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355 W Madison Street, 
Waterloo, WI 53594

$339,900

5

Beds

2

Baths

1,987

Sq Ft

Single Family

Virtual Tour

Pending

Listed by

Victoria Bischel

eXp Realty LLC.

866-848-6990

Last updated:

February 7, 2026, 06:30 PM

MLS#

1594321

Source:

Metro MLS

About This Home

355 W Madison Street

Historic Charm Meets Modern Versatility ? 20 Minutes from Madison! Step into timeless elegance with this spacious 3-story, 5-bedroom, 2-bath gem?perfectly suited for full-time residence or short-term rental. Currently operating as a successful Airbnb on the second floor, the lower two levels serve as a comfortable owner?s retreat. The third floor offers exciting potential for additional living space. Original hardwood floors & stunning trim throughout, original woodwork & doors, including a charming butler?s pantry off the kitchen, new concrete driveway w/French drain for worry-free maintenance, newer windows & a high-efficiency natural gas boiler system?keeping heating bills incredibly low. Nestled near the historic downtown district w/easy access to local parks & sits right on the bike trail?ideal for outdoor enthusiasts. Dreaming of a character-filled family home, a profitable rental property, or beautiful permanent home. This versatile beauty delivers!

Home Facts

Single Family

2 Baths

5 Bedrooms

Built in 1900

Price Summary

339,900

$171 per Sq. Ft.

MLS #:

1594321

Last Updated:

February 7, 2026, 06:30 PM

Added:

6 month(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

1,987 Sq. Ft.

Structure

Structure

Building Area:

1,987 Sq. Ft.

Year Built:

1900

Lot

Lot Size (Sq. Ft):

14,374

Finances & Disclosures

Finances

Price:

$339,900

Price per Sq. Ft:

$171 per Sq. Ft.

Source:Metro MLS
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, 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 a Coldwell Banker 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®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.