2 Bedroom Homes for Sale in Milton, DE

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:

$324,999

4 Beds ⋅ 4 Baths

Newly renovated from top to bottom, this beautifully refreshed townhome in Shipbuilder’s Village offers three levels of comfortable living in an ideal Milton location. The open-concept layout features all-new flooring, kitchen, bathrooms, fixtures, paint, and landscaping, creating a fresh, move-in-ready home just a short walk or bike ride from downtown Milton, schools, shopping, farmer’s market, theater and public amenities. The entry level welcomes you with a bedroom, half bathroom, laundry room, access to the garage, and a door leading to the partially covered yard. Upstairs, the main living level features a beautifully updated kitchen with stainless steel appliances, ample cabinetry and counter space, and recessed lighting. The light and bright kitchen opens seamlessly to the dining and living areas, where a gas fireplace and ceiling fan create a comfortable gathering space. A door leads to the new deck overlooking the fenced backyard, while a powder room completes this level.The third floor offers three carpeted bedrooms and two full bathrooms, including a spacious primary suite with a walk-in closet. Tasteful finishes, modern accessories and a neutral palette make this home perfect for your personal touch. For those seeking an investment opportunity, rentals are permitted with a 2-night minimum, offering the flexibility for short-term rental use. Whether you're looking for a full-time residence, vacation getaway, or income-producing property, this Shipbuilder’s Village townhome offers an exceptional opportunity to enjoy all that downtown Milton has to offer.

506 S Spinnaker Ln, Milton

Listing courtesy of Compass. Contact:

$493,610

2 Beds ⋅ 2 Baths

Welcome to The Bristol at 24019 West Cypress Way, a 1,748 square foot open concept ranch home, offering two bedrooms and a flex room, two bathrooms, and 9’ ceilings in the Woodfield Preserve community of Milton, DE This three-car garage Bristol floor plan is beautifully placed on a corner homesite with rear screened porch. A welcoming foyer leads you to the spacious guest bedroom with a closet, the guest bathroom and a linen closet. The inviting flex room is a versatile space with an abundance of natural light. The home's well-designed kitchen features substantial white cabinet space, a generous walk-in pantry, an oversized island with quartz countertops, and stainless-steel appliances. The kitchen is open to the ample living room and dining room that leads to the quiet porch. The large owner’s suite is a retreat at the back of the home; its private bathroom has a substantial double bowl vanity, shower and linen closet and the impressive walk-in closet is a must see! Tucked away, the cozy laundry room and coat closet are located just off the garage. 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.

24019 W Cypress Way, Milton

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

$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:

$749,000

3 Beds ⋅ 4 Baths

Custom Amish Built Home coming to Wakelys Place in Milton! Stunning Coastal Rancher, this 3 Bed, 3 & 1/2 bath will feature an open floorplan, tasteful updates and more. Upon entering the home through the foyer, you have an office to your left with French Doors and a "Craft Room" to your right. You then enter the oversized living room with LVP throughout, as well as Gas Fireplace. The Kitchen is a Chef's Dream with Quartz Countertops, Wolf Cabinetry and Stainless Steel Appliances. The split floorplan offers privacy to both guests and the owner, with 2 bedrooms and 2 full baths on the right side of the home and the primary suite tucked away in the back. Oversized covered porch off the rear ensures plenty of room for entertaining both inside and out! Located on an Acre, on a private lane, 15 minutes from Downtown Lewes and the Beaches, you have the opportunity to build your own private oasis. Pools, Detached Garages and More to be allowed with construction of the home.

Lot 1 Wakely Pl, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$625,000

4 Beds ⋅ 3 Baths

FIRST FLOOR LIVING & FULLY FURNISHED! Close to Lewes Beach, Rehoboth Beach and Broadkill Beach! Don't forget The Paynter’s Mill Advantage where you enjoy the "Lewes lifestyle" with a Milton address! This pristine floor plan offers luxury main-level living near the pool, clubhouse, tennis/pickleball courts, and trails. The grand 2-story foyer opens to a light-filled gathering room with a gas fireplace, flex dining space, and a vaulted morning room overlooking the private patio gardens. Remote controlled blinds for the upper windows!! The gourmet kitchen features GE Café stainless steel appliances, granite countertops, bonus cabinetry, and an under-counter beverage fridge. Separate formal dining room for entertaining or use as a flex room! Main Floor Highlights: Primary suite w/ walk-in closet & spa bath (soaking tub + shower); 2nd bedroom/office w/ private covered porch; laundry & powder room. Upper Level: 2 additional bedrooms, full bath, and a walk-in storage room. Additional Upgrades: Luxury vinyl plank flooring floating over the original hardwood! 2" blinds, and a 2-car detached garage w/ floored attic storage. Enjoy low-maintenance living—HOA includes lawn care and irrigation! Located just 3.5 miles to Five Points and less than 6 miles from both downtown Milton and downtown Lewes & Lewes Beach! Paynter’s Mill offers plenty of amenities including a pool, pickleball courts, clubhouse, gym, and scenic walking trails. Located in the front of the community are restaurants! The cherry on top is that at this price, the seller is selling the home fully furnished! (doesn't have to come furnished if that's your preference!) Spend your days exploring Cape Henlopen State Park or Lewes Beach, and your evenings at the iconic Rehoboth Beach boardwalk enjoying world-class coastal dining and tax-free outlet shopping. Head into nearby downtown Milton and catch a show at the iconic Milton Theatre! This is NOT a 55+ community. All ages welcome! Very easy to show! Flexibility on closing date. And if you don't want the furniture, flexibility there, too!

16234 John Rowland Trl, Milton

Listing courtesy of Active Adults Realty. Contact:

$479,000

4 Beds ⋅ 3 Baths

WELCOME HOME to this beautifully designed D.R. Horton Azalea model in the sought-after Windstone community, where thoughtful design, flexible living spaces, and resort-style amenities come together to create the perfect place to call home. Offering four spacious bedrooms and 10-foot ceilings, this home is designed to fit the way you live. The private primary suite is thoughtfully separated from the two first-floor guest bedrooms, creating a peaceful retreat complete with a double vanity, tiled shower, separate water closet, linen closet and walk-in closet. Upstairs, a spacious bonus living area, fourth bedroom, and full bath provide exceptional flexibility for guests, multigenerational living, a private home office, or recreation space. The heart of the home is the open-concept kitchen and extended great room, where family and friends naturally gather. Featuring granite countertops, stainless steel appliances, gas cooking, luxury vinyl plank flooring throughout the main living areas, and a cozy gas fireplace, this inviting space offers the perfect balance of style and functionality. Ample storage throughout the home and a two-car garage provide the organization every homeowner appreciates. Step outside and enjoy everything Windstone has to offer. Residents enjoy a resort-style pool, an impressive clubhouse with a state-of-the-art fitness center, billiards room, full kitchen, gathering spaces, and game rooms, along with sidewalks and walking trails. Ideally located just minutes from historic Milton, downtown Lewes, Delaware's award-winning beaches, shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, convenience, and community.

29662 Riverstone Dr, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$399,990

4 Beds ⋅ 3 Baths

Explore a new home under construction at 121 Topaz Street in our newest neighborhood, The Granary, in Milton, DE. The Glendale is a 1,649 square foot, open concept two-story home that offers four bedrooms, two and a half bathrooms and a two-car garage. You will immediately feel at home as you enter the foyer and make your way into the spacious family room. This living space flows nicely into the eat-in kitchen with plenty of white cabinets and a peninsula island with granite countertops overlooking the family room, so you’ll never miss a beat! The kitchen offers stainless steel appliances, a pantry and space for your kitchen table. The large sliding glass door in the kitchen allows an abundance of natural light to brighten this home and gives easy access to the backyard. The convenient powder room along with access to the garage is tucked away off the kitchen. Upstairs, the spacious owner's suite boasts a private bathroom with dual vanity and a walk-in closet. The three sizeable secondary bedrooms provide space for everyone, and the hall bathroom is conveniently located nearby along with a hall linen closet. The second-floor laundry room simplifies an everyday chore! The Glendale includes the exclusive Smart-Home® package giving 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.

121 Topaz St, Milton

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

$429,990

2 Beds ⋅ 2 Baths

Discover the Bristol, a one-story new home at 111 Topaz Street in Milton, DE located in our newest community, The Granary. The Bristol, a 1,748 square foot open concept ranch home, offers two bedrooms and a flex room, two bathrooms, and 9’ ceilings. A welcoming foyer leads you to the spacious guest bedroom with a closet, the guest bathroom, and a linen closet. The inviting flex room is a versatile space with glass French doors and an abundance of natural light. The home's well-designed kitchen features substantial white cabinet space, quartz countertops, a generous walk-in pantry, an oversized island, and stainless-steel appliances. The kitchen is open to the ample living room and dining room that leads to the quiet covered patio. The large owner’s suite is a retreat in the back of the home; its private bathroom has a deluxe double bowl vanity, shower, and linen closet and the impressive walk-in closet is a must-see! Tucked away, the cozy laundry room and coat closet are located just off the two-car garage. This home includes white window treatments and the exclusive Smart-Home® package giving 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.

111 Topaz St, Milton

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

$574,990

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:

$549,900

4 Beds ⋅ 3 Baths

EXCEPTIONAL VALUE - MOTIVATED SELLER! Meticulously maintained and thoughtfully upgraded, this move-in ready home with $30K in recent upgrades offers the perfect blend of style, comfort, and functionality. The gourmet kitchen features granite countertops, new stainless-steel appliances, a breakfast bar, and breakfast nook, while two spacious living areas provide plenty of room to relax and entertain. The first-floor guest room and two additional guest rooms upstairs offer flexible space, while the primary suite is a peaceful retreat with an en suite bath and two generous walk-in closets. A major bonus is the full, unfinished basement, offering abundant storage and endless potential for future living or recreational space such as a workshop, gym or studio. Enjoy the coastal lifestyle from the comfort of the screened porch, perfect for morning coffee or relaxing after a day at the beach, along with an outdoor shower for added convenience. Located in sought-after Paynter’s Mill, residents enjoy an impressive array of amenities, including a clubhouse with fitness center and billiards, outdoor pool, tennis and pickleball courts, bocce, and scenic walking and biking paths. No need to order in as residents can enjoy three wonderful restaurants located inside the neighborhood. Ideally located just minutes from the beaches and the downtown attractions of both Lewes and Milton, you'll have easy access to local shops, restaurants, entertainment, and everything that makes coastal Delaware special. Furnishings could also be available, making this exceptional home an even easier opportunity to enjoy the Delaware coast from day one.

16269 John Rowland Trl, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$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:

2 Bedroom Homes for Sale in Milton, DE

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