Homes for Sale Between $250,000 to $500,000 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. A variety of thoughtfully designed floorplans are available, offering the ability to personalize your home to fit your lifestyle. From open-concept living to expanded spaces, outdoor features, and more, Capstone allows you to customize every space of your home. 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.

24560 Westridge Drive - Lot #26, Millsboro

Listing courtesy of Cape Realty. Contact: (302) 313-1236

$615,000

3 Beds ⋅ 3 Baths

***Through no fault of the seller this beauty is back on the market, come see before it is gone again*** Beautifully maintained 3-bedroom, 2.5-bath, two-story end-unit townhome located in the desirable Conservancy section of The Peninsula. This spacious home features an open floor plan and a gourmet kitchen with almost-new stainless steel appliances that flows into a dining area and a cozy sitting room with fireplace. French doors open to a relaxing enclosed porch overlooking mature trees and serene pond views. A separate sitting room on the main level provides the perfect space for a home office or study. The home also offers a convenient secondary entrance into the laundry room and updated Ultimate Garage. Upstairs, you’ll find a comfortable loft area ideal for entertaining, along with the primary en-suite bedroom featuring its own enclosed balcony and a large private bath. Two additional oversized bedrooms share a Jack-and-Jill style bathroom. A second balcony off the loft provides another outdoor space for guests to enjoy. New carpeting and luxury vinyl tile flooring were installed throughout in 2022. Located along the Indian River, The Peninsula offers resort-style living with outstanding amenities including the Jack Nicklaus Signature Golf Course, the Lakeside Village Clubhouse with multiple dining options, meeting rooms and billiard room, and the Terrace Grill located near the scenic beach and pier. Residents also enjoy a fitness center with state-of-the-art gym equipment, full-service spa, professional tennis facilities, walking paths, nature center, boardwalk trails, indoor and outdoor pools including a wave pool, and much more. Club membership is required and includes an $800 annual clubhouse food minimum.

22106 S Preservation Dr, Millsboro

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$719,000

3 Beds ⋅ 2 Baths

Skip the line! Beat the two-year waitlist for golf. This property offers a Reserve Golf Membership opportunity, allowing the next owner immediate access to the Jack Nicklaus Signature Golf Course at The Peninsula — a rare and highly sought-after advantage within this premier gated community. Designed for effortless coastal living, Marina Bay lets you spend your time enjoying The Peninsula's world-class amenities and less time on home maintenance. Marina Bay offers the privacy of a detached home with much of the convenience and affordability of condominium ownership. Many of the major exterior maintenance responsibilities—including roof, exterior upkeep, irrigation and landscaping—are handled by the association, making it one of the most carefree lifestyles available at The Peninsula. Enjoy the financial benefit of lower insurance costs, with many exterior responsibilities covered by COA / HOA. Located on a premium corner lot, built by Schell Brothers in 2019, this beautifully maintained Orchid model offers 3 bedrooms, 2 baths, enclosed porch and paver patio with pond views. Features include bright, open living spaces designed for comfort and effortless entertaining, dramatic vaulted ceilings with exposed beams, a stunning floor-to-ceiling stone gas fireplace, and custom built-ins, all surrounded by expansive windows that fill the home with natural light. The gourmet kitchen features granite countertops, stainless appliances, abundant cabinetry, and a large center island with seating, seamlessly flowing into the dining and living areas to create an ideal gathering space. All bedrooms are conveniently located on the main level, including the light-filled owner’s suite with tray ceiling, which opens directly to the outdoor living area. Enjoy the porch with vinyl tech windows, leading to a beautiful paver patio with seating and tranquil views of the community pond — perfect for morning coffee or evening relaxation. Upstairs, a second-floor bonus room provides flexible space ideal for a home office, guest retreat, or additional living area, along with an easily accessible finished walk-in storage room complete with a mini-split for heating and cooling. Additional features include a whole-home generator, custom closet in the owner suite and a 4 foot - forward bump out to the two car garage providing peace of mind and reliable comfort year-round. Located within The Peninsula on the Indian River Bay, residents enjoy an unmatched resort-style lifestyle in this private gated, master-planned community. Amenities include Delaware’s first private Jack Nicklaus Signature Golf Course, a stunning 34,000 sq ft clubhouse with dining and golf simulator, multiple pools including an indoor pool and the area’s only wave pool with sandy beach, a state-of-the-art fitness center, tennis and pickleball courts, full-service spa, scenic nature trails, a private bay beach with fishing pier, and on-site dining at the Terrace Grille. Experience luxury coastal living and world-class amenities at The Peninsula.

33457 Marina Bay Cir Unit #4, Millsboro

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767

$775,000

5 Beds ⋅ 4 Baths

Welcome to Kingston Ridge, where space, comfort, and thoughtful Upgrades come together on a beautifully landscaped one-acre homesite overlooking a peaceful pond. This impressive five-bedroom, four-bath residence showcases a well-designed and generously scaled layout, enhanced by a four-foot extension spanning the entire rear of the home. An additional sunroom bump-out further expands the footprint, creating bright, open gathering spaces filled with natural light. The result is a seamless blend of everyday functionality and effortless entertaining, with room to host, relax, and truly enjoy the setting. The gourmet kitchen is both stylish and functional, highlighted by quartz countertops with a stylish backsplash, a deep pantry, undercabinet vacuum, a Samsung French Door refrigerator with a screen, a dishwasher replaced in 2023, and abundant cabinetry and workspace. Features include a 5-burner gas cooktop, double wall ovens, stainless-steel appliances, display and soft close cabinets with pull-out drawers. An island provides prep space, and the breakfast bar is perfect for casual meals. Enjoy a formal dining room perfect for special occasions. Just off the kitchen you will find a remodeled laundry room complete with storage cabinets, counter space with a sink, and a GE front-loading Energy Star washer and dryer. The adjoining 2-story great room provides the perfect place to gather friends and family, anchored by a beautiful floor-to-ceiling stone gas fireplace. The upper-level windows have convenient remote-controlled blinds. Living space opens to a dining area and a sunroom wrapped in windows with glass sliding doors to the added paver patio. The main-level primary suite is a private retreat, complete with a dedicated office with French Doors, a spacious walk-in closet, and a spa-inspired bath freshly repainted in 2025 with added high hats for enhanced lighting. All the vanity countertops throughout are either Quartz or Granite. There are two bedrooms off the front foyer with a shared hall bath graced by a stylish barn door that can close off this space for added privacy. Upstairs, you will find a generous family room with plush, top-of-the-line carpet installed in 2021, upgraded, with in-floor electrical. There are two nicely sized bedrooms on this upper level, one with an ensuite and the other a Jack and Jill bath. This level features a floored attic that has been extended by two feet, offering even more accessible storage space. Technology and efficiency are at the forefront of this home’s design. The home is fully hardwired with Cat6 ethernet in every room, two WiFi access points, a dedicated technology closet, smart thermostat, central vacuum, security system with keypad entry, timer switches for porch lighting, LED lighting throughout, over 35 additional outlets above code, USB and night-light outlet features, and a Generac backup generator providing peace of mind and modern convenience. Owned solar panels keep electric costs remarkably low, with only a minimal monthly transmission fee. Outdoor living is equally impressive. A paver patio was added, and tankless propane service makes grilling a breeze. The patio overlooks the tranquil pond, creating the perfect backdrop for relaxing evenings or weekend gatherings. Landscaping is supported by an irrigation well. The extended three-car side-entry garage includes a two-foot interior extension for added space and functionality. Garage has epoxy flooring and an extra refrigerator and cabinets. One boat or RV is allowed to be in the driveway. Located within the desirable Kingston Ridge community with low HOA fees, this property offers close proximity to shopping, dining, and the Delaware beaches while maintaining the serenity of a spacious, private setting. This is a rare opportunity to own a meticulously upgraded home that seamlessly blends scale, comfort, and modern innovation. Schedule your showing appointment today!

26191 Tuscany Dr, Millsboro

Listing courtesy of Northrop Realty. Contact: (302) 539-2900

$565,000

4 Beds ⋅ 4 Baths

MOTIVATED SELLER! Act now—opportunity knocks with this beautifully maintained three-year-old townhome in the established, award-winning The Peninsula, Delaware’s only gated world-class resort community. The Cypress Point floor plan offers the convenience of one-level living with a spacious primary suite and laundry on the first floor, while the second level provides three additional guest bedrooms and a large family room, adding flexibility. Some furnishings available as a separate bill of sale. A welcoming front porch leads into the foyer and elegant dining room, which open onto a bright, airy floor plan that seamlessly connects the gourmet kitchen, living room, and sunroom. The kitchen is thoughtfully appointed with tall white maple cabinetry featuring full-extension soft-close drawers and doors, under-cabinet lighting, a tiled backsplash, a pot filler, and stunning quartz countertops. The center island anchors the space, complemented by stainless steel appliances including a gas cooktop, wall oven, microwave, dishwasher, and refrigerator with ice maker. The main-level primary suite features a spacious walk-in closet and a luxurious bath with a double-bowl quartz vanity, and a frameless glass shower with a ceramic tile backsplash. A full-size stackable washer and dryer, pantry, and powder room complete the first floor. Upstairs, one bedroom enjoys a private full bath, while another opens to its own balcony, and the fourth bedroom has a walk-in closet with a window. A second full bath, loft area, and expansive bonus room—ideal as a fifth bedroom or media room—offer additional living space, complete with double French doors and access to a covered second-level porch. Outdoor living is exceptional, with four separate outdoor spaces including two front porches and a backyard paver patio—perfect for entertaining. Additional features include James Hardie siding, exterior irrigation, Luxury Vinyl Wide Plank flooring throughout the main living areas, ceramic tile baths, smart thermostats, window treatments, and two wall-mounted TVs. Residents of The Peninsula enjoy an unparalleled lifestyle on 800 acres along the Indian River Bay, highlighted by a bayfront setting and a premier Jack Nicklaus Signature Golf Course. Amenities include a clubhouse with indoor and outdoor dining, a billiards room, a wine room, golf lounges, a pro shop, putting greens, a driving range, bocce courts, and more. The adjacent Lakeside Village features a full fitness center, spa, indoor pool, four outdoor pools, including an adult-only heated pool and sandy beach wave pool, hot tubs, miniature golf, poolside dining, tennis, pickleball, basketball, and two dog parks. Community fees include lawn care, landscape maintenance, snow and trash removal, Verizon Fios high-speed internet, HD cable, and 24-hour gated security. Located just thirteen miles from Lewes and Rehoboth Beach, this home also benefits from low Delaware property taxes and no sales tax. Live the life you deserve with luxury, convenience, and resort-style amenities at your doorstep.

22150 Dune Cir, Millsboro

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767

$640,000

3 Beds ⋅ 2 Baths

BACK ON THE MARKET!!! WATERFRONT LIVING WITH TWO ADDITIONAL BUILDABLE LOTS! Already subdivided, ready to use, or even better yet, leave as they are and have complete privacy! Dreaming of life on the water with no HOA restrictions and walkable access to restaurants, shops, and everyday conveniences? Welcome to your own slice of waterfront paradise, tucked away in a quiet corner of town but still close to everything you need. There's a lot of improvements being done in the downtown area, and imagine being close enough to walk, but far enough away to enjoy the peace and quiet! The new downtown bypass is open and expected to greatly reduce congestion going through town. This beautifully remodeled 3-bedroom, 3-bath home offers so much more than just a view — it delivers space, freedom, and potential. With 1.34± acres on public water and sewer, you can spread out, build up, or branch out. Whether you're envisioning a private family compound, a detached pole barn for your hobbies, a sparkling pool and pool house, or even selling off the additional lots — this property checks every box. Inside, enjoy a brand-new kitchen, gorgeous hardwood floors, stylish lighting, solid wood interior doors, and a partially finished basement that’s ready to become your workshop, game room, or man cave. Step out onto the rear deck and soak in the peaceful water views while sipping your morning coffee or unwinding with a good book. This home has a main bedroom with en suite, and two additional bedrooms. It features a two car garage along with a large laundry/mud room. The open concept kitchen/dining/living areas are perfect for entertaining or a family gathering space. There is also a bonus family room that is separate from the main living space that enjoys the same gorgeous view and slider leading out to the waterfront deck. Don’t miss this rare opportunity to own a large, upgraded, and unrestricted waterfront property right in town. Schedule your private tour today — this one won’t stay a secret for long!

139 W State St, Millsboro

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$711,300

4 Beds ⋅ 3 Baths

Imagine the possibilities with this to-be-built custom home by award-winning Bay to Beach Builders, known for their Amish craftsmanship and exceptional attention to detail. The Chesapeake offers 2,455 heated square feet of thoughtfully designed coastal living space with 4–5 bedrooms, 3 full baths, a flexible first-floor living area, and an oversized two-car garage, perfectly suited for primary residences, vacation homes, or investment properties. This elevated design features a bright open-concept main living level, spacious owner’s suite, screened porch, and multiple gathering spaces ideal for entertaining and relaxed coastal living. Located on Lot 76 in the desirable Oak Orchard Waterfront Boating Community in Millsboro, Delaware, this 0.2 -acre cleared corner lot offers no HOA, no land lease, and public sewer, with sewer impact fees already paid—representing a savings of nearly $8,000. Enjoy water views, a short walking distance to the community boat ramp, and close proximity to prime Delaware beach destinations, marinas, dining, and shopping. Choose The Chesapeake as shown, or explore a wide variety of floor plans and custom design options to create the perfect home for this exceptional setting that fits your lifestyle and vision. Concept home pending final approvals.

Lot 76 Oak Orchard, Millsboro

Listing courtesy of The Parker Group. Contact: 3022176692

$629,000

3 Beds ⋅ 3 Baths

FIRST Floor Primary Bedroom! Price Improved! Welcome to a home that breaks the mold at Peninsula Golf & Country Club. Bursting with personality, style, and bold design choices, every turn is a visual treat—think New York loft sophistication with a splash of Miami flair. Fun wallcoverings, vibrant color, and designer lighting create an atmosphere that is both playful and polished, making this home absolutely perfect for entertaining. The open main living and dining provide a seamless flow, ideal for gatherings large and small, featuring durable LVP flooring, a gas fireplace, built-ins, windows galore and a distinctive dining chandelier. Close by is a study with a striking glass barn door. The first-floor primary suite is a true retreat, offering hardwood flooring, custom closets, an updated spa-inspired bath and a beautiful walk-in shower. Outdoors, relax on the private patio that feels like your own personal escape. This 3-bedroom, 2.5-bath home has seen extensive recent improvements, including newHVAC and water heater, new refrigerator, microwave, dishwasher, disposal, washer, and dryer—allowing you to move right in with confidence. A conditioned crawlspace with interior access provides exceptional storage, a rare and valuable feature. Stylish, comfortable, and undeniably fun, this home delivers a fresh take on Peninsula living—where golf-course luxury meets creative expression. Beyond the home itself, The Peninsula offers an exceptional lifestyle with world-class amenities, including a Jack Nicklaus Signature golf course, driving range, elegant clubhouse with dining and lounge spaces, indoor and outdoor pools, fitness center, spa services, tennis and pickleball courts, dog park, community garden, walking trails, and a vibrant calendar of social events. Whether you’re seeking an active lifestyle or relaxed coastal living, The Peninsula delivers resort-style living at its finest. Membership in the country club is required, choose from 3 different levels, see disclosures.

27535 S Nicklaus Ave, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$875,000

5 Beds ⋅ 3 Baths

AMAZING! Single Family/Detached Gorgeous Home, NOW New Price $875,000. Beautifully situated in the highly desirable Peninsula on the Indian River Bay, this exceptional coastal home offers a lifestyle that effortlessly balances comfort, thoughtful design, and resort-style living. With five bedrooms and three full baths, the residence welcomes you with attractive curb appeal, mature landscaping, Hardie Plank siding, and a charming covered front porch accented by architectural columns, stone details, and a metal roof feature. A bright and inviting foyer sets the tone for the home’s refined yet relaxed interior. Design details include deep crown molding, tray ceilings, arched doorways, wainscoting, and engineered hardwood flooring throughout the main living areas. Just off the foyer, a flexible front room provides the perfect space for a formal living room, game room, or home office. The heart of the home unfolds into a spacious open-concept living area designed for both everyday living and entertaining. The kitchen is generously sized and ideal for hosting, offering abundant counter space for serving food and libations. Features include soft-close cabinetry, a peninsula island, quartz countertops, a classic subway tile backsplash, and under-cabinet lighting. Stainless-steel appliances include a GE Profile cooktop with range hood, wall oven, and Advantium microwave/combo second oven, along with an oversized pantry and a thoughtfully designed buffet area with display cabinetry. The kitchen flows seamlessly into a sunlit dining area highlighted by cathedral ceilings and a wall of windows capturing peaceful backyard and pond views. The adjoining family room provides an expansive yet cozy yet gathering space, complete with a gas fireplace, Bose sound system and custom built-ins for both storage and display. The privately located primary suite offers a peaceful retreat, featuring a spacious walk-in closet and an en-suite bath with dual vanities, a large dual head stall shower, and a private water closet. Two additional bedrooms and a full bath are located at the front of the home, creating a desirable split-bedroom layout ideal for guests. A convenient laundry room with direct access to the garage completes the main level. Upstairs, two additional bedrooms and a full bath provide comfortable accommodations for extended family or visitors. Outdoor living is enhanced by an expansive paver patio overlooking tranquil pond views, gas grill and firepit are complemented by an irrigation system that keeps the landscaped grounds lush and inviting. Recent updates include fresh paint in the front sitting/office area, hallways, and stairway. As a resident of The Peninsula, enjoy access to world-class gated amenities including the Jack Nicklaus Signature golf course and driving range, mini golf, grand clubhouse, fitness center, indoor, outdoor, and wave pools, hot tubs, sauna, spa room, tennis and pickleball courts, dog park, community garden, nature center, private bay beach, fishing pier, and miles of scenic walking trails. Come home to refined coastal comfort and resort-style living at its finest.

27053 Firefly Blvd, Millsboro

Listing courtesy of Northrop Realty. Contact: (302) 947-9100

$599,900

5 Beds ⋅ 4 Baths

Discover a life of luxury and leisure in this Like-new, never-occupied 5-bedroom, 4-bathroom masterpiece, spanning over 4,000 square feet of thoughtfully designed living space across three levels. Built in 2024 with impeccable attention to detail, this stunning home is perched on the coveted 18th hole of the award-winning Plantation Lakes Golf Course—ranked #1 in Delaware. With an HOA of just $357/month that includes unlimited golf, this is more than a home; it’s a lifestyle. Step inside to find a seamless blend of elegance and modern convenience. The first floor boasts an open-concept design with upgraded wide-plank flooring throughout. The gourmet kitchen is a chef’s dream, featuring high-end appliances, under-cabinet lighting, and stylish pendant rough-ins. The main-level owner’s suite is a private retreat, complete with a cozy seating area that opens to a screened-in porch, a spa-like en-suite bathroom, and a spacious walk-in closet. The main living area is an entertainer’s dream, featuring a cozy fireplace, remote-controlled window blinds, and a ceiling fan for year-round comfort. Need flexibility? A large office on the main floor is great for the remote worker. Upstairs, there is an additional bedroom, a full bath, and a bonus room offers the perfect space for guests. The finished basement redefines entertainment with a recreation room, walk-up entrance, possible additional bedrooms and dedicated circuits for a refrigerator, freezer, or microwave. This home is as smart as it is beautiful, with a state-of-the-art smart home system managing your security, door locks, garage door, HVAC, window blinds, irrigation, and outdoor lighting—all at your fingertips. The exterior is equally impressive, with a full-property irrigation system and a two-car garage equipped with dedicated circuits for a refrigerator, freezer, and even an electric car charger. Don’t miss the chance to own this extraordinary home where luxury meets convenience, and every day feels like a vacation. Schedule your private showing today and start living your dream!

37067 Havelock Ct, Millsboro

Listing courtesy of Compass. Contact: 3022029855

$507,990

3 Beds ⋅ 3 Baths

**OFFERING UP TO $20K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE.*** Perhaps the most impressive floorplan in Wetherby is the stunning Barbados model. Wetherby is a community just minutes from the beach, a nature preserve, and golf courses! Featuring wooded, pond & cul-de-sac homesites, main-level living, and array of features, the Barbados design beckons you to live the life you’ve always envisioned. Whether you desire 3- 5 bedrooms, 2.5- 3.5 bathrooms, or a spacious 2,587 to 3,040 square feet of living space, the choice is yours. The main level showcases a spacious primary suite for your comfort and convenience, along with a generous study/library, perfect for work or relaxation. Elevate your culinary skills in a gourmet or chef’s kitchen. The remarkable kitchen island is ideal for gatherings, creating memories as you prepare meals. Whether you want to enjoy the cozy atmosphere indoor with a fireplace or reset outside under the stars, the Barbados design seamlessly integrates indoor and outdoor living. Take the rear lanai to the next level by expanding it or screening it in. The possibilities expand with a second floor, offering 2 additional bedrooms with the option to add another 2 bedrooms, a loft, and an outdoor covered deck. Imagine the versatility, from a space for guests to retreat to an additional entertaining space. Built to last and designed to be eco-friendly, this home boasts 2x6 exterior wall construction and a tankless water heater, ensuring energy efficiency and lower utility bills. The Barbados design at Wetherby transcends being just a home; it’s an invitation to a life of luxury and comfort. *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 Michael Isler Dr Unit #BARBADOS, Millsboro

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391

$639,000

4 Beds ⋅ 4 Baths

PROPOSED CONSTRUCTION $20,000 in Free Options. The Rehoboth Model is a great 2-story home with room for all. The standard floor plan comes with 4 bedrooms (The owner's suite on the main floor), but it could be even 6. There is an option to convert the 2nd theater, game room, etc....and even an option to add additional space over the garage. Stagg Run is a community of only 26 semi-custom homes situated on .75-acre lots in a rural setting. F

24558 Timber Br, Millsboro

Listing courtesy of Century 21 Emerald. Contact: 3026442121

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

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