Is parking easy in Winnebago, IL?

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

Do kids play outside in Winnebago, IL?

As of early 2026, 95% of users say kids play outside

Is Winnebago, IL dog-friendly?

As of early 2026, 88% of users say it's dog friendly

Would people walk alone at night in Winnebago, IL?

As of early 2026, 84% of users say people would walk alone at night

Is there wildlife in Winnebago, IL?

As of early 2026, 81% of users say there's wildlife

Does Winnebago, IL show holiday spirit?

As of early 2026, 81% of users say there's holiday spirit

Is Winnebago, IL quiet?

As of early 2026, 79% of users say it's quiet

Is a car needed in Winnebago, IL?

As of early 2026, 78% of users say car is needed

Does Winnebago, IL have sidewalks?

As of early 2026, 77% of users say there are sidewalks

Are yards well-kept in Winnebago, IL?

As of early 2026, 76% of users say yards are well-kept

Are neighbors friendly in Winnebago, IL?

As of early 2026, 75% of users say neighbors are friendly

Is Winnebago, IL walkable to grocery stores?

As of early 2026, 58% of users say it's walkable to grocery stores

Do residents of Winnebago, IL plan to stay at least 5 years?

As of early 2026, 56% of users say they plan to stay for at least 5 years

Is Winnebago, IL walkable to restaurants?

As of early 2026, 38% of users say it's walkable to restaurants

Are the streets well-lit in Winnebago, IL?

As of early 2026, 35% of users say streets are well-lit

Are there community events in Winnebago, IL?

As of early 2026, 33% of users say there are community events

What is the price history for 209 Cunningham Rd E?

209 Cunningham Rd E in Winnebago, IL last sold for $7,000 in June 2020.

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

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

What do residents say about Winnebago?

Residents describe Winnebago, IL as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Winnebago, IL .

What are the closest schools to 209 Cunningham Rd E?

The closest schools to 209 Cunningham Rd E in Winnebago, IL are Dorothy Simon Elementary School (Pre-K), Jean Mcnair Elementary School (rated 6/10), Winnebago High School (rated 3/10).

OFF MARKET

209 Cunningham Rd E
Winnebago, IL 61088

Studio

Studio

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
512 W McDamyn Cir, Winnebago, IL	1.46	Single-Family Home	$266,000	09/05/25	3	2	1,518
414 Woodrow St, Winnebago, IL	1.63	Single-Family Home	$232,500	06/11/26	3	1	1,008
301 Shelden Dr, Winnebago, IL	1.65	Single-Family Home	$265,000	09/05/25	3	2	1,592
307 Shelden Dr, Winnebago, IL	1.67	Single-Family Home	$325,000	05/08/26	4	2.5	2,621
404 W School St, Winnebago, IL	1.71	Single-Family Home	$135,000	05/01/26	3	1	1,120
201 S Elida St, Winnebago, IL	1.89	Single-Family Home	$99,000	03/18/26	4	3	1,943
413 Shelden Dr, Winnebago, IL	1.69	Single-Family Home	$260,000	09/19/25	3	2.5	2,106
204 N Pecatonica St, Winnebago, IL	1.79	Single-Family Home	$110,250	03/27/26	3	1	789
212 S Pecatonica St, Winnebago, IL	1.77	Single-Family Home	$213,550	07/31/26	3	1.5	1,808
209 S Elida St, Winnebago, IL	1.89	Single-Family Home	$155,000	03/16/26	3	1	1,196

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
12166 Cunningham Rd, Winnebago, IL 61088	0.14	$399,000	4	2.5	3,115	For Sale
Lot 1 Kendall Rd, Winnebago, IL 61088	0.56	-	-	-	-	Off Market
516 McDamyn Cir, Winnebago, IL 61088	1.42	$258,700	3	1.5	1,488	Off Market
520 McDamyn Cir, Winnebago, IL 61088	1.42	$293,400	3	2	1,500	Off Market
512 W McDamyn Cir, Winnebago, IL 61088	1.46	$291,000	3	2	1,518	Off Market
503 McDamyn Cir, Winnebago, IL 61088	1.49	$241,600	3	2	1,115	Off Market
407 McDamyn Cir, Winnebago, IL 61088	1.51	$259,600	3	2	1,909	Off Market
506 McDamyn Cir, Winnebago, IL 61088	1.52	$229,800	3	1	1,812	Off Market

Local Information

Map ViewExplore the area around 209 Cunningham Rd E.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

About this House

209 Cunningham Rd E is in Winnebago, IL and in ZIP code 61088. This property has a lot size of 0.46 acres.

209 Cunningham Rd E, Winnebago, IL 61088 is a studio property. It last sold for $7,000 on Jun 26, 2020. It is currently off market. The Trulia Estimate rent is $1,239/month.

Price and Tax history

Date	Event	Price
Jun 26, 2020 Source: NorthWest Illinois Alliance of REALTORS® #201905243	Sold	$7,000

Additional Cost

Market trends in Winnebago

Last updated July 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

6MoM

Around this home

Dorothy Simon Elementary School
PK-2
Public
298 Students
Winnebago Community Unit School District 323
NA
GreatSchools Rating
Parent Rating Average
This school harasses parents with children who are autistic creating false accusations
Parent Review
4mo 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 Winnebago

At least 16 Trulia users voted on each feature.

100 % Say parking is easy
95 % Say kids play outside
88 % Say it's dog friendly
84 % Say people would walk alone at night
81 % Say there's wildlife
81 % Say there's holiday spirit
79 % Say it's quiet
78 % Say car is needed
77 % Say there are sidewalks
76 % Say yards are well-kept
75 % Say neighbors are friendly
58 % Say it's walkable to grocery stores
56 % Say they plan to stay for at least 5 years
38 % Say it's walkable to restaurants
35 % Say streets are well-lit
33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Xr67gzm4gy
Resident
1y ago
"I have lived here for 32 years, neighbors are nice and I feel safe walking at all times of day/night by Myself!"
0
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Richiesparling
Resident
1y ago
"Bedroom Community with many professionals who travel in to work in Rockford but want the peace of living outside the city. "
0
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Ryanroeser1
Visitor
6y ago
"school buses are the only buses. Some side streets dont have side walks. Plenty of miles of a bike/ jog path. "
1
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Chick_025
12y ago
"Very friendly neighborhood. This house is a great location on a golf course, with a walk out patio. You can watch the sun rise every morning when you wake up. The neighbors are wonderful and the community is very involved in the upkeep and maintenance of the neighborhood. This location is only a 8 min walk from the community pool, lake and playground. The master suite is very large with 2 walk in closets a dream house! "
0
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brainwashed711
14y ago
"You have to drive too far to go anywhere."
0
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LGBTQ Local Legal Protections

Frequently asked questions about 209 Cunningham Rd E

What is the price history for 209 Cunningham Rd E?
209 Cunningham Rd E in Winnebago, IL last sold for $7,000 in June 2020.
Is Winnebago a buyer's or seller's market?
Winnebago is currently a seller's market, based on recent for-sale activity.
What do residents say about Winnebago?
Residents describe Winnebago, IL as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Winnebago, IL.
What are the closest schools to 209 Cunningham Rd E?
The closest schools to 209 Cunningham Rd E in Winnebago, IL are Dorothy Simon Elementary School (Pre-K), Jean Mcnair Elementary School (rated 6/10), Winnebago High School (rated 3/10).