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$416,143
3 Beds ⋅ 3 Baths
Introducing 33571 Windswept Drive, Unit 9301, a beautiful fully furnished (Turn Key) top-floor, end-unit condominium offering elevated golf course views with glimpses of the bay, all within the sought-after Peninsula on the Indian River. Warm hardwood flooring, graceful decorative moldings, and abundant natural light create an immediate sense of comfort and sophistication upon entry. A spacious foyer opens into an airy, open-concept layout designed for both relaxed living and effortless entertaining. The inviting living room features a gas fireplace framed by custom built-in shelving, ceiling surround sound, and sun-filled windows that look out onto the screened porch, an ideal backdrop for quiet mornings or evening gatherings. The kitchen is both stylish and functional, enhanced with quartz countertops, a large stainless-steel sink, stainless steel appliances, gas cooking, a breakfast bar, and generous cabinetry for ample storage. Adjacent dining spaces provide flexibility for every occasion. A sunlit formal dining room, equally suited as a sitting room or game space, showcases chair rail and crown molding, while the adjoining breakfast room continues the elegant trim details for more intimate meals. Step onto the screened porch and take in sweeping third-floor views of the lush Jack Nicklaus golf course and the distant bay beyond, an exceptional vantage point for morning coffee or evening relaxation. The serene owner’s suite is a true retreat, offering framed fairway views and a luxurious ensuite bath with double vanity, soaking tub, and separate tiled shower. Two additional bedrooms, a full bath, and a convenient powder room provide comfort and privacy for guests. Completing the residence is a private one-car enclosed garage, offering secure parking and additional storage. Life at The Peninsula delivers a refined, resort-style experience with unparalleled amenities. Residents enjoy access to a Jack Nicklaus Signature Golf Course, the Terrace Grille, private beach and pier, elegant clubhouse dining, billiards, meeting spaces, indoor and outdoor pools, wave pool, state-of-the-art fitness center, tennis and basketball courts, full-service spa, and scenic boardwalk trails along Lingo Creek. This is low-maintenance coastal living thoughtfully designed to elevate every day.

33571 Windswept Drive Unit #9301, Millsboro

Listing courtesy of Northrop Realty. Contact:

Selling Office: .

$412,500
3 Beds ⋅ 3 Baths
UPSCALE COASTAL RETREAT WITH OVERSIZED GARAGE! Welcome to this top-floor end-unit condo in the sought-after community of The Peninsula on the Indian River Bay. This beautifully cared-for home offers a spacious, light-filled layout with 3 bedrooms and 2.5 baths, blending coastal comfort with elegant design. Gorgeous hardwood floors, thoughtful architectural touches, and large picture windows create an inviting atmosphere throughout. The living area centers around a cozy gas fireplace framed by custom built-ins, while panoramic views of the golf course and surrounding nature serve as a stunning backdrop. The gourmet kitchen features custom 42-inch cabinetry, granite countertops, and stainless-steel appliances - perfect for everything from casual breakfasts at the bar to intimate dinners in the formal dining room. Step out to the screened porch to relax or entertain while taking in serene views of the fairway and lush landscape. The primary suite offers a peaceful retreat complete with a spa-inspired bath including a soaking tub, walk-in shower, and dual vanities. Two additional bedrooms and a stylish hall bath provide plenty of space for guests. A welcoming foyer, convenient powder room, dedicated laundry room, and oversized garage add to the home's thoughtful design. Living in The Peninsula means access to an unmatched resort lifestyle. Residents enjoy a Jack Nicklaus Signature golf course, clubhouse dining, fitness center, indoor and outdoor pools, wave pool, tennis and basketball courts, and a full-service spa. Explore scenic boardwalk trails, relax at the private beach and pier, or unwind at the Terrace Grille—all just steps from your door. Discover the perfect blend of comfort, sophistication, and coastal charm at 33564 Windswept - where upscale living meets everyday relaxation.

33564 Windswept Drive Unit #2301, Millsboro

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

$390,000
3 Beds ⋅ 2 Baths
PRICE IMPROVED and the Only 3 bedroom condo that comes FURNISHED. Discover refined, low-maintenance living in this pristine end-unit FURNISHED Bonita floor plan with panoramic views of the first fairway. Step inside to spacious 9-foot ceilings and an open design highlighted by wood laminate flooring, crown molding, and recessed lighting, The kitchen is a chef’s delight with maple cabinetry, stainless steel appliances, upgraded countertops, and a breakfast bar, while the adjacent dining room offers the perfect setting for entertaining. A versatile sunroom—ideal as a study, office, or game room—flows from the living room. A screened porch overlooking the golf course, creates a seamless indoor-outdoor retreat. The spacious primary suite pampers with a luxury bath featuring a separate shower, and soaking tub, while ceiling fans add year-round comfort Updated with 5 year young HVAC, this sun-filled 3-bedroom, 2-bath home combines comfort, style, and convenience. Residents enjoy the Peninsula’s world-class amenities: the Jack Nicklaus Signature golf course, clubhouse with indoor/outdoor dining, wine and billiard rooms, lounges, simulator, pro shop, driving range, and bocce. Next door at Lakeside Village, find 4 pools (indoor, 2 outdoor, and wave), fitness center with saunas, hot tubs, tennis, pickleball, dog park, nature center, bay beach, fishing pier, community garden, and miles of trails. A gated community with 24-hour security, The Peninsula offers resort-style living at its best. Club membership is required with three tiers available . Buyer to pay a 0.5% PCA capital contribution to the PCA and $1250.00 to the Windswept community-see disclosures.

33580 Windswept Drive Unit #4201, Millsboro

Listing courtesy of Compass. Contact:

Selling Office: .

$385,000
3 Beds ⋅ 2 Baths
Welcome to effortless coastal living in The Peninsula on the Indian River Bay. This beautifully appointed third-floor condo offers a refined blend of comfort and style, with three bedrooms, two full baths, and thoughtful design elements throughout. Step inside to find wide-plank luxury vinyl flooring stretching across the entire unit, complemented by crown molding in the main living area and primary bedroom. The living room invites you to unwind by the gas fireplace with marble surround, framed by custom built-ins and softly illuminated by recessed lighting. Plantation shutters and a neutral paint palette add timeless elegance. The spacious kitchen is a chef’s delight, featuring 42-inch cabinetry, a display cabinet, and a full suite of LG ThinQ stainless steel appliances—including a five-burner gas stove and a Wi-Fi–enabled smart grid refrigerator. The adjacent dining area is generously sized for gatherings both large and small. Retreat to the serene primary suite, where you’ll find a luxurious bath with dual vanities, a stall shower with built-in bench, and a jetted soaking tub. A double-door walk-in closet offers ample storage, while an atrium door leads to the screened porch—also accessible via sliding glass doors in the second bedroom—creating the perfect indoor-outdoor flow. Additional comforts include a smart camera and lock system, sprinkler and smoke detection systems, and all the amenities of life in The Peninsula, a premier gated resort community on the Bay. The HOA covers grass cutting, landscape maintenance, snow removal, trash removal, Verizon Fios high-speed internet, HD cable, and 24-hour security with gated entrance. The Peninsula community spans 800 acres along the Indian River Bay and offers world-class amenities. The clubhouse features a large restaurant with indoor and outdoor dining, a billiard room, wine room, golf lounges, pro shop, putting greens, driving range, bocce courts, and the premier Jack Nicklaus Signature golf course. Adjacent to the clubhouse, Lakeside Village includes a state-of-the-art fitness center, game room, full-service spa, aerobics room, indoor pool, two outdoor pools, a sandy beach wave pool, hot tubs, miniature golf course, poolside restaurant, tennis courts, pickleball courts, and a dog park. Relax on the private bay beach and enjoy the beauty of this exceptional coastal community. Plus, Delaware offers the advantage of low property taxes and no sales tax. Whether you are looking for a full-time residence or a luxurious weekend retreat, this beautiful home offers an exceptional opportunity to live the resort lifestyle in one of Delaware’s most coveted coastal communities.

33586 Windswept Drive Unit #6401, Millsboro

Listing courtesy of Northrop Realty. Contact:

Selling Office: .

$357,000
2 Beds ⋅ 3 Baths
Welcome to this top-floor condo in the Peninsula, ( 2 bedrooms W/Den) where refined finishes and resort-style living come together in a premier coastal setting. Overlooking a peaceful pond with the Jack Nicklaus Signature Golf Course in the distance, this residence offers two spacious bedrooms, each with its own private bath and walk-in closet. One of the primary suites features an atrium door that opens to the expansive balcony—also accessible from the living room—providing the perfect space to start your day with a sunrise coffee or unwind in the evening. The open living and dining area is enhanced by hardwood floors, deep crown molding, and a cozy gas fireplace flanked by custom built-ins. Sliding glass doors flood the space with natural light while creating a seamless flow to the balcony. The gourmet kitchen is designed for both style and function with sleek black granite countertops, trim-topped cabinetry, ceramic tile flooring, and a pantry for storage. A dedicated home office off the foyer adds convenience for remote work or study or use it as an additional sleeping area should you have overflow guest! Life in the Peninsula means access to unmatched 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 lifestyle or a relaxing getaway, this condo offers the best of both worlds in one of the region’s most desirable resort communities.

27270 18th Boulevard Unit #13304, Millsboro

Listing courtesy of Northrop Realty. Contact:

Selling Office: .

$339,000
2 Beds ⋅ 2 Baths
Breathtaking views and true resort‑style living await in this stunning penthouse‑level 2‑bedroom, 2‑bath condo in the highly sought‑after Peninsula community on the Indian River Bay. Overlooking the natural beauty of the Bay, this residence offers a lifestyle unlike any other at the Delaware beaches—where everyday living feels like a retreat. The condo is tastefully decorated and designed for both comfort and relaxation. Step out onto your private balcony and unwind while taking in tranquil views of the golf course and one of the community’s serene ponds—the perfect setting for morning coffee, sunset cocktails, or simply enjoying the peaceful surroundings. The Peninsula is renowned for its exceptional amenities and active lifestyle, making it one of coastal Delaware’s premier communities. Golf enthusiasts will appreciate the championship‑level course, perfectly suited for beginners and seasoned players alike. Residents also enjoy a state‑of‑the‑art fitness center, tennis and pickleball courts, kayak launches, basketball courts, and impressive indoor and outdoor pools, ensuring there’s something for every age and interest. This is more than a home—it’s a lifestyle. A place where peace and serenity blend effortlessly with social connection, recreation, and luxury living. Your own private Shangri‑La awaits at The Peninsula, offering the perfect balance of relaxation, activity, and community along the bay.

33570 Windswept Drive Unit #3305, Millsboro

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

Selling Office: .

$339,000
2 Beds ⋅ 2 Baths
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. This generously sized two-bedroom residence offers an exceptional setting overlooking the first fairway of the renowned Jack Nicklaus Signature Golf Course. Located on the desirable top floor of this elevator building. Enjoy captivating sunrise views that set the tone for peaceful mornings and relaxing days. 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 and a desirable southeastern exposure that fills the home with natural light. 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 stainless steel appliances with gas 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 and take in sweeping golf course views and refreshing bay breezes. The primary bedroom also enjoys stunning views and features, 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, walk-in closet and ceiling fan. A separate laundry room includes a new washer and new dryer. The adjacent utility closet hides the hot water heater and HVAC. An additional highlight is a two-year-old new 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 parking lots in the Windswept neighborhood. 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 Drive Unit #4305, Millsboro

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

Selling Office: .

$339,000
2 Beds ⋅ 2 Baths
Stunning top floor condo with golf and water views. Professional photos coming soon. Welcome to your new home in The Peninsula golf community, located in beautiful Millsboro, Delaware. This exceptional top floor condo offers breathtaking 1st fairway golf course and large pond water views. Located within a short walk to the clubhouse and athletic center with dining, sport or social activities just steps away for you to enjoy. Enjoy resort-style living in a vibrant community featuring world-class amenities, scenic landscapes, and a tranquil environment perfect for relaxation. The open concept Living and Dining area have a classic modern style with luxury vinyl flooring and neutral carpet in the bedrooms. Flanking the fireplace in the Living room is built-in cabinetry which has been refreshed with black matte paint and matching gold-toned hardware for a cohesive contemporary look. Newly installed ceiling fans in the Living room and exterior screened-in Porch for enhanced comfort. Smart thermostat for optimal climate control and energy efficiency. The exterior door features a convenient keyless entry system, providing both security and ease of access. New smoke and carbon monoxide detectors have been installed throughout the condo for added peace of mind. Bathrooms now feature new toilets and updated vanities finished in black matte, complemented by elegant gold-toned hardware. In 2020 upgraded systems include Kitchen appliances, HVAC and hot water heater. Relax and unwind in your private screened-in Porch, perfect for enjoying the serene golf course views. Large windows offer abundant sunlight and wide landscape views. Contemporary finishes and thoughtful updates throughout for a luxurious living experience. Community Amenities: Access to golf, pools, fitness center, walking trails, and more. This condo is ideal for anyone seeking a blend of modern convenience, security, and scenic beauty. The recent upgrades ensure peace of mind and a touch of luxury in every room. Whether you are looking for a full-time residence or a seasonal getaway, this property delivers unmatched comfort and style in one of Millsboro’s most sought-after communities. Some furnishings are offered through a separate bill of sale; exclusions can be found in the list of excluded items. 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.

33580 Windswept Drive Unit #4306, Millsboro

Listing courtesy of Compass. Contact:

Selling Office: .

$315,000
2 Beds ⋅ 2 Baths
Step outside onto your first-floor private patio and take in sweeping golf course views and refreshing bay breezes. The patio is enhanced with a pergola, providing both charm and shade for outdoor relaxation. 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 a private sandy beach. This Windsor model is one of ten built. This generously sized two-bedroom residence offers a setting overlooking the 6th green of the renowned Jack Nicklaus Signature Golf Course, with captivating sunrise views that set the tone for peaceful mornings and relaxing days. 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 and a desirable southern exposure that fills the home with natural light. The main living areas feature easy-care luxury vinyl plank flooring for a cohesive and modern look, while the bedrooms are comfortably carpeted, and the kitchen 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 gas 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. The primary bedroom also enjoys these stunning views and features plantation shutters, offering excellent light control for restful mornings. The ensuite bath includes a double-sink vanity, a walk-in closet, and a private bathing area with a soaking tub, separate shower, and toilet—designed to provide comfort, privacy, and convenience. The guest bedroom offers access to a private bath, walk-in closet, ceiling fan and plantation shutters. One of the most distinctive features of this residence is the additional family room, making it one of only five condos in Windswept with this enhanced layout. This versatile space is ideal for a second living area, media room, or home office. A stylish Murphy bed has been installed to comfortably accommodate overnight guests without sacrificing everyday functionality. A few homeowners have converted this into a third bedroom. A separate laundry room includes a washer and dryer. The adjacent utility closet hides the hot water heater and HVAC. An additional highlight is a newer HVAC heat pump installed in 2018, adding peace of mind and energy efficiency. Enjoy the convenience of the large storage room just steps from your front door, as well as your assigned parking space just steps from the welcoming lobby. 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 living experience. Inquire for additional details regarding club membership and community amenities. (Most furnishings available as a separate bill of sale)

33559 Windswept Drive Unit #11103, Millsboro

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

Selling Office: .

$310,000
2 Beds ⋅ 2 Baths
Watch the golf action of the 1st fairway! Enjoy this FURNISHED Sanibel floor plan with 2 bedrooms and two ensuite baths. Enjoy the spacious open living area, with adjacent dining area, upgraded kitchen cabinets and granite countertops, stainless appliances, crown molding, recessed lighting, ceiling fans, built-ins and a lovely gas fireplace that compliments this stylish home. Sip your morning coffee or afternoon libation on the nicely sized screened porch while taking in relaxing views of the 1st tee and fairway. The owner’s suite is complete with a walk-in closet, soaking tub and stall shower. The additional features like a separate laundry room and a replaced (2017) HVAC will be appreciated. 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. Seller can Transfer SPORT Membership for a discount!!

33584 Windswept Drive Unit #5205, Millsboro

Listing courtesy of Compass. Contact:

Selling Office: .