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

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

Welcome to your dedicated resource for Homes for Sale Between $250,000 to $500,000 in Milton, DE. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Milton, DE agent, Coastal Homestead Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $250,000 to $500,000 below, or contact a local agent to discuss the details that matters most to your search.

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

$739,990
4 Beds ⋅ 4 Baths
NOW SELLING PHASE 2! Welcome to Graywood Springs by Timberlake Homes - 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, Located in the Cape Henlopen School District . To-Be-Built - The Red Maple at Graywood Springs Step into luxury with the Red Maple, a thoughtfully designed floorplan offering elegance, functionality, and exceptional value. Home Features: Main-Level Primary Suite with a spa-inspired bath featuring an oversized tiled shower with seat and a freestanding soaking tub! Upstairs boasts Three generously sized bedrooms and two full baths Two laundry areas – one on the main floor near the primary suite, and one upstairs for added convenience A highlight is the Light-filled two-story great room that's adjacent to a Chef’s kitchen with a 10-foot island, granite countertops, stainless steel appliances, abundant cabinetry, butler’s pantry, and large walk-in pantry! Breakfast area adjacent to kitchen, perfect for casual dining and entertaining Flexible Customization Options: Optional 5th or 6th bedroom in loft or basement (lot-specific) Side-load 2- or 3-car garage Loft with full bath Optional finished basement (where available) with: Rec room Bedroom or den Full bath Media room Wet bar Fitness room Multiple exterior elevation styles available Photos are of a similar home; actual features may vary. Price reflects base model. Contact the onsite Sales Manager for current incentive. On-site Sales manager is an unlicensed representative of Timberlake Homes.

16250 Amora Drive, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661
$566,000
3 Beds ⋅ 2 Baths
Welcome to 25519 Holly Acres Lane in Milton, Delaware — a beautifully crafted new construction home nestled on a private wooded lot, offering the perfect balance of modern comfort and peaceful surroundings. This stunning 3-bedroom, 2-bath residence features an open and inviting floor plan with soaring 12-foot vaulted ceilings that create a bright, spacious feel throughout the main living area. The heart of the home is the open-concept living space, ideal for both everyday living and entertaining. The kitchen flows seamlessly into the living and dining areas, allowing natural light to highlight the home's clean lines and modern finishes. The primary suite provides a comfortable private retreat with a well-appointed bathroom, while two additional bedrooms offer flexibility for guests, a home office, or family members. A second full bathroom adds convenience and functionality. Situated on a beautiful, wooded lot, the property offers a sense of privacy and tranquility, surrounded by nature while still being conveniently located near Milton’s local shops, dining, and amenities. Just a short drive to Lewes, Rehoboth Beach, and Delaware’s coastal attractions, this home combines quiet country-style living with access to the beach and nearby towns. Don’t miss the opportunity to own a brand-new home on a private wooded setting in one of Sussex County’s most desirable areas. SOME PHOTOS ENHANCED

24519 Holly Acres Lane, Milton

Listing courtesy of EXP Realty, LLC. Contact: 8885434829
$549,900
3 Beds ⋅ 2 Baths
FALL IN LOVE the moment you walk through the door. Designed for comfort, connection, and effortless living, this beautifully custom-built 3-bedroom, 2 bath energy efficient home offers the convenience of one-level living on a generously sized lot in River Rock Run. Thoughtfully designed with a 2-foot extension across the entire back of the home, you’ll appreciate the added space throughout. Inside, hardwood flooring enhances the dining room and inviting living room with a cozy gas fireplace. The contemporary kitchen features granite countertops, cabinet pull-outs, and an open layout to the breakfast room, perfect for everyday living and entertaining. A bright, light-filled sunroom provides additional space to relax and unwind. The split-bedroom floor plan offers privacy, with a secluded owner’s suite complete with two large walk-in closets with custom shelving and a spacious ensuite bath. A private office makes working from home easy or can serve as a den or flex space to fit your needs. A walk-up floored attic provides plenty of storage for seasonal décor and more. Outdoors, enjoy expansive front and rear yards with beautiful landscaping, a screened porch, paver patio, and a manicured lawn supported by a full-yard irrigation system. A 2-car side-loading garage and extended paved driveway provide ample parking. Enjoy a peaceful neighborhood just minutes from the historic charm of downtown Milton and only a short drive to the award-winning beaches and dining of Lewes and Rehoboth. If you’ve been searching for space, privacy, and effortless living in a beautifully maintained home, this one delivers it all. Move in, settle down, and start enjoying the life you’ve been waiting for!

16402 Winding River Dr, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661
$634,900
4 Beds ⋅ 3 Baths
The Southport to-be-built home at Lightship Cove is a two-level floor plan starting with 4 bedrooms and 2.5 bathrooms and includes a flex room. The primary suite and flex room are located on the first floor, with three additional bedrooms and a loft upstairs. The home offers the ability to finish an additional bedroom on the second floor or keep the space as unfinished storage. Additional features include a Professional Kitchen, second owner’s suite, screened porch, courtyard, and more. Lightship Cove is a thoughtfully planned coastal community just off Fisher Road in Milton, Delaware. The community offers a small community feel with only 97 homesites, surrounded by permanently preserved farmland. The community is located 9 miles from downtown Rehoboth, 6 miles from downtown Lewes, and 7 miles from charming downtown Milton. Lightship Cove features The Beacon amenity, offering an outdoor pool with cabanas, outdoor pickleball courts, a sun ledge, tot lot, crab shack, and walking trail. HOA is $166 per month and includes garbage and recycling, all community amenities, snow removal on streets, and common area maintenance.

19845 Lightship Cove Dr, Milton

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300
$704,900
4 Beds ⋅ 4 Baths
The Coronado to-be-built home at Lightship Cove is a two-level floor plan starting with 4 bedrooms and 3.5 bathrooms and includes a flex room. The primary suite and flex room are located on the first floor, with three additional bedrooms and a loft upstairs. The home offers the ability to finish an additional bedroom on the second floor or keep the space as unfinished storage. Additional features include a Professional Kitchen, second owner’s suite, screened porch, courtyard, and more. Lightship Cove is a thoughtfully planned coastal community just off Fisher Road in Milton, Delaware. The community offers a small community feel with only 97 homesites, surrounded by permanently preserved farmland. The community is located 9 miles from downtown Rehoboth, 6 miles from downtown Lewes, and 7 miles from charming downtown Milton. Lightship Cove features The Beacon amenity, offering an outdoor pool with cabanas, outdoor pickleball courts, a sun ledge, tot lot, crab shack, and walking trail. HOA is $166 per month and includes garbage and recycling, all community amenities, snow removal on streets, and common area maintenance.

19847 Lightship Cove Dr, Milton

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300
$724,900
4 Beds ⋅ 5 Baths
The Astoria to be built home at Lightship Cove is a two level floor plan starting with four bedrooms and four and a half bathrooms and includes a flex room. The primary suite is located on the second floor, along with two additional bedrooms and a loft. One additional bedroom and a flex room are located on the first floor. There is also the option to finish an additional bedroom upstairs or keep the space as unfinished storage. Available options include a professional kitchen, screened porch, courtyard, and more. Lightship Cove is a thoughtfully planned coastal community just off Fisher Road in Milton, Delaware. The community offers a small community feel with only 97 homesites, surrounded by permanently preserved farmland. The community is located 9 miles from downtown Rehoboth, 6 miles from downtown Lewes, and 7 miles from charming downtown Milton. Lightship Cove features The Beacon amenity, offering an outdoor pool with cabanas, outdoor pickleball courts, a sun ledge, tot lot, crab shack, and walking trail. HOA is $166 per month and includes garbage and recycling, all community amenities, snow removal on streets, and common area maintenance.

19849 Lightship Cove Dr, Milton

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300
$624,900
3 Beds ⋅ 3 Baths
The Chatham to-be-built home at Lightship Cove is a two-level floor plan starting with 3 bedrooms and 2.5 bathrooms and includes a flex room. The primary suite and additional bedrooms are located on the second floor, making this layout unique among Schell Brothers floor plans. The home offers the ability to finish an additional bedroom on the second floor or keep the space as unfinished storage. Additional features include a Professional Kitchen, screened porch, courtyard, and more. Lightship Cove is a thoughtfully planned coastal community just off Fisher Road in Milton, Delaware. The community offers a small community feel with only 97 homesites, surrounded by permanently preserved farmland. The community is located 9 miles from downtown Rehoboth, 6 miles from downtown Lewes, and 7 miles from charming downtown Milton. Lightship Cove features The Beacon amenity, offering an outdoor pool with cabanas, outdoor pickleball courts, a sun ledge, tot lot, crab shack, and walking trail. HOA is $166 per month and includes garbage and recycling, all community amenities, snow removal on streets, and common area maintenance.

19843 Lightship Cove Dr, Milton

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300
$624,900
4 Beds ⋅ 3 Baths
The Lilac to-be-built home at Lightship Cove is a two-level floor plan starting with 4 bedrooms and 2.5 bathrooms and includes a flex room. The primary suite and flex room are located on the first floor, with three additional bedrooms and a loft upstairs. The home offers the ability to finish an additional bedroom on the second floor or keep the space as unfinished storage. Additional features include a Professional Kitchen, second owner’s suite, screened porch, courtyard, and more. Lightship Cove is a thoughtfully planned coastal community just off Fisher Road in Milton, Delaware. The community offers a small community feel with only 97 homesites, surrounded by permanently preserved farmland. The community is located 9 miles from downtown Rehoboth, 6 miles from downtown Lewes, and 7 miles from charming downtown Milton. Lightship Cove features The Beacon amenity, offering an outdoor pool with cabanas, outdoor pickleball courts, a sun ledge, tot lot, crab shack, and walking trail. HOA is $166 per month and includes garbage and recycling, all community amenities, snow removal on streets, and common area maintenance.

19841 Lightship Cove Dr, Milton

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300
$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
$534,900
3 Beds ⋅ 2 Baths
The Montauk to-be-built home at Lightship Cove is a ranch-style floor plan starting with 3 bedrooms and 2 bathrooms, designed for comfortable single-level living. The home offers the ability to add a basement or a second floor, allowing for additional bedrooms and bathrooms. Additional features include a Professional Kitchen, screened porch, courtyard, and more. Lightship Cove is a thoughtfully planned coastal community just off Fisher Road in Milton, Delaware. The community offers a small community feel with only 97 homesites, surrounded by permanently preserved farmland. The community is located 9 miles from downtown Rehoboth, 6 miles from downtown Lewes, and 7 miles from charming downtown Milton. Lightship Cove features The Beacon amenity, offering an outdoor pool with cabanas, outdoor pickleball courts, a sun ledge, tot lot, crab shack, and walking trail. HOA is $166 per month and includes garbage and recycling, all community amenities, snow removal on streets, and common area maintenance.

19846 Lightship Cove Dr, Milton

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300
$554,900
5 Beds ⋅ 4 Baths
The Monterey to-be-built home at Lightship Cove is a ranch-style floor plan starting with 3 bedrooms and 2.5 bathrooms, designed for comfortable single-level living. The home offers the ability to add a basement or a second floor, providing flexibility for a bonus loft space or additional bedrooms and bathrooms. Additional features include a Professional Kitchen, study, screened porch, courtyard, and more. Lightship Cove is a thoughtfully planned coastal community just off Fisher Road in Milton, Delaware. The community offers a small community feel with only 97 homesites, surrounded by permanently preserved farmland. The community is located 9 miles from downtown Rehoboth, 6 miles from downtown Lewes, and 7 miles from charming downtown Milton. Lightship Cove features The Beacon amenity, offering an outdoor pool with cabanas, outdoor pickleball courts, a sun ledge, tot lot, crab shack, and walking trail. HOA is $166 per month and includes garbage and recycling, all community amenities, snow removal on streets, and common area maintenance.

19844 Lightship Cove Dr, Milton

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300
$614,900
3 Beds ⋅ 3 Baths
The Hadley to-be-built home at Lightship Cove is a two-level floor plan starting with 3 bedrooms and 2.5 bathrooms. The primary suite is located on the first floor, with two additional bedrooms and a loft upstairs. The home offers the ability to finish an additional bedroom on the second floor or keep the space as unfinished storage. Additional features include a Professional Kitchen, second owner’s suite, screened porch, courtyard, and more. Lightship Cove is a thoughtfully planned coastal community just off Fisher Road in Milton, Delaware. The community offers a small community feel with only 97 homesites, surrounded by permanently preserved farmland. The community is located 9 miles from downtown Rehoboth, 6 miles from downtown Lewes, and 7 miles from charming downtown Milton. Lightship Cove features The Beacon amenity, offering an outdoor pool with cabanas, outdoor pickleball courts, a sun ledge, tot lot, crab shack, and walking trail. HOA is $166 per month and includes garbage and recycling, all community amenities, snow removal on streets, and common area maintenance.

19839 Lightship Cove Dr, Milton

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