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

RARE BROADKILL OPPORTUNITY—DOUBLE LOT WITH BREATHTAKING MARSH VIEWS! Discover the possibilities at 307 S. Bay Shore Drive in Milton. This 1,804-square-foot single-family home offers three bedrooms, two-and-a-half bathrooms, and serene, unobstructed views across the marsh. Situated on a highly desirable double lot, the property also offers exciting long-term development potential if public sewer service becomes available in Broadkill Beach, subject to all applicable approvals. Enjoy the home and peaceful surroundings today while investing in a property with exceptional possibilities for the future.

307 S Bay Shore Dr, Milton

Listing courtesy of Century 21 Gold Key-Dover. Contact: 3022135397

$1,300,000

Rare Grandfathered C-1 Commercial Opportunity on Coastal Highway Prime 1.02+/- Acre Commercial Parcel | 418' Road Frontage | Near Lewes & Hudson Fields Rarely does an opportunity like this become available on Coastal Highway. This 1.02+/- acre commercial parcel offers approximately 418 feet of road frontage and features a grandfathered C-1 General Commercial zoning designation, providing an established commercial zoning foundation in a highly desirable and rapidly growing area. The property is positioned as a shovel-ready development opportunity, with substantial site improvements and prior approvals already in place. Significant Improvements & Prior Approvals Grandfathered C-1 General Commercial zoning Approximately 418 feet of Coastal Highway frontage Brand-new DelDOT-approved entrance, fully paid for with the permit successfully closed out Newly reconstructed intersection serving the property New rainwater runoff/storm drain system Sussex County Council approval for a 58' x 120' building, with ample parking Large display sign already on-site and conveying with the property Supporting documentation available to substantiate zoning, project details, approvals, permits, and completed site improvements. The combination of location, frontage, infrastructure improvements, and prior approvals provides a substantial head start for a buyer looking to develop along one of the area's most heavily traveled commercial corridors. All zoning, approvals, permits, and prior authorizations are subject to verification, renewal, transfer, or reapproval as required for the new owner's intended use.

14706 Coastal Hwy, Milton

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

$799,000

3 Beds ⋅ 4 Baths

Welcome to 128 West Shore Dr, a custom-built waterfront home offering spacious living, beautiful views, and a peaceful setting in the quiet Wagamons West Shores community. From the moment you walk through the front door, you are greeted by expansive views of Wagamons Pond and an inviting open floor plan designed for comfortable everyday living and entertaining. The main level features large rooms, beautiful hardwood floors throughout, a huge great room with doors leading to a large waterfront deck, and a spacious kitchen with pond views and a large center island. The first-floor primary suite offers a private retreat with an en-suite bathroom and large walk-in closet, while a generously sized laundry room adds convenience. The second floor features another large loft living area that provides flexible space for a family room, office, or additional gathering space, along with two large bedrooms and a full bathroom. The finished basement offers an incredible amount of additional living and entertaining space, with room for a pool table, comfortable living areas, and a wet bar complete with cabinetry and granite countertops, plus a convenient half bathroom. Large windows throughout the basement bring in plenty of natural light and showcase the beautiful water views, while two sets of glass doors open to the lower-level patio and create an easy connection between indoor and outdoor living. The basement also includes two large storage rooms and an additional storage closet, providing plenty of space for belongings and equipment. Outdoor living is truly special here, with both the expansive waterfront deck off the great room and the lower-level patio offering multiple places to relax, entertain, and enjoy the peaceful pond setting. Located just minutes from the heart of Milton, this home offers the best of both worlds with a tranquil waterfront setting while being close to the shops, restaurants, and local charm that Milton has to offer. With its custom construction, generous room sizes, multiple living areas, beautiful water views, and exceptional indoor and outdoor entertaining spaces, 128 West Shore Dr is a unique opportunity to enjoy waterfront living.

128 W Shore Dr, Milton

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$799,900

5 Beds ⋅ 3 Baths

Welcome to 15379 Cantwell Ct. that features a 2650 sq.ft. 5 bedroom 3 bathroom home with a full unfinished basement. This home is a custom built home by Lessard Builders (Sedona Model) There are many little things that make this home special . The front porch is very roomy, The main living area has real hardwood floors and carpet. As you walk into the home you have 2 bedrooms and a full bath one of which can be an office. As you continue to enter the home you walk into the great room which features a gas fireplace, a lot of windows for light and the top windows have a remote to control the shades during those bright sunny days. The kitchen is nicely updated with custom cabinets, SS appliances with the stove, microwave, and refrigerator being replaced in 2025. A dining room exist off the kitchen that leads out to the rear deck. To the right of the great room is the primary bedroom with tray ceilings and large walk-in closet as well as nicely updated bathroom. The rugs in the great room and primary walk-in closets are being replaced with new in a couple of weeks. As you walk back into the kitchen you will come to the laundry area and large pantry area that leads to the garage. When you head upstairs to the 2nd floor you will come to the 3rd bathroom and 2 more rooms. with one being set up as an office, and the other is a bedroom. Off of the first floor is the stairway to the unfinished basement which is the full perimeter of the home, and houses the utilities for the home. There is a rough in for a bathroom, the hot water heater, and the HVAC was also replaced in 2025 and a sump pump with battery back up. On the rear deck you have plenty of open space for chairs and also features a retractable awning. The lot features a 3/4 acre lot and is nicely landscaped situated at the end of the cul-de-sac. If you follow Oyster Rocks Rd to the end of the road you will come to the Broadkill River with scenic view of nature and the river itself, which could either lead to downtown Milton or the Lewes Canal and Rosevelt Inlet. Many local kayakers, hunters and fisherman use this boat ramp to access the river. It is a man made ramp so Large boats are not recommended for launching.

15379 Cantwell Ct, Milton

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

$1,299,000

This expansive 4.11-acre lot presents a unique opportunity for development in a vibrant community. The irregular shape of the property with frontage on 3 roads and a paper road already in existence, allows for creative architectural possibilities, making it ideal for investment projects. Situated within a well-established area of Milton (but not in city limits) , residents benefit from proximity to essential amenities, including: Water and sewer connection near by, shopping centers, dining options, and recreational facilities. The possibilities are endless with this property. Everyone seems to be waiting on DelDot approval for the traffic light, including the new Royal Farms on the corner. Just a few more approvals for the roads in this area and this property's Value will get interesting. Call me today for more information.

14242 Union Street Ext, Milton

Listing courtesy of RE/MAX Horizons. Contact: (302) 678-4300

$1,600,000

Imagine waking each morning to the first light of sunrise stretching across the Delaware Bay, spending your days surrounded by the quiet beauty of the coast, and ending each evening as the sun sets over the protected landscape of Prime Hook National Wildlife Refuge. This is more than a place to build a home—it is an opportunity to create a waterfront lifestyle that is increasingly difficult to find along the Delaware coast. Welcome to Back Bay Cove, an exclusive gated waterfront community tucked along the northern end of Broadkill Beach, where custom-built homes, expansive natural surroundings, and a remarkable sense of privacy create a coastal setting unlike any other. Set on an impressive 1.14 acres, this waterfront homesite offers the space and setting to design a truly exceptional custom residence. Thoughtful architecture can take full advantage of the property's sweeping panoramic views, creating indoor and outdoor living spaces framed by water, sky, and some of Delaware's most beautiful protected landscapes. Here, the scenery changes throughout the day. Watch the sun rise over the Delaware Bay as you enjoy your morning coffee, then experience spectacular sunsets over Prime Hook National Wildlife Refuge in the evening. Wildlife, coastal breezes, open skies, and the peaceful rhythm of the water become part of everyday life. What makes this property especially compelling is the feeling of escape without sacrificing convenience. Broadkill Beach is known for its quieter, more natural coastal atmosphere—a place where life moves at a slower pace and the crowds of the larger resort towns feel worlds away. Back Bay Cove takes that experience even further, offering the privacy of a gated community surrounded by custom waterfront residences. Yet when you are ready for restaurants, shopping, entertainment, or a day exploring the coast, everything is within easy reach. Downtown Milton is approximately 15 minutes away, historic Lewes and Cape Henlopen State Park are about 20 minutes away, and Rehoboth Beach and its iconic boardwalk are approximately 30 minutes away. Build the coastal retreat you have imagined—a home designed around the views, the water, outdoor entertaining, quiet mornings, unforgettable sunsets, and time spent with the people who matter most. 1.14 acres. Waterfront. Gated. Private. Panoramic views from sunrise to sunset. Opportunities to create something truly special along the Delaware coast are becoming increasingly rare. Back Bay Cove offers the setting to build not simply a beach house, but a waterfront legacy to enjoy for generations.

2106 N Bay Shore Dr, Milton

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

$1,395,000

4 Beds ⋅ 7 Baths

Some homes are defined by their square footage. 19068 Winterberry Street is defined by the way you can live in it. Tucked into the wooded surroundings of Reddenwood in Milton, this exceptional property brings together privacy, custom craftsmanship, extraordinary garage space and indoor-outdoor entertaining in a setting that feels like your own private retreat. From the moment you arrive, there is a sense that this home is something different. A wooded perimeter with protected land on two sides creates a level of privacy that is increasingly difficult to find, while the beautifully designed outdoor spaces invite you to slow down, entertain and enjoy the setting. Inside, the home unfolds around spaces designed to bring people together. The designer kitchen is every bit the heart of the home, anchored by an impressive island with seating for 7+ and surrounded by custom soft-close cabinetry, granite countertops, Café gas appliances, a farmhouse sink, instant hot water and an oversized pantry. Whether it is morning coffee at the island or an evening filled with family and friends, this is a kitchen designed to be lived in. Just beyond, the family room makes a statement with soaring cathedral ceilings, custom painted beams, transom windows, built-ins and a stone gas fireplace. Hardwood floors and natural light add warmth, while the open flow between the spaces makes entertaining effortless. When you want to enjoy the beauty of the property year-round, step into the four-season room, surrounded by Pella windows and equipped with its own heating and cooling system. It is the perfect place for a quiet morning, an afternoon overlooking the trees or an evening with friends. And the entertaining does not stop on the main level. Downstairs, an entire finished level feels like a destination of its own. Settle in for movie night in the theater area with Sonos surround sound, gather around the custom bar with wine refrigerator, ice maker, enjoy the game and recreation space, or create your own fitness retreat. A fourth bedroom and additional bathrooms add flexibility for overnight guests and extended stays. For the automotive enthusiast, collector, hobbyist or anyone who simply wants exceptional additional space, this property offers something truly special. In addition to the oversized attached garage with epoxy flooring, cabinetry and storage, there is a remarkable detached climate-controlled garage featuring car lifts, a private half bathroom and extensive second-floor storage. It is a feature that sets this home apart from nearly anything else in the area. Then there is the backyard. Designed to feel like a private resort, the outdoor living space combines extensive hardscaping, fountain, wrought-iron fencing, a gas fire pit, hot tub, grilling area, café lighting, Sonos sound system, and an extensive exterior lighting package. As evening settles in and the lights come on beneath the surrounding trees, the entire space transforms into an incredible setting for dinners, celebrations or simply unwinding at the end of the day. There may even be room to explore a future pool, subject to site evaluation and applicable approvals. Thoughtful features including an owned solar system, generator hookup, high-end HVAC system, irrigation, alarm system Pella Windows, and concrete driveway add comfort and convenience behind the scenes. All of this is tucked away in the established Reddenwood community, offering the privacy and space of a wooded retreat while keeping Milton, Lewes, Rehoboth Beach, shopping, dining and the Delaware coast within easy reach. 19068 Winterberry Street isn't simply a place to come home to. It's a place to entertain, create, gather, escape and stay awhile. Come experience a home—and a lifestyle—that is truly difficult to duplicate.

19068 Winterberry St, Milton

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

$1,350,000

5 Beds ⋅ 4 Baths

Set on 18.32+ acres, this exceptional property offers privacy, space, accessibility, and resort-style amenities on its own private driveway. The main home features spacious open-concept living areas with beautiful cherry flooring and a chef's kitchen complete with granite countertops, tile finishes, a large center island, gas range with pot filler, new refrigerator, double kitchen sink and prep sink and abundant cabinetry. The formal dining room is currently used as a playroom, providing additional flexibility. The handicap-accessible first-floor owner's suite features two walk-in closets with custom built-ins and dressers, plus an adjoining craft room/office/nursery with hall access. The owner's bath offers heated floors, dual vanities, a jetted tub, and accessible dual shower. 2 Additional bedrooms on main floor include Jack-and-Jill bath arrangements with granite and tile finishes. Upstairs offers 2 large bedrooms with Jack and Jill bathroom with dual vanities with tile and granite finishes, a bonus room, storage closet, and two attic storage areas. Additional features of the main home include an electric wheelchair lift, smart-home technology and cameras, security system with multiple alarm stations, driveway alert system, whole-home generator supplying approximately 3/4 of the main level plus appliances, systems and many lights, dual-zone HVAC, Rinnai hot water/heat system installed in 2021, first-floor laundry with cabinetry, media closet, composite decking, and two covered rear porches. The outdoor space is designed for entertaining with a gunite chlorine pool surrounded by pavers and featuring a hot tub with waterfall, slide, sun deck, umbrella holder, and three fountains. The wrought-iron-style fenced pool area also offers extensive drainage, a gas line for a future fire pit, and a rubber-mulch play area. The pool filter pump and booster pump were replaced this year. Additionally the landscape/yard is irrigated and invisible fence is underground. Beach area The impressive pool house offers approximately 2,520 sq. ft. of conditioned space with 10' accordion doors opening to the pool area, a movie theater/game room, built in cabinets, kitchenette with granite, full bath, two additional bonus rooms/offices, central HVAC, epoxy flooring, storage, and built-in surround sound. Theater equipment is negotiable. An attached approximately 1,080 sq. ft. garage is two cars wide and two cars deep with built-ins and a utility sink. Above the garage is approximately 1,152 sq. ft. of unfinished attic/storage space offering significant potential for future finishing, subject to applicable requirements. Additional exterior features include an attached pool shed, separate storage shed, concrete pad for a potential dog kennel, paved circular driveway with additional parking areas for boats and RVs/trailers, and trails throughout the acreage for dirt bikes and outdoor recreation. With 19+ acres, extensive living and entertaining spaces, a resort-style pool, substantial garage and storage space, and exceptional accessibility features, this property offers a rare combination of comfort, recreation, and versatility. Buyers to verify sq ftg, taxes, and schools.

17452 Yonnaway Rd, Milton

Listing courtesy of Worthington Realty Group, LLC. Contact: 8558494663

$1,250,000

ONCE IN A LIFETIME OPPORTUNITY — THE HISTORIC HAZZARD HOUSE Welcome to The Hazzard House, an extraordinary historic gem situated on 1.69 acres in the heart of Historic Milton. Only 12 miles to Lewes Beach, and 15 Miles to Rehoboth beach making this home the per location for beach lovers, bed and breakfast guests, and still have privacy and land on this massive estate! Famously known as the former home of Delaware Governor David Hazzard, this remarkable property offers the rare opportunity to own a true piece of Delaware history. Even more incredible, Governor Hazzard’s piano remains in the formal living room today—ready to be played. Offered for sale for the first time in more than 50 years, the Hazzard House is currently operated as the established Governor’s Bed & Breakfast, while also offering incredible potential as an impressive private residence. Originally built in the 1790s, with additions dating from the 1820s through the early 1900s, this approximately 4,060-square-foot mansion has been meticulously restored, lovingly maintained, and filled with architectural details that simply cannot be recreated. Inside, you’ll find: -6 spacious bedrooms -3 full bathrooms -3 staircases leading to the upper level -5 fireplaces -A beautiful paneled library -A grand formal living room featuring Governor Hazzard’s piano -Original wide-plank Southern pine floors -Original crown moldings and millwork -Original glass windows -Generously sized rooms filled with historic character -A Massive Walkup attic that can be renovated for additional living space -A Full private and separate owners quarters The current owner’s quarters include a newly built family room addition and a deck overlooking the expansive backyard, providing comfortable modern living while preserving the historic integrity of the home. The exterior is every bit as special. An enormous wraparound porch features beautiful curved architectural details and showcases the home’s remarkable original curved windows. The grounds also include a separate historic summer kitchen and basement root cellar, all surrounded by a picturesque garden setting. Set on an impressive 1.69-acre lot, the property is enhanced by numerous mature trees, including a magnificent mature magnolia tree that commands attention on the front lawn. Thoughtfully Maintained & Updated While the history has been carefully preserved, the property has also received significant improvements to ease your mind, including. -New hot water heater — 2026 -Driveway coating — 2025 -Newly built deck — 2021 -Electrical upgrades — 2021 -New heating system — 2015 -Shingle roof replacement — 2015 Properties with this combination of history, provenance, architectural character, acreage, and preservation rarely become available—especially in the heart of Historic Milton. Continue its legacy as an established historic bed-and-breakfast, create an unforgettable private family estate, or simply become the next steward of a home that has witnessed more than two centuries of history. The Hazzard House isn’t simply a home. It’s a piece of history waiting for its next chapter. Contact Listing Agent Alanna to schedule your private tour. Some Information may be estimation, or passed down through generations, please your due diligence and verify any specific information about home, taxes, township, etc . The Hazzard House is being sold as is. Thank you for your interest.

327 Union St, Milton

Listing courtesy of HomeSmart Realty Advisors. Contact: 2156041191

$1,250,000

6 Beds ⋅ 3 Baths

ONCE IN A LIFETIME OPPORTUNITY — THE HISTORIC HAZZARD HOUSE Welcome to The Hazzard House, an extraordinary historic gem situated on 1.69 acres in the heart of Historic Milton. Only 12 miles to Lewes Beach, and 15 Miles to Rehoboth beach making this home the per location for beach lovers, bed and breakfast guests, and still have privacy and land on this massive estate! Famously known as the former home of Delaware Governor David Hazzard, this remarkable property offers the rare opportunity to own a true piece of Delaware history. Even more incredible, Governor Hazzard’s piano remains in the formal living room today—ready to be played. Offered for sale for the first time in more than 50 years, the Hazzard House is currently operated as the established Governor’s Bed & Breakfast, while also offering incredible potential as an impressive private residence. Originally built in the 1790s, with additions dating from the 1820s through the early 1900s, this approximately 4,060-square-foot mansion has been meticulously restored, lovingly maintained, and filled with architectural details that simply cannot be recreated. Inside, you’ll find: -6 spacious bedrooms -3 full bathrooms -3 staircases leading to the upper level -5 fireplaces -A beautiful paneled library -A grand formal living room featuring Governor Hazzard’s piano -Original wide-plank Southern pine floors -Original crown moldings and millwork -Original glass windows -Generously sized rooms filled with historic character -A Massive Walkup attic that can be renovated for additional living space -A Full private and separate owners quarters The current owner’s quarters include a newly built family room addition and a deck overlooking the expansive backyard, providing comfortable modern living while preserving the historic integrity of the home. The exterior is every bit as special. An enormous wraparound porch features beautiful curved architectural details and showcases the home’s remarkable original curved windows. The grounds also include a separate historic summer kitchen and basement root cellar, all surrounded by a picturesque garden setting. Set on an impressive 1.69-acre lot, the property is enhanced by numerous mature trees, including a magnificent mature magnolia tree that commands attention on the front lawn. Thoughtfully Maintained & Updated While the history has been carefully preserved, the property has also received significant improvements to ease your mind, including. -New hot water heater — 2026 -Driveway coating — 2025 -Newly built deck — 2021 -Electrical upgrades — 2021 -New heating system — 2015 -Shingle roof replacement — 2015 Properties with this combination of history, provenance, architectural character, acreage, and preservation rarely become available—especially in the heart of Historic Milton. Continue its legacy as an established historic bed-and-breakfast, create an unforgettable private family estate, or simply become the next steward of a home that has witnessed more than two centuries of history. The Hazzard House isn’t simply a home. It’s a piece of history waiting for its next chapter. Contact Listing Agent Alanna to schedule your private tour. Some Information may be estimation, or passed down through generations, please your due diligence and verify any specific information about home, taxes, township, etc . The Hazzard House is being sold as is. Thank you for your interest.

327 Union St, Milton

Listing courtesy of HomeSmart Realty Advisors. Contact: 2156041191

$779,900

4 Beds ⋅ 4 Baths

MAKE YOURSELF AT HOME! Welcome to coastal sophistication in the desirable Reddenwood community of Milton! Showcasing picturesque curb appeal with a striking navy and light-grey exterior and a cheery red front door, this stunning 4+ bedroom, 3.5-bath home is ready to be made yours. Inside, rich dark hardwood floors lead you into a soaring, two-story great room centered around a cozy wood-burning stove and flooded with natural light. The open-concept layout flows effortlessly into the designer chef’s kitchen, which features crisp white cabinetry, premium granite countertops, a deep navy breakfast bar island, sleek stainless steel appliances, and a spacious pantry, all adjoining a bright dining area framed by serene backyard views. Designed for luxury and maximum flexibility, this home boasts two primary suites (one on each level) both with generous walk-in closets and spa-inspired en-suite baths, including a stunning second-floor retreat complete with a standalone soaking tub, a double vanity with modern gold accents, heated tile flooring and a custom tiled shower. The upper level also features two additional spacious bedrooms, a full bath, and a versatile loft overlooking the great room. A bright main-floor office easily serves as a 5th bedroom, while the expansive unfinished basement provides massive storage capacity and a blank canvas ready to be transformed into extra living space. Outside, enjoy a private backyard retreat set against a quiet wooded backdrop, complete with a fully fenced lawn, irrigation system, and an expansive stone flagstone patio perfect for outdoor dining. Situated just around the corner from the community's pavilion and playground, and only minutes from local shopping, dining, and Delaware beaches, this turn-key retreat truly has it all! Call Today!

19035 Winterberry St, Milton

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

$1,399,900

4 Beds ⋅ 4 Baths

NEW CONSTRUCTION - CUSTOM BERACAH BEACH HOUSE IN BROADKILL BEACH! Experience coastal luxury at its finest in this stunning brand-new 4-bedroom, 3.5-bath home just steps from the beauty of the Delaware coastline. Designed for effortless beach living and entertaining, this exceptional home features a gourmet kitchen with beautiful granite countertops, abundant cabinetry, recessed lighting, and a spacious layout that opens seamlessly into the main living area. Luxury vinyl plank flooring flows throughout the home, providing a stylish, durable, and low-maintenance finish. Enjoy ocean views and refreshing coastal breezes from two composite decks, thoughtfully positioned to maximize outdoor living and entertaining. Whether you're enjoying your morning coffee, hosting family and friends, or watching the sunset, these expansive outdoor spaces make the most of the beach setting. The home offers four generously sized bedrooms and three and a half beautifully appointed bathrooms, providing plenty of space for family and guests. An optional built-in elevator shaft adds tremendous flexibility and convenience, allowing for the future installation of an elevator. With its modern finishes, thoughtful design, ocean-facing decks, and prime Broadkill Beach location, this exceptional new construction offers the perfect combination of luxury, comfort, and coastal living. Make this spectacular beach house your own and start creating unforgettable memories at the shore!

106 Georgia Ave, Milton

Listing courtesy of EXP Realty, LLC. Contact: 8885434829

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

Be the First to Know About New Milton Homes

Milton Real Estate Map Search

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

Coastal Homestead Group

Search

Resources

About