16450 WINDING RIVER DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Cape Henlopen School District
Neighborhood · ZIP 19968These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
16450 Winding River Dr measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 80% of homes in Milton 19968
- Bigger than 83% of homes in Sussex County
- Has a bigger lot than 84% of homes in Sussex County
- Newer than 68% of homes in Sussex County
What homes are worth in Milton 19968
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 80% of homes in Milton 19968.
How it measures up in Milton 19968
The dot is this home. The mark in the middle is the typical home in Milton 19968.
Pricier than 80% of homes nearby
Pricier than 55% of homes nearby
Bigger than 82% of homes nearby
Bigger than 81% of homes nearby
Newer than 55% of homes nearby
| Measure | This home | Milton 19968 | Sussex County |
|---|---|---|---|
| Estimated valuepricier than | $619,743 | 80% of homes | 68% of homes |
| Price per ft²pricier than | $269 | 55% of homes | 47% of homes |
| Living areabigger than | 2,301 ft² | 82% of homes | 83% of homes |
| Lot sizebigger than | 0.86 ac | 81% of homes | 84% of homes |
| Year builtnewer than | 2007 | 55% of homes | 68% of homes |
About 16450 Winding River Dr
How much is 16450 Winding River Dr, Milton, DE worth?
The TopHap Estimate for 16450 Winding River Dr, Milton, DE is $619,743 as of Sep 24, 2026. The likely range is $603,790 to $635,696. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 16450 Winding River Dr, Milton, DE last sell?
16450 Winding River Dr, Milton, DE last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 16450 Winding River Dr, Milton, DE?
16450 Winding River Dr, Milton, DE has 3 bedrooms, 3 bathrooms, 2,301 square feet of living space and a 0.86-acre lot.
When was 16450 Winding River Dr, Milton, DE built?
16450 Winding River Dr, Milton, DE was built in 2007, making it 19 years old. The building has 1 story.
What schools serve 16450 Winding River Dr, Milton, DE?
16450 Winding River Dr, Milton, DE is assigned to Mariner Middle School (middle), rated B; Milton Elementary School (elementary), rated A; Cape Henlopen High School (high), rated D+. All sit in Cape Henlopen School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 16450 Winding River Dr, Milton, DE compare to other homes in Milton 19968?
Among the 8,807 homes in Milton 19968, it is worth more than 80% of them ($619,743 against a typical $487,993), its price per square foot is higher than 55% of them ($269 against a typical $263), it is bigger than 82% of them (2,301 ft² against a typical 1,759 ft²), its lot is bigger than 81% of them (0.86 ac against a typical 0.28 ac) and it is newer than 55% of them (2007 against a typical 2006). Measured against all of Sussex County, it is worth more than 68% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 16450 Winding River Dr, Milton, DE?
The 2025 property tax bill for 16450 Winding River Dr, Milton, DE was $685. The county assessed it at $39,350.
More homes on Winding River Dr
- 16402 Winding River Dr$550K3 bd · 3 ba · 2,346 ft² · Sold $525K · Oct 2026
- 16422 Winding River Dr$562K3 bd · 3 ba · 2,106 ft² · Sold $570K · Feb 2026
- 16408 Winding River Dr$643K3 bd · 3 ba · 2,594 ft² · Sold $659K · Aug 2025
- 16436 Winding River Dr$561K3 bd · 3 ba · 2,567 ft² · Sold $575K · Aug 2025
- 16414 Winding River Dr$556K3 bd · 3 ba · 1,986 ft² · Sold $579K · Nov 2024
- 16398 Winding River Dr$479K3 bd · 3 ba · 1,891 ft² · Sold $500K · Oct 2024
- 16406 Winding River Dr$541K3 bd · 3 ba · 2,268 ft² · Sold $555K · Jun 2023
- 16394 Winding River Dr$534K3 bd · 4 ba · 2,212 ft² · Sold $540K · Feb 2023
- 16418 Winding River Dr$533K3 bd · 3 ba · 2,043 ft² · Sold $560K · Nov 2022
- 16410 Winding River Dr$550K3 bd · 3 ba · 2,093 ft² · Sold $554K · Jul 2022
- 16417 Winding River Dr$639K3 bd · 4 ba · 2,038 ft² · Sold $455K · Mar 2018
- 16439 Winding River Dr$564K3 bd · 3 ba · 1,816 ft² · Sold $255K · Jun 2014
Closest homes
- 16452 Winding River Dr$642K118 ft · 3 bd · 4 ba · 2,648 ft² · Sold Jan 1900
- 29041 Winding River Ct$531K203 ft · 3 bd · 3 ba · 2,594 ft² · Sold $540K · Dec 2025
- 16454 Winding River Dr$610K228 ft · 3 bd · 4 ba · 2,629 ft² · Sold Jan 1900
- 29043 Winding River Ct$673K284 ft · 3 bd · 4 ba · 2,386 ft² · Sold $840K · Jun 2017
- 16456 Winding River Dr$550K347 ft · 3 bd · 4 ba · 2,230 ft² · Sold Jan 1900
- 29248 River Rock Way$653K324 ft · 3 bd · 4 ba · 2,625 ft² · Sold $656K · Dec 2023
- 16439 Winding River Dr$564K303 ft · 3 bd · 3 ba · 1,816 ft² · Sold $255K · Jun 2014
- 29047 Winding River Ct$605K385 ft · 4 bd · 3 ba · 2,594 ft² · Sold Jan 1900
More homes in Milton 19968
- 15272 Crape Myrtle Rd$575K5 bd · 5 ba · 2,088 ft² · Sold $575K · Oct 2026
- 108 Citra Dr$1.7M0.25 ac · Sold $666K · Oct 2026
- 13247 Deep Branch Rd Ext$326K3 bd · 1,359 ft² · Sold $300K · Oct 2026
- 22492 Ridgecrest Dr$535K3 bd · 1,924 ft² · Sold $530K · Oct 2026
- 18107 White Cedar Ct$559K4 ba · 2,560 ft² · Sold $555K · Oct 2026
- 28599 Blossom Ln0.19 ac · Sold $523K · Oct 2026
- 27458 Martins Farm Rd3 bd · 1,568 ft² · Sold $5.1M · Oct 2026
- 28598 Blossom Ln0.18 ac · Sold $643K · Oct 2026
- 1803 S Bay Shore Dr$1.2M3 bd · 2 ba · 1,568 ft² · Sold $1.1M · Oct 2026
- 903 Canning House Row$285K2 bd · 1,256 ft² · Sold $279K · Oct 2026
- 29563 Vincent Village Dr$469K3 bd · 3 ba · 1,839 ft² · Sold $450K · Oct 2026
- 28600 Blossom Ln0.18 ac · Sold $600K · Oct 2026
Assigned schools
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