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

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

Welcome to your dedicated resource for Homes for Sale Between $250,000 to $500,000 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 properties currently available between $250,000 to $500,000 below, or contact a local agent to discuss the details that matters most to your search.

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

$1,400,000
4 Beds 4 Baths
Welcome to 27535 Medallion Ave. and experience elevated coastal luxury in this exceptional expanded Bethany model by Schell Brothers. Perfectly nestled within the highly sought after Lakeside community of the Peninsula on Indian River Bay, this premium golf course homesite provides a protected green park setting in front and a 180° Lakeside view behind where you can lounge, birdwatch and take in all that nature has to offer. This remarkable residence offers a rare opportunity to own within one of the community's most desirable enclaves, where no additional Lakeside lots remain. Thoughtfully designed and impeccably maintained with 3625 square feet of luxurious living space, this 4-bedroom 3.5 bath home offers timeless coastal elegance with extensive builder and custom upgrades throughout. From the moment you arrive the home greets you with a lasting impression with custom cement siding, upgraded architectural details, custom pillars, manicured landscaping and expanded garage designed for both convenience and storage. Inside, engineered hardwood floors flow seamlessly throughout the main and second floor living spaces complemented by wainscoting, custom trim, designer lighting, window treatments and upgraded finishes that create an atmosphere of understated sophistication. The expansive open concept floor plan is filled with natural light and designed for everyday comfort and effortless entertaining. At the heart of the home, the gourmet kitchen showcases 42" upgraded cabinetry and premium Bosch appliances including a 5-burner gas cooktop, double wall ovens, built in microwave, and refrigerator with icemaker. Generous granite countertops provide ample prep and gathering space, ideal for hosting family and friends. The adjoining dining and living areas seamlessly connect to the outdoor living spaces framing serene lake views that serve as the perfect environment to daily living. Designed with flexibility and comfort in mind, the home features both first and second floor primary suites, making it ideal for multigenerational living or hosting guests while offering complete privacy. The main level primary suite is an elegant retreat featuring an extended 4' sitting area, elegant tray ceiling with custom trim, and a beautifully appointed spa inspired bath. The primary bath offers wide format porcelain tile flooring, a freestanding clawfoot cast-iron soaking tub, and upgraded Kohler fixtures and finishes. Upstairs, 2 additional bedrooms, a spacious loft, and second primary suite provide exceptional versatility for relaxation, recreation, and guest accommodations. Aviation ceiling fans with carefully selected upgrades further elevate, both style and functionality. Outdoor living is equally impressive highlighted by a 36‘x20‘ paver stone patio overlooking the tranquil lake and the 11th tee of the Jack Nicklaus signature golf course, creating the perfect setting for entertainment or relaxing and simply enjoying the beauty of nature. The property has also been thoughtfully upgraded electrically to accommodate the future installation of a 16‘x36‘ inground swimming pool and hot tub offering endless possibilities for creating a private outdoor oasis. A Generac whole house generator provides additional peace of mind and year-round comfort. Located within the gated amenity rich Peninsula community, residents enjoy access to a Jack Nicklaus signature golf course, indoor and outdoor pools(including a wave pool with a sandy beach and an adult only pool), fitness center, spa, bocce, tennis and pickleball courts, walking trails, fishing piers, private Bay beach, water sports, clubhouse, and poolside dining - a truly unmatched coastal lifestyle. Conveniently located just a short drive to historic Lewes, Rehoboth, and Delaware and Ocean City beaches. Combining the premium location, breathtaking views, classic upgrades, and rarity of Lakeside living, this home offers a unique opportunity to enjoy resort style living at its finest!

27535 Medallion Ave, Millsboro

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$595,000
3 Beds 4 Baths
Welcome to Golfer’s Dream, an exceptional contemporary ranch offering a deeded golf membership and a lifestyle wrapped in comfort, scenery, and premier amenities. This 3‑bedroom, 3.5‑bath home features an open floor plan with a finished walkout basement, all set on a picturesque lot overlooking both the golf course and a tranquil pond. The layout includes a spacious office and a cozy sitting room, providing flexibility for work or relaxation. Outdoor living shines here, with a generous main‑level deck perched above a walkout patio—perfect for entertaining or simply enjoying the view. For the chef at heart, the island kitchen opens seamlessly to the great room and is beautifully equipped with stainless steel appliances, including a wall oven, built‑in microwave, dishwasher, gas cook-top, and exhaust hood. Whether hosting guests or preparing everyday meals, this kitchen delivers both style and function. Just a short drive away, you’ll find the charming towns of Lewes and Rehoboth Beach, Cape Henlopen State Park, tax‑free outlet shopping, and an array of local restaurants—not to mention the iconic boardwalk. But with community amenities like a championship golf course and pro shop, clubhouse and restaurant, tennis courts, two outdoor pools, a fitness center, and scenic walking and biking trails, you may never want to leave home. This is truly a rare opportunity to own in one of Coastal Delaware’s premier destination communities, where luxury, leisure, and location come together effortlessly.

27913 Roanoke Rapids Lndg, Millsboro

Listing courtesy of Mann & Sons, Inc.. Contact: (302) 227-9477

$799,000
6 Beds 5 Baths
Welcome to an extraordinary PRIVATE RETREAT just outside the heart of Millsboro where resort-style outdoor living, exceptional space, and everyday convenience come together to create a truly one-of-a-kind property. Perfectly positioned near Millsboro’s major shopping district, this remarkable home offers easy access to all essential needs including grocery stores, hardware stores, pet stores, restaurants, and daily conveniences, while also providing an ideal location, just off of route 113, for commuters traveling to Berlin, Salisbury, Milford, and surrounding coastal destinations, like Bethany Beach, Lewes, Fenwick, and Ocean City. This impressive 6-bedroom, 5-bath property is designed to deliver the perfect balance of luxury, functionality, and lifestyle. Step outside to discover the show-stopping BACKYARD OASIS that transforms this home into a private resort. The STUNNING IN-GROUND POOL with a captivating waterfall feature creates a peaceful, vacation-inspired setting, while the hot tub offers year-round relaxation. The outdoor kitchen and bar area make this an entertainers dream while the expansive deck provides incredible space for outdoor dining, entertaining, or simply enjoying the beautifully designed surroundings. Charming gas lights create a warm and magical ambiance for evenings under the stars, while the gazebo offers the perfect shaded retreat—making every day feel like a getaway. Inside, the thoughtfully designed multi-level floor-plan provides outstanding flexibility for large households, entertaining, or MULTI-GENERATIONAL LIVING. The main level features two bedrooms, including a spacious primary suite for convenience and accessibility. The second floor offers three generously sized bedrooms connected by a desirable Jack-and-Jill bath layout, while the third-floor suite serves as an extraordinary private retreat with an expansive sleeping area, dedicated living space, and full bathroom. Whether you are hosting unforgettable poolside gatherings, accommodating guests with ease, or simply enjoying the unmatched combination of privacy and proximity to everything Millsboro has to offer, this exceptional property delivers a rare opportunity to own a home that truly combines luxury living with everyday practicality. With easy access to Delaware beaches, Maryland’s Eastern Shore, and key commuter routes, this home offers the lifestyle, location, and versatility today’s buyers are searching for.

23436 Country Living Rd, Millsboro

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$695,000
3 Beds 3 Baths
Welcome to refined coastal living in The Peninsula - one of Delaware’s most coveted resort-style communities - where your lifestyle can be as vibrant or as peaceful as you choose. Perfectly positioned within the sought-after Veranda neighborhood, 33187 Veranda Circle offers an ideal age-in-place floor plan designed for comfort, ease, and elegant everyday living. From the moment you arrive, this beautifully appointed home invites you to relax and entertain with effortless style. A light-filled, open-concept floorplan seamlessly connects the gourmet kitchen, spacious living area with a floor-to-ceiling stacked-stone fireplace and inviting dining area and screened porch - creating the perfect backdrop for gatherings or quiet evenings at home. The main-level owner’s suite provides a private retreat with a spa-inspired bath, while a dedicated home office adds flexibility for today’s lifestyle. Upstairs, guests will appreciate their own space with additional bedrooms (one with a private balcony) and a versatile loft for leisure and relaxation. Beyond your doorstep, The Peninsula delivers an unparalleled resort experience set along the Indian River Bay. Enjoy access to a Jack Nicklaus Signature golf course, a stunning clubhouse with dining and social spaces, indoor and outdoor pool - including a wave pool, fitness and spa facilities, tennis and pickleball courts, scenic walking trails, and a private bay beach. Every day feels like a getaway, with world-class amenities and natural beauty surrounding you. Just a short drive brings you to the charming coastal towns and award-winning beaches of Lewes, Rehoboth, and Dewey - offering the perfect blend of seaside adventure and small-town charm. Then return home to the tranquility, security, and luxury that only The Peninsula provides. Offered at $695,000, this is more than a home, it’s a lifestyle. Experience it for yourself and discover why so many are proud to call The Peninsula home.

33187 Veranda Cir, Millsboro

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact: (302) 227-5000

$799,900
4 Beds 3 Baths
Nestled on a serene 1.5-acre lot, this stunning contemporary residence exudes warmth and sophistication, offering an exclusive lifestyle that seamlessly blends comfort with luxury. With 4,400 square feet of thoughtfully designed living space, this home features four spacious bedrooms and two and a half elegantly appointed bathrooms, making it an ideal retreat for those who appreciate both style and functionality. Step inside to discover a harmonious blend of hardwood, tile, and plush carpeting that invites you to explore every corner. High-end appliances, including an electric oven/range, range hood, refrigerator, icemaker, dishwasher, and microwave, ensure that culinary endeavors are met with ease and elegance. The adjoining dining area is bathed in natural light, creating an inviting atmosphere for memorable meals. The living area boasts a gorgeous wood-burning fireplace, providing a cozy ambiance during cooler evenings. Ceiling fans and window treatments enhance the comfort of the space, while the primary suite features a luxurious bath and a generous walk-in closet, offering a private sanctuary for relaxation. Step outside to discover an entertainer's paradise. The enclosed porch and balcony overlook a beautifully landscaped yard, complete with a personal in-ground pool, perfect for summer gatherings. The property also features a charming gazebo and outbuildings, providing additional space for hobbies or storage. A brick driveway leads to a front-entry detached garage, accommodating two vehicles with ease with an attached carport for additional parking/storage. This home is not just a residence; it's a lifestyle. Enjoy the tranquility of your expansive outdoor space, perfect for gardening, outdoor activities, or simply unwinding in nature. The combination of high-end finishes, thoughtful design, and luxurious amenities creates an unparalleled living experience that is both inviting and sophisticated. Experience the perfect blend of comfort and elegance in this exceptional property, where every detail has been curated to enhance your everyday life. Embrace the opportunity to make this exquisite residence your own, and indulge in the lifestyle you've always dreamed of.

32930 Curley Dr, Millsboro

Listing courtesy of Weichert, Realtors - Beach Bound. Contact: 3025673056

$675,000
4 Beds 3 Baths
Welcome to 31250 Sage Grouse Court, a beautifully designed coastal-inspired home located in the highly sought-after Peninsula Lakes community. Set on a lovely homesite surrounded by open green space, this nearly new residence offers the perfect balance of style, comfort, and functionality in a peaceful neighborhood setting. A welcoming foyer introduces the home with luxury vinyl plank flooring, detailed millwork, and a thoughtfully designed open layout that creates an immediate sense of warmth and sophistication. Just off the entry, a private office with French doors and a custom slat accent wall provides a stylish and functional flex space ideal for remote work, reading, or hobbies. The well-designed floor plan also offers privacy, with guest bedrooms thoughtfully positioned away from the primary suite. At the center of the home, the spacious great room features tray ceilings, crown molding, recessed lighting, and expansive windows that fill the space with natural light while offering relaxing views of the surrounding landscape. The gourmet kitchen is both beautiful and practical, complete with a large center island and breakfast bar, quartz countertops, 42-inch cabinetry, stainless steel appliances, wall oven with microwave combo, large undermount sink, and a generous walk-in pantry. Adjacent dining and living spaces flow seamlessly into the bright all-seasons room, creating the perfect spot to enjoy morning coffee, casual gatherings, or quiet evenings year-round. The main-level primary suite serves as a private retreat with a spacious walk-in closet and well-appointed bath featuring dual vanities, tiled shower with bench seating, and private water closet. Two additional main-level bedrooms, a full hall bath, laundry room, and interior garage access complete the first floor. The finished lower level expands the living space with a large recreation area, fourth bedroom with egress, full bath, abundant storage, and additional flex space adaptable to your needs. Residents of Peninsula Lakes enjoy scenic walking trails, recreational amenities, and a welcoming community atmosphere, all conveniently located near shopping, dining, and just a short drive to the beaches, boardwalks, and attractions of Rehoboth and Lewes. This home offers an exceptional opportunity to enjoy coastal Delaware living full-time or as a relaxing retreat.

31250 Sage Grouse Ct, Millsboro

Listing courtesy of Redfin Corp. Contact: 3016586186

$710,000
3 Beds 3 Baths
Set on a picturesque 2.42-acre sloping homesite, 28787 Evergreen Terrace is a striking expression of modern design infused with Arts & Crafts character, offering a home that is as visually captivating as it is comfortably livable. From the moment you arrive, the approach sets the tone, oversized slate block and concrete pavers lead to a grand double-door entry, while a fully wrapped porch with newly added railings invites connection between indoor and outdoor living. Step inside to a breathtaking glass foyer where natural light illuminates black slate tile flooring and a dramatic two-story white marble feature wall that anchors the home and extends throughout all levels. A newly crafted cherry tread staircase with satin balusters and oak rails adds warmth and architectural detail, enhancing the home's refined aesthetic. The main living space impresses with soaring 20-foot ceilings and a Harman pellet stove set on a black marble base, creating both ambiance and efficiency. The chef’s kitchen is thoughtfully designed with oversized granite countertops, a full granite backsplash, extensive cabinetry, and continuous slate flooring. A standout feature is the rotating solid wood door that leads to a fully equipped stainless steel prep kitchen, complete with a walk-in pantry, additional prep counters, and dual sinks, ideal for entertaining or everyday function. Recent appliance upgrades include a ZLINE hood, slide-in gas range, and dishwasher. The entry-level bedroom offers flexibility and privacy, complete with a walk-in closet, pocket door, and direct access to the main living areas. The adjacent full bath has been enhanced with natural soapstone finishes and a new rainfall showerhead, delivering a spa-like experience. A sculptural steel spiral staircase leads to the finished lower level, where radiant heated slate flooring provides year-round comfort. This level has been expanded and improved with new walls, trim, and finishes, creating a spacious recreation area, a game room with rough-in plumbing for a future kitchen, and a striking locker room-style bath with floor-to-ceiling tile. A versatile two-room den, currently used as a bedroom, features new Berber carpeting, a slate sitting room, and French doors that open to the serene backyard. A grand marble fireplace with granite accents creates a cozy focal point for gathering. Upstairs, a newly constructed loft-style library overlooks the main living space and is adorned with Brazilian cherry hardwood floors and custom built-ins, offering a quiet retreat or workspace. Two generously sized bedrooms with tray ceilings and hardwood flooring share a beautifully appointed bath featuring original slate flooring, a sunken jetted tub, custom glass surrounds, dual vanities, and thoughtfully designed storage. Over the past five years, the home has undergone extensive improvements that enhance both form and function. These include a new hybrid boiler system supporting radiant heat, baseboard heating, and domestic hot water; two newer heat pumps and a recently installed attic air handler for efficient climate control; a newly drilled well; and numerous electrical updates with new lighting and ceiling fans throughout. Interior upgrades include fresh paint, drywall refinishing, new door hardware, and enhanced finishes across multiple levels. The basement has been significantly improved, the foyer completed, and additional features such as updated French door hardware, rainfall showerheads, a privacy fence, and a fully outfitted pantry add to the home's turnkey appeal. This is a home where thoughtful design meets meaningful upgrades—offering a unique blend of architectural artistry, modern convenience, and enduring comfort in a truly special setting.

28787 Evergreen Ter, Millsboro

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

$670,000
4 Beds 4 Baths
Welcome to the Veranda neighborhood within The Peninsula on the Indian River Bay, a premier, amenity-rich coastal community cultivated by refined living and natural beauty. Residents enjoy access to resort-style amenities, including a Jack Nicklaus Signature Golf Course, private bay beach, scenic walking trails, and preserved wetlands, all set across more than 800 acres of meticulously maintained grounds. This exceptional Catalina model, offering over 3,400 heated square feet, is ideally positioned on a picturesque garden circle, highlighted by a welcoming and expansive front courtyard with tranquil views. Thoughtfully designed across three levels, this home provides both comfort and versatility for everyday living and hosting guests. Outdoor living is equally inviting, featuring a spacious screened front porch overlooking lush gardens, as well as a newly installed, private, landscaped paver patio in the rear, perfect for relaxing or entertaining. Inside, the open-concept layout is enhanced by 9-foot ceilings, recessed lighting, and elegant double crown molding throughout the main level. The gourmet kitchen is designed to impress, featuring 42-inch cabinetry, new stainless steel appliances, upgraded granite countertops, double wall ovens, a gas cooktop, and an oversized breakfast bar with ample prep space. The adjacent dining area comfortably accommodates large gatherings, while three sets of French doors seamlessly connect the interior to the screened porch. The main level also offers a flexible floor plan, including a formal living room with a gas fireplace and custom built-ins, a study (or optional fifth bedroom), and an additional room that can serve as a family room or formal dining space. A powder room and mudroom provide convenient access to the attached two-car garage. In addition to the garage, the property includes two deeded parking spaces, offering a total of six parking spots. Upstairs, the spacious primary suite features 9-foot ceilings, recessed lighting, a ceiling fan, and an exceptionally large walk-in closet. The luxurious en-suite bath includes a double vanity, soaking tub, and a generously sized tiled shower with seating. Two additional guest bedrooms share a full bath, complemented by a loft area and a full laundry room with utility sink. The third level serves as a versatile retreat, complete with a full bath and closet, ideal as a fourth bedroom, guest suite, or expansive bonus/game room. Recent upgrades add significant value and peace of mind, including a new HVAC system (with added dehumidifier), new hot water heater, updated flooring throughout much of the home, new toilets, blinds, ceiling fans, refreshed interior paint, and enhanced landscaping. A standout feature is the conditioned crawl space with interior access, offering substantial storage with a finished concrete floor. The exterior showcases durable HardiePlank siding with attractive metal roof accents, further enhancing curb appeal. Whether a primary residence, second home, or investment property, this home offers excellent rental potential. Ideally located just a short drive from Lewes, the Cape May-Lewes Ferry, Cape Henlopen State Park, Rehoboth Beach, and Dewey Beach, this property offers convenient access to the very best of coastal Delaware. Added benefits include Delaware’s lack of sales tax and relatively low property taxes, making this an even more compelling opportunity.

33139 Serenity Cir Unit #84, Millsboro

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

$1,750,000
4 Beds 5 Baths
Welcome to 27271 18th Boulevard, a remarkable coastal retreat set along the 17th fairway of the acclaimed Jack Nicklaus Signature Golf Course, within the prestigious The Peninsula on the Indian River Bay. Built by Schell Brothers and thoughtfully curated at every turn, this exceptional residence offers three levels of refined living, seamlessly connected by a private elevator for ultimate ease and comfort. From the moment you arrive, the home makes a lasting impression. A welcoming foyer introduces a setting defined by craftsmanship and detail, where wide-plank, 7-inch hand-scraped hickory flooring carries throughout, complemented by custom millwork, upgraded trim, crown molding, plantation shutters, designer window treatments, and remote-controlled shades. Multiple balconies and outdoor living spaces capture sweeping views of the fairway, Lingo Creek leading to Indian River Bay and surrounding wetlands, creating a constant connection to the natural beauty beyond. The gourmet kitchen serves as the centerpiece of the home, both visually stunning and highly functional. Outfitted with GE Café Professional appliances, including a five-burner gas cooktop and statement range hood, the space is anchored by an expansive island with pendant lighting. Granite countertops, a timeless subway tile backsplash, soft-close cabinetry with under-cabinet lighting, display accents, and pull-out drawers offer both elegance and efficiency. A beautifully designed butler’s pantry, complete with a full-size refrigerator and distinctive fluted cabinetry, adds an additional layer of style and convenience. The open-concept design flows effortlessly into the dining and living areas, where a gas fireplace with a stone surround creates a warm and inviting focal point. Transom-topped sliding glass doors lead to a covered porch and elevated deck, offering a front-row seat to the manicured fairway, Lingo Creek and the tranquil landscape beyond. The main-level primary suite is a peaceful retreat with a private balcony, a spa-like bath featuring a quartz vanity, a fully tiled walk-in shower with transom window, and a spacious walk-in closet. Upstairs, a gracefully turned staircase leads to a second primary suite with a tray ceiling, crown molding, expansive windows, two walk-in closets, and a private balcony. The ensuite bath features dual quartz vanities and an oversized glass-enclosed shower. Two additional guest bedrooms, a well-appointed hall bath, and a convenient laundry room with cabinetry and utility sink complete the upper level. The lower level continues to impress with a generous 33 x 21 recreation room, offering exceptional flexibility for entertaining, media, or additional living space with a half bath. You will have direct access to a beautifully tiled patio extending the living area outdoors, creating a polished and inviting setting for gatherings or quiet relaxation. Everyday functionality has been elevated with thoughtful enhancements, including a professionally finished garage featuring epoxy flooring and custom storage systems, a discreet trash enclosure, additional storage in elevator mech. room and under the front steps, upgraded landscaping supported by an irrigation system, a home security system, and an invisible fence. Life at The Peninsula is defined by its extraordinary setting and amenities. Spanning 800 acres along the Indian River Bay, residents enjoy a private world of resort-style living, including championship golf, clubhouse dining, golf lounges, a pro shop, full-service spa, state-of-the-art fitness center, indoor and outdoor pools, including an adult-only heated pool and wave pool with sandy beach, tennis and pickleball courts, scenic walking trails, a dog park, and a private bay beach. Ideally located just a short drive from Lewes, Delaware and the Rehoboth Beach Boardwalk. This home is a sophisticated coastal escape where thoughtful design, elevated finishes, and an unmatched lifestyle comes together beautifully.

27271 18th Blvd, Millsboro

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

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