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4338 Upland Drive, Madison, WI 53705

Madison
Local realty services provided by:CENTURY 21 Affiliated
4338 Upland Drive,Madison, WI 53705
$575,000
  • 3 Beds
  • 2 Baths
  • 1,735 sq. ft.
  • Single family
  • Pending
Listed by: melissa legrand, brogan brunker
Office: @properties-elleven christie's
MLS#:2017988
Source:WI_WIREX_SCW

Price summary

  • Price:$575,000
  • Price per sq. ft.:$331.41

About this home

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

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Home facts

  • Year built:1954
  • Listing ID #:2017988
  • Added:23 day(s) ago
  • Updated:March 30, 2026 at 11:02 PM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:2
  • Full bathrooms:1
  • Half bathrooms:1
  • Bathrooms Description:Master Bedroom Bath: Walk-In Shower
  • Kitchen Description:Dishwasher, On Main Level, Range/Oven, Refrigerator
  • Bedroom Description:Master Bedroom On Upper Level
  • Basement Description:Crawl Space
  • Living area:1,735 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Electric, Natural Gas, Radiant

Structure and exterior

  • Year built:1954
  • Building area:1,735 sq. ft.
  • Lot area:0.22 Acres
  • Lot Features:Wooded
  • Architectural Style:Contemporary
  • Construction Materials:Stucco
  • Exterior Features:Deck, Patio
  • Levels:2 Story, Bi-Level

Schools

  • High school:West
  • Middle school:Hamilton
  • Elementary school:Midvale/Lincoln

Utilities

  • Water:Municipal Water
  • Sewer:Municipal Sewer

Finances and disclosures

  • Price:$575,000
  • Price per sq. ft.:$331.41
  • Tax amount:$9,741 (2025)

Features and amenities

  • Laundry features:Dryer, Washer
  • Amenities:Water Softener
2026 Wisconsin Real Estate Exchange (WIREX) Information deemed reliable, but not guaranteed. This information, provided by seller, listing broker, and other parties, may not have been verified. Information is provided exclusively for consumers personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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