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 E Cunningham St?

209 E Cunningham St 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 E Cunningham St?

The closest schools to 209 E Cunningham St 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 E Cunningham St
Winnebago, IL 61088

4 Beds
2,393 sqft (on 0.46 acres)

4 Beds

2,393 sqft

(on 0.46 acres)

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	Bath	Sqft
402 N Benton St, Winnebago, IL	0.71	Lot/Land	$18,800	03/05/26	-	-
7701 Highlands Dr, Winnebago, IL	0.85	Lot/Land	$22,500	10/03/25	-	-
McNair Rd, Winnebago, IL	0.84	Lot/Land	$1,884,320	07/17/26	-	-
7811 Highlands Dr, Winnebago, IL	3.57	Lot/Land	$17,000	03/09/26	-	-
7701 Highlands Dr, Rockford, IL	3.63	Lot/Land	$22,500	10/16/25	-	-
11 Smith Rd, Pecatonica, IL	3.16	Lot/Land	$1,520,000	04/13/26	-	-
Xx Rose Ave, Rockford, IL	4.74	Lot/Land	$6,000	11/19/25	-	-
6XX Cambridge Ave, Rockford, IL	5.01	Lot/Land	$5,700	06/17/26	-	-
2694 Alfalfa Dr, Rockford, IL	4.92	Lot/Land	$20,000	01/02/26	-	-
4820 S Meridian Rd, Rockford, IL	4.90	Lot/Land	$244,000	06/16/26	-	-

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
505 S Seward St, Winnebago, IL 61088	0.09	$228,600	3	2	2,266	Off Market
302 E Cunningham St, Winnebago, IL 61088	0.05	$237,900	3	2	2,325	Off Market
509 S Seward St, Winnebago, IL 61088	0.11	$189,400	3	1	1,063	Off Market
503 S Goodling St, Winnebago, IL 61088	0.08	$251,400	3	2	1,765	Off Market
507 S Goodling St, Winnebago, IL 61088	0.10	$260,000	3	2	1,325	Recently Sold
502 Goodling St, Winnebago, IL 61088	0.10	$242,500	3	1.5	1,503	Off Market
512 S Elida St, Winnebago, IL 61088	0.15	$245,300	2	1.5	2,111	Off Market
406 Goodling St, Winnebago, IL 61088	0.12	$221,900	3	1	1,333	Off Market
510 Goodling St, Winnebago, IL 61088	0.13	$255,800	3	1.5	-	Off Market
512 S Goodling St, Winnebago, IL 61088	0.14	$243,200	3	1.5	1,457	Off Market
308 S Seward St, Winnebago, IL 61088	0.15	$289,900	4	3	2,150	For Sale
518 S Church St, Winnebago, IL 61088	0.16	$237,200	3	1.5	1,339	Off Market

Local Information

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

-- mins to

Commute Destination

Home Highlights

Property Type

Lot/Land

Year Built

1900

Lot Size

0.46 acres

Living Area

2,393 sqft

About this House

Nearly 1/2 acre buildable lot. Great location in the heart of Winnebago.

209 E Cunningham St, Winnebago, IL 61088 is a 4 bedroom, 2,393 sqft lot/land built in 1900. It last sold for $7,000 on Jun 26, 2020. It is currently off market. The Trulia Estimate rent is $1,181/month.

Home Details for 209 E Cunningham St

Interior Features
Interior Details Basement

Property Information
Year Built Year Built: 1900
Property Type / Style Property Type: Lot Land

Community
Units in Building: 1

Lot Information
Lot Area: 0.46 acres

Price and Tax history

Date	Event	Price
Jun 26, 2020 Source: MRED as distributed by MLS GRID #10492564	Sold	$7,000
Jun 1, 2020 Source: Agent Provided	Pending	$12,000
May 7, 2020 Source: Agent Provided	PriceChange	$12,000 Price decreased by 8%
Aug 19, 2019 Source: Agent Provided	Listed For Sale	$13,000
Jan 30, 2007 Source: N/A	Sold	$90,000
Sep 3, 2002 Source: N/A	Sold	$117,500
Feb 8, 2002 Source: N/A	Sold	$99,000

Year	Property tax	Tax assessment
2024	$5,143	$204,465

Additional Cost

Market trends in Winnebago

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

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
Flag
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
Flag
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
Flag
brainwashed711
14y ago
"You have to drive too far to go anywhere."
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 209 E Cunningham St

What is the price history for 209 E Cunningham St?
209 E Cunningham St 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 E Cunningham St?
The closest schools to 209 E Cunningham St in Winnebago, IL are Dorothy Simon Elementary School (Pre-K), Jean Mcnair Elementary School (rated 6/10), Winnebago High School (rated 3/10).