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$1,049,900

  • For Sale
  • Under Contract
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,800 Sq. Ft.
  • 2 Car Garage
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Welcome to 29 Winding Creek Drive, a rare opportunity to own a peaceful waterfront property in the desirable Winding Creek Village community. Perfectly situated along scenic Guinea Creek, this single-level ranch home offers direct water access with a private dock, complete with a boat lift and jet ski lift, making your coastal lifestyle effortless. As you step inside, a welcoming living room greets you to the right of the entryway. At the heart of the home, the kitchen and family room provide a comfortable gathering space, while the rear sunroom showcases panoramic water views-a true highlight of the property. The layout also includes three spacious bedrooms and two full baths, offering plenty of room for family and guests. A mudroom and laundry area connect seamlessly to the garage, with convenient access to the backyard. Outdoors is where this home truly shines. A paver patio leads directly to the private dock, overlooking the serene waters beyond. Here you can spend your days boating, crabbing, or simply relaxing as the sun reflects off the water. From Guinea Creek, you'll enjoy easy boating access to the open waters of Rehoboth Bay, giving you endless opportunities to explore Delaware's inland bays and beyond. Whether arriving by car or by boat, you're only a short trip from Delaware's premier beaches-Lewes and Rehoboth-plus award-winning golf at Baywood Greens and popular dining, shopping, and entertainment. This home is ready for some TLC, making it the perfect canvas for a new owner to create their dream waterfront retreat. For those looking for additional space or extra privacy, the lot immediately to the right of the home (27 Winding Creek Drive) is also available for purchase, offering a rare chance to expand or create a private waterfront estate. The land is also cross-listed on the MLS# DESU2093462. With its unbeatable location, private dock, and direct access to the bay, 29 Winding Creek Drive is your gateway to the best of Delaware's coastal lifestyle.

Full Property Details for 29 Creek Dr

General

  • Price: $1,049,900
  • HOA FEE: $29/month
  • HOA FEE FREQ.: Annually
  • Taxes: $1,134 (2025)
  • Status: Under Contract
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: DESU2093452
  • Updated: 12/17/2025
  • Added to Site: 145 day(s) ago

Interior

  • Interior Features: Ceiling Fan(s), Entry Level Bedroom, Flat, Kitchen - Eat-In, Kitchen - Table Space, Primary Bath(s), Primary Bedroom - Bay Front
  • Appliances: Water Heater, Stainless Steel Appliances, Dishwasher, Dryer, Refrigerator, Washer, Range Hood, Oven/Range - Electric
  • Flooring: Carpet, Ceramic Tile

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: Has Laundry

Additional Information

  • Shared Amenities: Boat Ramp, Common Grounds, Picnic Area
  • Security/Safety: Monitored, Security System

Exterior

  • Exterior Features: Exterior Lighting, Gutter System
  • Porch/Patio/Deck: Patio(s)

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Garage - Front Entry, Garage Door Opener, Inside Access

Location

  • Area: Indian River Hundred (31008)
  • County: SUSSEX
  • Subdivision: Winding Creek Village
  • Driving Directions: Head south on Banks Rd and turn left on Creek Drive. The home is on the right.
  • Location Details: Creek/Stream

School Information

  • School District: Indian River
  • Elementary School: Long Neck
  • High School: Indian River

Community

  • Association: Yes
  • Assoc. Fees Include: Common Area Maintenance

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Natural Gas
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public Hook-up Available, Well

Structural Information

  • Architectural Style: Ranch/Rambler
  • Structure Type: Detached
  • Construction: Brick, Vinyl Siding
  • Foundation: Crawl Space, Block
  • Roof: Asphalt
  • Walls/Ceilings: Dry Wall
  • Windows: Screens, Storm
  • Stories Description: Main
  • Square Feet: 1,800
  • Sq. Ft. Source: Estimated
  • Living Area: 1,800 Sq. Ft.
  • Finished Above Grnd: 1,800 Sq. Ft.
  • Year Built: 1975
  • Year Built Source: Estimated
  • Property Condition: Very Good

Lot Features

  • Property View: Water, Creek/Stream, Garden/Lawn
  • Lot Size (Acres): 0.59
  • Lot Size (Sq. Ft.): 25,700
  • Lot Size Source: Assessor
  • Lot Dimensions: 121.00 x 213.00
  • Zoning: AR-1

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Navigable Water: Yes
  • Water Access: Yes
  • Water Access Desc: Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Waterski/Wakeboard, Boat - Powered
  • Water Front Type: Creek/Stream
  • Dock/Slip Conveys: Yes
  • Docks: 1

Financial Considerations

  • Price Per Sq. Ft.: $583.28
  • Association Fee: $350
  • Assoc Fee Freq.: Annually
  • Assessment Year: 2025
  • School Tax: $1,020
  • County Tax: $114
  • County Tax Freq: Annually
  • Tax Amount: $1,134
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1522

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 80

Listed by Keller Williams Realty Wilmington, Michael Terranova Jr.

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Listing agent

— 29 Creek Dr —

  • Michael Terranova Jr.

    Keller Williams Realty Wilmington

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 29 Creek Dr

School District:Indian River School District
NameGradesDistance
Long Neck Elementary School
26064 School Lane, Millsboro, DE 19966
PK-51.1 mi
Millsboro Middle School
302 East State Street, Millsboro, DE 19966
6-87.3 mi
Sussex Central High School, Georgetown, DE
26026 Patriots Way, Georgetown, DE 19947
8-128.6 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 29 Creek Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/01/2025
Price Reduced
$1,049,900
-4.55%
MLS
8/26/2025
Listed
$1,100,000
—
MLS
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 29 Creek Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,134
13%
$24,350
—
2023
$1,006
2%
$24,350
—
2022
$989
3%
$24,350
—
2021
$960
5%
$24,350
—
2020
$916
—
$24,350
—
2019
$912
-1%
$24,350
—
2018
$921
-1%
$24,350
—
2017
$928
13%
$24,350
—
2016
$818
-3%
$24,350
—
2015
$843
1%
$24,350
—
2014
$831
-1%
$24,350
—
2013
$840
—
$24,350
—
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 29 Creek Dr

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

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NMLS#: 1598647

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Listed by Keller Williams Realty Wilmington, Michael Terranova Jr.

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29 Creek Drive, Millsboro, DE 19966 (MLS# DESU2093452) is a Single Family property with 3 bedrooms and 2 full bathrooms. 29 Creek Drive is currently listed for $1,049,900 and was received on August 26, 2025. Want to learn more about 29 Creek Drive? Do you have questions about finding other Single Family real estate for sale in Millsboro? You can browse all Millsboro real estate or contact a Coldwell Banker agent to request more information.

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