Explore Millsboro, DE Homes for Sale

Homes for Sale with a Guest House in Millsboro, DE

Welcome to your dedicated resource for homes for sale with a guest house 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 with a guest house properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Guest House in Millsboro, DE

35346 Wright Way, Millsboro
$525,000
3 Beds ⋅ 4 Baths
WHERE THE FAIRWAY BECOMES YOUR BACKDROP, EVERY DAY FEELS A LITTLE MORE EXTRAORDINARY. Imagine coffee with a sweeping view of the greens, dinner framed by the golf course, and evenings unwinding on your own elevated deck. Welcome to 35346 Wright Way, a beautifully furnished three-level END-UNIT townhome in North Shore Townhomes at Plantation Lakes, where thoughtfully appointed interiors meet one of Millsboro's most compelling resort-style settings. AN ELEGANT ARRIVAL: Built by Lennar, this inviting residence makes a memorable first impression with stone-and-brick accents at the entry level, an oversized attached two-car garage, and an appealing multi-level design. Inside, the home opens into spaces that balance gracious entertaining with everyday comfort. THE HEART OF THE HOME: Ascend from the welcoming entry to a gorgeous open-concept main living level. The spacious living area unfolds to the right, while a striking kitchen anchors the center of the home. Beautiful cabinetry, a full complement of appliances, and an exceptionally large island with generous seating make this a natural gathering place, whether preparing a favorite meal or hosting a special occasion. Beyond the kitchen, the dining area feels especially memorable: expansive golf-course views bring the outdoors in. Step directly onto the elevated deck to enjoy fresh air, broad views of the fairways, and a front-row seat to the rhythm of the course. A built-in fireplace adds warmth and ambiance to the home's polished interiors. RESTFUL UPPER LEVEL: Three comfortably proportioned bedrooms occupy the upper level. The owner's suite offers a beautiful personal retreat with an updated ensuite bath featuring a standing shower. Two additional bedrooms provide generous closet space and share a well-appointed hallway bathroom. With living and sleeping spaces thoughtfully separated, the floor plan offers both togetherness and room to recharge. A SECOND PLACE TO UNWIND: The entry-level walkout adds another dimension to the home. Alongside the oversized two-car garage, a beautifully finished bonus living area offers flexible space for movie nights, a lounge, a recreation room, a game room, or a home office. Its ground-level golf views continue the home's signature connection to the outdoors. Step onto the patio and into the fenced backyard, with a convenient sidewalk connection toward the front of the property. FULLY FURNISHED, BEAUTIFULLY PRESENTED: This residence is offered fully furnished, with its elegant furniture, coordinated décor, and household contents included in the sale. The professionally styled rooms create a cohesive experience throughout the home, making this a rare opportunity to settle into a golf-course-view lifestyle without starting from scratch—final conveyances to be confirmed in the agreement of sale. THE PLANTATION LAKES LIFESTYLE: Enjoy the setting of an Arthur Hills-designed 18-hole championship golf course and a neighborhood designed around recreation and connection. Plantation Lakes features a clubhouse, The Landing Bar & Grille, outdoor community swimming pools, fitness facilities, tennis and pickleball courts, basketball, walking and jogging trails, playgrounds, and scenic open spaces. Golf memberships and access are subject to the property's applicable HOA and membership terms. CLOSE TO THE COAST: Enjoy the convenience of Millsboro shopping and dining with Delaware's celebrated shoreline within reach—approximately 17 miles to Bethany Beach and 22 miles to Rehoboth Beach from the Plantation Lakes golf club area, depending on route. From golf mornings and peaceful afternoons at home to beach days and coastal dining, this location makes it easy to enjoy the best of both worlds. Experience the views, the furnishings, and the flexible three-level design for yourself. Schedule your private tour of 35346 Wright Way today.

35346 Wright Way, Millsboro

Listing courtesy of EXP Realty, LLC. Contact:

29036 Eastmeadow Rd, Millsboro
$499,800
3 Beds ⋅ 3 Baths
Welcome to Plantation Lakes a community with a championship golf course, active social scene and resort-style amenities—all just minutes from the Delaware beaches. This MOVE-IN READY 3 bedroom, 2.5 bath home offers the convenience of new construction without the wait. The bright open layout connects the Great Room, kitchen and breakfast area, with sliding glass doors leading right out to the backyard. Two bedrooms sit upstairs, while the private owner’s suite is set in the back for added quiet and comfort. This home includes a beautiful OUTDOOR LIVING AREA with Deck and a Gas Fireplace with Stone surround—perfect for relaxing or entertaining. The kitchen features elegant quartz countertops, upgraded cabinets, and wide-plank flooring that continues through the main level. An unfinished basement gives you plenty of storage space or room to grow later. Enjoy a lifestyle filled with golf, pools, a clubhouse, fitness center, trails, and regular community activities. Move-in ready and packed with upgrades—don’t miss your chance to make this home yours! Move-in ready and packed with upgrades—don’t miss your chance to make this home yours! ** 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. **

29036 Eastmeadow Rd, Millsboro

Listing courtesy of Atlantic Five Realty. Contact:

29671 Highbridge Way, Millsboro
$384,550
3 Beds ⋅ 2 Baths
If you’ve been waiting for a home that feels effortless and inviting—this is it. Welcome to Somerton Chase in Millsboro, where comfort and convenience come together in a beautifully designed single-story home. 3BR/2BA 2-car garage Alan floorplan with open-concept main living area where the kitchen, dining space, and Great Room flow seamlessly—creating the perfect setting for both everyday living and relaxed entertaining. The kitchen shines with upgraded cabinetry, modern quartz countertops, and wide-plank flooring that adds warmth and a modern coastal feel throughout the main level. Step outside to the concrete patio, ideal for morning coffee, evening unwinding, or hosting friends in a peaceful outdoor setting. Designed with privacy in mind, the home features two secondary bedrooms on one side, while the owner’s suite is tucked away on the other, complete with its own bath and walk-in closet—creating a quiet retreat at the end of the day. With its new-build convenience, thoughtful layout, and stylish finishes, this home offers the kind of comfort and ease buyers are searching for—and opportunities like this don’t last long. About Somerton Chase: The newest community in Millsboro offers just 202 homesites, giving a small-community feel with natural gas, public utilities, and low HOA fees of only $90/month. Residents enjoy access to the community pool and dog park. Somerton Chase offers seven different floorplans—from cozy ranch-style homes to expansive two-story designs, with basement homesites available. The location is ideal, with quick access to Route 113, downtown Millsboro, local shopping, and a short drive to the beaches. SCHEDULE YOUR PRIVATE 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. **

29671 Highbridge Way, Millsboro

Listing courtesy of Atlantic Five Realty. Contact:

32541 Tee Dell Dr Unit 3248, Millsboro
$314,900
3 Beds ⋅ 4 Baths
Welcome to your coastal sanctuary in the award-winning, botanical golf resort community of Baywood in Millsboro! Blending classic Colonial charm with effortless, modern functionality, this 3-Bedroom, 3.5-Bathroom residence offers an unrivaled lifestyle where luxury interiors meet vibrant, outdoor living. Step across the inviting front porch and into an light-filled floor plan framed by warm hardwood floors and bathed in abundant natural light. Designed around complete privacy and flexibility, every single bedroom features its own dedicated private full bathroom—including a coveted entry-level main suite. The heart of the home opens into a gourmet kitchen featuring sleek stainless steel appliances, a center island bar, and seamless flow into expansive living and dining spaces designed for effortless entertaining. Upstairs, additional bedroom suites and a versatile loft nook offer the perfect retreat for family or visiting guests. Step outside to your personal backyard paradise: unwind inside the breeze-filled screened-in porch, grill out on the custom stone paver patio, or gather around the custom built-in fire pit under the stars. Complete with a private garage and ample storage for golf carts and beach essentials, this home is engineered for relaxation. As a resident of Baywood, you enjoy low-maintenance, turn-key living paired with world-class amenities—including an award-winning 18-hole championship golf course, Caribbean-style resort pool with summer kitchen, clubhouse dining, fitness center, tennis courts, miles of walking trails, and exclusive access to private beaches, marinas, and crabbing piers on the Rehoboth and Indian River Bays. Land Lease Fee: $3,734.00 / quarterly (delivering incredible upfront purchasing value and comprehensive resort-style community management).

32541 Tee Dell Dr Unit 3248, Millsboro

Listing courtesy of The Parker Group. Contact:

35011 Winnsboro Ln, Millsboro
$427,790
3 Beds ⋅ 3 Baths
Golf Course Community | Minutes to the Delaware Beaches. Live where every day feels like a getaway. Welcome to Plantation Lakes South Shore Villas in Millsboro—a popular community known for its championship golf course, vibrant social scene, and resort-style amenities. Step inside this stunning 2,413 square foot two-story home and experience a welcoming foyer with a soaring double-height ceiling that opens into a seamless flow of living spaces. The open-concept kitchen is a chef’s dream, featuring a center island, Frigidaire® stainless steel appliances including a side-by-side refrigerator, Timberlake® cabinetry with a convenient roll-out shelf for hidden recycling and trash bins. Durable vinyl plank flooring runs throughout the kitchen, dining and living areas, while plush wall-to-wall carpeting adds comfort to every bedroom. The Great Room is pre-wired for a ceiling fan, perfect for relaxing or entertaining. Upstairs, a spacious loft is surrounded by three bedrooms, including the owner’s suite with a spa-inspired bathroom boasting a large walk-in shower with a glass enclosure, double sinks, granite countertops and a generous walk-in closet. Modern conveniences with a professionally landscaped front yard and a two-car garage equipped with an automatic opener, this home is designed for both style and function. 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. During your visit the sales team can review details, timelines, and current incentives. Financing is available through Lennar Mortgage upon qualification. **

35011 Winnsboro Ln, Millsboro

Listing courtesy of Atlantic Five Realty. Contact:

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