5539 UPLAND TRL
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: Middleton-Cross Plains School District
Neighborhood · ZIP 53562These 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
5539 Upland Trl 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 92% of homes in Dane County
- Has a smaller lot than 78% of homes in North Lake
What homes are worth in Middleton 53562
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 76% of homes in Middleton 53562.
How it measures up in Middleton 53562
The dot is this home. The mark in the middle is the typical home in Middleton 53562.
Pricier than 76% of homes nearby
Bigger than 59% of homes nearby
| Measure | This home | North Lake | Middleton 53562 | Dane County |
|---|---|---|---|---|
| Estimated valuepricier than | $765,885 | 33% of homes | 76% of homes | 92% of homes |
| Lot sizebigger than | 0.29 ac | 22% of homes | 59% of homes | 59% of homes |
About 5539 Upland Trl
How much is 5539 Upland Trl, Middleton, WI worth?
The TopHap Estimate for 5539 Upland Trl, Middleton, WI is $765,885 as of Aug 30, 2026. The likely range is $704,932 to $826,838. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5539 Upland Trl, Middleton, WI last sell?
5539 Upland Trl, Middleton, WI last sold on Aug 13, 2020, according to the county's recorded deed.
What schools serve 5539 Upland Trl, Middleton, WI?
5539 Upland Trl, Middleton, WI is assigned to Northside Elementary School (elementary), rated A-; Kromrey Middle School (middle), rated A; Middleton High School (high), rated A. All sit in Middleton-Cross Plains School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 5539 Upland Trl, Middleton, WI compare to other homes in Middleton 53562?
Among the 8,790 homes in Middleton 53562, it is worth more than 76% of them ($765,885 against a typical $570,721) and its lot is bigger than 59% of them (0.29 ac against a typical 0.26 ac). Measured against all of Dane County, it is worth more than 92% 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 5539 Upland Trl, Middleton, WI?
The 2025 property tax bill for 5539 Upland Trl, Middleton, WI was $9,927. The county assessed it at $535,900.
More homes on Upland Trl
- 5519 Upland Trl$948K0.31 ac · Sold $900K · Aug 2025
- 5409 Upland Trl$866K0.3 ac · Sold $780K · Oct 2024
- 5527 Upland Trl$653K0.33 ac · Sold $465K · Oct 2020
- 5503 Upland Trl$881K0.31 ac · Sold Jun 2019
- 5417 Upland Trl$835K0.27 ac · Sold $485K · Apr 2019
- 5424 Upland Trl$774K0.31 ac · Sold $460K · Nov 2017
- 5506 Upland Trl$888K0.29 ac · Sold Aug 2016
- 5502 Upland Trl$800K0.3 ac · Sold $467K · Aug 2015
- 5406 Upland Trl$778K0.47 ac · Sold $417K · Dec 2014
- 5403 Upland Trl$813K0.28 ac · Sold $405K · Jun 2014
- 5429 Upland Trl$943K0.27 ac · Sold $475K · May 2012
- 5511 Upland Trl$838K0.32 ac · Sold $413K · Aug 2011
Closest homes
- 5535 Upland Trl$808K100 ft · 0.29 ac
- 4208 Rock Crest Rd$848K123 ft · 0.3 ac · Sold $405K · Jan 2010
- 4205 Rock Crest Rd$793K181 ft · 0.3 ac · Sold Nov 2005
- 4209 Rock Crest Rd$811K226 ft · 0.38 ac · Sold $510K · Jun 2019
- 5534 Upland Trl$821K222 ft · 0.29 ac
- 5630 Sandhill Dr$664K172 ft · 0.36 ac · Sold $315K · Jun 2019
- 5531 Upland Trl$843K204 ft · 0.31 ac · Sold $405K · Jul 2011
- 4301 Hilltop Cir$644K204 ft · 0.37 ac · Sold Nov 2024
More homes in Middleton 53562
- 4434 Misty Valley Dr$800K0.21 ac · Sold $790K · Sep 2026
- 7216 Henry Ct$561K0.17 ac · Sold $560K · Sep 2026
- 1724 Parmenter St$400K0.25 ac · Sold $399K · Sep 2026
- 6622 Franklin Ave$435K0.2 ac · Sold $398K · Sep 2026
- 4516 Nina Ln$1.4M0.92 ac · Sold $1.3M · Sep 2026
- 5023 Congressional Hl$850K0.17 ac · Sold $800K · Sep 2026
- 7124 Schneider Rd$410K1.09 ac · Sold $410K · Sep 2026
- 8530 Greenway Blvd$242K87 ft² · Sold $270K · Sep 2026
- 8530 Greenway Blvd$116K261 ft² · Sold $270K · Sep 2026
- 8530 Greenway Blvd$229K1,176 ft² · Sold $270K · Sep 2026
- 6678 Junco Dr$714K0.19 ac · Sold $747K · Sep 2026
- 6741 Century Ave$400K0.25 ac · Sold $350K · Sep 2026
Assigned schools
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