Vintage homes for sale & real estate in Winnebago County, IL

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ABOUT THIS HOME
Vintage Home for sale in Winnebago County, IL:
Investor Alert or an opportunity for someone handy or willing to invest in updating the basement. The main floor reflects the photos, while the basement needs some TLC. A great opportunity for someone willing to put in a little work. Rare opportunity to own nearly 3 acres (2 lots) right near the heart of Loves Park! This 3 bedroom, 2 bathroom ranch borders a serene nature preserve, offering privacy and country space without sacrificing city convenience. The main level features a seamlessly open layout, highlighted by a fully remodeled kitchen and a spacious living room centered around a massive picture window that brings the outdoors in. With 1,182 sq ft on the main floor, the home provides

$210,000

3 beds2 baths1,682 sq ft

2427 Windsor Rd, Loves Park, IL 61111

Nearly 3 acres • Spacious living room • 2.82 acre lot

ABOUT THIS HOME
Vintage Home for sale in Winnebago County, IL:
Great investment opportunity! Currently tenant-occupied, offering immediate cash flow. Bring your investors to see this well-maintained home conveniently located near SwedishAmerican Hospital. A great addition to any investment portfolio.

$99,900

3 beds1 bath1,148 sq ft

219 Adams St, Rockford, IL 61107

Immediate cash flow • Tenant occupied • Well maintained

ABOUT THIS HOME
Vintage Home for sale in Winnebago County, IL:
Great investment opportunity in the Harlem School District! This 3-bedroom, 1.5-bath property is being sold AS-IS due to fire damage and offers excellent potential for renovation and a future rental property. Down to the studs! Conveniently located near shopping, restaurants, schools, parks, and everyday amenities. With the right vision and improvements, this property could be a great addition to an investor’s portfolio or an affordable renovation project. Buyer to perform their own due diligence and inspections.

$90,000

3 beds1.5 baths1,557 sq ft

834 Grand Ave, Loves Park, IL 61111

Near shopping • Near restaurants • Conveniently located

ABOUT THIS HOME
Vintage Home for sale in Winnebago County, IL:
Great investment opportunity in Rockford with a tenant already in place. This well maintained 2 bedroom, 1 bath ranch offers a comfortable layout with hardwood floors, a spacious living room with fireplace, an eat in kitchen and plenty of natural light throughout. Additional features include an unfinished basement offering extra storage, a detached 2 car garage and a nice yard on a quiet tree lined street. Tenant is currently under lease through June 2027 at $1,100 per month and is responsible for all utilities, providing immediate rental income for the new owner. A great opportunity to add an occupied income producing property to your investment portfolio. Please independently verify all r

$130,000

2 beds1 bath1,020 sq ft

2019 Glenwood Ave, Rockford, IL 61103

Eat in kitchen • Hardwood floors • Spacious living room

ABOUT THIS HOME
Vintage Home for sale in Winnebago County, IL:
Charming 3 bedroom, 1 bath home in Machesney Park. Refinished hardwood floors, updated kitchen and baths. Unfinished basement for plenty of storage. Fenced yard and shed. New flat roof above attached 1.5 car garage and breezeway. This home is being sold as is, with inspections welcome for buyer's knowledge only. A great opportunity in a convenient Machesney Park location, schedule your showing today!

$169,900

3 beds1 bath1,105 sq ft

307 Superior Ave, Machesney Park, IL 61115

New flat roof • Fenced yard • Attached garage

Property at 3105 Landstrom Rd, Rockford, IL 61107, 4 beds, 4 baths

$499,900

4 beds4 baths3,487 sq ft

3105 Landstrom Rd, Rockford, IL 61107

Property at 629 Bohm Ave, Rockford, IL 61107, 3 beds, 1 bath

$150,000

3 beds1 bath1,708 sq ft

629 Bohm Ave, Rockford, IL 61107

Property at 1111 20th St, Rockford, IL 61104, 4 beds, 1.5 baths

$165,000

4 beds1.5 baths2,308 sq ft

1111 20th St, Rockford, IL 61104

Property at 1520 18th St St, Rockford, IL 61104, 3 beds, 1 bath

$115,000

3 beds1 bath1,348 sq ft

1520 18th St St, Rockford, IL 61104

Property at 9313 Baldwin Dr, Machesney Park, IL 61115, 4 beds, 2.5 baths

$275,000

4 beds2.5 baths2,800 sq ft

9313 Baldwin Dr, Machesney Park, IL 61115

Property at 2422 Ridge Ave, Rockford, IL 61103, 3 beds, 1.5 baths

$170,000

3 beds1.5 baths1,750 sq ft

2422 Ridge Ave, Rockford, IL 61103

Property at 2228-2230 10th St, Rockford, IL 61104, 4 beds, 2 baths

$270,000

4 beds2 baths1,188 sq ft

2228-2230 10th St, Rockford, IL 61104

Property at 1408 22nd St, Rockford, IL 61108, 3 beds, 2 baths

$190,000

3 beds2 baths1,120 sq ft

1408 22nd St, Rockford, IL 61108

Property at 2221 Sharon Ave, Rockford, IL 61103, 5 beds, 2 baths

$225,000

5 beds2 baths2,038 sq ft

2221 Sharon Ave, Rockford, IL 61103

Property at 310 W 3rd St, Pecatonica, IL 61063, 2 beds, 2 baths

$169,900

2 beds2 baths1,200 sq ft

310 W 3rd St, Pecatonica, IL 61063

Property at 321 S Prospect St, Rockford, IL 61104, 4 beds, 2 baths

$179,900

4 beds2 baths— sq ft

321 S Prospect St, Rockford, IL 61104

Property at 1208 Benton St, Rockford, IL 61107, 3 beds, 1 bath

$114,900

3 beds1 bath1,012 sq ft

1208 Benton St, Rockford, IL 61107

Property at 710 Kishwaukee St, Rockford, IL 61104, 6 beds, 2 baths

$164,900

6 beds2 baths2,684 sq ft

710 Kishwaukee St, Rockford, IL 61104

Property at 631 Sheridan Dr, Loves Park, IL 61111, 5 beds, 3.5 baths

$300,000

5 beds3.5 baths2,240 sq ft

631 Sheridan Dr, Loves Park, IL 61111

Property at 1822 E State St, Rockford, IL 61107, 3 beds, 2 baths

$219,900

3 beds2 baths1,856 sq ft

1822 E State St, Rockford, IL 61107

Property at 6319 Park Ridge Rd, Loves Park, IL 61111, 3 beds, 1.5 baths

$215,000

3 beds1.5 baths1,714 sq ft

6319 Park Ridge Rd, Loves Park, IL 61111

Property at 910 Garfield Ave, Rockford, IL 61103, 4 beds, 2 baths

$138,000

4 beds2 baths1,858 sq ft

910 Garfield Ave, Rockford, IL 61103

Property at 1307 Winthrop Ln, Rockford, IL 61107, 2 beds, 1 bath

$143,500

2 beds1 bath1,564 sq ft

1307 Winthrop Ln, Rockford, IL 61107

Property at 625 N 2nd St, Rockford, IL 61107, 4 beds, 2 baths

$130,000

4 beds2 baths2,638 sq ft

625 N 2nd St, Rockford, IL 61107

Property at 2243 Parmele St, Rockford, IL 61104, 3 beds, 1 bath

$125,000

3 beds1 bath1,844 sq ft

2243 Parmele St, Rockford, IL 61104

Property at 527 Grand Ave, Loves Park, IL 61111, 3 beds, 3 baths

$199,900

3 beds3 baths1,848 sq ft

527 Grand Ave, Loves Park, IL 61111

Property at 4097 Oaklane Rd, Rockford, IL 61109, 3 beds, 2.5 baths

$265,000

3 beds2.5 baths2,131 sq ft

4097 Oaklane Rd, Rockford, IL 61109

Property at 3420 Preston St, Rockford, IL 61102, 3 beds, 1 bath

$54,000

3 beds1 bath1,058 sq ft

3420 Preston St, Rockford, IL 61102

Property at 2352 Wisconsin Rd, Rockford, IL 61108, 2 beds, 1 bath

$177,500

2 beds1 bath1,434 sq ft

2352 Wisconsin Rd, Rockford, IL 61108

Property at 5094 Safford Rd, Rockford, IL 61101, 3 beds, 1.5 baths

$215,000

3 beds1.5 baths2,552 sq ft

5094 Safford Rd, Rockford, IL 61101

Property at 2807 18th Ave, Rockford, IL 61108, 4 beds, 1.5 baths

$240,000

4 beds1.5 baths2,218 sq ft

2807 18th Ave, Rockford, IL 61108

Property at 2919 Searles Ave, Rockford, IL 61101, 4 beds, 1 bath

$158,000

4 beds1 bath1,326 sq ft

2919 Searles Ave, Rockford, IL 61101

Property at 4216 Pinecrest Rd, Rockford, IL 61107, 3 beds, 2 baths

$246,000

3 beds2 baths1,850 sq ft

4216 Pinecrest Rd, Rockford, IL 61107

Property at 1202 Benton St, Rockford, IL 61107, 7 beds, 3 baths

$230,000

7 beds3 baths2,214 sq ft

1202 Benton St, Rockford, IL 61107

Property at 1304 Brownwood Dr, Rockford, IL 61107, 3 beds, 1.5 baths

$205,000

3 beds1.5 baths1,448 sq ft

1304 Brownwood Dr, Rockford, IL 61107

Property at 1328 Leaman Pl, Rockford, IL 61108, 4 beds, 1 bath

$225,000

4 beds1 bath1,960 sq ft

1328 Leaman Pl, Rockford, IL 61108

Property at 2111 Yonge St, Rockford, IL 61103, 3 beds, 1.5 baths

$173,900

3 beds1.5 baths1,960 sq ft

2111 Yonge St, Rockford, IL 61103

Property at 218 Euclid Ave, Rockford, IL 61102, 2 beds, 1 bath

$125,000

2 beds1 bath1,218 sq ft

218 Euclid Ave, Rockford, IL 61102

Property at 1725 Dave Ct, Rockford, IL 61104, 4 beds, 2 baths

$279,999

4 beds2 baths1,612 sq ft

1725 Dave Ct, Rockford, IL 61104

Property at 1113 22nd Ave, Rockford, IL 61104, 3 beds, 1 bath

$150,000

3 beds1 bath1,200 sq ft

1113 22nd Ave, Rockford, IL 61104

Property at 706 John St, Rockford, IL 61103, 4 beds, 3 baths

$240,000

4 beds3 baths1,716 sq ft

706 John St, Rockford, IL 61103

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Based on information submitted to the MLS GRID as of Tue Sep 22 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in Winnebago County

There are currently 189 vintage homes for sale in Winnebago County at a median listing price of $228K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winnebago County stay on the market for 24 days and receive 1 offers. This map is refreshed with the newest listings in Winnebago County every 15 minutes.

In the past month, 346 homes have been sold in Winnebago County. In addition to houses in Winnebago County, there were also 66 condos, 20 townhouses, and 59 multi-family units for sale in Winnebago County last month. Find your dream home in Winnebago County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winnebago County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winnebago County. If you're looking to sell your home in the Winnebago County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winnebago County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Vintage homes for sale & real estate in Winnebago County, IL

Vintage Homes for Sale in Winnebago County

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