setting. The clubhouse is the social heart of the community, featuring a full service restaurant with indoor and outdoor dining, billiards, wine and game rooms, men’s and women’s lounges, a pro shop, putting greens, driving range, bocce courts, and the renowned Jack Nicklaus golf course. Just beyond, Lakeside Village offers an exceptional wellness and recreation experience with a state of the art fitness center, indoor pool, adult outdoor pool, wave pool, and activity pool. Enjoy poolside dining throughout the summer, the popular Tiki bar, fitness classes, weight room, hot tubs, sauna, spa spaces, and a game room. Outdoor amenities continue with tennis, pickleball, a dog park, community garden, nature center, bay beach, fishing pier, and miles of scenic walking trails. A vibrant social calendar of year round events creates endless opportunities to connect and build lasting friendships. A capital contribution to the PCA of 0.5% of the sales price applies. Club membership is required with three available levels. Please see disclosures for full details.

27604 S Nicklaus Ave, Millsboro

Listing courtesy of Compass. Contact: 3022734998

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