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.
Sold for $999,000
$999,000
29 Creek Dr, Millsboro, DE 19966
3beds
1,800sqft
Single Family Residence
Built in 1975
0.59 Acres Lot
$992,300 Zestimate®
$555/sqft
$2,123 Estimated rent
Home value
$992,300
$923,000 - $1.06M
$2,123/mo
Zestimate® history
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Waterfront propertyBoat liftPrivate dockJet ski liftSerene watersPanoramic water viewsBoating access
Zillow last checked:
Listing updated:
Listed by:
Mike Terranova 302-299-6621,
Keller Williams Realty Wilmington
Bought with:
Angela Allen, RA-0031073
Patterson-Schwartz-Hockessin
Source: Bright MLS,MLS#: DESU2093452
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 3
Basement
- Area: 0
Heating
- Forced Air, Natural Gas
Cooling
- Central Air, Electric
Appliances
- Included: Water Heater, Stainless Steel Appliance(s), Dishwasher, Dryer, Refrigerator, Washer, Range Hood, Oven/Range - Electric, Electric Water Heater
- Laundry: Has Laundry
Features
- Ceiling Fan(s), Entry Level Bedroom, Flat, Eat-in Kitchen, Kitchen - Table Space, Primary Bath(s), Primary Bedroom - Bay Front, Dry Wall
- Flooring: Carpet, Ceramic Tile
- Windows: Screens, Storm Window(s)
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,800
- Total interior livable area: 1,800 sqft
- Finished area above ground: 1,800
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Garage Faces Front, Garage Door Opener, Inside Entrance, Attached, Driveway
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: One
- Stories: 1
- Patio & porch: Patio
- Exterior features: Lighting, Rain Gutters
- Pool features: None
- Has view: Yes
- View description: Water, Creek/Stream, Garden
- Has water view: Yes
- Water view: Water,Creek/Stream
- Waterfront features: Private Dock Site, Creek/Stream, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Waterski/Wakeboard, Boat - Powered
- Frontage length: Water Frontage Ft: 140
Lot
- Size: 0.59 Acres
- Dimensions: 121.00 x 213.00
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 23424.0070.00
- Zoning: AR-1
- Zoning description: Residential
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch/Rambler
- Property subtype: Single Family Residence
Materials
- Brick, Vinyl Siding
- Foundation: Crawl Space, Block
- Roof: Asphalt
Condition
- Very Good
- New construction: No
- Year built: 1975
Utilities & green energy
- Sewer: Public Sewer
- Water: Public Hook-up Available, Well
Community & HOA
Community
- Security: Monitored, Security System
- Subdivision: Winding Creek Village
HOA
- Has HOA: Yes
- Amenities included: Boat Ramp, Common Grounds, Picnic Area
- Services included: Common Area Maintenance
- HOA fee: $350 annually
Location
- Region: Millsboro
Financial & listing details
- Price per square foot: $555/sqft
- Tax assessed value: $530,900
- Annual tax amount: $1,134
- Date on market: 8/26/2025
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,Negotiable
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 2/13/2026 | Sold | $999,000-4.8%$555/sqft |
Source:  Bright MLS #DESU2093452 Report a problem | ||
| 10/4/2025 | Contingent | $1,049,900$583/sqft |
Source: Bright MLS #DESU2093452 Report a problem | ||
| 10/1/2025 | Price change | $1,049,900-4.6%$583/sqft |
Source: Bright MLS #DESU2093452 Report a problem | ||
| 8/26/2025 | Listed for sale | $1,100,000$611/sqft |
Source: Bright MLS #DESU2093452 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,134 +12.6% | $265,450 +990.1% |
| 2024 | $1,007 +0.1% | $24,350 |
| 2023 | $1,006 +1.6% | $24,350 |
| 2022 | $989 +3.1% | $24,350 |
| 2021 | $960 +4.8% | $24,350 |
| 2020 | $916 | $24,350 |
| 2019 | $916 +0.4% | $24,350 |
| 2018 | $912 -1% | $24,350 |
| 2017 | $921 +12.5% | $24,350 |
| 2016 | $818 -3% | $24,350 |
| 2015 | $843 +1.5% | $24,350 |
| 2014 | $831 -1.1% | $24,350 |
| 2013 | $840 +4% | $24,350 |
| 2012 | $807 +1% | $24,350 |
| 2011 | $799 | $24,350 |
| 2010 | $799 +0.4% | $24,350 |
| 2009 | $796 | $24,350 |
| 2008 | -- | -- |
| 2007 | -- | -- |
| 2006 | -- | -- |
| 2005 | -- | -- |
| 2004 | -- | -- |
| 2003 | -- | -- |
| 2002 | -- | -- |
| 2001 | -- | -- |
Find assessor info on the county website
Neighborhood: 19966
Nearby homes
- $700,0000.65 Acres27 Creek Dr, Millsboro, DE 19966Sold
- $700,000-- bd-- ba462 sqft31 Creek Dr, Millsboro, DE 19966Sold
- $497,1002 bd-- ba1.5k sqft34 Creek Dr, Millsboro, DE 19966Off Market
- $528,7003 bd-- ba1.4k sqft32 Creek Dr, Millsboro, DE 19966Off Market
- $630,000-- bd-- ba-- sqft25 Creek Dr, Millsboro, DE 19966Sold
- $511,1003 bd-- ba1.6k sqft36 Creek Dr, Millsboro, DE 19966Off Market
- $1,370,4003 bd-- ba4.2k sqft33 Creek Dr, Millsboro, DE 19966Off Market
- $590,6003 bd3 ba2k sqft30 Creek Dr, Millsboro, DE 19966Off Market
Nearby schools
GreatSchools rating
- 5/10Long Neck Elementary SchoolGrades: K-5Distance: 1.2 mi
- 4/10Millsboro Middle SchoolGrades: 6-8Distance: 7.3 mi
- 3/10Sussex Central High SchoolGrades: 9-12Distance: 8.6 mi
Schools provided by the listing agent
- Elementary: Long Neck
- High: Indian River
- District: Indian River
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Delaware
- Sussex County
- Millsboro
- 19966
- 29 Creek Dr
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