Bayside Real Estate

Bayside Real Estate

Welcome to Bayside, a picturesque subdivision that embodies the perfect blend of tranquility and modern living. Nestled in the heart of the United States, Bayside is a hidden gem that offers residents a serene environment while being conveniently close to vibrant urban amenities.

As you step into Bayside, you’ll be greeted by lush landscapes, tree-lined streets, and beautifully designed homes that reflect a variety of architectural styles. Whether you’re seeking a charming single-family home or a contemporary townhouse, Bayside has something to suit every taste and lifestyle. The community prides itself on its friendly atmosphere, where neighbors become friends and families thrive together.

One of the standout features of Bayside is its commitment to outdoor living. Residents can enjoy access to well-maintained parks, walking trails, and recreational facilities that make it easy to embrace an active lifestyle. Imagine weekend picnics by the lake, evening strolls under the stars, and children playing in safe, open spaces.

In addition to its natural beauty, Bayside is strategically located near shopping centers, dining options, and top-rated schools, making it an ideal place for families. With easy access to major highways, commuting to nearby cities is a breeze, allowing you to enjoy the best of both worlds—peaceful suburban life and the excitement of urban adventures.

Discover the charm of Bayside, where community spirit meets convenience, and make it your next home sweet home!

Newest Listings in Bayside

$595,000
6 Beds ⋅ 7 Baths
Professional Photos Coming Soon - PANORAMIC CHESTER RIVER VIEWS! This fabulous END-UNIT townhome in Kent Island’s sought-after Bayside community offers a special WATERFRONT SETTING with sweeping views of the Chester River as it flows into the Chesapeake Bay. With approximately 2,100 square feet, an abundance of natural light, and water views from so many rooms, this home is all about enjoying the Eastern Shore lifestyle! Beautiful hardwood floors flow throughout the main level, where the kitchen, dining room and family room all take advantage of the spectacular water views. The modern kitchen opens to the living areas, while built-in bookcases and a gas fireplace add character and function to the family room. Step outside to one of two waterside decks and enjoy the ever-changing river views, passing boats and beautiful scenery. Upstairs, wake up each morning to endless WATER VIEWS from the Primary Suite, then step directly onto your private waterside deck with your morning coffee. Bedrooms feature the privacy and convenience of ensuite baths. A large upper-level Bonus Room with its own full bath provides wonderful flexibility—create a 3rd bedroom, spacious home office, a guest suite, den or whatever best fits your lifestyle. The views are even better from up here! Freshly painted and truly MOVE-IN READY, this light-filled end unit offers the combination everyone is looking for—beautiful interiors, flexible living space, two waterside decks and an exceptional location overlooking the Chester River. Bayside offers wonderful community amenities, including a swimming pool, party room, fitness center, tennis/pickleball courts and volleyball. The 38+ mile Cross Island Trail is just around the corner for walking, jogging and biking. You’re also conveniently located near restaurants, grocery shopping, outlet shopping and golf courses. Love boating? The marina bordering the community offers boat slips that may be available for rent or purchase, making it easy to enjoy everything the Chesapeake Bay and Eastern Shore have to offer. Come experience the Kent Island waterfront lifestyle—beautiful views, boating, recreation and convenience, all right outside your door!

1010 Auckland Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: 8003833535
$750,000
3 Beds ⋅ 3 Baths
Welcome to 36375 Sea Grass Way, a beautifully appointed end-unit townhome in the highly desirable bayfront amenity rich Jack Nicklaus golf course community- Bayside. With 3 bedrooms, 2.5 baths, a first-floor primary suite, attached garage, and tranquil pond views, this coastal retreat offers the ideal combination of comfort, space, and low-maintenance living. Step inside to a light-filled, open-concept floor plan featuring hardwood flooring, crown molding, recessed lighting, and an easy flow between the kitchen, dining, and living areas. The gourmet kitchen is designed for both everyday living and entertaining with quartz countertops, a generous center island, breakfast bar, pantry, stainless steel appliances, cooktop, and wall oven. The spacious main-level primary suite offers a walk-in closet and private bath, allowing for convenient one-level living. A sitting area, powder room, and main-floor laundry complete the first level. Just beyond the living space, the screened porch and hardscape patio provides a peaceful place to relax, dine outdoors, and enjoy the surrounding pond and water views. Upstairs, guests will appreciate two generously sized bedrooms with walk-in closets, a full bath, and a spacious family room that provides flexible additional living space. A storage room adds even more functionality to the home. The property is being offered partially furnished, making the transition to coastal living easier. Located within Bayside, residents enjoy access to an exceptional collection of amenities including indoor and outdoor pools, fitness facilities, tennis and pickleball courts, playground, dog park, walking and jogging paths, clubhouse facilities, community dock and pier, beach access, restaurants, The Freeman Arts Pavilion, and golf with membership opportunities available. Whether you are searching for a primary residence or coastal getaway, 36375 Sea Grass Way offers an opportunity to enjoy the sought-after Bayside lifestyle just minutes from the beaches, dining, shopping, and attractions of the Delaware and Maryland coast.

36375 Sea Grass Way, Selbyville

Listing courtesy of Northrop Realty. Contact: (302) 539-2900
$485,000
4 Beds ⋅ 4 Baths
LIKE-NEW LUXURY with 4 BEDROOMS plus 2-CAR GARAGE and RESORT-STYLE AMENITIES nested in The Landings at Bayside! Built in 2024 and still under the builder’s warranty, this stunning end-unit townhouse offers over 2,700 sq. ft. of beautifully finished living space with privacy and functionality on every level. The owners expanded the original floor plan by adding valuable space off the kitchen and primary bedroom plus a ground-floor bonus room and large storage space. Upgraded with beautiful wide Luxury Vinyl Plank Flooring, Recessed Lighting and Craftsman Architectural Doors plus Custom Window Treatments throughout. Enjoy the Open Coastal Living Space centered around the Beautifully Upgraded Kitchen with quartz countertops, stainless steel appliances, subway tile backsplash, pendant lighting, and an oversized kitchen island, perfect for everyday living and entertaining. The third level provides a spacious primary suite filled with natural light featuring a walk-in closet and luxurious en-suite bath with dual vanity, tiled walk-in shower, and separate soaking tub. A split-bedroom floor plan provides privacy for your 2 extra guest bedrooms. The fourth level offers exceptional flexibility with a fourth bedroom and bonus living space, full bath, and a huge private balcony—perfect for relaxing and enjoying the peaceful surroundings. Enjoy this fabulous home in The Landings at Bayside, ideally located just minutes from Assateague Island and the booming West OC Area, with access to Premiere Dining, Shopping and Resort Living. The Bayside Community offers Exceptional Amenities: indoor and outdoor pools, play areas, fitness center, tennis courts, kayak launch/pier, and crabbing pier, and club house plus lawn care and landscaping included for easy, low-maintenance coastal living.

8663 Bat Creek Loop Ln Unit #3, Berlin

Listing courtesy of Mary McCracken Realty, Inc. Contact: 4107231895
$839,900
4 Beds ⋅ 3 Baths
Welcome to Bayside! Tucked away on the secluded street of Coneflower, this 3-bedroom, 3-bath home offers a flexible floor plan designed for easy coastal living. The open-concept main level features a spacious living area with fireplace, a first-floor owner’s suite, and a separate study that can easily serve as a home office, den, or optional fourth bedroom. Upstairs, you’ll find additional bedrooms and a versatile loft, perfect for guests or a second living space. A screened porch provides the ideal spot to relax and enjoy the coastal lifestyle, while on-street parking adds extra convenience. Enjoy all that Bayside has to offer, multiple outdoor pools including indoor pool, the award-winning Freeman Arts Pavilion, clubhouse with restaurant, Jack Nicklaus Signature Golf Course, state-of-the-art fitness facilities, walking and biking trails, and so much more—all just minutes from the beaches of Fenwick Island and Ocean City.

36496 Coneflower Cir, Selbyville

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$2,200,000
7 Beds ⋅ 5 Baths
OPEN HOUSES Thursday, Friday & Saturday. Elevated Coastal Luxury in Bayside Fenwick. Presenting 30515 N Magnolia Crossing, an exceptional fully furnished coastal residence in the premier resort community of Bayside Fenwick. Beautifully maintained and thoughtfully refreshed for sale, this home offers an exceptional combination of style, condition, and investment potential. Recent updates include fresh interior and exterior paint, new hardwood stairs, and luxury vinyl plank flooring throughout the first level and second-level bedrooms, replacing the previous carpeting and creating a fresh, cohesive look throughout. The property also boasts a strong history as a successful rental investment, generating approximately $100,000 in annual rental income. Whether envisioned as a primary residence, coastal retreat, second home, or income-producing investment, this property offers tremendous versatility. Meticulously cared for over the years and presented in truly turn-key condition, it is ready to be enjoyed from day one. Perched on Magnolia Crossing in a spectacular setting overlooking the 14th hole of Bayside’s prestigious Jack Nicklaus Signature Golf Course, this impressive residence captures picturesque golf course vistas complemented by beautiful water views toward the Assawoman Bay. Recently transformed with a complete exterior repaint, the home makes a striking first impression, unveiling a fresh new identity befitting its extraordinary surroundings. Built by Schell Brothers, the sought-after Avalon floor plan unfolds across three expansive levels, offering nearly 5,500 square feet of sophisticated coastal living with 7 bedrooms, 4.5 baths, and a private elevator connecting every level. Designed for gathering on a grand scale, the main living level brings together a spacious gourmet kitchen, dining room, impressive great room, and guest accommodations, while the upper level is home to the private primary suite and additional bedrooms. The lower level extends the possibilities with a generous recreation room, additional guest quarters, custom mudroom storage, and an oversized garage ready to accommodate everything from golf clubs and bicycles to beach gear. And then there is Bayside itself, a destination unlike any other. Championship golf, indoor and outdoor pools, fitness centers, tennis and pickleball, walking and biking trails, kayaking and fishing, waterfront dining, the Freeman Arts Pavilion, beach shuttle service, and an extraordinary collection of resort-style amenities create a lifestyle where every day can feel like a vacation. This is only the beginning. When 30515 N Magnolia Crossing officially debuts, discover a residence where refined coastal style, luxurious finishes, exceptional spaces, and an enviable golf-and-bay setting come together in one remarkable Bayside address. Some images on the tour have been virtually staged or enhanced.

30515 N Magnolia Xing, Selbyville

Listing courtesy of Northrop Realty. Contact: (302) 539-2900
$1,825,000
5 Beds ⋅ 5 Baths
Welcome to 27017 Bay Bluff Rd - one of the most exceptional Kingfisher homes in the award-winning Bayside community. Built by Schell Brothers and perfectly positioned on a premium corner lot, this beautifully appointed 5-bedroom, 5 full bath residence has been extensively upgraded and thoughtfully customized to create a truly one-of-a-kind coastal retreat. The main level showcases wide plank hardwood flooring, custom wainscoting, designer lighting, and sophisticated finishes throughout. At the heart of the home is the gourmet kitchen, enhanced with Schell Brothers’ coveted Professional Kitchen Package. Additional Highlights include upgraded appliances, a large freestanding center island, statement range hood, elegant cabinetry with upgraded hardware, and a striking marble backsplash. The kitchen flows effortlessly into the family room and dining area, creating an inviting setting for both everyday living and entertaining. Also on the main level is the luxurious primary suite with a beautifully appointed en suite bath, along with an additional bedroom and full bath—ideal for guests or multigenerational living. Upstairs, a spacious loft offers flexible living space and is complemented by three additional bedrooms and three full bathrooms. All five bathrooms have been elevated with imported Italian marble and high-end finishes, including select Restoration Hardware lighting, vanity, and cabinetry. Outdoor living is equally impressive. Relax or entertain on the enhanced covered porch and expansive travertine paver patio while enjoying the peaceful surroundings. High end luxury custom window shades and plantation shutters from Design Window and a two-car garage complete this remarkable home. Just two blocks from a members only pool, The Point, and the 38° bay front bar and restaurant, this sought-after location places the best of Bayside within easy reach. Residents enjoy award-winning amenities including the Jack Nicklaus Signature Golf Course, resort-style pools, fitness center, tennis, pickleball and basketball courts, nature trails, kayaking, a beach shuttle, and seasonal concerts and performances at the Freeman Arts Concert Pavilion. With its premium setting, beautiful views, exceptional upgrades, and unbeatable location, this is more than a home—it is the Bayside lifestyle at its finest. Schedule your tour today!

27017 Bay Bluff Rd, Selbyville

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$1,195,000
4 Beds ⋅ 4 Baths
Located in the private quite Harbor Crest neighborhood of the Bayside Resort & Golf community. This natural light filled 4BR/3.5BA Beazer built Fenwick model townhouse is a must see! Over 3,600 square feet of 4-level living space, tons of parking, recessed lights throughout, hardwood floors, decks and a screened porch with amazing views. A large open floor plan with sitting areas for entertainment, massive eat-in island kitchen with SS Whirlpool appliances, crown molding, with views in every direction of Jack Nicklaus Bayside golf course, the Ocean City skyline and Assawoman Bay. The Bayside community has a premium amenity package! Here are just some: 6 outdoor pools, an indoor pool, sauna, jacuzzis, a state-of-the-art fitness center, tennis & pickleball courts, on-site security, a dog park, bocce ball, fishing, kayak and stand-up paddleboard launches, two community bar and grilles, and the world-class Jack Nicklaus Signature Golf Course. Bayside also features the new Freeman Arts Pavilion, which hosts local, regional & national, chart-topping musical acts & live performances right in your backyard.

22051 Crestview Dr, Selbyville

Listing courtesy of RE/MAX Town Center. Contact: 3015402232
$935,000
5 Beds ⋅ 4 Baths
Surrounded by mature woods and overlooking a tranquil pond with a fountain, this exceptional original Freeman-built home offers a rare combination of privacy, space, and sophisticated coastal living. Featuring five bedrooms, three full baths & a half bath, the thoughtfully designed floor plan includes two private bedroom suites, with one conveniently located on each level. From the moment you arrive, the home makes a statement with its expansive front porch, while multiple covered outdoor living spaces invite you to enjoy the beautiful setting. Relax on the paver patio overlooking the woods and fountain-fed pond, unwind in the screened-in rear porch, or enjoy the additional screened-in side porch that opens to another patio. With several inviting outdoor spaces, there is no shortage of places to entertain, dine, or simply take in the peaceful surroundings. Inside, the heart of the home is truly the kitchen, where soaring two-story ceilings create a dramatic sense of scale. Two stories of windows fill the space with natural light, while an open lofted hallway above adds architectural interest and connects the two levels. The spacious kitchen features an oversized island, granite countertops, stainless steel appliances complete with a Viking range hood & plenty of room for casual dining. For more formal occasions, a separate dining room provides an elegant setting for entertaining. Just off the kitchen, a dedicated wine cellar and abundant storage add both character and functionality, while the screened-in porch makes it easy to take meals and gatherings outdoors. The main level also features a welcoming living room with a gas fireplace and gorgeous built-ins, along with an additional family or sitting room offering flexible space for a playroom, home office, media room, or additional gathering space. A large laundry room and half bath add everyday convenience. The main-level primary suite is a private retreat, featuring a generous walk-in closet and a spacious bath with double vanities, a soaking tub, and a walk-in shower. Direct access from the suite to the screened-in rear porch and patio creates an effortless connection to the outdoors. Upstairs, the open lofted hallway welcomes you with beautiful views down into the dramatic two-story kitchen and living spaces below. Three additional bedrooms, an office, and a full bath complete the second level, including a spacious bedroom suite with its own private full bath. The current owners purchased the home as a five-bedroom property, with the room currently used as an office previously being utilized as a bedroom. A front balcony provides yet another place to step outside and enjoy the surroundings. And then there is Bayside itself, offering a wealth of amenities and recreation opportunities for those who choose to take advantage of them. Residents can enjoy indoor and outdoor pools, a fitness center, splash pad, beach access, basketball courts, pickleball courts, tennis and volleyball courts, a kayak launch, golf course, beach shuttle, fishing pier, on-site dining, and so much more. As an original Freeman-built home, the property is not required to pay community recreation fees unless the owners choose to use the recreation amenities, offering a unique opportunity to enjoy the home and Bayside lifestyle with added flexibility. With its distinctive two-story architecture, two bedroom suites, multiple covered outdoor living spaces, private wooded and pond views, generous floor plan, and access to an incredible array of Bayside amenities, 11250 Signature Boulevard is a truly special opportunity to experience coastal Delaware living at its best.

11250 Signature Blvd, Selbyville

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919
$1,690,000
4 Beds ⋅ 4 Baths
EAST POINT BEACH IN BAYSIDE! Just one block from Bayside's beloved Point and 38 Degrees waterfront restaurant, this beautifully upgraded 4-bedroom (plus Study), 3.5-bath home offers exceptional coastal living on a premium corner lot with pond and partial bay views. This home features a soaring two-story family room with extended living space, a gas fireplace, custom built-ins, abundant natural light, and designer finishes throughout. The spacious kitchen is perfect for entertaining with custom pantry storage, under-cabinet lighting, gas cooktop and an open layout connecting seamlessly to the dining and living areas. A private first-floor study with custom cabinetry and French doors provides an ideal home office, while the luxurious primary suite features a tray ceiling with rope lighting, automatic shades, and two custom walk-in closets. In the primary bath, there is custom cabinetry (2024), quartz countertops and framed mirrors. An oversized walk-in shower and large soaking tub create a spa-like experience. Upstairs, there is a spacious loft which leads to generously sized guest bedrooms, including a spacious bonus suite with ensuite bath and large walk-in closet. The impressive outdoor living space includes a screened porch overlooking the pond, a large rear deck that's great for entertaining, and a welcoming front porch with partial bay views. Professionally designed landscaping completed in 2024 enhances the home's curb appeal. The side-load garage is climate controlled and has numerous upgrades, including custom cabinetry and Slatwall storage, a utility sink, Level 2 EV charger, and whole-house surge protector. A custom coated garage floor creates a finished look that's dust-free and easy to maintain. Beyond the home, enjoy one of Bayside's most desirable locations, just steps from The Point, where residents gather for waterfront dining, live music, kayaking, paddleboarding, and stunning bay sunsets. Bayside's world-class amenities include the Jack Nicklaus Signature Golf Course, indoor and outdoor pools, fitness centers, tennis and pickleball courts, scenic walking and biking trails, beach shuttle service to Fenwick Island, and concerts at the nationally acclaimed Freeman Arts Pavilion. Whether you're spending the day on the beach, boating on the bay, or enjoying sunset views along the waterfront, this home offers the very best of coastal Delaware resort living. This is more than a home, it's a gateway to the beach and bay lifestyle that makes Bayside one of the East Coast's most desirable resort communities.

26446 Crosswinds Lndg, Selbyville

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$649,000
4 Beds ⋅ 3 Baths
Welcome to your fully furnished, move-in-ready beach retreat in Bayside! Offering 4 bedrooms, 2.5 baths and a desirable first-floor owner’s suite, this spacious home has a fresh, inviting feel and is ready to enjoy from day one. The bright, open living spaces flow effortlessly from indoors to out. A light-filled sunroom opens to the screened porch and custom paver patio—the perfect setting for morning coffee, summer dinners, or relaxing with friends after a day at the beach. New carpet throughout the second floor adds to the home's fresh, well-maintained appeal. The kitchen is designed for gathering, featuring a granite center island, easy-care tile flooring, gas cooktop, double wall ovens and microwave. A separate dining room with hardwood floors leads to the comfortable front living room with plantation shutters, providing plenty of space for entertaining family and guests. Upstairs you'll find three additional bedrooms, a full bath and a spacious loft, giving everyone room to spread out. A one-car garage provides additional storage for bikes, beach gear and all the essentials of coastal living. Best of all, the home is located in Bayside, one of Delaware's premier resort communities. Enjoy an incredible array of amenities including indoor and outdoor pools, the Aquatic Club, clubhouse facilities, private beach area, 38 Degrees waterfront restaurant and bar, the Jack Nicklaus Signature Golf Course, tennis, basketball, volleyball, kayaking, paddle boarding and an extensive schedule of activities and entertainment. Fully furnished, freshly updated and ready for its next owners—just bring your suitcase and start enjoying the Bayside lifestyle!

36315 Sunflower Blvd, Selbyville

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$550,000
3 Beds ⋅ 3 Baths
Significant Price Reduction to $550,000 – fully furnished and ready for immediate enjoyment! Welcome to 11057 Destination Drive, a beautiful turn-key twin home offering 3 bedrooms and 3 full bathrooms in the prestigious, award-winning Bayside community. Perfectly positioned just steps from the Freeman Arts Pavilion, fitness center, indoor pool and more, this property delivers the ultimate coastal lifestyle. From the moment you arrive, you will appreciate the beautiful curb appeal and the convenience of a spacious 2-car garage. Step inside the tiled foyer to find an expansive, sun-drenched open-concept layout. The living and dining areas feature soaring 2-story cathedral ceilings, gleaming hardwood floors, and a cozy gas fireplace available at the flip of a switch. Large sliding glass doors with transom windows flood the space with natural light and open to a roomy screened porch - ideal for morning coffee or dining al fresco. Desirable main-level living is at its finest here. The generous primary suite sits just off the living area, boasting a walk-in closet and a luxurious ensuite bathroom complete with a dual vanity, a walk-in shower, and a soaking tub. A highly sought-after bonus feature is the second bedroom and second full bathroom located on the first floor, offering perfect accessibility for guests. A dedicated main-level laundry room provides seamless access to the garage. The gourmet kitchen overlooks the main living space, creating an effortless flow for daily life and entertaining. It comes fully equipped with premium stainless-steel appliances, an expansive breakfast bar, and elegant granite countertops. Upstairs, discover a massive second primary suite or guest retreat. This versatile space includes its own full bathroom, a large walk-in closet, and a private front-facing balcony. The room is large enough to easily accommodate a home office, personal gym, or secondary lounge area. Bayside is a premier resort community unmatched in its amenities. Homeowners enjoy proximity to local beaches, shopping, and dining, alongside exclusive community features: Freeman Arts Pavilion: national, chart-topping musical and arts performances right in your backyard. The Bayside Institute: A unique program offering a wide variety of educational classes and enrichment activities. World-Class Recreation: the Jack Nicklaus Signature Golf Course, 5 outdoor pools, an indoor pool, fitness center, sauna, jacuzzis, tennis & pickleball, a dog park and more. Waterfront Dining & Fun at The Point: 38 Degrees Bar & Grill, featuring views of the bay & Ocean City skyline, kayak and SUP launches, a beach area, and a fishing pier. More bonuses: Signatures Bar & Grille, an integrated retail plaza, and 24/7 on-site security. This fully furnished property is completely ready for you to start living your beach dream. Schedule your private tour today. Remember, Life is not a Dress Rehearsal - Own at the Beach!

11057 Destination Dr, Selbyville

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$389,900
3 Beds ⋅ 3 Baths
Bayside In Kent Island Located in the Popular Community of Bayside just minutes from the Bay Bridge and all Kent Island has to offer! This lovely End Unit Townhome with Garage is very well maintained and in move in condition. It features 3 levels above ground. Enter at ground level which includes Garage, Foyer, Laundry and a bright and sunny 1st floor Family Room with Sliding Glass Doors to a Concrete Patio. The next level up opens to an Expansive Living Room/Dining Room combo with gleaming hardwood floors, propane gas Fireplace w mantle and sliding glass doors to a rear facing Deck. The Half Bath & L-Shaped Kitchen with pass thru are located in the front of the home, and the Kitchen is nicely updated to include stainless steel appliances, white cabinets, quartz counters, modern oversized sink with single lever faucet and wonderful wall of built-in storage/pantry space.

108 Blenny Ln, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

Start Your Search