Homes for Sale Between $250,000 to $500,000 in Lewes, DE

POND VIEWS & WIDE OPEN SPACES IN RETREAT AT LOVE CREEK! This stunning home offers over 3,000-square-feet of living space, and the coastal lifestyle you have been dreaming of in the waterfront community of Retreat at Love Creek! From the moment you pull up, you are greeted by manicured landscaping, a classic front porch, and picturesque community pond views directly ahead. Step out back and your privacy is secure, as this property backs directly to open community space, providing a sprawling, peaceful green backdrop for your morning coffee or evening entertaining. The exterior seamlessly blends natural beauty with premium outdoor living spaces. The masterfully designed interior boasts an airy, open layout highlighted by dramatic nine-plus-foot, cathedral, and two-story ceilings that invite an abundance of natural light. The heart of the home is a gourmet kitchen featuring rich cabinetry, upgraded granite countertops, a large island, a breakfast bar, a dedicated pantry, and high-end stainless steel appliances, including a six-burner gas stove and a wall oven. The kitchen flows effortlessly into a bright living room centered around a cozy gas fireplace, as well as a formal dining room adorned with crown molding and wainscoting. Nearby, a light-filled sunroom opens directly to your backyard retreat, which features extensive hardscape patio work, a large rear deck with a remote-controlled awning, and an irrigation system to keep the yard vibrant all summer long. Designed with longevity in mind, the main level hosts a luxurious primary suite featuring a private sitting area, a large walk-in closet, and a spa-like bath equipped with a double-sink vanity, vaulted ceiling, an oversized walk-in shower, and a deep soaking tub. The upper level provides plenty of space for family or guests, offering three additional well-appointed bedrooms with ceiling fans and a shared full bathroom. This property is packed with premium upgrades, including a tankless water heater, zoned central AC, security system, an attached two-car garage with workbench, and shelving included. Living in this community feels like a permanent vacation, with your HOA fee granting access to an outdoor pool, clubhouse, tennis courts, a playground, and a community pier with water privileges, all while being located just minutes from historic downtown Lewes and pristine beaches within the acclaimed Cape Henlopen School District.

32437 Belmonte Dr, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661

$699,900

4 Beds ⋅ 4 Baths

This MOVE-IN READY COASTAL SANCTUARY is now available in the coveted, East of Route 1 community of Lewes Waterfront Preserve. Nestled along Canary Creek, this like-new townhouse is wrapped in durable Hardie-plank siding and offers an extraordinary vantage point to enjoy unobstructed sunrise views from the front porch and sunset vistas from the rear paver patio. The expansive interior features an open floor plan with no carpet, showcasing oak stairs and luxury vinyl plank flooring throughout. At the heart of the home is a gourmet kitchen boasting a huge island with quartz countertops, a ceramic farmhouse sink, and a walk-in pantry. Premium upgrades include a custom tiled backsplash and high-end GE stainless steel appliances, including a gas cooktop and side-by-side refrigerator. For ultimate convenience, the spacious primary suite is located on the main level, featuring a large walk-in closet and an ensuite bath with a dual-sink quartz vanity and a fully tiled shower with a seamless glass door. Adjacent to the suite, you'll find a laundry area equipped with a full-size stackable washer and dryer. The upper level is a true retreat, anchored by a huge loft area that provides the perfect space for a media lounge or secondary entertaining hub. Three additional well-appointed bedrooms and two full tiled baths upstairs, including a second ensuite, ensure plenty of room for family or guests. Efficiency meets peace of mind with dual-zone smart thermostats, a tankless gas water heater, and a whole-house fire sprinkler system. Complete with a cement driveway leading to a single-car garage and a prime location minutes from downtown Lewes and Cape Henlopen State Park, this home offers the very best of Delaware’s coastal lifestyle. Call and schedule your showing today!

239 Red Cedar Dr, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661

$1,199,900

3 Beds ⋅ 3 Baths

Welcome to 22136 Waterview Road, a custom-built home situated on over an acre of beautifully maintained property in Lewes. Built just seven years ago, this thoughtfully designed residence offers the perfect combination of modern comfort, exceptional outdoor living, and impressive storage for vehicles, hobbies, and recreational equipment. Featuring 3 spacious bedrooms and 3 full bathrooms, the home boasts an open and inviting floor plan with quality craftsmanship throughout. The well-appointed living spaces are designed for both everyday living and entertaining, with abundant natural light and seamless flow between the main living areas. Step outside to your private backyard retreat where a stunning saltwater pool serves as the centerpiece of the outdoor oasis. The fully fenced yard provides privacy and security while offering ample space for pets, gardening, and outdoor enjoyment. Car enthusiasts, hobbyists, and business owners will appreciate the extraordinary garage capacity. In addition to the attached 3-car garage, the property includes a separate oversized garage/workshop, creating space for up to five vehicles, boats, recreational equipment, tools, or a dedicated workshop area. The expansive lot offers endless possibilities while maintaining a peaceful setting just minutes from Lewes, Rehoboth Beach, shopping, dining, and Delaware's renowned beaches. This rare property combines newer construction, resort-style amenities, exceptional garage space, and acreage—an opportunity not often found in the Lewes area. Additional Upgrades for Upscale Living: This home is equipped with a backup propane generator that assures greater comfort in living, Gas Cooking, Irrigation System/10 Zone & More! The home has additional square footage that was permitted by Sussex County but does not reflect in the County Information...485 sq. ft. totaling 3,229 square footage. Additional square footage on the second floor when finished will yield greater enjoyment for an active family. Come See Me Soon!

22136 Waterview Rd, Lewes

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3026456100

$1,199,900

5 Beds ⋅ 4 Baths

Rare Investment Opportunity in the Heart of Historic Lewes! Opportunities like this do not come around often. Nestled on a quiet street in the highly coveted Historic District of Lewes, this 3-unit property offers the perfect blend of historic charm and investment potential. Whether you are looking for a lucrative addition to your portfolio, a multi-generational family compound, or a "live in one unit, rent the other two" house-hacking strategy, this home delivers. Unit1 features 3 bedrooms, 2 baths, kitchen, formal dining room, living room and large roof top deck. Unit 2 features a first floor entrance, an open living and dining room, a kitchen, a large bedroom, and a full bath. The 3rd unit offers an eat-in kitchen, bright living room, bedroom, full bath, and garage access. The full basement offers plenty of storage space. Don't miss this unbeatable location, just steps away from Second Street’s award-winning dining, boutique shopping, and the Lewes Farmers Market and a short bike ride to Lewes Beach and Cape Henlopen State Park. Call today!

338 Market St, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661

$2,999,000

4 Beds ⋅ 4 Baths

WHY WAIT TO BUILD when you can have this exceptional custom-built home in the sought-after Lewes community of Mariners Retreat. This stunning home, featuring incredible craftsmanship & attention to detail was custom-designed by Brenda Jones, and has everything you are looking for! The open floor plan offers beautiful hardwood flooring throughout, upgraded lighting, 2 gas fireplaces, a bright three-seasons room, and a formal living room with a cozy gas fireplace & vaulted ceilings. It also includes a dining room perfect for entertaining that is open to the gourmet kitchen, which boasts a 1926 distressed cherry wood island, stainless steel appliances and a walk-in pantry, as well as a family room off the kitchen with a gas fireplace, a home office that makes working from home a breeze, and a first-floor owner's suite with a luxurious en-suite bath. The second level of this stunning home offers an additional primary suite featuring a private balcony, a huge walk-in closet, a spa-like bath with dual vanities, a soaking tub and walk-in shower, 2 additional generously sized bedrooms, and a bonus room with a wet bar. The private yard features beautiful, professional landscaping, a rear patio, and is fully fenced. This is your opportunity to be a part of one of the area’s most beautiful and convenient communities in downtown Lewes in a home that truly has it all!

516 Seagull Dr, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661

$779,900

1 Beds ⋅ 1 Baths

WALK TO THE BEACH & DOWNTOWN LEWES from this charming Lewes Beach Cottage Retreat! Perfectly situated in one of the area’s most desirable in-town locations, this energy-efficient home offers 1 bedroom and 1 bath, along with a welcoming screened porch ideal for coastal breezes, an outdoor shower for post-beach convenience, and a rear paver patio perfect for relaxing or entertaining. Additional features include an unfinished basement for storage and a detached one-car garage with second-level floored attic storage or a future use. Just a short walk to the Bay Beach, shops, dining, and all of Lewes’ in-town attractions, or enjoy an easy bike ride to Cape Henlopen State Park, the Cape May–Lewes Ferry and so much more. Whether you’re seeking a beach retreat, full-time residence, or investment opportunity, this property delivers exceptional location and coastal lifestyle. Don’t miss it—call today!

100 Cedar St, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661

$599,900

3 Beds ⋅ 3 Baths

Enjoy coastal living in this beautifully maintained Breakwater townhome, ideally located just 5 minutes from downtown Lewes and adjacent to the scenic Breakwater Trail. Relax on the screened porch overlooking one of the large community ponds, or enjoy peaceful water views from the covered front porch. This exceptionally well priced home features numerous recent updates, including a new heat pump, stove, microwave, refrigerator, and dishwasher. An electric vehicle charging outlet adds modern convenience. Upgraded bedroom darkening shades and custom ELFA closet organizers. Located approximately 1.5 miles from Lewes Beach and 4 miles from Cape Henlopen State Park. This home is adjacent to the Breakwater Trail and offers easy access for biking or walking to downtown Lewes, the beaches, shopping, dining, and entertainment. Residents enjoy exceptional community amenities, including a fitness center, pool complex, and social activities. Enjoy low maintenance living with grass and landscaping care included in the quarterly fees. Whether you're spending the day at the beach, exploring the area's many attractions, or relaxing at home with tranquil pond views, this is a rare opportunity to own a home that perfectly captures the Delaware beach lifestyle. ***This may sell before the photos are available. Don't miss your opportunity!

36128 Overfalls Dr S, Lewes

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3026456100

$875,000

4 Beds ⋅ 3 Baths

Captivating Coastal Luxury in Marsh Island Welcome to an exceptional offering in the exclusive community of Marsh Island, where luxury, privacy, and coastal elegance converge. This pristine Kingfisher model by Schell Brothers is less than four years young and has been meticulously maintained as a lightly used second home, presenting a rare opportunity to own a residence that is truly better than new construction. Perfectly positioned on a premium homesite, this stunning property offers the best of both worlds—serene pond views from the welcoming front porch and a private wooded backdrop beyond the rear yard, creating a peaceful setting that feels worlds away while remaining just minutes from the beach. Thoughtfully designed and impeccably appointed, the home showcases a sophisticated blend of luxury finishes and timeless coastal style. Rich architectural details, including custom wainscoting, elegant tray ceilings, and designer upgrades throughout, elevate every space. The gourmet kitchen serves as the heart of the home, featuring premium cabinetry, professional-grade appliances, and a spectacular oversized quartz island designed for gathering and entertaining. The dramatic Great Room impresses with soaring ceilings and a floor-to-ceiling stone fireplace that creates a striking focal point while maintaining an open, airy atmosphere. Integrated Sonos surround sound enhances the home's entertainment experience, allowing music and ambiance to flow effortlessly throughout the living spaces. The first-floor owner's suite serves as a luxurious private retreat, offering spa-inspired bath finishes and a tranquil atmosphere. Adjacent, the expanded laundry room has been thoughtfully upgraded with granite countertops, custom cabinetry, and a deep utility sink, combining beauty with everyday functionality. A private office with classic French doors—currently utilized as an additional bedroom—and a full guest bath complete the main level. Upstairs, family and guests will enjoy spacious accommodations, including two beautifully appointed bedrooms sharing a well-designed full bath. A standout feature is the expansive finished bonus suite, offering over 400 square feet of versatile living space complete with a private en-suite bath—perfect for guests, recreation, or a private retreat. Step outside and discover a private outdoor sanctuary designed to embrace the beauty of Coastal Delaware living. A beautiful screened porch provides the perfect setting for morning coffee, evening cocktails, or dining al fresco while enjoying peaceful views of the surrounding nature. The professionally maintained fenced yard offers both beauty and security, while the wooded backdrop and protected open space beyond create an exceptional sense of privacy. Additional thoughtful upgrades include a gutter guard system, well for irrigation, and propane hook up for grill, Life in Marsh Island offers an unparalleled coastal lifestyle with exclusive resort-inspired amenities, including direct access to Love Creek and the Rehoboth Bay, community boat slips, kayak launches, scenic walking trails, a clubhouse with state-of-the-art fitness center, resort-style pool, outdoor fireplaces, grilling areas, and playground. Ideally located just eight miles from the iconic Rehoboth Beach Boardwalk, fine dining, marinas, and tax-free shopping, this extraordinary residence combines luxury, location, and lifestyle in one remarkable package. This is a rare opportunity to own a better-than-new coastal retreat in one of Coastal Delaware's most sought-after waterfront communities—where every detail has been thoughtfully curated and every day feels like a vacation.

33766 Tipton Cir, Lewes

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767

$639,900

3 Beds ⋅ 3 Baths

Why wait to build when you can move right into a beautifully upgraded, barely lived-in home on one of Chase Oaks' premium pond-front homesites? Completed in 2025, this Dune model offers over 2,300 square feet with 3 bedrooms, 2.5 baths, a first-floor primary suite, loft, and an exceptional list of upgrades already in place. Unlike starting from the builder's base price, this home already includes the premium pond homesite and thousands of dollars in completed upgrades, including plantation shutters throughout, a screened porch with a two-sided fireplace, a bump-out primary suite, wood plank stairs, a butler's pantry, upgraded laundry room with cabinetry and utility sink, designer lighting, quartz countertops, farmhouse sink, and natural gas cooktop. Simply move in and enjoy everything that's already been completed—without the additional expense, decisions, or construction timeline of building new. From the moment you enter, you'll notice the attention to detail including luxury vinyl plank flooring throughout the main living areas, wood plank stairs, plantation shutters throughout the home, a formal dining room, butler's pantry, and an open-concept design ideal for everyday living and entertaining. The chef's kitchen features quartz countertops, a large center island, farmhouse sink, natural gas cooktop, wall oven, and abundant cabinetry. The spacious first-floor primary suite includes a bump-out extension, walk-in closet, and luxurious bath with dual vanities and an oversized Roman shower. Upstairs, two guest bedrooms share a full bath and are complemented by a versatile loft area. One of the home's standout features is the expansive screened porch spanning nearly the entire rear of the home, complete with a two-sided gas fireplace shared with the great room. Enjoy peaceful pond views and outdoor living from one of the community's premium homesites. Additional upgrades include a laundry room with extra cabinetry and utility sink, upgraded lighting and finishes, and an epoxy garage floor. Enjoy resort-style amenities including a clubhouse, fitness center, outdoor pool, pickleball courts, lawn maintenance, and common area maintenance, all just minutes from Lewes, Rehoboth Beach, Cape Henlopen State Park, shopping, dining, and coastal Delaware's beaches.

37025 Red Cedar Dr, Lewes

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact: 3022274800

$560,000

3 Beds ⋅ 2 Baths

Welcome to easy coastal living in the peaceful community of Villages at Red Mill Pond North. Ideally located just minutes from both downtown Lewes and downtown Milton, this beautifully maintained one level ranch home offers the perfect blend of comfort, convenience, and lifestyle. Featuring 3 bedrooms and 2 full bathrooms, this thoughtfully designed home welcomes you with luxury vinyl plank flooring throughout the main living areas, abundant natural light, and an open concept layout perfect for everyday living and entertaining. The spacious great room serves as the heart of the home, highlighted by a cozy natural gas fireplace and surrounded by large windows that fill the space with sunshine. The beautifully appointed kitchen is sure to impress with extended glass front cabinetry, island seating, double wall ovens, a natural gas cooktop, generous counter space, and ample storage. Adjacent to the kitchen, the dining area and bright sunroom create the perfect setting for gatherings both large and small. Retreat to the spacious primary suite featuring a luxurious ensuite bath with dual vanities, a walk in shower, soaking tub, and an enormous walk in closet. Two additional guest bedrooms provide comfortable accommodations for family and visitors, including a front guest bedroom enhanced by a stunning oversized arched window that fills the space with natural light. Step outside to enjoy the oversized screened porch, ideal for relaxing with your morning coffee or entertaining guests. The backyard patio provides additional outdoor living space, while the outdoor shower on the side of the home makes it easy to rinse off after a day at the beach. Additional highlights include a laundry room, a large finished garage with plenty of room for storage, an irrigation system to keep the landscaping looking its best, and HVAC and water heater systems that are approximately six years old. Outdoor enthusiasts will love having direct access to the nearby Georgetown Lewes Trail just a short stroll from the home, offering miles of scenic pathways for walking, running, and biking. Residents of Villages at Red Mill Pond enjoy an exceptional resort style lifestyle with access to two clubhouses, fitness centers, gathering spaces, two community pools, pickleball courts, and a private kayak launch on beautiful Red Mill Pond. Located just minutes from the beaches of Lewes and Rehoboth, as well as Cape Henlopen State Park, you'll have endless opportunities to enjoy the best of coastal Delaware. This is a rare opportunity to own a beautifully maintained home in one of the area's most sought after amenity rich communities, where comfort, recreation, and coastal charm come together perfectly.

14692 Pleasant Pond Way, Lewes

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$829,999

5 Beds ⋅ 5 Baths

Welcome to a home that truly makes a statement in the sought-after Villages at Herring Creek. From the moment you arrive, the stunning stone front exterior, multi-level front porches, and recently expanded driveway create unforgettable curb appeal that sets this property apart from the rest. Step inside and immediately notice the beautifully refinished hardwood flooring, gleaming throughout the main level and ready for you to enjoy from day one. The foyer is flanked by an elegant formal dining room and a versatile fifth bedroom, currently used as a private office. As you continue into the rear of the home, the soaring 18'+/- ceilings with large windows surrounding the fireplace create an impressive yet welcoming family room filled with natural light. The gourmet kitchen was designed for both entertaining and everyday living, featuring granite countertops, a center island, gas cooktop, double wall ovens, and abundant cabinetry. Just beyond, the sunroom offers the perfect place to relax while overlooking the beautifully enhanced backyard. The first-floor owner’s suite provides a peaceful retreat with dual walk-in closets, double vanities, a soaking Jacuzzi tub, and a tiled walk-in shower. Hardwood stairs lead to the second floor where a spacious loft creates an additional gathering area, accompanied by three generously sized bedrooms and two full bathrooms. The finished lower level offers exceptional flexibility and is ideal for entertaining or multi-generational living. Complete with a full wet bar/kitchenette featuring a refrigerator, sink, and microwave, this incredible space also includes a guest room, full bathroom, home theater, fitness/flex room, additional living area, hobby room/ office with built-in cabinetry and utility sink, plus unfinished storage space. Outdoor living is equally impressive with a detached 20x18 screened porch, deck, and paver patio overlooking the recently cleared and fenced backyard, creating a private outdoor oasis with expanded usable space. An irrigation system with its own agricultural well helps keep the lawn lush and beautiful all season long. The Villages at Herring Creek is one of Lewes’ most desirable communities, known for spacious homesites, mature landscaping, and a peaceful coastal setting. Residents enjoy resort-style amenities including a clubhouse, pool, fitness center, and walking-friendly streets, all just minutes from downtown Lewes, Rehoboth Beach, shopping, dining, and medical facilities. Offering the perfect blend of privacy, luxury, and convenience, this exceptional home is one you truly must experience in person. Schedule your private showing today.

34395 Skyler Dr, Lewes

Listing courtesy of RE/MAX Advantage Realty. Contact: 3023788700

$500,000

6 Beds ⋅ 3 Baths

Imagine the ultimate coastal restoration project in Lewes, Delaware: a sprawling, six-bedroom colonial canvas on a prime 0.44-acre lot, waiting for a talented visionary or investor to breathe new life into its impressive bones. Nestled in the highly coveted neighborhood of Edgewater Estates near the scenic waters of Red Mill Pond, 30849 Buttonwood Drive stands as a monumental opportunity in the award-winning Cape Henlopen School District. With an expansive 2,838 finished square feet of living space, this home is rough around the edges and sold strictly in as-is condition, but it is primed for a stunning transformation that will yield exceptional long-term upside. Step past the classic façade and design a masterpiece: the main floor features a highly functional traditional layout with a formal dining room, country kitchen, light-filled breakfast nook, first-floor laundry room, and a highly desirable main-level primary bedroom suite. Upstairs, discover additional generously sized bedrooms, a dedicated craft room/photo lab space, and a massive walk-in attic offering superb storage or further customization potential. While the property requires a complete interior cosmetic overhaul, a new rear deck, and exterior repainting, the most expensive mechanical heavy-lifting is already done, anchored by two high-efficiency Lennox HVAC heat pump zones installed in 2020 and 2021. Outside, the premium lot accommodates an attached side-entry two-car garage, mature trees, and a spacious backyard ready for custom landscaping. Located just minutes from historic downtown Lewes, pristine Cape Henlopen State Park beaches, tax-free retail shopping, and popular local boating access, this fixer-upper is the perfect entry point to the Delaware coastal market for DIY homeowners and experienced flippers alike. Bring your contractor, unlock the immense equity hidden within this grand structure, and draft the next chapter of this coastal Lewes estate! Please note that active, working security cameras are present on-site.

30849 Buttonwood Dr, Lewes

Listing courtesy of Keller Williams Realty Central-Delaware. Contact: 3026770020

Homes for Sale in Lewes, DE Between $250,000 to $500,000

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