5444 OLD MIDDLETON RD
Valuation
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
5444 Old Middleton Rd 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 71% of homes in Dane County
- Among the largest lots in Madison 53705
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 54% 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 54% of homes nearby
Bigger than almost all homes nearby
| Measure | This home | Madison 53705 | Dane County |
|---|---|---|---|
| Estimated valuepricier than | $546,566 | 54% of homes | 71% of homes |
| Lot sizebigger than | 8.06 ac | almost all homes | 98% of homes |
About 5444 Old Middleton Rd
How much is 5444 Old Middleton Rd, Madison, WI worth?
The TopHap Estimate for 5444 Old Middleton Rd, Madison, WI is $546,566 as of Oct 21, 2026. The likely range is $499,862 to $593,270. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5444 Old Middleton Rd, Madison, WI last sell?
5444 Old Middleton Rd, Madison, WI last sold on Aug 21, 2025 for $398,675, according to the county's recorded deed.
What schools serve 5444 Old Middleton Rd, Madison, WI?
5444 Old Middleton Rd, Madison, WI is assigned to Crestwood Elementary School (elementary), rated B+; Ezekiel Gillespie Middle School (middle), rated D; Vel Phillips Memorial 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 5444 Old Middleton Rd, Madison, WI compare to other homes in Madison 53705?
Among the 7,462 homes in Madison 53705, it is worth more than 54% of them ($546,566 against a typical $523,251) and its lot is bigger than almost all of them (8.06 ac against a typical 0.24 ac). Measured against all of Dane County, it is worth more than 71% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
More homes on Old Middleton Rd
- 5418 Old Middleton Rd # 1$324K2.09 ac · Sold $560K · Sep 2026
- 5418 Old Middleton Rd # 2$324K2.09 ac · Sold $560K · Sep 2026
- 5418 Old Middleton Rd # 301$556K3 bd · 3 ba · 2,548 ft² · Sold $560K · Sep 2026
- 6014 Old Middleton Rd3 bd · 2.5 ba · 1,797 ft² · Sold $385K · Jun 2026
- 6118 Old Middleton Rd$563K3 bd · 3 ba · 2,146 ft² · Sold $540K · Nov 2025
- 5225 Old Middleton Rd5 bd · 2 ba · 2,484 ft² · Sold Nov 2025
- 5418 Old Middleton Rd # 201$407K2 bd · 2 ba · 1,724 ft² · Sold $450K · Jul 2025
- 5418 Old Middleton Rd # 205$398K1 bd · 2 ba · 1,313 ft² · Sold $395K · Apr 2025
- 5418 Old Middleton Rd # 12$324K2.09 ac · Sold $395K · Apr 2025
- 5418 Old Middleton Rd # 20$324K2.09 ac · Sold $395K · Apr 2025
- 5418 Old Middleton Rd # 21$335KCondominium · Sold $538K · Jan 2025
- 5418 Old Middleton Rd # 302$491K2 bd · 2 ba · 1,933 ft² · Sold $538K · Jan 2025
Closest homes
- 103 Glenthistle Rd$569K0 ft · 3 bd · 3 ba · 1,758 ft² · Sold $335K · May 2008
- 211 Glen Hollow Rd$466K0 ft · 2 bd · 3 ba · 1,784 ft² · Sold $319K · Jul 2020
- 217 Glen Hollow Rd$434K0 ft · 2 bd · 3 ba · 1,993 ft² · Sold $270K · May 2018
- 213 Glen Hollow Rd$469K0 ft · 2 bd · 4 ba · 1,722 ft² · Sold $450K · May 2022
- 304 Glenthistle Ct$429K0 ft · 2 bd · 3 ba · 1,806 ft² · Sold $250K · Sep 2008
- 102 Glenthistle Rd$432K0 ft · 2 bd · 3 ba · 1,808 ft² · Sold $211K · Nov 2010
- 225 Glen Hollow Rd$416K0 ft · 2 bd · 4 ba · 1,820 ft² · Sold Dec 2019
- 308 Glenthistle Ct$533K0 ft · 2 bd · 3 ba · 1,806 ft² · Sold $396K · Aug 2020
More homes in Madison 53705
- 3303 Bluff St$635K3 bd · 2 ba · 2,532 ft² · Sold $650K · Oct 2026
- 717 N Blackhawk Ave$400K2 bd · 1 ba · 1,090 ft² · Sold $444K · Oct 2026
- 1 S Rosa Rd1.52 ac · Sold $825K · Oct 2026
- 5318 Regent St$475K2 bd · 2 ba · 2,099 ft² · Sold $482K · Oct 2026
- 317 Blue Ridge Pkwy$845K5 bd · 3 ba · 3,460 ft² · Sold $530K · Oct 2026
- 625 N Segoe Rd$22K1.31 ac · Sold $37K · Oct 2026
- 417 Bryce Canyon Cir$583K4 bd · 2 ba · 2,334 ft² · Sold $640K · Oct 2026
- 5141 Door Dr$695K3 bd · 3 ba · 2,724 ft² · Sold $745K · Oct 2026
- 601 N Segoe Rd$552K2 bd · 2 ba · 1,720 ft² · Sold $510K · Oct 2026
- 1309 Dale Ave$300K3 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
Assigned schools
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