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

What is 258 N Monroe St estimated to be worth?

Trulia's estimated value for 258 N Monroe St in Waterloo, WI is $353,800 .

What is the price history for 258 N Monroe St?

258 N Monroe St in Waterloo, WI last sold for $139,900 in December 2009.

Is Waterloo a buyer's or seller's market?

Waterloo is currently a seller's market, based on recent for-sale activity.

What do residents say about Waterloo?

Residents describe Waterloo, WI as easy to park in, dog-friendly, and walkable to grocery stores. See recently sold homes in Waterloo, WI .

How big is the lot at 258 N Monroe St?

The lot at 258 N Monroe St in Waterloo, WI is about 0.76 acres (33,105 sq ft).

OFF MARKET

$353,800

Trulia Estimate

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

258 N Monroe St, Waterloo, WI 53594

Est. Refi. Payment $2,421/mo*

Refinance Your Home

Currently Off Market - Sold Dec 11, 2009 for $139,900

Home Value

Trulia Estimate

$354K

Since last month

$7K (+1.9%)

Since last year

$29K (+8.7%)

Since last sale

$215K (+153.5%)

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 +122% in the last 10 years

Month	Estimated value
2026
September 2026	$355K
August 2026	$348K
July 2026	$347K
June 2026	$350K
May 2026	$353K
April 2026	$348K
March 2026	$337K
February 2026	$335K
January 2026	$336K
2025
December 2025	$320K
November 2025	$326K
October 2025	$330K
September 2025	$326K
August 2025	$339K
July 2025	$340K
June 2025	$326K
May 2025	$320K
April 2025	$311K
March 2025	$313K
February 2025	$302K
January 2025	$303K
2024
December 2024	$304K
November 2024	$301K
October 2024	$309K
September 2024	$301K
August 2024	$302K
July 2024	$305K
June 2024	$309K
May 2024	$304K
April 2024	$304K
March 2024	$291K
February 2024	$276K
January 2024	$269K
2023
December 2023	$275K
November 2023	$276K
October 2023	$279K
September 2023	$281K
August 2023	$283K
July 2023	$289K
June 2023	$277K
May 2023	$279K
April 2023	$271K
March 2023	$265K
February 2023	$252K
January 2023	$246K
2022
December 2022	$248K
November 2022	$250K
October 2022	$254K
September 2022	$256K
August 2022	$258K
July 2022	$258K
June 2022	$263K
May 2022	$261K
April 2022	$253K
March 2022	$244K
February 2022	$228K
January 2022	$225K
2021
December 2021	$226K
November 2021	$228K
October 2021	$229K
September 2021	$230K
August 2021	$229K
July 2021	$236K
June 2021	$237K
May 2021	$225K
April 2021	$219K
March 2021	$194K
February 2021	$192K
January 2021	$192K
2020
December 2020	$198K
November 2020	$199K
October 2020	$206K
September 2020	$207K
August 2020	$202K
July 2020	$192K
June 2020	$178K
May 2020	$174K
April 2020	$173K
March 2020	$175K
February 2020	$179K
January 2020	$177K
2019
December 2019	$178K
November 2019	$178K
October 2019	$175K
September 2019	$179K
August 2019	$178K
July 2019	$169K
June 2019	$178K
May 2019	$177K
April 2019	$176K
March 2019	$171K
February 2019	$166K
January 2019	$166K
2018
December 2018	$168K
November 2018	$163K
October 2018	$169K
September 2018	$170K
August 2018	$168K
July 2018	$165K
June 2018	$161K
May 2018	$163K
April 2018	$162K
March 2018	$159K
February 2018	$165K
January 2018	$167K
2017
December 2017	$164K
November 2017	$164K
October 2017	$164K
September 2017	$161K
August 2017	$163K
July 2017	$161K
June 2017	$161K
May 2017	$159K
April 2017	$156K
March 2017	$155K
February 2017	$155K
January 2017	$153K
2016
December 2016	$157K
November 2016	$156K
October 2016	$155K
September 2016	$159K

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
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
545 Park Ave, Waterloo, WI	0.21	Single-Family Home	$121,500	06/02/26	4	1	1,404
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

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
310 N Monroe St, Waterloo, WI 53594	0.05	$150,000	3	2	1,350	Recently Sold
244 Edison St, Waterloo, WI 53594	0.10	$386,300	3	2	2,200	Off Market
335 N Monroe St, Waterloo, WI 53594	0.09	$310,900	3	2	2,120	Off Market
367 N Monroe St, Waterloo, WI 53594	0.11	$296,500	4	1	1,400	Off Market
230 Boorman St, Waterloo, WI 53594	0.09	$279,900	4	2	1,795	For Sale
315 Edison STREET, Waterloo, WI 53594	0.14	$284,900	2	1	1,484	For Sale
143 Mill STREET, Waterloo, WI 53594	0.13	$209,200	4	1	1,672	Off Market
222 Mill St, Waterloo, WI 53594	0.12	$325,000	3	1.5	1,776	Recently Sold
172 Mill St, Waterloo, WI 53594	0.13	$312,500	3	1.5	1,799	For Sale
290 Mill STREET, Waterloo, WI 53594	0.14	$380,100	4	1.5	1,787	Off Market
315 East Madison STREET, Waterloo, WI 53594	0.17	$280,200	4	2	1,628	Off Market
508 North Monroe STREET, Waterloo, WI 53594	0.16	$231,600	Studio	-	-	Off Market

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

Single-Family Home

0.76 acre lot

1,800 sqft

$197/sqft

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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $353,800, with a rent estimate of $2,251/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 and Tax history

Date	Event	Price
Dec 11, 2009 Source: N/A	Sold	$139,900
Sep 16, 2009 Source: Agent Provided	Listed For Sale	$139,900
Jul 5, 2001 Source: N/A	Sold	$122,000

Year	Property tax	Tax assessment
2024	$5,065	$325,600

Additional Cost

Market trends in Waterloo

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

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Available listings

Around this home

Waterloo Elementary School
PK-4
Public
281 Students
Waterloo School District
4/10
GreatSchools Rating
Parent Rating Average
Teachers are very responsive. The school encourages character development as much as academic. Even as a small school they utilize current technology and apps to promote communication between staff and parents.
Parent Review
8y ago
3 Reviews

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
7y 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
13y 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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LGBTQ Local Legal Protections

Frequently asked questions about 258 N Monroe St

What is 258 N Monroe St estimated to be worth?
Trulia's estimated value for 258 N Monroe St in Waterloo, WI is $353,800.
What is the price history for 258 N Monroe St?
258 N Monroe St in Waterloo, WI last sold for $139,900 in December 2009.
Is Waterloo a buyer's or seller's market?
Waterloo is currently a seller's market, based on recent for-sale activity.
What do residents say about Waterloo?
Residents describe Waterloo, WI as easy to park in, dog-friendly, and walkable to grocery stores. See recently sold homes in Waterloo, WI.
How big is the lot at 258 N Monroe St?
The lot at 258 N Monroe St in Waterloo, WI is about 0.76 acres (33,105 sq ft).