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

193 homes + 1 early access

Sort:

Recommended

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Winnebago County, IL:
This stunning 3-bedroom, 2-full-bath home has been beautifully updated while maintaining its warmth and character. Step inside to gorgeous hardwood floors and a cozy fireplace that creates an inviting atmosphere perfect for relaxing or entertaining. The updated kitchen features beautiful quartz countertops, generous workspace, and a built-in beverage cooler. All kitchen appliances were new in 2025, making this space as functional as it is stylish. The finished lower level offers a spacious family room—perfect for movie nights, entertaining, or simply relaxing. Additional updates include updated electrical in 2023, hot water heater 2025, and a new roof in 2025. Step outside to the bac

$199,900

3 beds2 baths3,159 sq ft

712 Paris Ave, Rockford, IL 61107

Quartz countertops • Updated kitchen • Cozy fireplace

NEW 2 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Winnebago County, IL:
Investors and owner-occupants, take note! This 3-bedroom home is full of potential and ready for your personal touch. With a little TLC, you can transform this property into a cozy home or a promising investment opportunity. Don’t miss your chance to make it your own!

$84,900

3 beds1 bath942 sq ft

1416 Woodruff Ave, Rockford, IL 61104

0.29 acre lot • Garage • Built 1800

NEW 5 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Winnebago County, IL:
Fresh updates, timeless charm, and room to spread out! This 4-bedroom, 1.5-bath home in the heart of Durand is move-in ready! Step inside to find fresh neutral finishes, updated flooring, and a bright, open living and dining area. The kitchen features dark cabinetry, stylish countertops, tile backsplash, stainless steel appliances, and modern fixtures. The updated bathroom includes a tiled walk-in shower. A breezeway connects the home to the 2-car garage and provides access to the brick patio and spacious fenced backyard with mature trees. With attractive curb appeal, generous living space, and a convenient central Durand location, this home checks so many boxes! Don't miss your opportunity

$219,900

4 beds1.5 baths1,700 sq ft

112 N Center St, Durand, IL 61024

Dark cabinetry • Tiled walk-in shower • Updated flooring

NEW 5 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Winnebago County, IL:
Freshly remodeled and ready for you to move in and enjoy! This Rockford ranch home features 3 bedrooms, 1 bathroom and a large oversized 2.5 car garage and features nearly 1100 sqft of living space. The interior has new LVP plank flooring throughout, freshly painted walls, brand new bathroom, kitchen countertop, new light fixtures and all new windows and entry doors! The exterior has new siding and roof! Conveniently located to schools, dining, shopping and more!

$180,000

3 beds1 bath1,084 sq ft

921 Stratford Ave Ave, Rockford, IL 61107

Remodeled • New bathroom • New light fixtures

NEW 8 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Winnebago County, IL:
Welcome to 327 Dawson Ave, a beautifully cared-for home where timeless character and craftsmanship can be found throughout. The predominantly brick exterior and inviting porch set the tone, while inside, beautiful hardwood floors and distinctive details give the home a warmth and personality all its own. The main level offers plenty of space to gather and enjoy, with a welcoming living room, family room, formal dining room, and a nicely sized kitchen with a peninsula and additional sitting/dinette area. Near the back entrance is an additional half bath that the current owners have used for storage. The space could easily be returned to use as a functional powder room. Upstairs are three bed

$230,000

3 beds2 baths1,979 sq ft

327 Dawson Ave, Rockford, IL 61107

Brick exterior • Distinctive details • Living room

Property at 2710 11th St, Rockford, IL 61109, 1 bed, 2 baths

$79,999

1 bed2 baths1,147 sq ft

2710 11th St, Rockford, IL 61109

Property at 3704 Chippewa Ave, Rockford, IL 61102, 2 beds, 1 bath

$110,000

2 beds1 bath1,086 sq ft

3704 Chippewa Ave, Rockford, IL 61102

Property at 2011 Douglas St, Rockford, IL 61103, 2 beds, 1 bath

$125,000

2 beds1 bath888 sq ft

2011 Douglas St, Rockford, IL 61103

Property at 30 Marquette Rd, Machesney Park, IL 61115, 2 beds, 1 bath

$94,900

2 beds1 bath1,045 sq ft

30 Marquette Rd, Machesney Park, IL 61115

Property at 328 Ralston Rd, Machesney Park, IL 61115, 4 beds, 2 baths

$210,000

4 beds2 baths2,213 sq ft

328 Ralston Rd, Machesney Park, IL 61115

Property at 3819 Latham St, Rockford, IL 61103, 2 beds, 1 bath

$170,000

2 beds1 bath1,279 sq ft

3819 Latham St, Rockford, IL 61103

Property at 7435 Mildred Rd, Machesney Park, IL 61115, 3 beds, 1 bath

$175,000

3 beds1 bath1,012 sq ft

7435 Mildred Rd, Machesney Park, IL 61115

Property at 617 Bohm Avenue Ave, Rockford, IL 61107, 3 beds, 1 bath

$160,000

3 beds1 bath1,242 sq ft

617 Bohm Avenue Ave, Rockford, IL 61107

Property at 1616 N Church St, Rockford, IL 61103, 3 beds, 1 bath

$120,000

3 beds1 bath1,928 sq ft

1616 N Church St, Rockford, IL 61103

Property at 3234 Bildahl St, Rockford, IL 61109, 2 beds, 1.5 baths

$120,000

2 beds1.5 baths823 sq ft

3234 Bildahl St, Rockford, IL 61109

Property at 7518 N 2nd St, Machesney Park, IL 61115, 4 beds, 2 baths

$227,900

4 beds2 baths2,236 sq ft

7518 N 2nd St, Machesney Park, IL 61115

Property at 408 Daisyfield Blvd, Rockford, IL 61102, 4 beds, 1 bath

$120,000

4 beds1 bath1,265 sq ft

408 Daisyfield Blvd, Rockford, IL 61102

Property at 7509 Randy Rd, Machesney Park, IL 61115, 2 beds, 1 bath

$159,900

2 beds1 bath1,108 sq ft

7509 Randy Rd, Machesney Park, IL 61115

Property at 620 James Ave, Rockford, IL 61107, 4 beds, 1 bath

$250,000

4 beds1 bath1,460 sq ft

620 James Ave, Rockford, IL 61107

Property at 133 S Chicago Ave, Rockford, IL 61104, 4 beds, 2 baths

$175,000

4 beds2 baths— sq ft

133 S Chicago Ave, Rockford, IL 61104

Property at 2911 18th Ave, Rockford, IL 61108, 3 beds, 1 bath

$180,000

3 beds1 bath1,466 sq ft

2911 18th Ave, Rockford, IL 61108

Property at 1028 Talmadge Ave, Machesney Park, IL 61115, 2 beds, 1 bath

$109,900

2 beds1 bath798 sq ft

1028 Talmadge Ave, Machesney Park, IL 61115

Property at 404 Pershing Ave, Machesney Park, IL 61115, 4 beds, 3 baths

$275,000

4 beds3 baths— sq ft

404 Pershing Ave, Machesney Park, IL 61115

Property at 16108 Anderson Rd, Pecatonica, IL 61063, 4 beds, 3 baths

$315,000

4 beds3 baths2,420 sq ft

16108 Anderson Rd, Pecatonica, IL 61063

Property at 1304 Montague St, Rockford, IL 61102, 4 beds, 2 baths

$199,900

4 beds2 baths1,714 sq ft

1304 Montague St, Rockford, IL 61102

Property at 5032 Illinois St, Loves Park, IL 61111, 3 beds, 1.5 baths

$199,900

3 beds1.5 baths995 sq ft

5032 Illinois St, Loves Park, IL 61111

Property at 1803 Ridgeland Rd, Rockford, IL 61103, 3 beds, 1 bath

$160,000

3 beds1 bath1,004 sq ft

1803 Ridgeland Rd, Rockford, IL 61103

Property at 9224 Baldwin Dr, Machesney Park, IL 61115, 3 beds, 1.5 baths

$249,900

3 beds1.5 baths956 sq ft

9224 Baldwin Dr, Machesney Park, IL 61115

Property at 2207 Paradise Blvd, Rockford, IL 61103, 3 beds, 1 bath

$159,000

3 beds1 bath936 sq ft

2207 Paradise Blvd, Rockford, IL 61103

Property at 1016-1018 Haskell Ave, Rockford, IL 61103, 8 beds, 5 baths

$250,000

8 beds5 baths— sq ft

1016-1018 Haskell Ave, Rockford, IL 61103

Property at 918 S 3rd St, Rockford, IL 61104, 3 beds, 1 bath

$105,000

3 beds1 bath1,157 sq ft

918 S 3rd St, Rockford, IL 61104

Property at 1616 Benton St, Rockford, IL 61103, 6 beds, 4 baths

$270,000

6 beds4 baths— sq ft

1616 Benton St, Rockford, IL 61103

Property at 1011 15th Ave, Rockford, IL 61104, 4 beds, 2 baths

$183,500

4 beds2 baths2,756 sq ft

1011 15th Ave, Rockford, IL 61104

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

$185,000

3 beds2 baths1,120 sq ft

1408 22nd St, Rockford, IL 61108

Property at 928 N Johnston Ave, Rockford, IL 61101, 4 beds, 3 baths

$180,000

4 beds3 baths2,336 sq ft

928 N Johnston Ave, Rockford, IL 61101

Property at 3320 Wesleyan Ave, Rockford, IL 61108, 2 beds, 1 bath

$184,900

2 beds1 bath1,361 sq ft

3320 Wesleyan Ave, Rockford, IL 61108

Property at 3104 Sunnyside Dr, Rockford, IL 61114, 3 beds, 1.5 baths

$244,900

3 beds1.5 baths1,760 sq ft

3104 Sunnyside Dr, Rockford, IL 61114

Property at 5502 Hollis Ave, Loves Park, IL 61111, 4 beds, 1.5 baths

$199,000

4 beds1.5 baths2,207 sq ft

5502 Hollis Ave, Loves Park, IL 61111

Property at 136 Huron Rd Rd, Machesney Park, IL 61115, 2 beds, 1 bath

$110,000

2 beds1 bath532 sq ft

136 Huron Rd Rd, Machesney Park, IL 61115

Property at 2015 Chestnut St, Rockford, IL 61102, 3 beds, 1 bath

$79,900

3 beds1 bath830 sq ft

2015 Chestnut St, Rockford, IL 61102

Property at 2831 Collins St, Rockford, IL 61109, 3 beds, 1 bath

$85,000

3 beds1 bath904 sq ft

2831 Collins St, Rockford, IL 61109

Viewing page 1 of 5

Based on information submitted to the MLS GRID as of Tue Oct 13 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 194 vintage homes for sale in Winnebago County at a median listing price of $225K. 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 28 days and receive 5 offers. This map is refreshed with the newest listings in Winnebago County every 15 minutes.

In the past month, 328 homes have been sold in Winnebago County. In addition to houses in Winnebago County, there were also 72 condos, 19 townhouses, and 52 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.

More real estate resources for Winnebago County, IL

More to explore in Winnebago County, IL

How to buy a house in Winnebago County, IL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Illinois

Chicago homes for sale
$375,000
Naperville homes for sale
$680,000
Schaumburg homes for sale
$339,900
Arlington Heights homes for sale
$487,700
Glenview homes for sale
$769,000
Evanston homes for sale
$449,999
Oak Park homes for sale
$419,500
Des Plaines homes for sale
$399,900
Orland Park homes for sale
$407,000
Downers Grove homes for sale
$550,000
Mount Prospect homes for sale
$475,000
Lombard homes for sale
$382,450
Glen Ellyn homes for sale
$596,500
Skokie homes for sale
$467,000
St. Charles homes for sale
$500,000

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

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

Vintage Homes for Sale in Winnebago County

More real estate resources for Winnebago County, IL

Nearby Counties

Cities

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Winnebago County, IL

How to buy a house in Winnebago County, IL

Popular Markets in Illinois