4338 Upland Drive
4338 Upland Drive
4338 Upland Drive
4338 Upland Drive
4338 Upland Drive
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4338 Upland Drive
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4338 Upland Drive
4338 Upland Drive
4338 Upland Drive
4338 Upland Drive
4338 Upland Drive
4338 Upland Drive
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4338 Upland Drive
4338 Upland Drive
4338 Upland Drive
4338 Upland Drive
4338 Upland Drive
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4338 Upland Drive
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4338 Upland Drive
Listed by @properties-elleven Christie's
For Sale

4338 Upland Drive

4338 Upland Drive, Madison, WI 53705

$575,000

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.

 

Learn More: https://tree-house.legrandre.com/

3/28/2026 11:00AM - 1:00PM CDT

3/29/2026 12:00PM - 2:30PM CDT

3
beds

1.5
baths

1,735 Sq.Ft. LIVING AREA

9,583.2 Sq.Ft. lot

Brogan Brunker

Brogan Brunker

Melissa LeGrand

Melissa LeGrand

Features & Amenities

Interior

  • total bedrooms3
  • Total bathrooms1.5
  • full bathroom1
  • half bathroom1
  • Fireplace Wood Burning
  • APPLIANCES Dryer, Washer, Refrigerator, Dishwasher, Range, Oven, Water Softener Owned
  • other interior Features Kitchen Island

Area & Lot

  • Status For Sale
  • OPEN HOUSE

    3/28/2026 11:00AM - 1:00PM CDT

    3/29/2026 12:00PM - 2:30PM CDT

  • Living Area1,735 Sq.Ft.
  • Lot Area9,583.2 Sq.Ft.
  • MLS® ID2017988
  • TypeResidential
  • YEAR BUILT1954
  • NeighborhoodThe Near West
  • Architecture StylesBi-level, Contemporary
  • Elementary SchoolMidvale/Lincoln
  • Middle SchoolHamilton
  • High SchoolWest
  • School DistrictMadison

Exterior

  • lot featuresWooded
  • HEAT TYPERadiant
  • AIR CONDITIONINGCentral Air

Financial

  • Sales Price$575,000
  • Real Estate Tax $9,741/yr

Open House

3/28/2026 11:00AM - 1:00PM CDT

3/29/2026 12:00PM - 2:30PM CDT

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Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.
Thank you for your interest in 4338 Upland Drive, Madison, WI 53705. We are reviewing your request and will be in touch shortly!

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