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 1314 Chestnut St estimated to be worth?

Trulia's estimated value for 1314 Chestnut St in Waterloo, WI is $344,800 .

What is the price history for 1314 Chestnut St?

1314 Chestnut St in Waterloo, WI last sold for $142,500 in February 2014.

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 1314 Chestnut St?

The lot at 1314 Chestnut St in Waterloo, WI is about 0.38 acres (16,552 sq ft).

OFF MARKET

$344,800

Trulia Estimate

3 Beds
2 Baths

1314 Chestnut St, Waterloo, WI 53594

Est. Refi. Payment $2,361/mo*

Refinance Your Home

Currently Off Market - Sold Feb 19, 2014 for $142,500

Home Value

Trulia Estimate

$345K

Since last month

$5K (-1.3%)

Since last year

$12K (+3.7%)

Since last sale

$201K (+141.1%)

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 +105% in the last 10 years

Month	Estimated value
2026
September 2026	$344K
August 2026	$348K
July 2026	$349K
June 2026	$349K
May 2026	$348K
April 2026	$346K
March 2026	$338K
February 2026	$332K
January 2026	$333K
2025
December 2025	$327K
November 2025	$328K
October 2025	$330K
September 2025	$331K
August 2025	$334K
July 2025	$338K
June 2025	$339K
May 2025	$335K
April 2025	$330K
March 2025	$326K
February 2025	$319K
January 2025	$321K
2024
December 2024	$314K
November 2024	$318K
October 2024	$319K
September 2024	$314K
August 2024	$321K
July 2024	$318K
June 2024	$322K
May 2024	$317K
April 2024	$315K
March 2024	$307K
February 2024	$298K
January 2024	$293K
2023
December 2023	$288K
November 2023	$287K
October 2023	$293K
September 2023	$296K
August 2023	$303K
July 2023	$298K
June 2023	$291K
May 2023	$277K
April 2023	$271K
March 2023	$265K
February 2023	$257K
January 2023	$255K
2022
December 2022	$255K
November 2022	$260K
October 2022	$264K
September 2022	$266K
August 2022	$266K
July 2022	$271K
June 2022	$275K
May 2022	$272K
April 2022	$266K
March 2022	$266K
February 2022	$263K
January 2022	$262K
2021
December 2021	$261K
November 2021	$263K
October 2021	$263K
September 2021	$264K
August 2021	$262K
July 2021	$266K
June 2021	$266K
May 2021	$263K
April 2021	$261K
March 2021	$239K
February 2021	$239K
January 2021	$238K
2020
December 2020	$235K
November 2020	$232K
October 2020	$230K
September 2020	$230K
August 2020	$235K
July 2020	$232K
June 2020	$228K
May 2020	$228K
April 2020	$226K
March 2020	$225K
February 2020	$223K
January 2020	$222K
2019
December 2019	$218K
November 2019	$215K
October 2019	$214K
September 2019	$211K
August 2019	$210K
July 2019	$208K
June 2019	$209K
May 2019	$210K
April 2019	$219K
March 2019	$210K
February 2019	$204K
January 2019	$205K
2018
December 2018	$195K
November 2018	$194K
October 2018	$193K
September 2018	$188K
August 2018	$186K
July 2018	$187K
June 2018	$182K
May 2018	$180K
April 2018	$174K
March 2018	$174K
February 2018	$180K
January 2018	$175K
2017
December 2017	$174K
November 2017	$172K
October 2017	$173K
September 2017	$175K
August 2017	$175K
July 2017	$170K
June 2017	$171K
May 2017	$172K
April 2017	$169K
March 2017	$169K
February 2017	$168K
January 2017	$172K
2016
December 2016	$169K
November 2016	$170K
October 2016	$167K
September 2016	$168K

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
320 Beech Rd, Waterloo, WI	0.10	Single-Family Home	$430,000	05/29/26	3	2	1,706
1233 Oak STREET, Waterloo, WI	0.08	Single-Family Home	$299,900	10/06/25	3	1	966
946 E Madison St, Waterloo, WI	0.36	Single-Family Home	$345,000	06/05/26	4	2	1,760
208 Portland ROAD, Waterloo, WI	0.38	Single-Family Home	$340,000	06/26/26	3	2	1,303
917 E Madison St, Waterloo, WI	0.39	Single-Family Home	$225,000	01/19/26	3	1	1,200
310 N Monroe St, Waterloo, WI	0.91	Single-Family Home	$150,000	07/17/26	3	2	1,350
440 Leschinger STREET, Waterloo, WI	0.80	Single-Family Home	$260,000	12/22/25	2	1.5	1,230
222 Mill St, Waterloo, WI	0.77	Single-Family Home	$325,000	06/25/26	3	1.5	1,776
380 Adams St, Waterloo, WI	0.74	Single-Family Home	$180,000	11/18/25	3	1	1,050
902 Anna Ct, Waterloo, WI	0.90	Single-Family Home	$395,000	03/30/26	3	2	1,848

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
1314 Oak St, Waterloo, WI 53594	0.06	$340,800	3	2	1,630	Off Market
1301 Oak STREET, Waterloo, WI 53594	0.05	$313,400	2	1.5	1,420	Off Market
120 Beech Rd, Waterloo, WI 53594	0.07	$434,900	5	1	2,484	For Sale
1233 Oak STREET, Waterloo, WI 53594	0.08	$297,900	3	1	966	Off Market
W8890 State Road 89, Waterloo, WI 53594	0.11	$577,200	3	3	3,669	Off Market
320 Beech Rd, Waterloo, WI 53594	0.10	$430,000	3	2	1,706	Recently Sold
217 Maple Dr, Waterloo, WI 53594	0.16	$559,600	5	3	3,298	Off Market
120 Hickory LANE, Waterloo, WI 53594	0.23	$305,600	3	1.5	1,040	Off Market
109 Hickory Ln, Waterloo, WI 53594	0.26	$366,400	3	2	1,547	Off Market
W8789 Hunters, Marshall, WI 53559	0.34	$320,400	3	1	1,452	Off Market
596 Portland Rd, Waterloo, WI 53594	0.34	$295,000	4	1	1,600	For Sale
946 E Madison St, Waterloo, WI 53594	0.36	$345,000	4	2	1,760	Recently Sold

Local Information

Map ViewExplore the area around 1314 Chestnut St.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

0.38 acre lot

About this House

Sitting atop the hill just steps away from DNR land, this comfortable one owner home features 3 bedroom, 2 bath home with lovely views from the picture window in the living room. A large eat-in kitchen offers tons of cabinet and counter top space. The family room is large, bright, and cozy with it's wood burning fireplace. The roof was replaced in 2010, the downstairs windows in 2007. A large, private deck is off the back, as well as an extra storage building.

1314 Chestnut St, Waterloo, WI 53594 is a 3 bedroom, 2 bathroom single-family home. It last sold for $142,500 on Feb 19, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $344,800, with a rent estimate of $2,155/month.

Home Details for 1314 Chestnut St

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

Community
Units in Building: 1

Lot Information
Lot Area: 0.38 acres

Price and Tax history

Date	Event	Price
Feb 19, 2014 Source: N/A	Sold	$142,500
Oct 17, 2013 Source: Agent Provided	PriceChange	$149,900 Price decreased by 6%
Sep 22, 2013 Source: Agent Provided	Listed For Sale	$159,900

Year	Property tax	Tax assessment
2024	$4,325	$278,700

Additional Cost

Market trends in Waterloo

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

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
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
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
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1314 Chestnut St

What is 1314 Chestnut St estimated to be worth?
Trulia's estimated value for 1314 Chestnut St in Waterloo, WI is $344,800.
What is the price history for 1314 Chestnut St?
1314 Chestnut St in Waterloo, WI last sold for $142,500 in February 2014.
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 1314 Chestnut St?
The lot at 1314 Chestnut St in Waterloo, WI is about 0.38 acres (16,552 sq ft).