Homes for Sale Between $250,000 to $500,000 in Millsboro, DE

Nestled on a sprawling 1.42-acre +/- lot in a rural setting, enjoy this custom Cape Cod residence built in 1992 with major upgrades made over the years including a new roof completed this September 2026 and thoroughly maintained. This home offers a blend of elegance and comfort, perfect for those seeking plenty of room. Enjoy the columned, covered front porch. Enter the front door that leads you to a foyer where you will find the living room to the left for some relaxing and quiet conversation, or to the right, the formal dining room which provides for special occasions and is convenient to the kitchen. Straight ahead is the Great room with stone propane fire place, built in entertainment center, hardwood floors and easy access to the screen porch, or doors leading you to the amazing back yard. The heart of the home is a gourmet kitchen, featuring upgraded countertops, a spacious island, and stainless steel appliances, including a commercial range. The kitchen flows into the great room, ideal for entertaining, The residence features four generously sized bedrooms, including a first floor primary suite complete with a room size walk-in closet and a spa-like bathroom featuring a jetted tub and a walk-in shower. For leisure and relaxation, the home features two inviting fireplaces, creating a cozy ambiance both inside and outside. A dedicated 2nd floor Game room/bar area enhances the entertainment experience with its own set of stairs, separating you from the additional 3 bedrooms upstairs. The exterior of the property is equally impressive, showcasing extensive hardscaping, lush landscaping, and a personal in-ground pool surrounded by a tranquil setting. Enjoy outdoor living with multiple patios, a screened porch, and an recently updated (2025) deck, perfect for unwinding in the hot tub, enjoying the pond or outdoor dining with built in BBQ grill. Convenient outdoor shower, kids play house, and more making it an entertainer's paradise. Additional features include a three-car attached garage with added storage, a detached 3 car garage with 2nd floor storage unless you choose to finish area off for something special, and a pool equipment shed, all providing abundant storage options. This home offers a unique blend of privacy and accessibility, with road frontage and landscaping that enhances its charm. where every detail has been thoughtfully planned out. This residence is not just a home; it's a sanctuary that invites you to indulge in simply the finer things in life. Easy to view so call today.

30352 Cordrey Rd, Millsboro

Listing courtesy of BURTON REALTY INC. Contact:

32768 Oak Orchard Rd Unit 201, Millsboro

$1,250,000

3 Beds ⋅ 2 Baths

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:

$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:

$649,900

Unique ±3.2-acre investment and redevelopment opportunity prominently positioned along Route 113 within the Town of Millsboro. Comprised of two adjoining parcels, the offering provides approximately 477 feet of highway frontage, public water and sewer availability, and excellent visibility along one of Sussex County's most active growth corridors. The property includes a ±2.74-acre vacant parcel together with an adjoining ±0.46-acre improved parcel featuring an existing Colonial residence. The residence provides immediate flexibility for continued residential use while a purchaser evaluates the longer-term potential of the overall property. The site's Route 113 exposure, substantial frontage and location within Millsboro create potential for future commercial or mixed-use redevelopment, subject to zoning, engineering and governmental approvals. Previous evaluation has contemplated Highway Commercial uses, including retail, restaurant, medical, office and other commercial development. The property is being offered AS IS, allowing an investor, developer or owner/user to acquire the entire site today and independently evaluate rezoning, access, wetlands, engineering and future redevelopment opportunities. Investment highlights: ±3.20 acres | Two adjoining parcels | ±2.74-acre vacant land parcel | ±0.46-acre improved parcel | ±477' Route 113 frontage | Existing residence | Public water & sewer | Town of Millsboro location | Strong visibility | Future redevelopment potential, subject to approvals.

28592 Dupont Blvd, Millsboro

Listing courtesy of Keller Williams Realty Delmarva. Contact:

$649,900

3 Beds ⋅ 2 Baths

A property with this much history, character, and opportunity does not come along often. Situated on over 3 acres in Millsboro, this home has been part of the community for generations and is ready for its next chapter. The sellers share that the home was once owned by a former Mayor of Millsboro, and even the basement has a story—reportedly excavated using donkeys when the home was built. Inside, another piece of its history remains: the piano has been with the house since 1946, and in keeping with tradition, the sellers plan to leave it for the next owners. The home offers 3 bedrooms, 2.5 bathrooms, plus an additional flex space located off one of the bedrooms that is currently used as another sleeping area. Gorgeous hardwood flooring runs throughout much of the home, with additional hardwood beneath the upstairs carpeting. The spacious kitchen features quartz countertops, a built-in double wall oven, newer refrigerator and dishwasher, while a large laundry room provides plenty of additional space and storage. The upstairs bathroom has also been renovated and the hardwood floors refinished. Several major improvements have already been completed, including Andersen replacement windows with a transferable lifetime warranty and a professionally waterproofed basement by DryZone, also with a lifetime warranty. Outside, the property includes a shed, gazebo, and plenty of room to take advantage of the acreage. What truly sets this property apart is the potential. Keep the home and enjoy the entire property, explore opportunities for the additional land, or combine residential living with a business use where permitted. With over 3 acres along Dupont Highway, there are multiple ways for the next owner to make this property work for their goals. Historic charm, valuable improvements, usable acreage, and incredible flexibility all come together in one unique Millsboro property.

28592 Dupont Blvd, Millsboro

Listing courtesy of Keller Williams Realty Delmarva. Contact:

$649,900

Unique ±3.2-acre investment and redevelopment opportunity prominently positioned along Route 113 within the Town of Millsboro. Comprised of two adjoining parcels, the offering provides approximately 477 feet of highway frontage, public water and sewer availability, and excellent visibility along one of Sussex County's most active growth corridors. The property includes a ±2.74-acre vacant parcel together with an adjoining ±0.46-acre improved parcel featuring an existing Colonial residence. The residence provides immediate flexibility for continued residential use while a purchaser evaluates the longer-term potential of the overall property. The site's Route 113 exposure, substantial frontage and location within Millsboro create potential for future commercial or mixed-use redevelopment, subject to zoning, engineering and governmental approvals. Previous evaluation has contemplated Highway Commercial uses, including retail, restaurant, medical, office and other commercial development. The property is being offered AS IS, allowing an investor, developer or owner/user to acquire the entire site today and independently evaluate rezoning, access, wetlands, engineering and future redevelopment opportunities. Investment highlights: ±3.20 acres | Two adjoining parcels | ±2.74-acre vacant land parcel | ±0.46-acre improved parcel | ±477' Route 113 frontage | Existing residence | Public water & sewer | Town of Millsboro location | Strong visibility | Future redevelopment potential, subject to approvals.

28592 Dupont Blvd, Millsboro

Listing courtesy of Keller Williams Realty Delmarva. Contact:

$1,875,000

6 Beds ⋅ 6 Baths

Southern Grace. Coastal Luxury. An Extraordinary Peninsula Retreat. Introducing 33442 Marina Bay Circle, an extraordinary Savannah-inspired coastal residence where timeless architecture, refined craftsmanship, and spectacular golf course scenery come together within The Peninsula on the Indian River Bay. Custom crafted by Echelon Homes and positioned along the 11th green of the Jack Nicklaus Signature Golf Course, this approximately 5,811-square-foot residence captures serene pond, fairway, and sunset views from an exceptional setting. Offered completely and professionally furnished and decorated, the home presents a remarkable turnkey opportunity for immediate enjoyment. Its thoughtfully designed floor plan also offers tremendous flexibility, including two luxurious primary suites on separate levels, ideal for a full-time residence, coastal retreat, multi-generational living, or shared family getaway. Inside, exceptional craftsmanship is evident throughout. Brazilian cherry hardwood flooring, natural stone with custom inlays, intricate millwork, plantation shutters, custom window treatments, and architectural detailing establish a sophisticated yet inviting atmosphere. At the heart of the home, the soaring two-story great room is framed by walls of windows overlooking the surrounding landscape and anchored by a dramatic two-story fireplace and coffered ceiling with accent lighting. Designed for gathering, the gourmet kitchen features abundant workspace and a generous center island with seating for five, opening to a spacious dining area accommodating larger celebrations with family and friends. Indoor living transitions effortlessly to expansive Low Country-style front and rear porches, decks, and a screened porch, wonderful places to enjoy morning coffee, evening cocktails, golf course views, and colorful sunsets. Two beautifully appointed primary suites feature fireplaces, distinctive octagonal sitting rooms, private outdoor spaces, dressing areas, and luxurious ensuite baths. One offers an oversized steam shower and built-in beverage refrigerator, while the other features a jetted tub and spacious shower. An additional main-level bedroom suite includes a customized step-in shower and private laundry, while two upper-level bedrooms share a bath. The lower level creates another destination entirely, designed for recreation and entertaining with a surround-sound home theater, billiards area, custom drink rail, full bath, additional laundry, and space planned for a future wet bar. A versatile bunk room offers additional possibilities, including conversion to an impressive wine room. A beautifully finished three-story elevator provides convenient access throughout the home. Modern comforts include three high-efficiency HVAC systems, two Rinnai on-demand water heaters, smart thermostats, remote-access security and fire systems, and a digital exterior door lock. Beyond the residence, The Peninsula offers an exceptional resort and club lifestyle with its Jack Nicklaus Signature Golf Course, clubhouse dining and golf facilities, Lakeside Village pools and fitness center, tennis, pickleball, nature center, bay beach, fishing pier, and an impressive collection of recreational amenities. At 33442 Marina Bay Circle, gracious Southern architecture, coastal living, and the celebrated Peninsula lifestyle come together in one unforgettable residence.

33442 Marina Bay Cir, Millsboro

Listing courtesy of Northrop Realty. Contact:

$578,999

4 Beds ⋅ 4 Baths

MOVE IN READY! FORMER MODEL HOME! Welcome to this impressive former model home in the North Shore community of Plantation Lakes. This Dover model offers an expanded second floor and finished basement, providing an abundance of flexible living space. The main level features three bedrooms and two full bathrooms, including a spacious primary suite, along with a flex room currently used as a dining room. The open-concept living, dining, and kitchen areas create an inviting space for everyday living and entertaining. Upstairs, you'll find a generous sized loft, additional bedroom, and full bathroom. The finished basement adds even more versatility with a large recreation room, bedroom, and full bathroom. Outdoor living is equally impressive with a large patio featuring a fireplace and a covered porch, creating the perfect setting for relaxing or entertaining. As a former model home, this property offers thoughtful design and upgraded finishes throughout. Residents of Plantation Lakes enjoy an array of resort-style amenities, including multiple community pools, clubhouses, fitness facilities, tennis and basketball courts, walking trails, and dining options. The community is also home to the Arthur Hills-designed golf course, with golf membership available separately. With its extensive amenities and convenient location, Plantation Lakes offers a lifestyle centered around recreation, relaxation, and community.

33014 Daytona Ln, Millsboro

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

$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:

$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:

$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:

Homes for Sale in Millsboro, DE Between $250,000 to $500,000

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