The architecture does the work. 4338 Upland Drive is a period-correct mid-century modern in Madison's Sunset Village — original redwood paneling, terrazzo entry, sandstone brick fireplace, and windows that turn a wooded lot into a living painting. Floor-to-ceiling glass in the main living area. Corner windows in the primary bedroom that open to the canopy. Clerestory bands that catch the light and drag it across original redwood walls. The house was designed to dissolve the boundary between inside and out, and it still does. Three bedrooms, 1.5 baths, 1,700 square feet of split-level proportion that feels exactly as considered as it was when it was built. The kitchen has been refreshed with new appliances and built-in butcher-block without disturbing the bones. The powder room — dark walls, walnut vanity, globe pendants — is a quiet design statement. Nestled on a wooded lot just blocks from Hilldale, minutes from UW and University Hospital. Some homes are renovated this one was restore
Sold for $630,000
Street View
$630,000
4338 Upland Dr, Madison, WI 53705
3beds
1,735sqft
Single Family Residence
Built in 1954
9,583 Square Feet Lot
$626,600 Zestimate®
$363/sqft
$3,026 Estimated rent
Home value
$626,600
$595,000 - $664,000
$3,026/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Melissa LeGrand,
@properties-elleven Christie's International
Bought with:
Melissa LeGrand, 57439-90
@properties-elleven Christie's International
Source: SCWMLS,MLS#: 2017988
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Primary bedroom
- Level: Upper
- Area: 150
- Dimensions: 15 x 10
Bedroom 2
- Level: Main
- Area: 150
- Dimensions: 15 x 10
Bedroom 3
- Level: Main
- Area: 126
- Dimensions: 14 x 9
Kitchen
- Features: Dishwasher, Kitchen Island, Range/Oven, Refrigerator
- Level: Main
- Area: 180
- Dimensions: 20 x 9
Living room
- Level: Upper
- Area: 272
- Dimensions: 17 x 16
Heating
- Radiant
Cooling
- Central Air
Appliances
- Included: Washer, Dryer, Water Softener Included
Features
- Other
- Basement: Crawl Space,None
- Has fireplace: Yes
- Fireplace features: Wood Burning
Interior area
- Total structure area: 1,735
- Total interior livable area: 1,735 sqft
- Finished area above ground: 1,735
Property
Parking
- Parking features: No Garage
- Has uncovered spaces: Yes
Features
- Levels: Two,Bi-level
- Stories: 2
- Patio & porch: Deck, Patio
Lot
- Size: 9,583 Square Feet
- Dimensions: 81X115
- Residential vegetation: Wooded
Details
- Parcel number: 070920414243
- Zoning: TR-C1
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Wood Siding
Condition
- Year built: 1954
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Sunset Village
Location
- Region: Madison
Financial & listing details
- Price per square foot: $363/sqft
- Tax assessed value: $541,700
- Annual tax amount: $9,741
- Date on market: 3/24/2026
- Listing terms: Arms Length
- Inclusions: Dishwasher, range/oven, Refrigerator, Washer/Dryer
- Exclusions: Sellers personal property
Price history
| Date | Event | Price |
|---|---|---|
| 5/1/2026 | Sold | $630,000+9.6%$363/sqft |
Source: Public Record Report a problem | ||
| 3/30/2026 | Pending sale | $575,000$331/sqft |
Source:  WIREX MLS #2017988 Report a problem | ||
| 3/24/2026 | Listed for sale | $575,000+130%$331/sqft |
Source: WIREX MLS #2017988 Report a problem | ||
| 3/6/2026 | Listing removed | $3,400$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 2/16/2026 | Price change | $3,400+6.3%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 2/15/2026 | Listed for rent | $3,200$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/14/2022 | Sold | $250,000$144/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $9,588 +8.8% | $489,800 +12% |
| 2023 | $8,811 | $437,300 +15% |
| 2022 | -- | $380,300 +6% |
| 2021 | -- | $358,800 +5% |
| 2020 | -- | $341,700 +5% |
| 2019 | $6,713 | $325,400 +5% |
| 2018 | $6,713 -0.3% | $309,900 +4% |
| 2017 | $6,735 +8.3% | $298,000 +6% |
| 2016 | $6,216 +2.1% | $281,100 +8.1% |
| 2014 | $6,090 +12.9% | $260,000 +10.9% |
| 2013 | $5,394 -1.8% | $234,500 |
| 2012 | $5,493 +1.8% | $234,500 -3% |
| 2011 | $5,394 +3.6% | $241,800 |
| 2010 | $5,207 +7.6% | $241,800 -0.4% |
| 2009 | $4,838 +5.2% | $242,700 |
| 2008 | $4,598 -1.5% | $242,700 |
| 2007 | $4,666 +0% | $242,700 |
| 2006 | $4,665 +0.1% | $242,700 +6% |
| 2005 | $4,662 -6.3% | $229,000 +0.2% |
| 2004 | $4,975 +5.6% | $228,600 |
| 2003 | $4,711 +8.6% | $228,600 +21% |
| 2002 | $4,338 +2.2% | $188,900 +7% |
| 2001 | $4,246 +5.8% | $176,500 +9% |
| 2000 | $4,013 | $161,900 |
Find assessor info on the county website
Neighborhood: Sunset Village
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Nearby schools
GreatSchools rating
- NAMidvale Elementary SchoolGrades: PK-2Distance: 0.4 mi
- 8/10Hamilton Middle SchoolGrades: 6-8Distance: 0.5 mi
- 9/10West High SchoolGrades: 9-12Distance: 1.2 mi
Schools provided by the listing agent
- Elementary: Midvale/Lincoln
- Middle: Hamilton
- High: West
- District: Madison
Source: SCWMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$626,600
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Estimated market value
$626,600
- Wisconsin
- Dane County
- Madison
- 53705
- Sunset Village
- 4338 Upland Dr
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