Peninsula Homes under $400,000

Peninsula Homes under $400,000

Welcome to Peninsula, a vibrant subdivision nestled in the heart of Millsboro, Delaware, within the picturesque Sussex County. This charming community offers a perfect blend of tranquility and modern living, making it the ideal place for families, retirees, and anyone seeking a serene lifestyle near the stunning Delaware coastline.

Peninsula is renowned for its beautifully designed homes, many of which can be found under the $400,000 mark, making it an attractive option for those looking to invest in a piece of paradise without breaking the bank. With a variety of architectural styles, from cozy cottages to spacious single-family homes, there’s something for everyone here. Each residence is thoughtfully crafted to provide comfort and functionality, ensuring that you feel right at home from the moment you step inside.

In addition to the appealing homes, Peninsula boasts a wealth of amenities that enhance the living experience. Residents can enjoy access to a stunning clubhouse, a refreshing pool, and scenic walking trails that meander through the community. The nearby Indian River Bay offers opportunities for boating, fishing, and other water activities, making it a haven for outdoor enthusiasts.

Millsboro itself is a charming town with a rich history and a welcoming community spirit. With local shops, dining options, and recreational facilities just a stone's throw away, Peninsula offers the perfect balance of convenience and leisure. Come discover your dream home in Peninsula, where coastal living meets affordable elegance!

Newest Peninsula Homes under $400,000

27270 18th Blvd Unit 13202, Millsboro
$389,000
3 Beds ⋅ 2 Baths
Welcome to resort-style living at The Peninsula! Located on the 2nd floor of a 3-story elevator building, this immaculate 3-bedroom, 2-full-bath condo is turn-key and ready for immediate occupancy. Built in 2008 and meticulously maintained, this spacious floor plan features high-end finishes, open-concept living, and seamless flow out to your private screened porch overlooking the serene community landscape. Enjoy the peace of mind that comes with secured underbuilding garage parking and direct elevator access. Inside, discover refined details like crown molding, sleek granite countertops, quality cabinetry, and generous closet space throughout. Whether you are looking for a full-time coastal residence or a turnkey getaway, this vacant move-in-ready home offers the perfect canvas to add your personal styling touch. Life at The Peninsula includes world-class amenities: the Jack Nicklaus Signature Golf Course, 24 hour security, indoor/outdoor and wave pools, fitness center, tennis/pickleball courts, walking trails, and private dining at 2 restaurants. Club membership required.

27270 18th Blvd Unit 13202, Millsboro

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

33584 Windswept Dr Unit 5302, Millsboro
$286,900
2 Beds ⋅ 2 Baths
Welcome to 33584 Windswept Drive, Unit 5302, a beautifully appointed two-bedroom condominium in The Peninsula, offering a peaceful setting and a thoughtfully designed, open-concept layout. Enjoy lush, wooded views throughout the summer months, followed by scenic golf course views as the leaves fall. The home has been enhanced with numerous updates over the years, including freshly painted trim throughout and a freshly painted guest bath. 9'+ ceilings add to the spacious feel, while luxury vinyl plank flooring, installed in 2019, and carpet, installed in 2017, provide comfort and style. At the heart of the home, the inviting living room features a cozy gas fireplace flanked by built-ins, offering the perfect combination of warmth, storage, and display space. Sliding glass doors open to a private balcony, an ideal spot to begin the day with a cup of coffee or unwind in the evening with your favorite beverage. The gourmet kitchen is designed for both everyday living and entertaining, featuring newer appliances, sleek granite countertops, ample cabinetry, and an elevated breakfast bar perfect for casual dining. Retreat to the spacious owner's suite, complete with direct balcony access and plenty of room for a sitting area. The suite also offers a generously sized walk-in closet and a well-appointed private bath featuring a soaking tub, separate stall shower, and dual-sink vanity. An additional bedroom with access to a connecting bath and a dedicated laundry room complete the desirable floor plan. Additional updates include ceiling fans being replaced within the last few years and a new washer and dryer installed in 2024. The Windswept building is currently undergoing improvements, including the installation of new breezeways, and the roof was replaced in 2026. Residents also enjoy the convenience of private covered parking, a storage area, and a ground-level lobby with elevator access. Life at The Peninsula is all about resort-style living. The community offers an impressive collection of amenities, including a recreation center, multiple pools—including wave, adults-only, and indoor pools—a Jack Nicklaus Signature Golf Course, basketball, pickleball and tennis courts, a fitness center, private beach, nature trails, and more. The clubhouse provides additional opportunities to gather and unwind, with fine and casual dining, a bar, billiards, shuffleboard, and meeting and card rooms. Whether you're searching for a vacation retreat or a full-time residence, this beautifully maintained condominium offers comfort, convenience, and access to an exceptional coastal lifestyle. Cable and internet are included in The Peninsula HOA fees; residents are responsible for cable box rental. Capital contributions are 0.5% of the sales price to the PCA and $1,250 to the Windswept condominium association. Club membership is additional and required, with three membership levels available. Please refer to the disclosures for additional details.

33584 Windswept Dr Unit 5302, Millsboro

Listing courtesy of Northrop Realty. Contact:

27270 18th Blvd Unit 13303, Millsboro
$385,000
3 Beds ⋅ 3 Baths
Welcome to 27270 18th Boulevard, a top-floor, three-bedroom, two-and-a-half-bath condominium in The Peninsula, where refined coastal living and exceptional resort-style amenities come together in one of the area’s premier communities. Enjoy serene views overlooking a peaceful pond, creating a picturesque and relaxing backdrop for everyday living. Inside, the residence offers three spacious bedrooms, including two with private en suite baths and generous walk-in closets, providing comfortable and inviting retreats for owners and guests alike. The third bedroom offers wonderful flexibility and can easily serve as a guest room, home office, or den. Designed with both style and functionality in mind, the gourmet kitchen features sleek granite countertops, beautifully trimmed cabinetry, ceramic tile flooring, and a convenient pantry for additional storage. The open-concept living and dining areas are filled with natural light and enhanced by hardwood flooring, deep crown molding, and a cozy gas fireplace framed by custom built-ins. Sliding glass doors extend the living space to the private balcony, an ideal setting to relax, unwind, and take in the tranquil pond views. Offered furnished with minor exclusions, the property also includes covered parking and a secure storage locker, adding everyday convenience to this exceptional coastal retreat. Life at The Peninsula is all about the resort experience. Residents enjoy an impressive collection of amenities, including the world-class Jack Nicklaus Signature Golf Course, indoor and outdoor pools, a wave pool, tennis and pickleball courts, a state-of-the-art fitness center, miles of scenic walking trails, and multiple dining options. Whether you’re seeking an active coastal lifestyle, a relaxing getaway, or an exceptional place to call home, this top-floor residence offers an outstanding combination of comfort, tranquil surroundings, and resort-style living in one of the region’s most desirable communities.

27270 18th Blvd Unit 13303, Millsboro

Listing courtesy of Northrop Realty. Contact:

33580 Windswept Dr Unit 4202, Millsboro
$315,000
2 Beds ⋅ 2 Baths
Fully furnished - Turnkey. Welcome to Windswept Condominiums in The Peninsula, Coastal Delaware’s premier private gated country club community, where luxury living meets a resort-style lifestyle. 800 acres located on the Indian River Bay with private sandy beaches. Ideally positioned just steps from the Clubhouse, this home provides effortless access to world-class amenities, dining, and social activities, making it equally well-suited for full-time living or a coastal retreat. The thoughtfully designed floor plan feels bright, open, and inviting, enhanced by 9-foot ceilings throughout. The main living areas feature engineered hardwood flooring for a cohesive and modern look, while the bedrooms are comfortably carpeted, and the kitchen, foyer, laundry room, and baths are finished with durable ceramic tile. The well-appointed kitchen is designed with both functionality and style in mind and will delight those who enjoy cooking. It features black appliances with electric cooking, microwave, ample counter space, and a smart layout that simplifies meal preparation and cleanup. Dishwasher and refrigerator with icemaker are included. A convenient breakfast bar is perfect for casual dining or entertaining, while the adjacent dining area offers space for more formal meals. The open concept living and dining areas are anchored by a gas fireplace. It is flanked by beautiful Maple built-in bookcases and storage cabinets creating an ideal setting for gatherings or quiet evenings at home. From the living room, step outside onto your private screened balcony. The primary bedroom space for a sitting area or desk. There are two closets, including one walk-in. The ensuite bath includes a double-sink vanity, a soaking tub, separate shower, and toilet—designed to provide comfort, privacy, and convenience. The guest bedroom offers access to a private bath, a walk-in closet, and a ceiling fan. A separate laundry room includes a washer and dryer. The adjacent utility closet houses the hot water heater and HVAC system. An additional highlight is a new 2018 HVAC heat pump, adding peace of mind and energy efficiency. Enjoy the convenience of the large storage room in the main level parking garage and your assigned parking space. There is plenty of open parking in the Windswept neighborhood's parking lots. The HOA and condominium fees cover an impressive array of services, including Verizon FIOS Internet and TV, common area, road maintenance, trash collection, 24/7 security, and contributions to long-term reserves for future capital improvements. Residents of The Peninsula enjoy access to an unparalleled lifestyle, with club membership required and membership levels available to suit the buyer’s preferences. From championship golf and indoor and outdoor pools to fitness facilities, dining, and a vibrant social calendar, The Peninsula offers an exceptional coastal living experience. Please inquire for additional details regarding club membership and community amenities.

33580 Windswept Dr Unit 4202, Millsboro

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

33580 Windswept Dr Unit 4207, Millsboro
$399,000
3 Beds ⋅ 2 Baths
Welcome to 33580 Windswept, unit 4207, a beautifully appointed three-bedroom, two-bath condo in the sought-after Peninsula community. With an unbeatable location you will enjoy being close to the clubhouse, pools, golf course, tennis courts, bay, and more, this home places you at the center of an active, amenity-filled lifestyle while offering stylish, stress free, low-maintenance living. The living room is warm and welcoming highlighted by layered crown molding, elegant built-in cabinetry with display shelves, and a gas fireplace that anchor the space as a focal point. The gourmet kitchen boasts 42-inch craftsman-style cabinets with display accents, stainless steel appliances, granite countertops, a double sink, ample counter space, and a breakfast bar for casual dining. The adjoining dining area is accented with chair rail detailing, while the sunroom area and kitchen feature durable, low-maintenance ceramic tile flooring. The primary suite is a private retreat, complete with crown molding, a spacious double-door walk-in closet, and an atrium door leading to a private balcony with pond and golf course views. Its ensuite bathroom offers granite countertops, dual-sink vanity, a soaking tub, and a stall shower with bench seating. The second bedroom also opens to the balcony and is large enough for two beds, while the third bedroom has access to the hall bath. Enjoy the ease of an assigned parking space and building elevator, making coming and going simple and stress-free. Living in The Peninsula means access to an unparalleled array of resort-style amenities. Residents enjoy the Jack Nicklaus Signature Golf Course, The Terrace Grille for poolside dining and drinks, indoor and outdoor pools, a wave pool, a state-of-the-art fitness center, a full-service spa, tennis and pickleball courts, basketball courts, a private beach and pier, and a clubhouse featuring fine dining, billiards, and meeting rooms. Scenic nature trails along Lingo Creek provide the perfect setting for walking, jogging, or simply enjoying the outdoors. Whether you’re seeking a primary residence or a coastal retreat, this condo offers effortless luxury living in a community designed for recreation, relaxation, and connection. Schedule your viewing appointment today!

33580 Windswept Dr Unit 4207, Millsboro

Listing courtesy of Northrop Realty. Contact:

33585 Windswept Dr Unit 7303, Millsboro
$321,000
2 Beds ⋅ 2 Baths
PRICE IMPROVEMENT...Welcome to 33585 Windswept Drive #7303 in the highly sought-after Peninsula community of Millsboro. This beautifully appointed Sanibel model by Schell Brothers offers coastal elegance, golf course views, and resort-style living just minutes from the Indian River Bay. Located on the second level with elevator access this 2 bedroom, 2 bath condominium offers approximately 1,325 square feet of thoughtfully designed living space. The open floor plan seamlessly blends the kitchen, dining, and living areas, creating an inviting space perfect for entertaining or relaxing. Engineered wood flooring, crown moldings, recessed lighting, and a fireplace with glass doors and mantel add warmth and sophistication throughout. The galley-style kitchen features a breakfast bar, built-in microwave, pantry storage, and ample cabinetry. The spacious primary suite includes a walk-in closet and a luxurious ensuite bath with soaking tub and separate tub shower combination. A second bedroom and full bath provide comfortable accommodations for guests. Step outside to enjoy serene golf course and wooded views from your screened porch. With water-oriented living just approximately 2,000 feet from the Indian River Bay, this home offers the best of coastal Delaware. Residents of The Peninsula enjoy an unmatched amenity package including indoor and outdoor pools, fitness center, golf course and membership availability, clubhouse dining, tennis and basketball courts, walking trails, spa and sauna, private beach area, security gate, and more. HOA and condo fees cover exterior maintenance, lawn care, snow removal, trash, insurance, reserve funds, high-speed internet, and security for simplified living

33585 Windswept Dr Unit 7303, Millsboro

Listing courtesy of Keller Williams Realty. Contact:

33571 Windswept Dr Unit 9101, Millsboro
$340,000
3 Beds ⋅ 2 Baths
Best value three bedroom condominium in the Peninsula. Welcome to Windswept Drive, Unit 9101! Perfectly positioned along the 6th fairway of the Jack Nicklaus Signature golf course, this residence enjoys a peaceful, private backdrop of golf, ponds and woods, with glimpses stretching toward the Indian River Bay. A pergola-covered patio extends the living space outdoors and invites quiet mornings or relaxed evenings overlooking the course. Inside, the gourmet kitchen features granite countertops, stainless steel appliances, custom display cabinetry, and a generous prep space, opening to the dining and living areas, ideal for effortless entertaining. The living room is anchored by a gas fireplace, built-in cabinetry and large windows that frame the serene outdoor views. The primary suite is a calming retreat with golf course views and a spa-inspired bath offering a double vanity, walk-in shower, soaking tub, and walk in closet. A second guest suite includes its own ensuite bath and walk in closet, while the thoughtfully added third bedroom (completed in 2019) provides flexible space for guests or a private home office and is unique to this floor plan. It's a convenient walk as you step outside and enjoy the Peninsula community with its world-class amenities and gated security. The clubhouse features a large 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 premier Jack Nicklaus golf course. The adjacent Lakeside village is home to the fitness center with an indoor pool, adult outdoor pool, wave pool and a very fun activity pool., The Lakeside grill offers breakfast, lunch and poolside dining all summer long. And don't forget the Tiki bar, weight room, fitness classes, hot tubs, sauna, spa rooms, game room, tennis, pickle-ball, dog park, community garden, nature center, bay beach, fishing pier and miles of walking trails. Enjoy year-round events and activities where you can make friends for a lifetime. Capital contribution to PCA is 0.5% of the sales price and $1250.00 to the Windswept condo. Club membership is additional and is required, choose from 3 levels, see disclosures.

33571 Windswept Dr Unit 9101, Millsboro

Listing courtesy of Compass. Contact:

Start Your Search