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

OFF MARKET

258 N Monroe St
Waterloo, WI 53594

4 Beds
2 Baths
1,800 sqft (on 0.76 acres)

$351,400

Trulia Estimate

as of Aug 7, 2026

Est. Refi. Payment $2,302/mo*

Refinance Your Home

$351,400

Trulia Estimate

as of Aug 7, 2026

Est. Refi. Payment $2,302/mo*

Refinance Your Home

4 Beds

2 Baths

1,800 sqft

(on 0.76 acres)

Local Information

Map ViewExplore the area around 258 N Monroe St.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

0.76 acres

Living Area

1,800 sqft

Price/Sqft

$195

About this House

Gracious 2 story Victorian home with main level updates, stain glass windows, frt porch w/brick exterior, newer roof. 2 car garage + 24x16 workshop, garage fully insulated. Great lot and setting with many plantings, includes river frontage and wildlife galore! Great little city, great location , great home at this price for a multiple of family needs! Also includes: parcel 290-0813-0533-0661. Huge lot - over 1 acre. UHP Warranty

258 N Monroe St, Waterloo, WI 53594 is a 4 bedroom, 2 bathroom, 1,800 sqft single-family home. It last sold for $139,900 on Dec 11, 2009. It is currently off market. The Trulia Estimate is $351,400, with a rent estimate of $2,184/month.

Home Details for 258 N Monroe St

Property Information
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 0.76 acres

Price History for 258 N Monroe St

Date	Price	Event	Source
12/11/2009	$139,900	Sold	N/A
Recording Date 12/11/2009 County Transfer Tax N/A Total Transfer Tax N/A
09/16/2009	$139,900	Listed For Sale	Agent Provided

07/05/2001	$122,000	Sold	N/A
Recording Date 07/05/2001 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Waterloo

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

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Property Tax and Assessment

Year	2024
Tax	$5,065
Assessment	$325,600

Home facts updated by county records

Comparable Sales for 258 N Monroe St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
310 N Monroe St, Waterloo, WI	0.05	Single-Family Home	$150,000	07/17/26	3	2	1,350
572 N Monroe St, Waterloo, WI	0.23	Single-Family Home	$292,000	07/31/26	4	2	1,732
555 Edison St, Waterloo, WI	0.24	Single-Family Home	$300,000	01/09/26	3	2	1,875
222 Mill St, Waterloo, WI	0.12	Single-Family Home	$325,000	06/25/26	3	1.5	1,776
355 W Madison St, Waterloo, WI	0.26	Single-Family Home	$339,900	03/11/26	5	2	1,820
407 S Jackson St, Waterloo, WI	0.46	Single-Family Home	$220,000	03/13/26	3	2	1,820
183 Washington St, Waterloo, WI	0.24	Single-Family Home	$224,000	10/10/25	4	2	1,800
208 Portland ROAD, Waterloo, WI	0.51	Single-Family Home	$340,000	06/26/26	3	2	1,303
310 Crestview Dr, Waterloo, WI	0.32	Single-Family Home	$324,900	09/24/25	3	2	1,960
545 Park Ave, Waterloo, WI	0.21	Single-Family Home	$121,500	06/02/26	3	1	1,404

Nearby homes

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

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SOLD
JUL 17, 2026
$150,000
3 bd
2 ba
1,350 sqft
310 N Monroe St,
Waterloo, WI 53594
OFF MARKET
Est. $387,900
3 bd
2 ba
2,200 sqft
244 Edison St,
Waterloo, WI 53594
OFF MARKET
Est. $312,500
3 bd
2 ba
2,120 sqft
335 N Monroe St,
Waterloo, WI 53594
OFF MARKET
Est. $287,400
4 bd
1 ba
1,400 sqft
367 N Monroe St,
Waterloo, WI 53594
OFF MARKET
Est. $212,500
4 bd
1 ba
1,672 sqft
143 Mill STREET,
Waterloo, WI 53594
Closed
SOLD
JUN 25, 2026
$325,000
3 bd
1.5 ba
1,776 sqft
222 Mill St,
Waterloo, WI 53594
FOR SALE
3D VIEW
$439,900
4 bd
3 ba
2,357 sqft
442 N Monroe St,
Waterloo, WI 53594
OFF MARKET
Est. $381,400
4 bd
1.5 ba
1,787 sqft
290 Mill STREET,
Waterloo, WI 53594
Closed
OFF MARKET
Est. $282,500
4 bd
2 ba
1,628 sqft
315 East Madison STREET,
Waterloo, WI 53594
Closed
OFF MARKET
Est. $212,100
508 North Monroe STREET,
Waterloo, WI 53594
Closed
OFF MARKET
Est. $312,000
4 bd
2 ba
1,798 sqft
120 S Washington St,
Waterloo, WI 53594
OFF MARKET
Est. $249,900
2 bd
2 ba
1,117 sqft
417 N Riverside Dr,
Waterloo, WI 53594

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Additional Cost

Assigned Schools

These are the assigned schools for 258 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
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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
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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
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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
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