Captains Way Homes under $500,000

Captains Way Homes under $500,000

Welcome to Captains Way, a charming subdivision nestled in the heart of Ellendale, Delaware, within the picturesque Sussex County. This delightful community offers a serene atmosphere, making it the perfect retreat for families, retirees, and everyone in between. With its close-knit feel and beautiful surroundings, Captains Way invites you to experience the best of coastal living without sacrificing convenience.

One of the standout features of this subdivision is the availability of beautiful homes priced under $500,000. Whether you're a first-time homebuyer or looking to downsize, Captains Way has a variety of options to suit your needs. These well-crafted homes boast modern designs, spacious layouts, and inviting outdoor spaces, ensuring you find the perfect place to call your own. Imagine sipping your morning coffee on a sun-drenched patio or hosting summer barbecues in a backyard oasis—this is the lifestyle that awaits you.

Located just a short drive from the stunning Delaware beaches, Captains Way offers easy access to recreational activities, shopping, and dining. Explore the nearby nature trails, indulge in fresh seafood at local eateries, or spend a day soaking up the sun on the sandy shores. With a blend of tranquility and convenience, this subdivision is an ideal spot for those looking to enjoy the best of what Sussex County has to offer.

Discover your dream home in Captains Way today and embrace a lifestyle filled with warmth, community, and the beauty of Delaware's coastal charm!

Newest Captains Way Homes under $500,000

14271 Schooner Run, Ellendale
$479,990
3 Beds ⋅ 3 Baths
"Built by award-winning local builder, Capstone Homes, this Ivy floor plan on Lot #83 in Captain's Way will be ready in December and comes with a quick delivery incentive*, plus the builder will split the transfer tax*! The Ivy is Capstone’s charming cottage-style floorplan, offering 1,749 heated square feet with 3 bedrooms, 2.5 bathrooms, a welcoming full front porch, extra garage storage, and a screened porch for easy indoor-outdoor living. Inside, the vaulted great room and gas fireplace create a cozy focal point, complemented by upgraded lighting and thoughtfully selected trim details throughout. The kitchen blends function and style with upgraded cabinetry, Level 4 quartz countertops, a herringbone tile backsplash, stainless appliances, and designer fixtures, while the primary suite features a beautifully tiled shower with a seat and frameless glass door. With more than $107,000 in upgrades, including laundry room cabinetry, Craftsman-style interior doors, upgraded trim, and full-yard sod and irrigation, this home offers a polished, comfortable feel with plenty of character. A local, family-owned builder, Capstone Homes is proud to celebrate 20 years of crafting high-quality, customizable homes throughout Sussex County. Call today to learn more about this beautiful home's features, and upgrades, or visit the Torbay model at The Vines of Sandhill, open Mon–Sat 10am–5pm. Capstone Homes — Guiding you home, every step of the way. *Savings, pricing, and incentives are subject to change without notice. Preferred lender required for certain incentives., including 2% transfer tax."

14271 Schooner Run, Ellendale

Listing courtesy of Cape Realty. Contact:

14282 Schooner Run, Ellendale
$449,990
3 Beds ⋅ 2 Baths
Built by award-winning local builder, Capstone Homes, this Devon floor plan on Lot #84 in Captain's Way will be ready in December and comes with a quick delivery incentive*, plus the builder will split the transfer tax*! The Devon is one of Capstone’s most popular open-concept, first-floor living floorplan, offering 1,514 heated square feet with a spacious kitchen, oversized breakfast nook, and an easy flow throughout the main living areas. Capstone Homes already includes as standard many features other builders consider upgrades, and this home takes it a step further with a screened porch, vaulted great room, gas fireplace, upgraded lighting, and custom trim details. The kitchen is beautifully finished with upgraded cabinetry, Level 5 quartz countertops, tile backsplash, stainless appliances, and designer fixtures, while the primary suite features a spa-like tiled shower, frameless glass door, and upgraded quartz countertops. Additional touches such as laundry room cabinetry, wainscoting, upgraded interior doors, and full-yard sod and irrigation make this home feel polished, comfortable, and move-in ready. A local, family-owned builder, Capstone Homes is proud to celebrate 20 years of crafting high-quality, customizable homes throughout Sussex County. Call today to learn more about this beautiful home's features, and upgrades, or visit the Torbay model at The Vines of Sandhill, open Mon–Sat 10am–5pm. Capstone Homes — Guiding you home, every step of the way. *Savings, pricing, and incentives are subject to change without notice. Preferred lender required for certain incentives., including 2% transfer tax.

14282 Schooner Run, Ellendale

Listing courtesy of Cape Realty. Contact:

14990 Channel Run, Ellendale
$479,990
4 Beds ⋅ 3 Baths
Welcome to the Caspian, a beautifully designed home that blends an open-concept layout with charming Farmhouse-inspired elements. Scheduled for settlement in December 2026, this home offers 4 bedrooms, 3 baths, and a 2-car garage, delivering both comfort and everyday convenience. The open floorplan creates a seamless flow between the kitchen, dining, and main living areas—perfect for entertaining or relaxing at home. Smart Profile appliances enhance the kitchen with modern functionality, while a washer and dryer and laundry sink add practical convenience to daily living. Quartz countertops provide a clean and elevated finish, complementing the home’s stylish design. Laminate flooring runs throughout the entire first floor, offering a cohesive and low-maintenance foundation for everyday living. Thoughtfully designed for both space and flexibility, this home provides the perfect balance of gathering areas and private retreats. 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. This community has a pool, clubhouse, pickleball courts, and more already built and ready for use!

14990 Channel Run, Ellendale

Listing courtesy of Delaware Homes Inc. Contact:

14997 Channel Run, Ellendale
$439,990
4 Beds ⋅ 3 Baths
Welcome to the Oleander II, a beautifully designed home that blends an open-concept layout with charming Farmhouse-inspired elements. Scheduled for settlement in November 2026, this home offers 4 bedrooms, 3 baths, and a 2-car garage, delivering both comfort and everyday convenience. The open floorplan creates a seamless flow between the kitchen, dining, and main living areas—perfect for entertaining or relaxing at home. Smart Profile appliances enhance the kitchen with modern functionality, while a washer and dryer and laundry sink add practical convenience to daily living. Quartz countertops provide a clean and elevated finish, complementing the home’s stylish design. Laminate flooring runs throughout the entire first floor, offering a cohesive and low-maintenance foundation for everyday living. Thoughtfully designed for both space and flexibility, this home provides the perfect balance of gathering areas and private retreats. 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. This community has a pool, clubhouse, pickleball courts, and more already built and ready for use!

14997 Channel Run, Ellendale

Listing courtesy of Delaware Homes Inc. Contact:

15025 Boatswain Ave, Ellendale
$449,990
3 Beds ⋅ 2 Baths
Welcome to the Adriatic, a thoughtfully designed home featuring an open-concept layout with timeless loft-inspired finishes. This home offers 3 bedrooms, 2 bathrooms, and a 2-car garage. The well-appointed kitchen showcases Café Series appliances, quartz countertops, and opens seamlessly to the great room and dining area, both finished with durable laminate flooring. The primary suite and primary bathroom provide a comfortable retreat, while additional conveniences include a laundry tub. For a complete list of included features and finishes, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

15025 Boatswain Ave, Ellendale

Listing courtesy of Delaware Homes Inc. Contact:

15013 Boatswain Ave, Ellendale
$399,990
3 Beds ⋅ 2 Baths
Welcome to the Adriatic, a thoughtfully designed home featuring an open-concept layout with timeless Farmhouse-inspired finishes. Projected for November 2026 settlement, this home offers 3 bedrooms, 2 bathrooms, and a 2-car garage. The well-appointed kitchen showcases Café Series appliances, quartz countertops, and opens seamlessly to the great room and dining area, both finished with durable laminate flooring. The upgraded primary bathroom provides a comfortable retreat, while additional conveniences include a washer and dryer and a laundry sink. For a complete list of included features and finishes, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

15013 Boatswain Ave, Ellendale

Listing courtesy of Delaware Homes Inc. Contact:

26411 Clipper Run, Ellendale
$445,000
3 Beds ⋅ 2 Baths
PERFECTED ONE LEVEL LIVING! Offering gorgeous finishes, both inside & out, and is situated on a pond front lot in the community of Captains Way - located only a short drive to historic downtown Milton, Coastal Highway shopping, and the Delaware beaches! Welcoming open floor plan highlights a gorgeous kitchen, which features a pantry, stainless steel appliances, quartz countertops and large island with breakfast bar - central to the inviting living & dining rooms - perfect for entertaining! Separate from the other 2 bedrooms & hall bath, the private owner’s suite offers generously sized walk-in closets & en-suite bath with double vanity sink & walk-in shower. Relax on warmer days on the back porch, or make your way to the community’s amenities including outdoor pool, tennis courts, dog park & playground! Call Today!

26411 Clipper Run, Ellendale

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

15021 Boatswain Ave, Ellendale
$449,990
3 Beds ⋅ 2 Baths
The Adriatic offers a thoughtfully designed open-concept layout paired with our modern farmhouse design. Featuring 3 bedrooms, 2 baths, and a 2-car garage, this home balances everyday comfort with low-maintenance living. Enjoy seamless indoor–outdoor living with a screened deck, perfect for relaxing or entertaining in any season. Added conveniences like a washer and dryer and a utility sink enhance daily functionality, while vinyl flooring throughout provides durability and a clean, cohesive look. The kitchen is finished with granite countertops, complementing the home’s contemporary style. Both bathrooms feature tile flooring and semi-frameless shower doors, creating a polished and practical retreat. 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.

15021 Boatswain Ave, Ellendale

Listing courtesy of Delaware Homes Inc. Contact:

16417 Cutty Ct, Ellendale
$390,990
3 Beds ⋅ 2 Baths
Welcome to the Adriatic floor plan // This is for a to be built home. The Adriatic is the perfect blend of elegance, comfort, and functionality—all on one level. This thoughtfully designed home features an open-concept layout with a spacious kitchen, inviting great room, and a bright dining area—ideal for hosting family and friends. The tranquil primary suite offers a relaxing retreat with a luxurious bathroom and generous walk-in closet. Two additional bedrooms are privately situated, along with a flexible home office. A walk-in pantry, convenient HovHall, and the option for a 3-car garage provide ample storage solutions for everyday living. Expand your entertaining space outdoors with the optional screened deck—perfect for al fresco dining or morning coffee. Enjoy easy, single-story living in the beautifully designed Adriatic. For a full list of features for this home, please contact our sales representatives. Photos are for display purposes only and may not reflect actual finishes or selections. This community has a pool, clubhouse, pickleball courts, and more already built and ready for use!

16417 Cutty Ct, Ellendale

Listing courtesy of Delaware Homes Inc. Contact:

no property photo
$399,990
3 Beds ⋅ 3 Baths
Homesite of the Month with upgraded features! Welcome to Captain’s Way, the lowest-priced new home community within 5 miles of Milton! Enjoy first-floor living, private homesites and completed amenities in a country setting. The Anderson at Homesite 114 is astonishing, situated on a corner lot with 3 bedrooms, 2.5 baths and 2-car garage. An optional full front porch makes a statement and invites you into the foyer and flex space, which can be used as a study, office and more. The stunning family room adjoins your gourmet kitchen and overlooks the whole level, including the dining area and included rear porch! White linen cabinetry, walk-in pantry, LVP flooring and a gourmet island are featured in the kitchen. Your luxury owner’s suite completes the main floor with a dual vanity bath and walk-in closet. Upstairs, two bedrooms, a full bath and large loft offer more comfort and living space. We can't wait to welcome you home to the Anderson at Homesite 114 at Captain's Way! Call to schedule your appointment today!

114 Brigandine Gdns, Ellendale

Listing courtesy of NVR Services, Inc.. Contact:

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