Homes for Sale Between $250,000 to $500,000 in Millsboro, DE

$725,000

Excellent development opportunity! Well-established never empty service/retail strip on John J. Williams Highway just outside Millsboro. The new bypass has improved traffic flow to this site and eased back ups and congestion--more convenient than ever! Five units, all rented on very short terms to allow for a new buyer to create another vision or continue as is. Gambrel roof over the west building provides 16' x 48' second floor space. Sale includes four billboard faces also on short term lease to allow the next owner maximum flexibility. Come see!

29786 John J Williams Hwy, Millsboro

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300

$874,900

4 Beds ⋅ 4 Baths

New Price! 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

$554,900

4 Beds ⋅ 3 Baths

Move right into this beautifully maintained, fully upgraded, Schell Brothers twin home, located in the highly sought-after, amenity-rich community of Peninsula Lakes. This nearly new home offers the perfect blend of comfort, style, and convenience. Step inside to find engineered hardwood flooring throughout the main living areas and a thoughtfully designed open-concept layout. The professional kitchen is a standout feature, complete with stainless steel appliances, granite countertops, and a spacious center island with a breakfast bar—perfect for entertaining or everyday living. The kitchen flows seamlessly into the light-filled dining and living areas completed with fireplace and vaulted ceilings , creating an inviting and functional space. The first floor includes an owner’s suite with two large walk-in closets and en-suite bath. Upstairs you are greeted with a spacious loft, and 3 additional guest rooms, one of which features a private, large deck. Above the second floor, you have easy and convenient access to walk-up storage. The home’s abundance of windows is beautifully complemented by custom Hunter Douglas window treatments throughout, offering both style and functionality. Enjoy peaceful outdoor living on the rear patio overlooking the community common area. Don’t miss your chance to own this move-in-ready home in one of the area’s most desirable communities—schedule your showing today!

25098 Tanager Ln, Millsboro

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

$618,000

3 Beds ⋅ 2 Baths

Welcome to 25083 Scarborough Lane in Millsboro, a beautifully appointed, newly built home offering an exceptional collection of upgrades and, most importantly, a rare and private water-and-woods homesite in the desirable Wetherby community. What truly sets this property apart is its setting. Positioned along the water with woods beyond, the home offers beautiful rear views and a level of privacy that can be difficult to find in newer communities. With only one neighboring home on one side, you are not surrounded by houses, creating a wonderful sense of openness and connection to nature. The lake and surrounding woods attract an abundance of wildlife, including deer, egrets, herons, red foxes, Canadian geese, turtles and fish, with even an eagle family observed in the area. Whether enjoying morning coffee, relaxing at the end of the day, or simply looking through the rear windows, the combination of water, woods and wildlife creates a peaceful and ever-changing backdrop. The home itself makes a striking first impression with vertical and horizontal siding, a metal roof accent, professional landscaping with irrigation, and an exceptional three-car garage configuration featuring an attached two-car garage plus a separate one-car garage. Inside, a four-foot whole-house rear extension provides additional living space and an open, comfortable feel. The upgraded exterior adds square footage and a dramatic volume ceiling to Bedroom 3, while the upstairs bonus room offers flexible space for a home office, media room, recreation area or guest retreat. The main level features upgraded luxury vinyl plank flooring, with upgraded carpeting and padding throughout the remaining spaces. Additional enhancements include an oak railing, upgraded foyer and dining room lighting, custom ceiling fans at five prewired locations, two-inch wood-look vinyl blinds and vertical blinds at the rear slider. The kitchen and butler's pantry feature upgraded cabinetry, quartz countertops and a classic subway tile backsplash. The butler's pantry adds convenient storage, counter space and a serving area between the kitchen and dining room. The primary suite is highlighted by the Roman bath upgrade, upgraded shower tile with a river-pebble shower floor, upgraded cabinetry, medicine cabinets and three-mirror fixtures. Additional conveniences include the selected washer and dryer package and a two-zone HVAC system with electric dampers and two thermostats. Wetherby residents enjoy a community swimming pool, pickleball courts and a scenic walking path. Yet perhaps the greatest feature of 25083 Scarborough Lane is something that cannot be added later, the homesite itself. The combination of water views, wooded surroundings, abundant wildlife, limited neighboring homes and exceptional privacy makes this property truly special. With its expanded floor plan, three-car garage, flexible bonus space and extensive upgrades, this home offers the advantages of new construction in a setting that is anything but ordinary. Schedule your private showing today and experience the view for yourself!

25083 Scarborough Ln, Millsboro

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

$569,900

3 Beds ⋅ 3 Baths

Luxurious living! Enjoy this picture-perfect home with luxury vinyl plank flooring throughout main living areas, a gourmet kitchen with stainless steel appliances, quartz counters & center island with breakfast bar; open to the light-filled dining, living, and dining rooms. Working from home is a breeze from the private home office. The spacious first owner’s suite offers a large walk-in closet & en suite bath with walk-in shower and double vanities, there is an additional first floor bedroom, and upstairs you will find a spacious loft and 3rd guest room with walk-in closet. Relax on the screened porch or rear patio and enjoy the warm spring and summer months and serene views of the mature trees and perhaps even a visit from the neighborhood deer! Enjoy tons of community amenities, including the clubhouse, pool with lazy river, comprehensive fitness center, tennis, pickle ball, and bocce ball courts, dog parks, nature trail, fishing pier and fitness and social activities! Ideally located, only minutes to beaches. Call today!

29394 Tree Swallow Dr, Millsboro

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

$875,000

3 Beds ⋅ 3 Baths

Storybook charm and refined coastal style come together beautifully in this Schell Brothers Craftsman, ideally situated within the prestigious gated community of The Peninsula. Charming gabled rooflines, dormers, a welcoming covered porch, and mature landscaping create a warm and inviting first impression. Inside, the heart of the home is a gracious open-concept living space where the kitchen, dining area, and expansive living room flow seamlessly together. The living room is especially impressive, with a soaring cathedral ceiling, high clerestory windows, oversized picture windows, and a handsome gas fireplace with a traditional mantel that anchors the space with warmth and character. The adjacent warm white kitchen is bright, polished, and welcoming, featuring stainless steel appliances, a gas cooktop, tiled backsplash, and glass-front display cabinetry. The dining area completes this open gathering space and opens directly to a beautiful paver patio overlooking the golf course, creating an effortless transition from indoor living to outdoor entertaining. The main-level primary suite offers a serene private retreat with a tray ceiling, an oversized walk-in closet with custom organization, and a spacious ensuite bath featuring dual vanities, a linen closet, and a beautifully tiled walk-in shower. Also on the first floor are a dedicated study, a second full bath, and a convenient laundry room. Upstairs, two generously sized bedrooms share a well-appointed full bath with dual vanities. An expansive open loft overlooks the living space below and provides exceptional flexibility as an additional family room, media lounge, reading retreat, or casual gathering space. A large unfinished attic adds abundant storage and offers potential for future expansion. Beyond the home, life at The Peninsula is defined by exceptional resort-style amenities. Residents enjoy a clubhouse,18 hole Jack Nicklaus Golf Course and practice facilities, fitness center, five pools, miles of scenic walking trails, tranquil ponds, tennis, pickleball and bocce courts. All of this is complemented by a desirable Millsboro location within easy reach of Lewes, Bethany Beach, fine dining, boutique shopping, and the beauty of the Delaware coast. With its storybook Craftsman architecture, open and light-filled interiors, golf course setting, and extraordinary community amenities, this exceptional residence offers a distinctive opportunity to enjoy the very best of coastal Delaware living.

24565 Atlantic Dr, Millsboro

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

$629,900

3 Beds ⋅ 2 Baths

Welcome to this custom-built 3-bedroom, 2-bath home in Millsboro, DE, situated on nearly an acre and thoughtfully designed with impressive details throughout. A covered front porch welcomes you inside, where 9-foot ceilings create an open and spacious feel. Just off the foyer, the formal dining room features elegant coffered ceilings, setting the tone for the craftsmanship found throughout the home. Continue into the spacious family room, highlighted by soaring 11-foot coffered ceilings and a striking stone fireplace. The open-concept layout flows seamlessly into the kitchen, featuring granite countertops, stainless steel appliances, a gas stove with griddle, center island, and breakfast bar with additional seating. Just off the kitchen and living area is a versatile room currently used as a second dining space but perfectly suited for a sitting room, office, or additional entertaining area. A sliding glass door provides easy access to the back patio and expansive yard. The primary suite offers two walk-in closets and a private bath complete with a dual-sink vanity and walk-in tile shower with built-in bench. Two additional bedrooms share a full hall bathroom. A large utility room provides plenty of additional space for everyday organization. Additional features include a tankless water heater, whole-house water filtration system, central vacuum, conditioned crawlspace, and perimeter French drain. An oversized 3-car garage provides exceptional space for vehicles, storage, hobbies, or a workshop. With nearly an acre of land, custom details, generous living spaces, and an impressive list of upgrades, this Millsboro home offers the space and features you've been looking for.

20 Parker Dr, Millsboro

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3028460200

$1,900,000

5 Beds ⋅ 5 Baths

The Peninsula, where championship golf meets the tranquil beauty of coastal Delaware, an extraordinary residence awaits. Nestled along the Jack Nicklaus Signature golf course with commanding views of the 15th green, this magnificent Coastal Carolina Style home is more than a property — it is a lifestyle defined by elegance, nature, and world-class amenity. From the moment you pass through the gated entrance, it becomes abundantly clear that this is no ordinary community. This enclave on the Indian River Bay offers residents a curated collection of amenities that rival the finest resort destinations in the world — from the championship golf course to a dedicated nature center where kayaks and paddleboards launch directly onto the bay. A private beach provides an exclusive retreat for sunbathing and shoreline strolls, while a prestigious gated entrance ensures privacy and an enduring sense of exclusivity for every resident. The Lakeside Village is the crown jewel of the community's social scene — a magnificent gathering hub offering something wonderful for every season and occasion. Its stunning adult pool provides a serene, sophisticated atmosphere, while the showstopping indoor/outdoor wave pool delivers a one-of-a-kind aquatic adventure for all ages. A splash pad, cabana bar, and the beloved Terrace Grill round out the experience, with live music and weekend BBQs bringing the community together in the salt air. The community's 33,000 square foot clubhouse is a destination unto itself — offering a sports viewing lounge with state-of-the-art screens, a billiards room, and an elegant wine room where curated selections pair beautifully with impeccable cuisine. Adjacent to the clubhouse, a full-service spa provides therapeutic massages, luxurious skincare rituals, and complete wellness experiences, available every day just steps from your front door. The residence itself is gracious, light-filled, and beautifully proportioned, with an open floor plan capturing panoramic views of the 15th green and the Indian River Bay. Five generously appointed bedrooms and four and a half bathrooms provide ample space for family and guests, while a private elevator ensures effortless movement between floors. Coffered ceilings, plantation shutters, floor-to-ceiling windows, custom wall trim, and a gas fireplace complete a home of exceptional craftsmanship and enduring coastal elegance. At the heart of the home, a gourmet kitchen features quartz countertops, an expansive center island, under-cabinet lighting, and a generous walk-in pantry. The recreation room sets this home apart — complete with a fully appointed bar, beverage refrigerator, and ice maker, it is the ultimate venue for gatherings both intimate and grand. Custom closets throughout, and a third-floor laundry room with two dual all-in-one washer and dryer units, speak to a home designed for effortless, elegant living at scale. The outdoor living environment is nothing short of magnificent. The Advanced Oxidation Pool — complemented by an integrated hot tub, swim-up bar, and in-pool loungers on an elegant travertine surround — transforms every afternoon into a resort experience. A professional outdoor cooking station with an EVO flat-top grill, refrigerator, and sink stands ready for ambitious al fresco entertaining, while a covered dining area, outdoor TV patio, outdoor shower, and fire pit complete an entertainer's paradise beneath the coastal sky. This is more than a home — it is an invitation to live at the pinnacle of coastal luxury. Championship golf, a private beach, wave pool, tennis and pickleball courts, a full-service spa, and a 33,000 square foot clubhouse ensure every aspiration for an active, enriched lifestyle is met with ease. Opportunities of this caliber are extraordinarily rare — and this one is waiting to be claimed. Added bonus! Buyer can immediately purchase a Reserve Membership and bypass current waitlist which is approximately a year.

33352 Marina Bay Cir, Millsboro

Listing courtesy of RE/MAX Associates - Newark. Contact: (302) 453-3200

$679,000

3 Beds ⋅ 3 Baths

This beautifully updated and completely renovated ranch style home located just outside of the town of Millsboro. This spacious home offers two large living spaces in separate areas of the home. The wooded parcel gives you seclusion yet convenience to the newly constructed Millsboro bypass, which provides for easier commutes if your route takes you out of town. The well laid out kitchen has all new matte finish granite countertops offering a subtle yet textured feel, which is styled with a waterfall edge. The countertop sits atop crisp white cabinets with all new black hardware. The kitchen boasts new stainless steel appliances. Just off the kitchen you will find the sunlit dining room which is the perfect size for entertaining family and friends. There are three bedrooms and two bathrooms located on one side of the house, with the split layout allowing your living spaces to be private from your bedrooms. The master bedroom closet is already equipped with a storage system that you can personalize to meet your storage needs. Both bathrooms have been completely remodeled, with a newly tiled shower in the primary bathroom. There is a large pantry with storage cabinets leading to an additional half bath as you enter the home from the garage. The home has the contrast of light and dark colors and tastefully introduces wood accents both inside and out. There is an additional space lined with windows just off one of the living areas, at the rear of the home, that can be used as an office. There is also an inviting front porch as well as a rear deck to take in all that nature has to offer. Additional updates include luxury vinyl flooring throughout the home, a brand new roof, and new HVAC systems. The plumbing has been updated to include a new well pump and lines running from the well pump to the home. In addition to the attached two car garage, you will find a detached three-car garage/shop, that has ample space for cars, projects, and storage. Property is currently undergoing a legal subdivision which will make the home located on 1.1 Acres of the parcel; final plat pending approval. Copy of the proposed subdivsion is attached in the pictures. The seller is in the process with DNREC and the State of Delaware to replace the current septic system. Permit has been obtained.

24773 Gravel Hill Rd, Millsboro

Listing courtesy of 4 SHORE REALTY LLC. Contact: (302) 732-3330

$1,495,000

4 Beds ⋅ 5 Baths

COASTAL ELEGANCE. COUNTRY CLUB LIVING. THE PENINSULA. Welcome to 26960 Sunburst Path, an exceptional 4-bedroom, 3.5-bath Schell Brothers residence offering sophisticated coastal living within The Peninsula on the Indian River Bay, one of Delaware's premier private, gated golf and resort communities. From its striking coastal architecture and gracious double porches to its beautifully appointed interior, this home makes an unforgettable first impression. Thoughtful architectural details, abundant natural light, plantation shutters, extensive millwork and warm hardwood flooring create a refined yet comfortable atmosphere. The heart of the home is its expansive open-concept living space, where the kitchen, dining and gathering areas flow beautifully together for everyday living and entertaining. The impressive kitchen features crisp white cabinetry, generous counter space, stainless appliances and an oversized island with abundant seating. Walls of windows and plantation shutters fill the main living level with natural light while maintaining the home's polished coastal aesthetic. With four bedrooms and three-and-a-half baths, the thoughtfully designed floor plan provides excellent flexibility for owners and guests. Multiple levels of living create privacy when desired, while beautiful staircases, built-ins and architectural details add character throughout. Outdoor living is an integral part of the design. Enjoy the home's welcoming front porches, beautifully maintained landscaping and wonderful screened porch, an inviting extension of the interior living space ideal for morning coffee, cocktails with friends or relaxing after a day on the golf course. At The Peninsula, the lifestyle beyond your front door is every bit as impressive as the home itself. Set along the Indian River Bay, this private, gated community is centered around an 18-hole Jack Nicklaus Signature golf course and offers an extraordinary collection of resort and club amenities, including an impressive clubhouse, dining, indoor and outdoor pools, fitness facilities, tennis and pickleball, spa services, a private beach, nature trails, kayaking, fishing and opportunities to enjoy the surrounding waterways and natural landscape. Access to certain amenities is based upon membership level. Spend the morning on the golf course, the afternoon by the pool or along the bay, and the evening dining at the clubhouse before returning home to your own coastal retreat. 26960 Sunburst Path isn't simply a beautiful Schell Brothers home; it is an opportunity to experience the exceptional lifestyle that makes The Peninsula one of coastal Delaware's most distinctive communities.

26960 Sunburst Path, Millsboro

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

Homes for Sale in Millsboro, DE Between $250,000 to $500,000

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