Bayside Homes for Sale

Bayside Homes for Sale

Welcome to Bayside, a hidden gem nestled along the picturesque shores of the U.S. With its stunning waterfront views and a vibrant community spirit, Bayside is the perfect place to call home for those seeking a blend of tranquility and adventure. This charming subdivision boasts a variety of homes for sale, each designed to cater to diverse lifestyles and preferences.

As you explore Bayside, you'll discover beautifully crafted single-family homes, modern townhouses, and spacious condos, all thoughtfully situated to maximize the breathtaking views of the nearby coastline. Many of these residences feature open floor plans, gourmet kitchens, and outdoor spaces perfect for entertaining or simply enjoying the serene surroundings. Whether you're a first-time buyer, a growing family, or looking to downsize, Bayside has something for everyone.

Beyond the stunning homes, Bayside offers an array of amenities that enhance the quality of life. Enjoy leisurely strolls along the waterfront, where picturesque parks and walking trails invite you to embrace the beauty of nature. The community is also home to top-rated schools, charming local shops, and a variety of dining options that cater to every palate.

For those who love the outdoors, Bayside is a paradise, with easy access to recreational activities such as boating, fishing, and hiking. The friendly atmosphere and strong community ties make it an ideal place for families and individuals alike.

If you're ready to discover your dream home in Bayside, explore our listings today and take the first step toward a vibrant new lifestyle in this enchanting subdivision!

Newest Bayside Homes for Sale

36465 Wild Rose Cir, Selbyville
$770,000
5 Beds ⋅ 4 Baths

36465 Wild Rose Cir, Selbyville

Listing courtesy of Keller Williams Realty. Contact:

36486 Wild Rose Cir, Selbyville
$845,000
5 Beds ⋅ 4 Baths
Welcome to 36486 Wild Rose Circle, a spacious 5-bedroom, 4-bath home in the highly sought-after, amenity-rich community of Bayside. With a flexible floor plan, expansive first-floor living, multiple gathering spaces and a successful vacation rental history, this home is ready to be enjoyed as a year-round residence, coastal retreat or investment property. The inviting covered front porch sets the tone before stepping inside, where warm hardwood floors, crown molding and an open, flowing floor plan create a welcoming space designed for entertaining family and friends. The kitchen truly is the heart of the home, featuring an abundance of beautiful wood cabinetry, stainless steel appliances, a large center island with breakfast bar and plenty of counter space. From here, the home flows naturally into the dining and living areas, where a gas fireplace anchors the main gathering space. Need a little more room? An additional sunroom/game room expands the living space even further and offers the perfect spot for game nights, morning coffee or simply relaxing after a day at the beach. From here, step outside to the paver patio and outdoor shower, perfect for rinsing off after a day on the sand or bay. One of the home's biggest advantages is its first-floor layout. The main level offers four bedrooms and three full baths, including three guest bedrooms and a private primary suite tucked away from the main living areas. The spacious primary bedroom features hardwood flooring, a tray ceiling and two walk-in closets. The en-suite bath offers dual vanities, a large soaking tub, tiled walk-in shower with glass enclosure and private water closet. Upstairs, the fifth bedroom features its own private full bath, creating a fantastic guest suite with the flexibility to also serve as a bunk room, home office, media room or additional recreation space. And don't overlook the oversized garage! Currently set up as the ultimate game room with ping pong, foosball and air hockey, it has become an extension of the home's entertaining space while still offering the versatility and storage today's coastal buyer needs. Of course, owning in Bayside is about more than the house — it's about the lifestyle. Residents enjoy an incredible collection of resort-style amenities including multiple outdoor pools, an indoor pool, fitness facilities, recreational amenities, award winning golf course and more. The newly redesigned Freeman Arts Pavilion brings live music and entertainment right to the community, making summer evenings even more memorable. Whether you're looking for a place to call home, your own coastal getaway or an investment opportunity with an established rental history, 36486 Wild Rose Circle offers the space, versatility and Bayside lifestyle you've been searching for.

36486 Wild Rose Cir, Selbyville

Listing courtesy of Coldwell Banker Realty. Contact:

36496 Coneflower Cir, Selbyville
$798,500
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:

30515 N Magnolia Xing, Selbyville
$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:

27017 Bay Bluff Rd, Selbyville
$1,695,000
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:

11250 Signature Blvd, Selbyville
$935,000
5 Beds ⋅ 4 Baths
Surrounded by mature woods and overlooking a tranquil pond with a fountain, 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:

26446 Crosswinds Lndg, Selbyville
$1,499,000
5 Beds ⋅ 4 Baths
NEW PRICE!! EAST POINT BEACH IN BAYSIDE! Just one block from Bayside's beloved Point and 38 Degrees waterfront restaurant, this beautifully upgraded 5-bedroom, 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 with heating and cooling, 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:

31292 Inspiration Cir, Selbyville
$899,000
5 Beds ⋅ 4 Baths
Welcome to 31292 Inspiration Circle, a beautiful single-family home located in the prestigious Bayside community. Nestled in a great spot that has peaceful pond views from both the front and back of the property. From this location you can walk to several top amenities. This home offering over 2,600 sq. ft of furnished living space, has 5 bedrooms, 3.5 bathrooms, and exceptional curb appeal driven by mature landscaping, a long driveway, a carport, a two-car garage and a charming covered front porch. Upon entering the foyer, you see the gorgeous luxury vinyl plank flooring and crown molding. The rich LVP flooring flows through the 1st floor common areas plus the primary bedroom. Thanks to this Carl M. Freeman built house being a former model, this property enjoys many upgrades, premium fixtures & finishes like the sophisticated crown molding which you’ll find throughout the home. Another is an integrated speaker system that includes the living room, dining area, loft, and primary BD. The 1st floor owners’ bedroom is tucked away at the front of the house and has a striking tray ceiling, walk-in closet and its spa bathroom has a dual vanity, large walk-in shower and a separate luxurious jacuzzi tub. A few steps in from the foyer and you’ll set your eyes on the stunning, soaring ceilings that bring in the abundant natural light. A thoughtful renovation created an open-concept floor plan that connects the gourmet kitchen - fully equipped with a five-burner gas cooktop, stainless steel appliances, granite countertops with tile backsplash and a breakfast bar - directly to the sunroom, dining & living areas . This redesign transformed this model in the best way possible! Now there is an effortless flow for both everyday living and entertaining for everyone to enjoy. One of the home’s most desirable features is having two other bedrooms on the 1st floor. They are in the back, off the kitchen and share a full bathroom, while there is a convenient half bath at the front of the home. Upstairs, a spacious loft area leads to 2 more bedrooms and a 3rd full bathroom. Arguably the most desirable feature of 31292 Inspiration Circle is the serene backyard oasis that happily awaits new owners. Step out from the sunroom to a large deck with a motorized awning. Looking out onto this natural scenery with plenty of lush landscaping, you will relish taking in the peaceful sights and sounds of nature whenever you want. Step down to a massive bi-level paver patio enclosed by built-in planter and sitting walls. The pond views are delightful, as is the lovely fountain that you can see & hear. The grill master will be happy with the outdoor grill and the separate burner. Dining al Fresco, reading, celebrating, star gazing, and the list goes on. There’s even a hammock, a bench, and a double swinging chair. For beach days, there is a renovated, weatherproof Azek outdoor shower (2023) The backyard is the reason why you want to buy this house! In the documents, see an extensive list of the renovations & replacements done including custom cabinetry in the laundry room; the 2-car garage has added shelves & an epoxy floor. New 2nd floor heatpump system (2020) & 1st floor furnace (2021). Installed tankless water heater (2021) and more. The location within this sought-after community is great, it’s very close and within walking distance to the fitness center, indoor pool, Juice Box, the Freeman Arts Pavilion, Signatures Bar & Grill, bocce, the Jack Nicklaus Signature Golf Course, and the shopping center plaza. Bayside has it all: close to the beaches, restaurants, shopping, family fun & more! There are unique features: (1) the Bayside Institute with a variety of educational classes & activities. (2) Freeman Arts Pavilion with arts & music including national, chart-topping artists right in your backyard! Amenities include on-site security, 6 outdoor pools, sauna, jacuzzis, tennis, pickle ball, a dog park, fishing, bar & grilles, kayaks, SUPs, and more!

31292 Inspiration Cir, Selbyville

Listing courtesy of Keller Williams Realty. Contact:

12209 Ocean Vista Dr, Berlin
$559,999
4 Beds ⋅ 4 Baths
COASTAL LIVING AT ITS FINEST! ✨ MOTIVATED SELLERS — BRING YOUR OFFERS! ✨ Seller credit to buy down the rate or towards closing costs. Welcome to this spacious three-story home nestled in one of the area’s most desirable water-oriented communities, conveniently located just 5 miles from Ocean City, Maryland, and Assateague Island National Seashore! Offering spacious bedrooms, 4 full bathrooms, and flexible living spaces throughout, this home perfectly blends comfort, functionality, and coastal charm. The inviting open-concept main level is ideal for entertaining, featuring generous living and dining areas that flow seamlessly together. Upstairs, the expansive primary suite provides a private retreat with plenty of space to unwind, read, or enjoy your morning coffee. Two additional bedrooms and another full bathroom complete the second floor. The third level offers incredible versatility and can easily serve as a fifth bedroom, guest suite, home office, media room, fitness space, or playroom—allowing you to tailor the space to fit your lifestyle. Step outside your door and enjoy resort-style community amenities, including multiple pools, a fitness center, clubhouse, and crabbing pier. Even better, the HOA takes care of your lawn maintenance, giving you more time to enjoy everything the coastal lifestyle has to offer. Whether you’re searching for a year-round residence or vacation getaway, this home offers an incredible combination of space, location, amenities, and Eastern Shore living. Sellers are offering a 2 year home warranty with an acceptable offer. Don’t miss your opportunity to own a piece of Maryland’s beautiful Eastern Shore. Schedule your private showing today!

12209 Ocean Vista Dr, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact:

26304 Crosswinds Lndg Unit 989, Selbyville
$1,800,000
4 Beds ⋅ 4 Baths
Mandatory Sports Membership has a non-refundable one-time fee of $7,500 with current recreational dues of $3,564.00 per year.

26304 Crosswinds Lndg Unit 989, Selbyville

Listing courtesy of Taylor Properties. Contact:

31534 Winterberry Pkwy, Selbyville
$759,900
4 Beds ⋅ 3 Baths
Just reduced! 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:

12395 Hidden Bay Dr, Berlin
$1,025,000
5 Beds ⋅ 4 Baths
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:

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