Bayside Homes under $900,000

Bayside Homes under $900,000

Welcome to Bayside, a picturesque subdivision nestled in the heart of the United States, where coastal charm meets suburban tranquility. Known for its stunning waterfront views and friendly community atmosphere, Bayside offers the perfect blend of relaxation and convenience, making it an ideal place to call home.

The subdivision boasts a variety of homes, many of which are available for under $900,000. Whether you're a first-time homebuyer, a growing family, or looking to downsize, Bayside has something to suit every lifestyle. From cozy single-family homes to modern townhouses, each property is designed with comfort and style in mind. Many homes feature open floor plans, spacious yards, and contemporary finishes, allowing residents to enjoy both indoor and outdoor living.

One of the standout features of Bayside is its close-knit community vibe. Residents take pride in their neighborhood, often gathering for seasonal events, farmers' markets, and outdoor activities. The scenic parks and walking trails provide ample opportunities for recreation, while the nearby waterfront invites you to enjoy boating, fishing, or simply basking in the sun.

Bayside is not just about beautiful homes; it’s also about a lifestyle enriched by local amenities. With shopping centers, top-rated schools, and dining options just a stone's throw away, convenience is at your fingertips.

Discover the charm of Bayside, where affordable homes meet a vibrant community. Your dream home awaits in this serene subdivision, ready to welcome you into a life of comfort and camaraderie. Come explore Bayside today!

Newest Bayside Homes under $900,000

208 Widgeon Way, Chester
$599,900
3 Beds ⋅ 4 Baths
Coming Soon! Bayside Condos * End Unit with Garage * Direct Water Views * Direct View of Castle Harbor Marina * Best Location in the Community* Potential to See Your Boat From Your Window * Many Upgrades * Renovated Kitchen * Renovated Primary Bath * Balcony Off Primary w Water Views * Large Walk-In Closet * Dramatic Ship Lap Accent Wall * Waterside Double Width Deck * Dual Zoned HVAC * Community Pool, Hot Tub, Tennis, Volleyball, Exercise Room and On-Site Property Manager * Condo Dues Cover Roof, Siding, Gutters, Lawn Care, Grass Cutting, Pest Control * Public Water, Public Sewer * Gas Fireplace * Convenient Chester Location Close To Shopping and Grocery

208 Widgeon Way, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

36548 Wild Rose Cir, Selbyville
$650,000
4 Beds ⋅ 3 Baths
Welcome to 36548 Wild Rose Circle! Located in the vibrant Bayside community, this beautifully appointed coastal twin home blends timeless charm with modern comfort. Offering 2,863 square feet of thoughtfully designed living space, the residence features four spacious bedrooms, two and a half baths, and inviting spaces for both everyday living and entertaining. Inside, warm hardwood floors greet you beneath a dramatic vaulted ceiling, while dormer and transom windows bathe the living room in natural light. A shiplap accent wall adds coastal character, and the open layout flows seamlessly into the dining room, where wainscoting and a beautiful coastal chandelier create an elegant setting for gatherings. Throughout the home, tray ceilings, crown molding, chair rail accents, wainscoting, recessed lighting, and plantation shutters enhance the refined interior. The gourmet kitchen offers upgraded countertops, a stainless-steel refrigerator, and a generous island with ample room for preparation and gathering. A tray ceiling, recessed lighting, and pendant fixtures add architectural interest and warmth. The adjoining casual dining area opens naturally to the den, creating a comfortable space to relax and entertain, with convenient access to the screened porch. The first floor primary suite provides a peaceful retreat, complete with a tray ceiling, walk-in closet, and spacious private bath featuring a dual vanity and shower stall. Upstairs, a versatile loft, additional bedrooms, and a full bath offer comfortable accommodations for family and guests, along with flexibility for a home office or sitting area. A conveniently located half bath and laundry room with access to the attached garage complete the first level. Outside, extensive hardscaping and mature landscaping frame the lush lawn, creating an appealing backdrop for outdoor living. Enjoy morning coffee on the screened porch, alfresco dining on the patio, or cocktails with friends at the outdoor bar. An attached garage and additional driveway parking provide everyday convenience. Bayside’s exceptional amenities complement the home’s relaxed coastal appeal, with indoor and outdoor pools, fitness facilities, tennis and pickleball courts, a playground, dog park, walking and jogging paths, and clubhouse facilities. A community dock and pier, beach access, restaurants, and golf membership opportunities further enhance the lifestyle, while seasonal outdoor performances at the Freeman Arts Pavilion bring entertainment close to home. With spacious interiors, charming architectural details, and welcoming outdoor spaces, this lovely residence 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. Some photos have been virtually staged for presentation purposes.

36548 Wild Rose Cir, Selbyville

Listing courtesy of Northrop Realty. Contact:

36380 Azalea Ave, Selbyville
$599,000
3 Beds ⋅ 4 Baths
Are you ready to start living the Bayside Life? This newly offered GORGEOUS townhome is ready for its second owners! The lucky buyers of this fabulous 3 BR / 2+2 BA / 2-Car Garage home will experience the best location (directly across from SunRidge Pools/ SplashZone/ Tennis / Pickelball and Basketball Courts); while also enjoying a rare and beautifully landscaped wooded backyard. The original (and only) owners of this Freeman Townhome selected the rare first floor “Oasis Room” option at time of build (currently used as second living area and home office) with newly designed private powder room and bonus storage closet. The first two floors of the home have been updated with rich high-end LVP; 5.25” floor molding w/quarter round; 5” crown molding; recessed lighting; and painted throughout with consistent light, airy, neutral color palette (Benjamin Moore Seapearl, White Dove and Gorgeous White). The kitchen includes light colored cabinetry (Sherwin Williams Drift of Mist), perfectly matched no-seam quartz counters, beautiful glass backsplash, stainless outlet covers, and Samsung Gas Range. The fully remodeled second-floor powder room is exceptionally stylish with handsome vanity, unique mirror, lighting, fixtures and glass shelf all in a gray and brass scheme. Finally, six large windows and two glass French Doors provide magnificent natural lighting throughout the second floor. Upstairs, buyers will discover a King-Sized ensuite bedroom with walk-in closet; a Queen-Sized Bedroom w/walk-in closet; and a third bedroom currently furnished with two Twin beds. House includes five ceiling fans, new recessed lighting, and new kitchen light fixture. Significant portion of existing furniture will convey (please see or request copy of Listing Flyer for Property for detailed list of inclusions). Major Improvements Include: GE French Door refrigerator/freezer replaced 8/18. Provenza Maxcore LVP flooring on entire first and second floors (including stairs) and third floor bathrooms (4/21). Base trim with quarter round (5.25”) and 5” crown molding throughout first and second levels (4/21). Kraus “Kore” Workstation Undermount Stainless Steel 30” Single Bowl Sink with Integrated Ledge and Accessories (4/21). Samsung Gas Stove (4/21). Dual Carrier Gas Furnace/Air Conditioner Units (with Condensers/Evaporator Coil/Heat Pump/Air Handler) replaced 5/22. 75 Gallon Atmospheric Vented Hot Water Heater and GE Washer and Dryer replaced 1/24. GE Microwave replaced 5/24. Roof with transferrable warranty replaced (over entire row of townhomes) 5/25. Because words cannot accurately describe this beauty, this is a MUST SEE home! Final significant facts: This house has never been rented and, unlike most Bayside properties, the new owners will not be REQUIRED to purchase a Bayside Sports Membership. (Membership optional for Azalea Avenue townhomes.) Owner is licensed real estate agent in MD and VA only, and this home is offered as FOR SALE BY OWNER, but Seller will honor buyer agents.

36380 Azalea Ave, Selbyville

Listing courtesy of FSBO Broker. Contact:

510 Auckland Way, Chester
$410,000
3 Beds ⋅ 3 Baths
Welcome home to this beautifully updated end-unit townhome in the desirable Bayside community, facing a peaceful row of trees. This spacious three-level home offers an open, inviting layout, beautiful hardwood floors, and numerous recent updates. Enter from the main-level foyer into a spacious bonus room—perfect for a family room, home office, gym, or additional entertaining space. Step directly outside to the back deck, where you can enjoy grilling and entertaining while overlooking the large grassy common area. Upstairs, the open-concept main living level features a spacious living room with a gas fireplace and access to a second deck, a dining area, and an updated kitchen, all complemented by beautiful hardwood flooring. A convenient updated half bath completes this level. The top floor offers three generously sized bedrooms. The primary suite features a beautiful custom accent wall and an updated primary bath, creating a comfortable and stylish retreat. The updated hall bathroom serves the additional bedrooms. Recent major updates include a new HVAC system (2025) and a new hot water heater (2026). Condo replaced roof and skylight (2025) & power-washed exterior (9/2026). All providing added peace of mind for the next owner. Enjoy all that the Bayside community has to offer, including an outdoor pool, hot tub, tennis/pickleball courts, clubhouse with meeting/party room, and exercise room. The location is ideal for an active lifestyle, with a short walk to the Chester River, a local pub, the Cross Island Trail, and a marina. You'll also enjoy easy access to the Bay Bridge, restaurants, shopping, and all that Kent Island and Maryland's Eastern Shore have to offer. Move-in ready, beautifully updated, and perfectly situated—this Bayside townhome is ready to welcome you home!

510 Auckland Way, Chester

Listing courtesy of Engel & Volkers Annapolis. Contact:

512 Auckland Way, Chester
$375,000
3 Beds ⋅ 4 Baths
Nestled in the prestigious Bayside community, this exquisite townhouse that was just updated and renovated in 2026 offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With renovations completed in 2026, this home boasts modern elegance and thoughtful design throughout its 1,899 square feet. Newer roof, HVAC and hot water heater. Step inside to discover a warm and inviting interior with all new luxury vinyl plank and ceramic tile flooring, featuring a floor plan that seamlessly connects the kitchen and living areas. The family room, conveniently located off the kitchen, is adorned with an electric fireplace, creating a cozy focal point for relaxation. The gourmet kitchen is a chef's dream that includes new quartz countertops, backsplash, new stainless steel appliances, built-in microwave, and a cooktop that promises culinary excellence. Ample storage and a spacious layout make meal preparation a delight. The home features three generously sized bedrooms, each designed with comfort in mind, including an updated primary suite with an luxurious walk-in shower, quartz countertops and new tile flooring. Enjoy the convenience of a fully finished basement with a walkout level, providing additional living space and easy access to the outdoors. The basement also includes garage access, ensuring practicality and ease of living. Step outside to your private deck, where the Chester River is just a short stroll away. The community offers an array of amenities, including a sparkling outdoor pool, tennis courts, and a clubhouse, fostering a vibrant social atmosphere. For those who enjoy an active lifestyle, bike trails and exercise rooms are readily available. Parking is a breeze with an attached garage and additional off-street spaces, ensuring ample room for guests. The meticulously maintained grounds, with included lawn care and snow removal, allow you to enjoy your surroundings without the hassle of upkeep. This property is not just a home; it's a lifestyle. Experience the tranquility of riverfront living while being part of a community that values both leisure and luxury. Embrace the opportunity to make this stunning townhouse your own and indulge in the exclusive lifestyle it offers.

512 Auckland Way, Chester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

1012 Auckland Way, Chester
$599,900
3 Beds ⋅ 4 Baths
KENT ISLAND WATERFRONT • GOURMET KITCHEN • TWO PRIVATE DECKS • LUXURIOUS PRIMARY SUITE • CLUBHOUSE + FITNESS CENTER • MARINA ACCESS Experience Kent Island waterfront living in this beautifully appointed townhome in sought-after Bayside of Chester. The open-concept interior offers abundant natural light, spacious living areas, and stylish finishes throughout. The gourmet kitchen is designed for both everyday living and entertaining, featuring generous cabinetry, ample counter space, and a large center island with seating that flows seamlessly into the dining and living areas. The spacious primary suite offers a walk-in closet and luxurious ensuite bath, while additional bedrooms and flexible spaces provide room for guests, a home office, or recreation. Enjoy TWO PRIVATE DECKS for outdoor dining, morning coffee, or relaxing in the peaceful surroundings. An attached garage, additional storage, and parking spaces across the street add convenience. Bayside amenities include a clubhouse, fitness center, pool, tennis courts, walking trails, and marina access. Castle Marina slips are available for short-term or annual rental, with select slips near Queens Landing potentially available for purchase. Close to waterfront dining, shopping, golf, and major commuter routes.

1012 Auckland Way, Chester

Listing courtesy of Redfin Corp. Contact:

1010 Auckland Way, Chester
$595,000
3 Beds ⋅ 4 Baths
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:

36375 Sea Grass Way, Selbyville
$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:

8663 Bat Creek Loop Ln Unit 3, Berlin
$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:

36496 Coneflower Cir, Selbyville
$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:

36315 Sunflower Blvd, Selbyville
$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:

11057 Destination Dr, Selbyville
$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:

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