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

$999,000

Rare waterfront opportunity in Winding Creek Village! This exceptional 0.80-acre lot offers expansive views across Guinea Creek toward Herring Creek and an ideal setting for your future waterfront retreat. The property features approximately 160 feet of brand-new rip rap shoreline and a new 110-foot dock, providing excellent deep water access and the ability to accommodate 4 boats. For the boating enthusiast, the waterways offer direct access to Rehoboth Bay and Indian River Bay, with route to the Atlantic Ocean via the Indian River Inlet. Whether boating, fishing, cruising, or simply enjoying life on the water, this property offers an exceptional coastal lifestyle. Adding to the appeal, community-owned land borders the property on the left, providing a valuable buffer and ongoing privacy. Public utilities are available, and with the major waterfront improvements already in place, this spacious lot is ready for your vision and dream home. A truly special opportunity to create a private waterfront retreat with exceptional boating access in a desirable coastal community.

95 Creek Dr, Millsboro

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

$539,900

4 Beds ⋅ 4 Baths

WELCOME to this METICULOUSLY MAINTAINED Home in the Sought-After Baywood Community - Gorgeous Curb Appeal**Updates Galore to Include: Upgraded Kitchen with Quartz Countertops & Backsplash, New Refrigerator, Induction Cook-Top and Bosch Dishwasher, Upper Level HVAC Replaced in 2020, Main Level HVAC Replaced in 2025, Installed Mini Split HVAC in 4 Season Room & Tile Flooring with Insulation, Tankless Hot Water Heater, New Garage Doors & Openers, Plantation Shutters and So Much More (See Improvements and Upgrades in Document Section)**Lovely Crown Molding Throughout**Double Sided Gas Fireplace**Spacious Primary Suite on Upper Level that leads out onto a Private Balcony**Main Level Sitting Room & Study can also be used as Primary Suite with Private Bath and Walk-In Closet**Encapsulated Crawl Space and Added Insulation in Attic - Resulting in a LOW $176 Monthly Electric Bill**Oversized 2 Car Garage with Kayak Storage System, Wet Sink & Epoxy Floor Coating**Enjoy the Backyard Overlooking one of Baywood's Ponds and Relax on the Brick Patio with Firepit**Fenced Yard**This Home is Surrounded by Beautiful Perennial Gardens**Explore the Many Community Amenities to include a Scenic 18-Hole Championship Golf Course, Clubhouse with Dining, Swimming Pools, Fitness Facilities, Tennis & Pickleball, Walking Paths, Playground, Private Beaches, Dog Parks, and More. Don't Miss the Opportunity to Experience this Exceptional Home and the Resort-Style Lifestyle of Baywood. A MUST SEEE!

33501 Cleek Way, Millsboro

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 302-542-0228

$849,990

3 Beds ⋅ 4 Baths

"Located just minutes from Delaware’s beaches and coastal attractions and adjacent to the stunning Baywood Greens Golf Course, Westridge Shores offers the perfect blend of convenience, natural beauty, and coastal living. This thoughtfully designed active adult waterfront community features just 54 homesites surrounded by mature trees, creating a peaceful, tucked-away setting close to golf, boating, dining, shopping, and more. Residents also enjoy a community pier and kayak launch with direct access to Rehoboth Bay—a rare combination of water access, wooded privacy, and everyday convenience. Westridge Shores is a 55+ community with limited flexibility for non-55+ buyers in accordance with community guidelines. Built by award-winning local builder Capstone Homes, this Jackson model home is being offered now, for Capstone to leaseback from the new owners; a great investment opportunity! Featuring 1,902 heated square feet, this thoughtfully designed model home offers 3 bedrooms, 4 full bathrooms, a sunroom, finished bonus room, and finished basement rec room. Best of all, it is being offered fully furnished with professionally selected designer furniture and décor in a relaxed, sophisticated coastal style. The exterior features a brick foundation, board and batten siding, cedar porch columns, and a garage overhang accented by a metal roof. Inside, custom touches include a shiplap foyer ceiling, oak-tread stairs, upgraded lighting, and thoughtfully selected finishes throughout. The Gourmet+ kitchen features Level 5 quartz countertops, a full-height quartz backsplash, mitered-edge island, upgraded cabinetry with a custom hood, and a built-in dry bar with beverage refrigerator. The great room centers around a gas fireplace with a floating mantel and full shiplap feature wall. The spacious primary suite includes a two-foot extension, transom windows, and a luxurious bath with a tiled shower and seat, frameless glass door, upgraded cabinetry, countertops, and fixtures. Upstairs, the finished bonus room includes a shiplap accent wall and its own full bathroom, while the upgraded laundry room features cabinetry, quartz countertops, tile backsplash, and under-cabinet lighting. Downstairs, 483 square feet of finished basement space includes a recreation room, full bathroom, floating cabinetry, shiplap feature wall, and custom wet bar with beverage refrigerator and upgraded lighting. An additional 1,091 square feet remains unfinished for storage or future possibilities. Additional features include an epoxy garage floor, upgraded flooring and lighting throughout, front-load washer and dryer, and a large paver patio. With designer coastal furnishings and décor included, this former model is beautifully finished, professionally styled, and truly move-in ready. Founded in 2006, Capstone Homes is a family-owned and operated local custom builder committed to building quality homes throughout Sussex County for 20 years. Call, visit our website, or stop by Westridge Shores Monday through Saturday from 10 a.m. to 5 p.m. to learn more about available floor plans, included features, and community amenities. Capstone Homes — Guiding you home, every step of the way. Incentives and pricing are subject to change without notice. Capstone Homes will pay the 2% transfer tax and impact fees when the buyer uses a preferred lender or pays cash. Photos may depict upgraded features."

24416 Westridge Drive - Lot #2 - Model, Millsboro

Listing courtesy of Cape Realty. Contact: (302) 313-1236

$508,997

4 Beds ⋅ 4 Baths

Welcome to a home where comfort, upgrades, and an incredible golf-course lifestyle come together. This spacious 4-bedroom, 4-full-bath home offers beautiful pond and golf course views, creating the perfect backdrop for your morning coffee or relaxing at the end of the day. Inside, the upgraded kitchen features quartz countertops, an oversized island, stainless steel appliances, a gas range, and custom range hood. The main-level primary suite offers convenient first-floor living, while the fully finished lower level includes an additional bedroom and full bath—perfect for guests or extended living. An adjoining unfinished area provides even more potential and could be converted into another bedroom, home office, playroom, gym, or additional living space. An oversized two-car garage with an EV charging station adds even more convenience. The home includes a full 18-hole championship golf course membership along with complimentary driving range access (cart fees excluded). With the clubhouse just steps away, enjoying a round of golf, meeting friends for a drink, or taking advantage of the community in-ground pool can easily become part of your everyday routine. If you’re looking for a home that combines space, upgrades, and a true golf-course community lifestyle, this one delivers.

34207 Graham Cir, Millsboro

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$1,400,000

4 Beds ⋅ 4 Baths

23837 Quiet Waters Ave, Millsboro

Listing courtesy of Northrop Realty. Contact: (302) 947-9100

$950,000

22 Lot mobile home park, mobiles are owned by tenants and are on leased land. Potential to upgrade this property is endless. All improvements will be at the expense of the buyer.

25453 Indian Missiion Road, Millsboro

Listing courtesy of WILGUS ASSOCIATES-L. Contact: (302) 645-9215

$559,990

3 Beds ⋅ 2 Baths

Located just minutes from Delaware’s beaches and coastal attractions and adjacent to the stunning Baywood Greens Golf Course, Westridge Shores offers the perfect blend of convenience, natural beauty, and coastal living. This thoughtfully designed active adult waterfront community features just 54 homesites surrounded by mature trees, creating a peaceful, tucked-away setting close to golf, boating, dining, shopping, and more. Residents also enjoy a community pier and kayak launch with direct access to Rehoboth Bay, a rare combination of water access, wooded privacy, and everyday convenience. Westridge Shores is a 55+ community with limited flexibility for non-55+ buyers in accordance with community guidelines. Built by award-winning local builder Capstone Homes, the Jackson floor plan on Lot 54 is READY NOW! Backing to mature trees and within walking distance of the water, this homesite offers the perfect setting for relaxed coastal living. Featuring 1,515 heated square feet, the Jackson offers convenient one-story living with 3 bedrooms, 2 full bathrooms, a sunroom, open-concept kitchen, dining and great room, and a spacious primary suite with a luxurious bathroom and walk-in closet. Capstone Homes also includes as standard many features that other builders consider upgrades. The beautifully designed exterior features a covered front porch, brick foundation and Craftsman-style brick columns paired with shake and lap siding for a fresh coastal feel. Inside, wainscoting in the foyer leads into the upgraded kitchen featuring maple cabinets in a painted Vanilla finish, Oceana quartz countertops, and extended cabinetry and countertop space with a built-in desk area. LVP flooring flows throughout the main living areas and primary bedroom. The beautifully tiled primary bathroom features a tiled shower with a seat, frameless glass shower door, and upgraded finishes. Enjoy quiet coastal evenings on your paver patio, or take a walk down to the water to watch the sun set. Founded in 2006, Capstone Homes is a family-owned and operated local custom builder committed to building quality homes throughout Sussex County for 20 years. Call, visit our website, or stop by Westridge Shores Monday through Saturday from 10 a.m. to 5 p.m. to learn more about available floor plans, included features, and community amenities. Capstone Homes - Guiding you home, every step of the way. Incentives and pricing are subject to change without notice. Capstone Homes will pay the 2% transfer tax and impact fees when the buyer uses a preferred lender or pays cash. Photos may depict upgraded features.

24411 Westridge Drive - Lot #54, Millsboro

Listing courtesy of Cape Realty. Contact: (302) 313-1236

$899,000

5 Beds ⋅ 4 Baths

This inviting home is located in Sailside, one of the newest neighborhoods within the gated golf course community of The Peninsula on the Indian River Bay. Get ready to discover a vibrant community where exceptional amenities, natural beauty and a relaxed coastal lifestyle is waiting for you to enjoy. Featuring one of Schell Brothers most popular floor plans, the Lilac, 3030 sq ft, 5 bedroom, 3-1/2 bath, and is being offered fully FURNISHED. Exciting spaces, and a thoughtful design make this home ideal for cozy everyday living and is also perfect for entertaining a crowd. Wide plank hardwood floors begin at the foyer and extend through the main living areas, creating a warm and cohesive feel. A dedicated home office offers a quiet setting for work or study. The well appointed kitchen serves as the center of the home and includes stainless steel appliances, double wall ovens, a five-burner gas cooktop with range hood, upgraded cabinetry, and a spacious island with seating for four. Open to the dining area and great room, the kitchen provides an easy flow. A large expanse of windows fill the great room with natural light and frame tranquil views, while a gas fireplace adds warmth and plantation shutters bring a refined finishing detail. The main floor primary suite offers a peaceful retreat with a deep tray ceiling, two walk in closets and direct access to the patio. Its luxurious private bath features patterned tile flooring, a frameless glass shower with tiled bench, freestanding soaking tub and oversized double vanity. On the upper level, the loft, provides that flexible space everyone is looking for whether it be a media room, study or lounge. Four spacious bedrooms and two full baths accommodate guests with ease. One bedroom also includes access to a private balcony, adding a charming outdoor extension to the upper level. In the back yard, the outdoor living space increases the wow factor of this home. Set amongst a wooded tree buffer the private courtyard patio is surrounded by planting boxes, a built-in grill station and an outdoor fireplace, which creates a wonderful setting for dining, entertaining or simply relaxing under the stars. Relax and enjoy a low maintenance lifestyle with yard care provided by the HOA. Step outside and experience the Peninsula community, offering world class amenities within a secure gated setting. The clubhouse is the social heart of the community, featuring a full service restaurant with indoor and outdoor dining, billiards, wine and game rooms, men’s and women’s lounges, a pro shop, putting greens, driving range, bocce courts, and the renowned Jack Nicklaus golf course. Just beyond, the Lakeside Village offers an exceptional wellness and recreation experience with a state of the art fitness center, indoor pool, adult outdoor pool, wave pool, and activity pool. Enjoy poolside dining throughout the summer, the popular Tiki bar, fitness classes, weight room, hot tubs, sauna, spa spaces, and a game room. Outdoor amenities continue with tennis, pickleball, a dog park, community garden, nature center, bay beach, fishing pier, and miles of scenic walking trails. A vibrant social calendar of year round events creates endless opportunities to connect and build lasting friendships. A capital contribution to the PCA of 0.5% of the sales price and $225.00 applies. Club membership is required with three available levels. Please see disclosures for full details.

32981 Shadeland Ave, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$619,990

3 Beds ⋅ 2 Baths

Located just minutes from Delaware’s beaches and coastal attractions, and adjacent to the stunning Baywood Greens Golf Course, Westridge Shores offers the perfect blend of convenience, beauty, and coastal lifestyle. Enjoy easy access to golf, boating, dining, shopping, and waterfront destinations, all while coming home to a peaceful, tucked-away setting surrounded by mature trees. Comprised of just 54 homesites, Westridge Shores is a thoughtfully designed active adult waterfront community, created for a relaxed, low-maintenance coastal lifestyle. Residents enjoy a community pier and kayak launch providing direct access to Rehoboth Bay—offering a rare blend of water access, wooded privacy, and everyday convenience. This is a 55+ community with limited flexibility for non-55+ buyers in accordance with guidelines. Built by award-winning local builder, Capstone Homes, the Marina floor plan on Lot 53 will be move-in ready in September! Backing up to trees and within walking distance to the water, this is sure to appeal to everyone. Featuring 1,816 heated square feet, the brand-new Marina offers an open-concept kitchen, dining and great room, a spacious primary suite with a luxurious bathroom and huge walk-in closet, plus a separate mudroom and oversized pantry. Capstone Homes also includes as standard, many features that other builders consider upgrades. The beautifully designed exterior features brick, shake and board-and-batten siding for a cool coastal feel. Inside, a vaulted living room ceiling leads into the upgraded gourmet kitchen with maple cabinets in a Harbor Gray finish and Miami Vena quartz countertops. Upgraded laminate flooring flows throughout the main living areas and primary bedroom, leading to the the spa-like primary bathroom that includes a fully tiled shower and seat with a frameless glass shower door. Enjoy the outdoors from the screened porch adjacent to the composite deck. Founded in 2006, Capstone Homes is a family-owned and operated local custom builder committed to building quality homes throughout Sussex County. Visit our website or call today for a complete list of standard features, upgrades, and floor plan details, or visit the model home at Westridge Shores, open Monday through Saturday from 10 a.m. to 5 p.m. Capstone Homes — Guiding you home, every step of the way. Incentives and pricing are subject to change without notice. Capstone Homes will pay the 2% transfer tax and impact fees when the buyer uses a preferred lender or pays cash. Photos may depict upgraded features. Give us a call, visit our website or stop by Westridge Shores, 10:00-5:00 Monday - Saturday, to learn more about available floor plans, included features and community amenities. Capstone Homes - Guiding you home, every step of the way.

24417 Westridge Drive - Lot #53, Millsboro

Listing courtesy of Cape Realty. Contact: (302) 313-1236

$569,000

4 Beds ⋅ 3 Baths

Move right into this beautifully maintained and thoughtfully upgraded 4-bedroom, 3-bath home in Pelican Point, offering the ease of almost entirely one-level living with the added bonus of a private bedroom suite upstairs. Built in 2017 and continuously improved by its original owners, this home is filled with custom touches, inviting living spaces, and exceptional indoor-outdoor entertaining areas. From the moment you enter, you'll notice details that set this home apart. The foyer opens to a stunning great room highlighted by a coffered ceiling—a feature rarely found in homes in this price range—along with a gas fireplace, beautiful wood flooring, and abundant natural light. The open floor plan flows seamlessly into the dining area and bright, coastal-inspired kitchen. The spacious all-white kitchen truly is the heart of the home, featuring granite countertops, stainless steel appliances, gas cooking, a tile backsplash, pantry, and a large counter-height island with breakfast-bar seating. Whether you're preparing dinner for two or entertaining a houseful of friends, there's plenty of room to gather. And when it comes to gathering, this home really shines. Two fabulous porch spaces extend the living area and offer something for every season. The heated and air-conditioned sunroom is affectionately known as "Margaritaville" and provides a fun, comfortable place to relax or entertain year-round. From there, continue into the expansive three-season room—large enough to host a crab feast for 20 and perfectly suited to the relaxed coastal lifestyle. The outdoor living continues into the fenced and beautifully landscaped backyard, where a large paver patio, river rock beds, beautiful trees, shrubs, and thoughtfully designed plantings create an inviting setting for dining, entertaining, or simply enjoying the outdoors. A well-fed irrigation system makes maintaining the landscaping easy. Back inside, the spacious primary suite offers tray ceilings, two walk-in closets, and a beautifully appointed ensuite bath with dual vanity, granite countertops, furniture-style cabinetry, and an oversized tiled shower with bench and glass surround. Two additional bedrooms and a full bath allow most daily living to remain conveniently on the main level. Upstairs, an expansive fourth bedroom suite with its own full bath and walk-in closet provides wonderful privacy for overnight guests, extended family, or anyone looking for a separate retreat. Additional features include a dedicated laundry room with cabinetry and an attached two-car garage that feels even more spacious thanks to a cleverly designed exterior trash-can enclosure. Located in the amenity-filled community of Pelican Point, residents enjoy a clubhouse, large outdoor pool, fitness center, tennis and pickleball courts, playground, walking trails, lawn maintenance, and more—all just a short drive from Lewes and Rehoboth Beach. Beautifully maintained, extensively upgraded, and designed for easy coastal living, this is a home where the hard work has already been done. Move in, unpack, and start enjoying your own year-round staycation at the Delaware Beaches.

28046 Hatteras Dr, Millsboro

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

$725,000

Excellent development opportunity! Well-established never empty service/retail strip on John J. Williams Highway just outside Millsboro. The new bypass has improved traffic flow to this site and eased back ups and congestion--more convenient than ever! Five units, all rented on very short terms to allow for a new buyer to create another vision or continue as is. Gambrel roof over the west building provides 16' x 48' second floor space. Sale includes four billboard faces also on short term lease to allow the next owner maximum flexibility. Come see!

29786 John J Williams Hwy, Millsboro

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300

$874,900

4 Beds ⋅ 4 Baths

New Price! PREPARE TO BE WOWED by this exceptional, rarely offered home in The Peninsula’s coveted wooded Conservancy neighborhood. Set against a serene, wooded backdrop, this Southern-inspired residence pairs timeless curb appeal with a sophisticated, contemporary interior that has been completely remodeled to offer a truly like-new opportunity. Light pours into the beautifully appointed first floor, where crisp, tasteful décor complements the spectacular open-concept design. The main level features a luxurious primary suite, soaring two-story kitchen and dining areas, and impressive 10-foot ceilings throughout the remainder of the first floor. A 13-foot kitchen island creates an incredible gathering space for entertaining, while a stylish beverage center and refrigerator with built-in hot water and coffee maker add convenience and functionality. Two screened porches, one on each level, provide peaceful spaces to enjoy the private wooded setting. The thoughtful upgrades continue throughout the home, including custom new shelving and drawers in all closets, a remodeled first-floor primary bath with heated flooring, heated towel racks and recessed lighting, and beautifully refinished stairs and banisters with updated wire and metal railing. Outdoors, a large paver patio with built-in firepit and gas grill hookup overlooks wooded community open space, creating the perfect setting for relaxing or entertaining. Owned solar panels enhance the home's energy efficiency, while gutter guards add additional ease of ownership. A hybrid vehicle plug-in is conveniently located in the garage. Offering 4 bedrooms and 3.5 baths, this remarkable home combines luxury, comfort and privacy in one of The Peninsula's most desirable settings. The Peninsula is a premier gated, resort-style community featuring an impressive clubhouse, restaurant, indoor and outdoor pools, fitness center, Jack Nicklaus Signature golf course, private beach on the bay, walking and biking trails, tennis, pickleball and an array of exceptional amenities. From the moment you enter, you'll experience the true WOW factor. This is a must-see home that is sure to impress!

22097 S Preservation Dr, Millsboro

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

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

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