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$559,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,346 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago
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FALL IN LOVE the moment you walk through the door. Designed for comfort, connection, and effortless living, this beautifully custom-built 3-bedroom, 2 bath energy efficient home offers the convenience of one-level living on a generously sized lot in River Rock Run. Thoughtfully designed with a 2-foot extension across the entire back of the home, you'll appreciate the added space throughout. Inside, hardwood flooring enhances the dining room and inviting living room with a cozy gas fireplace. The contemporary kitchen features granite countertops, cabinet pull-outs, and an open layout to the breakfast room, perfect for everyday living and entertaining. A bright, light-filled sunroom provides additional space to relax and unwind. The split-bedroom floor plan offers privacy, with a secluded owner's suite complete with two large walk-in closets with custom shelving and a spacious ensuite bath. A private office makes working from home easy or can serve as a den or flex space to fit your needs. A walk-up floored attic provides plenty of storage for seasonal décor and more. Outdoors, enjoy expansive front and rear yards with beautiful landscaping, a screened porch, paver patio, and a manicured lawn supported by a full-yard irrigation system. A 2-car side-loading garage and extended paved driveway provide ample parking. Enjoy a peaceful neighborhood just minutes from the historic charm of downtown Milton and only a short drive to the award-winning beaches and dining of Lewes and Rehoboth. If you've been searching for space, privacy, and effortless living in a beautifully maintained home, this one delivers it all. Move in, settle down, and start enjoying the life you've been waiting for!

Full Property Details for 16402 Winding River Dr

General

  • Price: $559,900
  • HOA FEE: $49/month
  • HOA FEE FREQ.: Annually
  • Taxes: $660 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: DESU2105634
  • Updated: 3/6/2026
  • Added to Site: 1 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Kitchen, Foyer, Breakfast Room, Sun/Florida Room, Laundry, Office, Attic, Primary Bathroom, Full Bath, Screened Porch, Additional Bedroom
  • Interior Features: Attic, Breakfast Area, Carpet, Ceiling Fan(s), Dining Area, Entry Level Bedroom, Floor Plan - Open, Recessed Lighting, Pantry, Upgraded Countertops, Walk-in Closet(s), Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Mantel(s), Gas/Propane
  • Appliances: Dishwasher, Microwave, Oven/Range - Electric, Refrigerator, Washer, Dryer, Water Heater - Tankless
  • Flooring: Hardwood, Tile/Brick, Vinyl, Carpet

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Floor Baths: 2
  • Main - Full Baths: 2

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Main & Up: 3

Other Rooms

  • Laundry: Main Floor

Exterior

  • Exterior Features: Underground Lawn Sprinkler
  • Porch/Patio/Deck: Patio(s), Porch(es), Screened

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 12
  • Parking Features: Asphalt Driveway
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Garage - Side Entry, Inside Access

Location

  • Area: Broadkill Hundred (31003)
  • County: SUSSEX
  • Subdivision: RIVER ROCK RUN
  • Driving Directions: Take Cave Neck Road from Route 1 towards Milton, turn right onto Hudson Rd, then turn left into River Rock Run. From there, turn right onto Winding River Drive - property will be on the right.

School Information

  • School District: Cape Henlopen

Community

  • Association: Yes
  • Assoc. Fees Include: Common Area Maintenance, Management, Reserve Funds, Road Maintenance, Snow Removal

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump - Gas BackUp
  • Heating Fuel: Electric, Propane - Leased
  • Water Heater: Tankless, Propane

Utilities

  • Sewer: Gravity Sept Fld
  • Water: Well

Structural Information

  • Architectural Style: Ranch/Rambler, Contemporary
  • Structure Type: Detached
  • Construction: Frame, Stick Built, Vinyl Siding, Stone
  • Foundation: Crawl Space
  • Roof: Shingle
  • Walls/Ceilings: Tray Ceilings, Vaulted Ceilings, Cathedral Ceilings
  • Stories Description: Main
  • Square Feet: 2,346
  • Sq. Ft. Source: Estimated
  • Living Area: 2,346 Sq. Ft.
  • Finished Above Grnd: 2,346 Sq. Ft.
  • Year Built: 2012
  • Year Built Source: Assessor

Lot Features

  • Property View: Garden/Lawn
  • Lot Size (Acres): 0.82
  • Lot Size (Sq. Ft.): 35,719
  • Lot Size Source: Assessor
  • Lot Dimensions: 109.82 x 260.90 x 139.89 x 268.67
  • Zoning: AR1
  • Lot Description: Front Yard, Landscaping, Rear Yard

Financial Considerations

  • Price Per Sq. Ft.: $238.66
  • Association Fee: $590
  • Assoc Fee Freq.: Annually
  • School Tax: $549
  • County Tax: $111
  • County Tax Freq: Annually
  • Tax Amount: $660
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Exclusions: Curtains in the Dining Room

Listed by Berkshire Hathaway HomeServices PenFed Realty, Lee Ann Wilkinson and Berkshire Hathaway HomeServices PenFed Realty, Sharon A Adams

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Listing agents

— 16402 Winding River Dr —

  • Lee Ann Wilkinson

    Berkshire Hathaway HomeServices PenFed Realty

  • Sharon A Adams

    Berkshire Hathaway HomeServices PenFed Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 16402 Winding River Dr

School District:Cape Henlopen School District
NameGradesDistance
Milton Elementary School, Milton, DE
512 Federal Street, Milton, DE 19968
PK-54 mi
Mariner Middle School
16391 Harbeson Road, Milton, DE 19968
5-83.8 mi
Cape Henlopen High School
1250 Kings Highway, Lewes, DE 19958
8-124.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 16402 Winding River Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/06/2026
Listed
$559,900
85.96%
MLS
2/07/2013
Sold
$301,084
—
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 16402 Winding River Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$660
-43%
$33,550
—
2023
$1,152
5%
$33,550
—
2022
$1,095
-7%
$33,550
—
2021
$1,180
—
$33,550
—
2020
$1,175
—
$33,550
—
2019
$1,177
10%
$33,550
—
2018
$1,073
6%
$33,550
—
2017
$1,011
20%
$33,550
—
2016
$840
-34%
$33,550
—
2015
$1,281
1%
$33,550
—
2014
$1,271
3%
$33,550
—
2013
$1,235
—
$33,550
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 16402 Winding River Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Berkshire Hathaway HomeServices PenFed Realty, Lee Ann Wilkinson and Berkshire Hathaway HomeServices PenFed Realty, Sharon A Adams

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16402 Winding River Drive, Milton, DE 19968 (MLS# DESU2105634) is a Single Family property with 3 bedrooms and 2 full bathrooms. 16402 Winding River Drive is currently listed for $559,900 and was received on March 06, 2026. Want to learn more about 16402 Winding River Drive? 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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