Homes for Sale with a Guest House in Millsboro, DE

Located just minutes from Delaware’s beaches and coastal attractions, and adjacent to the stunning Baywood Greens Golf Course, Westridge Shores offers the perfect blend of convenience, beauty, and coastal lifestyle. Enjoy easy access to golf, boating, dining, shopping, and waterfront destinations, all while coming home to a peaceful, tucked-away setting surrounded by mature trees. Westridge Shores is a thoughtfully designed active adult waterfront community of just 54 homesites, created for a relaxed, low-maintenance coastal lifestyle. Every homesite features a natural backdrop of mature trees, and includes a FREE unfinished basement, adding valuable space and flexibility to personalize your home now or in the future. Residents enjoy a community pier and kayak launch providing direct access to Rehoboth Bay—offering a rare blend of water access, wooded privacy, and everyday convenience. This is a 55+ community with limited flexibility for non-55+ buyers in accordance with guidelines. Build your new home with award-winning local builder, Capstone Homes, and let them guide you through every step of the process. The Daisey is an intimate cottage with 1,200+ heated square feet features 2 bedrooms and 2 full bathrooms of single level living. An open concept floor plan with a 2-car garage. For 20 years, Capstone Homes has been a trusted, family-owned local builder known for quality craftsmanship and a seamless, guided homebuilding experience. Give us a call, visit our website or stop by Westridge Shores, 10:00-5:00 Monday - Saturday, to learn more about available floor plans, included features and community amenities Capstone Homes - guiding you home, every step of the way. *Home NOT under construction. Photos are of completed home with additional options. Prices and incentives are subject to change. 2% transfer tax incentive when using a preferred lender or paying cash.

24434 Westridge Dr, Millsboro

Listing courtesy of Cape Realty. Contact:

$310,000

3 Beds ⋅ 3 Baths

Exceptional Condition and Low-Maintenance Living in The Retreat at Millstone! Professional interior photos coming soon! Welcome to 29635 Cobblestone Way, a beautifully maintained 3-bedroom, 2.5-bath townhome offering approximately 1,900 square feet of comfortable living space in the desirable Retreat at Millstone community. Built in 2019 and maintained in exceptional condition, this home offers the perfect combination of comfort, functionality, and easy living. Step inside to discover an inviting open floor plan featuring a spacious family room, a well-appointed kitchen with stainless steel appliances, a center island, pantry, and recessed lighting, along with a separate dining area ideal for everyday meals or entertaining guests. The convenient first-floor primary suite features a walk-in closet and private bath with a walk-in shower. A powder room and laundry area are also located on the main level, providing the convenience of single-level living while offering additional space upstairs. The second floor features two generously sized bedrooms, a full bathroom, and a versatile loft area perfect for a home office, reading nook, or additional gathering space. An exceptional feature of this home is that the entire second floor has never been lived in! Schedule your private showing today and discover all that 29635 Cobblestone Way has to offer!

29635 Cobblestone Way, Millsboro

Listing courtesy of JACK LINGO MILLSBORO. Contact:

Tbb Scarough Ln Unit ST. LUCIA, Millsboro

$439,990

3 Beds ⋅ 3 Baths

**OFFERING UP TO $20K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE.*** Welcome to the St. Lucia, a beautifully designed ranch-style home offering the perfect combination of open-concept living, comfort, and functionality! This thoughtfully designed floor plan features 3 bedrooms, 2 full bathrooms, a powder room, and a spacious 2-car garage. The inviting foyer leads into an expansive family room with a vaulted ceiling and an optional fireplace, creating a bright and welcoming space for everyday living and entertaining. The kitchen serves as the heart of the home, featuring a large center island, abundant cabinetry, and a convenient walk-in pantry, all flowing seamlessly into the breakfast area with access to the rear patio. The private owner's suite is tucked away from the secondary bedrooms and features a spacious walk-in closet and an en-suite bath with dual vanities and a walk-in shower. Two additional bedrooms are located on the opposite side of the home, providing privacy and flexibility for guests or a home office. A centrally located laundry room, convenient powder room, and thoughtfully designed storage spaces add to the home's everyday practicality. With its attractive exterior featuring charming gables, stone accents, and a welcoming covered front porch, the St. Lucia offers the ease of single-level living without compromising on style or space! *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

Tbb Scarough Ln Unit ST. LUCIA, Millsboro

Listing courtesy of DRB Group Realty, LLC. Contact:

$695,000

3 Beds ⋅ 2 Baths

Built in 2019 by Schell Brothers, this Orchid model sits on a prime corner lot overlooking a scenic community pond. Inside, high vaulted ceilings with exposed wood beams, floor-to-ceiling stone gas fireplace, and custom built-in cabinetry frame bright, open living spaces filled with natural light. The gourmet kitchen is designed for entertaining, featuring premium granite countertops, stainless steel appliances, ample storage, and a central island with seating that flows effortlessly into the living and dining areas. Main-level living is made simple with all three bedrooms on the ground floor. The owner's suite features tray ceilings, custom closet storage, and direct access to the patio. Step out of your convenient sunroom, which features vinyl-tech windows, onto the private paver patio to enjoy quiet morning coffee or evening views of the water. Upstairs, a versatile second-floor bonus room offers flexible space for a home office or guest retreat, complemented by two walk-in climate-controlled storage rooms that can be finished for a 4th bedroom. Additional highlights include a whole-house generator, an encapsulated climate-controlled crawl space, and a 4-foot forward extension on the two-car garage for extra storage. Located within the gated, master-planned community of The Peninsula on Indian River Bay, residents have access to a Jack Nicklaus Signature Golf Course, 34,000 sq. ft. clubhouse with dining and golf simulators, indoor and outdoor pools, a wave pool with a sandy beach, fitness facilities, tennis and pickleball courts, a full-service spa, walking trails, and a private bay beach with a pier. In this community, the association takes care of major upkeep, landscaping, and irrigation, allowing you more time to take advantage of resort-style amenities and low-maintenance coastal living.

33457 Marina Bay Cir Unit 4, Millsboro

Listing courtesy of Bryan Realty Group. Contact:

$315,000

3 Beds ⋅ 4 Baths

Nestled in the charming Plantation Lakes community, this contemporary townhouse offers a perfect blend of comfort and convenience. Built in 2015, this inviting home features 3 spacious bedrooms and 2 guest powder rooms, ideal for both relaxation and entertaining. The interior boasts cozy carpeting and ceiling fans, creating a warm atmosphere throughout. The well-appointed kitchen is equipped with modern stainless appliances making meal preparation a delight. Enjoy the ease of the 3rd floor laundry setup, complete with a washer and dryer. Step outside to discover a lovely deck, perfect for outdoor gatherings or quiet evenings under the stars. The community amenities are truly exceptional, featuring a clubhouse, tennis courts, playgrounds, and scenic jogging/walk paths. Multiple community pools invite you to unwind on warm days, while well-maintained sidewalks enhance the neighborhood's charm. Plantation Lakes is not just a place to live; it's a vibrant community with access to excellent schools and the nearby Delaware and Maryland beaches, fostering an active lifestyle. With convenient public services and a friendly atmosphere, this home is a wonderful opportunity to embrace a fulfilling lifestyle. Enjoy the ease of attached garage with inside access to the home, ensuring your home is as functional as it is safe. Plantation Lakes provides resort style living with a challenging championship style golf course on property, multiple community pools with on-site clubhouses replete with gym/workout facilities. Experience the warmth and comfort of this delightful property today and start living the vacation tomorrow!

20588 Charlotte Blvd S, Millsboro

Listing courtesy of Keller Williams Realty. Contact:

31079 Crepe Myrtle Dr Unit UNIT 135, Millsboro

$269,000

3 Beds ⋅ 2 Baths

🌊 Coastal Living at Its Finest in Gull Point – Boat, Beach & Relaxation Await! 🌊 Welcome to Gull Point, one of the Indian River Bay area's best-kept secrets—a peaceful, well-established waterfront community offering the perfect blend of coastal living, recreation, and convenience. This beautifully updated, move-in-ready 3-bedroom, 2-full-bath home offers approximately 1,500 sq. ft. with a bright, open floor plan, vaulted ceilings, abundant natural light, fresh paint, new luxury vinyl plank flooring and new windows. The main living area boast natural light, while the main level features a bedroom and full bath, offering flexibility for guests or convenient one-level accommodations. The updated kitchen features refreshed cabinetry and countertops with a dining area that flows into the private screened porch and new rear Trex deck overlooking the pond, community saltwater pool and playground—an ideal setting for morning coffee, evening sunsets, and relaxing by the water. Upstairs, the completely renovated full bathroom adding to the home's truly turnkey appeal. Additional conveniences include an electric vehicle charger and easy access to Gull Point's impressive waterfront amenities. Just steps away is the community's 80-slip private marina, with seasonal boat slips available for lease to residents, along with two community docks, fishing and crabbing pier, kayak rack, community garden, playground, new pavilion, and an active HOA with community social events. A public boat ramp with bay access is conveniently located adjacent to the community. Ideally situated just minutes from Delaware beaches, restaurants, shopping, and entertainment, this home is perfectly suited for a year-round residence, coastal getaway, or investment property. Enjoy the serenity of waterfront living away from the beach crowds—or hop in your boat and enjoy a scenic ride toward the nearby beaches. Come discover the relaxed coastal lifestyle that makes Gull Point such a hidden gem!

31079 Crepe Myrtle Dr Unit UNIT 135, Millsboro

Listing courtesy of RE/MAX Advantage Realty. Contact:

$499,000

4 Beds ⋅ 4 Baths

Introducing 34557 Sweet Spot Way, a beautifully appointed residence perfectly positioned along the scenic 12th hole of the renowned Baywood Greens golf course. Built in 2023, this exceptional 4 bedroom, 3.5 bath home showcases quality Amish craftsmanship, sophisticated architectural details, and thoughtfully selected finishes throughout. Meticulously maintained and move-in ready, this lovely home offers the perfect blend of modern elegance, everyday comfort, and an extraordinary golf course setting. From the moment you enter, the home's refined character is evident in its exquisite millwork, classic wainscoting, deep crown molding, and wide-plank luxury vinyl flooring. The expansive main living area is crowned by a soaring vaulted ceiling, while an abundance of picture windows welcomes natural light and frames panoramic views of the beautifully manicured fairways beyond. The open-concept design creates an inviting atmosphere, offering flexibility to arrange gathering and dining spaces to complement your lifestyle. At the heart of the home, the gourmet kitchen is as beautiful as it is functional, featuring abundant 42-inch custom cabinetry with display accents, a suite of stainless-steel appliances, gleaming quartz countertops, a mosaic glass tile backsplash, and an expansive center island with breakfast bar seating. Whether preparing everyday meals or entertaining family and friends, this thoughtfully designed space is sure to impress. Just beyond the main living area, the delightful solarium provides a front-row seat to the spectacular golf course setting. Surrounded by picturesque views of the 12th hole and beyond, this light-filled retreat is the perfect place to enjoy your morning coffee, unwind with a favorite book, or simply take in the peaceful surroundings. Step outside to the beautiful paver patio, where outdoor living and entertaining unfold against a backdrop of rolling greens and manicured fairways. The main-level primary suite offers a serene private retreat, complete with a beautifully appointed ensuite bath featuring a spacious walk-in shower and a generous walk-in closet with custom storage solutions. A second main-level bedroom with its own ensuite, conveniently located near the foyer, provides an inviting and private haven for visiting guests. A spacious mudroom, separate laundry room, interior garage access, and stylish powder room complete the main level. Upstairs, a charming office nook provides an ideal setting for working from home or quiet pursuits. Two additional guest bedrooms and a well-appointed hall bath offer comfortable accommodations, while a generous attic storage area presents exciting possibilities for future finished living space. Additional enhancements reflect the same attention to quality and care found throughout the home, including an encapsulated crawl space with dual sump pumps and a transferable warranty, as well as a professionally epoxied garage floor for added durability and a polished finish. Enjoy the exceptional lifestyle of Baywood Greens! This home is situated on leased land, with the land lease providing a variety of services and amenities including land property taxes, 24-hour security, common-area maintenance, snow removal and street cleaning, plus access to the community pool, fitness center, tennis, walking/biking trails, dog park, fishing ponds, playgrounds and more. Residents also receive discounts on golf, clubhouse dining and select services. The land-lease structure allows buyers to purchase the home without purchasing the underlying land, helping create an attractive entry point into this amenity-rich community. Buyers should verify current land-lease fees, terms and inclusions. With its nearly new construction, timeless architectural details, thoughtfully designed living spaces, and enviable location overlooking the 12th hole, 34557 Sweet Spot Way presents an exceptional opportunity to experience the beauty and lifestyle of Baywood Greens.

34557 Sweet Spot Way, Millsboro

Listing courtesy of Northrop Realty. Contact:

$449,990

4 Beds ⋅ 3 Baths

A charming home with four bedrooms and three full baths, a rear screen porch for natural sunlight, as well as a first floor primary suite. This Home also offers a chef's kitchen with stainless steel appliances, including a cooktop, wall oven, wall microwave, and included refrigerator. Need extra storage? We've got you covered with a third car recreational garage. This community has low HOA fees and at only $100 a month. That's phenomenal being minutes from the beaches or you can enjoy your own private pool and pickle ball amenities. Schedule your appointment today. *Photos are not of actual home. Photos are of a similar home/floorplan, This is a to be built, base price listing that has not started construction.*

Homesite 68 Wetherby Circle, Millsboro

Listing courtesy of DRB Group Realty, LLC. Contact:

$749,000

4 Beds ⋅ 4 Baths

Introducing 22163 Dune Circle, a beautifully appointed Southern-inspired residence nestled in a peaceful setting within the coveted Conservancy enclave of The Peninsula. Blending timeless architectural charm with refined coastal elegance, this meticulously maintained home offers gracious living spaces, sophisticated finishes, and an exceptional connection to the outdoors. Inside, soaring cathedral ceilings, abundant natural light, and an open, airy design establish an atmosphere of understated elegance. At the heart of the home, the gourmet kitchen is beautifully equipped with 42-inch custom cabinetry, granite countertops, stainless steel appliances, double wall ovens, a gas cooktop, and a generous walk-in pantry. An expansive center island offers additional storage and seating for six, creating a natural gathering place. An elegant formal dining room provides the perfect setting for memorable celebrations. Just beyond the kitchen, a charming breakfast nook, currently enjoyed as an intimate sitting area, opens to a spectacular outdoor retreat. The beautifully designed paver patio features a stone knee wall, generous seating areas, a gas fireplace, grilling space, and mature landscaping, creating an enchanting setting for alfresco dining and evenings beneath the trees. Inside, the adjoining living area is framed by dramatic floor-to-ceiling windows, capturing picturesque lawn and garden views while seamlessly connecting the home's inviting gathering spaces. Expansive porches grace both levels, inviting you to enjoy the surrounding landscape and gentle coastal breezes. Two side porches feature Eze-Breeze enclosure systems, creating delightful three-season retreats for relaxing and entertaining. The main-level primary suite is a serene sanctuary with private veranda access and a luxurious spa-inspired bath featuring dual vanities, a dedicated makeup vanity, soaking tub, glass-enclosed shower, private water closet, and two walk-in closets with custom storage. A private den just off the foyer offers an ideal home office or quiet retreat, while a spacious, sun-filled laundry room provides interior access to the oversized two-car garage with abundant storage. Upstairs, a second primary suite offers an ensuite bath and direct porch access, creating a welcoming haven for guests. Two additional bedrooms share a full bath and open to a charming covered porch, while a versatile loft provides another inviting space for gathering or relaxation. Thoughtful improvements include two HVAC systems replaced in 2021, a tankless water heater, and new carpeting in the main-level primary suite in 2026. Life at The Peninsula is equally extraordinary. Lawn care provided by the HOA allows more time to enjoy this premier gated golf and country club community. Amenities include the Jack Nicklaus Signature Golf Course, an elegant clubhouse with dining and social spaces, and Lakeside Village with its fitness center, indoor and outdoor pools, wave pool, activity pool, and poolside dining. Tennis, pickleball, a spa, private bay beach, fishing pier, nature center, scenic walking trails, and an engaging calendar of year-round activities complete the resort-inspired experience. With its distinctive Southern architecture, elegant coastal character, and beautifully designed indoor and outdoor living spaces, 22163 Dune Circle offers an exceptional opportunity to embrace the art of relaxed luxury living at The Peninsula.

22163 Dune Cir Unit 41, Millsboro

Listing courtesy of Northrop Realty. Contact:

$275,000

3 Beds ⋅ 2 Baths

Pot Nets Bayside, where the fun is! Check this one out!! New Flooring, New HVAC, and New quartz countertops are all done, so you can move in and head straight for the water. The family room has cathedral ceilings with exposed wood beams, and the open floor plan carries that height and light through the living area into the kitchen. The kitchen is the star: it's large, with fresh quartz tops, room to cook while everyone gathers around, and plenty of storage. With 3 bedrooms, 2 baths, a Great Room, and a separate LR, this home offers a lot of square footage; there's room for weekend guests and space to spread out. Walk to the community's private beaches for sunset, then head to dinner and nightlife without starting the car. It works for year-round living or a coastal getaway, and it's ready now. [Monthly lot rent: $1,260] Schedule your private showing today.

34339 River Rd, Millsboro

Listing courtesy of Century 21 Emerald. Contact:

$289,900

3 Beds ⋅ 3 Baths

Townhome with attached garage located in the Commons at Radish Farm community in Millsboro! This community is conveniently located close to routes 24 and 113, and is just a short drive to MD & DE resort beaches. The first level has an open floor plan, including a 10' bump out in the family room. The second floor offers 3 bedrooms and a loft/den area. The primary bedroom is quite spacious and features an en-suite bathroom and two walk in closets! The other two bedrooms are also fairly large and share the hall bath. The association takes care of lawn cutting, snow removal, trash and exterior maintenance. Roof recently replaced. One car garage and driveway plus a dedicated bonus parking space nearby. This home features all new carpet, paint, toilets and sink faucets! Move-in ready and priced to sell!

117 Sandridge Ct, Millsboro

Listing courtesy of Patterson-Schwartz-Newark. Contact:

$390,390

3 Beds ⋅ 4 Baths

Packed with space, style, and flexibility—this 3-bedroom, 3.5-bath townhome at Plantation Lakes South Shore is in the perfect location to enjoy the beach and the community’s resort-style amenities. From championship golf to pools, fitness center, dining, and a vibrant social scene, this is the kind of lifestyle buyers desire. Step inside this impressive three-story home offering 2,254 square feet of thoughtfully designed living space. The first floor welcomes you with a spacious recreation room, perfect for entertaining guests, with seamless access to an inviting outdoor area. Upstairs, discover an open-concept kitchen, dining area and Great Room—ideal for hosting gatherings or relaxing with loved ones. The kitchen is a chef’s dream, featuring a Frigidaire® stainless steel appliance package, granite countertops, custom cabinets with crown molding and a convenient roll-out shelf for hidden recycling and trash bins. Durable vinyl plank flooring flows through the main living areas, while plush carpeting creates a cozy retreat in each bedroom. On the top floor, two secondary bedrooms accompany a luxurious owner’s suite complete with a walk-in closet and a spa-inspired bathroom with dual sinks, a glass-enclosed walk-in shower and granite countertops. Smart home technology, energy-efficient features and a professionally landscaped front yard add even more value. With a 2-car garage and premium finishes throughout, this home is sure to attract attention—schedule your tour today before it’s gone! Low-maintenance living and one of Millsboro’s most sought-after communities—homes like this are hard to find and even harder to keep available for long. Located in desirable Millsboro, Delaware, this home is move-in ready and offers the opportunity to secure new construction with added modern finishes in a fantastic location. Enjoy a lifestyle filled with golf, pools, a clubhouse, fitness center, trails, and regular community activities. Let us show you around so you can see firsthand the lifestyle that awaits you. Schedule your tour today! ** Please Read: Photos are for illustrative purposes only and may include renderings or images of the actual home or similar home/plan. Please see New Home Consultant for final pricing, finishes, and details. If you are working with a realtor, buyer representation must be acknowledged during the first interaction with Lennar, and the realtor must accompany the client on their first visit. Appointments are highly encouraged to ensure the best customer experience. Taxes will be assessed after settlement. Open houses are held at the model home, not at this address. PLEASE DO NOT ENTER THE HOME WITHOUT A NEW HOME SALES CONSULTANT. VISIT THE MODEL HOME FOR OPEN HOUSE ACCESS. During your visit the sales team can review details, timelines, and current incentives. Financing is available through Lennar Mortgage upon qualification. **

29208 Eastmeadow Rd, Millsboro

Listing courtesy of Atlantic Five Realty. Contact:

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