4338 Upland Drive, Madison, WI 53705

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

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

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an ERA®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an ERA®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , CENTURY 21® , Coldwell Banker® , Corcoran® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1954
  • Subdivision & Development:Sunset Village
  • Listing ID #:2017988
  • Added:157 day(s) ago
  • Updated:April 29, 2026 at 02:46 PM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:2
  • Full 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:Wood
  • 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

  • Appliances:Dishwasher, Refrigerator, Washer
  • Laundry features:Dryer, Washer
  • Amenities:Water Softener
The information being provided by Wisconsin Real Estate Exchange is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is supplied by seller and other third parties and has not been verified. 2026 Wisconsin Real Estate Exchange All rights reserved.

New listings near 4338 Upland Drive