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

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, double vanity with modern gold accents, 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

$599,990

4 Beds ⋅ 3 Baths

Welcome to the Dune at The Granary—where luxury, space, and thoughtful design come together in one of Milton's newest master-planned communities. This quick move-in home offers over 2,800 square feet of beautifully designed living space featuring 4 bedrooms, 2.5 baths, and a spacious 3-car garage. The heart of the home is the chef-inspired kitchen, complete with a large center island, abundant cabinetry, and an open layout that flows seamlessly into the dining area and family room—great for entertaining or everyday living. The first-floor primary suite provides a private retreat with a spa-like bath featuring a luxurious Roman shower, dual vanities, and a generous walk-in closet. Upstairs, you'll find three additional bedrooms and a versatile bonus room that offers a great space for guests, a media room, home office, or play area. At The Granary, you'll enjoy living just 1.5 miles from historic downtown Milton while being only minutes from Lewes, Rehoboth Beach, and everything Coastal Delaware has to offer. The Granary is planned as a vibrant master-planned community featuring future amenities, walking trails, parks, gathering spaces, and a unique vision centered around connection and outdoor living. Don't miss your opportunity to own this exceptional quick move-in home. Schedule your private tour today and experience why so many buyers are choosing The Granary. This quick move in home is available for a September closing. *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

HOMESITE 118 Sunbeam Way, Milton

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391

$578,390

3 Beds ⋅ 2 Baths

Welcome to 24049 West Cypress Way, an under-construction new home with pond views in the beautiful neighborhood of Woodfield Preserve in Milton, DE. The only available Galveston floorplan at Woodfield Preserve boasts a full front porch, gourmet kitchen with ample countertop space and soft-close cabinetry, a gas fireplace, and a third car garage. A welcoming foyer leads you to the inviting flex room a versatile space and abundant natural light on one side. On the other side are two spacious guest bedrooms, a guest bathroom, and a linen closet. The home's well-designed gourmet kitchen features modern white cabinets, quartz countertops, a generous walk-in pantry, an oversized island with additional room for seating and stainless steel appliances. The kitchen is open to the ample living room and dining room that leads to the quiet covered porch. The large owner’s suite is a retreat in the back of the home; its private bathroom has a double bowl vanity, frameless shower, oversized linen closet, and walk-in closet. Tucked away behind the kitchen and near the garage is the laundry room and a coat closet. This home includes a tankless water heater, white window blinds, a whole yard irrigation system and the exclusive Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

24049 West Cypress Way, Milton

Listing courtesy of D.R. Horton Realty of Delaware, LLC. Contact: 3025140850

$539,000

3 Beds ⋅ 2 Baths

Nestled in the sought-after Wagamons West Shores community, just minutes from the heart of historic Milton, this beautifully maintained coastal-inspired home is a shining example of pride of ownership. Lovingly cared for by its owners, every space reflects thoughtful updates, meticulous attention to detail, and timeless appeal. Freshly painted throughout, the inviting interior offers a warm and welcoming atmosphere designed for both everyday living and effortless entertaining. The open-concept living and dining areas flow seamlessly together, anchored by a striking two-sided fireplace that creates an inviting ambiance in both the living room and adjoining solarium. The gourmet kitchen is thoughtfully designed with abundant prep space, generous cabinetry, and easy access to both the breakfast nook and formal dining room, making it ideal for casual mornings or special celebrations. Step outside to the spacious deck overlooking beautifully maintained gardens and lush lawn, offering a peaceful backdrop for outdoor dining, gardening, or simply relaxing. The spacious primary suite serves as a private retreat with a comfortable sitting area, walk-in closet, and a spa-inspired ensuite featuring dual vanities and a zero-entry shower. Two additional guest bedrooms and a well-appointed hall bath provide comfortable accommodations for family and visitors. The expansive unfinished basement spans the full footprint of the home, offering endless opportunities to create additional living space, a workshop, hobby area, fitness room, or abundant storage and a generator if the power goes out. Beyond the home, residents enjoy the charm and convenience of Milton with nearby access to the Milton Bike Trail, the historic Milton Theatre, Dogfish Head Craft Brewery, Irish Eyes Pub, shopping, and the sandy shores of Broadkill Beach. Combining exceptional care, timeless design, and an outstanding location, this home is truly move-in ready and waiting for its next chapter.

129 Wagamons Blvd, Milton

Listing courtesy of Northrop Realty. Contact: (302) 703-1144

$599,990

4 Beds ⋅ 4 Baths

Welcome to the Glasgow, a beautifully designed home that blends an open-concept layout with timeless classic-inspired elements. Scheduled for settlement in December 2026, this home offers 4 bedrooms, 3.5 baths, and a 3-car garage, delivering the perfect combination of style, comfort, and functionality. A charming front porch creates a warm welcome, while the screened deck extends your living space outdoors, making it the perfect place to relax or entertain. Inside, the great room is anchored by a cozy gas fireplace and enhanced with stylish feature walls that add character and sophistication throughout the home. The kitchen is designed to impress with double ovens, quartz countertops, and an open layout that seamlessly connects to the main living and dining areas, making it ideal for everyday living and hosting family and friends. Hard-surface flooring flows throughout the entire home, providing a cohesive, durable, and low-maintenance finish. The primary bath features an upgraded shower, creating a spa-inspired retreat designed for comfort and relaxation. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

19181 Silver Beech Dr, Milton

Listing courtesy of Delaware Homes Inc. Contact: 3023789510

$599,900

4 Beds ⋅ 3 Baths

COASTAL CHARM MEETS LUXURY LIVING! Discover the perfect fusion of style, space, and serenity in this stunning 4-bedroom, 2.5-bath home in sought-after Paynters Mill. This home blends timeless style with everyday comfort. The interior features a gourmet kitchen with granite countertops, stainless steel appliances, breakfast bar, & breakfast nook — perfect for culinary enthusiasts. Enjoy two spacious living rooms (one up and one down), two guest rooms on the second floor, and a first-floor guest room. The primary suite provides a serene retreat with an en suite bath and 2 generous walk-in closets. Relax on your rear screened porch, the perfect place to enjoy your morning coffee. Other highlights include a full, unfinished basement that offers tons of storage, outside shower, formal dining room, and more! Community amenities include a clubhouse with fitness center and billiards table, outdoor pool, tennis and pickleball courts, beach volleyball, and walking/biking paths. This home truly offers the perfect combination of elegance, comfort, and community living — all just minutes from downtown Lewes and the beaches.

16269 John Rowland Trl, Milton

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

$559,990

3 Beds ⋅ 3 Baths

Welcome to the Tacoma, a beautifully designed home that blends an open-concept layout with timeless Classic-inspired elements. Scheduled for settlement in December 2026, this home offers 3 bedrooms, 2.5 baths, and a 3-car garage, delivering the perfect combination of style, comfort, and functionality. A charming front porch creates a warm welcome, while the screened deck extends your living space outdoors, making it the perfect place to relax or entertain. Inside, the great room is anchored by a cozy gas fireplace and enhanced with stylish feature walls that add character and sophistication throughout the home. The kitchen is designed to impress with double ovens, quartz countertops, and an open layout that seamlessly connects to the main living and dining areas, making it ideal for everyday living and hosting family and friends. Hard-surface flooring flows throughout the entire home, providing a cohesive, durable, and low-maintenance finish. The primary bath features an upgraded shower, creating a spa-inspired retreat designed for comfort and relaxation. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

19179 Silver Beech Dr, Milton

Listing courtesy of Delaware Homes Inc. Contact: 3023789510

$1,399,900

4 Beds ⋅ 4 Baths

MORE DETAILS COMING SOON - New Construction opportunity in Broadkill Beach.

106 Georgia Ave, Milton

Listing courtesy of EXP Realty, LLC. Contact: 8885434829

$534,900

3 Beds ⋅ 2 Baths

Experience effortless coastal living in this meticulously maintained award-winning 6 year young energy efficient Vandelay model home featuring a 4' rear extension across the back of the home and a bright and sunny morning room. Large windows bathe the interior with light and the inviting entryway welcomes you home. A spacious owners suite includes a large walk-in custom designed "California closet", private bath and plenty of room for a king sized bed and reading chair. Designed for entertaining, the open-concept layout seamlessly connects the great room, dining area, sunroom and kitchen all backing to a peaceful wooded setting. The heart of the home features a chef inspired kitchen with stainless steel appliances, pantry, granite counter tops and breakfast bar with abundant storage and prep space. Two additional bedrooms share a hall bath on the opposite side of the home offering privacy for guests and family. The oversized two car garage is well organized with custom fit-out, pull down steps to additional storage area and access to the conditioned crawl space. Relax on the front porch and enjoy the serene beauty and privacy of the mature woods off the back deck and beautifully designed paver patio and hardscape. Woodbridge's fully equipped clubhouse with bar, kitchen and entertainment room is the gathering spot for meetings and social events. It features a workout room, pool and ping pong tables, library, comfy seating around the fireplace and three large-screen TV's. The clubhouse opens onto a beautiful large gated pool, and a playground is available for children's enjoyment. Residents enjoy the walking trails, and nearby bike trails, award winning beaches, tax-free shopping, fine dining and entertainment.

22492 Ridgecrest Dr, Milton

Listing courtesy of NextHome Tomorrow Realty. Contact: 3026014171

$574,000

3 Beds ⋅ 2 Baths

3BR, 2BA custom Russ Palmer 3BR 2BA open floor plan home w/gas FP on 3/4 acre in Creek Falls Farm. Great Room w/16ft vaulted ceiling, sky lights & gas FP welcomes you. DR & Gourmet Kitchen, a chefs delight w/ 5 burner gas cooktop, granite, oversized island, stainless appliances & under counter lighting. Florida Room w/tile floor opens to 3 season screen porch. Paver patio & deck w/awning overlooks mature landscaping. Hardwood floors throughout LR & BR's w/lg walk-in closet. Jetted Tub & tile shower. Separate entrance 4 home business /in-law. Lots of storage, oversized garage, attic & 1 shed. Room 4 pool & pole building. Bring your boat & RV. Shopping, Restaurants & live music - only minutes to Lewes, Rehoboth Beach, Milton, Cape Henlopen State Park & Dogfish Head Brewery. Lawn Irrigation. Surveillance System. Water Treatment System. LOW Taxes!

413 Hudson St, Milton

Listing courtesy of Jack Lingo - Rehoboth. Contact: (302) 227-3883

$545,000

3 Beds ⋅ 2 Baths

COMING SOON - SHOWN BY APPOINTMENT ONLY - Escape to peaceful wooded living without sacrificing convenience in this beautifully upgraded Insight Home located just minutes from Historic Downtown Milton, Lewes, Millsboro, and Delaware's award-winning beaches. Backing to mature woods and a community buffer, this property offers exceptional privacy while placing shopping, dining, breweries, healthcare, and coastal attractions within easy reach. Designed for easy one-level living, the bright open floor plan features luxury vinyl plank flooring throughout with no carpet, abundant natural light, custom built-in bookcases, and quality finishes that make this home truly move-in ready. The gourmet kitchen is the centerpiece of the home, featuring White Ice granite countertops, stainless steel appliances, a glass tile backsplash, under-cabinet lighting, and generous cabinet and prep space perfect for everyday living or entertaining family and friends. The private owner's suite continues the home's luxury feel with an upgraded bath showcasing quartz countertops, a custom tiled shower, rainfall shower head, and built-in bench. Additional bedrooms and living spaces provide flexibility for guests, a home office, or hobbies. Step outside to your own private backyard retreat where a low-maintenance Trex deck overlooks mature trees and protected community green space, creating a peaceful setting rarely found in today's market. Raised garden beds, professional landscaping, and a five-zone irrigation system complete the outdoor experience. Built by Insight Homes with Green Home energy-efficient construction, this home offers long-term value with a conditioned crawl space, dual-zone heat pump with propane backup, tankless on-demand water heater, central vacuum system, floored attic storage, extra laundry room cabinetry, garage pulley storage system, and Delaware Electric Cooperative electric service. If you've been searching for a move-in-ready home that combines modern upgrades, energy efficiency, one-level living, wooded privacy, and a central location close to Milton, Lewes, Millsboro, beaches, restaurants, shopping, and everyday conveniences, this home is one you won't want to miss. Schedule your private showing today.

22498 Ridgecrest Dr, Milton

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

$575,000

3 Beds ⋅ 3 Baths

Nestled within the serene enclave of Woodfield Preserve, this exquisite contemporary residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. Why wait months for new construction when you can have this two year young home NOW! Better yet, all remaining transferable builder warranties convey to the new owner. New home feel, without the new build wait! Spanning 2,410 square feet, this meticulously crafted home features three spacious bedrooms and three elegantly appointed bathrooms, designed to cater to both relaxation and functionality. Step inside to discover an inviting open floor plan that seamlessly connects the living and dining areas, enhanced by abundant natural light and tasteful recessed lighting. The gourmet kitchen is a culinary enthusiast's dream, boasting upgraded countertops, a generous island, and energy-efficient stainless steel appliances, including a gas range and dishwasher. A well-designed pantry ensures ample storage, while the combination of plush carpeting and stylish laminate plank flooring adds warmth and sophistication throughout. The primary suite is a true retreat, featuring a luxurious walk-in closet and a spa-like bathroom complete with a stall shower and a soothing tub shower, perfect for unwinding after a long day. Outside, the property is equally impressive. With it's premium lot view, the meticulously maintained grounds feature lush landscaping, complemented by a lawn sprinkler system and charming sidewalks that invite leisurely strolls. Enjoy tranquil views of the nearby pond, creating a picturesque backdrop for outdoor gatherings or quiet moments of reflection. The community amenities elevate the living experience, offering access to a sparkling in-ground pool, a state-of-the-art fitness center, and a welcoming clubhouse, perfect for socializing with neighbors. Parking is a breeze with an attached two-car garage and additional driveway space, ensuring convenience for you and your guests. The home is designed with modern living in mind, featuring a tankless water heater and energy-efficient appliances that contribute to a sustainable lifestyle. This property is not just a home; it's a lifestyle choice that embodies comfort, elegance, and community. Experience the perfect blend of luxury and tranquility in this stunning Woodfield Preserve residence, where every detail has been thoughtfully curated for your enjoyment. Home is being sold furnished (see Inclusions and Exclusions) unless buyer requests removal of specific items.

15288 Crape Myrtle Rd, Milton

Listing courtesy of Keller Williams Realty. Contact: 3026887653

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

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