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$3,995,000
5 Beds ⋅ 6 Baths
UNPARALLELED COASTAL LUXURY IN THE PENINSULA! Perched along Hole #7 of the Jack Nicklaus Signature Golf Course, this exceptional coastal estate offers over 5,000 square feet of finely crafted living space across three expansive levels of indoor & outdoor living. Perfectly positioned, this residence delivers sweeping, unobstructed views of the Indian River Bay and surrounding wildlife habitats. The light-filled main level features a soaring two-story living room anchored by a stone fireplace, built-ins, and floor-to-ceiling windows that frame the water and golf course vistas. Open to the living room, the gourmet chef's kitchen features a grand center island, custom cabinetry, a gas cooktop with pot filler, and seamless flow into both the formal dining space and a private main-level office. On the same level, the primary suite sanctuary offers direct access to outdoor living, dual custom walk-in California Closets, private laundry, and a luxurious en-suite bath with a deep soaking tub and dual vanities. Each of the additional 4 bedrooms also include private en-suite baths and custom California Closet systems. Complete with elevator access to all levels, radiant heated flooring on the first level, geothermal HVAC with air scrubbers, Hunter Douglas window treatments, and plantation shutters, every detail has been thoughtfully executed. Step outside to your personal backyard oasis, highlighted by a private in-ground heated saltwater pool with a stone waterfall, framed by custom hardscaping and a fully fenced yard. Enjoy the coastal breeze from multi-level verandas, including a ground-level porch featuring EZE-Breeze vinyl windows, and travertine flooring. Additional high-end mechanical and structural upgrades include a 24KW Generac standby generator, 2 vented garage bays with epoxy-coated flooring, and upgraded Renewal by Andersen windows. Beyond the estate itself, enjoy full access to the amenities of The Peninsula, a gated, 24/7 security-controlled community offering a private bay beach, nature trails, and a membership optional Jack Nicklaus Signature Golf Course, with grand clubhouse, 4 pools, state-of-the-art fitness center, tennis and pickleball courts, and more. Schedule your private tour today to experience luxury living at its finest!

27690 Sterling Blvd, Millsboro

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661
$2,700,000
5 Beds ⋅ 6 Baths
Elevated Bayfront Living in The Peninsula’s Premier Waterfront Setting Perfectly positioned on a coveted waterfront homesite within the prestigious Sanctuary neighborhood, this exceptional coastal contemporary residence captures sweeping panoramic views of the Indian River Bay, protected wetlands, and championship golf course. Offering five bedrooms, five full baths, and one half bath, the home showcases refined architectural design, upscale finishes, and seamless indoor-outdoor living within one of Delaware’s most sought-after gated resort communities. A grand double-door entry introduces a thoughtfully designed multi-level floor plan enhanced by hardwood flooring, custom millwork, designer lighting, and elevator access to all levels. The dramatic two-story great room serves as the centerpiece of the home, featuring soaring shiplap ceilings, a floor-to-ceiling quartz fireplace, remote-controlled window treatments, and an expansive wall of glass framing breathtaking sunsets and coastal wildlife views. The chef’s kitchen was designed for entertaining and everyday luxury, complete with an oversized quartz island, 42-inch soft-close cabinetry, designer blue glass tile backsplash, gas cooktop, built-in microwave/convection oven, beverage refrigerator, stainless steel appliances, and statement pendant lighting. The adjoining dining area with custom wainscoting opens seamlessly to the screened porch, creating the ideal setting for sophisticated coastal entertaining. Privately situated on the main living level, the owner’s suite offers a tranquil waterfront retreat with tray ceiling lighting, private balcony access, dual walk-in closets, and a spa-inspired bath featuring a freestanding soaking tub, oversized frameless glass shower, dual vanities, plantation shutters, and private water closet. A dedicated office with built-in window seating and granite-topped storage, along with a powder room, complete the main level. The lower level is designed for recreation and guest accommodations, featuring a spacious entertainment lounge with wet bar, concealed refrigerator, wine storage, bonus flex room with atrium pocket doors ideal for a fitness studio or media room, guest suite with Jack-and-Jill bath, mudroom with custom built-ins, and access to two separate garages. Sliding glass doors open to an expansive hardscaped terrace with grilling station, porch swing, and multiple outdoor living spaces overlooking the bay, wetlands, and fairways. The upper level includes a loft with balcony access and three generously sized en suite guest bedrooms, each with walk-in closets. One guest suite offers its own private waterfront balcony with stunning water views. Residents enjoy a private gated resort lifestyle centered around the acclaimed Jack Nicklaus Signature Golf Course and an unmatched collection of luxury amenities. Community offerings include indoor and outdoor pools, an adults-only heated pool, wave pool, full-service spa, state-of-the-art fitness center, tennis and pickleball courts, nature trails, private bay beach, fishing pier, miniature golf, dog park, clubhouse dining, golf lounges, and scenic waterfront recreation. Ideally located near Lewes and Rehoboth Beach, this extraordinary waterfront residence delivers the ultimate blend of refined coastal design, championship golf, resort-style amenities, and elevated living along Delaware’s premier waterfront corridor.

33529 Tiderunner Ave, Millsboro

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$734,900
4 Beds ⋅ 3 Baths
The Lilac is a 4 - 6 bedroom, 2.5 -4.5 bath single-family home starting at 2,431 - 3,482 square feet. This floor plan has an open kitchen, dining area, and great room on the first floor, along with the owner's suite and flex room. The second floor has 3 bedrooms, a loft area, and an unfinished bonus room over the garage. Additional options are available to personalize this home such as extra bedrooms, a screened porch, a sunroom, a luxury owner's suite, and outdoor patios. Basements available. On-site unlicensed salespeople represent the seller only. Lot premiums may apply.

23825 Quiet Waters Ave, Millsboro

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767
$734,900
5 Beds ⋅ 5 Baths
LAST CHANCE to build in the Peninsula. Only two lots remaining! Ask about the current builder incentives! The Lilac is a 4 - 6 bedroom, 2.5 -4.5 bath single-family home starting at 2,431 - 3,482 square feet. This floor plan has an open kitchen, dining area, and great room on the first floor, along with the owner's suite and flex room. The second floor has 3 bedrooms, a loft area, and an unfinished bonus room over the garage. Additional options are available to personalize this home, such as extra bedrooms, a screened porch, a sunroom, a luxury owner's suite, and outdoor patios. Basements available. On-site unlicensed salespeople represent the seller only. Lot premiums may apply.

23712 Brickwalk Dr, Millsboro

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767
$724,900
3 Beds ⋅ 3 Baths
The Hadley is 3-6 bedrooms and 2.5 to 4.5 baths. 2,358 0 4,587 sq ft.. This floor plan has everything on the first floor, including an open great room, kitchen, and dining area. The Hadley offers numerous options, including additional bedrooms and bathrooms, living area extensions, luxury owners' suites, finished basements, home theaters, multi-level courtyards, and much more. On-site unlicensed salespeople represent the seller only. Lot premiums may apply.

23824 Quiet Waters Ave Unit #77, Millsboro

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767
$689,900
4 Beds ⋅ 4 Baths
Ask about the current builder incentives that are available! Introducing the new Still Waters neighborhood in the Peninsula! Basements available. The Bluebell is a 3-6 bedroom, 2-4 bath ranch home starting at 1,785 -4,567 square feet. This floor plan has everything on the first floor, including an open great room, kitchen, and dining area. Options are available to personalize this home, including a second floor, screened porch, sunroom, luxury owner's suite, and outdoor patios. Lot premiums may apply. On-site unlicensed salespeople represent the seller only. Lot premiums may apply.

23821 Quiet Waters Ave Unit #4, Millsboro

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767
$679,900
4 Beds ⋅ 3 Baths
This Bluebell 2 is under construction. The final sq ft will be posted when completed. A second level was added, making it a 4BR.3 full bath. An unfinished basement was added. Final upgrades will be posted when completed. The lot premium is $10,000. On-site unlicensed salespeople represent the seller only. Lot premiums may apply.

23720 Brickwalk Dr, Millsboro

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767
$664,900
3 Beds ⋅ 2 Baths
LAST CHANCE to build in the Peninsula. Only two lots remaining! Ask about the current builder incentives! Introducing Still Waters neighborhood in the Peninsula. The Heather is a 3 -4 bedroom, 2 -5 bath ranch home starting at 1,567 -3,867 square feet. This floor plan has an open great room, kitchen, and dining area as well as an owner's suite. Additional options are available to personalize this home such as extra bedrooms, a screened porch, a sunroom, and a luxury owner's suite. Basements available. Lot premiums may apply.

23743 Brickwalk Dr, Millsboro

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767
$629,900
4 Beds ⋅ 4 Baths
Welcome to 22102 S Preservation Drive, a stunning end-unit, townhouse, offering the space, privacy, and feel of a single-family home. With approximately 3,200 square feet, 4 bedrooms, and 3.5 baths, this beautifully appointed residence combines elegant finishes with a thoughtful, flexible layout. Enjoy tranquil pond and woods views beyond from multiple porches and a private patio, creating an exceptional setting for morning coffee, outdoor dining, relaxing, or entertaining. The chef-inspired kitchen features stainless-steel appliances, a gas cooktop, double wall ovens, granite countertops, a center island and pantry closets. The adjoining living room is warm and inviting, with a gas fireplace, tall windows that fill the space with natural light, recessed lighting, and access to a screened-in porch, overlooking a tranquil pond, ideal for everyday living and entertaining. Beautiful hardwood floors extend throughout the main level, adding warmth and timeless style. The primary suite is a luxurious retreat, complete with another private screened porch, two walk-in closets, and spa-like ensuite bath featuring separate vanities, a soaking tub, and glass-enclosed shower. Additional bedrooms are generously sized, while the home’s baths offer quality fixtures, double sinks, and tiled finishes. Adjacent to the bedrooms is a centralized loft space with hardwood floors and a morning bar. The fourth bedroom is an exceptional private ensuite retreat above the garage, with its own exterior entrance. This versatile space is ideal for visiting guests, a home office, art or fitness studio, or a private workspace. A library/den, convenient laundry room with washer and dryer, and secure gated setting add to the home’s appeal. Hardwood, tile, and carpet flooring are thoughtfully incorporated throughout, offering comfort and style. Yard care is provided by the HOA for an easy, low-maintenance lifestyle. Step outside to experience The Peninsula, a gated community offering exceptional resort-style amenities. 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. Lakeside Village offers an outstanding wellness and recreation experience, including 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, year-round social calendar provides countless opportunities to connect and enjoy the Peninsula lifestyle. A capital contribution to the PCA equal to 0.5% of the sales price applies. Club membership is required, with three membership levels available. If a RESERVE golf membership is desired ,purchasers will have immediate availability to join the Club at that level and bypass the waitlist. Please see disclosures for complete details.

22102 S Preservation Dr, Millsboro

Listing courtesy of Compass. Contact: 3022734998
$524,900
4 Beds ⋅ 4 Baths
Opportunity knocks with this least expensive townhome in the Peninsula. Enjoy this 4BR/3.5Bath 2,980 sf available for immediate occupancy. Fully furnished and turnkey. The first level features a bedroom, full bath, family room with recessed lights, crown molding, gas fireplace and brick patio. The spacious two car garage offers plenty of room for all your bikes and beach toys! The main level features hardwood floors, a gas fireplace, crown molding, recessed lights, a family room, kitchen, dining area and screened porch for an open floor plan. Steps away is a living room or formal dining room. The kitchen features tall Maple cabinets, granite counter tops, and recently upgraded stainless steel appliances including a gas cook top, fridge with icemaker and double wall ovens. The eating area features a built-in serving bar with upper and lower Maple cabinets. Relax in the family room or enjoy the screened porch with pond view. The third level features a spacious primary bedroom with two walk-in closets and a luxury bath including a double bowl vanity, soaking tub and tiled shower. Two guest bedrooms, full bath and full-sized laundry room complete this level. Hardi-plank exterior and full metal roof! The Peninsula Gated community on 800 acres on the Indian River Bay. Jack Nicklaus Golf Indoor and wave pools. 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, billiards room, 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.

33500 Marina Bay Cir, Millsboro

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767
$434,500
3 Beds ⋅ 2 Baths
Discover 33570 Windswept Drive, Unit 3301 — an impeccably renovated luxury condo in the exclusive, gated community of The Peninsula on the Indian River Bay. Perfectly positioned with breathtaking panoramic golf course and nature views, this residence delivers a sophisticated, turn-key living experience that feels like a five-star resort every day. Step inside and be greeted by a light-filled, open-concept design crafted for effortless entertaining and elevated everyday living. From designer Scalamandré wallpaper and an elegant Farrow & Ball + Fine Paints of Europe palette to premium Emtek hardware and ultra-luxe carpeting, every detail has been thoughtfully curated for modern elegance and comfort. The living area is a showstopper — featuring a custom fireplace wall framed by floor-to-ceiling built-ins designed to showcase your favorite art and décor. The gourmet kitchen is a dream for culinary creatives, boasting granite countertops, 42-inch custom cabinetry with glass display fronts, abundant storage, and a seamless pass-through to the dining room for easy entertaining. An adjacent family room invites you to relax, with expansive windows capturing stunning fairway and natural vistas — the perfect backdrop for memorable moments with friends and loved ones. The primary suite is your private sanctuary, complete with a spa-inspired ensuite bath featuring a frameless glass shower, soaking tub, dual vanities, and an expansive custom walk-in closet. Step out onto your private screened balcony to enjoy peaceful sunrise views of the first fairway — your personal retreat for morning coffee or evening wine. Two additional guest suites offer luxurious accommodations: one with private access to a designer hall bath, and the other with its own screened porch overlooking serene natural beauty — ideal for sipping cocktails at sunset. Living in The Peninsula means access to an unparalleled array of resort-style amenities, including the Jack Nicklaus Signature Golf Course, The Terrace Grille for poolside dining and drinks, an indoor pool, outdoor pools, a wave pool, state-of-the-art fitness center, full-service spa, tennis and pickleball courts, basketball courts, a private beach and pier, clubhouse with fine dining, billiards, meeting rooms, and scenic nature trails along Lingo Creek. Whether you’re seeking a primary residence or a coastal retreat, this move-in-ready condo offers effortless luxury living in a community designed for recreation, relaxation, and connection. Furnishings are available through a separate Bill of Sale. Don’t miss the opportunity to call this stunning residence your own — schedule your private tour today!

33570 Windswept Dr Unit #3301, Millsboro

Listing courtesy of Northrop Realty. Contact: (302) 703-1144
$299,000
2 Beds ⋅ 2 Baths
Best value in The Peninsula, Ready Now for your enjoyment. Beautifully upgraded and freshly painted 2-bedroom condo featuring durable hardwood laminate floors, a modern kitchen with granite countertops and stainless-steel appliances, a cozy gas fireplace with built-in cabinetry, and elegant crown molding. Both bedrooms are master suites with private ensuite baths, offering comfort and privacy. Enjoy convenient living and a serene, screened porch overlooking a private woodland setting. Step outside to experience the exceptional amenities of The Peninsula community, including gated security, a clubhouse, Jack Nicklaus Signature Golf Course with driving range, fitness center, indoor, outdoor, and wave pools, hot tubs, sauna, spa room, tennis and pickleball courts, dog park, community garden, nature center, bay beach, fishing pier, and miles of scenic walking trails. The community offers year-round events and activities, providing endless opportunities to make friends for a lifetime. One-time capital contribution to PCA is 0.5% of the sales price, with $1,250.00 due to Windswept Condo. Club membership is required and available in three levels; please see documents for details.

33579 Windswept Unit #8205, Millsboro

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