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$1,395,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 3 Partial Baths
  • 5,486 Sq. Ft.
  • 4 Car Garage
  • Updated 16 hours ago
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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.

Full Property Details for 19068 Winterberry St

General

  • Price: $1,395,000
  • HOA FEE: $75/month
  • Taxes: $1,894 (2026)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: DESU2118864
  • Updated: Today (8/25/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 20
  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 4, Kitchen, Basement, Bedroom 1, Sun/Florida Room, Exercise Room, Laundry, Office, Media Room, Bathroom 1, Bathroom 2, Bathroom 3, Primary Bathroom, Half Bath
  • 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
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Gas/Propane, Mantel(s), Stone
  • Appliances: 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
  • Flooring: Wood, Tile/Brick, Carpet

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 4
  • Half Bathrooms: 3
  • Main Floor Baths: 5
  • Main - Full Baths: 3
  • Main - 1/2 Baths: 2
  • Lower Floor Baths: 2
  • Lower - Full Baths: 1
  • Lower - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Lower: 1
  • Bedrooms Main & Up: 3

Other Rooms

  • Laundry: Main Floor

Additional Information

  • Shared Amenities: Common Grounds, Non-Lake Recreational Area, Picnic Area, Tot Lots/Playground
  • Security/Safety: Carbon Monoxide Detector(s), Security System, Smoke Detector

Exterior

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

Parking

  • Garage: Yes
  • Garage Spaces: 4
  • Total Spaces: 10
  • Parking Features: Concrete Driveway
  • Parking Type: Driveway, Detached Garage, Attached Garage
  • Garage Description: Garage - Front Entry, Garage - Side Entry, Garage Door Opener

Location

  • Area: Georgetown Hundred (31006)
  • County: SUSSEX
  • Subdivision: REDDENWOOD
  • Driving Directions: Turn onto Neptune Rd (Rd 251). Turn right onto Persimmon Ln. Turn Left onto Winterberry St. Number 19068 will be on your left.

School Information

  • School District: Cape Henlopen

Community

  • Association: Yes
  • Assoc. Name: REDDENWOOD MAINTENANCE CORPORATION
  • Assoc. Fees Include: Common Area Maintenance, Management, Snow Removal
  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C, Zoned
  • Cooling Fuel: Electric, Solar Photovoltaic
  • Heating Type: 90% Forced Air, Zoned
  • Heating Fuel: Electric, Propane - Owned, Solar
  • Water Heater: Tankless

Utilities

  • Sewer: Gravity Sept Fld
  • Water: Well
  • Utility Description: Cable TV Available, Electric Available, Phone Available

Structural Information

  • Architectural Style: Coastal, Craftsman
  • Structure Type: Detached
  • Builder: Schell
  • Construction: Frame, Stick Built, Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Fully Finished, Walkout Stairs
  • Foundation: Concrete Perimeter
  • Roof: Shingle
  • Walls/Ceilings: 9'+ Ceilings, Dry Wall, Vaulted Ceilings
  • Doors: Storm
  • Stories Description: Lower 1, Main
  • Square Feet: 5,486
  • Sq. Ft. Source: Estimated
  • Living Area: 5,486 Sq. Ft.
  • Finished Above Grnd: 2,986 Sq. Ft.
  • Finished Below Grnd: 2,500 Sq. Ft.
  • Basement Finished: 85%
  • Year Built: 2020
  • Year Built Source: Assessor
  • Property Condition: Excellent

Unit Information

Unit 1

  • Bathrooms-Lower: 2
  • Bedrooms-Lower: 1

Additional Structures

  • Other Structures: 2nd Garage

Lot Features

  • Property View: Trees/Woods, Garden/Lawn
  • Lot Size (Acres): 1
  • Lot Size (Sq. Ft.): 43,560
  • Lot Size Source: Estimated
  • Lot Dimensions: 306 x 95
  • Street/Road Desc.: Paved
  • Zoning: RESIDENTIAL
  • Lot Description: Backs - Open Common Area, Backs to Trees, Cleared, Landscaping, Front Yard, Premium, Private, Rear Yard, Trees/Wooded
  • Fencing (Description): Wrought Iron, Rear

Financial Considerations

  • Price Per Sq. Ft.: $467.18
  • Association Fee: $75
  • Assoc Fee Freq.: Monthly
  • Assessment Year: 2026
  • School Tax: $1,702
  • County Tax: $193
  • County Tax Freq: Annually
  • Tax Amount: $1,894
  • Tax Year: 2026
  • Tax Total Finished Sq. Ft.: 2986

Disclosures and Reports

  • Ownership: Fee Simple
  • Exclusions: Attached Garage Cabinets/tools

Listed by Coldwell Banker Premier - Lewes, Julie Gritton

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Listing agent

— 19068 Winterberry St —

  • Julie Gritton

    Coldwell Banker Premier - Lewes

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 19068 Winterberry St

School District:Cape Henlopen School District
NameGradesDistance
H. O. Brittingham Elementary School
402 Mulberry Street, Milton, DE 19968
PK-53.6 mi
Mariner Middle School
16391 Harbeson Road, Milton, DE 19968
5-82.9 mi
Cape Henlopen High School
1250 Kings Highway, Lewes, DE 19958
8-1211 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 19068 Winterberry St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/25/2026
Listed
$1,395,000
55%
MLS
8/17/2021
Sold
$900,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 19068 Winterberry St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,901
-25%
100%
2023
$2,519
4%
100%
2022
$2,431
1%
100%
2021
$2,409
—
100%
2020
$2,401
—
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Coldwell Banker Premier - Lewes, Julie Gritton

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19068 Winterberry Street, Milton, DE 19968 (MLS# DESU2118864) is a Single Family property with 4 bedrooms, 4 full bathrooms and 3 partial bathrooms. 19068 Winterberry Street is currently listed for $1,395,000 and was received on August 25, 2026. Want to learn more about 19068 Winterberry Street? Do you have questions about finding other Single Family real estate for sale in Milton? You can browse all Milton real estate or contact a Coldwell Banker agent to request more information.

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