Homes for Sale with a Guest House in Millsboro, DE

32768 Oak Orchard Rd Unit 201, Millsboro

A rare opportunity to own new construction directly on the Indian River Bay, Bayside Oak Estates is an exclusive collection of just six waterfront condominium residences in Millsboro, Delaware, now under construction and available for pre-sale. Designed for those who value an elevated coastal lifestyle, each residence includes a designated oversized boat slip, offering exceptional access to the Indian River Bay and the surrounding waterways of coastal Delaware. Whether your ideal day is spent boating, fishing, exploring nearby waterfront destinations, or simply relaxing along the bay, Bayside Oak Estates places the water at the center of everyday living. Each residence is thoughtfully designed across three levels, combining sophisticated coastal style with modern comfort and convenience. Expansive waterfront decks extend the living experience outdoors, providing a private setting to enjoy bay views, fresh coastal breezes, and life on the water. Buyers also have the opportunity to personalize select interior finishes, choosing from an array of elevated options for flooring, cabinetry, countertops, fixtures, ceiling fans, paint colors, and premium appliance packages, creating a residence tailored to their individual style and preferences. With only six residences, Bayside Oak Estates offers a level of privacy, exclusivity, and waterfront access rarely available in new construction. A newly constructed 550 foot long private pier, dedicated boat slips, and electric service further enhance the community's appeal, creating an effortless connection between home and the water. The professionally managed community also provides two designated parking spaces per residence, offering the convenience of condominium living without sacrificing the space and amenities expected of a private coastal retreat. Set along the scenic Indian River Bay, Bayside Oak Estates offers a peaceful waterfront setting while remaining convenient to the beaches, dining, golf, recreation, and attractions that make coastal Delaware one of the region's most desirable destinations. For those seeking a new-construction waterfront home with direct boating access, Bayside Oak Estates represents a distinctive opportunity to embrace a lifestyle defined by boating, relaxation, privacy, and the natural beauty of the bay. Now pre-selling with only six residences available. Contact us today to learn more about available residences, floor plans, finish selections, boat slips, pricing, and private tour opportunities.

32768 Oak Orchard Rd Unit 201, Millsboro

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

33031 Conservation Dr Unit 95, Millsboro

$845,000

5 Beds ⋅ 5 Baths

EXCEPTIONAL NEWPORT MODEL WITH PRIVATE GUEST SUITE & LUXURY OUTDOOR LIVING IN THE PENINSULA Welcome to 33031 Conservation Drive, an exceptional Newport model from the Savannah Collection by Miller & Smith, offering 5 bedrooms, 4.5 baths, sophisticated architectural details, impressive entertaining spaces, and a spectacular outdoor retreat in the prestigious gated community of The Peninsula on the Indian River Bay. Designed for both comfortable everyday living and memorable gatherings, this spacious home immediately impresses with vaulted ceilings, crown molding, plantation shutters, ledger rock accents, custom built-ins, and thoughtfully designed spaces that create warmth and character throughout. At the heart of the home is a beautifully appointed kitchen featuring modern black stainless steel Café appliances, including a refrigerator with a built-in Keurig coffee system, double wall ovens, and a 5-burner cooktop with griddle. 42-inch cabinetry, custom built-ins, and a stand-alone center island provide abundant storage and workspace while creating a natural gathering place for family and friends. The desirable first-floor primary suite provides a private retreat and offers the convenience of main-level living. Built-in closet systems throughout many of the home's closets maximize storage and organization, while the home's multiple living and entertaining spaces provide plenty of room for hosting overnight guests, extended family, or simply spreading out and enjoying life at the coast. Adding exceptional versatility is the private guest suite above the garage with its own separate entrance. This distinctive space provides privacy for visiting family and friends and makes an ideal extended-stay guest retreat, home office, or additional flexible living space. The outdoor living area is equally impressive. Step outside onto the expansive travertine patio, where extensive hardscaping creates a true extension of the home. A built-in BBQ, firepit, and thoughtfully designed landscape lighting set the stage for everything from summer cookouts and evening cocktails to quiet nights gathered around the fire. Beyond the home, enjoy the extraordinary lifestyle of The Peninsula on the Indian River Bay, one of Coastal Delaware's premier resort communities. Centered around a Jack Nicklaus Signature golf course, The Peninsula offers an impressive collection of amenities including clubhouse dining, indoor and outdoor pools, a wave pool, fitness and athletic facilities, tennis and pickleball courts, spa amenities, a private bay beach, fishing pier, nature trails and boardwalks, and opportunities to enjoy the surrounding waterways. Spend your mornings on the golf course, afternoons poolside or along the bay, and evenings dining at the clubhouse or entertaining on your own private patio. All of this is complemented by convenient access to the beaches, restaurants, shopping, and attractions that make Coastal Delaware such a desirable destination. With its 5 bedrooms, 4.5 baths, first-floor primary suite, beautifully appointed Café kitchen, private guest suite with separate entrance, custom architectural details, and exceptional travertine outdoor living space, 33031 Conservation Drive delivers the space, flexibility, and resort lifestyle today's coastal buyer is looking for. This is more than a home at the beach—it's an opportunity to experience The Peninsula lifestyle every day.

33031 Conservation Dr Unit 95, Millsboro

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

$324,990

3 Beds ⋅ 3 Baths

Welcome to this beautifully designed 3-bedroom, 2.5-bathroom contemporary townhome located in the desirable Bayshore community in Millsboro, Delaware. This two-level contemporary residence combines comfort and style, featuring a main-level primary suite for added convenience. Step inside to find a thoughtfully appointed interior with luxury vinyl plank flooring, plush carpeted bedrooms, and ceramic tile in other areas—a perfect blend of durability and design. The open floor plan offers spacious living and dining areas, ideal for entertaining or relaxing. The spacious living room features a vaulted ceiling and direct access to a 3-season room and outdoor patio—perfect for al fresco dining, relaxing or entertaining guests year-round. The kitchen boasts a gas range, stainless steel appliances, an updated tile backsplash, a convenient pantry, and a pass-through counter that opens to the living room for easy entertaining. Next to the kitchen is a dining area illuminated by a charming chandelier. The main floor includes a carpeted primary bedroom with a large walk-in closet and a private ensuite bathroom featuring double sinks and a step-in shower. A dedicated laundry room adds convenience to everyday living. Upstairs, you’ll find a versatile loft sitting area, two comfortable guest bedrooms, and a shared full bathroom with a tub/shower combination. Residents of Bayshore enjoy access to fantastic community amenities, including a community center, fitness center, and a sparkling outdoor swimming pool. Conveniently located near the Peninsula Golf & Country Club and the scenic Indian River Bay, this home offers both a peaceful retreat and access to outdoor recreation. Don’t miss the opportunity to own a stylish, low-maintenance home in one of Millsboro’s most sought-after communities.

32317 Turnstone Ct, Millsboro

Listing courtesy of Compass. Contact:

$225,000

3 Beds ⋅ 2 Baths

NOW PRICED UNDER THE APPRAISED VALUE! Looking for an affordable opportunity close to the Delaware beaches? This could be your chance! Located in a wooded neighborhood where you own the land, this older mobile home features stick-built additions and is connected to public water and sewer. The home needs work, but with some imagination, a little sweat equity, and a good tool belt, this property could become a great summer getaway or beach retreat. Conveniently located near Long Neck and Oak Orchard, you'll be close to shopping, pubs, restaurants, and all the recreational activities the area has to offer. There is also space to store your boat, making it a great option for those who enjoy spending time on the water. Bring your vision and turn this property into your own affordable Delaware beach escape! Important: This property is being sold as part of a Guardianship transaction and is subject to approval by the Chancery Court. The Guardian has no knowledge of the condition of the property. Home and property are being sold “AS IS.”

31773 Schooner Dr, Millsboro

Listing courtesy of The Watson Realty Group, LLC. Contact:

$405,000

3 Beds ⋅ 2 Baths

Why wait for new construction when you can have the upgrades now? This 2025 ranch home in Patriots Glen delivers everything buyers wish they could add to a new build: an enclosed porch, full unfinished basement with plumbing, fenced yard, plantation shutters, and ceiling fans in every room — already done, already included, already saving you thousands. Backed by open farmland, the property offers rare privacy and wide‑open sunrise views. Inside, enjoy modern single‑level living with three bedrooms, two baths, and an upgraded kitchen that flows into the main living area. The enclosed porch becomes your year‑round retreat for morning coffee or quiet evenings watching the sky change. With a two‑car garage, community pool access, and a location close to Millsboro shopping, dining, golf, and the Delaware beaches, this home blends peaceful living with everyday convenience. Move‑in ready, thoughtfully upgraded, and available now — no waitlist required.

16303 John Adams Ln, Millsboro

Listing courtesy of Real Broker LLC. Contact:

$209,900

3 Beds ⋅ 2 Baths

Come check out this waterman's dream located in Mariners Cove! This well maintained, spacious home offers a perfect blend of comfort and style. Built in 2003, this ranch-style residence boasts 1,708 square feet of thoughtfully designed living space, ideal for creating lasting memories. Located on a prime lot within the community, this home offers easy access to Rehoboth Bay by boat. Step inside to discover a warm and inviting interior - the open floor plan seamlessly connects the living, dining, and kitchen areas, making it perfect for entertaining or enjoying quiet evenings at home. Skylights enhance the natural light inside, while ceiling fans provide a refreshing breeze throughout. The heart of the home, the kitchen, is equipped with upgraded countertops and stainless steel appliances while the open floor plan keeps you connected to the rest of the house. This home offers three spacious bedrooms, including a primary suite with an en-suite bath, providing a private retreat when the day is done. With two full bathrooms, morning routines are a breeze. While the gas fire place in the living room helps maintain a cozy feel year round. Enjoy your morning coffee or evening cocktail from your sunroom which has a dedicated mini-split making it enjoyable year round. Outside, the property shines with a well-maintained deck and patio, perfect for outdoor gatherings or enjoying the tranquil views of the canal and bay. Just steps from your backdoor you will find bulkheaded waterfront access, complete with a private dock for your boating adventures. Imagine spending sunny afternoons on the water, exploring the scenic surroundings then coming home and enjoying the sunset from your 2 level outdoor living space. Outside you will also find a large shed with electric perfect for storing fishing rods, crab pots, kayaks, and everything else needed to take advantage of this waterfront home. The community is golf cart friendly and offers a refreshing in-ground pool, perfect for those hot summer days, while the nearby amenities provide convenience and leisure. Enjoy the peaceful atmosphere of the neighborhood, with easy access to local shops, dining, beaches, and recreational activities. Experience the joys of waterfront living in this delightful Mariners Cove residence, where every day feels like a vacation.

26216 N Cove Dr, Millsboro

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact:

$369,000

3 Beds ⋅ 2 Baths

If you’ve been waiting for a home that feels effortless, inviting, and brand new—this is it. Welcome to Somerton Chase in Millsboro, where comfort and convenience come together in a beautifully designed single-story home. NOVEMBER MOVE-IN | 3BR/2BA 2-car garage Exeter 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, quartz countertops, and wide-plank flooring that adds warmth and a modern coastal feel throughout the main level. 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. During your visit the sales team can review details, timelines, and current incentives. Financing is available through Lennar Mortgage upon qualification. **

28115 Kingsbury Ln, Millsboro

Listing courtesy of Atlantic Five Realty. Contact:

$395,999

3 Beds ⋅ 3 Baths

Former Builder Model Home – Never Lived In! This beautifully appointed Madison floor plan by Lennar offers a spacious and thoughtfully designed layout in Plantation Lakes North Shores. The main level features an open-concept design with a generous living room and kitchen, dedicated dining area, and versatile flex room—perfect for a home office, den, or additional living space. Sliding doors from the living room lead to a rear concrete patio, creating an easy transition for outdoor entertaining. A convenient powder room completes the main level. Upstairs, a spacious loft provides additional living or gathering space. The expansive primary suite features a large private bathroom and generous walk-in closet. Two additional bedrooms and a full bathroom complete the second floor. As a former builder model that has never been lived in, this home offers the opportunity to enjoy the finishes and design of a model home without the wait for new construction. Located in the desirable Plantation Lakes North Shores community, residents enjoy an impressive array of amenities including multiple pools and community centers, tennis and basketball courts, walking and recreational paths, clubhouse facilities with dining options, and access to the Arthur Hills-designed golf course, with membership available separately. With its resort-style amenities and convenient location, Plantation Lakes offers an active and social lifestyle just minutes from the area's beaches, shopping, dining, and entertainment.

35042 Wright Way, Millsboro

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

$209,000

3 Beds ⋅ 2 Baths

Welcome to easy coastal living in the sought-after Pot-Nets community! This charming 3-bedroom, 2 bath park home captures a relaxed beach vibe with airy interiors and a layout designed for comfort and simplicity. From the moment you arrive, you'll feel the laid-back coastal energy--perfect for full-time residence, weekend getaways or summer vacations. Wake up and watch the sun rise while having your coffee in privacy on the rear screened porch facing a wooded lot. If you're feeling social, sit on the front porch with your favorite beverage and say hello to neighbors as they pass by. Lakeside is located in the heart of Pot-Nets. The Pot-Nets amenities included in lot rent are second to none. The community offers access to a vibrant waterfront lifestyle with marinas, private beaches, 5 community pools, walking trails, recreational facilities, playgrounds, 24-hour security patrols and a calendar full of social events. Enjoy golf cart-friendly streets, sunset strolls among the beautiful landscape, not to mention nearby dining, shopping, boating and fishing. Not to mention, insanely low annual property taxes this year $292. Whether you start your morning with a walk by the bay or unwind after a day on the water, this home is your gateway to carefree coastal living. This home features an inviting beach inspired interior with new LVP flooring in main living area 2025. New heat pump with electric back up 2023 w smart app control, New electric hot water heater 2026, shingle roof Nov 2018, new refrigerator and dryer 2022, New celling fans and chandelier 2025. Rear screened porch with ceiling fans, shed, sprinkler system. Just a low maintenance manufactured home ideal for easy living. Come experience the Pot-Nets Lifestyle - where every day feels like a beach day!

32840 Tern Cv Unit 51774, Millsboro

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

$315,999

2 Beds ⋅ 3 Baths

Never lived in and offered in move-in ready condition, this former builder model home features the popular Baylor floor plan and is ideally located in Plantation Lakes North Shores. The thoughtfully designed layout offers 2 bedrooms, 2.5 bathrooms, and a spacious first-level living room that could also serve as a third bedroom, home office, or flex space. The main living level features an open-concept kitchen and living area, with a kitchen showcasing light gray cabinetry, granite countertops, stainless steel appliances, and a gas range. Step outside onto the second-floor deck, conveniently located just off the kitchen, creating an ideal spot for outdoor dining or relaxing. The primary bedroom features vaulted ceilings and a private en-suite bath. With a quick walk to the community's extensive amenities, this home offers both convenience and the low-maintenance lifestyle of Plantation Lakes North Shores. Enjoy access to resort-style amenities, pools, clubhouse, fitness facilities, tennis, basketball, walking trails, and more, all just steps from home.

36009 Auburn Way, Millsboro

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

$639,900

4 Beds ⋅ 2 Baths

Brand new custom-built home, completed in September 2026, offering approximately 2,000 square feet of thoughtfully designed one-level living on a spacious .75-acre lot in Bay Hollow Estates. This beautifully appointed home features an open-concept floor plan with a generous living area, designated dining space, and a stunning kitchen with white cabinetry, white quartz countertops, and quality finishes throughout. The spacious primary suite is privately positioned and features a luxurious bath with dual vanities, backlit mirrors, a beautifully tiled shower, and a separate soaking tub. Three additional bedrooms are located on the opposite side of the home and share a well-appointed hall bath with tiled flooring, tiled shower, and dual vanity. Enjoy outdoor living from two large covered porches, located at the front and rear of the home. Custom trim work and high-end finishes throughout add an elevated level of detail and craftsmanship. The home was constructed over a conditioned crawl space and features public sewer, well water, Delaware Electric Cooperative electric service, and an all-electric design. Bay Hollow Estates is a small community with minimal restrictions and water access to Burton Prong and the Rehoboth Bay, providing an appealing setting for those looking to enjoy the coastal lifestyle. With its new construction, spacious lot, thoughtful floor plan, and custom finishes, this home offers a rare combination of quality, privacy, and water-oriented living.

32383 Austin Dr, Millsboro

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

$195,000

Build your dream home in the wonderful community of High View! No builder tie-ins, and low HOA fees for this cleared lot!

5 Cove View Rd, Millsboro

Listing courtesy of Dave McCarthy & Associates, Inc.. Contact:

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