4999 STERLING DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(1)
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: Greendale School District
Neighborhood · ZIP 53129These 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
4999 Sterling 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 73% of homes in Milwaukee County
- Costs more per square foot than 79% of homes in Milwaukee County
- Has a bigger lot than 83% of homes in Milwaukee County
- Newer than 82% of homes in Milwaukee County
What homes are worth in Greendale 53129
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 53% of homes in Greendale 53129.
How it measures up in Greendale 53129
The dot is this home. The mark in the middle is the typical home in Greendale 53129.
Pricier than 53% of homes nearby
Pricier than 70% of homes nearby
Bigger than 36% of homes nearby
Bigger than 61% of homes nearby
Newer than 71% of homes nearby
| Measure | This home | Greendale 53129 | Milwaukee County |
|---|---|---|---|
| Estimated valuepricier than | $374,585 | 53% of homes | 73% of homes |
| Price per ft²pricier than | $258 | 70% of homes | 79% of homes |
| Living areabigger than | 1,450 ft² | 36% of homes | 49% of homes |
| Lot sizebigger than | 0.27 ac | 61% of homes | 83% of homes |
| Year builtnewer than | 1968 | 71% of homes | 82% of homes |
About 4999 Sterling Dr
How much is 4999 Sterling Dr, Greendale, WI worth?
The TopHap Estimate for 4999 Sterling Dr, Greendale, WI is $374,585 as of Aug 30, 2026. The likely range is $349,971 to $399,199. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 4999 Sterling Dr, Greendale, WI last sell?
4999 Sterling Dr, Greendale, WI last sold on Jul 22, 2002 for $164,300, according to the county's recorded deed.
How big is 4999 Sterling Dr, Greendale, WI?
4999 Sterling Dr, Greendale, WI has 3 bedrooms, 1.5 bathrooms, 1,450 square feet of living space and a 0.27-acre lot.
When was 4999 Sterling Dr, Greendale, WI built?
4999 Sterling Dr, Greendale, WI was built in 1968, making it 58 years old. The building has 1 story.
What schools serve 4999 Sterling Dr, Greendale, WI?
4999 Sterling Dr, Greendale, WI is assigned to Highland View Elementary School (elementary), rated A-; Greendale High School (high), rated B+; Greendale Middle School (middle), rated A-. All sit in Greendale School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 4999 Sterling Dr, Greendale, WI compare to other homes in Greendale 53129?
Among the 4,467 homes in Greendale 53129, it is worth more than 53% of them ($374,585 against a typical $369,302), its price per square foot is higher than 70% of them ($258 against a typical $234), it is bigger than 36% of them (1,450 ft² against a typical 1,596 ft²), its lot is bigger than 61% of them (0.27 ac against a typical 0.25 ac) and it is newer than 71% of them (1968 against a typical 1964). Measured against all of Milwaukee County, it is worth more than 73% 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 4999 Sterling Dr, Greendale, WI?
The 2025 property tax bill for 4999 Sterling Dr, Greendale, WI was $2,807. The county assessed it at $319,500.
More homes on Sterling Dr
- 4998 Sterling Dr$322K4 bd · 1.5 ba · 1,136 ft² · Sold $307K · Jul 2025
- 4799 Sterling Dr$340K3 bd · 1.5 ba · 1,566 ft² · Sold $313K · Oct 2024
- 4858 Sterling Dr$451K4 bd · 1.5 ba · 2,858 ft² · Sold $426K · Jul 2024
- 4701 Sterling Dr$394K3 bd · 1.5 ba · 1,854 ft² · Sold $356K · Apr 2024
- 4898 Sterling Dr$484K4 bd · 1.5 ba · 1,961 ft² · Sold $430K · Jan 2024
- 4758 Sterling Dr$406K3 bd · 1.5 ba · 1,420 ft² · Sold $340K · Nov 2021
- 4902 Sterling Dr$400K4 bd · 1.5 ba · 1,977 ft² · Sold $285K · Sep 2021
- 4822 Sterling Dr$357K3 bd · 1.5 ba · 1,450 ft² · Sold $267K · Jun 2020
- 4859 Sterling Dr$343K3 bd · 1.5 ba · 1,450 ft² · Sold $173K · Jan 2015
- 4901 Sterling Dr$356K3 bd · 1.5 ba · 1,450 ft² · Sold $165K · Jul 2012
- 4721 Sterling Dr$359K3 bd · 1.5 ba · 1,587 ft² · Sold $160K · May 2010
- 4802 Sterling Dr$398K4 bd · 1.5 ba · 1,974 ft² · Sold $225K · Aug 2009
Closest homes
- 4959 Sterling Dr$349K89 ft · 3 bd · 1.5 ba · 1,453 ft² · Sold Jan 1900
- 4998 Sterling Dr$322K185 ft · 4 bd · 1.5 ba · 1,136 ft² · Sold $307K · Jul 2025
- 4958 Sterling Dr$412K194 ft · 3 bd · 1.5 ba · 1,676 ft² · Sold $167K · Sep 1999
- 4901 Sterling Dr$356K166 ft · 3 bd · 1.5 ba · 1,450 ft² · Sold $165K · Jul 2012
- 4902 Sterling Dr$400K235 ft · 4 bd · 1.5 ba · 1,977 ft² · Sold $285K · Sep 2021
- 5922 Sycamore St$473K309 ft · 4 bd · 1.5 ba · 1,961 ft² · Sold $470K · Jun 2026
- 5902 Sycamore St$352K312 ft · 3 bd · 1.5 ba · 1,450 ft² · Sold $170K · Feb 2015
- 4899 Sterling Dr$337K244 ft · 3 bd · 1.5 ba · 1,504 ft² · Sold Jan 1900
More homes in Greendale 53129
- 5576 Angle Ln$345K3 bd · 1 ba · 1,276 ft² · Sold $340K · Sep 2026
- 8246 Firwood Ln$760K4 bd · 2.5 ba · 2,995 ft² · Sold $784K · Sep 2026
- 9111 Westlake Dr$330K0.13 ac · Sold $320K · Aug 2026
- 5792 Finch Ln$800K3 bd · 2 ba · 1,568 ft² · Sold $800K · Aug 2026
- 5989 Sugarbush Ln$436K0.23 ac · Sold $436K · Aug 2026
- 6131 Twin Oak Dr$361K3 bd · 1.5 ba · 1,483 ft² · Sold $390K · Aug 2026
- 7227 Edgehill Rd$326K4 bd · 1.5 ba · 1,151 ft² · Sold $326K · Aug 2026
- 7232 Dartmoor Ave$588K3 bd · 1.5 ba · 1,244 ft² · Sold $588K · Aug 2026
- 5806 Glen Flora Dr$478K3 bd · 1.5 ba · 3,087 ft² · Sold $478K · Aug 2026
- 6401 W Edgerton Ave$450K4 bd · 2 ba · 1,815 ft² · Sold $450K · Aug 2026
- 8841 Greenhill Ln$370K3 bd · 2 ba · 1,772 ft² · Sold $370K · Aug 2026
- 7222 Enfield Ave$390K3 bd · 1.5 ba · 1,160 ft² · Sold $390K · Aug 2026
Assigned schools
Explore the area
See this home in context
Open 4999 Sterling Dr on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map