Cape Henlopen Homes under $500,000

Cape Henlopen Homes under $500,000

Welcome to the picturesque Cape Henlopen School District, nestled in the heart of Sussex County, Delaware. This vibrant community is not only known for its stunning coastal landscapes and charming small-town feel, but also for its commitment to providing an exceptional education for its students. Cape Henlopen School District encompasses several towns, including Lewes, Rehoboth Beach, and Milton, offering a perfect blend of academic excellence and recreational opportunities.

Families residing in this area benefit from a strong educational foundation, with schools that prioritize innovative teaching methods, diverse extracurricular activities, and a supportive learning environment. The district boasts a range of programs designed to cater to the unique talents and interests of each student, ensuring they are well-prepared for future success.

For those looking to plant roots in this idyllic region, you'll be delighted to discover a variety of homes available for under $500,000. Whether you're seeking a cozy cottage, a spacious family home, or a modern townhouse, the Cape Henlopen area has something to suit every taste and budget. With its proximity to beautiful beaches, scenic parks, and vibrant downtown areas, living in Cape Henlopen means enjoying a lifestyle that balances relaxation and adventure.

In addition to its excellent schools and affordable housing options, the community is rich in cultural experiences, local shops, and dining options, making it an ideal place for families and individuals alike. Come explore the charm of Cape Henlopen and find your dream home in this wonderful school district!

Newest Cape Henlopen Homes under $500,000

20001 Center Ave, Rehoboth Beach
$124,995
4 Beds ⋅ 2 Baths
Welcome to 20001 Center Ave, a beautifully maintained home offering a rare 4-bedroom, 1.5-bath floor plan situated on a desirable corner lot in the sought-after community of Sea Air Village. Step inside to find a warm, light-filled layout designed for easy coastal living and effortless entertaining. With four bedrooms, there is plenty of room for family, guests, or a dedicated home office setup. The home has been meticulously cared for, offering peace of mind so you can start enjoying beach life right away. Situated on leased land in a prime Rehoboth Beach location, you are just minutes from the iconic boardwalk, pristine beaches, Tax-Free outlet shopping, and world-class dining. Sea Air Village amenities include community pools, a clubhouse, playground, basketball court, dog park, and easy access to the Junction & Breakwater bike trail connecting Rehoboth and Lewes. Ideal as a full-time residence, beach getaway, or seasonal retreat. Schedule your tour today!

20001 Center Ave, Rehoboth Beach

Listing courtesy of McWilliams/Ballard, Inc.. Contact:

21291 G St Unit G-48, Rehoboth Beach
$179,900
3 Beds ⋅ 2 Baths
Rehoboth Bay Community has boat slips for rent, a community boat ramp, a boat storage area, a bayfront pool, a crabbing/fishing pier, a little beach, tennis/pickleball courts & more! And it’s just 6.5 miles to the famous Rehoboth boardwalk. This updated 1989 Silverlake doublewide has a 12’x14’ four-season addition for +1,100 sq. ft. of living space. There is a covered front porch and an open rear deck for extra outdoor living space, too. The home has vaulted ceilings & ceiling fans. Open concept has the living room adjoining the kitchen. The eat-in kitchen has bright, white cabinetry, tile backsplash, a smooth-top electric range with range hood, a dishwash, disposal, and a refrigerator. There’s a second fridge in the four-season room & a stand-alone freezer in the shed. The laundry room is just off of the kitchen, and it has a full-size side-by-side washer and dryer. Split bedroom plan. The main bedroom is en Suite. That bath has an oversized sink vanity finished with a solid surface countertop, and a tub/shower. The other two bedrooms share the second full bath, which has a walk-in shower. There’s also an oversized outdoor shower for after a day on the boat or at the pool or beach. Storage shed. Exterior electric to charge your golf cart. Big driveway for 4+ vehicles. Pretty landscaping & hardscaping accents around the home. The community allows 2 pets - no fences, though. (Note: Family & friends may always visit, but rentals are limited to 6 month or greater with management approval.) Leasehold Interest: Lot Rent of approx. $798/mt. includes water service & trash/recycle. Leases renew annually and Delaware law caps rent increases as per 25 Del. C. Sec. 7050-7054. Homeowner pays electric, sewer, cable/Internet, and lawn maintenance. Hometown America, the community owner, requires an Application from the Buyer and all adult occupants 18-year-of-age or older, with acceptance based on the following criteria: 1.)income verification, 2.)credit bureau score, plus evaluation of debt-to-income ratio, and 3.)criminal background check. Financing may be available to qualified borrowers from a few Lenders that specialize in installment/chattel loans for manufactured homes on leased land. Closing costs will include a real estate transfer tax (3.75% DMV Doc Fee), a Settlement Agent fee, and standard pro rata amounts.

21291 G St Unit G-48, Rehoboth Beach

Listing courtesy of SEA BOVA ASSOCIATES INC.. Contact:

9297 Crooked Rd, Lincoln
$349,000
3 Beds ⋅ 3 Baths
Home with Endless Potential on Over 2.5 Acres! Welcome home to privacy, space, and unmatched opportunity! Situated on a serene, tranquil setting spanning over 2.5 acres, this 3-bedroom, 3-bathroom home boasts over 2,500 square feet of functional living space ready for your vision and personal touches. Enjoy peace of mind knowing the roof was replaced in 2025, giving you a strong foundation to build upon. Inside, spacious room proportions and a versatile layout offer the perfect canvas for your dream design updates. Step outside to expansive outdoor grounds—ideal for hosting, gardening, adding an outdoor living area, or simply enjoying the quiet retreat of nature. Whether you’re looking to build sweat equity or design a custom oasis from the ground up, this rare find combines rare acreage with incredible potential. Schedule your showing today and start imagining the possibilities!

9297 Crooked Rd, Lincoln

Listing courtesy of RE/MAX Associates. Contact:

31723 Impetus Rd, Lewes
$395,000
3 Beds ⋅ 2 Baths
🌊 Welcome to coastal living at its best in the desirable community of Woods at Burton Pond! Built in 2023 and lovingly maintained by its original owner, this beautifully appointed 3-bedroom, 2-bath home offers the perfect blend of modern comfort, thoughtful upgrades, and relaxed Delaware beach living. ✨ The open-concept floor plan creates a bright, welcoming atmosphere, ideal for everyday living and entertaining, while upgraded countertops add a stylish touch to the heart of the home. 🌿 Step outside to enjoy the back patio, landscaping, and irrigation system, all overlooking an open community common area that provides a peaceful backdrop and a welcome sense of space. 🏡 Offered fully furnished, this home is ready for you to move right in and start enjoying everything the coastal lifestyle has to offer! Residents can take advantage of the community's outdoor pool, while the low HOA adds even more value to this inviting neighborhood. ☀️ Whether you're looking for a full-time residence, a relaxing beach getaway, or an investment opportunity, rentals of 30 days or longer are permitted, offering added flexibility. 📍 Conveniently located near Delaware's beautiful beaches, shopping, restaurants, schools, and major medical facilities, this nearly new home makes it easy to enjoy the best of coastal Delaware without sacrificing comfort or convenience. Simply unpack, settle in, and start enjoying the coastal lifestyle you've been looking for! 🌊

31723 Impetus Rd, Lewes

Listing courtesy of Coldwell Banker Premier - Lewes. Contact:

16 Ancient Oak Dr, Lewes
$495,000
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 16 Ancient Oak Drive is the one you've been searching for, schedule your showing today!

16 Ancient Oak Dr, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

24118 Harvest Cir, Milton
$464,990
3 Beds ⋅ 2 Baths
Build your new home with award-winning local builder, Capstone Homes, and enjoy a seamless, guided experience from start to finish. The Juliet offers a flexible open concept design and is one of many custom plans available to be built on Lot #71 in The Vines of Sandhill. This home is not currently under construction. The Juliet is Capstone's most flexible floorplan beginning at 1,895+/- heated sq ft. It offers the convenience of first floor living with the ability to customize and expand your living space with upgrades such as a Gourmet kitchen, morning room, luxury bathroom, or vaulted ceiling in the great room. You also have the option to add a second floor that can be constructed with a bonus room, a bathroom, one bedroom, two bedrooms or all the above. The Vines of Sandhill is an active, all-inclusive community offering state of the art amenities including full landscaping, irrigation, luxury pool, clubhouse, and more - all included with a modest HOA contribution. With local shopping and dining just minutes away, this community is one of the most desired in the area. A local family-owned builder, Capstone homes is celebrating 20 years of crafting high-quality, custom homes throughout Sussex County. Contact us today to request a full list of Capstone's standard features, available upgrades and additional floor plans. Visit the Torbay Model at The Vines of Sandhill Mon-Sat 10am-5pm. *Incentives and pricing are subject to change without notice. Transfer tax and impact fee incentives apply when using a preferred lender or paying cash. Pricing reflects base price with no additional upgrades. Photos may show upgraded features. Capstone Homes - where custom comes standard. Guiding you home, every step of the way.

24118 Harvest Cir, Milton

Listing courtesy of Cape Realty. Contact:

34219 Maple Ln, Lewes
$99,900
3 Beds ⋅ 1 Baths
Attention investors! Great investment opportunity at 34219 Maple Ln in Lewes, DE! This 3-bedroom, 1-bathroom property is being sold strictly as-is and offers plenty of potential for investors looking to renovate, expand their rental portfolio, or pursue their next fix-and-flip project. Located in the desirable Lewes area, this property presents an opportunity to make improvements and add value. Whether you're a seasoned investor or searching for your next project, don't miss your chance to add this property to your investment portfolio. Please Note : This Property is being sold As-Is condition. Buyer is responsible for all certifications. Seller never occupied. Neither the seller or listing agent make any representation as to the accuracy of any information contained herein. Buyer must conduct their own due diligence, verification, research and inspections and are relying solely on the results thereof. Buyer to pay all closing costs and transfer tax.

34219 Maple Ln, Lewes

Listing courtesy of RE/MAX Select Group. Contact:

Milton
$429,000
4 Beds ⋅ 2 Baths
Located within the Cape Henlopen School District, this home is ideally situated just a short stroll or bike ride from downtown Milton, where you can enjoy local dining, theater, the farmers market, parks, and the town’s charming small-town atmosphere. With its extensive remodeling, main level primary suite and guest rooms, private outdoor space, garage, rental flexibility, and convenient location, this Shipbuilders Village property is an opportunity worth exploring. Thoughtfully updated throughout, the home features brand-new luxury vinyl plank and carpet flooring, a refreshed kitchen with new cabinetry, backsplash, countertops, and lighting, plus bathrooms with brand-new vanities. The front door opens to the living room, which flows seamlessly into the sparkling kitchen, complete with white cabinetry, stainless steel appliances, a farmhouse sink, textured subway tile backsplash, recessed lighting, and a pantry. A window brings in natural light, while a convenient door provides direct access to the deck, creating an easy transition to outdoor living. The kitchen is flanked by a dedicated laundry room on one side and the dining area on the other, offering a practical layout for everyday living and entertaining. The primary bedroom features a spacious closet and an ensuite bathroom with a modern vanity and contemporary finishes, creating a comfortable and stylish private retreat. The spacious layout provides four bedrooms and two full bathrooms, offering flexibility for family, guests, or a home office. Outside, a privacy-fenced yard provides a private space for relaxing or entertaining, while a one-car garage and driveway parking for two cars add everyday convenience. A fabulous opportunity in Shipbuilders Village in Milton, Delaware! Recently remodeled and offering the ease of single-level living, this 4-bedroom, 2-bath home is move-in ready and rental friendly with a 2-night minimum, making it an appealing choice as a primary residence, second home, or investment property.

Milton

Listing courtesy of Compass. Contact:

26076 E Old Gate Dr, Millsboro
$398,990
3 Beds ⋅ 2 Baths
*MOVE-IN READY* 3BR/2BA One-Level Home – the Guilford at Liberty East. There’s something special about finding a home that just feels right — and this beautiful single-level home at Liberty East is designed for exactly that kind of easy, everyday comfort. Thoughtfully laid out for practicality and effortless living, this home offers true one-floor convenience. Just off the welcoming foyer, you’ll find two secondary bedrooms that provide cozy retreats for family or guests, along with a quiet study that’s perfect for working from home, hobbies, or a peaceful reading space. At the heart of the home, a bright and open living area brings everyone together. The kitchen is both stylish and inviting, featuring upgraded cabinetry paired with modern countertops and a timeless subway tile backsplash. Whether you're hosting friends or enjoying a quiet night in, the elegant kitchen flows seamlessly into the spacious Great Room and intimate dining area, creating a warm, connected space for making memories. Easy-to-maintain wide plank flooring extends throughout the main living areas and into the owner’s suite, adding both beauty and durability — perfect for coastal living and sandy toes after a day near the beach. Tucked privately in the corner of the home, the tranquil owner’s suite offers a peaceful escape, complete with an attached bath and generous closet space. With a move in ready convenience, you can settle in and start enjoying everything Millsboro has to offer right away — turning leaves, cool evenings, and a brand-new home to make your own at Liberty East. This is the kind of fresh start that feels just in time. Liberty East offers a community pool and clubhouse, lawn care included in the HOA, and a prime location just minutes from shopping, dining, and the Delaware beaches. ** Please Read: Photos are for illustrative purposes only and may include renderings or images of the actual home or similar home/plan. Please see New Home Consultant for final pricing, finishes, and details. If you are working with a realtor, buyer representation must be acknowledged during the first interaction with Lennar, and the realtor must accompany the client on their first visit. Appointments are highly encouraged to ensure the best customer experience. Taxes will be assessed after settlement. Open houses are held at the model home, not at this address. PLEASE DO NOT ENTER THE HOME WITHOUT A NEW HOME SALES CONSULTANT. VISIT THE MODEL HOME FOR OPEN HOUSE ACCESS. During your visit the sales team can review details, timelines, and current incentives. Financing is available through Lennar Mortgage upon qualification. **

26076 E Old Gate Dr, Millsboro

Listing courtesy of Atlantic Five Realty. Contact:

69 Branchwood Dr Unit B-22, Rehoboth Beach
$65,000
2 Beds ⋅ 1 Baths
Silver View Farm is located less than 3 miles from Rehoboth boardwalk and beaches. The DART Park & Ride is about a mile away if you want to skip downtown parking by taking the bus. There are also seasonal membership opportunities for the community pool. This adorable 1981 Benchmark singlewide has been nicely maintained and updated. It is a 14’x56’ for approx. 780 sq. ft. of living space. The Seller has used it as his primary residence, but it would make an ideal beach retreat if you’re looking for a vacation home. It has an open concept with the living room adjoining the eat-in kitchen. The kitchen has a gas range, range hood, dishwasher, and a refrigerator. There’s ample space for a dinette set & there is small breakfast bar. Plenty of kitchen cabinets & extra base cabinets on the wall next to the fridge, along with open shelving. The main bedroom is at the rear of the home. It has a double closet and bead-board wall accents. The second bedroom is mid-hall, and it has a single closet and drywall finishes. The bath has been updated with a spacious walk-in shower. Hall laundry area with a full-size washer and dryer. New HVAC in 2024. Large patio for your outdoor living space. Wooded buffer at the backyard by Johnson’s Branch, which is a small watercourse leading into King’s Creek. Storage shed. Parking for 2 vehicles. Annually renewable leasehold interest: 2026 Lot Rent of $760.71/mt. includes water & trash/recycle service (Lease renews annually on Jan. 1 with any increase capped per law – 25 Del. C. Sec. 7050-7054). Homeowner pays electric, sewer, cable/Internet (Xfinity) & lawn service. Silver View Farm allows 2 pets. Pool membership is optional (approx. $175/person with discounted group packages). A Park Application ($76/person-2026) is required for all adults who will occupy the home for 14 or more consecutive days. Buyers are accepted as a Resident in Silver View Farm based on the following criteria: 1.)income verification, 2.)high credit bureau score, 3.)evaluation of debt-to-income ratio, and 4.)criminal background check. Note: Rentals are NOT permitted in this community - but friends & family are welcome to visit you. Financing may be available to qualified borrowers from only a few Lenders that specialize in installment/chattel loans for manufactured homes on leased land. Closing costs will include a 3.75% real estate transfer tax (DMV Doc Fee) & a Settlement Agent Fee.

69 Branchwood Dr Unit B-22, Rehoboth Beach

Listing courtesy of SEA BOVA ASSOCIATES INC.. Contact:

26099 E Old Gate Dr, Millsboro
$397,690
3 Beds ⋅ 2 Baths
**DECEMBER MOVE-IN** If you've been looking for a home that's stylish, low-maintenance, and close to the Delaware beaches, this Liberty East ranch checks all the boxes. Offering 3 bedrooms, 2 bathrooms, and comfortable single-level living, it's designed for easy everyday living. The kitchen opens seamlessly to the dining area and Great Room, creating a bright, welcoming space that's perfect for everything from quiet evenings at home to gathering with friends and family. Modern quartz countertops, upgraded cabinetry, a classic subway tile backsplash, and wide-plank flooring throughout give the home a fresh, timeless feel. Step outside to the 16' x 10' paver patio—ideal for your morning coffee, weekend grilling, or relaxing after a day at the beach. The owner's suite is privately tucked away at the rear of the home with its own bath, while two secondary bedrooms are located on the opposite side, offering flexibility for guests, hobbies, or a home office. A two-car garage provides plenty of extra storage, and with lawn care included in the HOA, you'll have more time to enjoy life and less time worrying about yard work. Liberty East offers a community pool and clubhouse and is just minutes from shopping, dining, and Delaware's beautiful beaches. Whether you're looking for your forever home or the perfect coastal retreat, this move-in ready home is one you'll want to see in person. ** Please Read: Photos are for illustrative purposes only and may include renderings or images of the actual home or similar home/plan. Please see New Home Consultant for final pricing, finishes, and details. If you are working with a realtor, buyer representation must be acknowledged during the first interaction with Lennar, and the realtor must accompany the client on their first visit. Appointments are highly encouraged to ensure the best customer experience. Taxes will be assessed after settlement. Open houses are held at the model home, not at this address. PLEASE DO NOT ENTER THE HOME WITHOUT A NEW HOME SALES CONSULTANT. VISIT THE MODEL HOME FOR OPEN HOUSE ACCESS. During your visit the sales team can review details, timelines, and current incentives. Financing is available through Lennar Mortgage upon qualification. **

26099 E Old Gate Dr, Millsboro

Listing courtesy of Atlantic Five Realty. Contact:

26 Whitehaven Way Unit 13, Lewes
$249,000
3 Beds ⋅ 2 Baths
26 Whitehaven features a well-maintained 28 X 56, 1,700 sq/ft home with three bedrooms, two bathrooms, a 10 x 15 four season sunroom off of the kitchen, and a large living room and dining room. The primary suite has a walk-in tub/shower and a walk-in closet. The kitchen features a walk-in pantry, stainless steel appliances, a natural gas range, built-in microwave, double door refrigerator and a disposal. The 18 x 22 garage with an attic is an added plus. Home has a block foundation. New HVAC was installed in 2023. Tankless water heater. Natural gas. Washer and dryer are included. Garage has a pull down attic with fantastic storage. The community of Sussex West is less than 6 miles to Lewes Beach. The community has direct access to the Lewes-Georgetown and Breakwater Junction Trail for biking and walking to Lewes and Rehoboth Beach. Cape Henlopen State Park and the Cape May Lewes Ferry are just minutes away from this fantastic location. Drive on or walk on for a beautiful 1 hour, 10 minute ride to Cape May. Community features include a year-round indoor pool, a pickleball court, a dog park, bocce ball, horseshoe pit and an RV storage lot. An offsite in-ground pool is available seasonally in Lewes. This is a land lease community and is currently $880.27 per month. Sussex West is a beautifully maintained 55-plus community that is close to all necessities, shopping, dining, and entertainment. 20% of owners may be younger than 55.

26 Whitehaven Way Unit 13, Lewes

Listing courtesy of Patterson-Schwartz-Rehoboth. Contact:

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