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$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

$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

$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

$670,000
4 Beds 4 Baths
Welcome to the Veranda neighborhood within The Peninsula on the Indian River Bay, a premier, amenity-rich coastal community cultivated by refined living and natural beauty. Residents enjoy access to resort-style amenities, including a Jack Nicklaus Signature Golf Course, private bay beach, scenic walking trails, and preserved wetlands, all set across more than 800 acres of meticulously maintained grounds. This exceptional Catalina model, offering over 3,400 heated square feet, is ideally positioned on a picturesque garden circle, highlighted by a welcoming and expansive front courtyard with tranquil views. Thoughtfully designed across three levels, this home provides both comfort and versatility for everyday living and hosting guests. Outdoor living is equally inviting, featuring a spacious screened front porch overlooking lush gardens, as well as a newly installed, private, landscaped paver patio in the rear, perfect for relaxing or entertaining. Inside, the open-concept layout is enhanced by 9-foot ceilings, recessed lighting, and elegant double crown molding throughout the main level. The gourmet kitchen is designed to impress, featuring 42-inch cabinetry, new stainless steel appliances, upgraded granite countertops, double wall ovens, a gas cooktop, and an oversized breakfast bar with ample prep space. The adjacent dining area comfortably accommodates large gatherings, while three sets of French doors seamlessly connect the interior to the screened porch. The main level also offers a flexible floor plan, including a formal living room with a gas fireplace and custom built-ins, a study (or optional fifth bedroom), and an additional room that can serve as a family room or formal dining space. A powder room and mudroom provide convenient access to the attached two-car garage. In addition to the garage, the property includes two deeded parking spaces, offering a total of six parking spots. Upstairs, the spacious primary suite features 9-foot ceilings, recessed lighting, a ceiling fan, and an exceptionally large walk-in closet. The luxurious en-suite bath includes a double vanity, soaking tub, and a generously sized tiled shower with seating. Two additional guest bedrooms share a full bath, complemented by a loft area and a full laundry room with utility sink. The third level serves as a versatile retreat, complete with a full bath and closet, ideal as a fourth bedroom, guest suite, or expansive bonus/game room. Recent upgrades add significant value and peace of mind, including a new HVAC system (with added dehumidifier), new hot water heater, updated flooring throughout much of the home, new toilets, blinds, ceiling fans, refreshed interior paint, and enhanced landscaping. A standout feature is the conditioned crawl space with interior access, offering substantial storage with a finished concrete floor. The exterior showcases durable HardiePlank siding with attractive metal roof accents, further enhancing curb appeal. Whether a primary residence, second home, or investment property, this home offers excellent rental potential. Ideally located just a short drive from Lewes, the Cape May-Lewes Ferry, Cape Henlopen State Park, Rehoboth Beach, and Dewey Beach, this property offers convenient access to the very best of coastal Delaware. Added benefits include Delaware’s lack of sales tax and relatively low property taxes, making this an even more compelling opportunity.

33139 Serenity Cir Unit #84, Millsboro

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

$905,000
4 Beds 4 Baths
Classic coastal elegance defines this Hampton floor plan, showcasing a stately front staircase and timeless center hall design that creates both presence and flow. Thoughtfully designed across three levels, the home offers multiple porches at the front and rear, inviting you to enjoy outdoor living from every vantage point. A welcoming sidewalk leads from the driveway to the backyard, where exterior steps connect the upper porch to a lower level porch and patio, creating seamless access for entertaining and everyday enjoyment. The main level is beautifully arranged with a center hall layout, offering a variety of spaces including a living and dining room , private study, family room, spacious kitchen, sitting room, and access to a relaxing porch. The design balances openness with defined spaces, ideal for both gathering and quiet retreat. With four bedrooms and three and a half baths, the home provides exceptional flexibility. The primary suite is located on the upper level along with a second ensuite bedroom, perfect for guests or multi generational living. The lower level features two additional bedrooms with a shared bath, each with direct access to a covered porch, creating a private and comfortable guest space. The garage has been reimagined as a vibrant game and entertainment area, complete with billiards, shuffleboard, and a comfortable seating area for movie nights, offering a fun and unexpected extension of the home’s living space. FURNITURE is Negotiable via separate agreement. Updates include a tankless water heater and replaced HVAC systems in 2018 and 2025, adding comfort and efficiency. This home delivers a refined yet relaxed lifestyle with thoughtful design, generous space, and inviting indoor and outdoor living areas throughout. Relax and enjoy a low maintenance lifestyle with yard care provided by the HOA. Step outside and experience the Peninsula community, offering world class amenities within a secure gated setting. The clubhouse is the social heart of the community, featuring a full service restaurant with indoor and outdoor dining, billiards, wine and game rooms, men’s and women’s lounges, a pro shop, putting greens, driving range, bocce courts, and the renowned Jack Nicklaus golf course. Just beyond, Lakeside Village offers an exceptional wellness and recreation experience with a state of the art fitness center, indoor pool, adult outdoor pool, wave pool, and activity pool. Enjoy poolside dining throughout the summer, the popular Tiki bar, fitness classes, weight room, hot tubs, sauna, spa spaces, and a game room. Outdoor amenities continue with tennis, pickleball, a dog park, community garden, nature center, bay beach, fishing pier, and miles of scenic walking trails. A vibrant social calendar of year round events creates endless opportunities to connect and build lasting friendships. A capital contribution to the PCA of 0.5% of the sales price applies. Club membership is required with three available levels. Please see disclosures for full details.

27606 S Nicklaus Ave, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$875,000
5 Beds 5 Baths
Perfectly positioned along the 2nd fairway, this exceptional three level coastal retreat captures sweeping views of both the golf course and a tranquil pond, a picturesque backdrop you will truly never tire of. Designed to embrace its surroundings, the home offers multiple porches across two levels, inviting you to relax, entertain, and take in the ever changing scenery from sunrise to sunset. With five bedrooms (two with ensuite baths) and four and a half baths, the layout provides generous space for both everyday living and hosting guests. Light filled interiors and thoughtfully designed gathering areas create a seamless flow, while the outdoor living spaces extend the experience, offering peaceful moments and vibrant entertaining alike. Recent upgrades add comfort and efficiency, including a tankless water heater and new (2021 & 2025) two zone HVAC system. Relax and enjoy a low maintenance lifestyle with yard care provided by the HOA. Step outside and experience the Peninsula community, offering world class amenities within a secure gated setting. The clubhouse is the social heart of the community, featuring a full service restaurant with indoor and outdoor dining, billiards, wine and game rooms, men’s and women’s lounges, a pro shop, putting greens, driving range, bocce courts, and the renowned Jack Nicklaus golf course. Just beyond, Lakeside Village offers an exceptional wellness and recreation experience with a state of the art fitness center, indoor pool, adult outdoor pool, wave pool, and activity pool. Enjoy poolside dining throughout the summer, the popular Tiki bar, fitness classes, weight room, hot tubs, sauna, spa spaces, and a game room. Outdoor amenities continue with tennis, pickleball, a dog park, community garden, nature center, bay beach, fishing pier, and miles of scenic walking trails. A vibrant social calendar of year round events creates endless opportunities to connect and build lasting friendships. A capital contribution to the PCA of 0.5% of the sales price applies. Club membership is required with three available levels. Please see disclosures for full details.

27604 S Nicklaus Ave, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$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: (302) 227-6767

$1,990,000
5 Beds 6 Baths
This elegant coastal golf course home presents a rare turnkey opportunity, completely and professionally furnished and decorated for immediate enjoyment! Designed for flexibility, it features 2 private owner's suites - one on the main level and upper level - making it ideal as a primary residence, vacation retreat, or a dual family/sibling shared getaway. Luxurious golf course living is yours in this stunning 5720 sq ft, 5-bedroom home in the gated, private country club community, The Peninsula on the Indian River Bay. Elegantly designed, expertly appointed, & beautifully maintained, this unique & rare custom designed Echelon home is nestled in a prime location & boasts unparalleled views of the #1 handicap,11th hole. Click on the VIDEO. Enjoy gorgeous sunsets & serene pond vistas from both the front & rear of the home. Coastal southern design sets the tone, a timeless oasis which never seems to get old. Leave the cares of the world behind & enjoy an active lifestyle that is also peaceful and relaxed. This home is centrally located within the 5-star Troon managed community which is like no other on the Delmar peninsula. The design details are perfect for single or dual ownership providing many options to consider as it’s cleverly crafted with 2 beautiful full master suites and ensuites. Discover a meticulously designed interior that combines elegance with functionality. Custom designed woodworking with master craftsmanship is evident in trim details throughout every level of this home; seldom seen in homes today. Brazilian Cherry solid hardwood flooring throughout the main living area is complimented by custom natural stone flooring and custom stone inlays. The 2-story Family room is highlighted by a wall of windows on both the front and rear of this home to take in the magnificent views, along with a soaring 2-story custom fireplace & coffered ceiling with recessed accent lighting. The fully equipped gourmet Kitchen and large central island with seating for five enable you to enjoy an unmatched and complete culinary and entertaining experience. Adjacent is a spacious Dining area accommodating up to 12. Two luxurious primary Bedroom suites on separate floors include fireplaces, octagonal sitting rooms & outdoor seating. Ensuite Baths are a haven, one with an extra-large shower with steam and a built-in beverage refrigerator; the other, a jacuzzi tub, large shower & both with dressing rooms. The main level hosts an in-law suite with a customized ensuite bath with a step-in shower & private laundry. Two additional bedrooms on the third floor share a Jack-n-Jill bath, room for family & friends. The lower level is perfect for relaxing & entertaining with a surround sound home theater, pool table, custom drink rail, full bath, laundry (making for a total of 3) & is designed to accommodate a future wet bar. A room that currently is used as a bunk room could easily convert to a spectacular wine room. A 3-story elevator features a beautiful wood interior. This spacious home is supported by 3 modern high efficiency HVAC systems and two on-demand Rinai hot water heaters for reliable & constant comfort & efficiency. Security & fire alarm systems with remote access, smart thermostats, & digital exterior door lock for added security & convenience. Custom window treatments, plantation shutters, & specialty high-end ceiling fans are featured throughout. Front and rear Low Country style decks, porches, & a screened porch with fans make for hours of outdoor enjoyment. Enjoy the Peninsula community and its exceptional amenities. The clubhouse offers dining, pro shop, practice areas, & a Jack Nicklaus golf course. Lakeside Village features pools, fitness center, classes, tennis, pickleball, and more. A nature center, beach, and fishing pier are nearby. Experience a vibrant lifestyle for relaxation and recreation making you feel alive and well.

33442 Marina Bay Cir, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$830,000
4 Beds 4 Baths
Privately situated in a quiet setting within the Conservancy neighborhood of the Peninsula, this Southern-inspired floor plan offers a beautiful blend of charm, comfort, and refined living. Designed to embrace its natural surroundings, the home features expansive porches on both levels, creating a seamless connection to the outdoors. Two of the side porches have been thoughtfully enclosed, offering inviting three-season spaces to relax and unwind. Inside, a light filled interior welcomes you with soaring cathedral ceilings and an open, airy layout. The spacious kitchen and casual dining area flow effortlessly into the main living space, creating the perfect setting for entertaining or everyday living. A separate dining room provides an elegant option for more formal gatherings. The first floor primary suite, complete with porch access, serves as a peaceful retreat, while a private den offers the ideal space for a home office or quiet escape. Upstairs, a second primary suite features an ensuite bath and direct porch access, creating a private haven for guests. Two additional bedrooms each open to a shared porch, giving every bedroom its own connection to the outdoors and enhancing the home’s distinctive design. A loft space provides a second family room space. Step outside to a cozy and beautifully designed paver patio, complete with a stone knee wall, generous seating, a gas fireplace, grill space and mature landscaping, perfect for year round enjoyment and relaxed evenings under the trees. Significant improvements include the 2021 replacement of two HVAC systems and a tankless water heater, offering comfort and efficiency for years to come and new carpet (2026) in the Primary bedroom From its distinctive Southern architecture to its versatile layout featuring two primary suites and exceptional privacy, this home presents a rare opportunity to enjoy relaxed luxury living in one of the Peninsula’s most sought-after neighborhoods. Enjoy a truly effortless lifestyle as lawn care is provided by the HOA allowing you to spend more time experiencing all that the Peninsula has to offer. This gated coastal golf and country club community features a stunning clubhouse with indoor and outdoor dining, billiards, wine and game rooms, lounges, pro shop, putting greens, driving range, bocce courts, and the Jack Nicklaus Signature golf course. The Lakeside Village offers a full fitness center with indoor pool, outdoor adult pool, wave pool, and activity pool, along with poolside dining and a lively Tiki bar. Additional amenities include fitness classes, hot tubs, sauna and spa rooms, tennis, pickleball, dog park, community garden, nature center, private bay beach, fishing pier, and miles of scenic walking trails. A vibrant calendar of year-round events makes it easy to connect and build lasting friendships. Capital contribution to PCA is 0.5% of the sales price. And $750. To the Conservancy Club membership is required, with three levels available—please see disclosures for details.

22163 Dune Cir, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$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: (302) 947-9100

$875,000
4 Beds 3 Baths
Nicely Improved Price!! Beautifully positioned on a quiet cul-de-sac along the 14th fairway, this thoughtfully designed 4 bedroom, 3 full bath home captures sweeping westerly views and stunning sunsets across the course. Expansive windows along the rear of the home frame the scenic setting, filling the interior with natural light and providing picturesque views throughout the day. The main living spaces feature hardwood flooring and a dramatic two-story living room with a gas fireplace, creating an open and welcoming atmosphere. The layout offers exceptional flexibility with two bedrooms on the first floor, including an expanded primary suite including a sitting area, custom designed closet system, and a recently renovated spa-inspired bath designed for relaxation. The second main-level bedroom can easily function as a study or home office, ideal for today’s lifestyle. Outdoor living is just as inviting, with a beautifully designed large paver patio featuring a stone knee wall, offering the perfect place to relax, entertain, and enjoy peaceful golf course views and glowing evening sunsets. Upstairs, a loft style living area provides additional gathering space for guests or family, accompanied by two bedrooms and a full bath. An unfinished bonus room offers exciting possibilities—perfect for additional storage or ready to be transformed into another bedroom, office, fitness studio, hobby room, or private retreat. 2025 New tankless water heater and expansion tank and 2026 new HVAC coil, condenser and thermostat. With its peaceful setting, versatile floor plan, and beautiful golf course views, this home offers a wonderful opportunity to enjoy the relaxed lifestyle and natural beauty of life in the Peninsula. Enjoy the Peninsula lifestyle, where coastal beauty meets exceptional amenities in a private, gated community on the Indian River Bay. The Jack Nicklaus Signature golf course, private bay beach, indoor and outdoor pools, full-service spa, state-of-the-art fitness center, tennis and pickleball courts, miles of scenic nature trails, and a vibrant clubhouse with dining and year-round social activities. Life at the Peninsula offers the perfect balance of relaxation, recreation, and community along Delaware’s beautiful coast. Club membership is required, choose from 3 levels, see disclosures.

24565 Atlantic Dr, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$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: 3023600300

$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: 3022734998

$629,000
3 Beds 3 Baths
FIRST Floor Primary Bedroom! Price Improved! Welcome to a home that breaks the mold at Peninsula Golf & Country Club. Bursting with personality, style, and bold design choices, every turn is a visual treat—think New York loft sophistication with a splash of Miami flair. Fun wallcoverings, vibrant color, and designer lighting create an atmosphere that is both playful and polished, making this home absolutely perfect for entertaining. The open main living and dining provide a seamless flow, ideal for gatherings large and small, featuring durable LVP flooring, a gas fireplace, built-ins, windows galore and a distinctive dining chandelier. Close by is a study with a striking glass barn door. The first-floor primary suite is a true retreat, offering hardwood flooring, custom closets, an updated spa-inspired bath and a beautiful walk-in shower. Outdoors, relax on the private patio that feels like your own personal escape. This 3-bedroom, 2.5-bath home has seen extensive recent improvements, including newHVAC and water heater, new refrigerator, microwave, dishwasher, disposal, washer, and dryer—allowing you to move right in with confidence. A conditioned crawlspace with interior access provides exceptional storage, a rare and valuable feature. Stylish, comfortable, and undeniably fun, this home delivers a fresh take on Peninsula living—where golf-course luxury meets creative expression. Beyond the home itself, The Peninsula offers an exceptional lifestyle with world-class amenities, including a Jack Nicklaus Signature golf course, driving range, elegant clubhouse with dining and lounge spaces, indoor and outdoor pools, fitness center, spa services, tennis and pickleball courts, dog park, community garden, walking trails, and a vibrant calendar of social events. Whether you’re seeking an active lifestyle or relaxed coastal living, The Peninsula delivers resort-style living at its finest. Membership in the country club is required, choose from 3 different levels, see disclosures.

27535 S Nicklaus Ave, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$3,500,000
6 Beds 7 Baths
A Sanctuary of Coastal Elegance with Endless Views A one-of-a-kind masterpiece by Echelon Homes, this custom-designed residence marries contemporary coastal style with subtle industrial cues, delivering awe-inspiring luxury at every turn. Nestled within the prestigious Jack Nicklaus Signature Golf Course community of The Peninsula, this extraordinary home rises in the exclusive Sanctuary enclave, perched on the pinnacle of Sand Dollar Drive. Designed to maximize its spectacular position, the residence offers three levels of living with sweeping 360-degree views of the Indian River Bay, Lingo Creek, and the 8th Tee. From the moment you arrive, casual elegance blends seamlessly with quality craftsmanship and coastal sensibility. Wide-plank hardwood floors, shiplap, judges paneling, beamed ceilings, and custom built-ins unify the interiors, while designer lighting adds glimmering sophistication. The main level foyer opens to the great room, where floor-to-ceiling atrium sliders flood the space with natural light, showcase breathtaking views, and extend effortlessly to an expansive balcony deck. The living room is anchored by a soaring quartz-clad fireplace, accented with black steel and flanked by elegant glass-and-wood display cabinets. An open-beamed ceiling heightens the drama, creating a stunning focal point. This central gathering space flows into the gourmet kitchen and dining area, a showcase for both entertaining and daily life. Quartz surfaces span generous work areas and the oversized center island, complete with abundant storage, beverage and wine refrigerators, deep undermount sink, and built-in oven. A striking glass tile backsplash highlights the GE Monogram six-burner range with custom vent hood, while a suite of professional-grade stainless appliances completes the space. A walk-in pantry with custom floor-to-ceiling storage ensures both beauty and function. Dine casually at the breakfast bar, host formal meals in the adjacent dining room, or step through sliders to the screened porch, where dazzling sunsets over the bay make every evening extraordinary. This level also offers a refined home office with balcony access, a stylish hall bath, and the first of five bedrooms, complete with ensuite. Ride the elevator to the primary suite retreat, where panoramic views greet you from bed beneath a soaring cathedral ceiling of shiplap and beams. The spa-inspired ensuite rivals a five-star resort, with two vanities, soaking tub, walk-in shower, private water closet, and dual walk-in closets with abundant storage. Two additional guest suites, each uniquely styled with private ensuites, one with balcony access, ensure comfort for family and friends. A second-floor laundry adds convenience, while a welcoming family room with balcony access serves as the perfect gathering spot. From here, a staircase leads to a bonus loft and the crowning jewel of the home: a rooftop terrace offering unrivaled 360-degree views. The lower level, filled with natural light, high ceilings, and precise millwork, is designed for entertaining. A game and lounge room, sizable guest bedroom, hall bath, second laundry, and mudroom entry complement the oversized two-car garage and additional third garage. Beyond the garages, a pool bath leads to the outdoor oasis. Here, a hardscaped paradise awaits: heated pool, spa, firepit, lounging areas, covered bar patio, and a screened pavilion, all perfectly positioned to embrace the home’s remarkable setting. As a resident of The Peninsula, you’ll enjoy world-class amenities, including gated security, a stunning clubhouse, the Jack Nicklaus golf course and driving range, a state-of-the-art fitness center with indoor, outdoor, and wave pools, hot tubs, saunas, spa rooms, tennis and pickleball courts, dog park, community garden, nature center, bay beach, fishing pier, and miles of walking trails. Come home to comfort, luxury, and resort living at its finest.

33596 Sand Dollar Dr, Millsboro

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

$2,595,000
4 Beds 4 Baths
An Elevated Coastal Sanctuary in The Peninsula Welcome to 33530 Tiderunner Avenue, a Furnished Echelon-built masterpiece in the prestigious Sanctuary Enclave of The Peninsula on the Indian River Bay. This custom luxury home blends coastal sophistication, smart innovation, and sweeping waterfront panoramas, creating an ideal haven for the discerning buyer who values both beauty and function. Perched on a premium lot overlooking the 7th tee, it offers unobstructed views of the Indian River Bay and lush fairways, all within one of Delaware’s most amenity-rich gated resort communities. A grand entry welcomes you into a home where refined elegance is evident in every detail. High baseboards, wide casings, and 8-foot solid-core doors add substance, while professional-tinted Anderson windows protect interiors and frame breathtaking views. The soaring two-story great room is anchored by a gas fireplace with raised hearth, complemented by exquisite millwork, custom built-ins, and curated lighting. This gathering space flows into the gourmet kitchen and dining area, a showcase for both entertaining and daily living. Granite and rare quartz surfaces stretch across generous workspaces and the grand center island, which features abundant storage, a beverage and wine fridge, and deep undermount sink. A mosaic glass tile backsplash enhances the GE Monogram six-burner gas range with custom vent hood, and a suite of professional stainless appliances completes the space. A walk-in pantry and dedicated wine tasting room with wine storage tower add to the appeal. The main-level primary suite is a private retreat with tray ceiling, sitting area, and panoramic views. The spa-like ensuite offers large-format tile flooring, a frameless glass walk-in shower, dual vanities, private water closet, and two customized walk-in closets. Also on the first floor is a second bedroom with private ensuite, a home office with built-ins, a stylish powder bath, a spacious laundry room, and interior access to the oversized side-load three-car garage. A beautifully crafted staircase of fine mill and iron work leads to the upper level, where a bright loft opens to a private balcony with custom glass panels that preserve the view. Two additional bedrooms, each with refined finishes, share a well-appointed bath. A recreation room with wet bar, beverage fridge, kegerator, and built-ins offers abundant space for games, lounging, and entertaining. The exterior is equally impressive, with fiber cement siding, 2x6 construction, a custom paver courtyard, enclosed pet area with gate, planters, and professional mechanical screens on the porch. Mechanical blinds and shades provide effortless light control. Throughout the home, every inch of space has been maximized for function without sacrificing style. Being sold furnished with some exclusions. As a resident of The Peninsula, you will enjoy world-class amenities including a private Jack Nicklaus Signature golf course, indoor and outdoor pools (with a wave pool and adults-only oasis), full-service spa, state-of-the-art fitness center, tennis, basketball, mini golf, and a private bay beach with kayak and paddleboard rentals. Nature lovers will appreciate the walking trails, fishing pier, and Audubon-certified nature preserve. A breathtaking home in an extraordinary community, this is coastal resort living redefined. Seller is a Full Reserve Golf Member which can be transferred to the buyer of this home bypassing the long wait list.

33530 Tiderunner Ave Unit #22, Millsboro

Listing courtesy of Northrop Realty. Contact: (302) 703-1144

$779,000
5 Beds 3 Baths
Live graciously in this elegant home, nestled in the prestigious, thoughtfully planned country club community, the Peninsula. The Miller & Smith Hampton model is situated on the 3rd fairway of the signature Jack Nicklaus golf course in the 'Veranda' section. Elegant, low country style meets upscale convenience in this well maintained home, perfect for comfortable entertaining and hosting friends and family with discerning style. Find extensive custom details throughout. Beautiful millwork, crown molding, chair rail, box paneling, custom built-ins, as well as hardwood flooring and Bahama shutters grace this functional floor plan. Off the east-facing second story front porch, the wide entry hall is flanked by a formal dining room and a glass doored study. The first of five bedrooms is just down the main entry hall, complete with custom built-ins and large closet. Pass the staircase, and the powder room into a large open living area and eat-in kitchen. The focal point of this ample living space is the natural gas fireplace, framed by large south-facing windows. Flooded with natural light, this room opens to the screened back porch spanning the width of the home which overlooks the third fairway. Enjoy a glass of wine on this beautiful perch, taking in a sunset moment at the end of your day. Adjacent to the open living area the gourmet kitchen runs the entire length of the space. Anchored by the oversized 10' granite island. The space is adorned with tall cabinetry, glass front wine storage, a gas range, wall ovens, coffee niche and a coordinating butler's pantry equipped with a wet bar - an entertainer's dream. Ascend the side staircase, complete with a custom, cap and bound stair runner onto the open gallery landing above. To the left, the spacious, western facing primary suite whispers relaxation. Large enough for a sitting area, and with access to the private third floor porch overlooking the course, you may never wish to leave your room. Two walk-in closets offer plenty of storage and the upgraded bath features a double sink vanity, jetted soaking tub, walk in shower, separate water closet and make-up vanity, all bathed in natural light from two charming corner windows. Across the landing, past the laundry room is the guest suite that will entice guests to overstay their welcome. A generous room with east facing windows, a reading nook and ensuite full bath. The lower level offers functionality with an open mud foyer off the oversized two car garage and a finished storage room. Drop your clubs, beach bag, or pool towels and head inside. Two more guest rooms complete the lower level, which share a jack-n-jill bathroom and both open to the lower rear porch. Perfect for houseguests to enjoy morning coffee or an evening nightcap. Come experience this sophisticated property. Live your best country club life at 27434 S Nicklaus Avenue in the Veranda, at the Peninsula. Note: Club Membership is mandatory at one of three tiers. Memberships offer access to extensive amenities, and the club and course are considered separate entities from HOA and COA's. The community offers four pools (one indoor) state of the art fitness center, a full-service spa, private beach, nature center, golf pro shop, billiards room, wine lounge and the award-winning restaurant, The Grille.

27434 S Nicklaus Ave Unit #76, Millsboro

Listing courtesy of Jack Lingo - Rehoboth. Contact: (302) 227-3883