
aaron@TEAMTIRY.com | cheree@TEAMTIRY.com
355 W Madison Street Waterloo, WI 53594
Property Remarks
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, short-term rental, or commercial use. Currently operating as a successful Airbnb on the second floor, the lower two levels serve as a comfortable owner’s retreat. The insulated 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 a unique commercial space? This versatile beauty delivers!
Features
County
Jefferson
School District
Waterloo
Bedrooms
5
Total Baths
2 Full
Above Grade
1,987 sq. ft.
Below Grade
0 sq. ft.
Year Built
1900
Age
125 yrs old
Style
TwoStory
Property Type
Residential
Garage
2 Car
Lot Size
0 x 0 x
Acreage
0.33 acres
Property Taxes
$4,248
Additional Features
Basement
Full
Cooling
Other,SeeRemarks,WindowUnits
Electric
CircuitBreakers
Exterior
Brick,Steel,VinylSiding
Exterior Features
Fence
Fireplace
None
Heating
Other,Radiant,SeeRemarks
Patio/Deck
Enclosed,Open,Patio,Porch,ThreeSeason
Sewer
PublicSewer
Tax Year
2024
Water
Public
Zoning
Commercial,Residential
Rooms
Available Rooms
Rooms
Size
Level
Floor
Bathroom 1
6x7
M
Main
Bathroom 2
10x12
U
Upper
Bedroom 1
13x11
M
Main
Bedroom 2
13x9
M
Main
Bedroom 3
13x13
U
Upper
Bedroom 4
13x12
U
Upper
Bedroom 5
11x10
U
Upper
DiningRoom
14x8
M
Main
Kitchen
12x12
M
Main
LivingRoom
20x14
M
Main
Pantry
6x4
M
Main
ThreeSeason
26x6
M
Main
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.
Includes
Dryer,Dishwasher,Disposal,GasWaterHeater,Microwave,Oven,Range,Refrigerator,Washer
Excludes
Sellers Personal
Listing Agency
Exp Realty Llc
Buyer Agent Compensation: n/a

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange program of the NW WI MLS. Real estate listings held by brokerage firms other than Team Tiry are marked with the NW WI MLS icon. The information provided by the seller, listing broker, and other parties may not have been verified.
DISCLAIMER: This information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This data is updated every business day. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. Information last updated Thursday, August 21st, 2025
Copyright © 2025 Northwestern Wisconsin MLS Corporation. All rights reserved.