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

Welcome to 119 Federal St in the heart of Milton, Delaware. This spacious 4-bedroom home offers approximately 3,437 square feet of living space on a generous lot, blending small-town charm with room to grow. Inside, the home provides a flexible layout with multiple living areas, abundant natural light, and the opportunity to customize each space to fit your lifestyle. The unfinished basement adds valuable storage and future potential, while the sizeable yard offers space for outdoor living, gardening, entertaining, or expansion. The zoning allows property owners to operate light commercial or business operations on the main ground level while maintaining a residential living space upstairs. Located along historic Federal Street, this property places you close to the best of Milton, including local dining, shops, parks, the Milton Theatre, and nearby access to coastal Delaware attractions. Enjoy the character of an established in-town setting with convenient access to Route 1, Lewes, Rehoboth Beach, and Broadkill Beach. Whether you are looking for a primary residence, coastal retreat, or investment opportunity, 119 Federal St offers space, location, and potential in one of Sussex County’s most beloved towns. Schedule your showing today and explore the possibilities. This property is also listed as a commercial property under listing number: DESU2116968.

119 Federal St, Milton

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

$1,569,900

4 Beds ⋅ 4 Baths

Luxury Coastal Living at its finest! This exquisite coastal home boasts breathtaking, panoramic, unobstructed views of the Delaware Bay, as well as tranquil views of the Prime Hook National Wildlife Refuge. A winning combination in the very sought after beach community of Broadkill Beach. This stunning custom-built home features four bedrooms, 2 of which are primary suites, 3.5 baths and an oversized two car garage that offers plenty of storage. The main area boasts an open floor plan with spectacular panoramic views of the Delaware Bay and a cozy gas fireplace. The chef's kitchen is an entertainer's paradise with five burner gas stove top, large drawer microwave, built in wine racks, glass front cabinets, and more. Enjoy your morning coffee on the spacious deck off your family room, accessing your private walkway to the beach, for sunsets and star gazing, the truly natural beauty of Broadkill Beach. The second floor offers and owner's suite with a private balcony and en suite bath with a soaking tub overlooking the Prime Hook Wildlife Refuge, and 2 walk-in closets. The third floor includes three additional bedrooms, including the second primary suite. Don't miss this opportunity of a lifetime to own your coastal dream home on Delaware Bay. This is also a great rental investment. WELCOME HOME!!! Let the precious memories begin. Completely furnished move right in!

506 S Bay Shore Dr, Milton

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

$650,000

4 Beds ⋅ 3 Baths

Discover Coastal Luxury Near Delaware Beaches. This home has been fully renovated with a BRAND-NEW ROOF, BRAND-NEW HVAC, an updated open pool, an updated driveway, and NO HOA. 15250 Hudson Rd, Milton, DE 19968 Experience refined living in this custom-built luxury home nestled on 1.23 private acres in the prestigious Cape Henlopen School District, just minutes from Rehoboth Beach, Lewes Beach, and Broadkill Beach. Set within a quiet, high-end enclave where neighboring estates feature private helicopter hangars and airstrips, this property offers privacy, prestige, and proximity to the coast, the perfect blend for discerning buyers seeking elegance and exclusivity. Step inside through the grand entryway, and you’ll be welcomed by a sun-filled great room featuring a stone-front fireplace, vaulted ceilings, and skylights that flood the home with natural light. The chef’s kitchen is a true showpiece with quartz countertops, premium stainless-steel appliances, ample cabinetry, and an intuitive layout designed for both entertaining and everyday living. Adjacent to it, the formal dining area invites memorable gatherings with family and friends. The first-floor owner’s suite delivers 5-star comfort with convenience and style, offering a serene retreat just steps from the main living areas. Upstairs, three spacious bedrooms, a loft lounge, and a modern full bath provide flexible living for family or guests. Multiple skylights enhance energy efficiency and give every space a warm, natural glow. Outdoors, unwind in your private pool surrounded by lush landscaping, privacy trees, and tropical pear trees, an idyllic setting for weekend retreats or summer entertaining. With expansive cleared yard space, there’s room to relax, garden, or host gatherings under the open Delaware sky. This property is more than a home; it’s a private coastal sanctuary offering luxury, tranquility, and access to everything that makes Delaware’s beach lifestyle so sought-after. BRAND NEW ROOF-June 2026, brand new HVAC. driveway redone. Highlights: 1.23-acre private estate minutes from Delaware beaches Cape Henlopen School District Custom-built design with open concept and skylights 5-star first-floor owner’s suite Chef’s kitchen with quartz countertops and luxury appliances Private pool and tropical landscaping Proximity to Rehoboth, Lewes, Broadkill, and Milton beaches Surrounded by luxury estates with private runways Schedule your tour today experience the unmatched beauty of 15250 Hudson Rd and the elegance of Delaware coastal living.

15250 Hudson Rd, Milton

Listing courtesy of EXP Realty, LLC. Contact: 8885434829

$650,000

3 Beds ⋅ 2 Baths

"Better Than New" & Move-In Ready: This home is already complete, upgraded, and ready for quick occupancy—bypassing the long wait times of new construction. Premium Finishes & Upgrades: This home features a two-foot extension on the living room and dining area. The large, owner-designed screen room with an invisible screen was added post-purchase. The screens allow the view of the pond, fountain and birds to blend perfectly while you enjoy the superior airflow. The gourmet kitchen has a beautiful and tastefully unique backsplash, primary suite closet organizers by California closets, an epoxy garage floor that adds an attractive look to the garage and with the water treatment system you can have the taste of bottled water at home. The Atmos surround sound system will enhance your listening experience while watching TV or enjoying music. These features make this beautiful Schell Brothers built home stand out compared to base models. This home adjoins a community common area, which means instead of another house right beside you, you get extra open space to enjoy. Imagine sipping your morning coffee with a more peaceful view, having added privacy, and feeling like your yard stretches even farther... without ever having to mow it! Ultimate Location & Tax Benefits: Lightship Cove is ideally situated with a Milton address but just minutes from Downtown Lewes and the beaches. The Lewes-Georgetown Bike Trail is less than 1 mile away! . This trail goes all of the way to Cape Henlopen and connects with the other bike trails in the beach area. The Beach is only 15 minutes by car. Golf at the Rookery and Baywood Greens are both 15 minutes away. There is a new Bayhealth urgent care facility 1 mile from the home. Don't let this one get away.

19874 Lightship Cove Dr, Milton

Listing courtesy of Active Adults Realty. Contact: (302) 424-1890

$615,000

3 Beds ⋅ 3 Baths

Welcome to this impeccably maintained home nestled on a private half-acre lot surrounded by mature trees. Why go through the building process when this beautifully upgraded home is ready for immediate enjoyment? Ideally situated in a peaceful country setting, you will enjoy the perfect balance of privacy and convenience, with beaches, shopping, dining, healthcare facilities, and everyday amenities just minutes away. Set on a professionally irrigated half-acre homesite backing to a wooded backdrop, this property offers exceptional curb appeal and a serene outdoor environment. Step inside to discover a bright and inviting open-concept floor plan designed for both comfortable living and effortless entertaining. A welcoming foyer leads into the spacious main living area, where soaring ceilings and abundant natural light create an airy atmosphere. The gourmet kitchen is sure to impress, featuring quartz countertops, GE Profile stainless steel appliances, a five-burner gas cooktop, and a large center island with seating. Crisp white, soft close cabinets with underlighting, a deep undermount stainless sink and a storage pantry for added convenience. The kitchen flows seamlessly into the dining area and great room, highlighted by a cozy gas fireplace and luxury vinyl plank flooring that extends throughout the main living spaces. The primary suite provides a relaxing retreat, complete with a generous walk-in closet and a luxurious ensuite bath featuring dual vanities and a beautifully tiled seated shower. Thoughtful upgrades throughout the home include plantation shutters, professionally installed wiring for televisions, ceiling fans, and enhanced finishes that elevate both style and functionality. Outdoor living is equally impressive with a spacious L-shaped screened porch and an attractive paver patio, offering plenty of room to entertain or simply unwind while enjoying the private setting. The oversized, side entry, garage has been fully insulated and finished with drywall and paint and includes epoxy flooring, a side exit door and utility sink for added convenience. With extensive upgrades already completed and a premium homesite that would be difficult to replicate at this price point, this home delivers exceptional value and the benefits of new construction without the wait. Schedule your private showing today and experience everything this remarkable property has to offer.

27025 Whistling Duck Way, Milton

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

$1,299,000

A premier commercial hospitality opportunity to acquire the thriving, top-rated Mansion Farm Inn. Operating as an active, established Bed & Breakfast enterprise on 1.64 acres of tranquil country scenery, this property offers a completely turn-key investment structure with multi-stream revenue potential just minutes from the booming Delaware coastline. The hospitality layout features 3 beautifully appointed guest suites in the main house, each with dedicated luxury en-suite bathrooms (soaking tubs/showers), sitting rooms, split-adjustable king beds, and smart ambient fireplaces. The main level supports operations with a chef's kitchen, formal dining spaces, and common lounges. The detached, fully renovated luxury barn contains 2 independent, self-contained apartments featuring full modern kitchens, open living layouts, and private washer/dryers. This includes the highly profitable, larger pet-friendly "Doggie Suite" with a private attached sun deck, and the elegantly styled "Coastal Suite"—both functioning beautifully as high-rate independent vacation rentals. Further enhancing the property's exceptional flexibility is a detached 2-car garage crowned by an impressive third private suite. Thoughtfully designed across 2 levels, this unit features a full kitchen and inviting living area on the main floor, while the upper level offers a spacious bedroom and full bathroom. The breathtaking resort grounds are custom-built to maximize guest satisfaction and event revenue, featuring a sizable saltwater pool, paved lounge deck, curated courtyard gardens with fountains, a backyard fire pit pavilion, and a screened garden porch with a guest snack bar flowing out onto expansive composite decks. An owned ground-mounted solar panel array heavily offsets commercial utility costs, while multiple outbuildings offer extensive storage or room to expand operations. Ideally located on a high-visibility corridor just 5 miles to Broadkill Beach, 8 miles to historic Lewes, and 13 miles to Rehoboth Beach to seamlessly capture high-volume beach tourism and tax-free shopping traffic. Sold furnished and turn key, financials and inventory lists available upon qualified request.

26285 Broadkill Rd, Milton

Listing courtesy of The Parker Group. Contact: 3022176692

$799,500

2 Beds ⋅ 3 Baths

Broadkill Beach With Elevator . Built as a primary residence in 2005, this home boasts comfort, convenience, warm finishes and ample storage. Enter under the home into 2 covered garage ports featuring poured concrete floor that provides dry entry in inclement weather. Take the elevator up to the upper floor in this reverse floor plan and be greeted by a bright and modern open floor plan finished with Andersen casement windows and maple hardwood floors. The neutral gourmet kitchen features newer stainless appliances, Corian counter tops, large center island and large pantry. Andersen sliders lead you off the main family area to a covered outdoor living space with retractable screens for worry free outdoor living. Just off the dining area is a private office providing an opportunity for additional sleeping space. Additionally on this floor is a well appointed powder room and walk up attic. The lower floor has 2 large ensuite bedrooms featuring California Closet builtins, heated tile floor in the primary and a large covered deck that runs the length of the house. Beach access just at end of street and outdoor shower (hot/cold) to rinse off after fun in the sand. Additional Notable Features central vacuum, tankless hot water, security system, lighted display cabinets.

13 California Ave, Milton

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

$1,349,900

5 Beds ⋅ 4 Baths

Experience exceptional waterfront living on beautiful Red Mill Pond in this custom-built home built by Garrison Homes, thoughtfully designed to maximize panoramic water views from nearly every room. Situated on an oversized one-third-acre lot with public sewer and its own private dock and boat ramp, this property offers the perfect blend of luxury, comfort, and coastal lifestyle. Meticulously maintained and extensively updated, this five-bedroom, four bath residence showcases quality craftsmanship throughout. The striking Pennsylvania cherry stone exterior accents are echoed inside by the dramatic floor-to-ceiling two-story wood burning fireplace, creating a warm and timeless focal point. Rich custom cherry cabinetry is featured throughout the home, complementing the gourmet kitchen equipped with a center island, gas cooktop, wall oven, microwave, and an expansive buffet/bar area designed for effortless entertaining. The flexible floor plan offers room for everyone, including two versatile flex spaces that can serve as home offices, additional bedrooms, hobby rooms, or fitness areas. A private guest suite with its own full bath is located on the second floor, while the luxurious primary suite features breathtaking pond views, sitting room, gas fireplace, jetted soaking tub, and separate stall shower. Outdoor living is equally impressive, with multiple spaces to relax and enjoy the waterfront setting, including a welcoming front porch and 2nd floor front porch, an expansive rear deck, and rear balcony overlooking the pond. Recent improvements provide peace of mind and modern efficiency, including a one-year-old roof with new gutters and gutter guards, newer Pella doors on the rear, two high-efficiency hybrid heat pump HVAC systems with gas backup (both just four years old), upgraded appliances, a tankless water heater plus a traditional tank water heater also only 5 years old, a whole-house water treatment system, an encapsulated crawl space, and security system. Built with resilience in mind, the exterior walls are 8" walls and the lower level sits approximately 12 feet above flood elevation. Three fireplaces—one wood-burning and two gas—add warmth and ambiance throughout the home. Whether you're boating, fishing, kayaking, or simply enjoying the tranquil waterfront setting, this exceptional property delivers a rare opportunity to live at the beach while enjoying the privacy of your own dock and the convenience of a community boat launch. A truly special waterfront retreat where quality construction, thoughtful updates, and stunning views come together.

30300 S Mill Run, Milton

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

$699,000

4 Beds ⋅ 5 Baths

Welcome to effortless living in the highly sought-after community of Harper's Glen in Milton. Built in 2024 and situated on a spacious half-acre homesite, this beautifully upgraded home offers the perfect combination of modern design, comfortable living, and room to grow. It is a show stopper with over 4,500 sq ft of living space! From the moment you enter, the soaring two-story foyer creates an inviting first impression. The thoughtfully designed floor plan features spacious living areas, abundant natural light, and an open layout that makes everyday living and entertaining feel seamless. The stunning kitchen serves as the centerpiece of the home, showcasing quartz countertops, upgraded cabinetry, a gas cooktop, wall oven, stainless steel appliances, a large center island, and an oversized walk-in pantry. The main level offers exceptional flexibility with multiple bonus spaces that can easily serve as a home office, library, playroom, fitness area, or guest space depending on your needs. The family room provides a warm and inviting gathering area centered around a gas fireplace. Upstairs, the spacious primary suite offers a peaceful retreat complete with a tray ceiling, two large walk-in closets, and a beautifully appointed bath featuring a tiled walk-in shower with frameless glass enclosure. Generously sized secondary bedrooms provide plenty of room for family and guests. The finished lower level adds valuable living space with a large recreation room, full bathroom, and walk-up access to the backyard, making it ideal for entertaining, hosting visitors, or creating the ultimate media room or home gym. Outdoor living is just as impressive. Enjoy morning coffee on the covered front porch or unwind on the covered rear porch overlooking the fully fenced backyard. With half an acre of land, there's ample space for a pool, outdoor entertaining area, garden, or simply enjoying the privacy and open space. Additional features include a three-car garage, tankless water heater, smart home technology, and the peace of mind that comes with nearly new construction. Located just minutes from downtown Milton, residents enjoy easy access to local restaurants, shopping, healthcare facilities, and all that coastal Delaware has to offer, including Lewes, Rehoboth Beach, and Cape Henlopen State Park. This is a rare opportunity to enjoy the benefits of new construction without the wait.

14386 Workman Cir, Milton

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$1,299,000

4 Beds ⋅ 5 Baths

Historic 1.64-Acre Luxury Estate Compound Near Delaware Beaches Steeped in 216 years of rich history, the iconic Mansion Farm Inn offers an unrepeatable private estate compound balancing old-world heritage with modern luxury. Nestled on 1.64 tranquil acres framed by mature evergreens and serene country scenery, this sprawling property is perfect for multi-generational living or a grand coastal retreat. The stately main house features 3 exquisitely curated bedroom suites, each serving as a private sanctuary with its own premium en-suite bathroom (complete with soaking tubs and walk-in showers), cozy sitting areas, smart TVs, and all-season ambiance fireplaces. The property also features a versatile upstairs flex room complete with a closet and a pull-down Murphy bed, offering excellent additional space. Behind the main house, a flawlessly renovated detached barn hosts 2 fully self-contained accessory apartments. Perfect for independent guest quarters, long-term family stays, or an au pair suite, both units boast full kitchens, open living spaces, and private in-unit laundry. The spectacular exterior functions as a world-class private resort. Further enhancing the estate's exceptional flexibility is a detached 2-car garage crowned by an impressive third private suite. Thoughtfully designed across 2 levels, this residence features a full kitchen and inviting living area on the main floor, while the upper level offers a spacious bedroom and full bathroom. Whether utilized as sophisticated guest accommodations, private quarters, or a secluded retreat, this additional living space provides endless possibilities. A massive, sparkling saltwater pool serves as the centerpiece, surrounded by an extensive paved sun deck, curated courtyard paths, soothing fountains, and a cozy backyard fire pit. A covered garden porch with a built-in hospitality bar flows seamlessly out onto massive composite decking built for grand-scale entertaining. The property also includes multiple detached outbuildings, a historic barn/workshop, and a premium ground-mounted solar panel array for maximum energy efficiency. Perfectly positioned along Broadkill Road, you are just 5 miles to the peaceful shores of Broadkill Beach, 8 miles to historic Lewes, and 13 miles to the iconic Rehoboth Beach boardwalk. Enjoy absolute rural privacy with immediate access to tax-free outlet shopping, local amusements, and award-winning coastal dining.

26285 Broadkill Rd, Milton

Listing courtesy of The Parker Group. Contact: 3022176692

$599,999

5 Beds ⋅ 4 Baths

Nestled in the prestigious Woodfield Preserve, this exquisite contemporary residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. Built in 2017, this stunning home boasts five spacious bedrooms and three and a half elegantly appointed bathrooms, ensuring ample space for relaxation and entertainment. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas, creating an ideal setting for gatherings. The heart of the home features upgraded countertops and stainless steel appliances, including a wall oven and cooktop, perfect for culinary enthusiasts. The eat-in kitchen, complete with a pantry, invites casual dining, while the formal dining area is perfect for hosting dinner parties. Natural light floods the space through thoughtfully placed windows adorned with tasteful treatments, enhancing the warm ambiance. Retreat to the primary suite, where luxury meets tranquility. This private oasis features a walk-in closet and a spa-like bathroom with both a walk-in shower and a soaking tub, providing a serene escape after a long day. The exterior of the home is equally impressive, featuring low-maintenance vinyl siding and beautifully landscaped grounds that create a picturesque setting. Enjoy serene views of the pond from your rear yard, where you can unwind on the patio or take in the lush garden and lawn. The underground lawn sprinkler system ensures your outdoor space remains vibrant and inviting year-round, and the home features a separate irrigation well, meaning there is no water bill for irrigation. For those who appreciate community amenities, Woodfield Preserve offers a wealth of options, including a clubhouse, fitness center, outdoor pool, tennis courts, and playgrounds. The attached three-car garage provides convenience and ample storage, while the security system offers peace of mind. This property is not just a home; it's a lifestyle. With its prime location near tranquil water features and a vibrant community atmosphere, this residence invites you to experience the best of luxury living. Embrace the opportunity to make this exceptional property your own and enjoy the comfort and elegance it has to offer.

15272 Crape Myrtle Rd, Milton

Listing courtesy of Bryan Realty Group. Contact: (302) 734-4414

$586,380

4 Beds ⋅ 3 Baths

**FALL MOVE IN!** NEW RENDERING JUST ADDED - take a(nother) look! SPACIOUS SINGLE-STORY LIVING WITH BONUS SECOND FLOOR! This beautiful 4BR, 3BA home offers the ease of main-level living with extra space for guests, hobbies, or a home office. The open-concept layout features a gourmet kitchen with stylish silver cabinetry, a center island, Arctic White tile backsplash, and low-maintenance luxury vinyl plank flooring throughout the main level. The bright breakfast area flows into the expansive Great Room, while a separate dining room is perfect for gatherings. Enjoy morning coffee or evening relaxation on the covered rear porch. The private owner's suite includes a retreat area, en-suite bath, and walk-in closet. Two additional bedrooms are located on the main level, while upstairs offers a bonus room, fourth bedroom, and full bath. An unfinished basement provides abundant storage and future expansion potential. Conveniently located in Milton, just minutes from downtown Lewes, Rehoboth Beach, and Delaware's coastal attractions, with easy access to Route 1 for shopping, dining, and commuting. **Pictures are of artist renderings of the home and for representational purposes only. Please see New Home Consultant for details of final colors and finishes. Taxes to be assessed after settlement. Realtor representation must be acknowledged on the first interaction with Lennar, and the agent must accompany their client on the first visit.**

12124 Honeysuckle Dr, Milton

Listing courtesy of Atlantic Five Realty. Contact: 8564243339

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

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