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$350,000
3 Beds 2 Baths
Welcome to 414 Pine Street, a charming Cape Cod nestled in the heart of Milton on a spacious double lot, offering endless potential and waiting for your personal touch. Freshly painted and full of character, this three-bedroom, two bath home provides comfortable living spaces, a flexible floor plan, and an exceptional location close to everything Milton has to offer. Step inside to find a welcoming front living room filled with natural light. The main level also includes a front-facing bedroom, a second bedroom, and a full bath, providing convenient one level living if desired. The eat in kitchen features granite countertops, stainless steel appliances, and ample space for a dining table, making it the perfect gathering place for everyday meals. A partial unfinished basement offers additional storage and utility space. Upstairs, the spacious primary suite serves as a private retreat, complete with a comfortable sitting area that could easily function as a reading nook, home office, or dressing space. Just off the kitchen, a bright sunroom extends the living space and opens to a wood deck overlooking the fenced backyard. Surrounded by a wood privacy fence, the outdoor space provides plenty of room for gardening, entertaining, or simply relaxing. A standout feature of the property is the detached two car garage, conveniently accessed from the rear street. In addition to the garage, the rear driveway accommodates at least four vehicles, while a separate front driveway provides even more parking for family and guests. Major updates provide added peace of mind, including a brand-new furnace (2026) and central air conditioning system installed in 2021 and a new roof completed in May 2026. Perfectly located near local restaurants, grocery stores, and the quaint shops and charm of downtown Milton, this home is also approximately 13 miles from Lewes Beach and about 10 minutes from Broadkill Beach, offering easy access to both coastal relaxation and everyday conveniences. With a desirable double lot, **NO HOA**, generous parking, and a prime in town location, this property offers a wonderful opportunity to create the home you've been dreaming of.

414 Pine St, Milton

Listing courtesy of Northrop Realty. Contact: (302) 539-2900

$489,000
3 Beds 2 Baths
Motivated seller.... bring offers.... Enjoy the perfect blend of country living and coastal convenience in this beautifully maintained 3-bedroom, 2-bath ranch-style home. Nestled in a peaceful setting with stunning sunset views, this property offers privacy, space, and easy access to everything the area has to offer—including beaches, shopping, dining, and entertainment. Step inside to an open and inviting floor plan featuring a vaulted cathedral ceiling in the living room, creating a bright and spacious atmosphere. The open-concept kitchen flows seamlessly into the dining and living areas, making it ideal for everyday living and entertaining. The large primary suite provides a comfortable retreat, while two additional bedrooms are tucked away on the opposite side of the home with a shared bath, offering privacy for family and guests. Relax year-round in the enclosed sunroom or enjoy outdoor living on the open deck and patio overlooking the huge fenced backyard. Offering exceptional privacy and endless possibilities, the expansive backyard provides plenty of room to create your own private coastal oasis—whether you envision a custom pool, outdoor kitchen, fire pit, lush gardens, or the ultimate backyard retreat. With no HOA restrictions, you'll have the freedom to bring your vision to life. Additional features include a two-car garage, storage shed, ample parking, and plenty of room for outdoor activities. If you're looking for a quiet country setting that remains close to town, the beaches, and all the conveniences of coastal living, this home is a must-see. Update: HVAC system was new 2019, seller did not note on disclosure.

19489 Shady Rest Ln, Milton

Listing courtesy of EXP Realty, LLC. Contact: (888) 543-4829

$360,000
4 Beds 3 Baths
*****Motivated Seller***** No HOA. Welcome to 107 Sailor Lane in Milton, Delaware, where coastal convenience meets comfort, space, and thoughtful design. Ideally situated just minutes from Delaware’s beautiful beaches, this well-maintained Cape Cod-style home offers a versatile floor plan perfect for both everyday living and entertaining. With four spacious bedrooms and three full bathrooms, the home features a highly desirable first-floor layout, including a private owner's suite with an en-suite bath and generous closet space, along with an additional main-level bedroom and full hall bath, providing the convenience of single-level living. Step inside to a bright and inviting living room that flows seamlessly into the formal dining area, creating the perfect setting for gatherings with family and friends. The eat-in kitchen offers both charm and functionality, complete with convenient side access to the driveway. Upstairs, you'll find two oversized bedrooms, each with ample closet space, as well as a versatile loft or flex area that can serve as a second living room, home office, playroom, or media space. Situated on a fully fenced lot, the property provides privacy and plenty of room for outdoor enjoyment. A detached storage shed adds valuable space for tools, equipment, and seasonal items. Located in a quiet, well-maintained community, this home offers a peaceful setting while remaining close to shopping, dining, and the area's popular coastal attractions. Recent improvements provide added value and peace of mind, including a brand-new roof installed in April 2026, as well as updated HVAC, furnace, and water heater systems, making this home truly move-in ready. Lovingly maintained and showcasing pride of ownership throughout, 107 Sailor Lane presents an exceptional opportunity to own a spacious home in one of Milton’s most desirable locations. Schedule your private showing today!

107 Sailor Ln, Milton

Listing courtesy of EXP Realty, LLC. Contact: 8885434829

$625,000
3 Beds 3 Baths
Welcome to 22685 Huff Rd - a well-maintained Cape Cod-style home offering space, privacy, and flexibility on 2.29 acres. Set back off the road and surrounded by mature trees, this 3-bedroom, 3-bath home provides a peaceful setting with a circular driveway and plenty of room to enjoy. Inside, you’ll find spacious living areas designed for comfortable everyday living or weekend escapes. Outside, the hardscaping and rear patio create an inviting space for entertaining or relaxing in your own private retreat. The attached 2-car garage with workshop offers added functionality for hobbies, storage, or projects. Located in the desirable Cape Henlopen School District, this property is equally suited as a primary residence, second home, or family vacation getaway.

22685 Huff Rd, Milton

Listing courtesy of Century 21 Home Team Realty. Contact: 8004477711

$989,990
4 Beds 4 Baths
Tucked away on a quiet, tree-lined street in the sought-after Cripple Creek community, this custom-built home offers a rare blend of privacy, craftsmanship, and timeless design. Situated on a spacious lot with open meadow views and a wooded backdrop, the setting creates the feeling of having no neighbors - just peaceful, natural surroundings. Designed by acclaimed architect Robert Stern and inspired by the Life Magazine American Dream House, the home was thoughtfully constructed with enduring quality and attention to detail. The floor plan balances comfort and function, featuring a private first-floor primary suite with a spa-inspired bath, walk-in closet, and custom built-ins, along with a dedicated home office and inviting gathering spaces. At the heart of the home, the great room showcases a Rumford fireplace - an elegant, historically inspired design - paired with handcrafted detailing and French doors that open to an expansive 13’ x 40’ covered porch. The seamless indoor-outdoor flow continues to a paver patio with hot tub hookup and outdoor shower, ideal for relaxing or entertaining. The chef’s kitchen is equally impressive, featuring a Viking gas range with custom hood, Sub-Zero refrigeration, custom cabinetry, and a bright breakfast nook. Additional highlights include a second-floor entertainment room with wet bar and refrigerator, perfect for guests or flexible living. Built for efficiency and comfort, the home is equipped with geothermal heating and cooling, a tankless hot water system, central vacuum, and a whole-house sound system. Recent updates include new HVAC components (2020), exterior paint (2023), and a certified septic system (2025). Car enthusiasts, hobbyists, or those in need of extra space will appreciate both the attached two-car garage and a detached garage with workshop, 250-volt service, and a finished recreation room above. Located in a unique, horse-friendly neighborhood with access to nearby routes and coastal amenities, this exceptional property offers the perfect combination of tranquility, convenience, and refined coastal living. A Farmette community. Livestock & stables are permitted. Total annual energy costs $2,288 (2025). Total annual property taxes $1,380 (2025). 2019 Cub Cadet zero-turn mower with a 54" deck conveys with the property.

17 Cripple Creek Run, Milton

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact: (302) 227-5000

$479,900
3 Beds 3 Baths
Welcome to this stunning custom-built home, the only one of its kind in the entire community! This beautiful Coastal Colonial Cape is designed to fulfill your lifestyle dreams with both comfort and elegance. Enjoy summertime barbecues in your private backyard, relax on the deck, or entertain guests in your spacious three-season screened-in porch. Experience the ease of main-level living with a luxurious primary ensuite bedroom, an inviting living room, a dedicated dining area, and a modern kitchen—all conveniently situated so you’ll never have to worry about stairs. This home truly offers a unique blend of style, functionality, and accessibility for effortless living. Enjoy the intown living of Cannery Village in OldTown Milton. Residents enjoy village-style, tree lined street & lanes, sidewalks, and access to the Cannery Village Recreation Center, which features a heated indoor pool, seasonal outdoor pool, exercise room, and event spaces. The location provides easy access to Dogfish Brewery, local theater, dining, farmers markets of downtown Milton, and nearby Rehoboth and Lewes beaches as well. For a virtual tour of this property; click on the Virtual Tour Button (a movie camera) at the top of the listing. Schedule your private viewing today to secure this exceptional home in Cannery Village. Don’t hesitate, don’t wait. Schedule your private tour today.

303 Carlton Dr, Milton

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact: (302) 227-5000

$649,000
4 Beds 3 Baths
Turnkey property SOLD FULLY FURNISHED and ready to enjoy, or rent! Just bring your flip flops, beach towel and cooler! Nestled in Broadkill Beach, between the Broadkill Sound and the beaches of the Delaware Bay, this elevated Cape Cod style home is a nature-lovers dream. Situated in the heart of this rustic, tranquil community, the property offers a peaceful retreat with outdoor living areas, and ample storage for beach toys, crabbing and fishing equipment. Escape to the private owner's suite in the eaves of the second level and allow your guests to enjoy the sights and sounds of this secluded sanctuary. Just one block to the sand of the quite local beach, this bird watchers paradise is an ideal summertime getaway for the outdoor sportsperson that wants to escape the hustle and bustle. Directly on the Prime Hook National Wildlife Refuge and far enough off Coastal Highway to allow you to feel 'off the grid', however the home is just minutes from shopping and dining. Close enough for convenience and far enough away to embrace the peaceful environment and see the stars overhead. Previous rental history has generated roughly $30,000.00 in summer season! Either for passive income generation, for your own enjoyment, or for both! This property is a great opportunity.

111 Louisiana, Milton

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