Bayside Homes for Sale

Bayside Homes for Sale

Welcome to Bayside, a picturesque subdivision nestled in the heart of the United States, where tranquility meets modern living. This charming community is renowned for its scenic views, friendly atmosphere, and a lifestyle that perfectly balances relaxation and convenience. Whether you’re a first-time homebuyer, looking to downsize, or seeking a family-friendly neighborhood, Bayside offers a diverse selection of homes for sale that cater to every need and taste.

Bayside is characterized by its beautifully landscaped streets, where you’ll find a variety of architectural styles, from cozy cottages to spacious family homes. Each property is designed with comfort and functionality in mind, featuring open floor plans, modern amenities, and outdoor spaces perfect for entertaining or enjoying a quiet evening under the stars. Many homes boast stunning waterfront views, providing a serene backdrop for your daily life.

In addition to its beautiful residences, Bayside is conveniently located near shopping centers, parks, and schools, making it an ideal place for families and professionals alike. The community fosters a sense of belonging, with numerous events and activities that encourage neighbors to connect and engage.

If you’re ready to discover your dream home in Bayside, now is the perfect time to explore the homes for sale. With a variety of options available, you’re sure to find the perfect fit for your lifestyle. Come experience the charm of Bayside, where your new chapter awaits!

Newest Bayside Homes for Sale

$850,000
5 Beds ⋅ 3 Baths ⋅ DESU2114864 MLS
Welcome to 36533 Wild Rose Circle, a fully furnished, stunning single-family home in the sought-after premier community of Bayside. Boasting 2,521 square feet of meticulously designed living space, this large coastal property features five bedrooms and three full bathrooms. As you step into the foyer, you are immediately greeted by rich, gorgeous hardwood floors that flow seamlessly throughout the first-floor open-concept area. To the right of the front door, you will find two generously sized bedrooms with newer carpeting, flanking a completely renovated full bathroom (2026). To the left of the foyer sits a versatile room currently utilized as a home office, which can easily serve as a 5th bedroom to suit your needs. The heart of the home opens into an eye-catching living room, anchored by an elegant architectural shiplap feature across two walls, beautiful window treatments, and classic crown molding. This space transitions effortlessly into the large gourmet kitchen, which is perfectly laid out with a generous breakfast bar, a pantry, and high-end stainless-steel appliances - including a double wall oven (one convection) and a newer dishwasher and refrigerator. There is additional counter & cabinet space that’s ideal for a bar or buffet area. Adjacent to the kitchen, the elegant dining room opens directly onto a massive deck equipped with a motorized awning. This outdoor haven provides the perfect setting for entertaining guests, dining al fresco, stargazing, or enjoying a quiet morning with a book. Conveniently located off the kitchen is the entrance to the two-car garage, a dedicated laundry room equipped with a brand-new washer and dryer (2026), and the private owner's suite. This spacious main-level sanctuary includes a relaxing sitting area, brand-new carpet (2026), 2 walk-in closets and a luxuriously renovated shower alongside a dual vanity. Upstairs, a grand staircase leads to a tremendous bonus flex bedroom and a luxurious full bathroom. This massive upper-level room offers endless possibilities and can easily be transformed into a playroom, exercise studio, or media lounge. Priced to sell, this home is the ultimate dreamy coastal oasis, whether you are looking for a lucrative rental investment or your own personal paradise. Nestled in a great spot in the popular Commons section, this property is a short walk to 1 of the pools & a couple parks. Beyond the front door, the Bayside community offers an unparalleled resort lifestyle just minutes from the pristine beaches of Fenwick Island and Ocean City. The neighborhood sets itself apart with life-enrichment classes and the famous Freeman Arts Pavilion, which hosts local, regional, and world-renowned performers on a newly redesigned outdoor stage. Residents enjoy world-class amenities including a Jack Nicklaus Signature golf course, multiple outdoor pools, a heated indoor pool, tennis & pickleball, playground, basketball court, and a state-of-the-art fitness center. The community also features kayaking, SUP, fishing, a dog park, poolside bars, 2 bar & grill restaurants, beach shuttle, 24/7 security and more. Remember, Life is Not a Dress Rehearsal - own at the beach! Don’t miss your chance to own this gorgeous home. Take your first step toward making 36533 Wild Rose Circle yours and schedule your private viewing today. Remember, Life is Not a Dress Rehearsal—Own at the Beach!

36533 Wild Rose Cir, Selbyville

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$1,679,000
4 Beds ⋅ 4 Baths ⋅ DESU2115740 MLS
Welcome to the elegant yet refreshingly relaxed coastal lifestyle at Bayside Resort Golf Club, proudly recognized as Delaware’s #1 community and the state’s #1 Golf Course. Built by Schell Brothers, one of Delaware’s premier luxury homebuilders, this exceptional Kingfisher model seamlessly blends timeless design, outstanding craftsmanship, and modern functionality. Perfectly positioned on a premium homesite overlooking the award-winning Jack Nicklaus Signature Golf Course, this spectacular residence enjoys sweeping views of the 14th fairway and breathtaking sunsets. One of this home's unique features is its proximity to a large open common area, which is a perfect setting for tossing a football or playing other lawn games. Offering approximately 3,975 square feet of thoughtfully designed living space, this classic contemporary home is one of the most sought-after floor plans. Designed for effortless first-floor living while providing abundant space for family and guests, the home features four generously sized bedrooms, including two luxurious owner’s suites, 3.5 baths, a dramatic great room with soaring cathedral ceilings, a gas fireplace with heat blower and fully custom-made mantel, sun-filled four-season room, bonus room with a charming bay-window bump-out, and an expansive loft ideal for additional living. Two-foot extensions in the kitchen, great room, and dining area further enhance the home’s spacious, open-concept design. At the heart of the home is a beautifully updated gourmet kitchen featuring a large quartz center island, premium Wolf gas cooktop, abundant cabinetry, and designer lighting. The impressive list of upgrades continues with hardwood flooring; five professionally designed custom closets—including two walk-in closets, a custom pantry, a guest closet, and a storage closet; and a beautifully appointed laundry room featuring custom cabinetry and a granite countertop. The first-floor powder room has also been tastefully upgraded with a new vanity, faucets, and toilet, and can be easily converted into a full bath. Custom plantation shutters throughout the home provide timeless elegance and privacy. Outdoor living is equally exceptional, featuring attractive stone paver walkways, an expanded driveway with additional parking, professionally buried downspouts for optimal drainage, and an oversized garage (with a 4-ft extension) complete with durable polymer tile flooring and a custom-built overhead storage loft. Beyond the home itself, you’ll enjoy an unparalleled resort lifestyle just 4 miles from the DE beaches. Bayside offers an extraordinary collection of world-class amenities, including a state-of-the-art Health & Aquatic Center with a heated, five-lane indoor pool and expansive fitness center; tennis, pickleball, bocce, and basketball courts; 4 luxurious outdoor pools, including a splash zone and a waterfall hot tub; scenic walking and biking trails; beach shuttle; and a kayak launch for exploring the area’s beautiful coastal waterways. Just a short walk or bike ride from this home is Bayside’s spectacular clubhouse, featuring Signatures Restaurant, a full-service golf shop, practice facilities, and a vibrant calendar of social events year-round. Also within walking distance is Bayside’s beloved waterfront destination, The Point, home to the popular 38 Degrees restaurant, where you can enjoy waterfront dining and panoramic views of Assawoman Bay and the Ocean City skyline. For music and performing arts enthusiasts, the nationally acclaimed Freeman Arts Pavilion presents concerts, theater, comedy, and cultural performances under the stars throughout the season, adding yet another exceptional amenity to this remarkable community. Combining luxury, thoughtful upgrades, breathtaking golf course views, and an unmatched coastal resort lifestyle, this exceptional residence offers a rare opportunity to experience the very best of Bayside.

30561 North Magnolia Crossing, Selbyville

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$1,550,000
4 Beds ⋅ 3 Baths ⋅ DESU2115434 MLS
Welcome to this exceptional Schell Brothers Kingfisher model, featuring a highly desirable three-car garage and an impressive collection of premium upgrades. Perfectly positioned along the 8th hole of the Bayside Golf Course, this beautifully appointed home offers breathtaking golf course views and spectacular sunsets. Designed with both everyday comfort and elegant entertaining in mind, the spacious open-concept floor plan creates an inviting atmosphere throughout. The first-floor owner's suite serves as a private retreat, complete with generous walk-in closets featuring custom built-in shelving. Upon entering the home, you'll find a private office/den with French doors, ideal for working from home or enjoying a quiet retreat. Conveniently located nearby is a full bathroom with a walk-in shower, offering added flexibility for guests. The main living area showcases quality craftsmanship and thoughtful upgrades, including plantation shutters, custom Hunter Douglas blinds and draperies, crown molding throughout, four ceiling fans, and a custom propane fireplace that serves as a stunning focal point. The second-floor features three spacious bedrooms, a full bathroom, and a large adjacent storage room that provides exceptional space for seasonal storage. A comfortable sitting area overlooking the upper level offers the perfect place to relax with a book or unwind at the end of the day. The outdoor living spaces are equally impressive. Enjoy a beautifully designed stone patio complete with a built-in grill and fire pit—ideal for entertaining family and friends. A spacious screened porch provides the perfect setting for relaxing while taking in the peaceful golf course views. An outdoor shower, conveniently located alongside the home, is perfect after a day at the beach or on the golf course. Additional features include a recently painted and freshly caulked exterior, enhancing both the home's beauty and long-term maintenance. A new whole-house Kohler generator provides reliable backup power and peace of mind in any season. Most of the furnishings may be included with the purchase, allowing for a truly turnkey opportunity. Artwork is excluded from the sale, and a list of furniture items that do not convey will be provided. This meticulously maintained home combines timeless elegance, exceptional craftsmanship, and outstanding indoor and outdoor living spaces in one of Bayside's most desirable golf course locations. This is a rare opportunity to enjoy luxury coastal living at its finest.

28949 Cordgrass Cir, Selbyville

Listing courtesy of Taylor Properties. Contact:

$799,900
4 Beds ⋅ 3 Baths ⋅ DESU2113314 MLS
Welcome to Bayside living at its finest in Bayside Resort Golf Club! This beautifully updated 4-bedroom, 2 1/2-bath home offers the perfect blend of comfort and coastal charm. Freshly painted throughout and featuring brand-new flooring, this home feels bright, clean, and completely move-in ready. The spacious layout offers plenty of room for family and guests, with generously sized bedrooms and inviting living spaces ideal for entertaining or unwinding after a day at the beach or on the course. Life in Bayside means enjoying a premier coastal lifestyle. Residents have access to exceptional amenities, including multiple indoor and outdoor swimming pools, a fully equipped fitness center, tennis and pickleball courts, scenic walking trails, and a dog park. A convenient shuttle makes beach days at Fenwick Island State Park effortless. Community dining options include Signatures at Bayside and 38 Degrees, and residents enjoy live performances and events at the renowned Freeman Arts Pavilion. Everyday conveniences are just moments away — grocery shopping, pharmacy services, plus nearby restaurants, ice cream, and banking. The beaches of Fenwick Island and Ocean City are only minutes from your door. Whether you're searching for a primary residence, vacation retreat, or investment opportunity, this home offers the complete Bayside lifestyle. Schedule your private showing today!

31534 Winterberry Pkwy, Selbyville

Listing courtesy of Weichert, Realtors - Beach Bound. Contact: 3025673056
$1,100,000
5 Beds ⋅ 4 Baths ⋅ MDWO2037610 MLS
Welcome to this beautifully designed, nearly new home in the highly sought-after Bayside community in Berlin. Built in 2023, this stunning coastal retreat showcases modern finishes, thoughtful design, and a seamless blend of comfort and style. Step inside to a bright, free-flowing floor plan featuring an open living and dining space—perfect for entertaining or everyday living. The heart of the home is the spacious gourmet kitchen, complete with quartz countertops, a large center island, stylish backsplash, gas stove, and pot filler—designed to impress both chefs and guests alike. Upstairs, unwind in the expansive primary suite, highlighted by a tray ceiling, a large walk-in closet, and a luxurious en-suite bathroom with dual vanities, tiled flooring, and a beautifully tiled glass-enclosed shower. A large upper-level balcony offers the perfect place to relax and take in the peaceful surroundings. Enjoy outdoor living with a generously sized backyard and serene water access with picturesque water views—ideal for quiet mornings or evening gatherings. Ideally located just minutes from Assateague Island, as well as the beaches and iconic Ocean City Boardwalk, this home places you close to the very best of the Eastern Shore. You’re also a short drive to downtown Berlin and the popular dining, shopping, and entertainment options in West Ocean City. Residents of Bayside enjoy an impressive array of resort-style amenities, including indoor and outdoor pools, a fitness center, tennis courts, and more—offering a true vacation lifestyle year-round. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in ready home delivers the perfect combination of location, luxury, and coastal living.

12395 Hidden Bay Dr, Berlin

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$629,000
4 Beds ⋅ 5 Baths ⋅ MDWO2037510 MLS
Located on a desirable corner lot in the sought-after Bayside community of Ocean City, this spacious 3,200 sq ft home offers the perfect blend of comfort and coastal convenience—just minutes from the beach, boardwalk, Historic Berlin, golf courses, and Assateague Island. The home features 9-foot ceilings, a first-floor bedroom and full bath, and a bright living room, hardwood floors, and a gas fireplace. The open layout flows into a generously sized kitchen with ample cabinetry, counter seating, and a dining area. A finished third-floor bonus room with a full bath provides flexible space for a second living area or guest suite. Bayside offers resort-style amenities including a crabbing pier, kayak launch, tennis courts, playground, clubhouse, indoor and outdoor pools, fitness center, and billiards room—making this an ideal coastal retreat or full-time residence.

12201 Ocean Vista Dr, Berlin

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$1,160,000
4 Beds ⋅ 4 Baths ⋅ DESU2108214 MLS
Welcome to 22072 Seaport Square, a beautifully appointed Schell Jasmine model in the highly sought-after Bayside community! This stunning 4-bedroom, 3.5-bath home offers the perfect blend of luxury, comfort, and coastal charm. Step inside to an open-concept floor plan filled with natural light and upscale finishes throughout. The gourmet kitchen is a chef’s dream, featuring stainless steel appliances, a gas cooktop, granite countertops, glass tile backsplash, pantry, and a spacious two-tier island—perfect for entertaining family and friends.The main-level primary suite is a private retreat with elegant tray ceilings, dual walk-in closets, and a spa-inspired bath complete with a tiled shower, frameless glass door, bench seating, double vanity, and refined finishes. Additional highlights include a vaulted sunroom, powder room, laundry room, and a dramatic great room with soaring ceilings and a striking switchback staircase. Upstairs, you’ll find a versatile loft, two spacious guest bedrooms with a shared bath, plus a private en-suite bedroom—ideal for guests or multigenerational living. Located in the amenity-rich Bayside community and just minutes from Fenwick Island, Bethany Beach, and Ocean City beaches, this exceptional home is perfect as a primary residence, vacation getaway, or investment opportunity. 🏡 Now offered at a newly refined price—don’t miss your chance to own in one of the area’s premier coastal communities!

22072 Seaport Sq, Selbyville

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767
$899,000
6 Beds ⋅ 5 Baths ⋅ DESU2098756 MLS
Beautifully decorated large six bedroom, five bath home now available in the community of Bayside. This home has three bedrooms on the first floor with their own on-suite. The first floor also has a large living room plus a large sunroom. There is a screened in porch for those outdoor times or summer meals we all remember. The kitchen and separate dining can accommodate large gatherings of your friends and family as well. Don't forget there is bar top seating available. Upstairs there are three more bedrooms and two baths as well as a loft and a large second floor deck. But wait, if you forget to pack something for your visit there is a shopping center as you enter Bayside. If eating at home is not your thing, well Bayside gives you two great options. Signatures Restaurant overlooking the Jack Nicklaus designed golf course or 38 Degrees Grill with a view of the Assawoman Bay and Ocean City MD skyline. Bayside has all you need for great resort living with golf, fitness center, pools, walking trails, and kayaks for your use and enjoyment. Bayside also offers a beach shuttle service daily during the summer season. Another wonderful feature at Bayside is the Freeman Pavilion and Stage. You can enjoy some of the top acts from all over the world in your own community. So, sit back, relax with your family and friends for some great summer evenings. This home is approximately 5 miles from Delaware coastal beaches with close proximity to both the Rehoboth DE and Ocean City MD boardwalks and night life. Well maybe you are looking for a property for rental opportunities this is the one. It has a track record of solid rentals for the last several years with 2025 generated so far over $37,900.00 in income. There are so weeks still scheduled before the end of the year.

11655 Resort Dr, Selbyville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (302) 539-9040
$1,750,000
4 Beds ⋅ 2 Baths ⋅ MDSM2021304 MLS
Welcome to Bayside Road. Residents of Leonardtown believe this is THE place to live. This is a beautiful, well-maintained waterfront farm that is located a few minutes from historic Downtown Leonardtown. When you enter the property gates, you will see the most beautiful canopy of trees leading you through the whole farm. The Charming Cape Cod house is situated on 48.9 acres of gorgeous land. The house is well-kept with 4 Bedrooms and 2 Baths; a place-to-relax front porch; the master bedroom and the laundry room (washer and dryer included) are on the entry level. Also, a foundation for a 3,000+ square-foot house has been started near the water and has the electric meter installed. A pier on the farm is on the protected Cecil Creek where boaters and non-boaters can enjoy the tranquility and hours of fishing, crabbing, and just enjoying life. If it's hunting you want, many deer, turkeys, ducks and other waterfowls have been sighted on this sportsman's paradise. A 24-Hour Appointment Notice is necessary for all showings. To show/view the house, call the Listing Agent who will schedule an appointment for/with you.

Bayside Rd, Leonardtown

Listing courtesy of Haley Family Realty. Contact:

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the South Jersey Shore Regional Multiple Listing Service. Real Estate listings held by brokerage firms other than Jack And Jill Team eXp Realty LLC are marked with the Broker Reciprocity logo (a little black house) and detailed information about them includes the name of the listing brokers.

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