Is parking easy in Waterloo, WI?

As of early 2026, 100% of users say parking is easy

Is Waterloo, WI dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Would people walk alone at night in Waterloo, WI?

As of early 2026, 100% of users say people would walk alone at night

Does Waterloo, WI show holiday spirit?

As of early 2026, 93% of users say there's holiday spirit

Is Waterloo, WI walkable to grocery stores?

As of early 2026, 85% of users say it's walkable to grocery stores

Do kids play outside in Waterloo, WI?

As of early 2026, 85% of users say kids play outside

Are the streets well-lit in Waterloo, WI?

As of early 2026, 76% of users say streets are well-lit

Is there wildlife in Waterloo, WI?

As of early 2026, 73% of users say there's wildlife

Does Waterloo, WI have sidewalks?

As of early 2026, 71% of users say there are sidewalks

Is a car needed in Waterloo, WI?

As of early 2026, 69% of users say car is needed

Is Waterloo, WI quiet?

As of early 2026, 67% of users say it's quiet

Are yards well-kept in Waterloo, WI?

As of early 2026, 67% of users say yards are well-kept

Do residents of Waterloo, WI plan to stay at least 5 years?

As of early 2026, 58% of users say they plan to stay for at least 5 years

Is Waterloo, WI walkable to restaurants?

As of early 2026, 54% of users say it's walkable to restaurants

Are there community events in Waterloo, WI?

As of early 2026, 50% of users say there are community events

Are neighbors friendly in Waterloo, WI?

As of early 2026, 40% of users say neighbors are friendly

FOR SALE

3D VIEW

442 N Monroe St
Waterloo, WI 53594

4 Beds
3 Baths
2,357 sqft

$439,900

$449,900

Est. Mortgage $2,863/mo*

Get Pre-Qualified

$439,900

$449,900

Est. Mortgage $2,863/mo*

Get Pre-Qualified

4 Beds

3 Baths

2,357 sqft

Home Highlights

Parking

2 Car Garage

Outdoor

Patio

Climate Control

Heating & Cooling

Price/Sqft

$187

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.

Home Details for 442 N Monroe St

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: 1 fireplace, ElectricHas 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

Active Status
MLS Status: Active

Media
See Virtual Tour

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

Last check for updates: about 9 hours ago

Listing courtesy of Emily Ostermiller

First Weber Inc

Source: SCWMLS, MLS#2028083

Market trends in Waterloo

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Price History for 442 N Monroe St

Date	Price	Event	Source
07/30/2026	$439,900	PriceChange	SCWMLS #2028083
Price Change $10,000 (-2%)
07/15/2026	$449,900	Listed For Sale	SCWMLS #2028083

06/23/2023	$401,000	Sold	N/A
Recording Date 06/23/2023 Contract Date 06/22/2023 County Transfer Tax N/A Total Transfer Tax N/A
06/01/2023	$399,900	Contingent	WIREX MLS #1954035

05/30/2023	$399,900	PriceChange	WIREX MLS #1954035
Price Change $15,000 (-4%)
05/15/2023	$414,900	PriceChange	WIREX MLS #1954035
Price Change $10,100 (-2%)
05/01/2023	$425,000	Listed For Sale	WIREX MLS #1954035

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Property Tax and Assessment

Year	2024
Tax	$6,270
Assessment	$402,100

Home facts updated by county records

Comparable Sales for 442 N Monroe St

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
307 Henry COURT, Waterloo, WI	0.26	Single-Family Home	$425,000	08/29/25	5	3	3,112
555 Edison St, Waterloo, WI	0.12	Single-Family Home	$300,000	01/09/26	3	2	1,875
1080 Jaystone Ter, Waterloo, WI	0.55	Single-Family Home	$405,000	09/10/25	5	3	2,111
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

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

OFF MARKET
Est. $212,100
508 North Monroe STREET,
Waterloo, WI 53594
Closed
OFF MARKET
Est. $287,400
4 bd
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367 N Monroe St,
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OFF MARKET
Est. $312,500
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572 N Monroe St,
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SOLD
JAN 9, 2026
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2 ba
1,875 sqft
555 Edison St,
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OFF MARKET
Est. $249,900
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2 ba
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417 N Riverside Dr,
Waterloo, WI 53594
OFF MARKET
Est. $387,900
3 bd
2 ba
2,200 sqft
244 Edison St,
Waterloo, WI 53594
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JAN 5, 2026
$319,000
2 bd
2 ba
1,442 sqft
440 Bradford Dr,
Waterloo, WI 53594
OFF MARKET
Est. $266,900
2 bd
1.5 ba
1,308 sqft
420 Bradford Dr,
Waterloo, WI 53594
OFF MARKET
Est. $381,400
4 bd
1.5 ba
1,787 sqft
290 Mill STREET,
Waterloo, WI 53594
Closed

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 442 N Monroe St.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
Resident
6y ago
"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
Resident
7y ago
"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
12y ago
"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
12y ago
"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

LGBTQ Local Legal Protections

Emily Ostermiller, First Weber Inc

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.

442 N Monroe St
Waterloo, WI 53594

$439,900