4 Bedroom Homes for Sale in Millsboro, DE

Welcome to 29232 Kathleen Drive, a stunning coastal-style retreat nestled in the serene and highly sought-after community of Baylis Estates in Millsboro, Delaware. Built in 2021, this energy-efficient, sunshine-filled home offers the perfect blend of modern luxury and relaxed coastal living.  Spanning approximately 2,678 square feet, this beautifully maintained residence features four spacious bedrooms and three full bathrooms. The open-concept floor plan is anchored by a gourmet kitchen boasting premium granite countertops, a massive center island, and high-end stainless steel appliances including a double wall oven and gas cooktop. The living area features soaring ceilings and luxury vinyl plank flooring, creating an airy, light-filled atmosphere perfect for entertaining. This home offers the ease of one level living with the primary suite being located on the main floor. For added flexibility, the large upper-level loft serves as a second living room or office space, accompanied by a private bedroom and en suite bath which is ideal for guests or a quiet work-from-home setup.  The home is packed with modern conveniences such as a central vacuum system and a tankless water heater for endless hot water. For outdoor enjoyment, you can relax on the charming front porch and the backyard offers many possibilities to personalize your own outdoor oasis. The property also includes a two-car attached garage.  Life in Baylis Estates is designed for relaxation, as the monthly HOA fee covers lawn maintenance and irrigation. This gives you more time to enjoy the community’s premium amenities, including the clubhouse, outdoor pool and bocce courts located just around the corner. The neighborhood is characterized by its wooded surroundings, scenic ponds, and quiet cul-de-sacs.  Whether you are seeking a year-round residence or a vacation getaway, you are perfectly positioned to enjoy the best of Southern Delaware. You are only five miles from Paradise Grill and local boat ramps, and less than 30 minutes from the famous boardwalks of Rehoboth Beach and Lewes. With tax-free outlet shopping and the local dining of Long Neck just minutes away, 29232 Kathleen Drive is more than just a house—it is your gateway to the Delaware coast.

29232 Kathleen Dr, Millsboro

Listing courtesy of Keller Williams Realty. Contact: (302) 856-1458

$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

$327,500

4 Beds ⋅ 2 Baths

“WHERE VALUE MEETS LIFESTYLE — A BELOW MARKET HOME IN A WATERFRONT COMMUNITY” offers affordable coastal living and lifestyle!..... A hidden coastal gem tucked away in this small intimate "water-privileged community" without the typical beachfront price tag. "Beyond this spacious .34 acre property, the community amenities truly set this home apart. Enjoy the unique advantages of water access for kayaking and a private pier with boat slips, offering that perfect blend of relaxation and recreation just steps from your door and just minutes to the beach. Inside, this 4- bedroom, 2- bath home features a bright and versatile family/sunroom that opens to a large dining area—perfect for gatherings and entertaining. The kitchen includes solid oak cabinetry, Corian countertops, multiple prep stations, and a gas cooktop that can easily convert to electric. Enjoy a blend of hardwood flooring, ceramic tile, and brand new carpeting throughout. Recent updates include A new state of the art HVAC system provides comfort and efficiency year round. The expansive backyard and deck offer endless potential for creating your own outdoor oasis—perfect for BBQs, a firepit, even a hot-tub with gardens creating an outdoor living retreat. There is ample space to easily accommodate a boat, jet skis, or RV. This home is more than just a house—it’s a gateway to the serene waterfront lifestyle, exceptional Value and Coastal Living

24349 Canal Dr, Millsboro

Listing courtesy of RE/MAX Associates. Contact: 3026450800

$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

$675,900

4 Beds ⋅ 4 Baths

The Cassidy (To Be Built) is a ranch-style home starting at 2,528 sq. ft. with 4 bedrooms, 3.5 baths, and an unfinished bonus over the garage. The open-concept layout features a spacious kitchen with walk-in pantry open to the great room and dining area. Personalize with options for additional bedrooms, baths, and outdoor living. 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.

27330 James Armistead Ln, Millsboro

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$135,000

4 Beds ⋅ 2 Baths

Step inside a beautifully designed 4-bedroom, 2-bath manufactured home in the sought-after Rehoboth Shores MHP community, where coastal living meets everyday comfort and convenience. From the moment you enter, you’re welcomed into a bright, open living space filled with natural light—creating an airy, inviting atmosphere perfect for both relaxing evenings and entertaining guests. The seamless flow leads you into a well-appointed kitchen featuring ample cabinetry, functional workspace, and a skylight that bathes the heart of the home in warm, natural sunshine. Just beyond, the dining area offers the perfect setting for family meals and gatherings, with easy access to a cozy sunroom—ideal for morning coffee, quiet reading, or enjoying the coastal breeze year-round. The thoughtful split floor plan provides privacy and comfort, with the primary suite serving as a true retreat. It features a spacious walk-in closet and a private ensuite bath designed for convenience and relaxation. Three additional bedrooms offer flexibility for guests, home office space, or hobbies, ensuring there’s room for every lifestyle need. Living in Rehoboth Shores means more than just a home—it’s a lifestyle. Residents enjoy a vibrant waterfront community with amenities that include a private beach, marina with boat docks, swimming pool, clubhouse, and recreational spaces perfect for social gatherings and outdoor enjoyment. The area is known for its coastal charm, fishing and boating opportunities, and close proximity to Rehoboth Bay and the Atlantic beaches, while still offering easy access to shopping, dining, and everyday essentials in nearby Millsboro. Whether you’re looking for a full-time residence or a peaceful coastal escape, this home delivers space, light, and lifestyle in one of the area’s most desirable waterfront communities.

26270 Crows Nest Ct W Unit #49078, Millsboro

Listing courtesy of The Parker Group. Contact: 3022176692

$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

$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

$459,500

4 Beds ⋅ 3 Baths

Welcome to Plantation Lakes Golf & Country Club—where luxury living meets resort-style amenities. LOW HOA FEE: $160.00 PER MONTH Situated within this premier community featuring an Arthur Hills Championship Golf Course, residents enjoy an exceptional lifestyle complete with a stunning clubhouse, on-site grille and bar, multiple swimming pools, tennis courts, fitness centers, basketball courts, and scenic walking trails This beautifully appointed coastal home is offered partially furnished and boasts over 2,600 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms and 3 full bathrooms. A full unfinished basement provides endless potential—perfect for creating additional living space, a home theater, or fitness area. A charming covered brick front porch welcomes you into the main level, where rich hardwood flooring flows throughout. The open-concept layout includes a formal dining area and a gourmet kitchen complete with 42” maple cabinetry, stainless steel appliances, a center island, and a separate breakfast area overlooking a peaceful backyard and pond setting. The inviting living room, centered around a cozy gas fireplace, offers the perfect space to relax or entertain. The first-floor primary suite is a private retreat, featuring a full en-suite bath and walk-in closet. An additional main-level guest bedroom and full bathroom provide flexibility for visitors or a home office. Upstairs, you’ll find two generously sized bedrooms connected by a full bath, along with abundant storage options—including easy-access closets ideal for seasonal and holiday items. Additional highlights include a 2-car garage w/ private rear entry leading into a convenient mudroom with washer and dryer. Ideally located just 30 minutes from Delaware’s beautiful beaches, as well as premier outlet shopping and top-tier dining, this home offers the perfect blend of coastal convenience and resort-style living. Sellers are motivated.

24823 Magnolia Cir, Millsboro

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

$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

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