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$799,900
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Property Description
Located in desirable Hill Farms, this thoughtfully updated home offers comfortable living, multiple gathering spaces, and true move-in readiness. Hardwood floors and two wood-burning fireplaces add warmth and character, while neutral finishes provide a timeless backdrop. The updated kitchen (2019) anchors the home, complemented by spacious bedrooms, multiple living areas, and a finished lower level offering flexible space. A rare four-zone furnace and A/C system ensures exceptional year-round comfort. Major updates include a new roof, windows, and gutters (2017), radon mitigation (2024), fresh exterior paint (2025), and a new water heater (2026). Enjoy outdoor living with Trex decking, a fenced yard, underground sprinkler system, and mature perennials. Pre-inspected with items addressed and ideally located near parks, schools, shopping, and everything Madison has to offer.
Full Property Details
Full Property Details for 5421 Trempealeau Trail
General
- Price: $799,900
- Taxes: $12,875 (2024)
- Status: Active
- Type: Single Family
- Source: Wirex_South_Central_Wisconsin_MLS_Corporation_SCW
- MLS ID: 2015037
- Updated: 2/12/2026
- Added to Site: 7 day(s) ago
Interior
- Interior Features: Wood or Simulated Wood Floors, Walk-In Closet(s), Water Softener
- Appliances: Range/Oven, Refrigerator, Dishwasher, Microwave, Disposal
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
- Bathroom: At least 1 Tub, Master Bedroom Bath: Full, Master Bedroom Bath
Bedrooms
- Total Bedrooms: 5
- Primary Bedroom: 14 x 15, Upper
- Bedroom 2: 10 x 14, Upper
- Bedroom 3: 9 x 13, Upper
- Bedroom 4: 10 x 20, Upper
- Bedroom 5: 20 x 9, Main
Other Rooms
- Living Room: 14 x 20, Main
- Family Room: 16 x 20, Main
- Kitchen: 12 x 16, Main
- Dining Room: 10 x 12, Main
Exterior
- Exterior Features: Deck, Patio, Fenced Yard
Parking
- Garage: Yes
- Garage Spaces: 2
- Garage Description: 2 Car
Location
- Municipality: Madison
- County: Dane
- Subdivision: NONE
- Driving Directions: N ON WHITNEY WAY , W ON SOUTH HILL, N ON TREMPEALEAU TR.
School Information
- School District: Madison
- Elementary School: Stephens
- Middle School: Jefferson
- High School: Memorial
Heating & Cooling
- Heating Fuel: Natural Gas
- Heating/Cooling: Forced Air, Central Air Conditioning, Air Cleaner
Utilities
- Water/Sewer: Municipal Water, Municipal Sewer
Structural Information
- Architectural Style: Colonial
- Exterior Const.: Wood
- Basement Desc.: Full
- Square Feet: 3,405
- Square Feet Range: 3001 to 3500
- Sq. Ft. Source: Assessor/Public Record
- Year Built: 1964
Lot Features
- Lot Size Source: Assessor/Public Record
- Zoning: RES
- Lot Description: Wooded
Financial Considerations
- Tax Amount: $12,875
- Tax Year: 2024
Disclosures and Reports
- Exclusions: Personal Property
- Inclusions: Refrigerator, Stove, Double Oven, Microwave, Dishwasher, Washer, Dryer, Water Softener, All Window Blinds
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Schools
Schools serving 5421 Trempealeau Trail
School District:Madison Metropolitan School District
| Name | Grades | Distance |
|---|---|---|
Stephens Elementary School 120 South Rosa Road, Madison, WI 53705 | PK-5 | 0.2 mi |
Jefferson Middle School, Madison, WI 101 S Gammon Rd, Madison, WI 53717 | 6-8 | 1.3 mi |
Memorial High School, Madison, WI 201 South Gammon Road, Madison, WI 53717 | 9-12 | 1.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5421 Trempealeau Trail
Date
Details
Price
Change
Source
2/11/2026
Listed
$799,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5421 Trempealeau Trail
Year
Property Taxes
Change
Tax Assessment
Change
2024
$12,875
11%
$747,200
7%
2022
$11,566
5%
$698,300
16%
2021
$11,063
-1%
$602,000
13%
2021
$11,125
—
$532,700
5%
2020
$11,125
3%
$507,300
3%
2019
$10,811
3%
$492,500
3%
2018
$10,503
1%
$478,200
5%
2017
$10,407
1%
$455,400
4%
2016
$10,267
1%
$437,900
2%
2015
$10,190
—
$429,300
2%
2014
$10,197
6%
$420,900
7%
2013
$9,581
—
$393,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5421 Trempealeau Trail
5421 Trempealeau Trail, Madison, WI 53705 (MLS# 2015037) is a Single Family property with 5 bedrooms and 4 full bathrooms. 5421 Trempealeau Trail is currently listed for $799,900 and was received on February 11, 2026. Want to learn more about 5421 Trempealeau Trail? Do you have questions about finding other Single Family real estate for sale in Madison? You can browse all Madison real estate or contact a Coldwell Banker agent to request more information.

