Homes for Sale Between $500,000 to $750,000 in Milton, DE

COASTAL LUXURY with Unobstructed Views, Beach Access & Proven Rental Income in Broadkill Beach! Welcome to Seaside Osprey House, a custom-built 4-bedroom home with private den, 3 full and 2 half baths, located in the coveted bayfront community of Broadkill Beach. Just 4 years young, this turnkey coastal retreat offers a seamless blend of modern luxury, panoramic views, and exceptional investment potential. Designed with an inverted floor plan to capture natural light and surrounding beauty, the home showcases expansive windows framing sweeping views of Prime Hook Wildlife Refuge and Broadkill Beach. Dual screened porches provide the perfect setting to enjoy both sunrise and sunset—ideal for dining, entertaining, or relaxing in the coastal breeze. A built-in ADA-compliant elevator services all levels for added convenience, while the oversized 3-car garage offers abundant space for vehicles, storage, and beach gear. The fully insulated ground level includes a finished bonus room, offering flexible use as a home office, gym, or additional guest space. With direct beach access just across the street, everyday coastal living is effortless. For investors, this property stands out as a proven income producer, generating over $130,000 in rental income over the past three years. Whether you're seeking a luxury beach getaway, a private coastal retreat, or a high-performing short-term rental, Seaside Osprey House delivers on lifestyle, income, and location. Schedule your private showing TODAY!

2501 S Bay Shore Dr, Milton

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

$1,725,000

4 Beds ⋅ 4 Baths

Motivated seller welcomes offers! Welcome to Broadkill Beach where quiet coastal living becomes your everyday lifestyle. Located at 14 Mississippi Avenue, this exceptional home is the personal residence of a custom builder, showcasing thoughtful design and high-end craftsmanship throughout. Step inside to a main level designed for effortless entertaining. The spacious living room features a vaulted ceiling, a cozy fireplace flanked by custom built-ins, and an open, airy feel. The gourmet kitchen is a standout, complete with quartz countertops, a butcher block island, pot filler over the gas range, and a walk-in pantry with a dedicated coffee bar. The dining room adds warmth and character with a striking brick accent wall and built-in cabinetry. Additionally, the main level offers two generously sized bedrooms. One features a custom window bench and built-in bookshelves, complemented by two full bathrooms for added convenience. Upstairs, the primary suite offers a private retreat with its own balcony, a luxurious ensuite bath featuring a corner soaking tub, separate shower, walk-in closet, and convenient washer and dryer. A loft overlooking the living space below leads to a rooftop deck, perfect for enjoying sweeping views of the Delaware Bay and Prime Hook National Wildlife Refuge. The lower level expands the home’s versatility with an oversized garage, a bonus room currently used as a game room, sauna, and wine storage. An in-law suite provides a private living area, kitchenette, full bath, and its own washer and dryer, ideal for guests or extended family. You can also use this space to generate rental income. Additional highlights include elevator access to all floors, a greenhouse, outdoor shower, hot tub, 340 AMP electrical service, LED lighting, spray foam insulation and countless custom details throughout. Just a short walk to the beach, this home invites you to experience the peaceful charm of Broadkill Beach living every day.

14 Mississippi Ave, Milton

Listing courtesy of INDIAN RIVER LAND CO. Contact: (302) 934-8818

$1,399,900

4 Beds ⋅ 3 Baths

Meticulously maintained Broadkill Beach home situated on three parcels. Enjoy both Delaware Bay beach and Deep Hole Creek water access in this all-season Broadkill home. This spacious 4-bedroom, 3-bath home features an elevator to all levels and a 2-car garage, making it a rare opportunity on a coveted stretch of S. Bay Shore Avenue. Additional notable features include: a private elevator for easy access to all levels; a 2-car garage with ample storage for beach gear and bikes; a whole-house generator for year-round peace of mind; four comfortable bedrooms, including a serene guest suite with a private entrance; 2.5 bathrooms; an outdoor shower; 500-amp electric service; cedar shake siding; a sky deck; lush professional landscaping; handcrafted paneling and doors; and a second-floor sitting area with 360-degree views, perfect for storm watching and birdwatching. This home is being sold turnkey furnished as shown, excluding personal items. Broadkill Beach offers the best of waterfront living and the quiet luxury of a laid-back bedroom community, with easy access to fine dining, shopping, and nightlife in Lewes and Rehoboth Beach. Welcome home!

2711 S Bay Shore Dr, Milton

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

$779,990

4 Beds ⋅ 3 Baths

Welcome to Graywood Springs - A community of 39 luxury single-family homes set on spacious ½-acre homesites in a serene, wooded setting just 3 miles north of Lewes and 8 miles from the beach. Enjoy convenient access to a variety of shopping and dining options nearby. This to-be-built home allows you to customize the home for your lifestyle and preferences. The Linden is a thoughtfully designed home that offers the ideal layout for multi-generational living—providing the flexibility to create two distinct living spaces under one roof. This popular design combines timeless farmhouse charm with Craftsman-inspired details, blending style and practicality for today’s modern lifestyles. Step inside through the welcoming foyer and discover a main-level library, formal dining area, and a spacious entertainer’s kitchen with abundant cabinet storage and a sunlit breakfast area. The open-concept layout is perfect for both everyday living and hosting gatherings. Upstairs, the expansive owner’s suite impresses with two room-sized walk-in closets and a luxurious spa-inspired bath. Three generously sized secondary bedrooms offer comfort and privacy for the entire family. No compromises are needed with the Linden—its standout feature is its versatility. Personalize your home with available options such as: A main-level “Owner’s Choice” room for added living space or a guest suite Side-load two-car garage Third-level loft for a bonus living area or additional bedroom Fully customizable lower level (lot specific) with optional recreation room, bedroom and bath, game room, wet bar, media room, or exercise space Key Features: Multi-generational floorplan potential Craftsman and farmhouse-inspired exterior with strong curb appeal Unfinished Basement Located in the sought-after Cape Henlopen School District This is a to-be-built home. Photos shown are of a similar model. Multiple exterior elevations available. On-site, unlicensed salespeople represent Timberlake Homes only. Contact on-site sales manager today for current incentives including a military discount.

16372 Amora Drive, Milton

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

$799,000

This rare Broadkill Beach land parcel offers an exceptional opportunity in one of Delaware’s most desirable coastal communities. Ideally located at the entrance to Broadkill Beach and just steps from the sand, the property provides immediate access to sun, surf, and the natural beauty of the area, including nearby Prime Hook National Wildlife Refuge. With its premier location and strong visibility, the possibilities are truly endless. Whether envisioned for residential, commercial, mixed-use, investment, or a private coastal retreat, this parcel offers exciting flexibility in a market where opportunities like this are rare. Buyers may explore development options consistent with applicable zoning and community guidelines. A building currently sits on the property and is operational as a general store. Its historic presence in the community creates a unique opportunity for the next owner to continue this beloved local legacy while exploring future potential. The property is also available for purchase as a commercial opportunity, including both the building and the established business. Contact the listing agent for additional details. Buyer and buyer’s agent are responsible for conducting their own due diligence regarding zoning, permitted uses, development restrictions, building requirements, utilities, environmental considerations, and all other matters related to intended use. Please do not approach the staff or owners directly. Showings are by appointment only.

2 S Bay Shore Dr, Milton

Listing courtesy of Coldwell Banker Premier - Lewes. Contact: 3026452881

$1,950,000

3 Beds ⋅ 3 Baths

Welcome to a world of unparalleled waterfront, global luxury living on the serene shores of the Delaware Bay. Here, you'll discover the epitome of coastal elegance and tranquility, where the gentle caress of coastal breezes and the rhythmic symphony of the waves create an exquisite backdrop for an exceptional lifestyle. Nestled within the confines of a prestigious gated community, this stunning property offers a haven of opulence and comfort. Boasting 3 bedrooms and 3 baths, this meticulously maintained residence exudes sophistication from the moment you step into its marble-floored foyer. The grandeur of the entrance sets the tone for what lies beyond, as beautiful floors guide you through an interior designed to inspire and captivate. Unveiling expansive vistas that stretch out to meet the horizon, the living spaces of this home embrace the surrounding natural beauty. Sun-drenched rooms, adorned with an abundance of windows, invite in the golden rays of daylight, creating a seamless connection between indoors and out. The open, modern floor plan effortlessly blends living, dining, and kitchen areas, fostering an environment that encourages both relaxation and entertainment. Ascending to the third floor, the master suite commands attention with its sheer scale and uncompromising elegance. This expansive retreat is a sanctuary unto itself, featuring a private spa bathroom adorned with custom marble tiles, a testament to craftsmanship and luxury. A generous walk-in closet offers ample space for your wardrobe, while the custom-designed shower with intricate tiles showcases an attention to detail that is simply unparalleled. However, the true allure of this residence lies beyond its walls. Property also features a Generac Generator. The allure of a beach lifestyle beckons, and you'll find yourself drawn to the sandy shores just steps from your door. Each morning and evening, take leisurely strolls along the beach, allowing the soothing sounds of the ocean to wash away the worries of the day. Return home to your private oasis in this premier gated community, where every corner of this property is a reminder that you're living a life of unmatched privilege. In every sense, this property offers more than just a home; it presents a way of life. A rare opportunity to reside in a secluded enclave that seamlessly blends luxury with nature, providing a retreat that is both exclusive and inviting. Indulge in the charm of coastal living, and experience the comfort and sophistication that this private community affords. Embrace the allure of water's edge living, where the Delaware Bay becomes an extension of your own backyard nestling up to the shared private community beach, and every moment is a celebration of beach lifestyle. Call today for your Private Showing.

1910 N Bay Shore Dr, Milton

Listing courtesy of Coldwell Banker Premier - Lewes. Contact: 3026452881

$925,000

3 Beds ⋅ 4 Baths

Live Where You Vacation — With Incredible Income Potential! Rare opportunity to offset your ownership costs or create a powerful investment opportunity by renting the downstairs space while enjoying the upstairs for yourself — generating an estimated $30,000+ annually in rental income for just the downstairs 1 bedroom space. Want even greater earning potential? Rent both levels for maximum income possibilities in this highly desirable coastal location. Nestled in the charming community of Broadkill Beach, this delightful coastal home offers a perfect blend of comfort and style, ideal for those seeking a serene retreat. Built in 1950 and thoughtfully renovated in 2021, this residence boasts a timeless appeal with modern conveniences. Step inside to discover a warm and inviting interior featuring three spacious bedrooms and three and a half bathrooms. The heart of the home is a beautifully designed country kitchen, complete with an island, pantry, and a cozy kitchenette, perfect for casual meals or entertaining. The open layout seamlessly connects the kitchen to the family room, where exposed beams add character and warmth. Natural light pours in through the window treatments, creating a bright and airy atmosphere throughout. The primary suite is a true sanctuary, featuring a luxurious soaking tub and a walk-in shower, providing a spa-like experience right at home. Additional interior highlights include plush carpeting, durable vinyl, and elegant hardwood flooring, ensuring both comfort and style in every room. Outside, the property continues to impress with its inviting exterior features. Enjoy the fresh coastal air on the enclosed porch or unwind on the spacious deck, perfect for summer gatherings or quiet evenings under the stars. An outside shower adds convenience after a day at the beach, while a shed provides extra storage for all your outdoor gear. With a lot size of 0.11 acres, this home offers a manageable outdoor space that is easy to maintain, allowing you to spend more time enjoying the nearby Delaware Bay. The stunning bay views create a picturesque backdrop, enhancing the overall tranquility of the property. Parking is a breeze with off-street and driveway options, ensuring you and your guests always have a place to park. This home is not just a residence; it’s a lifestyle, offering the perfect blend of comfort, convenience, and coastal charm. Whether you’re looking for a year-round home or a seasonal getaway, this property is ready to welcome you with open arms. Embrace the coastal living experience and make this charming Broadkill Beach home your own!

8 Virginia Ave, Milton

Listing courtesy of Coldwell Banker Premier - Lewes. Contact: 3026452881

$799,000

5 Beds ⋅ 5 Baths

NEW PRICE! Stately and serene, this exceptional 5-bedroom, 4.5-bath residence is perfectly sited on a .48-acre lot along the picturesque banks of Wagamons Pond, offering 4,934 square feet of beautifully finished living space. Thoughtfully designed for both elegance and accessibility, the home features a two-level, partially covered deck with a wheelchair-accessible ramp and tranquil water views. The entry level welcomes you with a gracious living room and formal dining room, both showcasing rich Brazilian cherry hardwood floors. This level also includes a powder room, a laundry/mudroom, and a convenient 3-station elevator. The chef’s kitchen is outfitted with stainless steel appliances, Cambria quartz countertops, abundant cabinetry, and Mexican clay tile flooring that continues into the sunlit breakfast room with access to the screened porch. Two luxurious owner’s suites provide flexible living options—one on the entry level and another on the second floor. The main-level owner’s suite features hardwood flooring, a walk-in closet, and a spa-inspired ensuite bathroom with dual sinks, a soaking tub beneath a chandelier and window, tumbled travertine floors, and a roll-in shower accented with tile and glass mosaic. The second-floor owner’s suite offers plush carpeting, a skylight, and an ensuite bath with tumbled travertine flooring. This level also includes a comfortable family room, two additional guest bedrooms, and a full bathroom with ceramic tile. The mostly finished English basement expands the living space with a spacious family room with access to the spacious rear deck, bedroom, full bathroom, and durable luxury vinyl tile flooring—ideal for guests or multi-generational living. Additional highlights include Hardie Plank siding, oversized downspouts, a gutter guard system, irrigation system, split climate controls, and an insulated garage with water, sewer, and electric. Located in an upscale neighborhood in vibrant Milton that adjoins the community bike path, this home is just a short walk to dining, parks, local events, and the farmer’s market—offering the perfect blend of refined living and everyday convenience. Please ask for a list of Highlights and Upgrades!

142 W Shore Dr, Milton

Listing courtesy of Compass. Contact: 3022734998

$1,399,000

3 Beds ⋅ 3 Baths

New Roof, New HVAC, Elevator & Views Galore! Flexible layout offers endless possibilities—use as two separate units or one spacious coastal home. Incredible views, an elevator for easy access, major updates already completed, and so much more! Discover coastal charm and versatility in this Broadkill Beach retreat, offering breathtaking views and a layout designed for both relaxation and opportunity. Set on a spacious double lot measuring 75x118, this beautifully maintained 3-bedroom, 2.5-bath home is thoughtfully arranged as two units, providing flexibility for rental income or multigenerational living. The property is currently set up for short-term rentals! Income potential awaits you! New roof and HVAC in 2025. Built in 2006 and freshly painted, the home showcases quality updates and features throughout, including two new heat pump systems (installed in 2023 and 2024), a tankless hot water heater, and an elevator that is serviced annually for convenience and peace of mind. Elevator on all levels and entry to the elevator from the ground floor allow for ease of access and handicap accessibility. Other features include grab bars and safety handles in the bathroom. Inside, enjoy open and inviting living spaces accented by luxury vinyl plank and tile flooring, with a cozy gas fireplace on each level creating warmth and charm. Both floors feature sunrooms/enclosed porches—perfect for year-round enjoyment—along with Juliet balconies that capture the natural beauty of Broadkill. The upper and lower decks provide additional space for outdoor dining, entertaining, or simply taking in the bay breezes and serene refuge views, which are protected and will remain unobstructed. Additional highlights include a spacious attic with pull-down stairs for storage, an outdoor shower for rinsing off after beach days, and the benefit of being sold mostly furnished, making it truly move-in ready. Experience the best of coastal living—where peaceful views, thoughtful design, and rental potential come together in perfect harmony at Broadkill Beach.

1102 S Bay Shore Dr, Milton

Listing courtesy of Coldwell Banker Premier - Lewes. Contact: 3026452881

$835,000

6 Beds ⋅ 4 Baths

Discover an impressive and tastefully renovated .58‑acre pond‑front custom home in the well‑established Wagamons West Shores community in Milton, Delaware. This beautifully updated residence has been completely remodeled with brand‑new carpeting and premium upgrades throughout. The expansive two‑story layout offers six bedrooms and three and a half baths beginning with a grand entrance that opens into a bright open floor plan enhanced by new luxury engineered hardwood and tile flooring, a welcoming fireplace and a stunning four‑season room that leads to a spacious first‑floor balcony overlooking Wagamons Pond. The home features a completely redesigned upscale gourmet kitchen with striking quartz countertops, brand‑new stainless steel appliances, an elegant formal dining room and a stylish dry/wet bar ideal for entertaining. The first‑floor primary suite provides a private retreat with direct access to the rear balcony, a second fireplace, dual vanities, his‑and‑hers walk‑in closets, a sunken jetted tub and a walk‑in surround shower. The second floor offers five generously sized bedrooms all with new carpeting along with two Jack‑and‑Jill bathrooms and an additional balcony that captures elevated views of the pond. An oversized garage accommodates large vehicles with ease and the extended driveway provides ample parking for residents and guests. With very low HOA fees and a location in a quiet established community in the historic town of Milton—just minutes from beaches, restaurants, and shopping—this fully renovated home presents a rare opportunity to enjoy luxurious pond‑front living in a truly exceptional setting. Don't miss this fantastic opportunity. Several Photos are Staged.

154 W Shore Dr, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3022276101

$795,000

3 Beds ⋅ 2 Baths

Coastal living in Broadkill Beach. Only a short distance to Lewes. This well cared for cottage offers extra living space with an art studio and oversized detached garage with living space above. Set on a double lot. Just walk across the street to the beach. Features include a sun room surrounded by glass that leads to a wrap around deck. The kitchen is nicely equipped and opens to the living room. The family room offers plenty of daylight. The art studio is a separate building. The garage offers a large living space above, a powder room and laundry closet. An outdoor shower and shed are also included. This property has a lot to offer and is worth a look.

705 N Bay Shore Dr, Milton

Listing courtesy of RE/MAX Point Realty. Contact: (302) 426-2211

$799,000

The Broadkill General Store offers something no other investment in Delaware can—a 100% market share in one of the state’s most desirable and tightly controlled beach communities. For over a century, this little coastal landmark has been the heart of Broadkill Beach, serving generations of homeowners, vacationers, anglers, and nature lovers. As the sole source for coffee, ice cream, pizza, bait, beach gear, and daily essentials, the store enjoys year-after-year repeat business with zero direct competition—something you can’t build from scratch today. Its prime location at the entrance to Broadkill Beach and just steps from the sand guarantees a steady stream of foot traffic from sunrise coffee runs to evening ice cream walks. This is more than an investment—it’s an opportunity to carry forward a living piece of Delaware history while tapping into multiple profit streams under one roof. With a loyal customer base, deep community roots, and a captive market bordered by the Prime Hook National Wildlife Refuge, you’ll inherit both a thriving business and a treasured local tradition. In Broadkill Beach, the sunsets are golden, the customers keep coming back, and the Broadkill General Store is where it all comes together.

2 S Bay Shore Dr, Milton

Listing courtesy of Coldwell Banker Premier - Lewes. Contact: 3026452881

Homes for Sale in Milton, DE Between $500,000 to $750,000

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