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

The Whimbrel (To Be Built) offers 1,971+ sq. ft. of thoughtfully designed single-level living with 3 bedrooms, 2 full baths, and a versatile flex space. The open layout and spacious kitchen are ideal for gatherings. Personalize with options including a loft, bonus room, basement, unfinished storage, or add a bedroom and bath with a second floor. 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 Register 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.

27414 Molly Corbin Ct, Millsboro

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$1,990,000

5 Beds ⋅ 6 Baths

This elegant coastal golf course home presents a rare turnkey opportunity, completely and professionally furnished and decorated for immediate enjoyment! Designed for flexibility, it features 2 private owner's suites - one on the main level and upper level - making it ideal as a primary residence, vacation retreat, or a dual family/sibling shared getaway. Luxurious golf course living is yours in this stunning 5720 sq ft, 5-bedroom home in the gated, private country club community, The Peninsula on the Indian River Bay. Elegantly designed, expertly appointed, & beautifully maintained, this unique & rare custom designed Echelon home is nestled in a prime location & boasts unparalleled views of the #1 handicap,11th hole. Click on the VIDEO. Enjoy gorgeous sunsets & serene pond vistas from both the front & rear of the home. Coastal southern design sets the tone, a timeless oasis which never seems to get old. Leave the cares of the world behind & enjoy an active lifestyle that is also peaceful and relaxed. This home is centrally located within the 5-star Troon managed community which is like no other on the Delmar peninsula. The design details are perfect for single or dual ownership providing many options to consider as it’s cleverly crafted with 2 beautiful full master suites and ensuites. Discover a meticulously designed interior that combines elegance with functionality. Custom designed woodworking with master craftsmanship is evident in trim details throughout every level of this home; seldom seen in homes today. Brazilian Cherry solid hardwood flooring throughout the main living area is complimented by custom natural stone flooring and custom stone inlays. The 2-story Family room is highlighted by a wall of windows on both the front and rear of this home to take in the magnificent views, along with a soaring 2-story custom fireplace & coffered ceiling with recessed accent lighting. The fully equipped gourmet Kitchen and large central island with seating for five enable you to enjoy an unmatched and complete culinary and entertaining experience. Adjacent is a spacious Dining area accommodating up to 12. Two luxurious primary Bedroom suites on separate floors include fireplaces, octagonal sitting rooms & outdoor seating. Ensuite Baths are a haven, one with an extra-large shower with steam and a built-in beverage refrigerator; the other, a jacuzzi tub, large shower & both with dressing rooms. The main level hosts an in-law suite with a customized ensuite bath with a step-in shower & private laundry. Two additional bedrooms on the third floor share a Jack-n-Jill bath, room for family & friends. The lower level is perfect for relaxing & entertaining with a surround sound home theater, pool table, custom drink rail, full bath, laundry (making for a total of 3) & is designed to accommodate a future wet bar. A room that currently is used as a bunk room could easily convert to a spectacular wine room. A 3-story elevator features a beautiful wood interior. This spacious home is supported by 3 modern high efficiency HVAC systems and two on-demand Rinai hot water heaters for reliable & constant comfort & efficiency. Security & fire alarm systems with remote access, smart thermostats, & digital exterior door lock for added security & convenience. Custom window treatments, plantation shutters, & specialty high-end ceiling fans are featured throughout. Front and rear Low Country style decks, porches, & a screened porch with fans make for hours of outdoor enjoyment. Enjoy the Peninsula community and its exceptional amenities. The clubhouse offers dining, pro shop, practice areas, & a Jack Nicklaus golf course. Lakeside Village features pools, fitness center, classes, tennis, pickleball, and more. A nature center, beach, and fishing pier are nearby. Experience a vibrant lifestyle for relaxation and recreation making you feel alive and well.

33442 Marina Bay Cir, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$860,000

5 Beds ⋅ 5 Baths

Welcome to 27582 S. Nicklaus Ave., MOVE-IN READY with FRESHLY PAINTED EXTERIOR (July 2026) and a SPACIOUS, LOVINGLY REFRESHED INTERIOR. Located on a premium golf-course lot in The Peninsula, coastal Delaware's premier resort-style country club community! You'll have PANORAMIC TEE-TO-GREEN, SUNRISE-TO-SUNSET VIEWS of the 2nd fairway from all three levels of this upscale home! Plenty of space for everyone here, with an open-space concept floor plan, 10-foot ceiling height on the main level, 5 bedrooms, 4 full baths and one half baths. Morning sun illuminates the great room, featuring built-in bookcases flanking the gas fireplace, a breakfast area, and direct access to the covered main porch -- offering afternoon shade, perfect for entertaining. A large kitchen island adds to the dining space here, as well as adding to the already-abundant counter space for the chef. Countertops are granite, and upgraded cabinetry extends from the breakfast area through the kitchen and into the adjoining butler's pantry, which is equipped with a wet bar. It leads to the formal dining room, which could be repurposed as a study or game room if desired. The owner's suite occupies the entire rear of the 2nd floor, with stunning views from both the bedroom and bath, as well as direct access to its private covered porch - a sunny, private spot for morning coffee or an afternoon in the shade watching golfers, listening to the birds, or curled up with a good book. Down the hall there are three additional bedrooms (one with ensuite bath and two with a shared bath) and a conveniently-placed laundry room. The "bonus level" of this home adds a 5th bedroom, complete with ensuite bath. An attached side-entry 2-car garage completes the home. The Peninsula is a private, gated community with nine separate neighborhoods and a wide array of recreational facilities: a private Jack Nicklaus Signature golf course, elegant and casual dining in the 34,000 sq. ft. clubhouse, 3 outdoor pools including a heated adults-only pool, the area's only wave pool, a huge family activities pool, an outdoor splash zone for the smaller kids, and a heated indoor pool. You'll also have access to hot tubs, locker rooms with saunas, mini-golf, tennis and pickleball, a private bay beach, Nature Center with kayak launch, and more! Club membership is required, and the choice of membership level is yours -- please ask for details. Sellers will include a one-year home warranty with an acceptable offer.

27582 S Nicklaus Ave Unit #11, Millsboro

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

$649,999

3 Beds ⋅ 2 Baths

Only available due to the owners’ change in employment and housing needs, this lightly used custom home presents a rare opportunity to own an exceptionally crafted residence. Welcome to a place where timeless craftsmanship meets the serenity of coastal Delaware. Tucked away on nearly an acre in the desirable Parkers Pointe community, this exceptional custom-built home offers more than beautiful finishes—it offers a lifestyle of comfort, peace, and effortless living. Imagine quiet mornings with coffee on your deck, evenings gathered around the fireplace, and the confidence of knowing every detail was thoughtfully designed for lasting quality, all just 30 minutes from Delaware’s award-winning beaches. From the moment you step inside, you’ll appreciate the warmth, quality, and thoughtful design throughout. Soaring 9-foot ceilings, abundant natural light, custom millwork, and striking architectural details—including an impressive 11-foot beamed ceiling in the great room and a coffered ceiling in the dining room—create inviting spaces that are equally suited for entertaining or relaxing at home. At the heart of the home, the chef-inspired kitchen combines beauty and function with granite countertops, abundant cabinetry, premium appliances, a gas range with griddle, and an oversized island and peninsula that naturally bring family and friends together. The spacious primary suite offers a peaceful retreat with two walk-in closets and a spa-inspired bath, while two additional bedrooms, generous storage, and a large laundry room provide comfort and everyday convenience. Built with exceptional attention to detail, this home offers the perfect balance of timeless craftsmanship and modern efficiency. Triple-pane Low-E windows, high-performance insulation, a high-efficiency HVAC system, tankless water heater, whole-house water filtration, and central vacuum enhance year-round comfort. Behind the walls, a reinforced poured concrete foundation, conditioned crawl space, perimeter French drain, and steel beam construction reflect the quality built into every aspect of the home. The oversized three-car garage—with built-in cabinetry, workbench, utility sink, and abundant storage—is ideal for hobbies, projects, or recreational equipment. For additional peace of mind, a professional home inspection has already been completed with outstanding results, and the clean inspection report is available for review. Rarely does a home combine exceptional craftsmanship, energy efficiency, comfort, and thoughtful design so seamlessly. Move-in ready and meticulously maintained, 20 Parker Drive offers a unique opportunity to own a custom home built to the highest standards.

20 Parker Dr, Millsboro

Listing courtesy of COASTAL REAL ESTATE. Contact: (302) 539-3033

$830,000

4 Beds ⋅ 4 Baths

Privately situated in a quiet setting within the Conservancy neighborhood of the Peninsula, this Southern-inspired floor plan offers a beautiful blend of charm, comfort, and refined living. Designed to embrace its natural surroundings, the home features expansive porches on both levels, creating a seamless connection to the outdoors. Two of the side porches have been thoughtfully enclosed, offering inviting three-season spaces to relax and unwind. Inside, a light filled interior welcomes you with soaring cathedral ceilings and an open, airy layout. The spacious kitchen and casual dining area flow effortlessly into the main living space, creating the perfect setting for entertaining or everyday living. A separate dining room provides an elegant option for more formal gatherings. The first floor primary suite, complete with porch access, serves as a peaceful retreat, while a private den offers the ideal space for a home office or quiet escape. Upstairs, a second primary suite features an ensuite bath and direct porch access, creating a private haven for guests. Two additional bedrooms each open to a shared porch, giving every bedroom its own connection to the outdoors and enhancing the home’s distinctive design. A loft space provides a second family room space. Step outside to a cozy and beautifully designed paver patio, complete with a stone knee wall, generous seating, a gas fireplace, grill space and mature landscaping, perfect for year round enjoyment and relaxed evenings under the trees. Significant improvements include the 2021 replacement of two HVAC systems and a tankless water heater, offering comfort and efficiency for years to come and new carpet (2026) in the Primary bedroom From its distinctive Southern architecture to its versatile layout featuring two primary suites and exceptional privacy, this home presents a rare opportunity to enjoy relaxed luxury living in one of the Peninsula’s most sought-after neighborhoods. Enjoy a truly effortless lifestyle as lawn care is provided by the HOA allowing you to spend more time experiencing all that the Peninsula has to offer. This gated coastal golf and country club community features a stunning clubhouse with indoor and outdoor dining, billiards, wine and game rooms, lounges, pro shop, putting greens, driving range, bocce courts, and the Jack Nicklaus Signature golf course. The Lakeside Village offers a full fitness center with indoor pool, outdoor adult pool, wave pool, and activity pool, along with poolside dining and a lively Tiki bar. Additional amenities include fitness classes, hot tubs, sauna and spa rooms, tennis, pickleball, dog park, community garden, nature center, private bay beach, fishing pier, and miles of scenic walking trails. A vibrant calendar of year-round events makes it easy to connect and build lasting friendships. Capital contribution to PCA is 0.5% of the sales price. And $750. To the Conservancy Club membership is required, with three levels available—please see disclosures for details.

22163 Dune Cir, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$524,900

3 Beds ⋅ 2 Baths

Welcome to 24262 Deer Run Court in Millsboro, Delaware, located in the desirable community of Ingrams Point. Built by Ashburn Homes, The Livingston model offers thoughtfully designed single-level living with approximately 1,942 square feet, featuring 3 bedrooms and 2 full bathrooms. Situated on a spacious 0.66-acre lot along a quiet double cul-de-sac, this property provides exceptional privacy in both the front and backyard settings. The exterior showcases a charming covered front portico, cedar shaker siding, a 2-car side-entry garage, a 400 sq. ft. concrete patio, and a 12x24 shed—perfect for additional storage. Inside, a welcoming foyer opens to an airy, open-concept floor plan. The family room features a gas fireplace with mantle and crown molding, creating a warm and inviting gathering space. The well-appointed kitchen is complete with granite countertops, stainless steel appliances, upgraded cabinetry, recessed lighting, and a large center island, flowing seamlessly into a bright, window-filled dining area. The primary suite offers a private retreat with a walk-in closet and a luxurious en-suite bath featuring upgraded tile, double vanity, walk-in shower, and separate water closet. Two additional bedrooms share a full hall bath, providing comfortable accommodations for family or guests. Additional interior features include 10-foot ceilings with transom windows in the family room, kitchen, dining area, and primary bedroom, enhancing natural light and architectural appeal. A convenient mudroom and laundry room are located just off the garage entry. Ideally located near dining, shopping, and entertainment, with easy access to Delaware beaches and coastal amenities, this home offers the perfect blend of privacy, comfort, and convenience.

24262 Deer Run Ct, Millsboro

Listing courtesy of JACK LINGO MILLSBORO. Contact: (302) 934-3970

$695,000

3 Beds ⋅ 2 Baths

Wake up to panoramic, unobstructed views of the Indian River Bay and surrounding wetlands in this move-in ready waterfront retreat. Thoughtfully designed for both comfort and style, this 3-bedroom home offers spacious living areas ideal for entertaining or simply soaking in the scenery. Step through the front door into a pristine kitchen featuring upgraded appliances, a large pantry, and a full bathroom nearby. Water views carry you through the open layout, past dual dining areas and a versatile game room. Two identical bedrooms on the main level provide inviting space for family and friends, while two newly updated fireplaces—one on each floor—ensure cozy winter nights. The second floor is anchored by the full primary suite, a true private haven. A second living area with fireplace and kitchenette opens to double doors leading into the bedroom, which also offers a private office (currently used as a bonus sleeping area with twin beds). The suite includes two large closets, a laundry room with storage, and a luxurious bathroom with a walk-in shower featuring double shower heads and dual vanities. Expansive decks extend your living space outdoors, offering unmatched location for cozy coffee morning and fun sunset gatherings or quiet evenings overlooking the bay. With direct water access just steps away, this property invites you to enjoy boating, paddleboarding, fishing, or simply embracing the peaceful waterfront lifestyle. Nothing has been overlooked in this home, it is ready for your immediate enjoyment! In either direction you are just a few miles from downtown Millsboro and Dagsboro- which has great restaurants and shopping. Just 14 miles to the Beaches in Bethany and 19 miles from downtown Lewes. If you are looking for a quiet getaway or a full time residents this is the perfect place to create your own zen like atmosphere away from all the hustle and bustle of the beach towns. Check out the VIRTUAL TOUR link.

28016 Possum Point Rd, Millsboro

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$1,150,000

4 Beds ⋅ 4 Baths

Welcome to your waterfront oasis on the stunning Indian River Bay, where breathtaking views and coastal living come together seamlessly. Perfectly positioned to capture dreamy panoramic water vistas, this exceptional home offers an outdoor entertaining space you may never want to leave. Step outside to an expansive paver patio designed for gathering and relaxation, complete with a firepit, bar area, private boat slip, and direct dock access with a kayak launch—ideal for boating enthusiasts and those who love crabbing right from their backyard. Inside, the thoughtfully designed inverted floor plan maximizes the views, with the main living space located on the top level. Here, you’ll find a bright and open layout featuring a spacious kitchen with an oversized island, granite countertops, and seamless flow into the dining and living areas—all framed by sweeping water views. A generously sized laundry room with ample storage adds convenience to everyday living. The home offers 4 bedrooms and 3.5 baths across approximately 2,551 square feet. The primary suite is a true retreat, featuring private deck access, serene water views, and a luxurious en-suite bath with double vanities, a walk-in tile shower, soaking tub, and a custom closet with built-ins. The first floor includes three additional bedrooms and two full baths, along with a separate living area—perfect for guests or multi-generational living. Two of the bedrooms enjoy beautiful water views, creating a peaceful and inviting atmosphere. Additional highlights include a spacious two-car garage with abundant shelving for storage, low annual HOA fees, and a prime location less than a mile from Massey's Landing Public Boat Ramp, offering easy access to even more boating and waterfront adventures. Portion of the property is in a flood zone but never any flooding on property. Property was brought up 8 ft when built. This is coastal living at its finest—where every day feels like a getaway.

15 Burrwood Ct, Millsboro

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

$1,476,300

4 Beds ⋅ 3 Baths

Enjoy the best of Eastern Shore living with a timeless, classic design from award-winning Bay to Beach Builders. The Madison offers 3,013 sq. ft. of thoughtfully designed living space, including 4 bedrooms, 2.5–3.5 baths, and a 2-car garage, featuring a first-floor owner’s suite, open-concept kitchen, breakfast nook, and great room perfect for relaxation and entertaining. The second floor provides additional bedrooms and flexible living space, ideal for family, guests, or a home office. Situated on 64 acres on Little Hill Road, this remarkable property offers privacy, open space, and endless possibilities. Whether you envision a private estate, recreational retreat, or peaceful country living, this expansive setting provides the perfect backdrop while still offering access to nearby towns, beaches, shopping, and dining. Choose the Madison as shown, or explore a variety of models and custom options to create the perfect home for this exceptional property that fits your lifestyle and vision. Concept home pending final approvals.

Little Hill Rd., Millsboro

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (302) 539-9040

$508,000

3 Beds ⋅ 2 Baths

Discover the opportunity to build a custom home with award-winning Bay to Beach Builders, known for their Amish craftsmanship and exceptional attention to detail. The Erin offers 1,677 sq. ft. of thoughtfully designed living space, including 3 bedrooms, 2 baths, and a 2-car garage, featuring a layout with open living spaces and comfortable everyday functionality. The spacious great room flows into the kitchen and dining area, creating an ideal setting for both daily living and entertaining, while the private owner’s suite and additional bedrooms provide flexibility for family, guests, or a home office. This beautiful lot is located southwest of Millsboro with NO HOA and is just under an acre. The property offers a peaceful setting with convenient access to nearby shopping, dining, boating, golfing , and Delaware’s coastal beaches. Build your dream home just minutes to everything with NO HOA, and plenty of room to spare! Site evaluation has been approved and Lot is ready for building permit. Interior photos may include upgrades or features not included in the base offering and are intended to showcase the quality, design, and possibilities when building with Bay to Beach Builders. Choose the Erin as shown, or explore a variety of models and custom options to create the perfect home for this exceptional setting that fits your lifestyle and vision. Concept home pending final approvals. Contact listing agent for additional details!

Laurel Rd, Millsboro

Listing courtesy of RE/MAX Associates. Contact: 3026450800

$519,990

3 Beds ⋅ 2 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, 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, with most offering the option for a basement. 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.

24429 Westridge Drive - Lot #51, Millsboro

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

$594,990

5 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, 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, with most offering the option for a basement. 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

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

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