355 W Madison Street Waterloo, WI

$364,900 | MLS #1594321

OPEN Fri 08/29, 5:30PM - 7:00PM
355 W Madison Street , Waterloo, WI

Property Description:

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!

Includes:

Dryer,Dishwasher,Disposal,GasWaterHeater,Microwave,Oven,Range,Refrigerator,Washer

Excludes:

Sellers Personal

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.

LISTING OFFICE:

Exp Realty Llc

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

Property Details

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

Acreage

0.33 acres

Property Taxes

$4,248

Tax Year

2024

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

Water

Public

Zoning

Commercial,Residential

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This data is current as of: Wednesday, August 27th, 2025
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