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$339,900

  • For Sale
  • Active
  • Duplex
  • 1,987 Sq. Ft.

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A versatile investment property, which is currently a Superhost Airbnb on the top floor and owner occupied on the main floor. Can be rented as long term rental or short-term rental investment property. Original hardwood floors and woodwork throughout. Commercial boiler heating system in the basement provides extremely low heating bills and the house was insulated, with new energy efficient windows. French drains, professionally landscaped with new outdoor patio and huge from porch. Large garage fits 2 cars plus workshop area. Large landing pad can accommodate two more cars. On. major bike trail, walkable to downtown cafes, stores and parks. 20 minutes from Madison. Laundry in basement. Beautiful natural light. Second floor balcony. Huge backyard. Plenty of storage and possible to finish third floor for additional living space.

Full Property Details for 355 W Madison St #2

General

  • Price: $339,900
  • Taxes: $4,248 (2025)
  • Status: Active
  • Type: Duplex
  • Source: Wirex_Realtors_Association_of_North_Western_Wisconsin_NWW
  • MLS ID: 1597383
  • Updated: 12/11/2025
  • Added to Site: 39 day(s) ago

Interior

  • Interior Features: Water Softener, Circuit Breakers
  • Appliances: Dishwasher, Dryer, Disposal, Microwave, Range/Oven, Refrigerator, Washer

Exterior

  • Exterior Features: 3 Season Porch, Patio, Brick Patio, Enclosed Porch, Porch, Fenced Yard

Parking

  • Garage Description: Opener Included

Location

  • Municipality: Waterloo
  • County: Jefferson
  • Driving Directions: Take Hwy 19 East from Madison or Highway 19 West from Milwaukee to Waterloo. Highway 19 turns into West Madison Street. Home is in the historic district.

Heating & Cooling

  • Heating Fuel: Natural Gas
  • Heating/Cooling: Wall Air Conditioning, Other, Radiant

Utilities

  • Water/Sewer: Municipal Sewer, Municipal Water

Structural Information

  • Description/Design: Duplex
  • Exterior Const.: Brick, Steel, Vinyl
  • Basement Desc.: Full, Block
  • Square Feet: 1,987
  • Square Feet Range: 1751 to 2000
  • Year Built: 1900

Unit Information

  • Units in Building: 2

Unit 1

  • Square Feet: 864
  • Bedrooms: 2

Unit 2

  • Bedrooms: 2

Lot Features

  • Lot Size (Acres): 0.33
  • Lot Size Range: Less than .5 Acres
  • Lot Dimensions: 231 x 69 x
  • Zoning: Commercial, Residential, Residential-Duplex

Financial Considerations

  • Tax Amount: $4,248
  • Tax Year: 2025

Disclosures and Reports

  • Exclusions: Excluded:Sellers Personal
  • Inclusions: Included:Dishwasher, Included:Dryer, Included:Fenced Yard, Included:Garage Opener, Included:Garbage Disposal, Included:Microwave, Included:Oven/Range, Included:Refrigerator, Included:Washer, Included:Water Softener

Listed by eXp Realty LLC

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Listing agent

— 355 W Madison St #2 —

  • eXp Realty LLC

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NMLS#: 1598647

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NMLS#: 1598647

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Save up to an additional 20% by bundling your home and auto together!

Schools serving 355 W Madison St #2

School District:Waterloo School District
NameGradesDistance
Waterloo Elementary School
785 North Monroe Street, Waterloo, WI 53594
PK-40.6 mi
Waterloo Middle School
865 North Monroe Street, Waterloo, WI 53594
7-80.5 mi
Waterloo High School, Waterloo, WI
865 North Monroe Street, Waterloo, WI 53594
9-120.5 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 355 W Madison St #2 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/09/2025
Listed
$339,900
23.6%
MLS
8/01/2023
Sold
$275,000
—
Public Record
Get Price Alerts and Save Property
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 for 355 W Madison St #2

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,464
25%
$277,400
56%
2023
$3,560
6%
$177,700
—
2022
$3,359
-2%
$177,700
—
2021
$3,420
-6%
$177,700
22%
2020
$3,632
5%
$145,600
—
2019
$3,452
1%
$145,600
—
2018
$3,412
2%
$145,600
—
2017
$3,332
—
$145,600
—
2016
$3,321
-2%
$145,600
—
2015
$3,405
3%
$145,600
—
2014
$3,320
1%
$145,600
—
2013
$3,290
—
$145,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by eXp Realty LLC

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355 W Madison Street #2, Waterloo, WI 53594 (MLS# 1597383) is a Duplex property with 0 bedrooms and 0 full bathrooms. 355 W Madison Street #2 is currently listed for $339,900 and was received on December 09, 2025. Want to learn more about 355 W Madison Street #2? Do you have questions about finding other Duplex real estate for sale in Waterloo? You can browse all Waterloo real estate or contact a Coldwell Banker agent to request more information.

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