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Single family home for sale at 16422 Winding River Dr, Milton, DE 19968 | MLS# DESU2092676 | Listing updated on 2025-12-09
Photo 1 of Single family home for sale at 16422 Winding River Dr, Milton, DE 19968 | MLS# DESU2092676 | Listing updated on 2025-12-09
Photo 2 of Single family home for sale at 16422 Winding River Dr, Milton, DE 19968 | MLS# DESU2092676 | Listing updated on 2025-12-09
Photo 3 of Single family home for sale at 16422 Winding River Dr, Milton, DE 19968 | MLS# DESU2092676 | Listing updated on 2025-12-09
Photo 4 of Single family home for sale at 16422 Winding River Dr, Milton, DE 19968 | MLS# DESU2092676 | Listing updated on 2025-12-09
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$575,000

Monthly Est:$2,862

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,073sqft

16422 Winding River Dr, Milton, DE 19968

$2,862/moEst:

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  • Single Family Residence

  • Built in 2006

  • $49.17/mo HOA

  • 34,848 sqft lot

  • $277/sq.ft

Description

This beautifully maintained contemporary home offers three bedrooms and two baths in
a well-established neighborhood where the lots are spacious, the neighbors are set
back for privacy, and the pace feels a little more relaxed. In the summer months, you’ll
even be treated to the charm of an ice cream truck making its Thursday rounds. The
large three-quarter-acre lot is a retreat in itself, with no homes directly behind and year-
round beauty from seasonal blooms, mature Crepe Myrtle trees in the backyard, and
fresh landscaping accented with new mulch. The yard is kept lush and vibrant with an
underground irrigation system, and from the front yard, you can enjoy a tranquil
view of
the neighborhood pond. Step inside to an open-concept layout filled with natural light. The bright dining room greets you with a soaring vaulted ceiling and stunning atrium windows framing the
greenery outside. The living room features brand-new carpeting, vaulted ceilings, a
ceiling fan, and a double-sided gas fireplace that adds warmth and charm to both the
living room and the sunroom. The sunroom offers abundant windows, up/down shades
for versatile light control, a vaulted ceiling, ceiling fan, and a sliding glass door leading
to the screened porch, perfect for breezy afternoons without bugs. The kitchen is a chef’s delight, with all-new stainless-steel appliances, granite
countertops, recessed lighting, LVP flooring, and a cozy breakfast nook. On one side of
the home are two comfortable bedrooms and a full bath, with one bedroom offering
serene backyard views. Upstairs, a large, floored attic space awaits your personal
touch, offering endless possibilities for expansion. On the opposite side of the home is a
sitting room, ideal for an office, den, or media room. The primary suite is a private
retreat, featuring a walk-in closet and a spa-like en suite bath with a walk-in shower,
dual vanity, and a soaking tub set beneath a large glass block window for natural light
and privacy. Enjoy outdoors on the screened porch or step down to the paved patio where you can
grill, dine al fresco, and take in the beauty of the surrounding gardens. While this home
feels worlds away from the hustle and bustle, it’s just minutes from downtown Milton and
the beaches, offering the perfect blend of peaceful living and convenient access to
coastal attractions.

  • Houzeo last checked: 2 hours ago
  • Listing updated: December 9, 2025 at 5:04 pm
  • Listing Provided by: Vincente Michael DiPietro (302) 667-0402 | Northrop Realty (302) 703-1144
  • Source: Bright MLS-NJ | MLS#: DESU2092676 Bright MLS-NJ

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Sussex De County

  • City

    Milton

  • Neighborhood

    --

  • Year Built

    2006

  • HOA Fees

    $49.17/mo

  • Finished Area

    2,073 sqft

  • Lot Size

    34,848 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    DESU2092676

  • MLS Status

    ACTIVE UNDER CONTRACT-BRIGHT

  • Days on Market

    98

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Location

HOA Management

N/A

HOA Fees

$590/ Annually

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Interior Features

    Attic, Breakfast Area, Carpet, Ceiling Fan(s), Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Kitchen Gourmet, Primary Bath(s), Pantry, Bathroom Soaking Tub, Bathroom Stall Shower, Bathroom Tub Shower, Window Treatments, Walk In Closet(s), Upgraded Countertops

  • Window Features

    Atrium, Double Pane Windows, Double Hung, Screens, Sliding, Transom, Vinyl Clad

  • Cooling

    Central A/c

  • Appliances

    Built In Microwave, Built In Range, Dishwasher, Dryer, Freezer, Icemaker, Oven/range Electric, Exhaust Fan, Stainless Steel Appliances, Refrigerator, Washer, Water Dispenser, Water Heater

  • Exterior Features

    Underground Lawn Sprinkler

  • Heating

    Forced Air

  • Sewer

    Septic Exists

  • Flooring

    Ceramic Tile, Luxury Vinyl Plank, Partially Carpeted

Construction

  • Year Built

    Year Built: 2006

  • Home type

    Single Family Residence

  • Property Condition

    Excellent

  • Architectural Style

    Contemporary

  • Foundation Details

    Crawl Space

  • Roof

    Architectural Shingle

  • Construction Materials

    Frame, Vinyl Siding

Utilities & Energy

  • Fireplace Features

    Double Sided, Fireplace Glass Doors, Gas/propane, Mantel(s)

  • Parking Features

    Asphalt Driveway, Paved Parking

  • Security Features

    Carbon Monoxide Detectors

  • Water Source

    Well, Public

Other Features

  • Lot Features

    Backs To Trees, Front Yard, Landscaping, Rear Yard, Side Yard(s), Trees/wooded

  • Subdivision Name

    River Rock Run

Price History

DateEventPrice

11/19/2025

Source: mls_logoBright MLS-NJ #DESU2092676

Contingent (Active Under Contract)

$575,000 -1.71%

$277/sqft

09/20/2025

Source: mls_logoBright MLS-NJ #DESU2092676

Listed for Sale

$585,000 -0.85%

$282/sqft

08/18/2025

Source: mls_logoBright MLS-NJ #DESU2092526

Off Market

$590,000

$285/sqft

08/14/2025

Source: mls_logoBright MLS-NJ #DESU2092676

Price Change

$590,000

$285/sqft

Nearby Homes

Based on information from Bright MLS through Oct 29, 2026, 02:15PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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