Homes for Sale with a Guest House in Millsboro, DE

Unique, RARE floor plan in Plantation Lakes; only 2 other homes like this one! This home is the Newport model which is very appealing to homeowners seeking a large SINGLE FLOOR home. Home features four bedrooms, three full baths, and a THREE CAR garage. The main living areas are a large Dining/living room plus a family room off the kitchen and these rooms all boast hardwood floors. Granite countertops, stainless steel appliances, a center island, a gas cooktop and stacked double electric ovens enhance the kitchen. The large primary suite is situated on opposite side of home from other three bedrooms to offer privacy and offers a peaceful retreat with a walk-in closet and an ensuite bath featuring a soaking tub and separate stall shower. One of the other bedrooms also features an ensuite bathroom. The huge unfinished, walk-out basement offers much potential and could be converted into a playroom, gym, media room and perhaps even an in-law suite. The basement is equipped with two dehumidifiers that drain to the sump pump. A spacious three car garage can hold full size automobiles and is lined with retail quality “slatwall” panels that make installation of hangers and shelving very convenient. An additional bonus to owning this home the solar panels; utility costs are available. The lease will be transferred at settlement. Plantation Lakes community offers resort-inspired experiences for Homeowners to enjoy and access to amenities that include swimming pools, tennis and multi-use sport courts, scenic walking trails, and inviting picnic areas. The impressive clubhouse serves as a social hub, complemented by The Landing Bar & Grille and a fully equipped golf shop. Nearby the North Shore Community Center adds even more to enjoy, featuring an outdoor pool, fitness room, full kitchen, lounge, and flexible gathering spaces perfect for events and entertaining. Golfers will enjoy the 18-hole championship golf course designed by Arthur Hill. Membership to the 18-hole championship golf course membership can be purchased by new homeowners if they desire.

25178 Lumberton Dr, Millsboro

Listing courtesy of Keller Williams Realty. Contact:

$860,000

5 Beds ⋅ 4 Baths

Welcome to Marina Bay at The Peninsula, Coastal Delaware’s premier private, gated country club community, where luxury living meets a resort-style lifestyle. Set on 800 acres along the Indian River Bay, the community features private sandy beaches. This Lilac model sits on a premium pond-front lot and offers nearly 3,000 square feet, five bedrooms, and three-and-a-half baths. The exceptionally covered rear porch features a stone gas fireplace, spacious sitting and dining areas, and a built-in gas grill with a granite serving island. Planting beds provide an ideal spot for an herb garden, while custom shades offer privacy without sacrificing peaceful water views. With convenient access to world-class amenities, dining, and social activities, this home is equally suited to year-round living or use as a coastal retreat. The thoughtfully designed floor plan is bright, open, and inviting, with a vaulted living room ceiling and 9-foot ceilings throughout. Engineered hardwood flooring creates a cohesive, modern look in the main living areas, while the bedrooms and second floor are comfortably carpeted. Designed for both style and function, the professional kitchen features tall cabinets, under cabinet lighting, backsplash tile, stainless steel appliances, including a five-burner gas cooktop with a stainless-steel hood, wall oven, microwave, dishwasher, and refrigerator with ice maker. Ample quartz counter space and an efficient layout simplify meal preparation and cleanup. A breakfast bar is ideal for casual dining or entertainment, and the adjacent dining area accommodates more formal meals. The desirable first-floor primary suite includes a private bath with a separate soaking tub, large walk-in shower, double-bowl vanity, and private water closet. A home office, powder room, and full laundry room are also on the main level. Hardwood stairs lead to a second-floor landing and a large loft overlooking the main level. This floor includes a second primary bedroom with a private bath featuring a quartz-topped double vanity and a tiled tub-and-shower surround, along with three additional guest bedrooms and another full bath. Recessed lighting and custom window treatments are featured throughout the home. HOA fees cover irrigation water, Verizon Fios internet and TV, common-area and road maintenance, trash collection, 24/7 security, and contributions to long-term reserves for future capital improvements. Club membership is required, with several levels available to suit each buyer’s preferences. Residents enjoy championship golf, indoor and outdoor pools, fitness facilities, dining, and a vibrant social calendar. Please inquire for additional details about club membership and community amenities.

27052 Firefly Blvd, Millsboro

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

$449,950

3 Beds ⋅ 3 Baths

Originally built as the model home for the wooded, amenity-rich community of Long Neck Shores, this residence exudes the charm and architectural detail you would expect from the builder’s showpiece. From the moment you step inside, hardwood floors, layered tray ceilings, extensive millwork, decorative columns and an inlaid compass detail set the tone for what lies ahead. Past the foyer, you step into the impressive main living area, which opens beneath a soaring vaulted ceiling and is anchored by a fireplace and dramatic paneled accent wall. At the center of the living area, the kitchen features white cabinetry, granite countertops, a pantry and a large island with breakfast-bar seating. Oversized windows with transoms surround the space, bringing in abundant natural light and creating a bright, open feel. Just off the great room, a bright sunroom creates another inviting place to relax and, along with the dining area, opens to a large deck overlooking a fenced backyard backed by mature trees. It’s a private setting that makes the outdoor space feel like a natural extension of the home. Tucked away down a private hallway is the spacious first-floor primary suite, featuring a tray ceiling, walk-in closet and private bath with dual-sink vanity, soaking tub and separate shower. A private office with French doors and custom built-in bookcases, a guest bedroom with a vaulted ceiling and a full bathroom complete the first level. Upstairs, a large open loft, third bedroom and full bath create an entire additional living area—ideal for guests, family, hobbies or a second gathering space. Recent improvements include fresh interior paint, new carpet in the primary bedroom and a new HVAC system. Long Neck Shores offers a tree-lined setting with seven fountain ponds, catch-and-release fishing, a clubhouse, fitness room, outdoor pool and community gathering spaces. With HOA dues of just $402 per quarter, property taxes under $1,000 per year and electric service through a nonprofit cooperative, ownership costs remain refreshingly reasonable. Close to award-winning golf courses, Indian River Bay and area marinas, yet within an easy drive of Lewes and Rehoboth Beach, this former model home brings together space, privacy, amenities and the relaxed Coastal Delaware lifestyle. Call today to schedule your private tour! 5739-TL

32735 Spring Water Dr, Millsboro

Listing courtesy of Jack Lingo - Lewes. Contact:

$28,900

2 Beds ⋅ 2 Baths

Single-Wide mobile home located in Mariners Cove mobile home community. Home offers 2-bedrooms, 2-baths, open-concept of living and dining areas. A beautiful archway is located between the kitchen and main living spaces. Primary bathroom offers a single vanity and shower stall, while the hall bathroom offers a single vanity and tub/shower combination. Home needs some work and is being sold as is.

35422 Sussex Ln Unit 15024, Millsboro

Listing courtesy of Century 21 Home Team Realty. Contact:

$269,000

2 Beds ⋅ 1 Baths

Discover a prime investment opportunity on Bay Farm Rd! This double lot has potential in a growing area no value in mobile and no title. With a spacious 0.4-acre lot, there's ample room to build two lots ideal for future value appreciation. No homeowners association fee allows for greater flexibility in management and rental strategies. With the right vision, this investment can yield significant returns. Don't miss out on this chance to capitalize on this double lot property.

26519 Bay Farm Rd, Millsboro

Listing courtesy of NextHome Tomorrow Realty. Contact:

$509,990

3 Beds ⋅ 3 Baths

**OFFERING UP TO $20K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE.*** MOVE-IN READY! Situated on a desirable corner homesite, this stunning home blends elegant design with thoughtfully selected upgrades throughout. The chef-inspired kitchen is beautifully appointed with upgraded quartz countertops, enhanced cabinetry, and abundant prep and storage space, making it perfect for both daily living and entertaining. The dramatic two-story family room serves as the centerpiece of the home, featuring a sleek linear fireplace and soaring ceilings that fill the space with natural light and create an impressive sense of openness. Just off the dining area, the screened outdoor porch provides the perfect place to relax and enjoy the outdoors year-round while maintaining a bright, airy connection to the home. Additional luxury touches include a well-appointed butler's pantry featuring upgraded cabinetry and decorative backsplash, offering extra storage and serving space for entertaining. The private first-floor primary suite provides a peaceful retreat, complete with a spa-inspired Roman shower and thoughtfully designed ensuite bath. Upstairs, an open loft overlooks the main living area, creating a flexible space ideal for a media room, home office, or additional gathering area. With its corner location, premium finishes, main-level primary suite, dramatic two-story living room, and exceptional indoor-outdoor living spaces, this home offers the perfect blend of sophistication, comfort, and functionality.

24675 Michael Isler Ave, Millsboro

Listing courtesy of DRB Group Realty, LLC. Contact:

$445,000

3 Beds ⋅ 3 Baths

Welcome to relaxed coastal living in this beautifully maintained townhome in The Peninsula on the Indian River Bay. Thoughtfully designed with beautiful finishes throughout, this inviting move-in home offers comfortable living spaces that are equally suited for everyday enjoyment and entertaining. The spacious two story living room creates an impressive sense of openness, complemented by hardwood floors and a wall of windows with a view of the pond. The beautifully appointed kitchen features attractive cabinetry, quality finishes, gas cooking and plenty of workspace, while the separate dining room provides a welcoming setting for meals with family and friends. Generously sized bedrooms offer excellent closet space, including large walk in closets, providing plenty of room for both owners and guests. Step outside to the charming paver patio surrounded by mature landscaping, creating a private and peaceful outdoor retreat. Enjoy views of the pond while relaxing with your morning coffee, dining outdoors or unwinding at the end of the day. 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. Capital contributions to the PCA of 0.5% of the sales price and $750.00 condo applies. Club membership is required with three available levels. Please see disclosures for full details. Some photos have been virtually staged to help illustrate the home's possibilities.

24303 Blue Crab Ave, Millsboro

Listing courtesy of Compass. Contact:

$239,900

3 Beds ⋅ 2 Baths

PRICE IMPROVEMENT - GET YOUR COASTAL RETREAT AND ENJOY THE HOLIDAYS BY THE BAY! NO LAND LEASE - NEW HVAC (2024) - NEW ROOF (2025) - NO HOA Nestled in the charming Oak Orchard Community, this delightful 3-bedroom, 2-bathroom home offers a perfect blend of comfort and style. The property showcases a traditional coastal architectural interior design, enhanced by modern upgrades, including shiplap walls. Step inside to discover an inviting open floor plan, where the family room seamlessly connects to the kitchen and dining area, perfect for gatherings and everyday living. The upgraded countertops and luxury vinyl plank flooring add a touch of elegance, while the walk-in closet in the master bedroom provides ample storage. NO LAND LEASE - NEW HVAC (2024) - NEW ROOF (2025) - NO HOA Enjoy the serene surroundings with water access to the beautiful Indian River Bay, perfect for kayaking or fishing enthusiasts. PUBLIC BOAT RAMP IS 5 MINUTES DOWN THE ROAD. The expansive outdoor deck is perfect for entertaining and enjoying the water life! Mature trees decorate the fully fenced yard. There's even a Fig Tree. Oak Orchard community is known for its friendly atmosphere, neighborhood walks, convenient local restaurants, grocery stores, boutiques, gym, AUCE crabs, local nightlife. With easy access to essential amenities and the natural beauty of the Bay, this home is a true gem for those seeking a peaceful yet connected lifestyle. "As Is" Condition! EMBRACE THE EXCLUSIVE LIFESTYLE THAT OAK ORCHARD COMMUNITY OFFERS. WHERE COASTAL LIVING MEETS MODERN CONVENIENCE. ITS QUIET, ITS QUAINT, IN A COMMUNITY ON THE INDIAN RIVER BAY! THIS IS MORE THAN A HOME, ITS AN OPPORTUNITY TO LIVE NEAR THE WATER AND ENJOY THE COASTAL LIFESTYLE!

28320 Forest Dr, Millsboro

Listing courtesy of Elevated Real Estate Solutions. Contact:

$309,000

3 Beds ⋅ 3 Baths

Stunning, 3-bedroom, 2.5-bathroom coastal villa offering the perfect blend of modern luxury and effortless, low-maintenance condominium-style living. The open-concept main level features professional designer-selected Luxury Vinyl Plank (LVP) flooring, a beautiful family room, and a sunlit sunroom ideal for relaxation. The gourmet kitchen is a chef's dream, complete with a spacious island, granite countertops, premium stainless steel appliances, and gas cooking. For ultimate convenience, the home boasts a highly desirable first-floor owner's suite, alongside elegantly tiled bathrooms. Main level laundry with washer, dryer. Step outside to your private stone patio, perfect for outdoor dining and entertaining, or utilize the attached one-car garage for parking and storage. Located in a premier community featuring a resort-style pool, you will enjoy seamless access to local shopping, dining, outdoor recreation, and quaint downtown Millsboro, all while being just a short drive from the pristine Maryland and Delaware beaches.

19202 Sandstone Ln Unit 3004, Millsboro

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$499,000

5 Beds ⋅ 4 Baths

Skip the builder's wait — and the builder's upgrade prices. Built in 2024 and ready today, 24156 Hammerhead Dr offers five bedrooms and a main-level primary suite in Stonewater Creek, with the fenced yard, window treatments, and finishing touches already in place. The main level is designed for both everyday living and entertaining, with an office featuring built-in shelving, and an open-concept living room and kitchen with decorative pendant lighting over the island, granite countertops, and a gas range. A custom upgraded pantry provides additional storage, while sliding doors offer easy access to the fenced rear yard. The main-level primary suite features a spacious walk-in closet, an ensuite bathroom with a stall shower, and a private water closet — a layout that works beautifully for multigenerational living or long-term guests. Upstairs, four additional bedrooms, two full bathrooms, a spacious loft, and a dedicated laundry room provide plenty of room for family, guests, or flexible use. An attached front-entry garage adds convenience and storage. Stonewater Creek residents enjoy a community pool, clubhouse, fitness center, and playground, with shopping, dining, and grocery stores conveniently nearby. This home is in the Cape Henlopen School District, served by Love Creek Elementary, Beacon Middle, and Cape Henlopen High School. Nearly new, thoughtfully finished, and ready now: this is the space of a new build, without the wait.

24156 Hammerhead Dr, Millsboro

Listing courtesy of Keller Williams Realty. Contact:

$575,000

3 Beds ⋅ 2 Baths

Water Access! Coastal living starts here tucked away on a quiet cul-de-sac in the sought after waterfront community of Winding Creek Village. Situated on .75 acres with private community boat ramp access to Guinea Creek and the Rehoboth Bay, this property offers the space, privacy, and setting that make Coastal Delaware living so appealing. No lot rent or land lease. The 3 bedroom, 2 bath home is designed for enjoying both the indoors and out. The primary bedroom features sliding doors opening to the rear deck, while the all-season room just off the main living area also opens to the deck. An awning provides shade and creates a comfortable outdoor space for relaxing, entertaining, or simply enjoying the peaceful surroundings. A new HVAC system installed in 2025 adds modern comfort and efficiency, while a water filtration system provides added convenience and improved water quality. The unfinished second floor bonus room offers valuable flexibility and storage, with the potential to become a future guest space, game room, home office, studio, or additional living area. A separate detached artist studio provides even more space for hobbies, creative pursuits, a workshop, home office, or private retreat. For those drawn to the Coastal Delaware lifestyle, this location delivers. Spend the day on the water, enjoy a round of golf, explore local dining, or head to the beach—all within easy reach. Whether you're looking for a full time residence, second home, or beach getaway, this is a truly unique opportunity to enjoy coastal living with room to breathe.

440 Grey Gull Ln, Millsboro

Listing courtesy of Coldwell Banker Premier - Lewes. Contact:

$315,000

2 Beds ⋅ 4 Baths

Your new beach home - 1,830sf end-unit townhome - just 17-20mi to the Delaware Beaches and Ocean City! Corner lot in Plantation Lakes - a community rich with resort-inspired amenities - and just a 3-minute walk or bike ride to the North Shore Clubhouse, swimming pool, pickleball courts, tot-lot playground, restaurant, fitness center. * * * Golf memberships available to the Championship Golf course - but NOT mandatory with this particular home, which saves you money! * * * Great floorplan offers 2BRs + flex room, 2 full + 2 half baths. Built in 2019 and recently refreshed. Lots of storage, 9-foot ceilings, luxury vinyl plank flooring throughout the living, dining, kitchen, flex, and bedrooms, ceramic tile in both full baths. Foyer into the first floor with storage and utility closets on one side, attached garage on the other, flex room could function as a 3rd bedroom - attached half bath, sliders out to the fenced rear yard. The main level living area is bright and breezy with large windows, high ceilings. Dreamy kitchen with granite counters, timeless subway-tile backsplash, stainless steel appliaces, breakfast bar, pantry - dining area with sliders to the balcony. Large living room. The 2nd half bath completes the main level. Lovely primary bedroom with vaulted ceilings, walk-in closet, and luxe bath - double-sink, granite-topped vanity, tile shower. Nice-sized guest bedroom with roomy closet. 2nd full bath with tub/shower combo. Laundry room with a washer and dryer completes the home's interior. Relax or entertain on your balcony or private, fenced yard. Unlike many properties in Plantation Lakes, this home *doesn't* include a mandatory deeded golf membership, resulting in significantly lower HOA fees, while still enjoying the community’s wealth of amenities and activities. Vacation at home in one of two outdoor pools, splash fountain, clubhouses, walking paths, fitness centers, pickleball and volleyball, tons of social events. The Landing Bar & Grille at Plantation Lakes - easily accessible from the clubhouse - is a relaxed atmosphere to soak in the picturesque views of the surrounding landscape while taking in drinks or a meal with friends. Fully-stocked golf pro shop. Quick 17-20mi to the beloved Delaware Beaches or Ocean City - each boasting its own unique charm and vibe - from world-class dining to watersports - sandy beaches, boardwalks, tax-free shopping, nature trails. 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 - the list goes on! Miles of ocean beaches, tidal bays, rivers, and woodlands to be enjoyed. Tax paid to the Town of Millsboro for 7/01/26-6/30/27 is $1965.40 -- which includes the $822.80 town property tax + $1142.60 for the SDD - special development district - charged to Plantation Lakes through 2048. Sizes, taxes, distances approximate.

36063 Auburn Way, Millsboro

Listing courtesy of EXP Realty, LLC. Contact:

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