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$424,990
4 Beds 3 Baths DESU2115764 MLS
Experience resort-style coastal living in one of the area's most sought-after communities. This beautifully maintained condo offers exceptional value in Bayside, combining spacious living, modern updates, and world-class amenities—all with the convenience of low-maintenance ownership. Designed with flexibility in mind, the home features two generously sized primary suites, each with its own private ensuite bathroom, along with an optional one-bedroom, one-bath lockout suite that's perfect for guests, multi-generational living, or generating rental income. The open-concept floor plan seamlessly connects the kitchen, dining area, and family room, creating an inviting space for entertaining or relaxing. The updated kitchen is equipped with brand-new GE Profile appliances, while the family room is anchored by a cozy fireplace that adds warmth and charm. Step outside to the private screened porch overlooking beautifully landscaped grounds, the perfect place to enjoy your morning coffee or unwind after a day at the beach. Major updates provide added peace of mind, including a new roof in 2024, as well as a new HVAC system, furnace, and hot water heater installed within the last year. Assigned parking and additional storage complete the package. Life in Bayside means every day feels like a vacation. Residents enjoy access to the award-winning Jack Nicklaus Signature Golf Course, a state-of-the-art Health & Aquatic Center with a heated indoor lap pool, fitness center, hot tub, sauna, and group fitness classes. Additional amenities include four outdoor pools, a children's splash zone, waterfall hot tub, tennis and pickleball courts, bocce, putting green, golf academy, scenic walking and biking trails, fishing ponds, kayak launch, beach shuttle, and a full calendar of social events and enrichment classes through the Bayside Institute. When it's time to dine or unwind, head to The Point for waterfront dining at the popular 38 Degrees restaurant overlooking Assawoman Bay and the Ocean City skyline, or enjoy nationally recognized concerts and performances at the nearby Freeman Arts Pavilion. Best of all, exterior maintenance, landscaping, and many major upkeep responsibilities are handled for you, allowing you to spend more time enjoying everything this incredible coastal community has to offer.

31568 Winterberry Pkwy Unit #309, Selbyville

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$384,900
2 Beds 2 Baths DESU2108748 MLS
Welcome to your turnkey coastal retreat in the amenity-rich Bayside community! Step off the elevator which opens directly in front of your condo and enter this meticulously maintained, single-level residence. The open-concept layout seamlessly connects the living and dining areas with the kitchen and includes a breakfast bar for entertaining. The open living area includes a cozy fireplace and access to your private screened balcony overlooking a large pond and the golf course providing a natural setting to enjoy your morning coffee and watch the evening sunset. The spacious primary suite with an en-suite bath and large walk-in closet is positioned across the condo from the second bedroom for maximum privacy. A den offers extra space for overflow sleeping with a trundle that opens into a king-size bed. Practical highlights are a secure storage room near the elevator for bikes and beach equipment and a reserved covered parking space on the ground floor. A community picnic and barbeque area is also located nearby. Bayside offers an unparalleled lifestyle with on-site restaurants, boutique shopping, dog parks, nature trails, community garden, and a seasonal beach shuttle. An optional Sports Membership provides access to multiple resort-style pools, tennis courts, pickleball courts, Bayside’s state-of-the-art Health and Aquatic Center and bayfront activities like kayaking and paddleboarding. The renowned Freeman Arts Pavilion at Bayside makes it so convenient to attend concerts of popular entertainers without leaving the community. This property is located minutes from Fenwick Island, Bethany Beach and Ocean City and allows easy access to some of the best beaches, dining and entertainment on the Eastern Shore. Whether you're looking for a full-time residence, vacation getaway, or rental investment, this low-maintenance condo delivers the best of coastal Delaware living!

31568 Winterberry Pkwy Unit #306, Selbyville

Listing courtesy of TANSEY WARNER. Contact: 302-539-3001

$349,900
3 Beds 2 Baths DESU2104374 MLS
PRICE IMPROVED & FULLY FURNISHED—Your Turnkey Bayside Escape Awaits! Experience the pinnacle of coastal living at an unbeatable new value in the award-winning Bayside community. This wonderfully maintained 3-bedroom, 2-bathroom condo offers over 1,600 square feet of open-concept space, perfectly situated just steps from Twin Parks and the premier pools and fitness areas at Sun Ridge Rec Center. Inside, you'll find hardwood floors, a cozy gas fireplace, and a private screened porch with serene park views. The primary suite serves as a true sanctuary with a spacious sitting area and tiled ensuite, while the flexible third bedroom easily transforms into a home office or den. Complete with reserved covered parking and a dedicated storage room on the same floor, this home is designed for total convenience. From the Jack Nicklaus signature golf course and bayfront pools to the nearby beaches of Fenwick Island, every resort-style luxury is at your fingertips. This is low-maintenance luxury at its finest—turnkey, move-in ready, and priced to sell. Schedule your tour today and claim your piece of paradise before summer arrives!

31568 Winterberry Pkwy Unit #203, Selbyville

Listing courtesy of EXP Realty, LLC. Contact: 8885434829

$445,000
4 Beds 3 Baths DESU2106368 MLS
Welcome to coastal luxury in the award-winning Bayside community. Thoughtfully repriced to encourage strong buyer activity. This spacious penthouse condominium offers over 2,000 square feet of beautifully designed living space, featuring four bedrooms and three full bathrooms in a bright and open floor plan that is perfect for both relaxing and entertaining. The main living area is warm and inviting with a fireplace, abundant natural light, and seamless flow between the living, dining, and kitchen spaces. The open layout creates an ideal setting for gathering with family and friends. The property features not one but two spacious primary suites. The first generous primary suite features a private bath and walk-in closet. There are 2 additional bedrooms and a full bath providing plenty of room for guests or extended family. The oversized primary suite makes up the other half of the unit. It features a sitting area, walk in closet, large double vanity bathroom and a lockout interior door and a separate exterior entrance door. Offered partially furnished. The property also includes an assigned parking space with an attached carport, a large private storage room which is located on the unit floor, and convenient in-unit laundry. A large covered screened porch offers a relaxing additional living space overlooking the nearby pools and pond. There is extra on street parking to the front and rear of the building. Located within the highly desirable Bayside community, residents enjoy access to an impressive collection of resort-style amenities including pools, fitness center, golf course opportunities, tennis courts, walking and jogging paths, waterfront access, recreational facilities, playgrounds, and more. Lawn care, snow removal, trash service, and common area maintenance are all handled through the association, allowing you to focus on enjoying the coastal lifestyle. Whether you are looking for a full-time residence, vacation getaway, or investment opportunity near the Delaware beaches, this penthouse in Bayside offers comfort, convenience, and an exceptional community setting just minutes from the coast.

31574 Winterberry Pkwy Unit #309B, Selbyville

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$369,900
2 Beds 2 Baths DESU2104970 MLS
Located in the premier community of Bayside, this top‑floor condo offers effortless one‑level living with 2 bedrooms, a den, and 2 full baths. The open living, dining, and kitchen layout creates an easy flow, while the split‑bedroom design provides privacy for you and your guests. The den features a stylish barn door, making it a great flexible space for work or overflow sleeping. Additional highlights include engineered hardwood flooring and a screened porch perfect for catching the coastal breeze. Just steps away, you’ll find the popular Sun Ridge Recreation Center, and the condo also includes a conveniently located, locked storage unit on the same floor—ideal for all your beach gear. Bayside is known for its exceptional lifestyle and amenities, including indoor and outdoor pools, the Aquatic Center, the Signature Clubhouse , on‑site dining, a private beach, and a full calendar of events, concerts, and activities year‑round. It’s an award‑winning community where every day feels like a getaway. Come see this condo before it’s gone.

31568 Winterberry Pkwy Unit #305, Selbyville

Listing courtesy of O'Conor, Mooney & Fitzgerald. Contact: (410) 449-4900

$469,900
4 Beds 2 Baths DESU2100768 MLS
This furnished corner-unit condo in Bayside is vacation-rental friendly and located very close to the community’s main recreation area. Take the elevator to your sun-filled retreat featuring 4 bedrooms (4th bedroom is a den) and 2 full baths. Relax on the screened porch or by the gas fireplace on chilly nights. The spacious Owner’s Suite offers a jetted tub and separate shower, while the kitchen boasts granite countertops, stainless steel appliances, gas range, and plenty of cabinet space plus pantry. A separate storage closet is perfect for surfboards, beach chairs, and umbrellas, and covered parking is available under the building. Bayside offers incredible amenities: Jack Nicklaus Signature Golf Course, restaurants, bars, fitness center, Freeman Stage concerts, bay activities, dog parks, indoor/outdoor pools, tennis, pickleball, and more. Plus, enjoy the beach shuttle for easy access to the sandy beaches of Fenwick Island. Sports membership is optional for this property. Don’t miss your chance to own in one of the area’s most sought-after communities—schedule your showing today!

31568 Winterberry Pkwy Unit #104, Selbyville

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$469,900
4 Beds 3 Baths DESU2092462 MLS
This four bedroom, three full bath unit is located in the amenities rich community of Bayside. The open concept living area offers a large combined living room and dining room. The living room features a gas fireplace with a flat screen television mounted above. The nicely appointed kitchen features granite counter tops and stainless steel appliances. Solid surface flooring runs throughout the living and kitchen area. There are three bedrooms on the living area side of the unit. One of the bedrooms functions as a second primary with an en-suite bath. The third bedroom is currently set up as an office/den. The oversized primary suite makes up the other half of the unit. It features a sitting area, walk in closet, large double vanity bathroom and a lockout interior door and a separate exterior entrance door. A large covered screened porch offers a relaxing additional living space overlooking the nearby pools and pond. The unit conveys with a reserved, covered, under building parking space for one car. There is extra on street parking to the front and rear of the building. A large private storage room is located on the unit floor next to the elevator. All of this is located in Bayside, a premier, sought-after, amenity-rich community located just 5 miles from the beach! Unit 109 overlooks the Sun Ridge Tennis & Recreation Center featuring two luxurious outdoor swimming pools, five HarTru courts, two hard courts, two dedicated pickleball courts, waterfall hot tub, fitness center, basketball court, a kids' splash zone, children's game room, and a playground. A short walk takes you to the Health and Aquatic Club and the Freeman Arts Pavilion with live local and top name artists concerts and performances. The community has bay access for kayaks, a pier for crabbing, nature trails, a shuttle to the beach, multiple pools including a year round indoor pool and a bay front members only pool. Multiple dining options in Bayside include Signatures clubhouse offers pub dining while 38 degrees offers bayfront views and outdoor dining with a beach and seafood focus. All of this is wrapped around an amazing Jack Nicklaus designed 27 hole golf course. This amenities rich lifestyle could be yours today. Call now for your private showing. Welcome to the beach!!!

31574 Winterberry Pkwy Unit #109, Selbyville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000

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