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24500 Kayakers Path, Millsboro
$2,000,000
5 Beds ⋅ 8 Baths
Introducing 24500 Kayakers Path, an exceptional Echelon custom home, thoughtfully positioned with two lots for space and privacy, in the sought-after community of The Peninsula on the Indian River. Combining coastal living with indoor and outdoor Mediterranean cues, a commanding exterior elevation rises up with a dramatic dual staircase articulated with robust balusters to welcome guests into a covered portico. Impressive entry doors with a sweeping arch atop are layered with iron and glass, setting the stage for what is to come inside. With interiors reminiscent of an Italian villa, a generous, two-story foyer is embellished with a deep coffered ceiling that is artfully crafted on a diagonal and is repeated in the pattern on the stone floor tile below. Arrival is celebrated in the piazza-styled entry foyer wrapped by a dramatic winding-stair; .and sided by a formal study clad in rich wood paneling, library built-ins, and a gas fireplace. With light streaming from a Palladian window, the extended foyer is flanked by a formal hall punctuated with engaged columns, mini-coffers and chandeliers that unfold as a foreshadow to the inspiring two-story great room beyond. Bathed in the light from a wall of stacked windows and atrium doors that frame panoramic views of the Lingo Creek and the Jack Nicklaus Signature golf course grounds, the great room boasts paired chandeliers and diagonal coffering on axis with a generous cast stone fireplace on one side, and a pair of strong architectural columns and arched opening inviting family and friends into an experiential, Italian cook’s kitchen like none other. A dramatic barrel-vaulted brick ceiling presides over an expansive contrast entertainer’s island, secondary-island, and professional appliances, luxuriantly finished in cabinetry panels and stainless steel. Spaces that radiate about the gourmet kitchen at the heart of the home include a waterside breakfast room with a stone fireplace and wood plank ceiling, a banquet-sized dining room with Venetian plaster over raised-rail and stile wainscoting, and a fully outfitted butler’s service pantry. This extraordinary floor plan together with architectural details and unifying elements are purposed to create spaces for grand-scale entertaining, while a private owner’s suite wing is outfitted with a cove-lit ceiling, fireplace, wet bar, sitting room, balcony and luxury bath that provide perfected main level living. The main level is completed by a finely finished elevator that services all three levels. Upstairs, there are four ensuite bedrooms, each with a private bath, walk-in closet, and balcony to enjoy magnificent views from sunrise to sunset. On the lower-level, high ceilings, full daylight, and an exceptional space plan invite additional living and entertaining with amenities at every turn. A second kitchen stands at the ready for large or catered gatherings and is located conveniently behind a central wet bar. Serve guests in the adjacent dining room toasting special moments before taking in a movie in the fully outfitted theater. The perfect completion to the thoughtful design of the lower level includes the library and music room, a nanny's office, a game room, and hobby room with abundant storage and organization options. Outside, a gas fire pit, and patio are surrounded by water views, seasonal blooms, and lush green grass that expands into an adjacent lot for more than generous outdoor living. Bring your dreams and come home to a very special lifestyle in a very special place on the Delmarva Peninsula where everyone of every age will enjoy bountiful adventures!

24500 Kayakers Path, Millsboro

Listing courtesy of Northrop Realty. Contact:

Selling Office: Coldwell Banker Premier - Rehoboth.

30739 Keepers Walk, Selbyville
$1,992,878
4 Beds ⋅ 5 Baths
This Lightkeepers floor-plan is located in Channel Pointe. Enjoy living and the amenities in this bayside community, just 1 mile from the Fenwick Island beach. Channel Pointe is a luxury community of 70 single family homes. Lightkeeper floor-plan is a three-story home to maximize the views in this stunning location. The first floor consists of a two car garage and a recreation room with a half bath. The open floorplan offers a gourmet upgraded kitchen , dining area, and great room with a fireplace is on the second floor as well as a second owner's suite. The third floor of the Lightkeepers floor plan consists of the owner's suite and two additional bedrooms. Enjoy outside living on decks, a screened porch and patio.

30739 Keepers Walk, Selbyville

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: Non Subscribing Office.

30743 Keepers Walk, Selbyville
$1,989,256
5 Beds ⋅ 5 Baths
The Lightkeepers floor plan is three stories to maximize the views in this stunning location of Channel Pointe. You can enjoy bayfront living and is only 1 mile to the beach in Fenwick Island. The first floor consists of two-car garage, a finished recreation room plus a bedroom and bathroom. The open professional kitchen with a gas cooktop, dining, and great room with a fireplace is on the second floor as well as a second owner's suite. The third floor of the lightkeeper floorplan consists of the owner's suite and two additional bedrooms. There is an elevator for your convenience. Plenty of outside living on the numerous decks, patios and a screened porch.

30743 Keepers Walk, Selbyville

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: Keller Williams Realty.

32414 S Magnolia Xing, Selbyville
$1,985,000
5 Beds ⋅ 5 Baths
Experience refined luxury in this exceptional Catalina model overlooking the 9th fairway of the Jack Nicklaus Signature Golf Course in Bayside. Privately situated at the end of a quiet street with only seven homes, this stunning residence offers expansive golf course views, a serene conservation backdrop, and elegant coastal living at its finest. The light-filled open floor plan is designed for effortless entertaining, featuring a gourmet kitchen with expansive granite countertops, stainless steel appliances, farmhouse sink, custom tile backsplash, oversized breakfast bar, and custom pantry. The family room and dining area provide the perfect setting to relax while taking in breathtaking golf course and wooded views. Guests will love gathering by the fireplace or unwinding on the screened porch. This thoughtfully designed home features two luxurious primary suites, including a private top-floor retreat with elevator access, spa-inspired bath, dual custom walk-in closets, and a covered deck complete with a bed swing — the perfect place to relax and enjoy the peaceful surroundings. The lower level is equally impressive, offering custom built-ins for beach storage, a private guest bedroom with sliding doors to the patio, and a spacious recreation room that opens to multiple outdoor living spaces designed for entertaining and relaxation. Designer upgrades include hand-scraped hickory hardwood flooring, elevator, custom built-ins, crown molding, plantation shutters, whole-house generator, and so much more. Enjoy the award-winning Bayside lifestyle with resort-style pools, tennis and pickleball courts, clubhouse, fitness and aquatic center, beach shuttle, dining, scenic trails, kayak and paddleboard launch, and the renowned Freeman Arts Pavilion.

32414 S Magnolia Xing, Selbyville

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: Sheppard Realty Inc.

9 Baypoint Rd, Millsboro
$1,950,000
3 Beds ⋅ 2 Baths
An extraordinary waterfront retreat offering rare privacy, expansive acreage & breathtaking views along Herring Creek, a tributary to Rehoboth Bay. Situated on an impressive 5.45-acres with approximately 1,300 feet of water frontage, this 3 Bedroom & 2 Bathroom Coastal-Colonial style home delivers a one-of-a-kind waterfront lifestyle. Step inside and you will be impressed with the thoughtful design and layout of the home offering spaces that were built for gathering, relaxing and taking in the water views. Notable interior features include a Primary Suite featuring & en-suite bath, a Formal Dining Room with Built-Ins, Kitchen w/Center Island & Eat-in nook, a spacious Living Room w/Bay windows, a Family Room w/Fireplace & Vaulted Beamed Ceilings and a generously sized Three-Seasons room with breathtaking views. You will also find a Bonus Room used previously as a craft room and an Office with private entrance. The Primary Bedroom, Living Room, Family Room and Three-Seasons Room enjoy serene water views! A staircase in the garage leads to unfinished Attic Space with room to grow. New roof around 2022! New HVAC August 2025! Venture outside to the Gazebo with Deck overlooking panoramic water views, surrounded by mature trees and open, protected lands for ultimate seclusion. There is not yet a dock on this property but all of the surrounding properties feature docks-offering exciting potential for the future. In the meantime, enjoy canoeing, kayaking & fishing off of your private lot, with access to the community dock and boat ramp. Located in the desirable Winding Creek Village community, just minutes from Route 24 and 8 miles to Lewes & Rehoboth beaches, award winning dining, and tax free shopping of Sussex County.

9 Baypoint Rd, Millsboro

Listing courtesy of Patterson-Schwartz-Rehoboth. Contact:

Selling Office: Long & Foster Real Estate, Inc..

32156 River Rd, Millsboro
$1,950,000
5 Beds ⋅ 4 Baths
Welcome to your Waterfront Dream Estate! This is a once-in-a-lifetime opportunity to own one of the best waterfront parcels on the Indian River Bay. Situated on OVER AN ACRE of land and sitting on a point with 380 ft of direct bayfront, you can happily enjoy the beautiful sunrises AND stunning sunsets. This incredibly rare property offers the whole package! The large backyard boasts a newly installed 20 x 40 heated saltwater pool that gives the illusion of an infinity edge overlooking the bay - complete with 3 in-pool barstools, tanning ledge, turbo slide, lights, and deck jets! The covered outdoor kitchen makes it easy to serve your pool guests in style and join in on the fun, even if you're the designated grill master! You'll find the outdoor shower and bathroom are conveniently located to the expansive custom paver patio and pool so that your guests don't have to go inside when they're wet or having too much fun. If the pool is too crowded, no problem -- the fenced in back yard is large enough to enjoy cornhole and other games or simply head on down to the newly constructed 175' dock, complete with boat lift and jet ski lift [not installed, but comes with property]. The bulkhead is also brand new and provides a personal mini-boardwalk on top to walk the property. The yard is also irrigated with a Hunter four zone unit that maybe expanded to seven zones and wifi compatible to be controlled by mobile device. The main house is historic and charming, and if you bring your imagination, you will have one of the most epic pieces of waterfront property on the bay. There are captivating views from all angles of the home, just decide how you envision each room being used! The in-law suite is recently renovated and finished to include a stylish and modern large bedroom with wood burning fireplace, full bathroom with washer & dryer, as well as a kitchen. The property includes approved plans for expansion, allowing you to create the ultimate waterfront retreat complete with an oversized two-car garage with apartment, large kitchen overlooking the water, 4 more bedrooms and 3 bathrooms, and an area for an office and gym. With the space this property provides, the possibilities and potential are endless! Adding to the incredible value, the property also features a FULLY renovated four-unit apartment building, with each unit currently bringing in $1,300 per month. Providing excellent rental income or guest accommodations, you could use these efficiencies as long-term leases, for family & friends, or truly capitalize and maximize the income potential by renting them through AIRBNB or VRBO! The building provides four furnished 400 sq ft apartment units, complete with two bedrooms • 1 full bathroom • kitchenette • and living room area in each. The center unit houses washer, dryer, storage and access to the motel basement. The property owners tackled this Mid Century motel from top to bottom -- including new roof • new electric • new plumbing • new mini splits • new drywall • new insulation • new flooring • new interior & exterior doors • new windows • new gutters • new bathroom • new kitchen • and SO MUCH MORE! This building also includes cameras. Unmatched waterfront views and the abundant amount of income potential mixed with low property taxes and a high enough elevation that floor insurance isn't even required... this type of property is like finding a needle in a haystack. It is a unique & rare gem, inviting you to see its potential and worth from all aspects.

32156 River Rd, Millsboro

Listing courtesy of NextHome Tomorrow Realty. Contact:

Selling Office: NextHome Tomorrow Realty.

39692 Kittiwake Dr, North Bethany
$1,930,000
4 Beds ⋅ 3 Baths
Just steps from the ocean, this charming cottage captures the essence of coastal living. Thoughtfully designed for comfort, it offers a relaxed beach lifestyle both inside and out. With an inverted floor plan, the open living spaces — including the great room, kitchen, powder room, screened porch, and sunny decks — are located on the upper level to take full advantage of the sea breeze and a peek of the ocean beyond. The inviting kitchen features granite countertops, solid wood cabinetry, a large breakfast bar, and stainless steel appliances. The vaulted-ceiling great room is filled with natural light and opens through sliding glass doors to both a spacious screened porch and a large sun deck, perfect for gathering with family and friends. All four bedrooms and two full bathrooms are conveniently located on the first floor, providing a quiet retreat after a day in the sand and surf. An outdoor shower makes rinsing off after the beach a breeze, and the storage room provides plenty of space for chairs, umbrellas, and bikes. Lovingly cared for and offered tastefully furnished, this home is not currently in the rental market but does have a strong rental history. Located in the private, gated community of Ocean Village — known for its exceptionally wide dune and beach — this property sits on a peaceful, non-thru street just a short stroll from downtown Bethany. The opportunities are endless, as this beach retreat is ready to be enjoyed for years to come or while planning for a sizable new home in an exceptional location.

39692 Kittiwake Dr, North Bethany

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

Selling Office: Long & Foster Real Estate, Inc..

59 Bayside Dr, Fenwick Island
$1,864,500
4 Beds ⋅ 4 Baths
Wake up to sweeping bay views and end your evenings with unforgettable sunsets from this beautifully remodeled waterfront home in Fenwick Island. Perfectly positioned on a canal within town limits, this 4-bedroom, 4-bath coastal retreat offers the rare combination of protected canal frontage and stunning open bay vistas. Remodeled in 2021, the home was thoughtfully designed to maximize natural light and water views throughout the living spaces. The open layout flows seamlessly to multiple outdoor areas where you can relax, entertain, and take in the panoramic scenery. The views are truly the centerpiece of this property. The spacious kitchen is ideal for hosting, featuring two ovens, two dishwashers, and generous gathering space for family and guests. Additional highlights include durable Hardie Plank siding, hurricane-rated high-impact windows, dual-zone HVAC, and a kayak lift for easy access to the water. An elevator shaft has already been framed for a future elevator, adding flexibility and long-term convenience. Walking distance from the beach, restaurants, and shopping, this exceptional waterfront property captures everything buyers are looking for in luxury Fenwick Island coastal living.

59 Bayside Dr, Fenwick Island

Listing courtesy of Spence Real Estate. Contact:

Selling Office: Compass.

40107 E Oceanside Dr Unit 35, Fenwick Island
$1,850,000
5 Beds ⋅ 4 Baths
Endless Coastal Beauty! Imagine sipping your morning coffee while watching spectacular sunrises over the ocean and natural dunes from this exceptional oceanfront townhome. As evening arrives, unwind with breathtaking sunsets over the Assawoman Bay, the perfect backdrop for relaxation after a day at the beach. This rare Kings Grant residence offers 5 spacious bedrooms, each with captivating views of either the ocean or the bay. Being sold fully furnished and designed for gathering family and friends, this home is where unforgettable beach memories are made for generations to come. Located in the prestigious Kings Grant community in Fenwick Island, residents enjoy privacy, exclusivity, and an unmatched coastal lifestyle. Community amenities include: • Private beach walkway and dune crossing • Bayfront swimming pool • Bayfront pier for canoeing, kayaking, and paddle boarding • Dedicated canoe/kayak storage area If you’ve been searching for carefree coastal living in one of the East Coast’s most beautiful beach communities, this is your opportunity. Live your dream. Live at the beach.

40107 E Oceanside Dr Unit 35, Fenwick Island

Listing courtesy of INDIAN RIVER LAND CO. Contact:

Selling Office: EXP Realty, LLC.

45 W Dagsboro St, Fenwick Island
$1,850,000
4 Beds ⋅ 4 Baths
Welcome to 45 W Dagsboro Street—an exceptional waterfront opportunity in the heart of Fenwick Island, offered for the first time in over 40 years. This is more than a home—it’s a true family heirloom, now ready for its next chapter. Perfectly positioned on a sprawling corner lot, this 4-bedroom, 3.5-bath residence offers Water Views from nearly every window, creating a bright, serene coastal setting throughout. The home was fully renovated in 2019, blending modern coastal finishes with timeless character for a move-in ready retreat ideal for both everyday living and entertaining. Step outside and experience what truly sets this property apart. With 47 feet of bulkheaded waterfront, enjoy direct access for boating, crabbing, and paddleboarding. A rare highlight is the private beach area along the bulkhead, complete with a fire pit—perfect for gathering with family and friends while taking in sunset views over the water. The oversized lot offers ample space to add a pool and, thanks to its corner positioning, provides the potential to expand the home’s footprint, creating even more value and flexibility for future customization. Additional features include custom wall sconces, a gas fireplace with marble surround, modern stainless steel appliances, and many thoughtful custom touches throughout. Located just a short walk or bike ride to the beaches of Fenwick Island, as well as local dining and shopping, this home delivers the ideal blend of privacy, convenience, and coastal charm. Opportunities like this are incredibly rare—properties with this combination of location, lot size, waterfront access, and generational history seldom come to market. Whether you’re looking to enjoy it as-is or create your dream coastal compound, 45 W Dagsboro Street is a legacy property not to be missed.

45 W Dagsboro St, Fenwick Island

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: JOHN KLEINSTUBER AND ASSOC INC.

38041 Water Walk Way, Selbyville
$1,847,000
5 Beds ⋅ 6 Baths
Exclusive coastal sanctuary: Custom waterview home just minutes to Fenwick Island and Ocean City, Maryland. Experience the pinnacle of coastal luxury in this custom-built masterpiece, tucked away on a private, peaceful cul-de-sac within an exclusive gated community. Positioned on a prime water view lot, this home offers access to the water right from your backyard, perfect for launching your kayak, paddleboard, or canoe for a sunset paddle. Step through the grand double door entry into an impressive foyer featuring a sweeping wraparound staircase, designer lighting fixtures, and custom architectural details that set an immediate tone of sophistication. Soaring 9 foot ceilings span across both levels, creating an airy, light-filled environment throughout the entire residence. Designed for effortless entertaining, the gourmet chef's kitchen serves as the heart of the home. Outfitted with top-tier appliances, including an oversized column refrigerator and matching full size freezer - this space is equipped for culinary enthusiats. Hosting is seamless with dedicated beverage stations featuring two built-in mini fridges and a built in beverage cooler to keep your collection at the ideal temperature. Tucked discreetly off the main prep space is an extraordinary walk-in scullery pantry featuring a custom coffee bar - plumbed with a direct, dedicated water line so you never have to manually refill a reservoir again. It's an elite detail designed to bring a tear to the eye of even the most discerning chef or espresso connoisseur. The main level also prioritizes accessibility and comfort with TWO primary suites featuring en suite baths. Transitioning outdoors, the main floor expands onto a massive back deck designed for three season indoor-outdoor living. This outdoor retreat is partially covered and has an automated retractable screen, anchored by a cozy stone gas fireplace, and served by a convenient, accessible half bath located right off the rear deck area. Always wanted a pool? The owner has amazing renditions of a previously planned pool design and placement available for viewing when you come see this stunning home in person! Ascending to the second level reveals an expansive entertaining loft complete with its own wet bar, featuring custom upscale cabinetry, a sink, microwave, and mini fridge/freezer to comfortably host guests without stepping foot downstairs. The loft opens directly onto an upper screened porch and sunning deck, catching the gentle coastal breezes and water views. Adjacent to the loft is a huge, finished flex space positioned above the garage, ready to serve as a 6th bedroom, game room, media center, gym, or executive home office. Three additional bedrooms and two full baths round out the second floor of this amazing home. No details were missed when this home was designed and built! Vehicle storage and utility are no problem courtesy of an oversized garage designed in a tandem layout that comfortably accommodates three large vehicles with room to spare for beach gear and yard equipment. Whether enjoying quiet mornings with a fresh brew, hosting guests across multiple entertainment zones, or exploring the surrounding coastal towns, this home offers an unmatched lifestyle of comfort, elegance, and resort-style living just minutes to the pristine beaches of Fenwick Island and Ocean City, dining, shopping, or a take in a concert at the nearby Freeman Stage. Please ask your agent for a full list of features this home offers. Too much to list here, but you will not be disappointed when you step inside this completely custom home. Schedule your private showing today!

38041 Water Walk Way, Selbyville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

Selling Office: Keller Williams Realty Delmarva.

57 Bayside Dr, Fenwick Island
$1,844,100
4 Beds ⋅ 4 Baths
A masterpiece of modern coastal luxury awaits you in Fenwick Island: The Bluefin, a newly constructed canal-front gem offering IMMEDIATE DELIVERY. Designed to elevate your lifestyle, this exquisite home blends sophistication, comfort, and unparalleled water access, complete with your own private dock. Imagine stepping off your deck and onto the water—whether it’s a day of boating, jet skiing, or paddle-boarding, the canal leads directly to the scenic Assawoman and Little Assawoman Bays. The outdoor living spaces are nothing short of spectacular: a serene screened porch, perfect for lazy afternoons, seamlessly connects to an open-air deck featuring a dedicated gas hookup for grilling. From here, stairs lead to a lush backyard, creating effortless flow for outdoor enjoyment. Upstairs, a spacious loft opens to yet another deck, offering elevated water views—perfect for sunset cocktails or a tranquil morning coffee. Inside, The Bluefin is an architectural masterpiece. The great room’s expansive 4-panel sliding doors flood the space with natural light, while a coffered ceiling and a cozy fireplace add warmth and sophistication. The heart of the home, the kitchen, is a chef’s dream: three ovens (including two sleek wall-mounted models), a wood range hood, quartz backsplash, a farmhouse sink, and top-of-the-line GE Café appliances. A wall-mounted pot filler and under cabinet lighting make both cooking and entertaining a seamless pleasure. Luxury details are woven throughout the home. The owner’s suite, conveniently located on the main living level, boasts a spa-like ensuite with heated floors and a shiplap-accented ceiling for that perfect coastal touch. Upstairs, the loft doubles as an entertainment haven with a stylish wet bar, built-in cabinets, a mini fridge, and barn-style doors offering privacy when needed. Additional custom elements—shiplap walls, heightened wainscoting, and a vaulted cathedral ceiling—add layers of texture and charm to every room. With whole-home sound-reducing insulation, The Bluefin ensures peace and quiet, while black exterior windows provide a sleek, modern edge. From sunbathing on the deck to hosting unforgettable gatherings, this home is a sanctuary designed for both relaxation and celebration. Don’t miss this rare opportunity to own a waterfront haven with a private pier in one of Delaware’s most coveted locations. Contact us today to make The Bluefin your forever home. Your dream lifestyle awaits!

57 Bayside Dr, Fenwick Island

Listing courtesy of Compass. Contact:

Selling Office: Compass.

27619 Sterling Blvd, Millsboro
$1,837,500
5 Beds ⋅ 5 Baths
An extraordinary opportunity to own a fully furnished, turnkey Catalina-style estate in the prestigious Sanctuary at The Peninsula, a private luxury golf course community. This impeccably expanded residence offers 5 bedrooms and 4 plus bathrooms across approximately 4,200 square feet of sophisticated living space, thoughtfully designed for elevated comfort and grand-scale entertaining with guests. Serene pond and golf course views provide a breathtaking backdrop throughout the home. The homeowner spared no expense, incorporating substantial Schell Brother expansions on multiple levels to enhance both scale and functionality. Interiors are curated with refined coastal elegance, upscale finishes, and designer furnishings that convey effortless luxury. The gourmet chef’s kitchen is a showpiece, featuring a dramatic oversized island with seating, premium upgraded appliances, and a layout perfectly suited for both intimate evenings and lavish gatherings. The dining space is anchored by a custom table ideal for hosting in style. An open-concept floor plan reveals multiple seating and gathering areas, all positioned to capture panoramic golf course views. The living room invites relaxation with a statement fireplace and sophisticated coastal ambiance. Exceptional appointments include a three level elevator, custom closets and upscale design, with expanded square footage on both the main and lower levels for effortless everyday living. Outdoor living is equally impressive, highlighted by an added covered deck and rear staircase providing seamless access to the backyard and views beyond. Every detail reflects intentional design and luxury convenience. This home also offers extraordinary level of peace of mind, achieved through two elite energy conveniences. The first, a Luxury Generac 24-kW whole-home standby generator offering seamless, uninterrupted power with 200-amp service, automatic transfer switch, Wi-Fi-enabled monitoring, and natural gas operation—designed for effortless comfort and peace of mind. Second, Architecturally integrated solar panels offer a refined, forward-thinking energy solution—enhancing efficiency, sustainability, and long-term savings without compromising the home’s elegant aesthetic. Golf Club membership is required at different levels; however, this residence offers a rare and highly coveted advantage- the option to bypass the waitlist by purchasing the Reserve Membership, granting immediate access to the club and its premier amenities. The Peninsula is a true resort-style destination, offering multiple pools, tennis/pickleball courts, a state-of-the-art fitness center with curated classes, on-site dining options, a private bay beach, scenic sidewalks, kayak launch, community center, gated community with a guard house, miniature golf and so much more!

27619 Sterling Blvd, Millsboro

Listing courtesy of Keller Williams Realty Delmarva. Contact:

Selling Office: Compass.

12228 N Haven Dr, Selbyville
$1,825,000
4 Beds ⋅ 4 Baths
Welcome to luxury coastal living in this stunning Schell Kingfisher model, perfectly positioned along the 5th fairway of the prestigious Jack Nicklaus Signature Golf Course at Bayside Resort. From the inviting wraparound front porch to the thoughtfully curated outdoor living spaces, every detail of this exceptional home has been designed to impress. Step inside the grand foyer and discover rich hickory hardwood flooring, custom millwork, soaring ceilings, and expansive windows and doors that beautifully frame the surrounding golf course and natural landscape. A private home office sits just off the entry, offering the perfect work-from-home retreat. The open-concept great room seamlessly connects to the gourmet kitchen, creating an ideal setting for entertaining. The chef’s kitchen features crisp white cabinetry, Viking appliances, quartz countertops, and an oversized island designed for gathering. Anchoring the great room is a dramatic floor-to-ceiling stone fireplace accented with custom shiplap and elegant built-ins. Oversized glass doors glide open to the newly finished covered patio, creating effortless indoor-outdoor living. Nearby, the dining area showcases coffered ceilings, designer lighting, and glass doors that open to a spectacular patio overlooking the fairway. The spacious main-level primary suite offers a peaceful retreat with a tray ceiling, dual walk-in closets, and a luxurious spa-inspired bath complete with double vanities, a beautifully tiled shower, and an additional vanity area. The main level also features a beautifully appointed powder room with classic wainscoting and a pedestal sink, along with a spacious laundry room offering additional cabinetry and a ceramic sink for added convenience. Upstairs, guests will enjoy an open loft perfect for relaxing after a day at the beach or on the course. Three beautifully appointed bedrooms provide ample accommodations, including a second bedroom with a private balcony showcasing breathtaking views of the fairway, pond, and surrounding coastal nature. A cheerful third bedroom features a large walk-in closet and access to a hall bath, while the expansive bonus room includes its own custom bath and walk-in closet. Outdoor living takes center stage with show-stopping covered patios, a stunning gas fire pit integrated into a custom paver wall, manicured landscaping, and direct golf course access. Located within the award-winning Bayside Resort community, this exceptional home offers world-class golf, pools, fitness amenities, dining, beaches, and an unmatched coastal lifestyle.

12228 N Haven Dr, Selbyville

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: Monument Sotheby's International Realty.

32046 Baywind Walk, Selbyville
$1,825,000
5 Beds ⋅ 4 Baths
Nestled in the sought-after enclave of North Haven- a premier collection of only single-family homes with no thru traffic. This magnificent, fully furnished coastal-style residence offers turn key luxury living on the 4th tee. Just a short stroll to Bayside’s unmatched amenities, this home places you in the heart of one of the East Coast’s most celebrated resort communities- Bayside’s award-winning, amenity-rich neighborhood, home to the prestigious Jack Nicklaus Signature Golf Course. Cruise in the 6 Seat Golf cart which conveys with property. From the moment you arrive, lush landscaping and a lighted covered front porch set the tone for the elegance inside. This stunning 5-bedroom, 3.5-bath home boasts premium upgrades throughout, including a whole-home surround sound system (inside and out), extensive custom millwork with shiplap and board & batten accents, tray ceilings, crown moldings, plantation shutters, recessed and timed lighting, and more. The heart of the home is the chef's kitchen, an entertainer’s dream. Custom display cabinetry with under-cabinet lighting, expansive Quartz counters, a ceramic tile backsplash, oversized island with storage and breakfast bar, GE Monogram appliances, planning center, and walk-in pantry combine to create both beauty and function. The adjoining dining room, wrapped in crown molding and custom lighting, offers sweeping views and is ideal for both intimate dinners and festive gatherings. The open floor plan flows seamlessly into the great room, crowned with an 18’ vaulted ceiling, dramatic shiplap feature wall, and walls of windows that flood the space with natural light. Step through atrium doors to the EZ Breeze three-season porch, where panoramic views of the 4th tee, pond, and Roy Creek await, an idyllic spot to relax or entertain. The main-level primary suite is a private retreat with tray ceiling, recessed lighting, dual walk-in closets with custom built-ins, direct access to the porch, and a luxe spa-inspired bath featuring dual vanities separated by a custom tower, a soaking tub, and a substantial tiled shower beneath a tray ceiling. Also on this level: a second bedroom (currently an office), an oversized laundry room, and a stylish powder room. The lower level offers a remarkable private living space, perfect for guests or multigenerational living. Behind French doors, discover a full kitchen, dining/living area, bedroom with ensuite, plus direct access to the outdoor living spaces. Two additional bedrooms, a well-appointed hall bath, second laundry center, and a custom motor enthusiast’s dream garage, fully outfitted and truly a must-see, complete the lower level. The outdoor experience is equally impressive. Overlooking the golf course yet thoughtfully designed for privacy, this custom-built retreat features a built-in island kitchen, multiple gathering zones, lush planters, and tranquil fountains, all creating an atmosphere of relaxation and enjoyment. Bayside provides the ultimate maintenance-free lifestyle with a stunning array of amenities: multiple outdoor pools with splash zones and snack shacks, an indoor pool and hot tub, state-of-the-art fitness centers with classes, saunas, locker rooms, Har-Tru tennis courts, pickleball, basketball, sand volleyball, playgrounds, trails, dog park, community lakes, kayak storage, fishing pier, year-round security, and a beach shuttle. Dine at Signatures or 38 Degrees overlooking the bay, and enjoy concerts at the Freeman Arts Pavilion, all just steps from your door. North Haven community pool is for the use of Bayside homeowners and guests only- no vacation renters. Extensive list of upgrades and improvements is available in the documents section. Rear yard is eligible to be fenced with black aluminum fencing and a private pool. Additional parking is permitted on the clamshells for guests.

32046 Baywind Walk, Selbyville

Listing courtesy of Northrop Realty. Contact:

Selling Office: Keller Williams Realty Delmarva.

207 Ashwood Ct, Bethany Beach
$1,801,013
4 Beds ⋅ 3 Baths
Welcome to 207 Ashwood Court, a beautifully designed coastal retreat located East of Route 1, oceanside in the heart of Bethany Beach. Tucked away in the wooded area of Bethany, on a quiet cul-de-sac, this four-bedroom home offers the ideal combination of beach proximity, thoughtful layout, and everyday convenience-an easy walk to the beach, boardwalk, and downtown dining and shopping. The main level of this home features two well-appointed bedrooms, perfect for single -level living or accommodating guests. The main bedroom has its own private bath. There is an open concept living area with a kitchen with an island, large dining area and living area with a fireplace. An elevator provides effortless access to the main level of the home, enhancing comfort and accessibility. Upstairs you will find two additional bedrooms and a bath, offering privacy and flexibility for family, guests, or home office space. A large loft on this level provides extra living space and a quiet space just to get away and relax. A large walk in storage area is on this level as well. This home's floor plan is well- suited for both year round living and coastal getaways with a layout that balances open gathering spaces and private retreats. Enjoy outside living in the large screen porch and deck. Whether you are seeking a primary residence, second home, or investment property, this East of Route 1 Bethany Beach location delivers walkability, lifestyle, and long-term values. A rare opportunity to enjoy coastal living just steps from everything Bethany Beach has to offer.

207 Ashwood Ct, Bethany Beach

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

26320 Crosswinds Lndg, Selbyville
$1,795,000
4 Beds ⋅ 5 Baths
Perfectly positioned in the award-winning community of Bayside Resort Golf Club, this exceptional 4-bedroom, 4.5-bath residence offers a rare combination of privacy, premium lot placement, and high-end upgrades throughout. Overlooking the 11th hole of the Jack Nicklaus Signature Golf Course at Bayside with tranquil pond views, the home enjoys unobstructed scenery with no neighbors directly in front or behind—an increasingly hard-to-find setting within the community. Inside, a dramatic two-story foyer with tray ceiling detailing sets the tone for the home’s refined design. Rich hardwood flooring flows through the main living areas, complemented by custom millwork, designer window treatments, and thoughtfully integrated upgrades throughout. The formal dining room creates an elegant space for entertaining, while the expansive kitchen is designed to impress with an oversized granite island, abundant cabinetry, and an extended layout ideal for both everyday living and hosting. A sunlit breakfast area captures sweeping golf course views, seamlessly connecting to the main living room with gas fireplace for an open, inviting feel. Custom blinds—some motorized for added convenience—enhance both comfort and privacy throughout these main living spaces. The first-floor primary suite is a private retreat featuring a double tray ceiling, separate sitting area with vaulted ceilings, and direct access to the screened porch. The spa-inspired primary bath includes a soaking tub, dual vanities, and a fully tiled walk-in shower with frameless glass enclosure. Custom closet systems have been installed throughout the home, offering both functionality and elevated organization. Outdoor living is just as impressive, with a screened porch accessible from multiple rooms and a full-width stone patio designed for entertaining or quiet evenings overlooking the lush fairway. Professional landscaping, custom lighting, and a paver walkway enhance the home’s curb appeal and outdoor experience, while the outdoor shower adds convenience after a day at the beach or pool. The exterior of the home was professionally painted in September 2025, further elevating its presentation. Exterior lighting continues to highlight the home’s architecture and courtyard spaces in the evening, while a security system with cameras and video doorbell provides peace of mind. Upstairs, newly upgraded carpeting (March 2026) complements a spacious second living area and three generously sized en-suite bedrooms, each with its own private bath—ideal for hosting family and guests. An oversized covered deck extends the living space outdoors and showcases elevated views of the golf course and surrounding nature. The extended garage offers additional depth and has been fully upgraded with epoxy flooring, built-in storage systems, and slat wall organization, along with quiet belt-drive garage door openers. Located within one of coastal Delaware’s premier resort-style communities, residents of Bayside enjoy access to indoor and outdoor pools, tennis and pickleball courts, fitness amenities, scenic walking trails, a dog park, on-site dining, and year-round events at the Freeman Arts Pavilion. A rare opportunity to own a highly upgraded home on one of Bayside’s most desirable lots—offering privacy, views, and luxury coastal living at its finest.

26320 Crosswinds Lndg, Selbyville

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

Selling Office: Northrop Realty.

26415 Crosswinds Lndg, Selbyville
$1,780,000
5 Beds ⋅ 5 Baths
Welcome to 26415 Crosswinds Landing. This magnificent Schell Brothers home where fine craftsmanship abounds is in the prestigious Bayside community in the sought-after section of Eastpoint Beach. Being the 7th house in from The Point, you are literally a short walk to 38 Degrees, the bay & amazing views of the Ocean City Skyline! Speaking of amazing views, you’ll relish 3 levels of views out back that are as spectacular as they are serene and Must Be Seen In Person to see how great they are! Enjoy the sights and sounds of nature & local wildlife among the trees, wetlands and the bay! The home is coming furnished and is a 5 BD, 4.5 BA Catalina model at 4,030 sq. ft. with a first-class combination of design elements and premium features everywhere you turn. This model’s reverse layout, where the main floor is the 2nd floor is perfect for this home’s location because the views get better as you go up! Enter the foyer & once up the stairs, the grand openness hits instantly as you see the living & dining rooms with the gourmet kitchen sharing an enormous open space in great fashion that flows effortlessly. There’s room for more than 1 cook in this kitchen with an abundance of beautiful granite counter tops and white beadboard cabinets with crown molding. There’s a breakfast bar, a center island, stainless steel appliances, 4-burner grill-top, and a large pantry. This elevated, open-concept space with a cozy fireplace, rich hickory wood floors and lots of natural light creates an inviting space for both daily living and entertaining. The abundant large windows and glass doors give way to fantastic views. To enjoy the outdoors, step out to the spacious, screened porch that leads to the roomy open deck with gas grill. A hallway off the kitchen has a powder room and the 1st bedroom with a walk-in closet and an ensuite bathroom. It also has a door out onto a covered balcony with views of the Point & peaks of the bay. Next go to the upper level which is 3rd floor and a good time to say this home has an elevator! At the top of the stairs is the utility room with washer & dryer, then 2 well-sized bedrooms with walk-ins that share a hallway bathroom. The fantastic primary suite has sitting area, 2 walk-in closets and a luxe bathroom with frameless shower with a bench. What makes it fantastic is to step outside to the balcony where the bay & wetland views are mesmerizing & may entice you to sleep under the stars a few nights a year! Downstairs to the ground level - there is a mudroom area with bench seating and storage drawers. The main area is a rec room that’s outfitted currently for the gamers & movie fans with extra room for overnight guests. Here is where the 5th bedroom and 4th full bathroom are too. Go outside from the bedroom or rec room to a covered patio with a linear gas fire pit. There is a 2-car garage with 2 extra refrigerators, an extra washer & dryer, and storage space with some existing shelves/racks. This home can have a fence put up in the back and could have an inground pool. Don’t miss your chance, schedule your viewing to see firsthand how modern luxury blends seamlessly with the tranquil charm of coastal living in this beautiful home with amazing views. Remember, Life is Not a Dress Rehearsal, Own at The Beach! The award-winning community of Bayside is only 5 miles to the beaches & Atlantic Ocean! Bayside is home to a Jack Nicklaus Signature Golf Course and has unique offerings: year-round life enrichment classes, and the Freeman Arts Pavilion where you can enjoy the arts & music from local & regional performers plus national, chart-topping artists performing in your backyard! Amenity highlights include outdoor community pools, sauna, jacuzzi, tennis & pickle ball courts, indoor pool, state-of-the-art fitness center, bocce court, dog park, boat ramp, Signatures bar & grille & much more!

26415 Crosswinds Lndg, Selbyville

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Keller Williams Realty.

309 W 5th St, South Bethany
$1,750,000
4 Beds ⋅ 3 Baths
Stunning canal front retreat with a private boat dock and just a short bike-ride from the pristine life-guarded beach of South Bethany. This coastal gem offers the perfect blend of indoor and outdoor living, featuring an open floor plan with an inviting great room that flows seamlessly onto a spacious screened porch and sun deck overlooking the water—ideal for entertaining or relaxing by the canal. At the heart of the home, the gourmet kitchen showcases high-end cabinetry, granite countertops and backsplash, a large center island, and premium stainless-steel appliances, creating the perfect setting for casual dining or elegant entertaining. The main level also includes a beautifully appointed guest bedroom and a full bath with a walk-in shower, all set against the warmth of Brazilian cherry hardwood flooring. Upstairs, the private primary suite offers a serene escape with its own private deck with canal views, a spa-like bathroom with a glass-enclosed tiled shower, soaking tub, dual vanities, and a generous walk-in closet. Two additional guest bedrooms and another full bath with dual sinks and walk-in shower complete the upper level. The ground floor includes a welcoming foyer, large storage/utility room, a convenient outside shower and covered parking. An expansive waterfront deck extends to the water’s edge, offering the perfect spot for lounging, launching your kayak, or preparing for a day on the boat. Located in the sought-after community of South Bethany—known for its life-guarded beach and proximity to downtown Bethany’s boutique shops, restaurants, and boardwalk—this home offers the ultimate coastal lifestyle. Walk to the beach or take your boat, jet ski, or kayak out for a day on the water, all from your own backyard.

309 W 5th St, South Bethany

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

Selling Office: Long & Foster Real Estate, Inc..

6 S Shore Dr, North Bethany
$1,700,000
5 Beds ⋅ 4 Baths
Perfectly positioned along the bay in the gated community of South Shore, this waterfront residence captures panoramic views of the Indian River Bay, surrounding wetlands, and the iconic Indian River Inlet Bridge from nearly every room. Offering an exceptional opportunity to enjoy one of North Bethany's most spectacular waterfront settings, with the beach just a short walk or bike ride away, this spacious home features an open floor plan designed to embrace the ever-changing water views. The main living level offers a generous kitchen with abundant cabinetry, granite countertops, a breakfast bar, and an inviting window-lined sitting area that's the perfect spot to enjoy morning coffee while taking in the view. The kitchen flows seamlessly into the dining and living areas, where ceramic tile flooring provides easy coastal living. Two sets of newer 8-foot-tall, three-panel sliding glass doors maximize the breathtaking waterfront vistas while opening to an expansive bayfront deck and screened porch, creating an ideal setting for entertaining or simply relaxing. This level also includes two guest bedrooms, a full bathroom, and a powder room. The upper level is highlighted by a spacious bayfront primary suite featuring breathtaking water views, access to a large sun deck, and an ensuite bathroom with dual sinks, a jetted soaking tub, and a tiled walk-in shower. Two additional guest bedrooms and another full bathroom complete this floor. The ground level offers covered parking, generous storage for kayaks, jet skis, bicycles, and all your beach gear, plus an outdoor shower for rinsing off after a day on the water. Thoughtfully maintained, the home has been enhanced with a new roof and HVAC systems (2022), new hot water heaters (2024), durable composite front and rear decking, updated landscaping, heating and air conditioning added to the ground level, and extensive replacement of exterior trim with low-maintenance Azek for lasting durability. South Shore is one of North Bethany's most desirable gated waterfront communities, offering a deep-water marina with direct access to the Indian River Inlet, a swimming pool, and tennis courts. Ideally situated near the entrance to the community, this home offers the convenience of an easy walk or bike ride to Delaware Seashore State Park's pristine beach without crossing Route One, plus a nearby launch for kayaks and paddleboards, making it effortless to enjoy both the bay and the beach. This remarkable property offers an irreplaceable location with some of the area's most captivating bay views.

6 S Shore Dr, North Bethany

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

Selling Office: Monument Sotheby's International Realty.

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