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$295,000
2 Beds ⋅ 2 Baths
Walking distance to Dogfish Head Brewery for under $300K! Offering 1,256 square feet of comfortable living space, this well maintained 2-bedroom, 2-bath condominium in desirable Cannery Village features an open, thoughtfully designed floor plan with generously sized rooms, a large, sun-filled living area and large open air balcony perfect for relaxing or entertaining. With a private entrance on the first level and all living space on the second floor, you’ll enjoy added privacy and a bright, airy feel throughout. Freshly painted from top to bottom, this home is move-in ready and includes a brand-new refrigerator and stove, a dishwasher replaced in 2022, a new HVAC condenser unit installed in 2022, and professionally cleaned carpeting. One of the home’s greatest features is its unbeatable location. Enjoy an easy walk to historic downtown Milton, where you’ll find charming restaurants, coffee shops, boutiques, parks, The Milton Theatre and year-round community events . You’re also just steps from the renowned Dogfish Head Brewery and can take advantage of Cannery Village’s outstanding community amenities including an indoor and outdoor pool! Lewes, Rehoboth Beach, and the rest of Delaware’s award-winning beaches are all just a short drive away. With spacious interiors, low-maintenance living, a highly walkable location, and an attractive price point under $300,000, this is an exceptional opportunity to own in one of Milton’s most sought-after communities.

903 Canning House, Milton

Listing courtesy of Jack Lingo - Lewes. Contact: (302) 645-2207
$324,999
3 Beds ⋅ 4 Baths
Welcome to this meticulously cared-for townhome in the desirable Shipbuilders Village community of Milton, Delaware! Move-in ready and thoughtfully updated, this wonderful home offers an ideal blend of comfortable living spaces, modern finishes, and an incredible location just a short walk from all that in-town Milton has to offer. The first floor features updated luxury vinyl plank flooring, an updated powder room, a convenient one-car garage, and an amazing recreation room with a sliding glass door providing easy access to the outdoors. Upstairs, the main living level welcomes you with additional luxury vinyl plank flooring, an updated kitchen, a light-filled great room, and another powder room for added convenience. The kitchen opens directly to the dining area, creating a wonderful flow for everyday living and entertaining, while a sliding glass door leads to your private deck overlooking a beautiful farm field. From here, you can sit back, relax, and enjoy breathtaking sunsets that are truly hard to beat! The top level features two guest bedrooms, including one with beautiful trim detail and a custom-built-in that adds character and functionality. The spacious primary suite offers a private ensuite bathroom and a separate closet, creating a comfortable retreat at the end of the day. With its thoughtful updates, versatile floor plan, private outdoor space, stunning views, and walkable location, this exceptional townhome is a wonderful opportunity to enjoy the best of Milton living!

603 S Spinnaker Ln, Milton

Listing courtesy of Compass. Contact: 3022734998
$320,000
2 Beds ⋅ 2 Baths
Back on the Market but with a new price! Location says it all here: this 2-bedroom, 2-bathroom home sits inside Paynters Mill, one of the area's most amenity-rich communities, with Lewes Beach, Cape Henlopen State Park, and downtown Lewes and Milton all just a short drive away. This two-story property welcomes you upstairs with cathedral ceilings and a wall of natural light that carries through the great room, anchored by a gas fireplace for cooler evenings. Granite counters and generous cabinet space make the kitchen easy to work in, and the pass-through to the dining area keeps things open for entertaining. Slide open the door to your private balcony for a quiet view over the community. The primary suite includes a walk-in closet and its own full bath, and the second bedroom sits on the opposite side of the unit for privacy when guests stay over. What sets this home apart, though, is what's outside the front door. Paynters Mill is built around its Georgian-style manor clubhouse, home to a fitness room, library, and gathering spaces for residents. The outdoor pool stretches 75 feet with a full sundeck, and sports courts cover tennis, pickleball, and basketball. Nearly two miles of paved paths loop past ponds and flowering trees, with a quarter-mile track and outdoor exercise stations built in along the way. The village green at the heart of the neighborhood adds even more space to relax outdoors, right alongside the manor house and pool. Grab a bite at Abbott's Grill or one of two other on-site restaurants, book a haircut, or drop into the yoga studio — all without getting in the car. This is coastal Delaware living with the work already done for you. Schedule your showing today.

16433 Abraham Potter Run Unit #505, Milton

Listing courtesy of Empower Real Estate, LLC. Contact: 3027382300
$282,000
Turnkey investment opportunity! Well-maintained three-unit apartment building with strong rental history and numerous capital improvements. Features decorative split-face concrete block construction, replacement windows, updated electrical and plumbing, remodeled kitchens, insulated attic, six off-street parking spaces, and a quality second-floor apartment with granite countertops and beautiful yellow pine flooring. Tenants pay electric, heat, and hot water, helping to keep operating expenses low. Excellent location with quick access to Route 15, Interstate 180, shopping, schools, and healthcare. An ideal addition to any investment portfolio with immediate income and low long-term maintenance requirements.

121 Center, Milton

Listing courtesy of RE/Max Bridges. Contact: 5707684792
$485,000
4 Beds ⋅ 4 Baths
Do you want to live near downtown Milton but not have to pay town taxes? This is the home for you!! This home has been cared for by a single family for the last 25 years, with modern appliances, and an additional in-law suite on the main living floor added for ease of multigenerational living. Upstairs you'll find 3 additional bedrooms, including the primary suite, an office space, and several of the windows already have catios (a secure, enclosed outdoor structure that allows cats to safely experience the outdoors) for your furry friends to lounge in. The fenced backyard with deck is perfect for entertaining, and relaxing in the evenings. Enjoy a home in a walkable area near downtown Milton, but a short drive from the hospital, dining, shopping, and beaches. With no HOA, this home is looking for its next owner who enjoys the convenience of location but without the extra fees and taxes that go with it!

713 Chestnut St, Milton

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$178,500
3 Beds ⋅ 1 Baths
Don't be fooled - this property has far more living space than it appears to when looking at it from the street. Well maintained, conveniently located to downtown and ready for it's new owner. Currently tenant occupied - they'll stay if given the opportunity - or with notice at the end of their lease, this becomes a great owner occupied property.

123 Center St, Milton

Listing courtesy of RE/Max Bridges. Contact: 5707684792
$440,000
3 Beds ⋅ 2 Baths
Welcome to this charming traditional home in Vincent Overlook, offering the perfect blend of comfort, style, and convenience. The open-concept floor plan creates an inviting atmosphere, featuring a cozy family room that flows seamlessly into the spacious eat-in kitchen. Designed for both everyday living and entertaining, the kitchen features a central island with seating, dark cabinetry, pantry, granite countertops, modern appliances, and a gas range to make meal prep effortless. Just off the kitchen, enjoy an additional living space - make it a formal dining room or sunroom, creating the perfect setting for entertaining, gathering, or simply relaxing with your morning coffee. Retreat to the primary suite, complete with a spacious walk-in closet and a private bath with soaking tub designed for relaxation. Two additional bedrooms and a full bathroom provide plenty of space for family, guests, a home office, or flexible living arrangements to fit your needs. Additional highlights include hardwood flooring, recessed lighting, and a gas fireplace that adds warmth and character to the main living space. A spacious two-car garage provides added convenience, storage, and functionality. Step outside and enjoy resort-style community amenities, including a pool, tennis courts, fitness center, and clubhouse — all conveniently located directly across the street for easy access. Or leave the neighborhood and enjoy downtown Milton or downtown Lewes, both just a short drive away. This is more than just a home — it’s a lifestyle. Easy to show, schedule a tour today!

16917 Beulah Blvd, Milton

Listing courtesy of Jack Lingo - Rehoboth. Contact: (302) 227-3883
$459,990
4 Beds ⋅ 3 Baths
VERY MOTIVATED SELLER LETS TALK ABOUT OFFER . Discover timeless charm with modern comforts in this fully renovated 1930s Spanish-style home on 1/3 acre, just 1 mile to downtown Milton! 4BR/3BA blending historic character with modern living. Stone and brick exterior sets the tone, while inside features hardwood floors, exposed brick, preserved laundry chute, and a wood-burning stone fireplace with shiplap detail. Gourmet kitchen with granite, butcher block island, and new LG stainless appliances, open for easy entertaining. First floor includes bedroom, full bath, and separate-entry laundry/mudroom—ideal for flexible living. Upstairs offers a spacious primary suite with soaking tub, oversized tile shower, and customizable closet, plus 2 additional bedrooms and full bath. Major upgrades include Low-E tilt windows, updated electrical, dimmable lighting, and fire-rated walls. Outdoor highlights: balconies, oversized pergola, shaded yard, stair bridge with storage, and secondary entrance to main level/basement. Unique villa-style feel—easy to show!

14161 Union Street Ext, Milton

Listing courtesy of Patterson-Schwartz-Hockessin. Contact: 3022393000
$399,999
3 Beds ⋅ 2 Baths
**REDUCED PRICE!**This house comes with a REDUCED RATE as low as 5.875% (APR 6.337%) as of 7/17/2026 through List & Lock™. This is a seller paid rate-buydown that reduces the buyer's interest rate and monthly payment. Terms apply, see disclosures for more information. Tucked away on a quiet cul-de-sac at the edge of the community, this 3BR/2BA Craftsman-style home offers the ease of one-level living with a setting that feels both private and peaceful. Inside, you’ll find laminate plank flooring, granite countertops, and a spacious kitchen with island that opens to the main living area—perfect for everyday comfort and easy entertaining. Gently used as a second home, this property shows minimal wear and is truly move-in ready. Step outside to a fenced yard, with irrigation on its own well. With plenty of privacy as the home backs to the edge of the community rather than another row of homes. With a low HOA that includes a community pool and a highly desirable Milton location, you’re just a short drive to Lewes and Rehoboth Beach while still enjoying a quieter, more relaxed setting. A timeless Craftsman design, a great location, and solid value—schedule your showing before it’s gone!

28670 Hawthorne Trl, Milton

Listing courtesy of Coldwell Banker Premier - Lewes. Contact: 3026452881
$549,000
4 Beds ⋅ 4 Baths
Welcome to the charming neighborhood of Cannery Village, known for its picturesque colonial-style homes, classic white picket fences, and friendly streetscapes. This inviting home is framed by attractive landscaping, where cheerful daffodil bulbs bloom each spring, adding a burst of seasonal color. An inviting front porch with Trex decking offers the perfect place to relax and enjoy the neighborhood ambiance. Step inside to discover warm, gleaming hardwood floors that flow through the main living areas. To the right, French atrium doors open to a bright office or study, featuring elegant windows that extend all the way to the floor, filling the space with natural light. To the left of the foyer, you’ll find a convenient pantry, laundry room, and powder room. The kitchen is thoughtfully designed for both beauty and functionality. A large center island with glass-front storage cabinets anchors the space, complemented by light gray cabinetry with black hardware, black granite countertops, and a stylish ceramic tile backsplash. Stainless steel appliances, including gas cooking and a Bosch dishwasher, complete the kitchen. Pendant lighting above the island and recessed lighting overhead create a bright and welcoming workspace, while the adjoining breakfast and dining area offers a comfortable spot for everyday meals. The kitchen flows seamlessly into the living room, where soaring vaulted ceilings, recessed lighting, and a fireplace with shiplap detailing create a warm and inviting gathering space. Abundant windows, including transom windows above, fill the room with natural light and enhance the airy feel. The primary suite serves as a relaxing retreat, highlighted by a high vaulted ceiling and ceiling fan. The en suite bath features a large soaking tub, an extra-wide shower stall with bench seating, and a dual vanity. A generously sized walk-in closet completes the suite. Upstairs, you’ll find three spacious bedrooms, each featuring plush carpeting and ceiling fans. One bedroom includes a walk-in closet, while a shared hall bath and two additional hall closets provide convenience and storage. The finished lower level adds valuable living space and flexibility. The full finished basement includes a half bath and additional storage area, making it ideal for a recreation room, home gym, or media space. Recent updates include a new garage door opener and a new roof installed in 2025. A water softener and an under-sink reverse osmosis system will convey with the home. The Ring doorbell and living room TV are also included, offering added convenience and peace of mind. Residents of Cannery Village enjoy excellent community amenities, including a clubhouse, indoor and outdoor pools, and a fitness center. The home is conveniently located near Dogfish Head Craft Brewery, just a short drive from the historic downtown area of Milton. Coastal destinations are also within easy reach, including the town and beach of Lewes approximately 12 miles away and Broadkill Beach about 9 miles away. This beautiful home blends timeless charm, thoughtful upgrades, and an ideal location within one of Milton’s most beloved communities.

301 Adelaide Dr, Milton

Listing courtesy of Northrop Realty. Contact: (302) 703-1144
$449,900
3 Beds ⋅ 2 Baths
Beautiful 3 Bedroom, 2 Bath Condo in Paynters Mill Welcome to this spacious second‑floor condo located in the highly sought‑after Paynters Mill community. Featuring 3 bedrooms and 2 full baths, this home offers an ideal blend of comfort, convenience, and low‑maintenance living. The bright and open floor plan includes a large living area with plenty of natural light, a well‑appointed kitchen, and a private balcony perfect for relaxing outdoors. The home also comes with a two‑car garage—a rare and valuable feature in the community. Enjoy peace of mind with major upgrades already done for you, including a new HVAC system installed less than one year ago. Nestled in a beautifully maintained neighborhood with walking paths, community pool, tennis courts, and easy access to shopping, dining, and area beaches, this condo is perfect as a primary residence, beach retreat, or investment opportunity. Move‑in ready and full of charm—don’t miss this one! Professional photos coming next week.

30847 E Annie Lank Ave Unit #1203, Milton

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$799,000
5 Beds ⋅ 5 Baths
NEW PRICE! Stately and serene, this exceptional 5-bedroom, 4.5-bath residence is perfectly sited on a .48-acre lot along the picturesque banks of Wagamons Pond, offering 4,934 square feet of beautifully finished living space. Thoughtfully designed for both elegance and accessibility, the home features a two-level, partially covered deck with a wheelchair-accessible ramp and tranquil water views. The entry level welcomes you with a gracious living room and formal dining room, both showcasing rich Brazilian cherry hardwood floors. This level also includes a powder room, a laundry/mudroom, and a convenient 3-station elevator. The chef’s kitchen is outfitted with stainless steel appliances, Cambria quartz countertops, abundant cabinetry, and Mexican clay tile flooring that continues into the sunlit breakfast room with access to the screened porch. Two luxurious owner’s suites provide flexible living options—one on the entry level and another on the second floor. The main-level owner’s suite features hardwood flooring, a walk-in closet, and a spa-inspired ensuite bathroom with dual sinks, a soaking tub beneath a chandelier and window, tumbled travertine floors, and a roll-in shower accented with tile and glass mosaic. The second-floor owner’s suite offers plush carpeting, a skylight, and an ensuite bath with tumbled travertine flooring. This level also includes a comfortable family room, two additional guest bedrooms, and a full bathroom with ceramic tile. The mostly finished English basement expands the living space with a spacious family room with access to the spacious rear deck, bedroom, full bathroom, and durable luxury vinyl tile flooring—ideal for guests or multi-generational living. Additional highlights include Hardie Plank siding, oversized downspouts, a gutter guard system, irrigation system, split climate controls, and an insulated garage with water, sewer, and electric. Located in an upscale neighborhood in vibrant Milton that adjoins the community bike path, this home is just a short walk to dining, parks, local events, and the farmer’s market—offering the perfect blend of refined living and everyday convenience. Please ask for a list of Highlights and Upgrades!

142 W Shore Dr, Milton

Listing courtesy of Compass. Contact: 3022734998
$1,995,000
5 Beds ⋅ 4 Baths
A Bayfront Sanctuary Where Every Sunrise and Sunset Steals the Show Welcome to your private coastal retreat—where modern luxury meets timeless tranquility. Perfectly positioned on the serene shores of Broadkill Beach, this 2017 custom-built bayfront residence captures the essence of waterfront living with sweeping 360° views, seamless indoor-outdoor design, and elegant, sun-filled interiors. Wake up to the sound of gentle waves and golden light reflecting off the Delaware Bay. Step onto one of your many balconies with coffee in hand as dolphins glide by in the distance, or gather with friends on the roof top deck and beach, as the evening sky transforms into shades of coral and violet over the refuge. Every level of this home is thoughtfully designed to frame the beauty of the bay—offering sunrise and sunset views that change with each season, yet always inspire awe. Inside, over 3,000 square feet of refined coastal architecture await. With 5 spacious bedrooms and 3.5 bathrooms, this residence offers both intimate family comfort and open spaces ideal for entertaining. The inviting great room centers around a spectacular stone fireplace and flows effortlessly to multiple decks—perfect for savoring the views and sea breeze. The chef’s kitchen is a coastal showpiece, featuring high-end finishes, custom cabinetry, and an expansive island—ideal for hosting brunches or sunset dinner parties. Every detail, from designer lighting to thoughtfully curated flooring, reflects a commitment to quality, sophistication, and effortless seaside living. Outside, the 75X100 landscaped lot has been artfully designed for both beauty and function, with premium side yards, secure storage, an outdoor shower, and extensive hardscaping that complements the home’s natural surroundings. A concrete driveway with space for six vehicles ensures ample room for guests eager to share in your waterfront lifestyle. Just steps away, the sandy beach invites morning walks, paddleboarding, or kayaking across the calm bay waters. As night falls, ascend to your private rooftop deck to stargaze beneath an endless coastal sky—a signature Broadkill Beach experience found only in homes of this caliber. Whether as a primary residence or a luxury coastal escape, this rare offering promises more than a home—it delivers a lifestyle defined by peace, beauty, and connection to the water. Sellers are open to negotiating the purchase of the brand-new Kawasaki Beach Buggy, paddleboards, kayaks, and Sunfish on a separate bill of sale making for instant beach enjoyment and fun memories in the sun.

1606 Beach Plum Dr, Milton

Listing courtesy of Coldwell Banker Premier - Lewes. Contact: 3026452881
$845,000
6 Beds ⋅ 4 Baths
Discover an impressive and tastefully renovated .58‑acre pond‑front custom home in the well‑established Wagamons West Shores community in Milton, Delaware. This beautifully updated residence has been completely remodeled with brand‑new carpeting and premium upgrades throughout. The expansive two‑story layout offers six bedrooms and three and a half baths beginning with a grand entrance that opens into a bright open floor plan enhanced by new luxury engineered hardwood and tile flooring, a welcoming fireplace and a stunning four‑season room that leads to a spacious first‑floor balcony overlooking Wagamons Pond. The home features a completely redesigned upscale gourmet kitchen with striking quartz countertops, brand‑new stainless steel appliances, an elegant formal dining room and a stylish dry/wet bar ideal for entertaining. The first‑floor primary suite provides a private retreat with direct access to the rear balcony, a second fireplace, dual vanities, his‑and‑hers walk‑in closets, a sunken jetted tub and a walk‑in surround shower. The second floor offers five generously sized bedrooms all with new carpeting along with two Jack‑and‑Jill bathrooms and an additional balcony that captures elevated views of the pond. An oversized garage accommodates large vehicles with ease and the extended driveway provides ample parking for residents and guests. With very low HOA fees and a location in a quiet established community in the historic town of Milton—just minutes from beaches, restaurants, and shopping—this fully renovated home presents a rare opportunity to enjoy luxurious pond‑front living in a truly exceptional setting. Don't miss this fantastic opportunity. Several Photos are Staged.

154 W Shore Dr, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3022276101