$1,395,000

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… Read More 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, Cafe9; 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, cafe9; 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. Read Less

Courtesy of Julie Gritton, Coldwell Banker Premier - Lewes 302-645-2881

Listing Snapshot

Days Online

Last Updated

Aug 23, 2026

Property Type

Single Family Residential

Beds

Full Baths

Partial Baths

Square Ft.

5,486

Lot Size

1 Acres

Year Built

2020

MLS Number

DESU2118864

Additional Details

Property Access

Road Responsibility: HOA, Road Surface: Paved

Appliances & Equipment

Dishwasher, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Instant Hot Water, Microwave, Oven - Double, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater, Water Heater - Tankless, Oven/Range - Gas, Six Burner Stove

Basement

Fully Finished, Walkout Stairs

Building

Built in 2020, Living area: 5486, Levels: 2, Construction Materials: Frame, Stick Built, Vinyl Siding

Cooling

Central A/C, Zoned

Doors

Storm

Accessibility Features

Doors - Swing In

Exterior Features

Patio/Porch Features: Deck(s), Patio(s), Porch(es), BBQ Grill, Extensive Hardscape, Exterior Lighting, Gutter System, Hot Tub, Lawn Sprinkler, Sidewalks, Stone Retaining Walls, Water Falls

Fence

Wrought Iron, Rear

Fireplaces

1 fireplace, Gas/Propane, Mantel(s), Stone

Floors

Wood, Tile/Brick, Carpet

Foundation

Concrete Perimeter

Garage

4 spaces

Heating

90% Forced Air, Zoned

Home Owner's Association

Association Fee: $75, Fee Frequency: Monthly, Fee Includes: Common Area Maintenance, Management, Snow Removal, Amenities: Common Grounds, Non-Lake Recreational Area, Picnic Area, Tot Lots/Playground

Interior Features

Attic, Bar, Bathroom - Stall Shower, Bathroom - Tub Shower, Breakfast Area, Built-Ins, Carpet, Ceiling Fan(s), Crown Moldings, Dining Area, Entry Level Bedroom, Exposed Beams, Floor Plan - Open, Kitchen - Gourmet, Kitchen - Island, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Wainscotting, Walk-in Closet(s), Wet/Dry Bar, Window Treatments, Wine Storage, Wood Floors

Lot

1 acres, Dimensions: 306X95, Backs - Open Common Area, Backs to Trees, Cleared, Landscaping, Front Yard, Premium, Private, Rear Yard, Trees/Wooded

Parking

Concrete Driveway

Pets Policy

Allowed: No Pet Restrictions

Property

Excellent, Other structures: Above Grade, Below Grade, Trees/Woods, Garden/Lawn

Roof

Shingle

Security Features

Carbon Monoxide Detector(s), Security System, Smoke Detector

Sewer

Gravity Sept Fld

Taxes

Additional parcels description:, Annual Amount: $1,894, Year: 2026, Zoning: RESIDENTIAL

Utilities

Cable TV Available, Electric Available, Phone Available, Water Source: Well, 220 Volts

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19068 WINTERBERRY STREET

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