Peninsula Homes with Pool

Within the prestigious Sanctuary section of The Peninsula on the Indian River Bay, 27668 Sterling Boulevard presents an extraordinary opportunity to experience one of Delaware's finest luxury golf and waterfront residences. Perfectly positioned on a premium golf-front homesite overlooking the 7th green, this exceptional three-story home, with a private elevator, captures breathtaking panoramic views of the Indian River Bay, the inlet, and the manicured fairways beyond. Multiple balconies, a screened porch, and an expansive paver patio create exceptional outdoor living spaces where bay breezes, spectacular sunsets, and picturesque golf course vistas become part of everyday life. Inside, sophisticated coastal elegance meets timeless craftsmanship. Wide-plank engineered hardwood flooring extends throughout the second and third levels, while an inviting foyer opens to a beautifully designed floor plan. Rich architectural details, including extensive crown molding and elegant coffered and trayed ceilings, create a refined yet welcoming atmosphere. The inviting living room is anchored by a gas fireplace flanked by custom built-ins and a wall of sliding glass doors that seamlessly blend indoor and outdoor living while framing the spectacular waterfront setting. Designed for both entertaining and everyday living, the gourmet kitchen showcases an expansive center island with seating, crisp white Craftsman-style soft-close cabinetry with display cabinets, a five-burner gas cooktop beneath a custom range hood, Bosch double wall ovens with a built-in microwave, a classic subway tile backsplash, and premium finishes throughout. A custom built-in banquette offers the perfect spot for morning coffee or casual dining while taking in the surrounding views. The adjoining wet bar, complete with a beverage refrigerator and sink, enhances entertaining, while the elegant dining area provides a beautiful setting for more formal gatherings. The main living level also offers a private guest suite with an ensuite bath, a home office with custom built-ins, a powder room, and direct access to the screened porch and balcony. The upper level is dedicated to luxurious comfort. A spacious family room provides an additional gathering space, while the primary suite offers private balcony access overlooking the golf course and bay, a spa-inspired bath with dual vanities, a soaking tub, a walk-in shower w/bench seating, and a custom walk-in closet. Two additional bedrooms, each with private ensuite baths, provide exceptional comfort and privacy for family and guests. The entry level is designed for recreation and entertaining, featuring a spacious recreation room with a custom wet bar and beverage refrigerator, a convenient powder room and a versatile flex room ideal for a home gym, hobby space, or an additional bedroom. Step outside to your private resort-style retreat where a paver courtyard features a built-in grilling station, hot tub, fire pit, raised seating walls, and sweeping views of the championship golf course and Indian River Bay. It is the perfect setting for entertaining or simply relaxing after a day on the course or the water. Additional highlights include two tankless water heaters, Andersen hurricane-rated windows and doors, a partial-house backup generator, an irrigation system, a surround sound system, and an oversized two-bay garage with a tandem bay designed to accommodate another vehicle, kayaks, paddleboards, bicycles or just perfect for extra storage! Life at The Peninsula is equally extraordinary. Residents enjoy one of Delaware's premier private resort communities, highlighted by the Jack Nicklaus Signature Golf Course, indoor and outdoor pools including a wave pool and adults-only oasis, a full-service spa, state-of-the-art fitness center, tennis, pickleball, basketball, mini golf, a private bay beach with kayak and paddleboard access, miles of scenic walking trails through an Audubon Certified Nature Preserve, and fish pier.

27668 Sterling Blvd, Millsboro

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

$950,000

3 Beds ⋅ 3 Baths

This exceptional 2020 built Schell Brothers Jasmine model has been meticulously maintained and is ready for immediate enjoyment in the prestigious gated community of The Peninsula on the Indian River Bay, where refined coastal luxury and world class resort living come together seamlessly. Perfectly positioned on one of the largest premium homesites in the neighborhood, this elegant 3 bedroom, 2.5 bath residence offers approximately 2,300 square feet of thoughtfully designed living space filled with upscale finishes, soaring ceilings, and sophisticated architectural details throughout. An expanded garage, expanded bonus room, and beautifully designed floor plan provide exceptional flexibility, while thoughtful upgrades throughout the home enhance both comfort and style. From the moment you step inside, you are welcomed by a foyer and an airy open concept design that seamlessly connects the great room, living room, and dining area. Rich upgraded wood flooring flows through the great room, where soaring two story ceilings and a stunning gas fireplace with a premium granite surround and mantle create an inviting focal point. Recessed lighting, ceiling fans, beadboard panel doors, painted interior walls, and upgraded faucets throughout further elevate the home’s quality and craftsmanship. At the heart of the home is a beautifully appointed gourmet chef’s kitchen designed to impress, featuring granite countertops, an oversized center island, upgraded premium cabinetry, GE Profile appliances, double wall ovens, a gas cooktop with hood, coffee bar, pantry, and abundant storage. The seamless flow between the kitchen and living spaces creates an ideal setting for entertaining family and friends. The luxurious first floor primary suite serves as a private retreat, complete with a tray ceiling, two spacious walk-in closets, and a spa inspired ensuite bath featuring dual granite vanities, a large walk in shower, and abundant natural light. A generously sized laundry room with additional storage enhances the home’s everyday functionality. Upstairs, you’ll find a spacious loft, a dedicated tech nook perfect for a home office or study space, two oversized guest bedrooms, and a full bath. A huge unfinished storage area offers endless possibilities and could easily be transformed into an additional bedroom, media room, fitness space, or private guest suite. Outdoor living is equally impressive with an oversized screened porch featuring elevated ceilings that overlooks the expansive backyard. Perfect for dining, relaxing, and entertaining while enjoying the privacy of one of the community’s largest lots. Beyond the beautiful finishes, this home offers valuable behind the scenes improvements including the exterior house and trim being painted within the last year, fiber cement siding, a finished garage with painted walls, an epoxy coated garage floor, a climate controlled crawl space, and a tankless Rinnai water heater, providing lasting peace of mind and energy efficiency. As a resident of The Peninsula on the Indian River Bay, you’ll enjoy an unparalleled resort lifestyle with exceptional amenities including gated security, an elegant clubhouse, the renowned Jack Nicklaus Signature Golf Course, driving range, state of the art fitness center, indoor and outdoor pools, wave pool, hot tubs, sauna, spa room, tennis courts, pickleball, dog park, community garden, nature center, private bay beach, fishing pier, and miles of scenic walking trails. Located just a short distance from these extraordinary amenities, this exceptional home offers the perfect combination of luxury, thoughtful upgrades, and resort style coastal living in one of Delaware’s most sought after waterfront communities.

33012 Shadeland Ave, Millsboro

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$1,345,000

4 Beds ⋅ 3 Baths

Welcome to 27551 Medallion Avenue, an exceptional golf and waterfront home in the prestigious gated community of The Peninsula on the Indian River Bay. A rare and highly sought-after offering, this property provides the next owner the opportunity to obtain immediate Reserve Membership, bypassing the typical golf membership waiting list. Perfectly positioned along the 10th fairway and green, with two ponds and sweeping views of the Indian River Bay, this meticulously maintained four-bedroom, two-and-a-half-bath residence offers refined finishes, quality improvements, and an exceptional resort lifestyle. Exceptional curb appeal begins with a beautiful paver driveway and front walk, professionally landscaped grounds, a lush, irrigated lawn, and timeless architectural details, including shake accents, horizontal and vertical siding, board-and-batten shutters, multiple roof peaks, a bronze pineapple weathervane, and a welcoming covered front porch enhanced with new TimberTech decking. Inside, rich hardwood flooring extends throughout the main level, complemented by crisp white wainscoting, plantation shutters, beadboard accents, and elegant crown molding. Just off the foyer, a formal dining room offers the flexibility to serve as a private home office. Designed for both everyday living and entertaining, the gourmet kitchen features granite countertops, a breakfast bar, new stainless steel GE Profile appliances (10/24), double wall ovens, a four-burner cooktop, a new Broan stainless steel range hood, display cabinetry, under-cabinet lighting, pull-out drawers, two pantries, and an appliance garage. The adjoining casual dining area opens to a screened porch with an Eze-Breeze enclosure and a beautifully designed two-tier paver patio with raised sitting walls and a pergola, creating inviting outdoor living spaces that overlook the golf course, ponds, and Indian River Bay. Anchored by a cozy gas fireplace, the great room captures these extraordinary vistas through expansive windows, ensuring the home's remarkable setting remains the focal point throughout the day. The first-floor primary suite offers a tray ceiling, elegant round transom window, two walk-in closets, and a luxurious en suite bath with dual granite vanities, a soaking tub, frameless glass walk-in shower, and a private water closet. Upstairs, a spacious loft connects three additional bedrooms and a full hall bath. The large guest bedroom features two walk-in closets, including an oversized closet positioned above the powder room that offers the opportunity to create a third full bath, establishing a future second primary suite if desired. An adjoining bonus room provides excellent storage or flexible space for hobbies and seasonal items. Ideally located just a five-minute stroll from the clubhouse and amenity center, residents enjoy access to The Peninsula's exceptional amenities, including the Jack Nicklaus Signature Golf Course, elegant clubhouse with dining, full-service spa, fitness center, indoor and outdoor pools, an adults-only heated pool, wave pool, sandy beach, tennis, pickleball, basketball, scenic walking and biking trails, and a vibrant social calendar. Conveniently located near historic Lewes, Rehoboth Beach, shopping, dining, and Delaware's award-winning beaches, this exceptional home offers the perfect blend of luxury, comfort, and coastal living.

27551 Medallion Ave, Millsboro

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

$2,095,000

7 Beds ⋅ 7 Baths

If you’ve been searching for that contemporary, coastal, custom home that can easily host a multi-generational family reunion and yet can easily be enjoyed as a cozy and intimate retreat, perfect for a couple’s relaxed life-style, welcome home. Ideally sited on a coveted premium lot with expansive water views of protected wetlands and the Peninsula’s championship golf course, this sensitively designed home marries distinctive architectural features with nature’s beauty, offering a front row seat for close-ups of Delaware’s native wildlife. The professionally landscaped front yard cottage garden greets you upon arrival. It’s anchored by two River Birch trees and alive with colorful native perennial and pollinator plants, stone accents and low voltage lighting to create night-time drama. Once inside the spacious foyer, includes many custom architectural details, like board and batten wainscoting, shiplap accents, coffered and tray ceiling designs, crown moldings, and wide-plank, hand-scraped hickory hardwood flooring. Window treatments include remote-controlled, hard-wired, pirouette electronic shades and contemporary 2 ½” blade shutters. Designer light fixtures enhance the home’s coastal charm. Sonos built-in ceiling speakers allow you to play whatever music your heart desires. The great room’s exceptional features include a dramatic two-story wall of windows that flood the home with natural light and a soaring two-story stacked stone gas fireplace flanked by custom built-in cabinetry accented with lighted display shelves behind glass paneled doors. The first floor boasts two primary suites. The main owner's suite, a tranquil retreat focused on the spectacular views, features a sitting area, tray ceiling, a shiplap accent wall, dual custom walk-in closets, and a large spa-inspired bath. The second owner’s suite features a wall of windows offering sweeping views of the golf course, wetlands, local wildlife and also has a walk-in closet and an ensuite bath. Centrally located as part of the great room, the kitchen is anchored by a generous quartz-surfaced island faced in shiplap, providing a natural gathering spot. GE Monogram stainless steel appliances, including a 48” side-by-side refrigerator, a six-burner gas range and a suite of professional grade appliances that complete the space. Soft-close custom 42” cabinets are topped with lighted display areas that add another unique design detail. Two pantries, one a walk-in, and a large farmhouse sink enhance the kitchen’s easy functionality. Whether you’re ready to relax on the family-sized screened-in porch with coffee or cocktails to watch the wildlife and golfers, or to entertain a boisterous crowd, the 30’ long deck adds extra space to accommodate everyone. You may decide to take advantage of the space below the deck to add an outdoor kitchen, additional seating, a garden bursting with herbs and cutting flowers, or even a private pool. The carpeted staircase leading to the second floor is lined with shiplap wainscoting to protect the wall from the possibility of visitors’ luggage scrapes. A generous loft space, central to the second floor with an extra-large walk-in storage closet, provides a welcoming area for family gathering and games. The rest of the second floor continues the home's thoughtful coastal design with four additional bedrooms, three of which have walk-in closets and enjoy ensuite baths. One of the baths is designed to serve two bedrooms and the loft. The largest bedroom also includes a sitting area and an “office” area outfitted with high-speed internet access to support remote work. The multi-zoned, fully-carpeted finished basement offers another entirely separate gathering space complete with surround sound in the TV area, a pool table area, a game and party area and plenty of additional open space for the-sky’s-the-limit family entertainment possibilities. In addition, the basement contains three large storage rooms

27279 18th Blvd, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$625,000

4 Beds ⋅ 4 Baths

An exceptional opportunity awaits as the seller holds a coveted Reserve Level Club Membership, allowing the next owner to enjoy immediate Reserve Level access without the typical wait. There are currently thirteen members on the wait list with an approximate ten-month wait. Nestled on a premium wooded homesite in The Conservancy at The Peninsula, this stunning residence is offered fully furnished, including all kitchen contents, making it truly move-in ready. Thoughtfully designed for both everyday comfort and elegant entertaining, the home features three bedrooms, two full baths, and one-half bath in the main residence, plus a private guest suite with its own bedroom and full bath. Recently refreshed with a professionally painted Hardi Plank exterior, the home showcases timeless curb appeal enhanced by a brick foundation and distinctive metal roof accents. Outdoor living is abundant, with two screened porches and two private balconies, several of which feature charming brick flooring and tranquil views of the surrounding natural landscape. Inside, the open-concept floor plan seamlessly blends style and functionality. The gourmet kitchen is appointed with rich oak cabinetry, granite countertops, a tile backsplash, under-cabinet lighting, a gas cooktop, and double wall ovens. The inviting living room centers around a gas fireplace and is framed by French doors that open to a screened brick porch overlooking serene woods and a picturesque pond. A versatile flex room on the main level provides the perfect space for a home office, library, or sitting room, with French doors leading to an additional brick patio. Completing the first floor is a spacious laundry and mudroom with direct access to the attached two-car garage. Upstairs, the luxurious primary suite serves as a private retreat, featuring its own screened porch, dual walk-in closets, and a spa-inspired bath with a double vanity, soaking tub, and separate tiled shower. A generous loft opens to a covered balcony, creating additional living and gathering space. Two guest bedrooms share a thoughtfully designed Jack-and-Jill bath with a separate shower and water closet. The private guest suite, accessed through its own exterior entrance, offers exceptional flexibility as a fourth bedroom, in-law suite, home office, or private retreat for visiting family and friends. Life at The Peninsula is unmatched. This private, gated community is home to a prestigious Jack Nicklaus Signature Golf Course and offers an extraordinary collection of resort-style amenities complemented by 24-hour staffed security. Residents enjoy a spectacular 32,000-square-foot clubhouse featuring fine and casual dining, a bar, golf lounges, a pro shop, a billiards room, a wine tasting room, and elegant gathering spaces. Additional amenities include five pools, a full-service spa, state-of-the-art fitness and training facilities, tennis and pickleball courts, basketball courts, miniature golf, walking and nature trails, fishing piers, a private sandy bay beach, kayak launch, nature center pavilion, observatory boardwalks, and year-round social activities. The HOA further enhances the carefree lifestyle by providing Verizon Fios high-speed internet and HD cable, complete lawn maintenance, snow removal, and refuse collection. This is a rare opportunity to own a beautifully furnished home in one of coastal Delaware’s most sought-after resort communities while enjoying immediate access to Reserve Level membership privileges.

22094 S Preservation Dr, Millsboro

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

$429,900

3 Beds ⋅ 3 Baths

Welcome to Windswept at The Peninsula - Experience resort-style living in this beautifully maintained, turnkey ground-floor condo located in the sought-after Windswept neighborhood of The Peninsula. Perfectly positioned just a short stroll from the community's world-class amenities, you'll enjoy convenient access to the clubhouse, indoor and outdoor pools, spa, fitness center, tennis courts, pickleball courts, and more. Offering 3 spacious bedrooms and 3 full bathrooms, this thoughtfully designed home combines comfort, functionality, and style. Luxury vinyl plank flooring flows throughout the main living areas, creating a warm and inviting atmosphere. The oversized owner's suite serves as a private retreat, featuring a spa-inspired ensuite bath with a soaking tub, walk-in shower, and dual vanities. The well-equipped kitchen boasts stainless steel appliances, abundant cabinetry, and generous counter space, making meal preparation and entertaining effortless. The open-concept dining and living areas provide the perfect gathering space for family and friends. Step outside to the screened porch and take in tranquil views overlooking the fairway of the community's premier golf course. Whether enjoying your morning coffee or unwinding with an evening beverage, this outdoor living space offers a peaceful setting to relax and recharge. An exceptional bonus for prospective buyers is the opportunity to receive first right of refusal for the seller's Reserve Membership position. This allows the purchaser to bypass the current waitlist and immediately pursue Reserve Membership, subject to club approval and membership purchase requirements. Beyond its appeal as a primary residence or vacation getaway, this property has a proven track record as a successful rental investment. Guests consistently praise its quiet location, comfortable accommodations, and easy access to both community amenities and the many attractions of the surrounding area. Rental history and income information are available upon request. The unit is being sold 'Fully Furnished' minus a few owner exceptions. If you've been searching for a home that offers luxury, convenience, and an unmatched coastal lifestyle, this Windswept condo delivers. Come discover why so many homeowners choose The Peninsula as one of the premier destinations in Sussex County. Schedule your private tour today and experience The Peninsula lifestyle for yourself.

33559 Windswept Dr Unit #11102, Millsboro

Listing courtesy of 360 PROPERTY SOLUTIONS. Contact: (302) 947-2800

$490,000

3 Beds ⋅ 3 Baths

NEW PRICE!! Welcome to 33571 Windswept Drive #9302, a beautifully appointed third-floor condominium in The Peninsula, offering 3 bedrooms, 3 full bathrooms, and spectacular views of the 6th hole fairway, tranquil ponds, and the Indian River Bay beyond. This spacious residence combines comfort, convenience, and coastal elegance within one of Delaware's premier gated resort communities. Step inside to discover a bright, open-concept floor plan filled with natural light. The inviting main living area features custom built-ins, recessed lighting, and a cozy fireplace, creating a warm and welcoming space for everyday living and entertaining. The well-appointed kitchen showcases updated quartz countertops, an elegant glass tile backsplash, stainless steel appliances, abundant cabinetry, breakfast bar seating, and seamless flow into the dining and living areas. The spacious primary suite serves as a private retreat, complete with a luxurious ensuite bath featuring a soaking tub, separate shower, dual vanity, and generous storage, including two customized closets. Two additional bedrooms and full bathrooms provide comfortable accommodations for family and guests or flexibility for a home office. One of the home's standout features is the screened porch, where a private setting and panoramic views stretch across the manicured 6th fairway, sparkling pond, mature trees, and the Indian River Bay in the distance. Whether enjoying your morning coffee, watching golfers pass by, or taking in a colorful sunset over the water, this outdoor living space offers a truly memorable backdrop. This unit has a garage storage area that has been enhanced with modular organizational systems and specialty flooring, providing ample space for bicycles, beach gear, golf clubs, and seasonal items. Residents of The Peninsula enjoy an unparalleled resort lifestyle with amenities including a championship golf course, indoor and outdoor pools, wave pool, fitness center, spa, pickleball courts, walking trails, private bay beach, fishing pier, and kayak launch. The impressive 32,000-square-foot clubhouse features waterfront dining, gathering spaces, and year-round social activities. HOA services include Verizon Fios internet, HD television, and exterior maintenance, allowing for a truly low-maintenance coastal lifestyle. Whether you're seeking a primary residence, vacation home, or weekend retreat, this golf and water-view condominium presents a rare opportunity to enjoy resort-style living surrounded by natural beauty, championship golf, and the scenic waters of the Indian River Bay.

33571 Windswept Dr Unit #9302, Millsboro

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

$1,325,000

3 Beds ⋅ 4 Baths

Enjoy commanding views of the pond, 17th fairway, and Lingo Creek from this exceptionally maintained home in The Peninsula on the Indian River Bay. Designed to capture the beauty of its spectacular setting, the open floor plan features soaring ceilings in the living room, rich hardwood flooring throughout the main level, and a stunning stone hearth gas fireplace that creates a warm and inviting gathering space. The upgraded gourmet kitchen is a chef's dream, highlighted by Monogram appliances, a true six burner gas range, abundant cabinetry, and generous workspace for entertaining family and friends. Step onto the expansive deck off the main living area where breathtaking views provide the backdrop for outdoor living. A covered porch with its own fireplace, built in grill, and separate dining area creates the perfect setting for relaxing or hosting guests year-round. The primary suite serves as a private retreat, offering tranquil views, a spacious spa inspired bath, and convenient access to the oversized laundry room. Upstairs, a beautiful office or sitting room with a large walk-in closet provides exceptional flexibility and can easily serve as a 4th bedroom. The walkout lower level expands the living space with two additional bedrooms, two full baths, and a spacious family room ready to become the ultimate entertainment area. Outside, a second expansive outdoor living space invites you to fully embrace the waterfront and golf course views. A rare three car garage plus an additional workshop provides outstanding storage, hobby space, and flexibility rarely found in The Peninsula. Meticulously cared for and thoughtfully maintained, this home reflects pride of ownership throughout. The Peninsula offers a resort lifestyle with a Jack Nicklaus Signature Golf Course, clubhouse with indoor and outdoor dining, fitness center, indoor pool, outdoor adult pool, wave pool, tennis, pickleball, bocce, walking trails, nature center, fishing pier, bay beach, dog park, and more. Membership is required with multiple membership options available. Experience one of coastal Delaware's premier gated waterfront golf course communities.

33292 Marina Bay Cir, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$412,500

3 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 fully furnished and generously sized three-bedroom residence offers an exceptional setting overlooking the first fairway of the renowned Jack Nicklaus Signature Golf Course. Located on the desirable top floor in 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 five-burner stove, 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 dining area features wall sconce lights and chair rail molding. The open concept living and dining areas are anchored by a gas fireplace. It is flanked by two beautiful built-in bookcases and storage cabinets creating an ideal setting for gatherings or quiet evenings at home. Recessed lights and surround sound system complete the screening mode. Off the living room is a large sunroom and off the third bedroom is a screened porch with sweeping pond and golf course views with refreshing bay breezes. The primary bedroom also enjoys stunning views and features, and space for a sitting area or desk. There is a huge walk-in closet. The ensuite bath includes a double-sink granite-top vanity, a jetted tub, and a separate tiled walk-in shower —designed to provide comfort, privacy, and convenience. One of the guest bedrooms offers access to a private bath. A separate laundry room includes a washer and dryer. The adjacent utility closet hides the hot water heater and HVAC. 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 Dr Unit #4307, Millsboro

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

$609,000

4 Beds ⋅ 4 Baths

New and the lowest-priced detached home in The Peninsula! Motivated Seller. This desirable "South Beach" style home in coastal Delaware's premier beach/golf community offers four bedrooms and 3-1/2 baths to give you plenty of space for family and friends. This property would make a great primary, second home, or rental investment. Most of the furnishings are available as a separate bill of sale. New stainless steel kitchen appliances, including double wall ovens, a five-burner cooktop, microwave, and dishwasher. New white backsplash subway tile accents the many Maple cabinets. A new tankless Rannia hot water heater, a new washer, and a new dryer. Recently painted exterior white soffits and trim. This wonderful open design is perfect for entertaining. The gas fireplace anchors the living room and is flanked by two built-in bookcases. With many windows, the first level is flooded with light. The flex room can be used as a home office, formal dining room, and second family room. Step outside and enjoy the wraparound front porch with a screened-in section. This sets the stage for socializing with neighbors, while the backyard patio and two upper porches provide more private outdoor living areas. The primary bedroom suite is extremely spacious with a high tray ceiling, access to a private screened porch that beckons you to relax with your morning coffee and newspaper, two large walk-in closets, and a super-sized luxury bath. Three nice-sized additional bedrooms on the second floor, along with two additional baths. Your 2-car garage is neatly tucked into the rear of the home, so you'll benefit from maximum curb appeal in the front. Enjoy the comfort and savings of dual-fuel HVAC systems on the first level and a heat pump on the 2nd floor. The interior access to the concrete crawl space provides ample storage. 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. 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. The clubhouse features a large restaurant with indoor and outdoor dining, a billiard room, a wine room, golf lounges, a pro shop, putting greens, a driving range, and a bocce court. The adjacent Lakeside Village features a fitness center, game room, full spa, cardio room, indoor pool, and hot tub, two outdoor pools (one adult-only), hot tub, and a sandy beach wave pool, miniature golf course, poolside restaurant, tennis, pickleball, basketball, and dog park. Relax on the private bay beach. Just 13 miles to historic Lewes and Rehoboth Beach boardwalk. Delaware boasts low property taxes and no sales tax. Enjoy the mild Mid-Atlantic climate today!

27447 S Nicklaus Ave, Millsboro

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

$529,000

4 Beds ⋅ 4 Baths

Tucked within the sought-after community of The Peninsula, this beautifully maintained end-unit townhome offers the perfect blend of luxury, comfort, and resort-style living. Built in 2020, this spacious 4-bedroom home is filled with natural light and showcases peaceful pond views from many of the main living areas. The open-concept design creates an easy flow for both everyday living and entertaining. At the heart of the home is a stunning gourmet kitchen featuring granite countertops, a large center island, stainless steel appliances, an Electrolux gas cooktop, and a wall oven. The adjoining dining and living areas open seamlessly together, creating a bright and inviting space with expansive water views. The first-floor primary suite offers a relaxing retreat with a tray ceiling, walk-in closet, spa-inspired custom tile shower, and tranquil pond views. Also located on the main level are the laundry room, pantry, updated powder room, and attached one-car garage for added convenience. Upstairs, you’ll find three additional bedrooms, including a private en suite, another full bath, and a versatile loft area perfect for a second living room, office, or guest space. Life at The Peninsula is all about the amenities. This gated waterfront community, home to a Jack Nicklaus Signature golf course, offers an unmatched coastal lifestyle along the Indian River Bay. Residents enjoy access to indoor and outdoor dining, a clubhouse, fitness center, spa, indoor pool, multiple outdoor pools, including an adults-only heated pool and wave pool, tennis and pickleball courts, miniature golf, bocce, walking trails, dog park, private bay beach, putting greens, driving range, and more. Short-term rentals are permitted, making this property an excellent full-time residence, vacation home, or investment opportunity. Ideally located just a short drive from both downtown Lewes and the Rehoboth Beach boardwalk, this home also benefits from Delaware’s low property taxes and tax-free shopping. Community Fees and Dues:Fees: *Capitol Contribution for all sales: ½ of 1% of the purchase price goes to the PCA (.005). *Annual Food Minimum $800.00 2026 Homeowner Association and Redus Fees. : $1033.00.- Billed Quarterly. This fee includes the following: Security, Maintenance of the Nature and Exploration Center, Bay Beach Fishing Pier, Trails, Roads, Snow Removal, Lights, Lawn and Landscaping Care, Trash Collection, Verizon Optics, Verizon Fios Extreme Television Programming, and much more. *2026 Condo Association Fees- $1,431. Billed Annually. Capital Fee of $750. * 2026 Membership Initiation, Deposit, and Dues: Reserve- $70,000. Monthly: $775. Sports-$35,000. Monthly $457. or Social-$20,000. Monthly $386. Square Footage- The tax parcel pulled 2,456 square feet, but the old listing showed 2,195. Square footage to be confirmed for accuracy.

24236 Canoe Drive Unit #225, Millsboro

Listing courtesy of EXP Realty, LLC. Contact: 8885434829

$1,400,000

4 Beds ⋅ 4 Baths

Welcome to 27535 Medallion Ave. and experience elevated coastal luxury in this exceptional expanded Bethany model by Schell Brothers. Perfectly nestled within the highly sought after Lakeside community of the Peninsula on Indian River Bay, this premium golf course homesite provides a protected green park setting in front and a 180° Lakeside view behind where you can lounge, birdwatch and take in all that nature has to offer. This remarkable residence offers a rare opportunity to own within one of the community's most desirable enclaves, where no additional Lakeside lots remain. Thoughtfully designed and impeccably maintained with 3625 square feet of luxurious living space, this 4-bedroom 3.5 bath home offers timeless coastal elegance with extensive builder and custom upgrades throughout. From the moment you arrive the home greets you with a lasting impression with custom cement siding, upgraded architectural details, custom pillars, manicured landscaping and expanded garage designed for both convenience and storage. Inside, engineered hardwood floors flow seamlessly throughout the main and second floor living spaces complemented by wainscoting, custom trim, designer lighting, window treatments and upgraded finishes that create an atmosphere of understated sophistication. The expansive open concept floor plan is filled with natural light and designed for everyday comfort and effortless entertaining. At the heart of the home, the gourmet kitchen showcases 42" upgraded cabinetry and premium Bosch appliances including a 5-burner gas cooktop, double wall ovens, built in microwave, and refrigerator with icemaker. Generous granite countertops provide ample prep and gathering space, ideal for hosting family and friends. The adjoining dining and living areas seamlessly connect to the outdoor living spaces framing serene lake views that serve as the perfect environment to daily living. Designed with flexibility and comfort in mind, the home features both first and second floor primary suites, making it ideal for multigenerational living or hosting guests while offering complete privacy. The main level primary suite is an elegant retreat featuring an extended 4' sitting area, elegant tray ceiling with custom trim, and a beautifully appointed spa inspired bath. The primary bath offers wide format porcelain tile flooring, a freestanding clawfoot cast-iron soaking tub, and upgraded Kohler fixtures and finishes. Upstairs, 2 additional bedrooms, a spacious loft, and second primary suite provide exceptional versatility for relaxation, recreation, and guest accommodations. Aviation ceiling fans with carefully selected upgrades further elevate, both style and functionality. Outdoor living is equally impressive highlighted by a 36‘x20‘ paver stone patio overlooking the tranquil lake and the 11th tee of the Jack Nicklaus signature golf course, creating the perfect setting for entertainment or relaxing and simply enjoying the beauty of nature. The property has also been thoughtfully upgraded electrically to accommodate the future installation of a 16‘x36‘ inground swimming pool and hot tub offering endless possibilities for creating a private outdoor oasis. A Generac whole house generator provides additional peace of mind and year-round comfort. Located within the gated amenity rich Peninsula community, residents enjoy access to a Jack Nicklaus signature golf course, indoor and outdoor pools(including a wave pool with a sandy beach and an adult only pool), fitness center, spa, bocce, tennis and pickleball courts, walking trails, fishing piers, private Bay beach, water sports, clubhouse, and poolside dining - a truly unmatched coastal lifestyle. Conveniently located just a short drive to historic Lewes, Rehoboth, and Delaware and Ocean City beaches. Combining the premium location, breathtaking views, classic upgrades, and rarity of Lakeside living, this home offers a unique opportunity to enjoy resort style living at its finest!

27535 Medallion Ave, Millsboro

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

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