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$849,900
3 Beds ⋅ 2 Baths
LEWES LIFESTYLE - Experience the quintessential Lewes lifestyle from the heart of the Historic District at the renowned “Metcalf House,” a circa 18th-century residence rich in architectural character and local history. Originally evolving over time from three separate homes into one distinctive property, this unique residence offers an exceptional opportunity for restoration, preservation, and personalization. Featuring 3 bedrooms, 2 bathrooms, hardwood flooring throughout, exposed beams, two wood-burning fireplaces, a private brick patio, and fenced yard, the home showcases timeless historic charm with endless potential. Eligible historical property restoration tax credits may be available for qualifying renovations, creating added value for preservation enthusiasts, investors, or buyers seeking a one-of-a-kind historic coastal home. Ideally located just steps from Second Street’s restaurants, boutiques, and galleries, as well as Canalfront Park, with easy bike access to the beach and Delaware Bay, this is a rare opportunity to own an iconic piece of Lewes history.

202 W 3rd St, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$874,900
3 Beds ⋅ 4 Baths
THE SETTING: This house is in a lovely setting in the historic town of Milton, DE. Its two front porches showcase a view of the Broadkill River. Opening the front window curtains in the morning is like unveiling an Impressionist painting, per the owners. Bald eagles, seagulls, and herons can be seen too! Cherry trees along the water mark the changing Seasons with their pink flowers, autumn leaves, and holiday lights. The Wednesday night summer concerts in the park can be enjoyed right from the porches. As the sun sets, the sky often takes on a soft pink hue and the water glistens. Drinks on a porch are always better with a view! THE FEATURES: Several features stand out to make living in this home effortless. The Main Floor, accessed by the elevator from the lower level or stairs, offers the ease of true ranch-style living. This design functions well with a split bedroom layout that includes walk-in closets, a home office off the foyer, and a spacious living room, kitchen, and dining area in the center. A large walk-in pantry lies just off the kitchen. Across from it is a well- equipped laundry room, with access to a deck and the backyard. A 6’ cedar fence and lush arbor vitae create privacy. There is a large paver patio, a smaller bluestone patio, and landscaped beds. However, if a pool is desired, this yard could accommodate one! A whole house generator provides peace of mind during stormy weather. An irrigation system, with a separate water meter, helps maintain the lawn. The Lower Level can accommodate up to 5 vehicles; one of four garages allows two cars to be parked in tandem. The ample storage space can also accommodate multiple workbenches and has room for jet skis, kayaks, or even a boat. There is a center finished area with an outside entrance as well as opening to the garages. A drop zone, the elevator, closets and a sink are in this area.  The Upper Level is a flex space. It can be used as a game room, exercise area, or for additional sleeping space for guests. It includes a full bath. THE ACCESSABILITY: One of the remarkable advantages of this house is its accessibility to the town and services. It is a five-minute walk to the theater, restaurants, library, and shops. A bit of a longer walk leads one to a delightful coffeehouse and additional restaurant choices. The grocery store, pharmacy, post office, and even urgent care are a five-to-ten-minute drive. The town’s beautiful Historical Society and Friday’s Farmer’s Market are also just down the street.

203 Chandler St, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$939,000
4 Beds ⋅ 4 Baths
PRICE IMPROVEMENT! This charming Cape Cod with a NEW ROOF in Kinsale Glen offers a perfect blend of comfort and community on one of the largest private lots in the community. With 4 spacious bedrooms and 3.5 baths plus a full unfinished basement, the interior features a cozy family room off the kitchen, a formal dining area, and a delightful breakfast nook. Enjoy the warmth of a fireplace and the elegance of solid hardwood floors throughout. The unfinished basement provides endless possibilities for customization. Step outside from a screened porch with 3-season vinyl windows to a beautifully landscaped yard, perfect for relaxing evenings overlooking the serene pond. The community boasts fantastic amenities, including indoor and outdoor pools, a fitness center, pickleball and tennis courts, and community irrigation. Centrally located in a neighborhood where residents benefit from nearby shops, grocery stores, gyms, and restaurants. With easy access to nature and recreational activities, this home is a true retreat. Experience the joy of living in a vibrant community where every day feels like a getaway!

36 Kenmare Way, Rehoboth Beach

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

$1,999,999
5 Beds ⋅ 4 Baths
Properties like 29 Bridle Ridge Circle don’t come along often! This extraordinary 5,642-square-foot home features 5 bedrooms, 4 full bathrooms, a thoughtfully designed floor plan, and curb appeal straight from a magazine. Custom millwork graces every room in this home, including on the ceilings! The fully redesigned kitchen is the heart of the home, updated just a few years ago with the finishes and function you’ll fall in love with. Featuring updated millwork, white cabinets, custom tile backsplash, a large center island with storage and seating, and stainless steel appliances, this kitchen was designed for cooking and entertaining. A separate bar with storage and a wine fridge gives you even more space. Just off the kitchen, you’ll find a well-equipped laundry room with beautiful glass doors, tile backsplash, and loads of counter and cabinet space. Next to the laundry room is a spacious pantry with double doors. The kitchen opens into a large living space with an eye-catching fireplace surrounded by wooden accents and built-in storage. A wall of windows makes the space feel open, bright, and sunny. Just off the kitchen is a large sunroom with beautiful windows overlooking the backyard. A spacious sun porch with brick flooring and custom removable windows provides the perfect place to relax or entertain. The sun porch opens to your very own backyard oasis with an in-ground Anthony Sylvan concrete pool and a cabana pool house with a full bathroom. You’ll feel like you’re on vacation every day! Back inside the home, you’ll find a luxurious primary suite that feels like a relaxing escape, complete with a geothermal unit for comfort and a spa-worthy bathroom with heated marble floors, a stand-alone tub, and a walk-in tiled shower with multiple shower heads and a tile bench. Redesigned just three years ago, every morning here feels like a retreat! Three-zone geothermal units allow everyone to relax at their own comfort level. On the second floor, you’ll find 3 more beautifully-appointed bedrooms, complete with custom millwork and large windows, and 2 updated bathrooms. A bonus room, attic, and loft overlooking the living space complete this luxurious second floor. The fully finished lower level is a basement truly built for living! Here you’ll find a dedicated home gym, a half-bath, a conditioned mechanical room, and multiple storage spaces to keep everything organized and accessible. The home also features a 1,700-square-foot, finished and heated barn, ideal for a workshop, studio, entertainment space, home office, or hobby haven – whatever your heart desires! Nestled in the popular Lewes community of the Estates at Bridge Ridge, this unbelievable home offers the perfect blend of peaceful living with coastal access. Just minutes from Route 1 shopping and dining, Lewes Beach, Cape Henlopen State Park, and downtown Rehoboth Beach, it’s luxurious living at its finest. Whether you’re looking for a full-time residence or the ultimate Sussex County beach retreat, 29 Bridle Ridge Circle delivers on every level. If you’ve been waiting for something extraordinary, this very well could be the one. Schedule your private showing of this remarkable property today!

29 Bridle Ridge Cir, Lewes

Listing courtesy of Jack Lingo - Lewes. Contact:

$4,700,000
5 Beds ⋅ 6 Baths
Rare North End Ocean-View Retreat | 5BR Luxury Home with Pool, Elevator, Garage & Off Street Parking Welcome to one of the most exceptional offerings on the north end of Dewey Beach, where modern coastal luxury meets a truly rare combination of ocean views, iconic and one-of-a-kind sightlines down the Dewey strip, and the convenience of paved off-street parking spaces. This newly constructed, fully furnished 5-bedroom, 4 full bathroom (and 2 half bath), 4,155 square-foot residence is thoughtfully designed across three expansive levels, all easily accessed by a private elevator. From the moment you arrive, the home sets itself apart with its scale, craftsmanship, and turnkey convenience. The heart of the home is an open-concept living space designed to maximize natural light and capture sweeping views. Expansive windows and multiple outdoor decks create a seamless indoor-outdoor experience, while high-end finishes and curated furnishings elevate every detail. Step outside to your private pool and custom-built pool bar, complete with dedicated seating and service area, creating the ultimate setting for entertaining. Whether hosting summer gatherings or unwinding after a day at the beach, this outdoor space delivers a true resort-style experience rarely found in Dewey Beach. What truly distinguishes this property is its unique vantage point. Enjoy not only ocean views, but a rare, unobstructed perspective down the Dewey Beach strip, an irreplaceable feature that delivers both energy and exclusivity. Combined with the quiet appeal of the north end location, this home also offers easy access to the town. Additional highlights include: • Five spacious bedrooms ideal for hosting large groups • Private elevator servicing all three floors • Multiple decks capturing ocean breezes and panoramic views • Off-street parking spaces, an exceptional amenity in Dewey Beach • Private garage offering additional storage and convenience • Fully furnished and professionally designed for a true turnkey experience Whether you’re seeking a premier personal retreat or property to lease, this home offers outstanding leasing potential while delivering a luxury lifestyle that is simply unmatched in Dewey Beach. This is a rare opportunity to own a standout property in one of the East Coast’s great beach communities, where location, views, and livability converge.

24 Houston St, Rehoboth Beach

Listing courtesy of Houwzer. Contact:

$500,000
4 Beds ⋅ 3 Baths
PRIVATE-ENTRY GUEST SUITE + ONE-LEVEL LIVING + OVERSIZED PRIVATE YARD + LOW HOA! Rarely does a home offer this much flexibility, privacy, and value in one package! This beautifully maintained 4-bedroom, 3-full-bath home in desirable Chapel Green offers nearly 2,400 sq. ft. of easy one-level living—plus a separate private-entry guest/in-law suite with generous parking. Perfect for multi-generational living, an au pair, adult child, extended family, long-term guests, a home office, or your own private retreat, this versatile space gives you options while preserving privacy. The main home features an inviting open layout, fresh paint throughout, eat-in kitchen, sunroom, formal dining room, and comfortable single-level living. An attached 2-car garage and 2018 roof add even more value. Step outside to an oversized, private backyard with room for entertaining, gardening, pets, play, or simply enjoying the outdoors. And the location? You’re directly across from the community pool, clubhouse, and tennis courts, with low HOA fees. Just minutes to Lewes, Rehoboth, the beaches, dining, shopping, and coastal attractions. Flexible. Spacious. Private. Convenient. And priced below appraised value. Homes offering this combination are hard to find—schedule your showing and come see the possibilities!

16 Ancient Oak Dr, Lewes

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact:

$499,900
4 Beds ⋅ 3 Baths
$5,000 CREDIT PLUS a ONE YEAR HOME WARRANTY. Welcome to Cannery Village, one of Milton's most sought after communities. This elegant and refreshing two-story retreat is within walking distance to Old Town Milton with its unique shops and businesses. The delicious local dining choices are unique to the town. Enjoy your walk to Dogfish Head Brewery, the Milton Theater, and Milton's Farmer's Market. When stepping onto the front porch you will experience the crisp curb appeal of this beautifully freshly painted home.  From the moment you cross the threshold into the soaring two-story foyer, you are bathed in natural light; to your left, a sun-drenched living room features brand-new carpeting, offering the perfect spot for quiet relaxation.  To the right, the formal dining room connects seamlessly to a spacious kitchen via a convenient butler pantry--- boasting ample cabinet storage for effortless entertaining. The foyer entices you forward towards the family room which shows off its expansiveness with nine-foot ceilings and windows everywhere.  At the heart of the home, this open-concept family room invites you to unwind by the cozy fireplace, creating an ideal atmosphere for chilly evenings.   The kitchen is adjacent to the family room with a large center island, two built in wall ovens, and backsplash.  The laundry room with the washer and dryer (that convey) is off the kitchen.  The main floor also features a stylishly updated, freshly painted power room with a new mirror. Follow the bright, airy windows up the staircase to find the private quarters, featuring four generous bedrooms, and two full baths.  The large primary bedroom with its tray ceiling, walk-in closet, ensuite with a large soaking tub and shower with windows that again allow the sun to shine brightly in the room.  From the primary bedroom look across the large central area towards the light from the two-story front entrance surrounded by three additional bedrooms with large closets and another full bath. Off the family room , walk down the newly carpeted stairway to the large unfinished basement with areas of rough-in plumbing for possible bathroom, shower, and or wet-bar area, a large hot water heater, updated and still under warranty HVAC system. The basement walls have been covered with insulation ready for finishing the walls.  There is a door in this area that leads to the extra wide stairwell up to the backyard of the home.   This home is positioned on a spacious corner lot, offering enhanced privacy, large backyard, and curb appeal. The white fencing on both sides provides privacy ideal for backyard entertainment. The detached garage is spacious for vehicles and additional storage. Combining modern updates with a warm, functional layout, this home is move-in ready and waiting for you!

127 Ellison Dr, Milton

Listing courtesy of Coldwell Banker Realty. Contact:

$699,990
4 Beds ⋅ 4 Baths
**UP TO $18,500 IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE!** Paradise awaits in the coastal-inspired Barbados floor plan, nestled within a quiet, tree-lined community just minutes from the beach, golf courses, and nature preserves. This thoughtfully designed 4BR/3.5BA home offers the perfect blend of main-level luxury and second-story flexibility. The heart of the home is an open-concept chef’s kitchen featuring an oversized island that flows seamlessly into the family room, anchored by a cozy fireplace. Retreat to the spacious main-level primary suite or find productivity in the generous private study. Enjoy outdoor living on the screened-in porch. The second level provides a versatile sanctuary with a loft, two additional bedrooms sharing a bath, plus a fourth bedroom with its own ensuite—ideal for guests or a secondary suite. Complete with a two-car garage and timeless design, this home is a true retreat. *Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

Homesite 91 Heartwood Circle, Lewes

Listing courtesy of DRB Group Realty, LLC. Contact:

$519,900
4 Beds ⋅ 3 Baths
Thinking of retiring to Delaware in the next year? Seller is motivated and willing to consider a 6–12-month sale-leaseback arrangement, providing the buyer with flexibility during the transition. COASTAL CHARM MEETS WOODLAND PRIVACY! Tucked among lush greenery and mature trees, this custom built 4-bedroom, 2.5-bath home in Chapel Green offers a blend of privacy, comfort, and craftsmanship, your own “beach cottage in the woods.” Set on a private lot bordered by woods and protected wetlands, the setting is as peaceful as it is picturesque. Inside, the home features luxury vinyl plank flooring, lots of natural light, and thoughtfully designed living spaces. The open-concept main level centers around a stylish kitchen with quartz countertops, stainless steel appliances, and easy flow into the living areas, highlighted by a gas fireplace. The first-floor owner’s suite provides a newly updated walk-in tile shower. Additional upgrades include power-flush toilets in both the primary bath and powder room. Upstairs, you’ll find two spacious bedrooms, a full bath, and a versatile second living area ideal for guests. Enjoy the outdoors from two composite porches overlooking tree-lined views, perfect for relaxing or entertaining. A detached two-car garage adds convenience and storage. Located in the established Chapel Green community, this home offers the best of coastal living just minutes from Lewes Beach, the Cape May-Lewes Ferry, Rehoboth Beach, outlet shopping, and Cape Henlopen State Park. Community amenities include a pool, tennis and pickleball courts, clubhouse, fitness center, basketball court, meeting space, and RV/boat storage all with low HOA fees. A unique opportunity to enjoy nature, space, and convenience in one exceptional property.

35 Aintree Dr, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$990,000
4 Beds ⋅ 3 Baths
A RARE PRIVATE SETTING JUST MINUTES FROM DOWNTOWN LEWES! It’s all about the setting! Tucked away on an exceptional lot overlooking protected wetlands and a tranquil pond, with distant views of Canary Creek, this 4-bedroom, 3-bath home offers a remarkable combination of privacy, natural beauty, and convenience—all within walking and biking distance of Historic Lewes. Enjoy peaceful, ever-changing views of the water, wetlands, birds, and wildlife from the enclosed porch and rear patio . With protected wetlands beyond the property, the backyard offers a wonderful sense of privacy and serenity that is increasingly hard to find this close to downtown Lewes. Inside, the welcoming open floor plan features hardwood flooring, vaulted ceilings, a gas fireplace, and a spacious great room that flows seamlessly into the kitchen and dining area. A separate formal dining room provides additional space for entertaining family and friends. The first-floor primary suite features two large walk-in closets and a private en suite bath with a walk-in shower and soaking tub. Three additional bedrooms on the second floor provide plenty of room for family, guests, or a home office. Additional highlights include owned solar panels that can significantly reduce energy costs and fiber-optic internet for high-speed connectivity. Numerous improvements have already been completed, including a roof replacement in 2023, newer heat pump, new kitchen stove, sink and faucet, new first-floor toilets, and much more. See the complete list of improvements for additional details. Best of all, you can enjoy the peace and privacy of this special setting while being just moments from everything that makes Lewes so desirable. Walk or bike to Historic Lewes for shopping and dining, explore the nearby waterways and trails, or simply relax at home and take in the beautiful views from your own backyard. Protected wetlands, pond and Canary Creek views, exceptional privacy, and proximity to downtown Lewes—this is a setting that truly sets this Pilottown Village home apart.

106 Seagull Dr, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$489,900
3 Beds ⋅ 3 Baths
Welcome to Vincent Overlook, where charming curb appeal, thoughtful upgrades, and easy coastal living all come together just minutes from Lewes and the Delaware beaches. With its cheerful red exterior, fenced backyard, and inviting layout, this home has warmth and personality throughout. Inside, the open-concept floor plan feels bright, comfortable, and easy to live in. The family room flows into the kitchen and sunroom, creating a natural gathering space whether you’re entertaining guests or just enjoying a quiet night at home. The kitchen features cherry cabinetry, granite countertops, stainless steel appliances, and peninsula seating perfect for casual meals and conversation. One of the biggest highlights is the convenience of first-floor living, with the primary suite, laundry, and main living spaces all on the first level. The spacious primary suite includes a double vanity, oversized tiled shower, and upgraded finishes that give the space a polished feel. Upstairs, the loft offers flexible bonus space for a home office, reading area, or second hangout space, along with two additional bedrooms and a full bath. Out back, the fenced yard is set up for enjoying the outdoors with both a deck and patio, plus enough room for pets, play, or gardening. The finished two-car garage with epoxy flooring adds even more functional space. Vincent Overlook offers low-maintenance living with lawn care included, plus amenities like a community pool, clubhouse, tennis courts, walking trails, fitness room, and playground. Tucked between Lewes and Milton with multiple routes to both, the location makes getting to shopping, restaurants, and the beach easy while still feeling tucked away from the crowds. If “comfortable, convenient, and charming” is your thing, you’re going to want to see this one!

29551 Vincent Village Dr, Milton

Listing courtesy of Compass. Contact:

$559,900
5 Beds ⋅ 4 Baths
Welcome to one of Milton's most desirable neighborhoods where modern comfort, flexible living space, and peaceful wooded views come together in a home that truly stands out. Lovingly maintained by relocating executive sellers, this like-new home offers the perfect blend of style, functionality, and move-in ready convenience. From the moment you step inside, you'll notice the bright, open-concept design, luxury vinyl plank flooring, abundant natural light, and thoughtfully selected neutral finishes that create a warm yet elevated feel throughout. The heart of the home is the beautifully appointed kitchen featuring upgraded countertops, stainless steel appliances, a large center island perfect for gathering, and an oversized walk-in pantry that offers exceptional storage. The kitchen flows seamlessly into the dining area and spacious living room, creating an ideal setup for both entertaining and everyday life. The highly desirable first-floor primary suite offers privacy and convenience, complete with a spacious walk-in closet and a beautifully designed en-suite bath. The main level also features a stylish powder room and a versatile flex space perfect for a home office, playroom, formal sitting area, or a workout room. Upstairs, you'll find four generously sized bedrooms, two full bathrooms, an oversized secondary living area/loft , a dedicated laundry room, and additional storage space providing flexibility for growing families, guests, hobbies or multi-generational living. One of the home's most special features is the backyard setting. Unlike many newer construction homes, this property backs to peaceful trees and natural surroundings, offering added privacy and a serene backdrop for morning coffee, outdoor entertaining, or relaxing evenings at home. Location is everything, and this home delivers. Enjoy being just minutes from some of Delaware's most beloved coastal destinations, including Lewes Beach, Rehobeth Beach, and Broadkill Beach. Whether you love boating, dining, shopping, biking, beach days, or simply enjoying the coastal lifestyle, you'll appreciate having it all within easy reach while still enjoying the comfort and space of a quiet neighborhood setting. With its spacious layout, modern finishes, rare wooded lot, and sought-after location, this home offers the total package, and opportunities like this in Milton don't come along often. Seller is willing to help with closing costs or buy down. Schedule your private showing today before this exceptional home is gone! Please note that some of the photos have been virtually staged.

18069 White Cedar Ct, Milton

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

$2,759,900
5 Beds ⋅ 4 Baths
Welcome to 204 Stockley St, your perfect Rehoboth Beach getaway, where classic Rehoboth colonial architecture meets modern comfort and easy coastal living. Just over 2 blocks from the beach and an easy walk to everything downtown has to offer, this spacious 5-bedroom, 3.5-bath home is designed for unforgettable beach days and lively boardwalk nights. With room to comfortably sleep 11+ people, there’s space for everyone to spread out, relax, and make memories together. Re-imagined in 2016, the home has seen extensive improvements including a new roof, new HVAC, renovated bathrooms, and a completely new kitchen that blends style and function beautifully. Spacious living areas, comfortable bedrooms, and thoughtful updates throughout make this home equally suited for personal enjoyment or investment potential. Step outside to a maintenance-free deck overlooking the fenced backyard, perfect for summer cookouts, morning coffee, or unwinding after a fun day in the sun. Rinse off in the outdoor shower. Off-street parking and a large storage shed add even more convenience in this highly walkable location. Whether you’re searching for a full-time coastal retreat, a second home, or a proven rental income generator, this property checks all the boxes in one of Delaware’s most beloved beach towns.

204 Stockley St, Rehoboth Beach

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$459,990
4 Beds ⋅ 3 Baths
VERY MOTIVATED SELLER LETS TALK ABOUT OFFER . Discover timeless charm with modern comforts in this fully renovated 1930s Spanish-style home on 1/3 acre, just 1 mile to downtown Milton! 4BR/3BA blending historic character with modern living. Stone and brick exterior sets the tone, while inside features hardwood floors, exposed brick, preserved laundry chute, and a wood-burning stone fireplace with shiplap detail. Gourmet kitchen with granite, butcher block island, and new LG stainless appliances, open for easy entertaining. First floor includes bedroom, full bath, and separate-entry laundry/mudroom—ideal for flexible living. Upstairs offers a spacious primary suite with soaking tub, oversized tile shower, and customizable closet, plus 2 additional bedrooms and full bath. Major upgrades include Low-E tilt windows, updated electrical, dimmable lighting, and fire-rated walls. Outdoor highlights: balconies, oversized pergola, shaded yard, stair bridge with storage, and secondary entrance to main level/basement. Unique villa-style feel—easy to show!

14161 Union Street Ext, Milton

Listing courtesy of Patterson-Schwartz-Hockessin. Contact:

$1,725,000
4 Beds ⋅ 5 Baths
COASTAL LUXURY with Unobstructed Views, Beach Access & Proven Rental Income in Broadkill Beach! Welcome to Seaside Osprey House, a custom-built 4-bedroom home with private den, 3 full and 2 half baths, located in the coveted bayfront community of Broadkill Beach. Just 4 years young, this turnkey coastal retreat offers a seamless blend of modern luxury, panoramic views, and exceptional investment potential. Designed with an inverted floor plan to capture natural light and surrounding beauty, the home showcases expansive windows framing sweeping views of Prime Hook Wildlife Refuge and Broadkill Beach. Dual screened porches provide the perfect setting to enjoy both sunrise and sunset—ideal for dining, entertaining, or relaxing in the coastal breeze. A built-in ADA-compliant elevator services all levels for added convenience, while the oversized 3-car garage offers abundant space for vehicles, storage, and beach gear. The fully insulated ground level includes a finished bonus room, offering flexible use as a home office, gym, or additional guest space. With direct beach access just across the street, everyday coastal living is effortless. For investors, this property stands out as a proven income producer, generating over $130,000 in rental income over the past three years. Whether you're seeking a luxury beach getaway, a private coastal retreat, or a high-performing short-term rental, Seaside Osprey House delivers on lifestyle, income, and location. Schedule your private showing TODAY!

2501 S Bay Shore Dr, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$3,900,000
5 Beds ⋅ 6 Baths
Perfectly positioned for exceptional privacy, 22 Farview Road in North Shores occupies a coveted perimeter parcel overlooking protected state park lands, with serene natural views stretching as far as the eye can see. The home’s stately cedar shake elevation exudes timeless coastal charm, while multiple levels of screened porches and balconies invite outdoor living into everyday life—offering peaceful vistas of trees, wetlands, and even a distant view of the ocean. Inside, the welcoming entry foyer opens to the first level, which hosts four generously sized bedrooms, each with its own private en-suite bath—ideal for family and guests alike. The second level is thoughtfully designed for both entertaining and relaxed coastal living. Here, the grand great room is anchored by a striking stone, wood-burning fireplace and flanked by rich custom built-in cabinetry. Additional spaces include a dedicated gaming area and a cozy reading or office nook, creating versatility throughout. The kitchen is a true centerpiece, featuring a dramatic multi-tiered island, granite countertops, and stainless-steel appliances. It flows seamlessly into an open-air dining area complete with a wet bar, making it perfect for gatherings large or small. These spaces extend effortlessly to the screened porch and sun deck, further blurring the lines between indoor and outdoor living. The third level is reserved exclusively for the luxurious owner’s suite—a private retreat that feels like a home within a home. The spa-inspired bath offers a walk-in shower, jetted soaking tub, dual vanities, dual water closets, and abundant cabinetry, while the custom walk-in closet is sure to impress. The bedroom’s inviting sitting area provides a peaceful escape, perfect for reading or unwinding while guests enjoy the rest of the home. There is also flex space overlooking the back sun deck. This flex space is currently used as a reading room but would be well suited for a private home office, fitness room or art studio! With plenty of storage, garage space, and an elevator servicing every level, this residence offers a rare combination of privacy, natural beauty, and coastal elegance - and should not be overlooked! All situated in the sought - after, amenity rich private beach community known as North Shores.

22 Farview Rd, Rehoboth Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

$499,900
5 Beds ⋅ 3 Baths
Pond Front Coastal Retreat in Stonewater Creek – Fully Furnished & Move-In Ready! Welcome to this beautifully designed coastal-style home in the sought-after new section of Stonewater Creek in Millsboro! Only 3 years old and sold furnished (excluding select personal items), this move-in ready 2-story home offers spacious living, modern finishes, and peaceful pond-front views. Step inside through the large welcoming foyer where you’ll find a convenient front office space, perfect for working from home or a quiet retreat. The open-concept layout flows effortlessly into the bright great room, dining area, and stunning kitchen featuring granite countertops, stainless steel appliances, 42” white cabinetry, and a large slider leading to the rear patio overlooking the expansive pond. The first floor also includes a bedroom and separate full hall bath, ideal for guests or multigenerational living. Upstairs, the spacious primary suite offers a private ensuite bath and large walk-in closet. The second floor also features two additional bedrooms, another full bath, a generous loft/great room area, and convenient upstairs laundry. Additional features include luxury vinyl plank flooring throughout the main living areas, carpeted bedrooms, custom window treatments, a full basement with rough-in plumbing for a future bath and potential additional bedroom or living space, plus a 2-car garage. Enjoy coastal-inspired living with modern comfort in one of Millsboro’s popular communities, conveniently located near shopping, dining, beaches, and boating. This pond-front beauty is truly turn-key and ready for you to enjoy!

24458 Blue Marlin Ct, Millsboro

Listing courtesy of Samson Properties of DE, LLC. Contact:

$690,000
3 Beds ⋅ 2 Baths
Welcome to 19416 Safflower Way, a nearly new multi-level home located in the standout Cardinal Grove community in Lewes, now priced below replacement cost! Built approximately two years ago and offering 1,827 square feet of finished living space plus an expansive 1,499 square foot unfinished basement, this home delivers the flexibility to grow with you over time. The main level serves as the true living hub of the home, built around an open-concept design that naturally separates everyday living from private retreat spaces. At the center, the kitchen, dining area, and living room come together as one cohesive whole, anchored by a large kitchen with a central island and seamless flow into the surrounding spaces. A fireplace adds warmth and character to the living area, while an abundance of windows brings in natural light, giving the entire space a bright and inviting feel throughout the day. From here, the home extends effortlessly into outdoor living, with direct access to both a spacious deck and a screened porch overlooking a peaceful pond setting. The primary suite is positioned toward the rear of the home for added privacy, featuring a large en-suite bathroom with a soaking tub and a dedicated walk-in closet, offering both space and functionality. Toward the front of the home, two additional bedrooms are thoughtfully placed alongside a shared full bathroom, creating a separate guest or family wing that maintains privacy. A generously sized laundry room also functions as a mudroom-style transition space between the two-car garage and the main living area, adding convenience and practicality to the home’s everyday flow. Upstairs, the second level offers a flexible bonus room that can easily adapt to your needs. This level also provides access to a large attic, giving you even more storage options without compromising the main living areas. The unfinished basement is a standout feature, offering endless potential for future expansion. Beyond the home itself, Cardinal Grove offers a unique community setting tucked into a private wooded enclave of just 98 homesites, all while being just minutes from Lewes and Rehoboth Beach. The community’s signature amenity, The Perch, features an outdoor pool with private cabanas, a large grilling area, an outdoor fireplace, a tot lot, and open-air gathering spaces that make it feel like a resort-style escape right in your own neighborhood. With its thoughtful layout, abundance of natural light, peaceful pond views, and future potential, 19416 Safflower Way offers a balanced mix of comfort, flexibility, and location. Schedule your tour and experience what life in Coastal Delaware can truly feel like!

19416 Safflower Way, Lewes

Listing courtesy of Keller Williams Realty. Contact:

$3,249,900
10 Beds ⋅ 5 Baths
Charming Turn-of-the-Century Cottage with Significant Income Potential | Ocean Block | 7BR Main House + 3BR Guest House | Two Rental Licenses | Six-Figure Annual Income Perfectly positioned on the ocean block of one of Rehoboth Beach’s most iconic streets, 16 Delaware Avenue offers a rare opportunity to own a true coastal classic just steps from the Boardwalk, Funland, the beach and Atlantic Ocean. This charming turn-of-the-century cottage blends historic character with exceptional income potential in one of the most sought-after locations in town. The main house features 7 spacious bedrooms and 3.5 baths, along with a newly renovated kitchen designed to accommodate large gatherings, extended family stays, or multiple tenants with ease. A detached 3-bedroom, 1-bath guest house provides additional flexibility—ideal for overflow guests or a second income stream. With two active rental licenses, the property is a proven performer, currently generating six-figure annual income. Operating costs remain attractively low thanks to a newly installed solar array. Even more compelling, there is substantial upside potential: with thoughtful cosmetic updates and strategic enhancements, rental income could increase significantly, as supported by comparable ocean-block properties nearby. The lifestyle here is just as impressive as the numbers. From your front porch, you’re moments from the many of Rehoboth’s most celebrated dining destinations, including Henlopen City Oyster House, Salt Air, Dalmata, Fable, Confucious, Above the Dunes, Purple Parrot, and Dogfish Head. Morning coffee runs, sunset cocktails, and dinner reservations are all part of daily life at this address. Whether you’re seeking a legacy beach home, a high-performing investment property, or a flexible retreat that delivers both personal enjoyment and strong returns, 16 Delaware Avenue offers an extraordinary combination of location, character, and opportunity. Opportunities on the ocean block for larger compounds are extremely rare!

16 Delaware Ave, Rehoboth Beach

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

$595,000
3 Beds ⋅ 2 Baths
Introducing 25291 Tannin Circle located in the prestigious coastal community of The Vines at Sandhill. This 3bd/2ba home is truly one of a kind. This home has been meticulously cared for and pride of ownership shows throughout. The seller has spent an additional $177,5000 in renovations creating a home that is worthy enough to be on the cover of a magazine! Let's review the home. The kitchen is fully upgraded to include stainless appliances, high cabinetry highlighted by crown molding. island bar, upgraded lighting, ceramic tiled back splash, pantry, remote electric window treatments... The owner created additional storage space by adding another set of cabinets, glass face, granite counters and a wine cooler. The flow of the open floor plan allows for excellent entertainment opportunities. Custom ceiling fans and lighting throughout the home. Upgraded bathrooms and a laundry room boasting state of the art LG washer and dryer. The home features two paver patios. The 1st patio is the hub and contains a custom built in BBQ grill with stainless underneath storage, pizza over, fire pit, water fountain, seating and ample fixed lighting. The 2nd paver patio is directly adjacent to the master patio, easily accommodating larger social gatherings. The upgraded four season sunroom features sliding doors, eight casement sliding windows, ceiling fan and a bonus heated floor for those cold winter days. All of the walk in closets are upgraded with custom shelving in the bathrooms and the the 3rd bedroom. All of the home's interior & exterior lighting have been totally upgraded. There's a very active HOA that offers all sorts of events. The featured community amenities include a large inground pool that offers the best of summer enjoyment. Enjoy activities at the clubhouse or exercise in the fitness center. Play a little tennis or enjoy a happy hour around the community fire pit. Let's not forget the tot lot for the little ones and the dog park for all of our furry friends! Located in the highly desired Cape Henlopen School district. This home is being offer fully tastefully furnished (with some exclusions). For the buyer who wants it all, this home is absolutely spectacular. LIST OF UPGRADES TOTALING approximately $177,500 OUTSIDE 1) front walkway pavers 2) driveway sides trimmed with pavers, 3) extended gardens with brick borders from side to back 4) backyard patio pavers with brick bench, pizza oven, BBQ grill, water fountain, fire pit and electrical lights at the back & side pavers along with a trash can enclosure. Fire pit and pizza oven never used. Four season sunroom with outside lights, heated floors in the sunroom . DOORS, 1) Two bi-fold doors 2) Master bedroom closet upgraded doors, 3) added doors to the flex room (3rd bedroom) 4. added storm door. LIGHTING 1) upgraded four hallway lights 2) upgraded master bedroom closet light 3) four ceiling fans- 3 bedrooms & sunroom 4) upgraded lights in kitchen. Lights added with dimmers - living room ceiling fan, dining room light, & two lights over the kitchen island table. Separate lighting in 2nd bathroom - two additional switches. KITCHEN 1) kitchen cabinets extended top and bottom. 2) Ceramic tiled backsplash, granite counters , additional cabinetry, glass doors. base with granite & wine cooler. crown molding on all cabinetry. CLOSET VENDOR 1) owner suite closet. 2) 2nd bedroom. 3) 3rd bedroom built a closet. 4.)coat closet. 5) pantry 6) cabinets in washroom. 7) entertainment center WINDOW TREATMENTS 1) owners suite. 2) owner suite bathroom. 3) 2nd bedroom one blind. 4.)3rd bedroom one blind. 5.)living room two remote (electric) blinds. 6) living room one remote blind (sliding door). 7) kitchen one remote blind. All blinds are cordless costs BATHROOMS additional cabinetry in both bathrooms stainless steel front loading washer and dryer with a mini portable and a dryer with storage pedestal

25291 Tannin Cir, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$475,000
2 Beds ⋅ 1 Baths
Coastal Escape Awaits: Prime Beach House on Broadkill Beach. Discover the serenity of Delaware’s best-kept secret. This charming 2-bedroom, 1-bathroom retreat offers the perfect blend of relaxation and investment potential, situated in the heart of the peaceful Broadkill Beach community. The Location Prime Proximity: Just a 2-minute stroll to the pristine shores of the Delaware Bay. Quiet Community: Experience a slower pace of life in a friendly, tranquil neighborhood known for its natural beauty and Horseshoe Crab sanctuary. Nature at Your Doorstep: Enjoy sunrises over the bay and easy access to the Prime Hook National Wildlife Refuge.The Home Layout: A cozy, efficient floor plan featuring two bright bedrooms and a full bath, outdoor shower and a comfortable screened in porch to for morning coffee and afternoon relaxation—perfect for weekend getaways or a streamlined coastal lifestyle. Outdoor Living: Plenty of space to rinse off the sand and enjoy the bay breeze on the front porch after a day at the beach.Investment OpportunityThis property isn't just a getaway; it’s a proven income generator. Turnkey Potential: Broadkill Beach is a highly sought-after destination for vacationers seeking a quiet alternative to the busier resort towns, ensuring excellent future rental prospects. This property comes furnished and ready to rent day one. Don't miss your chance to own a slice of the shore!

203 S Bay Shore Dr, Milton

Listing courtesy of FSBO Broker. Contact:

$899,000
3 Beds ⋅ 2 Baths
This move-in-ready, 125+ year-old home in the heart of Lewes combines historic character with remarkable space and versatility. The 3-bedroom, 2-bath home retains original hardwood floors throughout its main historic living areas, complemented by later additions including a spacious bath with walk-in shower and skylight and a library with built-ins and stained glass opening to a large screened-in porch. A separate two-story outbuilding offers finished flexible-use rooms plus extensive workshop space, with electric, heating and cooling, and plumbing infrastructure in place. Two additional climate-controlled sheds and covered off-street parking add even more utility. Outside, a substantial backyard offers multiple decks, a covered patio, distinctive stone garden, mature trees and natural views beyond. Directly across from Stango Park and a short walk to area bike trails, the town library, and downtown restaurants and shops, the property also offers easy access to Lewes Beach and the state park. 606 Kings Highway offers a rare combination of history, location, flexible space and outdoor living in downtown Lewes.

606 Kings Hwy, Lewes

Listing courtesy of Patterson-Schwartz-OceanView. Contact:

$819,900
4 Beds ⋅ 3 Baths
Beautifully maintained, spacious ranch-style home with an additional second-floor suite, in the highly desirable Coastal Club community in Lewes, Delaware. This Schell Brothers Mayberry model offers 4 bedrooms, 3 full baths, and a bright, open floor plan with engineered hardwood flooring, vaulted ceilings, and abundant natural light. The great room features a gas fireplace and a wall of windows overlooking the landscaped backyard. The gourmet kitchen includes quartz countertops, gas cooktop, double ovens, stainless steel appliances, glass‑front cabinetry, soft‑close drawers, an oversized island, and a walk‑in pantry. A custom bar with lighted glass cabinetry, granite countertop and minifridge enhances entertaining, and the extended dining/morning room adds valuable living space for large families and groups. The main‑level primary suite includes double vanities and an oversized floor-to-ceiling tiled shower. Two additional bedrooms, a flex room, and full bath nearby complete the first floor. A private second‑floor guest suite offers a walk‑in closet and fully tiled bath. Outdoor living includes a rear sundeck with built‑in gas line and a spacious 11,000 sq. ft. homesite, with an ag-well for irrigation. Additional features include a laundry room with utility sink and a walk‑in attic for storage. Coastal Club amenities include indoor/outdoor pools, infinity pool with swim‑up bar, fitness center, tennis and pickleball courts, walking trails, a dog park, and on‑site dining. Minutes to Lewes Beach, Cape Henlopen State Park, shopping, restaurants, and the Cape May–Lewes Ferry.

34017 Smiths Point Ln, Lewes

Listing courtesy of HomeZu by Simple Choice. Contact:

$4,375,000
4 Beds ⋅ 2 Baths
Nestled in the charming North Rehoboth community, this delightful cottage-style home offers a perfect blend of comfort and convenience. With 4 spacious bedrooms and 2 full bathrooms, this residence is designed for both relaxation and entertaining. The inviting layout spans 2,074 sq. ft. , providing ample space for gatherings or quiet evenings at home. The neighborhood is a true gem, featuring tree-lined streets and a welcoming atmosphere. Residents enjoy easy access to nearby parks, perfect for leisurely strolls or picnics with friends. Top-rated schools are just a stone's throw away, ensuring quality education for all ages. Walk to the beach, town, local shops and dining options are within reach, making everyday errands a breeze. Bike, run or walk the world class Cape Henlopen State Park trails. Enjoy seasonal events and friendly neighbors fostering a sense of belonging. This home is not just a place to live; it's a lifestyle. Experience the warmth of North Rehoboth and make this charming cottage your own!

5 Henlopen Ave, Rehoboth Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

$814,900
3 Beds ⋅ 2 Baths
Enjoy $24,500 in Buyer Community Incentives plus 2% Transfer Tax Paid by Seller. This home is to be built; photos are of a model home, The Montauk. Black Oak is located east of Rt. 1, just 3 miles from downtown Lewes, 7 miles from downtown Rehoboth Beach, and 8 miles to Milton. Miles of Delaware shoreline, boating, outdoor activity, entertainment, dining and shopping are nearby, and easy commutes to larger cities and airports make this location a dream. Personalize your floor plans with each model, base prices range from $814,900-$1,039,900 and home sizes range from 2,102 - 4,810 sq. ft. The Black Oak community of 127 new homes features a Clubhouse, outdoor pool, pickleball and tot playground. Basements are available on specific homesites. Generous base features include Enerwise energy efficiency, Advanced framing exterior walls, extra roof insulation, landscaping package, tray ceilings, Home IQ system with USB-C and USB-A outlets, 4' conditioned crawl space, engineered hardwood, carpet and tile flooring, granite kitchen counters, cultured marble bathroom vanity tops, Rinnai tankless hot water heater, and Sea Gull lighting fixtures.

Black Oak Dr Unit MODEL, Lewes

Listing courtesy of Compass. Contact:

$1,375,000
4 Beds ⋅ 3 Baths
Immediate occupancy; house is completed. Experience the perfect blend of sophisticated design and beachside convenience in this stunning 4-bedroom, 2.5-bath new construction home. Designed for those who love to entertain, the heart of the home is a chef-inspired kitchen featuring GE Cafe Appliances, a massive center island, an abundance of cabinetry, and a true walk-in pantry. The seamless flow leads into a dedicated dining area and a magnificent Great Room, anchored by a cozy fireplace and direct access to a private covered porch—perfect for evening breezes. The second floor is a masterclass in layout, offering four generous bedrooms and a spacious laundry room for ultimate convenience. Two separate common areas provide flexible space for a home office, media room, or play area. Retreat to the owner’s suite, a true sanctuary boasting a massive walk-in closet and a spa-like en suite bathroom. All of this is located just a short drive from the iconic Rehoboth Beach boardwalk, world-class dining, and vibrant attractions. Don't miss your chance to own a piece of the coast!

37419 5th St, Rehoboth Beach

Listing courtesy of Century 21 Emerald. Contact:

$649,990
3 Beds ⋅ 2 Baths
Welcome to the Aberdeen II, a beautifully designed home that blends an open-concept layout with charming Farmhouse-inspired elements. Scheduled for settlement in September, this home offers 3 bedrooms, 2 baths, and a 2-car garage, delivering comfort, style, and functionality. The main living area features a cozy fireplace with shiplap, creating a warm and inviting focal point. A screened deck extends your living space outdoors, perfect for relaxing or entertaining. The HovHub with a built-in desk provides a convenient and flexible space for working, studying, or staying organized. The kitchen is centered around a large island and finished with Statuary Classique quartz countertops, offering both style and functionality for everyday living and gatherings. LVP flooring flows throughout the first floor, with tile featured in the laundry room and bathrooms for added durability. The primary bath is designed for relaxation, featuring a Plus shower paired with a freestanding tub, creating a spa-like retreat within your home. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

34561 Scenic Harbor Way, Lewes

Listing courtesy of Delaware Homes Inc. Contact:

$724,990
4 Beds ⋅ 4 Baths
Built by award-winning local builder, Capstone Homes, this newly introduced Cape May floorplan on lot 86 in The Estates at Milton Crossing is ready NOW! Capstone's newest floor plan checks all the boxes, starting with 2,999 heated square feet that includes 4 bedrooms, 3 bathrooms, a loft, unfinished storage, powder room, breakfast nook, study, covered back porch, garage storage, plus a mudroom with separate laundry! Capstone Homes goes a step above the competition by offering standard what some call upgrades. In addition, this particular home has been enhanced even further with beautiful exterior features including elevation B with metal roof accents, a brick front foundation, stained front door and screened porch, perfect for entertaining guests. The interior of this home was designed to wow, including a gourmet kitchen with quartz countertops, a cast iron farmhouse sink and a pearl picket tiled backsplash, a luxury primary bathroom with tiled floor, Mannington LVP throughout the entire house, vaulted ceiling and so much more! Founded in 2006, this family-owned and operated local builder has been committed to building quality customized homes throughout Sussex County for 20 years. Call today to request a full list of Capstone's standard features, upgrades and floor plans or visit the Hannah Model at The Estates at Milton Crossing, Mon-Sat 10am-5pm. *Capstone Homes will pay 2% of the transfer tax when paying cash or using the preferred lender. Photos are of a similar floor plan with upgrades. Capstone Homes - Guiding you home, every step of the way.

28004 Tundra Dr, Milton

Listing courtesy of Cape Realty. Contact:

$569,900
4 Beds ⋅ 3 Baths
YOUR PERFECT LEWES RETREAT , LOW-MAINTENANCE & AMENITY-RICH If you’re looking for a home that offers comfort, privacy, and an easy coastal lifestyle, this beautifully maintained home in the highly sought-after Villages at Red Mill Pond deserves a closer look. With a first-floor primary suite, newer construction, a manageable lot, and an impressive array of community amenities, it is an ideal choice for retirees, empty nesters, a second home, or anyone looking to enjoy everything the Lewes area has to offer without taking on a large property. Situated on a premium corner lot on exclusive Babbling Brook Way the only home on the street the setting provides privacy and curb appeal. Inside, the home is thoughtfully designed for both everyday living and entertaining. A private office with glass doors offers a quiet space for working or hobbies, while the adjoining formal dining or living area provides flexibility. The spacious kitchen features granite countertops, 42-inch cabinetry, a pantry, hardwood flooring, and a bright eat-in area, opening seamlessly to the comfortable family room. The first-floor primary suite is particularly appealing, with generous space, walk-in closets, and a beautifully appointed en-suite bath featuring a tiled shower and granite double vanity. Upstairs are three additional bedrooms, a full bath, and a large loft that can easily serve as a second living area, media room, hobby space, or guest retreat. Two oversized storage closets provide plenty of room for seasonal belongings. The outdoor space is designed for enjoying rather than maintaining. A hardscape paver patio with pergola and two remote-controlled awnings creates a wonderful setting for morning coffee, afternoon relaxation, or entertaining friends and family. A second-floor balcony, professional landscaping, and irrigation supplied by a private well add to the home’s appeal. And the important updates are already done, including a brand-new roof, propane-fed backup generator, and updated two-zone HVAC system, providing added comfort and peace of mind. The Villages at Red Mill Pond offers an exceptional lifestyle with a clubhouse, swimming pool, water access for kayaking and paddleboarding, and direct access to the Lewes-Georgetown Trail. Best of all, you’re just minutes from Lewes Beach, Cape Henlopen, outstanding restaurants, shopping, and all the attractions that make the Delaware coast such a desirable place to live. This is a home where you can lock the door, leave for the weekend, enjoy the beach, take a bike ride, meet friends at the pool and come home to a property that doesn’t feel like a second job. Whether you’re ready to make Lewes your full-time home or looking for the perfect coastal retreat, this one checks all the boxes.

36396 Babbling Brook Way, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: