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!
Active
Price cut: $5K (11/25)
$339,900
355 West Madison Street, Waterloo, WI 53594
5beds
1,987sqft
Est.:
Single Family Residence
Built in 1900
0.33 Acres Lot
$340,200 Zestimate®
$171/sqft
$-- HOA
What's special
Newer windowsOriginal woodwork and doorsStunning trimFrench drainOriginal hardwood floors
- 124 days |
- 992 |
- 68 |
Likely to sell faster than
Zillow last checked: 8 hours ago
Listing updated: December 11, 2025 at 08:34am
Listed by:
Victoria Bischel 715-404-5480,
eXp Realty LLC
Source: WIREX MLS,MLS#: 1594321
Originating MLS: REALTORS Association of Northwestern WI
Originating MLS: REALTORS Association of Northwestern WITour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 2
- Full bathrooms: 2
- Main level bedrooms: 2
Primary bedroom
- Level: Main
- Area: 143
- Dimensions: 13 x 11
Bedroom 2
- Level: Main
- Area: 117
- Dimensions: 13 x 9
Bedroom 3
- Level: Upper
- Area: 169
- Dimensions: 13 x 13
Bedroom 4
- Level: Upper
- Area: 156
- Dimensions: 13 x 12
Dining room
- Level: Main
- Area: 112
- Dimensions: 14 x 8
Kitchen
- Level: Main
- Area: 144
- Dimensions: 12 x 12
Living room
- Level: Main
- Area: 280
- Dimensions: 20 x 14
Heating
- Natural Gas, Other, Radiant
Cooling
- Wall Unit(s), Other
Appliances
- Included: Dishwasher, Dryer, Disposal, Microwave, Range/Oven, Refrigerator, Washer
Features
- Basement: Full,Block,Stone
Interior area
- Total structure area: 1,987
- Total interior livable area: 1,987 sqft
- Finished area above ground: 1,987
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: 2 Car, Detached, Garage Door Opener
- Garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Patio & porch: Porch, Patio, Patio-Brick, Enclosed Porch
- Fencing: Fenced Yard
Lot
- Size: 0.33 Acres
Details
- Parcel number: 29008130644060
- Zoning: Commercial,Residential
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick, Steel Siding, Vinyl Siding
Condition
- 21+ Years
- New construction: No
- Year built: 1900
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
Community & HOA
Location
- Region: Waterloo
- Municipality: Waterloo
Financial & listing details
- Price per square foot: $171/sqft
- Tax assessed value: $287,500
- Annual tax amount: $4,248
- Date on market: 8/11/2025
- Inclusions: Included:dishwasher, Included:dryer, Included:fenced Yard, Included:garage Opener, Included:garbage Disposal, Included:microwave, Included:oven/Range, Included:refrigerator, Included:washer
- Exclusions: Excluded:sellers Personal
Estimated market value
$340,200
$323,000 - $357,000
$2,230/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/25/2025 | Price change | $339,900-1.4%$171/sqft |
Source:  WIREX MLS #1594321 Report a problem | ||
| 11/10/2025 | Price change | $344,900-1.4%$174/sqft |
Source: WIREX MLS #1594321 Report a problem | ||
| 10/13/2025 | Price change | $349,900-4.1%$176/sqft |
Source: WIREX MLS #1594321 Report a problem | ||
| 10/5/2025 | Listed for sale | $364,900$184/sqft |
Source: WIREX MLS #1594321 Report a problem | ||
| 9/1/2025 | Contingent | $364,900$184/sqft |
Source: WIREX MLS #1594321 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $4,464 +25.4% | $277,400 +56.1% |
| 2023 | $3,560 +6% | $177,700 |
| 2022 | $3,359 -1.8% | $177,700 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$2,177/mo
Principal & interest
$1667
Property taxes
$391
Home insurance
$119
Climate risks
Neighborhood: 53594
Nearby schools
GreatSchools rating
- 6/10Waterloo Intermediate SchoolGrades: 5-6Distance: 0.5 mi
- 6/10Waterloo Middle SchoolGrades: 7-8Distance: 0.5 mi
- 7/10Waterloo High SchoolGrades: 9-12Distance: 0.5 mi
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