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

1220 Chestnut St
Waterloo, WI 53594

3 Beds
2.5 Baths
2,054 sqft (on 0.29 acres)

$373,900

Trulia Estimate

as of Aug 6, 2026

Est. Refi. Payment $2,444/mo*

Refinance Your Home

$373,900

Trulia Estimate

as of Aug 6, 2026

Est. Refi. Payment $2,444/mo*

Refinance Your Home

3 Beds

2.5 Baths

2,054 sqft

(on 0.29 acres)

Local Information

Map ViewExplore the area around 1220 Chestnut St.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1980

Lot Size

0.29 acres

Living Area

2,054 sqft

Price/Sqft

$182

Parking

Garage

About this House

This single-family home is located at 1220 Chestnut St, Waterloo, WI. 1220 Chestnut St is in Waterloo, WI and in ZIP code 53594. This property has 3 bedrooms, 2 bathrooms and approximately 2,054 sqft of floor space. This property has a lot size of 0.29 acres and was built in 1980.

1220 Chestnut St, Waterloo, WI 53594 is a 3 bedroom, 2 bathroom, 2,054 sqft single-family home built in 1980. It last sold for $270,000 on Sep 9, 2020. It is currently off market. The Trulia Estimate is $373,900, with a rent estimate of $2,186/month.

Home Details for 1220 Chestnut St

Interior Features
Interior Details BasementTypes of Rooms: Dining Room, Family Room, Office, Recreation RoomCeiling Fan
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet, Hardwood, Laminate, Linoleum Vinyl
Appliances & Utilities Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls Double Paned Windows

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: Vinyl, BrickLawnPatio
Pool Pool
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached

Property Information
Year Built Year Built: 1980
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community
Units in Building: 1

Lot Information
Lot Area: 0.29 acres

Price History for 1220 Chestnut St

Date	Price	Event	Source
09/09/2020	$270,000	Sold	N/A
Recording Date 09/09/2020 Contract Date 09/04/2020 County Transfer Tax N/A Total Transfer Tax N/A
08/28/2020	$269,000	Pending	Agent Provided

07/27/2020	$269,000	Listed For Sale	Agent Provided

04/16/2014	$161,500	Sold	N/A
Recording Date 04/16/2014 Contract Date 04/14/2014 County Transfer Tax N/A Total Transfer Tax $485
02/07/2014	$169,000	Listed For Sale	Agent Provided

05/27/2011	$140,200	Sold	N/A
Recording Date 05/27/2011 Contract Date 05/20/2011 County Transfer Tax N/A Total Transfer Tax $421
06/01/2009	$179,900	ListingRemoved	Agent Provided

05/26/2009	$179,900	PriceChange	Agent Provided
Price Change $7,100 (-4%)
12/24/2008	$187,000	PriceChange	Agent Provided
Price Change $2,100 (1%)
10/14/2008	$184,900	Listed For Sale	Agent Provided

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	$4,583
Assessment	$295,000

Home facts updated by county records

Comparable Sales for 1220 Chestnut St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
320 Beech Rd, Waterloo, WI	0.19	Single-Family Home	$430,000	05/29/26	3	2	1,706
1233 Oak STREET, Waterloo, WI	0.04	Single-Family Home	$299,900	10/06/25	3	1	966
946 E Madison St, Waterloo, WI	0.26	Single-Family Home	$345,000	06/05/26	4	2	1,760
208 Portland ROAD, Waterloo, WI	0.27	Single-Family Home	$340,000	06/26/26	3	2	1,303
917 E Madison St, Waterloo, WI	0.29	Single-Family Home	$225,000	01/19/26	3	1	1,200
222 Mill St, Waterloo, WI	0.66	Single-Family Home	$325,000	06/25/26	3	1.5	1,776
555 Edison St, Waterloo, WI	0.93	Single-Family Home	$300,000	01/09/26	3	2	1,875
915 Lum Ave, Waterloo, WI	0.92	Single-Family Home	$283,000	04/07/26	3	2	1,656
572 N Monroe St, Waterloo, WI	0.85	Single-Family Home	$292,000	07/31/26	4	2	1,732
213 Anna St, Waterloo, WI	0.93	Single-Family Home	$360,000	11/05/25	3	2.5	1,916

Nearby homes

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

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OFF MARKET
Est. $296,600
3 bd
1 ba
966 sqft
1233 Oak STREET,
Waterloo, WI 53594
Closed
OFF MARKET
Est. $314,400
2 bd
1.5 ba
1,420 sqft
1301 Oak STREET,
Waterloo, WI 53594
Closed
OFF MARKET
Est. $561,700
5 bd
3 ba
3,298 sqft
217 Maple Dr,
Waterloo, WI 53594
OFF MARKET
Est. $330,000
3 bd
2 ba
1,630 sqft
1314 Oak St,
Waterloo, WI 53594
OFF MARKET
Est. $309,800
3 bd
1.5 ba
1,040 sqft
120 Hickory LANE,
Waterloo, WI 53594
Closed
FOR SALE
0.45 ACRES
$434,900
5 bd
1 ba
2,484 sqft
120 Beech Rd,
Waterloo, WI 53594
OFF MARKET
Est. $370,400
3 bd
2 ba
1,547 sqft
109 Hickory Ln,
Waterloo, WI 53594
SOLD
MAY 29, 2026
$430,000
3 bd
2 ba
1,706 sqft
320 Beech Rd,
Waterloo, WI 53594
OFF MARKET
Est. $565,900
3 bd
3 ba
3,669 sqft
W8890 State Road 89,
Waterloo, WI 53594
Closed
SOLD
JUN 5, 2026
$345,000
4 bd
2 ba
1,760 sqft
946 E Madison St,
Waterloo, WI 53594
OFF MARKET
Est. $1,859,800
4 bd
2 ba
1,500 sqft
819-821-823 Lum Ave,
Waterloo, WI 53594
SOLD
JUN 26, 2026
$340,000
3 bd
2 ba
1,303 sqft
208 Portland ROAD,
Waterloo, WI 53594
Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 1220 Chestnut 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

Apartments for Rent

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$875 - $1,000/mo
1-2 bd
1 ba
Waterloo Apts., LLC | 580 Knowlton St,
Waterloo, WI 53594
$995/mo
1 bd
1 ba
1085 Jaystone Ter #206,
Waterloo, WI 53594
Contact for price
1-2 bd
1-2 ba
477 W Madison St #f320a52c6,
Waterloo, WI 53594
APPLY INSTANTLY
PET FRIENDLY
$1,250/mo
2 bd
1.5 ba
164 Washington St #4,
Waterloo, WI 53594
APPLY INSTANTLY
$1,100/mo
2 bd
1 ba
554 Knowlton St #2,
Waterloo, WI 53594
PET FRIENDLY
$750/mo
1 bd
1 ba
173 N Monroe St #3,
Waterloo, WI 53594
See more homes for rent in
Waterloo
Take a look

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Explore by feature - Pet Friendly

7 pet-friendly rentals in Waterloo, WI

APPLY INSTANTLY
PET FRIENDLY
$1,250/mo
2 bd
1.5 ba
492 sqft
164 Washington St #4,
Waterloo, WI 53594
PET FRIENDLY
$2,100/mo
3 bd
2 ba
1,500 sqft
624 McKay Way,
Waterloo, WI 53594
PET FRIENDLY
$2,100/mo
3 bd
2 ba
1,500 sqft
630 McKay Way,
Waterloo, WI 53594
PET FRIENDLY
$750/mo
1 bd
1 ba
173 N Monroe St #3,
Waterloo, WI 53594
PET FRIENDLY
$2,020/mo
3 bd
3 ba
619 McKay Way,
Waterloo, WI 53594
PET FRIENDLY
$1,960/mo
3 bd
2 ba
1,500 sqft
650 McKay Way,
Waterloo, WI 53594
NEW - 1 HR AGO
PET FRIENDLY
$2,020/mo
3 bd
2.5 ba
1,951 sqft
605 McKay Way,
Waterloo, WI 53594

Explore by feature - Outdoor Space

PET FRIENDLY
$2,100/mo
3 bd
2 ba
1,500 sqft
624 McKay Way,
Waterloo, WI 53594
PET FRIENDLY
$2,100/mo
3 bd
2 ba
1,500 sqft
630 McKay Way,
Waterloo, WI 53594
PET FRIENDLY
$2,020/mo
3 bd
3 ba
619 McKay Way,
Waterloo, WI 53594
PET FRIENDLY
$1,960/mo
3 bd
2 ba
1,500 sqft
650 McKay Way,
Waterloo, WI 53594
NEW - 1 HR AGO
PET FRIENDLY
$2,020/mo
3 bd
2.5 ba
1,951 sqft
605 McKay Way,
Waterloo, WI 53594