Located on the outskirts of Winnebago, this property offers a combination of rural acreage, functional improvements, and convenient access to the nearby community. The property is zoned agricultural and is positioned near the edge of town, with a direct connection to the Pecatonica Prairie Path that allows for walking or biking access into Winnebago and beyond. The home sits near the front of the property and features a well-maintained farmhouse with a covered front porch. The surrounding yard includes multiple established garden areas with hostas and other perennial plantings that provide low-maintenance landscaping and add to the overall curb appeal. Inside, the layout provides a practical flow between living spaces. An oversized living room connects to the dining area, creating an open and usable main living space. A separate room on the main level can serve as an office or den, depending on needs. The kitchen offers a functional layout with ample counter space and cabinet storage. It also provides access to a bathroom, laundry area, 3-season Sunroom, and a rear entry that leads to the backyard. Upstairs, the home includes three bedrooms with a central walk-in closet and a cedar closet for storage. A half bathroom is also located on the upper level. The basement is unfinished but clean and provides additional storage space or utility use. Off the rear of the home, a deck and flagstone patio create an outdoor area suitable for general use and gathering. Outbuildings on the property add to its usability. A 24' by 40' detached garage includes three overhead doors, in-floor heat, and lighting, making it suitable for vehicle storage, equipment, or workspace use. In addition to the garage, there is a 30' by 34' well-maintained barn with multiple levels. The barn provides 1400+ sq ft of additional space for equipment storage, tools, or other agricultural uses on both levels. Behind the improvements, there is approximately one and a half acres of open ground. This area could be used for pasture, fencing, or general outdoor use, depending on preference. A seasonal creek runs through part of the property, and a newly installed crossing allows access into the timbered portion of the land. The timber area includes established trails that connect through the property and extend to the Pecatonica Prairie Path. This regional trail system spans approximately 29.5 miles and connects Rockford to Freeport. The access point from this property provides a direct link to a maintained trail suitable for walking, biking, and other recreational use. Throughout the timber, the property is scattered with wild berries and black raspberry bushes that provide natural forage for wildlife and seasonal picking. The combination of agricultural zoning, residential improvements, and direct trail access provides a range of potential uses. The property is located a short drive from Rockford and Freeport, offering access to employment, services, and regional transportation routes while maintaining a rural setting. This property presents an opportunity for buyers seeking a home with acreage, usable outbuildings, and access to an established trail system in Winnebago County.
Pending
$479,900
9709 Cunningham Rd, Winnebago, IL 61088
3beds
--baths
1,910sqft
Est.:
Other
Built in ----
-- sqft lot
$480,100 Zestimate®
$251/sqft
$-- HOA
What's special
- 40 days |
- 152 |
- 4 |
Zillow last checked:
Listed by:
Todd Henry,
Whitetail Properties
Source: Whitetail Properties,MLS#: 105820
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
Features
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,910
- Total interior livable area: 1,910 sqft
Property
Parking
- Parking features: Detached
- Has garage: Yes
Details
- Parcel number: 1409476003
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Other
Community & HOA
Location
- Region: Winnebago
Financial & listing details
- Price per square foot: $251/sqft
- Tax assessed value: $216,027
- Annual tax amount: $5,438
- Date on market: 4/7/2026
- Lease term: Contact For Details
Estimated market value
$480,100
$442,000 - $523,000
$2,126/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/13/2026 | Sold | $480,000+0%$251/sqft |
Source: | ||
| 4/13/2026 | Pending sale | $479,900$251/sqft |
Source: | ||
| 4/6/2026 | Listed for sale | $479,900+283.9%$251/sqft |
Source: | ||
| 12/2/1996 | Sold | $125,000$65/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $5,438 +16.9% | $72,009 +8.8% |
| 2023 | $4,653 +4.6% | $66,178 +8.8% |
| 2022 | $4,449 | $60,822 +20.7% |
| 2021 | -- | $50,375 -9.1% |
| 2020 | $4,176 +4.9% | $55,416 +19.8% |
| 2019 | $3,981 +1.4% | $46,270 +1.3% |
| 2018 | $3,925 +117.1% | $45,664 +6.6% |
| 2017 | $1,808 | $42,838 +2.1% |
| 2016 | $1,808 -4.1% | $41,961 |
| 2015 | $1,886 -0.6% | $41,961 -2.8% |
| 2014 | $1,896 | $43,183 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 61088
Nearby schools
GreatSchools rating
- 6/10Jean Mcnair Elementary SchoolGrades: 3-5Distance: 0.8 mi
- 5/10Winnebago Middle SchoolGrades: 6-8Distance: 0.9 mi
- 3/10Winnebago High SchoolGrades: 9-12Distance: 0.9 mi
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- Illinois
- Winnebago County
- Winnebago
- 61088
- 9709 Cunningham Rd




