Bayside Homes under $1.25 million

Bayside Homes under $1.25 million

Welcome to Bayside, a picturesque subdivision nestled in the heart of the United States, where suburban charm meets modern living. This vibrant community is known for its welcoming atmosphere, lush green spaces, and a strong sense of belonging that draws families and individuals alike. Whether you’re a first-time homebuyer or looking to downsize, Bayside offers an impressive selection of homes under $1.25 million, making it an ideal choice for a wide range of budgets.

Bayside boasts a variety of architectural styles, from cozy single-family homes to spacious townhouses, ensuring there’s something for everyone. Each property is designed with comfort and convenience in mind, featuring open floor plans, modern amenities, and beautifully landscaped yards. Imagine sipping your morning coffee on a sunny patio or hosting weekend barbecues in your backyard oasis—Bayside homes make it all possible.

Beyond the stunning residences, Bayside is surrounded by an array of amenities. Residents enjoy easy access to excellent schools, shopping centers, and recreational facilities. With nearby parks, walking trails, and community events, there’s always something to do and new friends to meet.

Living in Bayside means embracing a lifestyle that balances tranquility with vibrancy. Whether you’re exploring local boutiques, enjoying a day at the park, or simply unwinding in your beautiful home, Bayside offers the perfect backdrop for life’s cherished moments. Discover your dream home in this enchanting subdivision today!

Newest Bayside Homes under $1.25 million

208 Widgeon Way, Chester
$599,900
3 Beds ⋅ 4 Baths ⋅ MDQA2018920 MLS
New Listing! 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 ⋅ DESU2121556 MLS ⋅ None Available BLDG.
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 ⋅ DESU2121150 MLS ⋅ None Available BLDG.
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 ⋅ MDQA2018734 MLS
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 ⋅ MDQA2018750 MLS ⋅ Bayside BLDG.
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 ⋅ MDQA2018742 MLS
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 ⋅ MDQA2018726 MLS
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 ⋅ DESU2119560 MLS ⋅ None Available BLDG.
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 ⋅ MDWO2041078 MLS ⋅ None Available BLDG.
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 ⋅ DESU2119776 MLS ⋅ None Available BLDG.
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:

22051 Crestview Dr, Selbyville
$1,195,000
4 Beds ⋅ 4 Baths ⋅ DESU2117874 MLS ⋅ None Available BLDG.
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:

11250 Signature Blvd, Selbyville
$935,000
5 Beds ⋅ 4 Baths ⋅ DESU2119092 MLS ⋅ None Available BLDG.
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:

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