Millsboro Condos for Sale

5202 Caitlins Way, Millsboro

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

LIVE THE RESORT LIFESTYLE AT THE PENINSULA! Welcome to this beautifully maintained NV Home, ideally situated in the prestigious, amenity-rich community of The Peninsula. Offering approximately 2,756 square feet, this impressive home features 3 bedrooms, 3 full baths, a dedicated office, and a 2-car attached garage, combining comfort, elegance, and the relaxed coastal lifestyle you've been looking for. Step inside to a bright, open floor plan filled with quality finishes, including hardwood flooring, crown molding, and recessed lighting. The formal dining room provides an elegant setting for entertaining, while the spacious gourmet kitchen is truly the heart of the home. Featuring granite countertops, stainless steel and built-in appliances, a large center island, breakfast bar, pantry, and abundant cabinetry, the kitchen flows seamlessly into the main living area. The inviting living room is centered around a cozy gas fireplace, creating the perfect place to relax or gather with family and friends. The spacious primary suite on the main level, offers a private retreat with a sitting area, a walk-in closet and a luxurious ensuite bath featuring a soaking tub and separate walk-in shower. Two additional bedrooms and two additional full baths provide plenty of room for family and guests, while the dedicated office offers flexibility for working from home or creating a quiet study.One of the home's standout features is its beautiful outdoor setting. Step onto the expansive rear deck overlooking a peaceful pond and tree-lined backyard, providing a picturesque backdrop for morning coffee, outdoor dining, or relaxing at the end of the day. With open common space behind the property, the setting feels peaceful and inviting. An underground lawn sprinkler system helps keep the landscaping looking its best. Living at The Peninsula is about so much more than the home—it's a true resort lifestyle. Residents enjoy an extraordinary selection of amenities, including the Jack Nicklaus Signature Golf Course, indoor and outdoor pools, fitness facilities, tennis and basketball courts, walking paths, and a 24-hour gated security entrance. Whether you're searching for a year-round residence or your coastal retreat, this exceptional home offers the perfect combination of luxury, comfort, beautiful pond views, and resort-style living. Come experience everything The Peninsula has to offer!

27063 Firefly Blvd Unit #132, Millsboro

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$495,000

3 Beds ⋅ 2 Baths

Opportunity knocks with this premium corner unit featuring fantastic views of the 6th fairway. The Marco model is seldom available with three bedrooms, two baths, and two screened balconies. The HVAC was replaced in 2017. Newer luxury vinyl plank flooring spans the common areas, with carpeted bedrooms and a tile kitchen. The spacious open floor plan is anchored by a gas fireplace and flanked by two built-in bookcases and cabinets. Enjoy two screened porches with premium views. The kitchen features plenty of tall cabinets and storage, a new dishwasher, new granite countertops, a new sink, and backsplash tile. The primary bedroom is very spacious with four corner windows. The attached primary bath features new quartz countertops, new sinks, new faucets, custom lighting, a custom mirror, a separate tub and shower, and a window for natural light. The guest bedrooms and second full bath have new quartz countertops, a new sink, and new faucets. The guest bedrooms offer privacy away from the primary bedroom. The second balcony is accessed off these two bedrooms. The unit also features a full-size laundry room, including a washer, new dryer, and a utility closet housing the HVAC system and hot water heater. Newer paint, crown molding, and ceiling fans throughout. 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. Coastal Delaware’s most sought-after resort communities.

33579 Windswept Dr Unit #8204, Millsboro

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

$1,400,000

4 Beds ⋅ 4 Baths

23837 Quiet Waters Ave, Millsboro

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

$899,000

5 Beds ⋅ 4 Baths

This inviting home is located in Sailside, one of the newest neighborhoods within the gated golf course community of The Peninsula on the Indian River Bay. Get ready to discover a vibrant community where exceptional amenities, natural beauty and a relaxed coastal lifestyle is waiting for you to enjoy. Featuring one of Schell Brothers most popular floor plans, the Lilac, 3030 sq ft, 5 bedroom, 3-1/2 bath, and is being offered fully FURNISHED. Exciting spaces, and a thoughtful design make this home ideal for cozy everyday living and is also perfect for entertaining a crowd. Wide plank hardwood floors begin at the foyer and extend through the main living areas, creating a warm and cohesive feel. A dedicated home office offers a quiet setting for work or study. The well appointed kitchen serves as the center of the home and includes stainless steel appliances, double wall ovens, a five-burner gas cooktop with range hood, upgraded cabinetry, and a spacious island with seating for four. Open to the dining area and great room, the kitchen provides an easy flow. A large expanse of windows fill the great room with natural light and frame tranquil views, while a gas fireplace adds warmth and plantation shutters bring a refined finishing detail. The main floor primary suite offers a peaceful retreat with a deep tray ceiling, two walk in closets and direct access to the patio. Its luxurious private bath features patterned tile flooring, a frameless glass shower with tiled bench, freestanding soaking tub and oversized double vanity. On the upper level, the loft, provides that flexible space everyone is looking for whether it be a media room, study or lounge. Four spacious bedrooms and two full baths accommodate guests with ease. One bedroom also includes access to a private balcony, adding a charming outdoor extension to the upper level. In the back yard, the outdoor living space increases the wow factor of this home. Set amongst a wooded tree buffer the private courtyard patio is surrounded by planting boxes, a built-in grill station and an outdoor fireplace, which creates a wonderful setting for dining, entertaining or simply relaxing under the stars. 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, the 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 and $225.00 applies. Club membership is required with three available levels. Please see disclosures for full details.

32981 Shadeland Ave, Millsboro

Listing courtesy of Compass. Contact: 3022734998

$899,999

4 Beds ⋅ 4 Baths

PREPARE TO BE WOWED by this exceptional, rarely offered home in The Peninsula’s coveted wooded Conservancy neighborhood. Set against a serene, wooded backdrop, this Southern-inspired residence pairs timeless curb appeal with a sophisticated, contemporary interior that has been completely remodeled to offer a truly like-new opportunity. Light pours into the beautifully appointed first floor, where crisp, tasteful décor complements the spectacular open-concept design. The main level features a luxurious primary suite, soaring two-story kitchen and dining areas, and impressive 10-foot ceilings throughout the remainder of the first floor. A 13-foot kitchen island creates an incredible gathering space for entertaining, while a stylish beverage center and refrigerator with built-in hot water and coffee maker add convenience and functionality. Two screened porches, one on each level, provide peaceful spaces to enjoy the private wooded setting. The thoughtful upgrades continue throughout the home, including custom new shelving and drawers in all closets, a remodeled first-floor primary bath with heated flooring, heated towel racks and recessed lighting, and beautifully refinished stairs and banisters with updated wire and metal railing. Outdoors, a large paver patio with built-in firepit and gas grill hookup overlooks wooded community open space, creating the perfect setting for relaxing or entertaining. Owned solar panels enhance the home's energy efficiency, while gutter guards add additional ease of ownership. A hybrid vehicle plug-in is conveniently located in the garage. Offering 4 bedrooms and 3.5 baths, this remarkable home combines luxury, comfort and privacy in one of The Peninsula's most desirable settings. The Peninsula is a premier gated, resort-style community featuring an impressive clubhouse, restaurant, indoor and outdoor pools, fitness center, Jack Nicklaus Signature golf course, private beach on the bay, walking and biking trails, tennis, pickleball and an array of exceptional amenities. From the moment you enter, you'll experience the true WOW factor. This is a must-see home that is sure to impress!

22097 S Preservation Dr, Millsboro

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661

$1,200,000

3 Beds ⋅ 2 Baths

A rare opportunity to own new construction directly on the Indian River Bay, Bayside Oak Estates is an exclusive collection of just six waterfront condominium residences in Millsboro, Delaware, now under construction and available for pre-sale. Designed for those who value an elevated coastal lifestyle, each residence includes a designated oversized boat slip, offering exceptional access to the Indian River Bay and the surrounding waterways of coastal Delaware. Whether your ideal day is spent boating, fishing, exploring nearby waterfront destinations, or simply relaxing along the bay, Bayside Oak Estates places the water at the center of everyday living. Each residence is thoughtfully designed across three levels, combining sophisticated coastal style with modern comfort and convenience. Expansive waterfront decks extend the living experience outdoors, providing a private setting to enjoy bay views, fresh coastal breezes, and life on the water. Buyers also have the opportunity to personalize select interior finishes, choosing from an array of elevated options for flooring, cabinetry, countertops, fixtures, ceiling fans, paint colors, and premium appliance packages, creating a residence tailored to their individual style and preferences. With only six residences, Bayside Oak Estates offers a level of privacy, exclusivity, and waterfront access rarely available in new construction. A newly constructed 550 foot long private pier, dedicated boat slips, and electric service further enhance the community's appeal, creating an effortless connection between home and the water. The professionally managed community also provides two designated parking spaces per residence, offering the convenience of condominium living without sacrificing the space and amenities expected of a private coastal retreat. Set along the scenic Indian River Bay, Bayside Oak Estates offers a peaceful waterfront setting while remaining convenient to the beaches, dining, golf, recreation, and attractions that make coastal Delaware one of the region's most desirable destinations. For those seeking a new-construction waterfront home with direct boating access, Bayside Oak Estates represents a distinctive opportunity to embrace a lifestyle defined by boating, relaxation, privacy, and the natural beauty of the bay. Now pre-selling with only six residences available. Contact us today to learn more about available residences, floor plans, finish selections, boat slips, pricing, and private tour opportunities.

32768 Oak Orchard Rd Unit #102, Millsboro

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

$999,999

2 Beds ⋅ 2 Baths

A rare opportunity to own new construction directly on the Indian River Bay, Bayside Oak Estates is an exclusive collection of just six waterfront condominium residences in Millsboro, Delaware, now under construction and available for pre-sale. Designed for those who value an elevated coastal lifestyle, each residence includes a designated oversized boat slip, offering exceptional access to the Indian River Bay and the surrounding waterways of coastal Delaware. Whether your ideal day is spent boating, fishing, exploring nearby waterfront destinations, or simply relaxing along the bay, Bayside Oak Estates places the water at the center of everyday living. Each residence is thoughtfully designed across three levels, combining sophisticated coastal style with modern comfort and convenience. Expansive waterfront decks extend the living experience outdoors, providing a private setting to enjoy bay views, fresh coastal breezes, and life on the water. Buyers also have the opportunity to personalize select interior finishes, choosing from an array of elevated options for flooring, cabinetry, countertops, fixtures, ceiling fans, paint colors, and premium appliance packages, creating a residence tailored to their individual style and preferences. With only six residences, Bayside Oak Estates offers a level of privacy, exclusivity, and waterfront access rarely available in new construction. A newly constructed 550 foot long private pier, dedicated boat slips, and electric service further enhance the community's appeal, creating an effortless connection between home and the water. The professionally managed community also provides two designated parking spaces per residence, offering the convenience of condominium living without sacrificing the space and amenities expected of a private coastal retreat. Set along the scenic Indian River Bay, Bayside Oak Estates offers a peaceful waterfront setting while remaining convenient to the beaches, dining, golf, recreation, and attractions that make coastal Delaware one of the region's most desirable destinations. For those seeking a new-construction waterfront home with direct boating access, Bayside Oak Estates represents a distinctive opportunity to embrace a lifestyle defined by boating, relaxation, privacy, and the natural beauty of the bay. Now pre-selling with only six residences available. Contact us today to learn more about available residences, floor plans, finish selections, boat slips, pricing, and private tour opportunities.

32768 Oak Orchard Unit #101, Millsboro

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

$286,900

2 Beds ⋅ 2 Baths

Welcome to 33584 Windswept Drive, Unit 5302, a beautifully appointed two-bedroom condominium in The Peninsula, offering a peaceful setting and a thoughtfully designed, open-concept layout. Enjoy lush, wooded views throughout the summer months, followed by scenic golf course views as the leaves fall. The home has been enhanced with numerous updates over the years, including freshly painted trim throughout and a freshly painted guest bath. 9'+ ceilings add to the spacious feel, while luxury vinyl plank flooring, installed in 2019, and carpet, installed in 2017, provide comfort and style. At the heart of the home, the inviting living room features a cozy gas fireplace flanked by built-ins, offering the perfect combination of warmth, storage, and display space. Sliding glass doors open to a private balcony, an ideal spot to begin the day with a cup of coffee or unwind in the evening with your favorite beverage. The gourmet kitchen is designed for both everyday living and entertaining, featuring newer appliances, sleek granite countertops, ample cabinetry, and an elevated breakfast bar perfect for casual dining. Retreat to the spacious owner's suite, complete with direct balcony access and plenty of room for a sitting area. The suite also offers a generously sized walk-in closet and a well-appointed private bath featuring a soaking tub, separate stall shower, and dual-sink vanity. An additional bedroom with access to a connecting bath and a dedicated laundry room complete the desirable floor plan. Additional updates include ceiling fans being replaced within the last few years and a new washer and dryer installed in 2024. The Windswept building is currently undergoing improvements, including the installation of new breezeways, and the roof was replaced in 2026. Residents also enjoy the convenience of private covered parking, a storage area, and a ground-level lobby with elevator access. Life at The Peninsula is all about resort-style living. The community offers an impressive collection of amenities, including a recreation center, multiple pools—including wave, adults-only, and indoor pools—a Jack Nicklaus Signature Golf Course, basketball, pickleball and tennis courts, a fitness center, private beach, nature trails, and more. The clubhouse provides additional opportunities to gather and unwind, with fine and casual dining, a bar, billiards, shuffleboard, and meeting and card rooms. Whether you're searching for a vacation retreat or a full-time residence, this beautifully maintained condominium offers comfort, convenience, and access to an exceptional coastal lifestyle. Cable and internet are included in The Peninsula HOA fees; residents are responsible for cable box rental. Capital contributions are 0.5% of the sales price to the PCA and $1,250 to the Windswept condominium association. Club membership is additional and required, with three membership levels available. Please refer to the disclosures for additional details.

33584 Windswept Dr Unit #5302, Millsboro

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

$428,800

3 Beds ⋅ 2 Baths

Take the elevator to the top floor to this triple mint condo. Fully furnished - turnkey. This end unit is flooded with light. The prime location offers fantastic golf and water views. Walk to the world class amenities of the Peninsula. This 3br/2bth 1,860 sf condo features nine-foot ceilings with crown molding, recessed lights, and ceiling fans. Impeccably maintained. New HVAC in 2023. The kitchen features tall Maple cabinets with full extension and soft-close drawers, granite countertops, and stainless-steel appliances. A separate dining room features chair rail molding and custom paint. The living room is anchored by a gas fireplace with granite surround and custom mantel. The fireplace is flanked by two built-in bookcases and glass display cabinets. The wall-mounted TV and surround sound are included. Relax in the tiled sunroom and enjoy the views! The spacious primary bedroom features a private bathroom with a separate soaking tub and tiled shower. The double bowl vanity has a granite top and offers plenty of personal space. The primary bedroom also features a huge walk-in closet, terrific views, and access to the private screened balcony. The first guest bedroom has direct access to the second full bath, featuring custom beadboard. The third bedroom or home office features sliders to the screened balcony. The welcoming foyer has a large coat closet and a full laundry/utility room off to the side. This property features hardwood floors in the living room, dining room, and halls. The bedrooms feature upgraded carpet, and the kitchen and baths have ceramic tile. Custom paint and window treatments throughout. The property includes a designated parking space in the covered garage and a storage unit. The Peninsula is an 800-acre gated private Jack Nicklaus Signature Golf community on the Indian River Bay with resort style amenities, indoor heated pool, hot tub, outdoor heated adult only pool, hot tub, a sandy beach wave pool, and the new pool with a kiddie splash pool, all with lifeguards, a miniature golf course, state of the art fitness center, fully staffed spa, restaurants, kids’ recreation room, private bay beach, fishing pier, Kayak launch, nature pavilion and the 32,000 sq ft Clubhouse. All lawn care, garbage removal, snow removal, Verizon high-speed internet, and expanded HD cable programming are included in the HOA fees.

33570 Windswept Dr Unit #3307, Millsboro

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

$575,000

3 Beds ⋅ 2 Baths

Discover a residence where timeless craftsmanship meets effortless coastal luxury in Delaware's premier gated resort community, The Peninsula on the Indian River Bay. Thoughtfully transformed through an extensive 2024 renovation, this exceptional condominium offers a level of design, quality, and attention to detail rarely found in today's market. From the moment you enter, custom finishes, designer lighting, porcelain tile flooring, and beautifully crafted millwork create an atmosphere of understated elegance. At the heart of the home is a spectacular chef's kitchen designed to impress and built to perform. Striking custom cabinetry extends to the ceiling, complemented by dramatic quartzite countertops, a handcrafted Hoodsly range hood, Bertazzoni induction range and convection oven, Fisher & Paykel double drawer dishwashers, Samsung counter-depth refrigerator, Sharp drawer microwave, Kenyon built-in grill, beverage station with dual-temperature wine refrigerator, oversized island, and exceptional storage throughout. The spacious living area is equally inviting, centered around a custom gas fireplace and opening through new double-glazed French doors to a private balcony overlooking peaceful woodlands, seasonal golf course ponds, and glimpses of Rehoboth Bay. Every room has been thoughtfully enhanced with custom lighting, ceiling fans, Hunter Douglas motorized blinds, solid-core doors, and refined architectural details that elevate everyday living. The luxurious primary suite is a private retreat featuring a custom-designed walk-in closet, spa-inspired bath with oversized tiled shower, marble flooring, dual vanity, premium Moen fixtures, Toto comfort-height toilet, and elegant custom cabinetry. Guest accommodations are equally impressive, while the flexible den easily serves as a home office, media room, or additional sleeping space for family and friends. Additional enhancements include a tankless water heater, Ring security system, custom laundry room with LG washer and dryer, oversized parking space, and a customized storage room designed for beach gear, golf clubs, bicycles, and more. Beyond your door awaits one of the East Coast's most celebrated resort communities. The Peninsula spans more than 800 acres along the Indian River Bay and features a Jack Nicklaus Signature Golf Course, elegant clubhouse with indoor and outdoor dining, wine room, golf lounges, fitness center, full-service spa, indoor and outdoor pools, sandy wave pool, tennis, pickleball, bocce, miniature golf, dog park, private bay beach, and miles of beautifully maintained grounds. HOA services include lawn care, landscaping, snow and trash removal, Verizon Fios high-speed internet, HD cable, and 24-hour gated security. Just minutes from Lewes and Rehoboth Beach, this is luxury coastal living without compromise.

33585 Windswept Dr Unit #7204, Millsboro

Listing courtesy of Northrop Realty. Contact: (302) 539-2900

$399,900

3 Beds ⋅ 3 Baths

3BD 2.5BA two story home located in Villages of Millwood development located in the Town limits of Millsboro DE. It is direct across 113 from Lowes, BJ's, Texas Road House, Royal Farm and very convenient location from Georgetown, and all the beach towns such as Lewes, Rehoboth Beach, Bethany Beach, Fenwich Island, Ocean City, and all the tax free shoppings, activities and restaurants. Home features a living room, family room, spacious kitchen and a formal dining room/Sunroom with a sliding glass door to sit outside on a 18x12 concrete patio, doing some bbq or just enjoy the fresh air. Home also features a spacious two car garage that has an entrance into the utility room from the garage. More parking is available on the driveway for up to four additional vehicles. Hunter Douglas Plantation Shutters throughout the house. Upgraded kitchen. The development also features an in-ground pool for your pleasure to use. The exterior of the home is very well maintained and has a fully sodded yard. Lawn cut and trash are part of the HOA dues.

101 Alexandreas Ct Unit #1, Millsboro

Listing courtesy of Realty Mark Associates. Contact: 8882600040

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