442 N Monroe St, Waterloo, WI 53594
Property image
Property image
FOR SALE
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$439,900

Original price: $449,900
  • 4 Beds
  • 3 Baths
  • 2,357 sqft

442 N Monroe St, Waterloo, WI 53594

Est. Mortgage $2,993/mo*
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We estimate this home will sell faster than 91% nearby.

Home Highlights

Single-Family Home
Built in 1896
$187/sqft
2 Car Garage

Local Information

  • Map ViewExplore the area around 442 N Monroe St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.
Last check for updates: 1 day ago
Listing courtesy of Emily Ostermiller
First Weber Inc
Source: SCWMLS, MLS#2028083
We estimate this home will sell faster than 91% nearby.

Home Details for 442 N Monroe St

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: Full,Crawl Space,Dual entryNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2357 Square Feet
Appliances & Utilities
Utilities: Cable Available, Internet - CableAppliances: Washer, Dryer, Water Softener IncludedDryerLaundry: Main LevelWasher
Heating & Cooling
Heating: Forced Air,Zoned,Multiple Heating UnitsHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Electric, 1 fireplaceHas a Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: Two

Exterior Features

Exterior Home Features
Patio / Porch: PatioFoundation: Other
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: 2 car,Attached,Garage Door Opener,Access to Basement
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2357 Square Feet

Property Information

Year Built
Year Built: 1896
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Prairie/Craftsman
Building
Construction Materials: Vinyl Siding
Property Information
Not Included in Sale: Sellers Personal PropertyIncluded in Sale: Range/Oven, Refrigerator, Dishwasher, Hood Fan, Disposal, Water Softener, Washer, Dryer, Garage Door Opener, Living Room TV Wall Mount, Raised Garden BedsParcel Number: 29008130532011

Price & Status

Price
List Price: $439,900Price Per Sqft: $187

Media

Location

Direction & Address
City: Waterloo
School Information
Elementary School: WaterlooElementary School District: WaterlooJr High / Middle School: WaterlooJr High / Middle School District: WaterlooHigh School: WaterlooHigh School District: Waterloo

Agent Information

Listing Agent
Listing ID: 2028083

Building

Building Area
Building Area: 2357 Square Feet

Lot Information

Lot Area: 8712 sqft

Miscellaneous

BasementMls Number: 2028083Attribution Contact: HomeInfo@firstweber.comAbove Grade Unfinished Area: 2357

Around this home

What Locals Say about Waterloo

At least 7 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 100 % Say it's dog friendly

  • 100 % Say people would walk alone at night

  • 93 % Say there's holiday spirit

  • 85 % Say it's walkable to grocery stores

  • 85 % Say kids play outside

  • 76 % Say streets are well-lit

  • 73 % Say there's wildlife

  • 71 % Say there are sidewalks

  • 69 % Say car is needed

  • 67 % Say it's quiet

  • 67 % Say yards are well-kept

  • 58 % Say they plan to stay for at least 5 years

  • 54 % Say it's walkable to restaurants

  • 50 % Say there are community events

  • 40 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • Colleen
    "There are lots of dogs here but there are also lots of people who have their dogs off leash and who do not clean up after the dogs. I see many people take their dogs to the adjacent lot to do the business because it is blocked from the view of most. We are the closest neighbors. We see everyone go there and then we see all the remaining evidence so it’s clear that people are lazy."
    2
    Flag
  • pharm522
    "We haven’t really found much for young children to do. We are looking for activities but the only thing we’ve seen is 2 hours of playtime at a library in a nearby town."
    2
    Flag
  • Richriv
    "Lived here for 5 years, and I am not from this area originally. Commute to Madison daily for work in less than 25 minutes. This neighborhood reminds me of how we grew up as kids in the 70's and 80's (playing outside, active, campfires in backyard, etc.) Everyone is friendly, schools are walking distance. Taxes are low, and you get a lot more house for the money. Well worth it for the additional 20 minutes spent commuting, as many in this town will agree with. "
    2
    Flag
  • Maizeyw
    "We've lived here for over 20 years. We work in Madison and have felt that the 40 minute commute is worth the benefit of small town living."
    2
    Flag

Market trends in Waterloo

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
8

Home Value

Trulia Estimate
$436K
Since last month
Decreased$3K (-0.6%)
Since last year
Increased$22K (+5.5%)
Since last sale
Increased$32K (+7.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +224% in the last 10 years
MonthEstimated value
2026
September 2026$433K
August 2026$435K
July 2026$452K
June 2026$430K
May 2026$421K
April 2026$420K
March 2026$419K
February 2026$411K
January 2026$409K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
572 N Monroe St, Waterloo, WI
0.09
Single-Family Home
$292,000
07/31/26
4
2
1,732
820 Anna Ct, Waterloo, WI
0.30
Single-Family Home
$424,900
04/20/26
4
3
2,265
222 Mill St, Waterloo, WI
0.24
Single-Family Home
$325,000
06/25/26
3
1.5
1,776
555 Edison St, Waterloo, WI
0.12
Single-Family Home
$300,000
01/09/26
3
2
1,875
213 Anna St, Waterloo, WI
0.41
Single-Family Home
$360,000
11/05/25
3
2.5
1,916
310 Crestview Dr, Waterloo, WI
0.31
Single-Family Home
$324,900
09/24/25
3
2
1,960
310 N Monroe St, Waterloo, WI
0.09
Single-Family Home
$150,000
07/17/26
3
2
1,350
440 Bradford Dr, Waterloo, WI
0.18
Single-Family Home
$319,000
01/05/26
2
2
1,442
355 W Madison St, Waterloo, WI
0.35
Single-Family Home
$339,900
03/11/26
5
2
1,820
995 Lexington WAY, Waterloo, WI
0.62
Single-Family Home
$423,000
05/29/26
4
3
2,775

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
508 North Monroe STREET, Waterloo, WI 53594
0.02
$231,600
Studio
-
-
Off Market
367 N Monroe St, Waterloo, WI 53594
0.05
$296,500
4
1
1,400
Off Market
335 N Monroe St, Waterloo, WI 53594
0.08
$310,900
3
2
2,120
Off Market
230 Boorman St, Waterloo, WI 53594
0.09
$279,900
4
2
1,795
For Sale
310 N Monroe St, Waterloo, WI 53594
0.09
$150,000
3
2
1,350
Recently Sold
572 N Monroe St, Waterloo, WI 53594
0.09
$292,000
4
2
1,732
Recently Sold
555 Edison St, Waterloo, WI 53594
0.12
$300,000
3
2
1,875
Recently Sold
315 Edison STREET, Waterloo, WI 53594
0.14
$284,900
2
1
1,484
For Sale
417 N Riverside Dr, Waterloo, WI 53594
0.16
$264,000
2
2
1,117
Off Market
244 Edison St, Waterloo, WI 53594
0.18
$386,300
3
2
2,200
Off Market
440 Bradford Dr, Waterloo, WI 53594
0.18
$319,000
2
2
1,442
Recently Sold

Price and Tax history

DateEventPrice
Jul 30, 2026
Source: SCWMLS #2028083
PriceChange
$439,900
Price decreased by 2%
Jul 15, 2026
Source: SCWMLS #2028083
Listed For Sale
$449,900
Jun 23, 2023
Source: N/A
Sold
$401,000
Jun 1, 2023
Source: WIREX MLS #1954035
Contingent
$399,900
May 30, 2023
Source: WIREX MLS #1954035
PriceChange
$399,900
Price decreased by 4%

LGBTQ Local Legal Protections

Emily Ostermiller, First Weber Inc

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Frequently asked questions about 442 N Monroe St

  • What is the estimated monthly payment for 442 N Monroe St?
    Based on a $439,900 list price with 20% down at today's rates, the estimated monthly payment for 442 N Monroe St in Waterloo, WI is approximately $3,018 (about $2,400 principal & interest, $543 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Waterloo?
    Residents describe Waterloo, WI as easy to park in, dog-friendly, and walkable to grocery stores. See homes for sale in Waterloo, WI.
  • What are the closest schools to 442 N Monroe St?
    The closest schools to 442 N Monroe St in Waterloo, WI are Waterloo Elementary School (Pre-K, rated 4/10), Waterloo High School (rated 7/10), Waterloo Intermediate School (Elementary, rated 6/10).
  • What is 442 N Monroe St estimated to be worth?
    Trulia's estimated value for 442 N Monroe St in Waterloo, WI is $436,200.
  • Does 442 N Monroe St have air conditioning?
    Yes, 442 N Monroe St in Waterloo, WI has air conditioning.
  • Does 442 N Monroe St have laundry facilities?
    Yes, 442 N Monroe St in Waterloo, WI has in-unit laundry.
442 N Monroe St, Waterloo, WI 53594 is a 4 bedroom, 3 bathroom, 2,357 sqft single-family home built in 1896. This property is currently available for sale and was listed by SCWMLS. The MLS # for this home is MLS# 2028083.