Beachfront Homes for Sale in Millsboro, DE

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

$359,000

3 Beds ⋅ 2 Baths

SPECIAL INCENTIVE UNTIL END OF AUGUST: SELLER WILL ACCEPT $325,000 , AS IS . This top floor, corner unit condo is situated in the amenity-rich community of The Peninsula on the Indian River Bay. It has three bedrooms, two full baths, an open floor plan, 9-foot ceilings, built-in bookcases flanking a gas fireplace, LVP flooring throughout the living areas, carpeting in the bedrooms, tile in the kitchen and bathrooms plus a neutral color palette. The kitchen features a breakfast bar, granite countertops and stainless-steel appliances. A separate dining area flows into the sunroom bringing loads of light through the many windows that overlook the Windswept neighborhood. The primary suite with its woodland and golf-course views includes access to the screened-in balcony, a double sink vanity, tiled shower, and a relaxing soaking tub. Verizon cable and internet are included in the monthly fees. One covered garage parking space and a secure ground-level storage unit conveys. Club Membership is Mandatory, choose from 3 levels: Social, Sport or Reserve. This gated community offers, 24/7 Security Guard, Jack Nicklaus golf course, clubhouse, restaurant, indoor and outdoor pools, a wave pool, fitness center, hot tubs, sauna, spa, game room, basketball, tennis and pickleball courts, a dog park, nature center, bay beach, fishing pier, and miles of walking trails. In other words, low-maintenance luxury living plus a $1,000 credit to the Buyers to use as they wish. Motivated Seller!

33584 Windswept Dr Unit #5401, Millsboro

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

$860,000

5 Beds ⋅ 5 Baths

Welcome to 27582 S. Nicklaus Ave. Not only is this one of the BEST-PRICED homes with a PREMIUM LOCATION in Delaware's premier resort-style country club community, it is MOVE-IN READY with FRESHLY PAINTED EXTERIOR (July 2026) and a SPACIOUS, LOVINGLY REFRESHED INTERIOR, offered FURNISHED with few exclusions. Be prepared to enjoy PANORAMIC TEE-TO-GREEN VIEWS of the 2nd fairway from all three levels of this upscale home! Plenty of space for everyone here, with an open-space concept floor plan, 10-foot ceiling height on the main level, 5 bedrooms, 4 full baths and one half bath. Morning sun illuminates the great room, featuring built-in bookcases flanking the gas fireplace, a breakfast area, and direct access to the covered main porch -- offering afternoon shade, perfect for entertaining. A large kitchen island adds to the dining space here, as well as adding to the already-abundant counter space for the chef. Countertops are granite, and upgraded cabinetry extends from the breakfast area through the kitchen and into the adjoining butler's pantry equipped with wet bar leading to the formal dining room, which could be repurposed as a study or game room if desired. The owner's suite occupies the entire rear of the 2nd floor, with stunning views from both the bedroom and bath, as well as direct access to its private covered porch - a sunny, private spot for morning coffee or an afternoon in the shade watching golfers, listening to the birds, or curled up with a good book. Down the hall there are three additional bedrooms (one with ensuite bath and two with a shared bath) and a conveniently-placed laundry room. The "bonus level" of this home adds a 5th bedroom, complete with ensuite bath. An attached side-entry 2-car garage completes the home. Ready for your immediate enjoyment! The Peninsula is a private, gated community with nine separate neighborhoods and a wide array of recreational facilities: a private Jack Nicklaus Signature golf course, tennis and pickleball courts, elegant and casual dining in the 34,000 sq. ft. clubhouse, 3 outdoor pools including a heated adults-only pool, the area's only wave pool, a huge family activities pool, an outdoor splash zone for the smaller kids, and a heated indoor pool. You'll also have access to hot tubs, locker rooms with saunas, mini-golf, a private bay beach, Nature Center with kayak launch, and more! Club membership is required, and the choice of membership level is yours -- please ask for details. Sellers will include a one-year home warranty with an acceptable offer.

27582 S Nicklaus Ave Unit #11, Millsboro

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

$119,900

3 Beds ⋅ 2 Baths

Land Lease Paid Through the End of Summer! Just bring your family and friends and start making memories from day one. Motivated Sellers – Bring All Offers! Welcome to Your Private Retreat in Pot-Nets Bayside Nestled among mature trees on a quiet homesite, this beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of privacy, comfort, and resort-style living. Whether you're looking for a vacation getaway, seasonal retreat, or affordable beach home, this property is move-in ready and waiting for you. Home Features Land lease paid through the end of summer Brand-new roof (2025) New front and rear storm doors Low-maintenance Trex front and back decks Newer flooring throughout Spacious open floor plan with abundant natural light Large eat-in kitchen featuring stainless steel appliances and plenty of room for family gatherings Bonus family/living room offering additional space for relaxing or entertaining Three generously sized bedrooms Separate enclosed laundry room with washer, dryer, and utility sink Large fenced backyard perfect for children, pets, and outdoor entertaining Oversized shed with electricity—ideal for a golf cart, workshop, or extra storage Ample parking for multiple vehicles, boats, and golf carts Resort-Style Amenities at Pot-Nets Bayside Life here is all about enjoying the outdoors. You'll have access to an incredible selection of amenities, including: Swimming pools Private beaches Marinas with direct access to the Indian River Bay and Inlet Nearly five miles of scenic waterfront The Bayside Baywalk Waterfront dining with live entertainment Walking and nature trails Tennis and pickleball courts Basketball courts Playgrounds Golf cart paths throughout the community Community events and activities for all ages Whether you're boating, fishing, kayaking, biking, or simply enjoying spectacular sunsets over the water, Pot-Nets Bayside offers a lifestyle where generations of families return year after year to create lifelong memories. This exceptionally clean and lovingly maintained home is truly move-in ready. With the land lease already paid through the end of summer, all that's left to do is unpack and start enjoying everything this incredible waterfront community has to offer. Monthly land lease (including refuse collection): $1,001.83.

34158 Indian Cabin Creek Rd, Millsboro

Listing courtesy of Iron Valley Real Estate at The Beach. Contact: (302) 541-8787

$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

$615,000

3 Beds ⋅ 3 Baths

***Through no fault of the seller this beauty is back on the market, come see before it is gone again*** Beautifully maintained 3-bedroom, 2.5-bath, two-story end-unit townhome located in the desirable Conservancy section of The Peninsula. This spacious home features an open floor plan and a gourmet kitchen with almost-new stainless steel appliances that flows into a dining area and a cozy sitting room with fireplace. French doors open to a relaxing enclosed porch overlooking mature trees and serene pond views. A separate sitting room on the main level provides the perfect space for a home office or study. The home also offers a convenient secondary entrance into the laundry room and updated Ultimate Garage. Upstairs, you’ll find a comfortable loft area ideal for entertaining, along with the primary en-suite bedroom featuring its own enclosed balcony and a large private bath. Two additional oversized bedrooms share a Jack-and-Jill style bathroom. A second balcony off the loft provides another outdoor space for guests to enjoy. New carpeting and luxury vinyl tile flooring were installed throughout in 2022. Located along the Indian River, The Peninsula offers resort-style living with outstanding amenities including the Jack Nicklaus Signature Golf Course, the Lakeside Village Clubhouse with multiple dining options, meeting rooms and billiard room, and the Terrace Grill located near the scenic beach and pier. Residents also enjoy a fitness center with state-of-the-art gym equipment, full-service spa, professional tennis facilities, walking paths, nature center, boardwalk trails, indoor and outdoor pools including a wave pool, and much more. Club membership is required and includes an $800 annual clubhouse food minimum.

22106 S Preservation Dr, Millsboro

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$719,000

3 Beds ⋅ 2 Baths

Skip the line! Beat the two-year waitlist for golf. This property offers a Reserve Golf Membership opportunity, allowing the next owner immediate access to the Jack Nicklaus Signature Golf Course at The Peninsula — a rare and highly sought-after advantage within this premier gated community. Designed for effortless coastal living, Marina Bay lets you spend your time enjoying The Peninsula's world-class amenities and less time on home maintenance. Marina Bay offers the privacy of a detached home with much of the convenience and affordability of condominium ownership. Many of the major exterior maintenance responsibilities—including roof, exterior upkeep, irrigation and landscaping—are handled by the association, making it one of the most carefree lifestyles available at The Peninsula. Enjoy the financial benefit of lower insurance costs, with many exterior responsibilities covered by COA / HOA. Located on a premium corner lot, built by Schell Brothers in 2019, this beautifully maintained Orchid model offers 3 bedrooms, 2 baths, enclosed porch and paver patio with pond views. Features include bright, open living spaces designed for comfort and effortless entertaining, dramatic vaulted ceilings with exposed beams, a stunning floor-to-ceiling stone gas fireplace, and custom built-ins, all surrounded by expansive windows that fill the home with natural light. The gourmet kitchen features granite countertops, stainless appliances, abundant cabinetry, and a large center island with seating, seamlessly flowing into the dining and living areas to create an ideal gathering space. All bedrooms are conveniently located on the main level, including the light-filled owner’s suite with tray ceiling, which opens directly to the outdoor living area. Enjoy the porch with vinyl tech windows, leading to a beautiful paver patio with seating and tranquil views of the community pond — perfect for morning coffee or evening relaxation. Upstairs, a second-floor bonus room provides flexible space ideal for a home office, guest retreat, or additional living area, along with an easily accessible finished walk-in storage room complete with a mini-split for heating and cooling. Additional features include a whole-home generator, custom closet in the owner suite and a 4 foot - forward bump out to the two car garage providing peace of mind and reliable comfort year-round. Located within The Peninsula on the Indian River Bay, residents enjoy an unmatched resort-style lifestyle in this private gated, master-planned community. Amenities include Delaware’s first private Jack Nicklaus Signature Golf Course, a stunning 34,000 sq ft clubhouse with dining and golf simulator, multiple pools including an indoor pool and the area’s only wave pool with sandy beach, a state-of-the-art fitness center, tennis and pickleball courts, full-service spa, scenic nature trails, a private bay beach with fishing pier, and on-site dining at the Terrace Grille. Experience luxury coastal living and world-class amenities at The Peninsula.

33457 Marina Bay Cir Unit #4, Millsboro

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

$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

$135,000

1 Beds ⋅ 1 Baths

This small stick built 1 1/2 story cottage with a detached garage may be the "Get Away Home" you have been looking for to use year round. LOCATION, LOCATION, Location!!! If living in an area with nearby waters for many things to do; this one may be for you! Fishing, boating, crabbing and water sports or just enjoying the nearby views a short distance away. PRIVATE BOAT LAUNCH for a reasonable yearly fee. The Indian River Bay, Atlantic Ocean, Lewes Beach, Cape Henlopen State Park are a short drive as well. Downtown Rehoboth offers the ocean with many quaint restaurants and shops. Historic Downtown Lewes also has quaint restaurants and shopping to enjoy. Don't forget Delaware has NO SALES TAX. Tanger Outlets offers many stores. The Lewes Historic Society on Third Street will take you back in time!! Many miss this neat experience. Head west to Millsboro and there is fresh water fishing, many places to eat and food stores for groceries. Heading south Assateague Island is about an hour away and south of there is Ocean City, MD. Land lease paid annually, this year it is $4,632.00 Please call to schedule your appointment. Reduced and seller says "AS IS".

28500 Ok Waw Ave Unit #6756, Millsboro

Listing courtesy of Jack Lingo - Lewes. Contact: (302) 645-2207

$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

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