4338 UPLAND DR
Valuation
Tax & Assessment
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: Madison Metropolitan School District
Neighborhood · ZIP 53705These 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
4338 Upland 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 82% of homes in Sunset Village
- Costs more per square foot than 87% of homes in Dane County
- Has a bigger lot than 73% of homes in Sunset Village
- Newer than 88% of homes in Sunset Village
What homes are worth in Madison 53705
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 69% of homes in Madison 53705.
How it measures up in Madison 53705
The dot is this home. The mark in the middle is the typical home in Madison 53705.
Pricier than 69% of homes nearby
Pricier than 73% of homes nearby
Bigger than 43% of homes nearby
Bigger than 41% of homes nearby
Newer than 43% of homes nearby
| Measure | This home | Sunset Village | Madison 53705 | Dane County |
|---|---|---|---|---|
| Estimated valuepricier than | $640,197 | 82% of homes | 69% of homes | 82% of homes |
| Price per ft²pricier than | $369 | 69% of homes | 73% of homes | 87% of homes |
| Living areabigger than | 1,735 ft² | 64% of homes | 43% of homes | 53% of homes |
| Lot sizebigger than | 0.21 ac | 73% of homes | 41% of homes | 35% of homes |
| Year builtnewer than | 1954 | 88% of homes | 43% of homes | 25% of homes |
About 4338 Upland Dr
How much is 4338 Upland Dr, Madison, WI worth?
The TopHap Estimate for 4338 Upland Dr, Madison, WI is $640,197 as of Sep 24, 2026. The likely range is $558,591 to $721,803. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 4338 Upland Dr, Madison, WI last sell?
4338 Upland Dr, Madison, WI last sold on May 1, 2026 for $630,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 4338 Upland Dr, Madison, WI?
4338 Upland Dr, Madison, WI has 2 bedrooms, 1.5 bathrooms, 1,735 square feet of living space and a 0.21-acre lot.
When was 4338 Upland Dr, Madison, WI built?
4338 Upland Dr, Madison, WI was built in 1954, making it 72 years old. It is a contemporary home. The building has 2 stories.
What schools serve 4338 Upland Dr, Madison, WI?
4338 Upland Dr, Madison, WI is assigned to Midvale Elementary School (elementary); Velma Hamilton Middle School (middle), rated A; West High School (high), rated D+. All sit in Madison Metropolitan School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 4338 Upland Dr, Madison, WI compare to other homes in Madison 53705?
Among the 7,461 homes in Madison 53705, it is worth more than 69% of them ($640,197 against a typical $526,303), its price per square foot is higher than 73% of them ($369 against a typical $295), it is bigger than 43% of them (1,735 ft² against a typical 1,866 ft²), its lot is bigger than 41% of them (0.21 ac against a typical 0.24 ac) and it is newer than 43% of them (1954 against a typical 1958). Measured against all of Dane County, it is worth more than 82% 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 4338 Upland Dr, Madison, WI?
The 2025 property tax bill for 4338 Upland Dr, Madison, WI was $9,741. The county assessed it at $541,700.
More homes on Upland Dr
- 4334 Upland Dr$466K3 bd · 1 ba · 1,497 ft² · Sold $450K · Dec 2025
- 4322 Upland Dr$606K3 bd · 2 ba · 1,646 ft² · Sold $560K · Jan 2025
- 4312 Upland Dr$651K3 bd · 2 ba · 1,785 ft² · Sold $603K · May 2024
- 4317 Upland Dr$504K3 bd · 2 ba · 1,544 ft² · Sold $418K · Nov 2022
- 4329 Upland Dr$734K4 bd · 2 ba · 2,408 ft² · Sold $510K · Dec 2021
- 4320 Upland Dr$604K3 bd · 2 ba · 2,548 ft² · Sold Mar 2020
- 4321 Upland Dr$596K4 bd · 2 ba · 1,800 ft² · Sold $255K · Jun 2014
- 4316 Upland Dr$598K3 bd · 2 ba · 1,702 ft² · Sold $295K · Sep 2009
- 4324 Upland Dr$615K4 bd · 2 ba · 2,275 ft² · Sold $310K · Sep 2007
- 4330 Upland Dr$541K3 bd · 2 ba · 1,758 ft² · Sold $173K · Jan 2002
- 4342 Upland Dr$355K3 bd · 1 ba · 864 ft² · Sold $110K · Sep 1998
- 4325 Upland Dr$600K3 bd · 3 ba · 2,090 ft² · Sold $97K · Feb 1990
Closest homes
- 4342 Upland Dr$355K75 ft · 3 bd · 1 ba · 864 ft² · Sold $110K · Sep 1998
- 4334 Upland Dr$466K92 ft · 3 bd · 1 ba · 1,497 ft² · Sold $450K · Dec 2025
- 4341 Hillcrest Dr$519K134 ft · 3 bd · 1 ba · 1,511 ft² · Sold $345K · Dec 2021
- 4345 Hillcrest Dr$512K141 ft · 3 bd · 2 ba · 1,673 ft² · Sold $500K · Mar 2026
- 202 Falles Ct$391K149 ft · 2 bd · 1 ba · 816 ft² · Sold $236K · Jul 2018
- 205 S Midvale Blvd$457K123 ft · 4 bd · 2 ba · 1,878 ft² · Sold $204K · Dec 2014
- 209 S Midvale Blvd$432K139 ft · 2 bd · 1 ba · 1,225 ft² · Sold Apr 2000
- 4337 Hillcrest Dr$624K163 ft · 3 bd · 2 ba · 1,656 ft² · Sold $370K · Jun 2018
More homes in Madison 53705
- 5141 Door Dr$695K3 bd · 3 ba · 2,724 ft² · Sold $745K · Oct 2026
- 601 N Segoe Rd$534K2 bd · 2 ba · 1,720 ft² · Sold $510K · Oct 2026
- 1309 Dale Ave$335K3 bd · 1 ba · 1,392 ft² · Sold $300K · Oct 2026
- 5321 Manitowoc Pkwy$775K3 bd · 3.5 ba · 2,311 ft² · Sold $775K · Oct 2026
- 1003 Oak Way$1.1M3 bd · 2 ba · 1,692 ft² · Sold $1.1M · Oct 2026
- 5918 S Hill Dr$500K3 bd · 1.5 ba · 2,051 ft² · Sold $526K · Oct 2026
- 5714 Bittersweet Pl$545K3 bd · 2 ba · 2,035 ft² · Sold $610K · Oct 2026
- 4834 Marathon Dr$600K3 bd · 1.5 ba · 1,641 ft² · Sold $565K · Oct 2026
- 302 Glen Hwy$460K2 bd · 1 ba · 1,323 ft² · Sold $450K · Oct 2026
- 6413 Landfall Dr$850K4 bd · 2.5 ba · 4,393 ft² · Sold $855K · Oct 2026
- 6501 Gettysburg Dr$650K4 bd · 2.5 ba · 2,554 ft² · Sold $650K · Oct 2026
- 206 Green Lake Pass$695K4 bd · 3.5 ba · 2,836 ft² · Sold $684K · Oct 2026
Assigned schools
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