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

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

$660,000

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

$775,000

3 Beds ⋅ 2 Baths

RARE ONE-STORY LUXURY LIVING in The Peninsula! This beautifully updated 5- year young Ranch offers an exceptional combination of privacy, resort living, and a premium location that is rarely available. Situated on a corner lot backing to a stocked catch-and-release pond, expansive walking trails, and additional open space/common ground, this home offers a spacious one-story floorplan with an extraordinarily peaceful setting and unusual sense of privacy. Located within The Peninsula, a premier Jack Nicklaus Signature Golf Course resort community on 800 acres along the Indian River Bay, this 3-bedroom, 2-bath home (with flex room which can be converted to 4 th bedroom) delivers the lifestyle you’ve been waiting for, with 24/7 manned gated security and an unmatched array of amenities, including championship golf, fitness facilities, indoor/outdoor/wave/activity pools, tennis and pickleball, private bay beach, fishing pier, nature center, dog park, community garden, clubhouse, and miles of scenic trails. Inside, the open floor plan with cathedral and tray ceilings, wall-to-ceiling ledgestone gas fireplace and luxury plank flooring, create an airy, sophisticated living space. The beautifully updated gourmet kitchen, with white soft close cabinets, quartz counters, gas cooktop and a double wall oven, is designed for both everyday living and entertaining. The light-filled sunroom, with expansive windows, motorized blinds, and glass sliding doors, brings the spectacular outdoor setting inside. The spacious owner’s suite is a private retreat, featuring a sitting room behind French doors, generous walk-in closet, and an updated spa-inspired bath with dual sinks and an oversized custom frameless tiled shower with built-in seating and dual shower heads. Step outside to the large new Trex/composite deck, thoughtfully designed for both lounging and dining while overlooking the surrounding open space and backing to the tree-lined nature trail and catch-and-release pond. The home’s exceptional functionality continues with an oversized two-car garage featuring epoxy flooring, built-in storage, Navien tankless water heater, central vacuum, dual-laser parking assist, and a two-foot extension. A walk-up to a floored attic space of approximately 22’ x 16’ provides valuable additional storage. An encapsulated crawl space adds another level of convenience and protection. Built by Insight Homes, this residence incorporates high-performance construction and energy-efficiency features designed for comfort, healthier indoor air quality, and reduced utility costs. If you’re looking for the rare combination of one-level luxury living, a premium water- and-trail setting, exceptional upgrades, and the unparalleled resort lifestyle of The Peninsula, this impeccable home is a remarkable find!! Schedule your exclusive showing today!

33241 Indian Bay Cir Unit #35, Millsboro

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

$662,500

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

$999,900

2 Beds ⋅ 1 Baths

This corner property may have many possibilities if the buyer(s) want to apply for a zoning change for General Business, Conditional Use or Commercial. Located in the busy Long Neck and Oak Orchard areas. The Rehoboth Bay, Indian River and Massey's Landing for putting off your boat! Lewes and Rehoboth Beaches nearby with many places to visit, unique shops and many great restaurants for dining out.

26161 John J Williams Hwy, Millsboro

Listing courtesy of Jack Lingo - Lewes. Contact: (302) 645-2207

$505,000

3 Beds ⋅ 3 Baths

Effectively NEW CONSTRUCTION from the inside. It's true....Most “renovated” homes ask you to overlook what’s behind the walls. This one didn’t take that approach! Taken down to the studs and completely rebuilt, this waterfront end-unit townhome in the gated community of Hunters Pointe offers a level of finish and attention to detail you'll only find with fully-custom construction and not 'standard renovations'. From the moment you enter, the difference is clear. Cathedral ceilings with custom tongue-and-groove wood inlay create a dramatic, open living space filled with natural light, enhanced by the added privacy and exposure of an end-unit location. The kitchen is designed to perform as well as it presents, featuring hand-made-custom cabinetry, quartz countertops, and a layout that connects seamlessly to the main living and entertaining areas. A built-in wet bar and designer reading-nook add both function and character, setting this home apart from others in its class. Positioned along a canal with views stretching toward the open river, the waterfront setting offers a quiet, ever-changing backdrop. Step outside onto the brand-new deck and enjoy direct access for kayaking or exploring nearby waterways, with potential for small watercraft use. Upstairs, a custom hardwood staircase leads to a thoughtfully designed second-floor addition. This private space includes a third bedroom, a full bathroom with a custom tiled bath/shower combination, and a walk-in closet, making it ideal for guests or extended stays. The primary suite continues the elevated feel, highlighted by a fully custom-tiled walk-in shower designed with both style and precision that will leave you breathless. Beyond the finishes, the home delivers where it matters most. With a brand-new HVAC system and a full interior rebuild, it offers the peace of mind typically associated with new construction without the delays or uncertainty. Located just outside downtown Millsboro, Hunters Pointe provides gated access and a central location convenient to shopping, dining, and Delaware’s coastal destinations. When convenient location, meets quiet waterfront community, and access to every destination on the Shore.... you'll land here, at Hunters Pointe. This is not just an updated townhome. It’s a fully reimagined waterfront property designed for how people actually live. Don't settle for less, when something like this is within reach. Take the time to see it yourself.... the decision will come naturally.

31 Hunters Pt Unit #31, Millsboro

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$905,000

4 Beds ⋅ 4 Baths

Classic coastal elegance defines this Hampton floor plan, showcasing a stately front staircase and timeless center hall design that creates both presence and flow. Thoughtfully designed across three levels, the home offers multiple porches at the front and rear, inviting you to enjoy outdoor living from every vantage point. A welcoming sidewalk leads from the driveway to the backyard, where exterior steps connect the upper porch to a lower level porch and patio, creating seamless access for entertaining and everyday enjoyment. The main level is beautifully arranged with a center hall layout, offering a variety of spaces including a living and dining room , private study, family room, spacious kitchen, sitting room, and access to a relaxing porch. The design balances openness with defined spaces, ideal for both gathering and quiet retreat. With four bedrooms and three and a half baths, the home provides exceptional flexibility. The primary suite is located on the upper level along with a second ensuite bedroom, perfect for guests or multi generational living. The lower level features two additional bedrooms with a shared bath, each with direct access to a covered porch, creating a private and comfortable guest space. The garage has been reimagined as a vibrant game and entertainment area, complete with billiards, shuffleboard, and a comfortable seating area for movie nights, offering a fun and unexpected extension of the home’s living space. FURNITURE is Negotiable via separate agreement. Updates include a tankless water heater and replaced HVAC systems in 2018 and 2025, adding comfort and efficiency. This home delivers a refined yet relaxed lifestyle with thoughtful design, generous space, and inviting indoor and outdoor living areas throughout. Relax and enjoy a low maintenance lifestyle with yard care provided by the HOA. Step outside and experience the Peninsula community, offering world class amenities within a secure gated setting. The clubhouse is the social heart of the community, featuring a full service restaurant with indoor and outdoor dining, billiards, wine and game rooms, men’s and women’s lounges, a pro shop, putting greens, driving range, bocce courts, and the renowned Jack Nicklaus golf course. Just beyond, Lakeside Village offers an exceptional wellness and recreation experience with a state of the art fitness center, indoor pool, adult outdoor pool, wave pool, and activity pool. Enjoy poolside dining throughout the summer, the popular Tiki bar, fitness classes, weight room, hot tubs, sauna, spa spaces, and a game room. Outdoor amenities continue with tennis, pickleball, a dog park, community garden, nature center, bay beach, fishing pier, and miles of scenic walking trails. A vibrant social calendar of year round events creates endless opportunities to connect and build lasting friendships. A capital contribution to the PCA of 0.5% of the sales price applies. Club membership is required with three available levels. Please see disclosures for full details.

27606 S Nicklaus Ave, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$875,000

5 Beds ⋅ 5 Baths

Perfectly positioned along the 2nd fairway, this exceptional three level coastal retreat captures sweeping views of both the golf course and a tranquil pond, a picturesque backdrop you will truly never tire of. Designed to embrace its surroundings, the home offers multiple porches across two levels, inviting you to relax, entertain, and take in the ever changing scenery from sunrise to sunset. With five bedrooms (two with ensuite baths) and four and a half baths, the layout provides generous space for both everyday living and hosting guests. Light filled interiors and thoughtfully designed gathering areas create a seamless flow, while the outdoor living spaces extend the experience, offering peaceful moments and vibrant entertaining alike. Recent upgrades add comfort and efficiency, including a tankless water heater and new (2021 & 2025) two zone HVAC system. Relax and enjoy a low maintenance lifestyle with yard care provided by the HOA. Step outside and experience the Peninsula community, offering world class amenities within a secure gated setting. The clubhouse is the social heart of the community, featuring a full service restaurant with indoor and outdoor dining, billiards, wine and game rooms, men’s and women’s lounges, a pro shop, putting greens, driving range, bocce courts, and the renowned Jack Nicklaus golf course. Just beyond, Lakeside Village offers an exceptional wellness and recreation experience with a state of the art fitness center, indoor pool, adult outdoor pool, wave pool, and activity pool. Enjoy poolside dining throughout the summer, the popular Tiki bar, fitness classes, weight room, hot tubs, sauna, spa spaces, and a game room. Outdoor amenities continue with tennis, pickleball, a dog park, community garden, nature center, bay beach, fishing pier, and miles of scenic walking trails. A vibrant social calendar of year round events creates endless opportunities to connect and build lasting friendships. A capital contribution to the PCA of 0.5% of the sales price applies. Club membership is required with three available levels. Please see disclosures for full details.

27604 S Nicklaus Ave, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$729,900

4 Beds ⋅ 3 Baths

The Chesapeake (To Be Built) offers 3,383+ sq. ft. of luxurious two-story living with 4 bedrooms, 2 full baths, a flex space, open loft, two-story great room, and finished and unfinished bonus spaces. Personalize with options such as additional bedrooms and baths, a second owner’s suite, family center, finished storage, and basement. Discover Independence, Schell Brothers’ only 55+ community—where life is about living fully, laughing often, and finally having time to enjoy everything you love. At the heart of the community is a 24,000 sq. ft. amenity-rich clubhouse, offering a wide variety of activities and clubs designed to keep you engaged and connected—you’ll wish you had moved here sooner. Enjoy an active, lifestyle-driven community with an indoor and outdoor pool, fitness center, billiards and games room, ballroom with a commercial kitchen, tennis and pickleball courts, bocce courts, a dog park, scenic walking trails, and a community garden. Ideally located just minutes from dining and shopping, and only a short drive to the beach, Independence offers the perfect blend of convenience, connection, a carefree lifestyle, and everyday enjoyment.

27234 Phyllis Whetley Ln, Millsboro

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$709,900

3 Beds ⋅ 3 Baths

The Shearwater (To Be Built) offers 3,020+ sq. ft. of light-filled, two-story living with 3 bedrooms, 2 full baths, powder room, flex space, open loft, two-story great room, and unfinished bonus space. Personalize with options including additional bedrooms and baths, loft tech nook, owner’s sitting room, wraparound front porch finished storage and basement. Discover Independence, Schell Brothers’ only 55+ community—where life is about living fully, laughing often, and finally having time to enjoy everything you love. At the heart of the community is a 24,000 sq. ft. amenity-rich clubhouse, offering a wide variety of activities and clubs designed to keep you engaged and connected—you’ll wish you had moved here sooner. Enjoy an active, lifestyle-driven community with an indoor and outdoor pool, fitness center, billiards and games room, ballroom with a commercial kitchen, tennis and pickleball courts, bocce courts, a dog park, scenic walking trails, and a community garden. Ideally located just minutes from dining and shopping, and only a short drive to the beach, Independence offers the perfect blend of convenience, connection, a carefree lifestyle, and everyday enjoyment.

27235 Phyllis Whetley Ln, Millsboro

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

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

Be the First to Know About New Millsboro Homes

Millsboro Real Estate Map Search

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

Coastal Homestead Group

Search

Resources

About