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

Discover this beautifully maintained, bright, and cheery three-bedroom, two-bath home located in the serene town of Milton in the pond front community of Wagamons West Shores and across the street from the Milton Rail Trail. This charming 5 year old property offers modern comfort and style. The open-concept living space features luxury vinyl plank floors and a kitchen adorned with stunning granite countertops, a center island and pantry. The open floor plan lends itself to a relaxed lifestyle including a gas fireplace and wet bar in the great room. This lovely, well maintained home also includes a full basement with interior and exterior access that is partially finished, providing ample space for additional living or storage needs. and with the addition of a closet, a 4th bedroom is easily created. The primary bedroom suite features a tray ceiling in the bedroom, and a well appointed bath with granite counter tops, double sinks and a large tiled stall shower. Enjoy the convenience of a two-car attached garage and relax on the large front porch, perfect for taking in the tranquil surroundings. Don't miss out on this wonderful opportunity to own a piece of resort living at its finest!

130 Oysterman Dr, Milton

Listing courtesy of The Lisa Mathena Group, Inc.. Contact: (855) 334-6637

$544,000

3 Beds ⋅ 2 Baths

Receive up to $20,000 in free options! PROPOSED CONSTRUCTION. The Millsboro model features 3 bedrooms with a split bedroom floor plan, with the option to add a finished loft or finished basement for even more living space. Great open floor plan with the Kitchen and family room as one beautiful to gather in. The owner’s suite is located on the opposite side of the home from the other bedrooms. 9' ceilings and the natural light make a beautiful home for all. For additional information on our models and different communities visit our Model Home located at 22502 John J. Williams Hwy, Lewes 19958. Open Thursday - Saturday 12-3. Located in the heart of Milton, DE, the Rehoboth provides the perfect balance of quiet country living and coastal convenience. Surrounded by scenic landscapes and natural beauty, this home offers a peaceful escape just a short drive from the vibrant shores of Rehoboth and Lewes Beaches. Don't miss your chance to own this inviting retreat in one of Delaware’s most desirable areas.

00007 Birchwood Ln, Milton

Listing courtesy of Century 21 Emerald. Contact: 3026442121

$534,000

3 Beds ⋅ 2 Baths

Receive up to $20,000 in free options! PROPOSED CONSTRUCTION. The Livingston model features 3 bedrooms with a split bedroom floor plan, with the option to add a finished loft or finished basement for even more living space. Great open floor plan with the Kitchen and family room as one beautiful to gather in. The owner’s suite is located on the opposite side of the home from the other bedrooms. 9' ceilings and the natural light make a beautiful home for all. For additional information on our models and different communities visit our Model Home located at 22502 John J. Williams Hwy, Lewes 19958. Open Thursday - Saturday 12-3. Located in the heart of Milton, DE, the Rehoboth provides the perfect balance of quiet country living and coastal convenience. Surrounded by scenic landscapes and natural beauty, this home offers a peaceful escape just a short drive from the vibrant shores of Rehoboth and Lewes Beaches. Don't miss your chance to own this inviting retreat in one of Delaware’s most desirable areas.

00006 Birchwood Ln, Milton

Listing courtesy of Century 21 Emerald. Contact: 3026442121

$519,900

3 Beds ⋅ 2 Baths

Please contact Shawn Glassmeyer for all inquiries and offers. Welcome to this thoughtfully designed single-level Ainsley model by Schell Brothers nestled in the desirable Wagamons West Shore community in Milton. Offering 3 bedrooms, 2 full baths, a versatile flex room ideal for a home office or hobby space, and a 2-car garage, this property combines comfort, functionality, and easy living. Step inside to discover an open-concept layout highlighted by soaring ceilings, recessed lighting throughout, neutral paint, and easy-care flooring with no carpet anywhere in the home. The spacious living and dining areas flow seamlessly into the kitchen, where you'll find breakfast bar seating, ample cabinetry, a large walk-in pantry, and a layout designed for both everyday living and entertaining. The primary suite provides a relaxing retreat and features a private bath with a double-sink vanity. Additional conveniences include a dedicated laundry room with utility sink, an energy-efficient dual-fuel heating system with propane backup for the heat pump, and a whole-home reverse osmosis water filtration system. An irrigation system helps maintain the landscaping, while the propane backup system contributes to improved heating efficiency and can help reduce electric costs during colder months. Enjoy outdoor living from the covered front porch or the expansive rear deck and patio overlooking, level backyard that backs to mature trees, creating a peaceful and private setting. The backyard is fully fenced and very pet friendly. With plenty of room for gatherings, gardening, or simply relaxing outdoors, this backyard is ready to be enjoyed. Located in a charming community of approximately 240 homes with access to walking and biking paths, this home is just minutes from downtown Milton, Delaware's coastal beaches, shopping, dining, and local attractions. The neutral finishes provide the perfect canvas to personalize and make the space your own.

121 W Shore Dr, Milton

Listing courtesy of Redfin Corp. Contact: 4102028454

$625,000

3 Beds ⋅ 3 Baths

Welcome to 22685 Huff Rd - a well-maintained Cape Cod-style home offering space, privacy, and flexibility on 2.29 acres. Set back off the road and surrounded by mature trees, this 3-bedroom, 3-bath home provides a peaceful setting with a circular driveway and plenty of room to enjoy. Inside, you’ll find spacious living areas designed for comfortable everyday living or weekend escapes. Outside, the hardscaping and rear patio create an inviting space for entertaining or relaxing in your own private retreat. The attached 2-car garage with workshop offers added functionality for hobbies, storage, or projects. Located in the desirable Cape Henlopen School District, this property is equally suited as a primary residence, second home, or family vacation getaway.

22685 Huff Rd, Milton

Listing courtesy of Century 21 Home Team Realty. Contact: 8004477711

$850,000

4 Beds ⋅ 3 Baths

Experience the charm of Broadkill Beach in this spacious coastal retreat located just a short walk from the shoreline. Offering over 2,200 square feet of living space, this inviting home blends classic beach-house character with comfortable indoor and outdoor living designed for relaxing, entertaining, and enjoying life by the water. Inside, the bright and airy kitchen features a center island, skylights, and abundant natural light, creating a welcoming space for gathering with family and friends after a day at the beach. The open living area offers a warm and comfortable atmosphere complete with a cozy fireplace for cooler coastal evenings, while a new downstairs HVAC unit, replaced in July 2026, provides enhanced year-round comfort and added peace of mind. One of the standout features of the property is the expansive wraparound deck, providing multiple outdoor spaces to dine, unwind, entertain guests, or simply enjoy the coastal breeze. Additional deck and patio areas create seamless indoor-outdoor living throughout the property. Situated on an oversized 0.22-acre lot with parking for multiple vehicles and a round driveway, this home offers the perfect opportunity for a full-time residence, vacation getaway, or investment property near the Delaware coast. Enjoy the peaceful atmosphere of Broadkill Beach while remaining just a short drive to Lewes, shopping, dining, and local attractions. Whether you are spending summer days on the beach, hosting weekend gatherings, or enjoying quiet mornings outdoors, this coastal home offers the laid-back lifestyle that makes Broadkill Beach so special.

1514 Pintail Ln, Milton

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

$1,250,000

MAJOR PRICE REDUCTION on this unbeatable commercial opportunity in a high visibility, high demand growth zone. 2.5+/- acres zoned C-2 commercial with approximately 440 feet +/- of road frontage located directly on Lewes Georgetown Highway which is a major east west arterial Highway in Sussex County. This ideal location has had significant investment, such as the 50,000 sq. ft. Bay Health emergency and urgent care center and the proposed "Cool Spring Crossing" along route 9. In addition, this prime retail is located on the bike trail which when complete will extend 17 miles to Airport Rd. in Georgetown. Excellent traffic count with an average of over 15,000 per day according to the DelDOT website. C2 zoning supports a variety of uses that include retail, professional and service businesses with a potential of 15,000 +/- finished sq. ft. The Route 9 corridor connecting, Lewes, Milton and Georgetown is one of the fastest growing commercial zones in Sussex county, and this is an excellent opportunity with high visibility to grow your business directly on the highway.

Parcels B&C Lewes Georgetown Hwy, Milton

Listing courtesy of NextHome Tomorrow Realty. Contact: 3026014171

$999,900

3 Beds ⋅ 2 Baths

BAYFRONT RETREAT IN BROADKILL BEACH! This beautifully maintained 3-bedroom, 2-bath bayfront retreat perfectly balances timeless seaside charm with a functional open-concept layout, anchored by soaring vaulted ceilings and sliding glass doors that frame panoramic views of the Delaware Bay. The kitchen serves as a central hub, featuring stainless steel appliances, a deep farmhouse sink, and warm butcher-block countertops that flow seamlessly into the sun-drenched dining and living areas. table interior details include a custom-tiled staircase and a curated gallery wall, while the high-efficiency laundry room, conveniently complemented by a private outdoor shower, allows for effortless cleanup after a day on the sand. The living space extends outdoors to an expansive, wrap-around deck designed for premier entertaining, offering unobstructed views of the rolling dunes and sparkling water. This outdoor oasis includes a dedicated grilling area and ample room for plush lounge seating, all just steps away from the private boardwalk leading to the sand. Accommodations are thoughtfully arranged, featuring a tranquil primary suite with vaulted ceilings and a charming bunk room perfect for guests. Both full bathrooms offer clean, contemporary finishes with subway tile and glass-enclosed showers. Completing this exceptional property is a massive ground-level enclosed storage area, ideal for kayaks, surfboards, and bikes; providing the perfect home base for exploring the nearby Prime Hook National Wildlife Refuge. A buoy was installed for easy boat and jet ski docking. Have an electric vehicle? Hook it right up to the electric charging outlet! Don't miss your chance to own this slice of paradise. Schedule a showing today, and start living the beach life you've always imagined! ** Back on market at no fault of the seller. Don't miss your second chance!**

2510 S Bay Shore Dr, Milton

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

$573,000

3 Beds ⋅ 3 Baths

Ready to move in new construction in the desirable Preserve on the Broadkill community, 212 Chandler Drive offers the perfect blend of modern design, quality craftsmanship, and low-maintenance living just minutes from downtown Milton. This thoughtfully designed twin home features 3 bedrooms, 3.5 baths, and over 2,600 square feet of beautifully finished living space with high-end selections and attention to detail throughout. The open-concept floor plan is designed for both everyday comfort and entertaining, with abundant natural light, luxury vinyl plank flooring throughout, and a cozy gas fireplace as the focal point of the main living area. The chefs kitchen includes soft-close cabinetry, quartz countertops, and stylish modern finishes. The spacious first-floor primary suite is designed as a private retreat with a walk-in closet and a luxurious en-suite bath featuring dual vanities and a large tiled shower. The second floor features two additional bedrooms, each offering a walk-in closet, a spacious loft ideal for a second living area, home office, or playroom, and a conveniently located full hall bathroom. Outdoor living includes a patio perfect for relaxing , while the attached two-car garage with alley access adds convenience and curb appeal. Located on a quiet street within a charming, walkable neighborhood, homeowners will enjoy close proximity to downtown Milton’s shops, restaurants, theater, parks, the Broadkill River, and boat ramp/marina. Don’t miss the opportunity to own a brand-new home in one of Milton’s most sought-after communities.

212 Chandler St, Milton

Listing courtesy of Century 21 Gold Key Realty. Contact: 3023695397

$924,500

3 Beds ⋅ 4 Baths

THE SETTING: This house is in a lovely setting in the historic town of Milton, DE. Its two front porches showcase a view of the Broadkill River. Opening the front window curtains in the morning is like unveiling an Impressionist painting, per the owners. Bald eagles, seagulls, and herons can be seen too! Cherry trees along the water mark the changing Seasons with their pink flowers, autumn leaves, and holiday lights. The Wednesday night summer concerts in the park can be enjoyed right from the porches. As the sun sets, the sky often takes on a soft pink hue and the water glistens. Drinks on a porch are always better with a view! THE FEATURES: Several features stand out to make living in this home effortless. The Main Floor, accessed by the elevator from the lower level or stairs, offers the ease of true ranch-style living. This design functions well with a split bedroom layout that includes walk-in closets, a home office off the foyer, and a spacious living room, kitchen, and dining area in the center. A large walk-in pantry lies just off the kitchen. Across from it is a well- equipped laundry room, with access to a deck and the backyard. A 6’ cedar fence and lush arbor vitae create privacy. There is a large paver patio, a smaller bluestone patio, and landscaped beds. However, if a pool is desired, this yard could accommodate one! A whole house generator provides peace of mind during stormy weather. An irrigation system, with a separate water meter, helps maintain the lawn. The Lower Level can accommodate up to 5 vehicles; one of four garages allows two cars to be parked in tandem. The ample storage space can also accommodate multiple workbenches and has room for jet skis, kayaks, or even a boat. There is a center finished area with an outside entrance as well as opening to the garages. A drop zone, the elevator, closets and a sink are in this area. The Upper Level is a flex space. It can be used as a game room, exercise area, or for additional sleeping space for guests. It includes a full bath. THE ACCESSABILITY: One of the remarkable advantages of this house is its accessibility to the town and services. It is a five-minute walk to the theater, restaurants, library, and shops. A bit of a longer walk leads one to a delightful coffeehouse and additional restaurant choices. The grocery store, pharmacy, post office, and even urgent care are a five-to-ten-minute drive. The town’s beautiful Historical Society and Friday’s Farmer’s Market are also just down the street.

203 Chandler St, Milton

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

$500,000

3 Beds ⋅ 3 Baths

Welcome to Vincent Overlook, where charming curb appeal, thoughtful upgrades, and easy coastal living all come together just minutes from Lewes and the Delaware beaches. With its cheerful red exterior, fenced backyard, and inviting layout, this home has warmth and personality throughout. Inside, the open-concept floor plan feels bright, comfortable, and easy to live in. The family room flows into the kitchen and sunroom, creating a natural gathering space whether you’re entertaining guests or just enjoying a quiet night at home. The kitchen features cherry cabinetry, granite countertops, stainless steel appliances, and peninsula seating perfect for casual meals and conversation. One of the biggest highlights is the convenience of first-floor living, with the primary suite, laundry, and main living spaces all on the first level. The spacious primary suite includes a double vanity, oversized tiled shower, and upgraded finishes that give the space a polished feel. Upstairs, the loft offers flexible bonus space for a home office, reading area, or second hangout space, along with two additional bedrooms and a full bath. Out back, the fenced yard is set up for enjoying the outdoors with both a deck and patio, plus enough room for pets, play, or gardening. The finished two-car garage with epoxy flooring adds even more functional space. Vincent Overlook offers low-maintenance living with lawn care included, plus amenities like a community pool, clubhouse, tennis courts, walking trails, fitness room, and playground. Tucked between Lewes and Milton with multiple routes to both, the location makes getting to shopping, restaurants, and the beach easy while still feeling tucked away from the crowds. If “comfortable, convenient, and charming” is your thing, you’re going to want to see this one!

29551 Vincent Village Dr, Milton

Listing courtesy of Compass. Contact: 3022734998

$600,000

5 Beds ⋅ 4 Baths

Welcome to one of Milton's most desirable neighborhoods where modern comfort, flexible living space, and peaceful wooded views come together in a home that truly stands out. Lovingly maintained by relocating executive sellers, this like-new home offers the perfect blend of style, functionality, and move-in ready convenience. From the moment you step inside, you'll notice the bright, open-concept design, luxury vinyl plank flooring, abundant natural light, and thoughtfully selected neutral finishes that create a warm yet elevated feel throughout. The heart of the home is the beautifully appointed kitchen featuring upgraded countertops, stainless steel appliances, a large center island perfect for gathering, and an oversized walk-in pantry that offers exceptional storage. The kitchen flows seamlessly into the dining area and spacious living room, creating an ideal setup for both entertaining and everyday life. The highly desirable first-floor primary suite offers privacy and convenience, complete with a spacious walk-in closet and a beautifully designed en-suite bath. The main level also features a stylish powder room and a versatile flex space perfect for a home office, playroom, formal sitting area, or a workout room. Upstairs, you'll find four generously sized bedrooms, two full bathrooms, an oversized secondary living area/loft , a dedicated laundry room, and additional storage space providing flexibility for growing families, guests, hobbies or multi-generational living. One of the home's most special features is the backyard setting. Unlike many newer construction homes, this property backs to peaceful trees and natural surroundings, offering added privacy and a serene backdrop for morning coffee, outdoor entertaining, or relaxing evenings at home. Location is everything, and this home delivers. Enjoy being just minutes from some of Delaware's most beloved coastal destinations, including Lewes Beach, Rehobeth Beach, and Broadkill Beach. Whether you love boating, dining, shopping, biking, beach days, or simply enjoying the coastal lifestyle, you'll appreciate having it all within easy reach while still enjoying the comfort and space of a quiet neighborhood setting. With its spacious layout, modern finishes, rare wooded lot, and sought-after location, this home offers the total package, and opportunities like this in Milton don't come along often. Schedule your private showing today before this exceptional home is gone!

18069 White Cedar Ct, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

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

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