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

Bethesda Road, Millsboro
$42,500
Escape to nature on this nearly half-acre wooded lot located on Bethesda Road in Millsboro. Enjoy the natural beauty of mature trees on this parcel, offering a blank canvas for your future plans. Buyers are encouraged to perform their own due diligence, including soil/perc testing and utility verification.

Bethesda Road, Millsboro

Listing courtesy of The Parker Group. Contact:

33564 Windswept Unit 2102, Millsboro
$439,000
3 Beds ⋅ 3 Baths
Immaculate first floor living nestled in the prestigious community of 'The Peninsula on the Indian River Bay'. This impeccably maintained residence boasts a spacious and inviting layout, featuring three bedrooms each with their own dedicated bathroom. Every inch of this property exudes sophistication and charm - from the elegant living space, filled with natural light and breathtaking views of the golf course to the gourmet kitchen with new Kitchen Aid stainless steel appliances, this well-designed floor plan offers a space ideal for hosting and entertaining guests or just relaxing in comfort and elegance. The open concept living area is a focal point, outfitted with a gas fireplace and flanked by built-in bookcases and sliding glass doors. Relish in the spectacular sunsets and serene vistas on the seldom seen, screened-in, double-sized patio overlooking the pond. At the heart of the home lies the kitchen, boasting custom 42” custom cabinetry, sleek granite surfaces, and a suite of stainless-steel appliances. Whether serving casual meals at the breakfast bar or hosting summer dinner parties the new owners are sure to delight in the versatility of this space. Additional highlights of the main living area include a functional, yet practical floor plan with guest rooms at the front of the home and the primary suite tucked away in the back. The Peninsula on the Indian Bay is where resort living is dramatically refined - boasting a Jack Nicklaus signature golf course, multiple dining options, and much more. Every detail has been thoughtfully designed to fit every lifestyle. Enjoy a meal in the Terrace Grille or relax on the scenic beach and pier. The Lakeside Village Clubhouse features dining options, meeting rooms, billiards and more. There are fitness centers and walking paths, indoor and outdoor pools, a wave pool, state-of-the art gym, professional tennis facility, basketball court, and a full-service spa. Enjoy the outdoors by strolling the boardwalk trails and nature center along the creek. Come home to comfort, luxury and resort-style living at its finest at 'The Peninsula on the Indian River Bay'. Seller is offering a one year home warranty from 2-10 Home warranty.

33564 Windswept Unit 2102, Millsboro

Listing courtesy of Patterson-Schwartz-Rehoboth. Contact:

Rt 24, Millsboro
$4,250,000
Amazing opportunity to purchase +/-26ac of land with substantial frontage (590') along Route 24 (John J Williams Highway). Take advantage of the dual-zoning of this property with the front 8.27ac zoned C-3 (allowing up to 150,000sf) and remaining 17.63ac zoned MR with conditional use for 8-units/acre (141-units). Previously approved for a Self Storage building and apartment complex, full engineered plans are in place including DelDOT entrance approval letter. Tremendous residential and commercial growth is occurring all around this site which is well positioned directly across from Harris Teeter and the Back Bay Shopping Center.

Rt 24, Millsboro

Listing courtesy of DSM COMMERCIAL. Contact:

95 Creek Dr, Millsboro
$999,000
Rare waterfront opportunity in Winding Creek Village! This exceptional 0.80-acre lot offers expansive views across Guinea Creek toward Herring Creek and an ideal setting for your future waterfront retreat. The property features approximately 160 feet of brand-new rip rap shoreline and a new 110-foot dock, providing excellent deep water access and the ability to accommodate 4 boats. For the boating enthusiast, the waterways offer direct access to Rehoboth Bay and Indian River Bay, with route to the Atlantic Ocean via the Indian River Inlet. Whether boating, fishing, cruising, or simply enjoying life on the water, this property offers an exceptional coastal lifestyle. Adding to the appeal, community-owned land borders the property on the left, providing a valuable buffer and ongoing privacy. Public utilities are available, and with the major waterfront improvements already in place, this spacious lot is ready for your vision and dream home. A truly special opportunity to create a private waterfront retreat with exceptional boating access in a desirable coastal community.

95 Creek Dr, Millsboro

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

30212 Millsboro Hwy, Millsboro
$369,000
3 Beds ⋅ 2 Baths
MOTIVATED SELLER - ALL REASONABLE OFFERS WILL BE CONSIDERED ! Enjoy living in a beautiful custom built one story home in the country town of Millsboro DE. The home is convenient to everything and located just minutes from historic town of Lewes and beach towns of Rehoboth Beach and Ocean City. This spacious 3 bedroom - 2-bath home features: 1,261 sq ft of living space, brick front, vaulted LR ceiling, laminated flooring throughout, all appliances, fenced in yard PLUS A RARE 2 GAR GARAGE AND A LARGE POLE BARN (appx 30' x 40') with electricity. The home's interior and the garage and pole barn metal roofs have been freshly painted. THERE IS NO HOA ! Come and live the country lifestyle at this exceptional value. Bring your offer !

30212 Millsboro Hwy, Millsboro

Listing courtesy of Houwzer LLC-Haddonfield. Contact:

30016 Cordrey Rd, Millsboro
$255,000
2 Beds ⋅ 1 Baths
2-bedroom, 1-bath brick home situated on just over half an acre of land. The property features a metal roof, front porch and is being sold as-is. The home needs some TLC, offering a great opportunity for someone looking to renovate, update, and add their personal touch. With a solid brick exterior, durable metal roof, spacious lot, and welcoming front porch, this property has plenty of potential. Bring your vision and make this home your own!

30016 Cordrey Rd, Millsboro

Listing courtesy of NextHome Tomorrow Realty. Contact:

33501 Cleek Way, Millsboro
$499,500
4 Beds ⋅ 4 Baths
Price Reduced!!! WELCOME to this METICULOUSLY MAINTAINED Home in the Sought-After Baywood Community - Gorgeous Curb Appeal**Updates Galore to Include: Upgraded Kitchen with Quartz Countertops & Backsplash, New Refrigerator, Induction Cook-Top and Bosch Dishwasher, Upper Level HVAC Replaced in 2020, Main Level HVAC Replaced in 2025, Installed Mini Split HVAC in 4 Season Room & Tile Flooring with Insulation, Tankless Hot Water Heater, New Garage Doors & Openers, Plantation Shutters and So Much More (See Improvements and Upgrades in Document Section)**Lovely Crown Molding Throughout**Double Sided Gas Fireplace**Spacious Primary Suite on Upper Level that leads out onto a Private Balcony**Main Level Sitting Room & Study can also be used as Primary Suite with Private Bath and Walk-In Closet**Encapsulated Crawl Space and Added Insulation in Attic - Resulting in a LOW $176 Monthly Electric Bill**Oversized 2 Car Garage with Kayak Storage System, Wet Sink & Epoxy Floor Coating**Enjoy the Backyard Overlooking one of Baywood's Ponds and Relax on the Brick Patio with Firepit**Fenced Yard**This Home is Surrounded by Beautiful Perennial Gardens**Explore the Many Community Amenities to include a Scenic 18-Hole Championship Golf Course, Clubhouse with Dining, Swimming Pools, Fitness Facilities, Tennis & Pickleball, Walking Paths, Playground, Private Beaches, Dog Parks, and More.  Don't Miss the Opportunity to Experience this Exceptional Home and the Resort-Style Lifestyle of Baywood. Motivated Seller - A MUST SEE 

33501 Cleek Way, Millsboro

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

28258 Basin Rd, Millsboro
$289,000
3 Beds ⋅ 2 Baths
Rare opportunity to own a residential property with oversized lot and a garage just a few streets from the Indian River/Bay! Where can you go and enjoy "fun in the sun" and water sport activities all in walking distance from your home? NO land rent here or HOA's either! Enjoy year round living and take advantage of the beautiful seasonal weather without the traffic. Ranch open style floor plan has 3-bedroom 2 bath and a detached garage for added storage. Property is local to, within a few miles, of excellent food shopping choices year-round, novelty shops as well as many restaurants, entertainment and even medical offices! 20 Minutes from route 1 adds easy access to Lewes and Rehoboth as well as all the wonderful outlets. 20 minutes to the town of Millsboro where you can find all your big box stores for super savings as well! Home has new roof (2021), hot water heater (2026) and a vinyl fenced in rear yard (2021); perfect for those "littles" and/or pets. Porch can be easily converted into year-round space with little effort. Or use the 3 seasons room as it is to enjoy milder temperatures throughout the year and the peaceful sounds of water nature; it's a perfect place to have those crab feasts and picnics with total privacy too! The detached garage needs some work but has 1 newer replaced garage door. This property is on a "no outlet" street making it quieter for daily traffic. Whether you are looking for a vacation home or year-round living, this home is priced to sell! Don't miss out on this chance to own an affordable spot at the beach and enjoy entertaining guest as well! Call today and enjoy the "off seasons" in tax free Delaware!

28258 Basin Rd, Millsboro

Listing courtesy of Coldwell Banker Premier - Seaford. Contact:

24416 Westridge Dr, Millsboro
$849,990
3 Beds ⋅ 4 Baths
"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, natural beauty, and coastal living. This thoughtfully designed active adult waterfront community features just 54 homesites surrounded by mature trees, creating a peaceful, tucked-away setting close to golf, boating, dining, shopping, and more. Residents also enjoy a community pier and kayak launch with direct access to Rehoboth Bay—a rare combination of water access, wooded privacy, and everyday convenience. Westridge Shores is a 55+ community with limited flexibility for non-55+ buyers in accordance with community guidelines. Built by award-winning local builder Capstone Homes, this Jackson model home is being offered now, for Capstone to leaseback from the new owners; a great investment opportunity! Featuring 1,902 heated square feet, this thoughtfully designed model home offers 3 bedrooms, 4 full bathrooms, a sunroom, finished bonus room, and finished basement rec room. Best of all, it is being offered fully furnished with professionally selected designer furniture and décor in a relaxed, sophisticated coastal style. The exterior features a brick foundation, board and batten siding, cedar porch columns, and a garage overhang accented by a metal roof. Inside, custom touches include a shiplap foyer ceiling, oak-tread stairs, upgraded lighting, and thoughtfully selected finishes throughout. The Gourmet+ kitchen features Level 5 quartz countertops, a full-height quartz backsplash, mitered-edge island, upgraded cabinetry with a custom hood, and a built-in dry bar with beverage refrigerator. The great room centers around a gas fireplace with a floating mantel and full shiplap feature wall. The spacious primary suite includes a two-foot extension, transom windows, and a luxurious bath with a tiled shower and seat, frameless glass door, upgraded cabinetry, countertops, and fixtures. Upstairs, the finished bonus room includes a shiplap accent wall and its own full bathroom, while the upgraded laundry room features cabinetry, quartz countertops, tile backsplash, and under-cabinet lighting. Downstairs, 483 square feet of finished basement space includes a recreation room, full bathroom, floating cabinetry, shiplap feature wall, and custom wet bar with beverage refrigerator and upgraded lighting. An additional 1,091 square feet remains unfinished for storage or future possibilities. Additional features include an epoxy garage floor, upgraded flooring and lighting throughout, front-load washer and dryer, and a large paver patio. With designer coastal furnishings and décor included, this former model is beautifully finished, professionally styled, and truly move-in ready. Founded in 2006, Capstone Homes is a family-owned and operated local custom builder committed to building quality homes throughout Sussex County for 20 years. Call, visit our website, or stop by Westridge Shores Monday through Saturday from 10 a.m. to 5 p.m. to learn more about available floor plans, included features, and community amenities. Capstone Homes — Guiding you home, every step of the way. Incentives and pricing are subject to change without notice. Capstone Homes will pay the 2% transfer tax and impact fees when the buyer uses a preferred lender or pays cash. Photos may depict upgraded features."

24416 Westridge Dr, Millsboro

Listing courtesy of Cape Realty. Contact:

24 White Pine Dr, Millsboro
$190,000
3 Beds ⋅ 2 Baths
Nestled in the charming community of Pines at Long Neck, this delightful double-wide manufactured home offers a perfect blend of comfort and convenience. Built in 1996, this residence features 1,152 square feet of inviting living space, with three spacious bedrooms and two full bathrooms. This property is fee simple/NO LOT LEASE. This property needs work and is being sold as is.

24 White Pine Dr, Millsboro

Listing courtesy of Bryan Realty Group. Contact:

5202 Caitlins Way, Millsboro
$219,900
2 Beds ⋅ 2 Baths
Welcome to 5202 Caitlin's Way in the Villages at Millwood, a well-maintained 2-bedroom, 2-bath condo offering comfortable, low-maintenance living in Millsboro, Delaware. This inviting home features an open floor plan with a spacious living and dining area that flows naturally into the kitchen, creating a functional layout for everyday living and entertaining. The primary bedroom includes a private bath and walk-in closet, while the second bedroom and full bath offer plenty of space for guests, a home office, or additional living space. Step outside to the covered, screened balcony and enjoy peaceful pond views and the surrounding open common area. Additional features include an in-unit washer and dryer, central air, elevator access, two assigned parking spaces, and access to the community outdoor pool. Conveniently located in Sussex County between Route 1 and Route 113, this Millsboro condo provides easy access to area shopping, dining, recreation, and Delaware's coastal attractions. Whether you're searching for a primary residence or a low-maintenance Delaware getaway, 5202 Caitlin's Way offers a great opportunity to enjoy the Millsboro lifestyle. Schedule your private showing today!

5202 Caitlins Way, Millsboro

Listing courtesy of Coldwell Banker Realty. Contact:

209 Long Neck Cir, Millsboro
$319,000
3 Beds ⋅ 2 Baths
Welcome to 209 Long Neck Circle, a charming three-bedroom, two-bath Class C home with a one-car garage, tucked away in the Pines at Long Neck community. Offering comfortable single-level living, generous storage, and a private wooded backdrop, this home provides an inviting setting for both everyday living and relaxing at the coast. A wide screened porch welcomes you and creates a wonderful outdoor living space for enjoying fresh air and seasonal breezes. From the porch, sliding glass doors lead directly into the kitchen and breakfast nook, making it easy to transition between indoor and outdoor spaces. The kitchen offers plenty of room for cooking and storage with quartz countertops, abundant cabinetry, two pantries, a garbage disposal, gooseneck sprayer faucet, and an additional freezer. The adjoining breakfast nook provides a casual spot for morning coffee or everyday meals. Just beyond the kitchen, the dining area opens to the spacious living room, where a vaulted ceiling enhances the open and airy feel of the main living space. The connected layout provides plenty of flexibility for entertaining, dining, and relaxing. The primary bedroom features its own vaulted ceiling, a walk-in closet, and a private en suite bath with a dual-sink vanity and separate shower. For added convenience, the laundry area is incorporated into the primary bath. Two additional bedrooms provide comfortable accommodations for family, guests, or a home office and share a hall bath with a tub and shower combination. Outside, the backyard is enhanced by established landscaping and stone walkways, while the wooded area behind the property provides a natural backdrop and added privacy. A storage shed offers additional space for tools, beach gear, and outdoor equipment, while the attached one-car garage provides even more storage and everyday convenience. With its spacious screened porch, comfortable one-level floor plan, ample storage, and wooded setting, 209 Long Neck Circle is ready to welcome you home.

209 Long Neck Cir, Millsboro

Listing courtesy of Northrop Realty. Contact:

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