Listed by Emily Ostermiller • First Weber Inc (HomeInfo@firstweber.com).

For sale

$439,900

Est. $3,026/mo —

•

2,357

sq ft

442 N Monroe St, Waterloo, WI 53594

About this home

Prepare to be wowed! From the moment you step inside 442 N Monroe St, you?ll realize that it has been incredibly well-maintained. Boasting high-end luxury updates throughout, this 4 bedroom, 3 full bathroom residence perfectly balances "old-world" charm with "like-new" renovations. Every room welcomes you with a sense of space, highlighted by tall ceilings and an airy, light-filled flow. From the crisp shiplap accents to the stunning kitchen featuring both rich butcher block and elegant quartz. Why choose between historic character and modern luxury when you can have both? Renovation completed in 2023 including roof and siding. Additional updates and maintenance items include: Water Heater 2023, Rubber Roof over Sun Room 2023, Driveway Extension to Paver Patio 2024, Chimney Removal at Roofline 2023.

Single-familyProperty Type

1896Year Built

8,712 sq ftLot Size

$187Price/Sq.Ft.

2 car garageParking

Listed by Emily Ostermiller • First Weber Inc

Contact: HomeInfo@firstweber.com

Listing updated: Aug 15, 2026 at 07:51pm

Redfin checked: 2 minutes ago

•Source:SCWMLS as distributed by WIREX #2028083

Payment calculator

$3,026 per month

Principal and interest$2,401

Property taxes

$523

HOA dues

Home insurance

$103

Utilities

Add

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Mortgage resources

See this home in person

This home is unavailable to tour on this day.

Next available date: Saturday, September 19

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SAT, 9:30AM TO 11AM
$519,615
4 beds2.5 baths2,201 sq ft
112 O'Brien Ct #13, Columbus, WI 53925
Emily Ostermiller • First Weber Inc
OPEN SAT, 10AM TO 12PM3D WALKTHROUGH
$339,900
4 beds2 baths1,568 sq ft
5814 County Tt Rd, Marshall, WI 53559
Matt Kornstedt • Stark Company, REALTORS
OPEN SAT, 10:30AM TO 12PM3D WALKTHROUGH
$549,900
3 beds2 baths1,900 sq ft
306 W Lake St, Lake Mills, WI 53551
Ginger Ramsey • Shine Realty
OPEN SAT, 12PM TO 2PM
$435,500
3 beds2.5 baths1,844 sq ft
254 Whitetail Ln #13
Sona Olson • Real Broker LLC
OPEN SAT, 1PM TO 2:30PM
$299,900
3 beds1.5 baths1,314 sq ft
276 Milwaukee Ave, Waterloo, WI 53594
Andrea Deel • Realty One Group Luminous
OPEN SUN, 9:30AM TO 11:30PM
$565,000
3 beds1 bath1,212 sq ft
W5238 Biederman Dr, Johnson Creek, WI 53038
Denise Sponem • Century 21 Integrity Group - Jefferson
OPEN SUN, 10AM TO 11:30AM3D WALKTHROUGH
$615,000
4 beds3.5 baths3,078 sq ft
133 Phillips Ln, Lake Mills, WI 53551
Laura Staude Flood • eXp Realty
OPEN SUN, 12PM TO 2PM
$312,500
3 beds1.5 baths1,799 sq ft
172 Mill St, Waterloo, WI 53594
Jill Oelke • Century 21 Affiliated
OPEN SEP 22, 5PM TO 6:30PM3D WALKTHROUGH
$599,900
4 beds2.5 baths2,460 sq ft
W7255 Weber Rd, Lake Mills, WI 53551
Adriane Stuebs • Shine Realty
OPEN SEP 26, 12PM TO 2PM
$450,000
5 beds2.5 baths1,792 sq ft
39 London Rd, Cambridge, WI 53523
Don White • First Weber Inc

Around this home

Schools

K - 12
Preschool & daycare

Waterloo Elementary School

Public PreK-4 • Assigned • 0.3mi

4/10

Waterloo Middle School

Public 7-8 • Assigned • 0.3mi

6/10

Waterloo High School

Public 9-12 • Assigned • 0.3mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

442 N Monroe St · $439,900

Strong offer

$440K and above

75% chance or better to win

Why $440K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 45 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Walk-in closets
Water softener
Cable/satellite available
High-speed internet

Bedrooms
Primary bedroom (Upper) — 18 x 13
Bedroom 2 (Main) — 14 x 12
Bedroom 3 (Upper) — 15 x 11
Bedroom 4 (Upper) — 12 x 14
Loft (Upper) — 8 x 7
Sun room

Bathrooms
Three full bathrooms
Primary bathroom with walk-in shower and tub (no shower in tub area noted)

Kitchen
Kitchen island
Range/oven
Refrigerator
Dishwasher
Garbage disposal
Hood fan

Laundry & utility
Washer
Dryer
Water softener

Heating & cooling
Forced air heating
Natural gas heat
Central air
Zoned heating with multiple units

Sale and tax history for 442 N Monroe St

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2025

$6,277 (+3.7%)

$40,000 + $348,000

$388,000

2024

$6,055 (+734.8%)

$40,000 + $348,000

$388,000

2023

$725 (−76.3%)

$31,500 + $20,000

$51,500

2022

$3,057 (−0.8%)

$31,500 + $140,900

$172,400

2021

$3,081 (−0.9%)

$31,500 + $140,900

$172,400

2020

$3,109 (+0.4%)

$20,100 + $111,600

$131,700

2019

$3,096 (+1.0%)

$20,100 + $111,600

$131,700

2018

$3,064 (+2.2%)

$20,100 + $111,600

$131,700

2017

$2,996 (+0.3%)

$20,100 + $111,600

$131,700

2016

$2,986 (−2.5%)

$20,100 + $111,600

$131,700

2015

$3,062 (+2.6%)

$20,100 + $111,600

$131,700

2014

$2,985 (+0.9%)

$20,100 + $111,600

$131,700

2013

$2,958

$20,100 + $111,600

$131,700

Public record

Beds

—

Baths

—

Stories

—

Lot width

66 ft.

Lot depth

132 ft.

Lot size

8,712 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Jefferson County

APN

29008130532011

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 29, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

2/10 Heat Factor

7 days above 102° expected this year, 13 days in 30 years

2/10 Wind Factor

Minor risk of severe winds over next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Waterloo, WI • 53594

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

95/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Waterloo. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.2 hrs

6.3 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 442 N Monroe St

$434,640

$5,260 under list price of $440K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $423K to $460K.

SOLD JUL 24, 2026
$430,000 Last sold price
4 beds1.5 baths1,850 sq ft
212 S Main St, Lake Mills, WI 53551
$45/sq ft
larger lot
14 years newer
SOLD JUL 10, 2026
$454,000 Last sold price
4 beds3 baths2,388 sq ft
910 Riverview Ct, Marshall, WI 53559
$3/sq ft
larger lot
97 years newer
SOLD AUG 10, 2026
$447,000 Last sold price
3 beds2 baths2,178 sq ft
541 Lincoln St, Waterloo, WI 53594
$18/sq ft
larger lot
100 years newer
SOLD APR 9, 2026
$460,000 Last sold price
3 beds2.5 baths5,984 sq ft
422 W Madison St, Waterloo, WI 53594
$110/sq ft
larger lot
30 years newer
SOLD JUL 16, 2026
$450,000 Last sold price
2 beds1 bath2,400 sq ft
241/245 Goehl Rd, Waterloo, WI 53594
$1/sq ft
99 years newer
SOLD MAY 22, 2026
$422,500 Last sold price
4 beds2.5 baths2,034 sq ft
1018 S Ferry Dr, Lake Mills, WI 53551
$21/sq ft
larger lot
66 years newer

Rental earnings

Est. $2,460 per month, based on comparable rentals

Tour for free, no strings attached

Make a winning offer with the help of a local agent

(608) 208-6472

Early Access listings

EARLY ACCESSCOMPASS COMING SOON

$219,000

6 beds2 baths2,500 sq ft

2761 N 39th St #2763, Milwaukee, WI 53210

Nearby similar homes

$37,900

3 beds1.5 baths1,036 sq ft

10P Shady Pines Rd, Lake Mills, WI 53551

Steve Saniter • RE/MAX Community Realty

$2,700,000

4 beds4.5 baths6,512 sq ft

N1179 County Road Q, Watertown, WI 53098

Barry Luce • RE/MAX Community Realty

OPEN SUN, 12PM TO 2PM

$312,500

3 beds1.5 baths1,799 sq ft

172 Mill St, Waterloo, WI 53594

Jill Oelke • Century 21 Affiliated

3D WALKTHROUGH

$299,900

3 beds1 bath1,288 sq ft

400 E Washington St, Lake Mills, WI 53551

Shannon Streich • Shine Realty

VIDEO TOUR

$1,095,000

3 beds3.5 baths2,945 sq ft

W10823 Port Rd, Reeseville, WI 53579

Barry Luce • RE/MAX Community Realty

3D WALKTHROUGH

$449,900

2 beds1 bath720 sq ft

W8135 Elm Point Rd, Lake Mills, WI 53551

Ginger Ramsey • Shine Realty

New listings for sale in 53594

$295,000

4 beds1 bath1,600 sq ft

596 Portland Rd, Waterloo, WI 53594

Jill Oelke • Century 21 Affiliated

OPEN SAT, 1PM TO 2:30PM

$299,900

3 beds1.5 baths1,314 sq ft

276 Milwaukee Ave, Waterloo, WI 53594

Andrea Deel • Realty One Group Luminous

$175,000

3 beds1 bath1,148 sq ft

339 Taylor St, Waterloo, WI 53594

Ferraro Real Estate Team • EXP Realty, LLC

$284,900

2 beds1 bath1,484 sq ft

315 Edison St, Waterloo, WI 53594

Bradley Kuenzi • Realty Executives Platinum

3D WALKTHROUGH

$600,000

3 beds2.5 baths2,258 sq ft

N6485 Kroghville Rd, Waterloo, WI 53594

Ginger Ramsey • Shine Realty

Details provided by SCWMLS as distributed by WIREX and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Mortgage resources

See this home in person

Nearby open houses (10)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 442 N Monroe St

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 442 N Monroe St

Early Access listings

Nearby similar homes

New listings for sale in 53594

More real estate resources