19939 Homes under $500,000

19939 Homes under $500,000

Welcome to Dagsboro, Delaware, a charming town nestled in Sussex County, where the zip code 19939 opens the door to a delightful community brimming with potential. Known for its friendly atmosphere and scenic beauty, Dagsboro offers a unique blend of small-town charm and modern conveniences, making it an ideal place for families, retirees, and everyone in between.

One of the most appealing features of this vibrant area is the availability of homes under $500,000. Whether you’re a first-time homebuyer or looking for a cozy retreat, Dagsboro has a variety of options that cater to diverse tastes and budgets. From charming single-family homes with spacious yards to modern townhouses with contemporary finishes, you’re sure to find a property that meets your needs without breaking the bank.

Living in Dagsboro means you can enjoy the tranquility of suburban life while being just a short drive away from the stunning Delaware beaches. Spend your weekends basking in the sun, exploring local parks, or indulging in the delightful dining options nearby. The community is rich in cultural events and recreational activities, ensuring that there’s always something to do.

In addition to its affordability and natural beauty, Dagsboro boasts a strong sense of community. Residents take pride in their town, fostering a welcoming environment where neighbors become friends. With its picturesque landscapes and accessible homes, Dagsboro, DE 19939, is not just a place to live; it’s a place to thrive. Come discover the magic of Dagsboro and see why so many are proud to call it home!

Newest 19939 Homes under $500,000

31303 W Ocean Dr, Dagsboro
$385,000
3 Beds ⋅ 2 Baths
This charming 3-bedroom, 2-bath coastal cottage with a versatile bonus room offers the perfect opportunity for a year-round residence, weekend getaway, or beach retreat! Featuring a comfortable, easy-flowing floor plan, a cozy living room with a fireplace this home is full of coastal charm and possibilities. One of the highlights of this property is the spacious wraparound screened porch, perfect for enjoying your morning coffee, relaxing on summer evenings, or entertaining family and friends. The additional outdoor deck provides even more space to enjoy the fresh coastal air. Situated on a corner lot in the West Ocean Farms community, this home offers a peaceful setting while remaining conveniently located. Coastal living at its best! Located near beautiful Indian River Bay and Holts Landing State Park, where you can enjoy kayaking, paddleboarding, fishing, crabbing, scenic walking trails, and beautiful waterfront views. Plus, you’re just a short drive from Bethany Beach/Ocean View, great restaurants, shopping, and everything Delaware’s coastal communities have to offer! Whether you are searching for a full-time home or your own little escape near the beach, this cottage has so much to offer. Don’t miss the opportunity to make it yours. Home is being sold furnished. Schedule your private showing today!

31303 W Ocean Dr, Dagsboro

Listing courtesy of Patterson-Schwartz-Hockessin. Contact:

36815 Teal Rd, Millsboro
$209,000
3 Beds ⋅ 2 Baths
Enjoy coastal living in this well-cared-for home, featuring a lovely front porch with a view of the water. Inside, you’ll find a living room, dining room, kitchen, and three bedrooms. The two guest bedrooms share a centrally located bathroom, while the main suite has its own private bath. Recent upgrades add to the home’s appeal. Set in a private community with many longtime neighbors, this home could make a wonderful primary residence or a relaxing vacation retreat. Community amenities include beaches, pools, playgrounds, walking paths, and a dog park. Nearby dining options include Paradise Grill, The Crab Barn, and Long Neck Diner. Short-term rentals are not permitted.

36815 Teal Rd, Millsboro

Listing courtesy of Keller Williams Realty. Contact:

32194 Dupont Blvd, Dagsboro
$499,000
3 Beds ⋅ 2 Baths
**Unique Opportunity on 2.53 Acres in Dagsboro!** Discover the possibilities with this spacious 2.53-acre property featuring an existing residence and approximately 155 feet of frontage along Route 113. Conveniently located just north of Route 26, the property offers a combination of acreage, accessibility, and future potential in a desirable Sussex County location. The existing home is being sold strictly **AS-IS**, offering an opportunity for buyers willing to take on renovations or explore alternative uses for the property. Approximately 70% of the parcel is wooded, providing a natural setting with room to envision a variety of possibilities. Currently zoned **C-1 General Commercial**, this property may appeal to buyers seeking a residence with additional land, an investment opportunity, or a location for a future business or redevelopment project. Any proposed residential occupancy, renovation, business use, or redevelopment is subject to applicable zoning requirements and governmental approvals. Ideally situated near Dagsboro, Millsboro, Ocean View, and Bethany Beach, this property offers an unusual combination of existing improvements, generous acreage, and commercial potential. Bring your vision and explore the possibilities! Buyer is responsible for verifying zoning, permitted uses, residential occupancy, utilities, access, and property suitability for their intended purpose.

32194 Dupont Blvd, Dagsboro

Listing courtesy of Keller Williams Realty. Contact:

33661 Feather Ln, Dagsboro
$369,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully remodeled 3-bedroom, 2-bath rancher, thoughtfully updated throughout in 2026! This move-in-ready home features an inviting layout with fresh paint, new carpet and vinyl flooring, and brand-new light fixtures throughout. The updated kitchen shines with new stainless-steel appliances, including a refrigerator, range, dishwasher, and microwave. Additional major updates include a new hot water heater and a 2024 roof. The spacious primary suite offers a private bath with a walk-in shower, new vanity, and a walk-in closet. Enjoy year-round relaxation in the sunroom, featuring brand-new windows that bring in plenty of natural light. Outside, you'll find a new low-maintenance Trex-style deck, perfect for relaxing or entertaining, along with a convenient shed for additional storage. With extensive 2026 renovations and numerous major updates already completed, this charming rancher is ready for its new owner—just move in and enjoy!

33661 Feather Ln, Dagsboro

Listing courtesy of Coldwell Banker Realty. Contact:

33280 Bayberry Ct, Dagsboro
$435,000
3 Beds ⋅ 2 Baths
Welcome to Marina at Pepper Creek, a serene waterfront community offering beautiful amenities and a relaxed coastal lifestyle. This well‑maintained 3‑bed, 2‑bath home delivers easy one‑floor living and is being sold furnished with only minor exclusions. The thoughtful split floor plan provides privacy for guests on one side of the home with a shared bath, while the primary suite is tucked away on the opposite side. The inviting living room features a wood‑burning fireplace and a wall of windows that fills the space with natural light. The open layout flows seamlessly into the dining area and the spacious kitchen, complete with abundant cabinetry and stainless steel appliances—perfect for cooking, entertaining, and gathering. Step outside to the back deck and enjoy peaceful views of the pond, common area, and mature landscaping. A dedicated grilling area makes outdoor dining and entertaining effortless. The extended garage is a standout feature, offering professionally finished epoxy flooring, a larger garage door, space for a workbench, and a convenient man’s door. The irrigation system runs off a private well, keeping landscaping lush with no water cost. Marina at Pepper Creek offers exceptional amenities including a pool, firepit area, clubhouse, exercise room, and a marina. You’re also just minutes from the Delaware Botanic Gardens, charming local coffee shops, and a variety of popular restaurants, making everyday living both convenient and enjoyable. Seller is offering $5,000 toward closing costs and/or an interest‑rate buy‑down, providing valuable savings for buyers. This is coastal living at its best—comfortable, connected, and ready for you.

33280 Bayberry Ct, Dagsboro

Listing courtesy of Coldwell Banker Realty. Contact:

38147 Jetty Ln, Dagsboro
$444,000
3 Beds ⋅ 2 Baths
Discover refined coastal living in The Marina at Pepper’s Creek, a distinctive waterfront community in Dagsboro, Delaware. Ideally positioned on a desirable corner homesite, this newer Vandalay model by award-winning Insight Homes combines thoughtful design, energy efficiency, and effortless one-level living. Inside, a beautifully designed open-concept floor plan creates an inviting sense of space and flow, ideal for both everyday living and entertaining. An added morning room fills the home with natural light and provides a wonderful extension of the main living area. At the heart of the home, the upgraded kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, and generous workspace for gathering with family and friends. The home's thoughtfully designed split-bedroom floor plan offers added privacy for the spacious primary suite, which serves as a peaceful retreat with a tiled ensuite bath, double vanity, and large walk-in closet. Additional bedrooms are privately situated away from the primary suite, making the layout equally well suited for overnight guests, a home office, or additional living space. A separate laundry room and attached garage add everyday convenience, while Insight Homes' energy-conscious construction includes a hybrid dual-energy system with gas backup, designed to provide year-round comfort while helping keep monthly energy costs low. Outside, the corner lot is enhanced by front and rear irrigation supplied by a private well, an approximately $10,000 homeowner investment that offers the added benefit of maintaining the landscaping without relying on household water. The Marina at Pepper’s Creek offers a clubhouse, fitness center, community pool, grilling and fire pit areas. A private community marina and boat ramp with direct access to Indian River Bay that allows for seasonal boat storage! Water access is available for $200/ year and private boat slips may also be available for separate purchase. Enjoy peaceful coastal living just a short drive from Bethany Beach, Fenwick Island, shopping, dining, and recreation—perfect as a full-time residence or coastal getaway. Set within the waterfront surroundings of The Marina at Pepper’s Creek, this beautifully maintained home offers the combination so many buyers seek at the Delaware coast: newer construction, single-level living, energy efficiency, and a relaxed coastal lifestyle—all in one exceptional property.

38147 Jetty Ln, Dagsboro

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

26921 Nine Foot Rd, Dagsboro
$389,900
3 Beds ⋅ 2 Baths
Beautifully and extensively updated, this exceptionally well-maintained home offers easy one level living on a generous .46 acre lot approximately 12 miles from Bethany Beach. The home underwent a major renovation in 2024 that included beautiful wide width LVP flooring throughout the entire home, two fully renovated bathrooms with attractive finishes, updated plumbing and extensive interior and exterior electrical upgrades, along with additional improvements throughout the home. The kitchen was completely remodeled and offers a huge island with granite countertops, stainless steel appliances, and a pantry. Other updates include a new roof in 2017, new siding in 2021, and a new water conditioner in 2023. With lots of windows throughout, the home is sunny and bright with great natural light. There is generous living space, excellent closet storage, and a separate laundry room with convenient rear access. Outside, there is a carport with hurricane anchoring, separate 30 amp and 50 amp electrical service for an RV, an outdoor shower, deck, fenced yard, two sheds, and mature landscaping. Located in the county with no town taxes. This home shows extremely well. The quality of the renovations and pride of ownership are evident throughout. A spacious, move in ready home with a generous lot, desirable features, and convenient access to the beach, shopping and dining.

26921 Nine Foot Rd, Dagsboro

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

34014 Indian Queen Ln, Dagsboro
$449,500
3 Beds ⋅ 2 Baths
UNDER CONSTRUCTION NOW! Foundation work is underway, with framing scheduled to begin next. Skip months of planning, engineering and approval delays—county and septic approvals are complete and construction is moving forward on this thoughtfully designed new home. Designed by Rick Evans Design, this proven floor plan has earned the confidence of builders throughout Sussex County for its efficient use of space, timeless architecture, and exceptional livability. The builder-financed construction process provides a streamlined path from contract to completion while still allowing buyers the opportunity to personalize select interior finishes and design selections, depending on the stage of construction. Offering approximately 1,640 square feet of thoughtfully designed living space, this home features 3 bedrooms, 2 baths, and a two-car garage. Planned features include vaulted ceilings, an open-concept great room, Luxury Vinyl Plank flooring throughout the main living areas, quartz countertops, soft-close cabinetry, stainless steel appliances, and a spacious primary suite with a walk-in shower, double vanity, and walk-in closet. A convenient powder room adds functionality for guests. Outdoor living is highlighted by a welcoming covered front porch and a spacious covered rear porch, offering the perfect space for relaxing, entertaining, or future customization as a three-season room. Located in Blackwater Village, residents enjoy low annual HOA fees along with community piers, a playground, basketball court, pavilion, and picnic area. Conveniently located near state parkland, marinas, shopping, dining, golf, and just minutes from Bethany Beach, this home offers the perfect balance of peaceful living and coastal convenience. Buyers who act early may have the opportunity to personalize select finishes and color selections before construction reaches key milestones. With low Delaware property taxes, no city taxes, quality craftsmanship, and a professionally designed floor plan by Rick Evans Design, this is an outstanding opportunity for a primary residence, vacation home, or retirement retreat.

34014 Indian Queen Ln, Dagsboro

Listing courtesy of Keller Williams Realty. Contact:

28927 E Diamond St, Dagsboro
$299,800
4 Beds ⋅ 2 Baths
Welcome to this beautifully renovated 4-bedroom, 2-bath rancher offering the convenience of first-floor living in a peaceful Dagsboro location. Completely updated throughout, this move-in ready home features a bright, functional layout, a spacious primary suite with a private en suite bathroom, and modern finishes from room to room. Conveniently located near shopping, dining, and Delaware's beaches, this home offers the perfect combination of comfort, style, and location.

28927 E Diamond St, Dagsboro

Listing courtesy of LPT Realty, LLC. Contact:

34866 Tenleys Trl, Dagsboro
$489,990
3 Beds ⋅ 2 Baths
Welcome to The Knoll by Foxlane Homes - a serene new community of just 33 luxury single-family homes, ideally located beside Cripple Creek Golf & Country Club and minutes from Ocean View and Bethany Beach. To be built/Homesite of the month features the New Haven. Perfect one-level living home for those wanting to downsize. Offering 3 bedrooms and 2 full baths, and open concept living with kitchen, dining, and great room all open to each other. No one will feel cramped in this generous living space.

34866 Tenleys Trl, Dagsboro

Listing courtesy of Compass. Contact:

31242 W Ocean Dr, Dagsboro
$449,900
3 Beds ⋅ 2 Baths
Completely Reimagined. Truly Move In Ready. Welcome to 31242 W Ocean Drive. If you've been searching for a home where the hard work has already been done, your search ends here. This stunning 3-bedroom, 2-bath residence in the West Ocean Farms community has undergone an extensive top to bottom renovation, blending timeless craftsmanship with today's most desirable finishes. From the moment you arrive, you'll notice the attention to detail. A brand new front deck creates an inviting entrance and the perfect place to enjoy your morning coffee or unwind in the evening. Step inside to discover an interior that feels like a brand new home, featuring all new flooring throughout, new interior and exterior doors, and an abundance of natural light pouring through brand new energy efficient windows. Every room has been thoughtfully refreshed to create bright, open, and welcoming living spaces that are both stylish and functional. The beautifully renovated kitchen serves as the centerpiece of the home, offering modern finishes and a layout designed for everyday living and effortless entertaining. The spacious primary bedroom provides a peaceful retreat, while two additional bedrooms offer versatility for family, guests, or a dedicated home office. Both full bathrooms have been tastefully updated with clean, contemporary finishes, creating spaces that are as beautiful as they are practical. The improvements continue outside, where a newly constructed upper level deck expands your outdoor living space, providing the perfect setting for grilling, relaxing, or entertaining friends while enjoying the peaceful surroundings. What truly sets this property apart is the sheer scope of the renovations. Major updates including new windows, new flooring, new doors, and both the front and upper decks represent a significant investment, allowing the next owner to move in with confidence knowing the heavy lifting has already been completed. Instead of spending months planning renovations, you can begin enjoying your new home from day one. Ideally located just minutes from Delaware's award winning beaches, boating, golf courses, restaurants, shopping, and entertainment, West Ocean Farms offers the perfect balance of tranquility and convenience. Whether you're looking for a year round residence, a coastal retreat, or an investment property, this exceptional home checks every box. Schedule your private showing today and experience firsthand the quality, craftsmanship, and value that make 31242 W Ocean Drive truly stand apart.

31242 W Ocean Dr, Dagsboro

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

28237 Dagsboro Rd, Dagsboro
$348,000
4 Beds ⋅ 2 Baths
JUST REDUCED $11,000! Seller willing to give credit to buyer at settlement in amount of $5,000 to buy down their interest rate (which could save $$ each month) or buyer can take the credit at time of settlement and save their money. With this home you have NO HOA or ground rent fees. This is rare to find the land at this price! This 4 bedroom/2 full bath delivers the ultimate in effortless, one-level living on over an acre of beautiful land. Step inside and prepare to be wowed by the massive 19' x 30' primary suite — a true retreat with a private slider to the backyard, a designer California Closet system, and space that feels downright luxurious. Newer plank flooring throughout most of the house. Kitchen has granite counters and stainless appliances with lots of cabinet space and an Island as well. Newer Washer and Dryer are included. Roof is approx. 12-14 years old. There are two HVAC units for the house both replaced (2019 & 2021). Septic system was fully replaced in 2022, inspected every 6 months, last inspection May 2026. House sits on over an acre lot which is partially fenced (great for pets). Home has solar panels, saving money on electric bills. The primary could also be used as an in-law suite or a potential rental income. In the primary the cabinet has been converted from a sink to a countertop, the water supply is still there. Previous owner originally had as her mother’s suite. The back yard has a large deck, fire pit area and partially fenced yard to keep your four legged friends closer. The property extends past the current fence and back to the field, lots more room! There is a one car attached garage and driveway parking too. If that's not enough, this home is located just 20 minutes from Bethany BEACH! Home is much larger than it appears. Make this one your new HOME!

28237 Dagsboro Rd, Dagsboro

Listing courtesy of RE/MAX Solutions. Contact:

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