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

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ABOUT THIS HOME
Vintage Home for sale in Stephenson County, IL:
Charming Farmette in the Winnebago School District! Discover the best of country living on this inviting 2 bedroom, 1 bath farmette set on 1.5 acres. The home features a bright eat in kitchen that flows seamlessly into the adjoining living room, creating a warm and functional main living space. A versatile bonus room on the main floor offers endless possibilities. Perfect for a home office, crafting space, or a spacious mudroom. Outside, you'll appreciate the detached oversized 2 car garage along with multiple outbuildings, including a large shop ideal for storage, hobbies, or projects. With plenty of room to roam, garden, or simply enjoy the peace of rural life, this property offers the pr

$225,000

2 beds1 bath1,600 sq ft

2610 S Klinger Rd, Pecatonica, IL 61063

Eat in kitchen • Bonus room • Large shop

ABOUT THIS HOME
Vintage Home for sale in Stephenson County, IL:
Very nice brick and vinyl duplex consisiting of two Spacious 2 BR units, all separate utlities, 1 car garage included in lower rent ( section 8) and a separate 3 car garage. Property had roof issues but roof was new to the rafters in 2024, and building sports front and back staircases, walk-up attic and natural woodwork for that old world charm feeling.

$74,900

4 beds2 baths1,306 sq ft

21 W Dexter St, Freeport, IL 61032

Natural woodwork • Separate utilities • Walk-up attic

ABOUT THIS HOME
Vintage Home for sale in Stephenson County, IL:
Charming Clean Ranch on Nearly an Acre - Edge of Freeport! Welcome to this well-kept ranch home set on just under an acre at the edge of Freeport, offering the perfect blend of country privacy with the convenience of town nearby. The property includes a spacious two-stall detached garage, a small garden shed, and plenty of room for outdoor activities, gardening, or simply enjoying your open green space. Inside, the home offers comfortable living with a clean, functional layout. The property is serviced by well, septic, and natural gas-a great combination for simple, efficient living. A standout feature is the full, clean basement, offering excellent storage or workshop potential with 2nd L

$189,900

3 beds2 baths1,100 sq ft

3723 US Business 20 W, Freeport, IL 61032

Half bath • Basic shower setup • Small garden shed

ABOUT THIS HOME
Vintage Home for sale in Stephenson County, IL:
This bungalow with 2 bedrooms, full bath , kitchen and living room. Attic could be turned into a room. This house needs TLC. Sold “As Is”

$49,900

2 beds1 bath672 sq ft

1514 S Rawleigh Ave, Freeport, IL 61032

5,227 sq ft lot • Garage • Built 1932

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ABOUT THIS HOME
Vintage Home for sale in Stephenson County, IL:
Historic Freeport Home with Original Woodwork, Fruit Gardens & She Shed Studio Step into timeless beauty and modern comfort in this 1857-built home located in the heart of Freeport. Showcasing original woodwork, hardwood floors, and French doors, this spacious home offers flexible living areas and classic character throughout. The main floor features a double entry vestibule with a large closet, an inviting living room with French doors leading to a cozy sitting or music room with fireplace, and a bright kitchen with stainless steel appliances, breakfast bar, and pass-through to a huge formal dining room (or family room) complete with wall-to-wall closets and pantry space. You'll also

$179,900

3 beds2 baths1,994 sq ft

933 W Stephenson St, Freeport, IL 61032

Main-floor office • Backyard retreat • Original woodwork

Property at 108 E South St, Freeport, IL 61032, 2 beds, 2 baths

$110,000

2 beds2 baths954 sq ft

108 E South St, Freeport, IL 61032

Property at 603 S Galena Ave, Freeport, IL 61032, 4 beds, 1 bath

$31,200

4 beds1 bath2,075 sq ft

603 S Galena Ave, Freeport, IL 61032

Property at 106 W High St, Orangeville, IL 61060, 4 beds, 2 baths

$115,000

4 beds2 baths1,758 sq ft

106 W High St, Orangeville, IL 61060

Property at 22-24 W Clark St, Freeport, IL 61032, 4 beds, 2 baths

$49,900

4 beds2 baths— sq ft

22-24 W Clark St, Freeport, IL 61032

Property at 111 E Empire St, Freeport, IL 61032, 4 beds, 2 baths

$149,900

4 beds2 baths3,270 sq ft

111 E Empire St, Freeport, IL 61032

Property at 16-18 N Green Ave, Freeport, IL 61032, 6 beds, 4 baths

$45,000

6 beds4 baths2,083 sq ft

16-18 N Green Ave, Freeport, IL 61032

Property at 2406 Il Route 26 N, Freeport, IL 61032, 3 beds, 2.5 baths

$235,000

3 beds2.5 baths1,762 sq ft

2406 Il Route 26 N, Freeport, IL 61032

Property at 1468 S Float Ave, Freeport, IL 61032, 3 beds, 1 bath

$81,000

3 beds1 bath1,682 sq ft

1468 S Float Ave, Freeport, IL 61032

Property at 401 Shumway St, Lena, IL 61048, 2 beds, 2 baths

$189,900

2 beds2 baths2,025 sq ft

401 Shumway St, Lena, IL 61048

Property at 7372 W Dublin Rd, Freeport, IL 61032, 3 beds, 1 bath

$215,000

3 beds1 bath1,800 sq ft

7372 W Dublin Rd, Freeport, IL 61032

Property at 1452 S High Ave, Freeport, IL 61032, 2 beds, 1 bath

$39,900

2 beds1 bath1,238 sq ft

1452 S High Ave, Freeport, IL 61032

Property at 37-39 W Iroquois, Freeport, IL 61032, 4 beds, 2 baths

$60,000

4 beds2 baths— sq ft

37-39 W Iroquois, Freeport, IL 61032

Property at 312 E Buckeye Rd, Dakota, IL 61018, 3 beds, 2.5 baths

$549,000

3 beds2.5 baths1,904 sq ft

312 E Buckeye Rd, Dakota, IL 61018

Property at 321 W Garfield St, Freeport, IL 61032, 2 beds, 1 bath

$73,900

2 beds1 bath850 sq ft

321 W Garfield St, Freeport, IL 61032

Property at 207 South St, Lena, IL 61048, 3 beds, 2 baths

$129,900

3 beds2 baths1,568 sq ft

207 South St, Lena, IL 61048

Property at 826 S Park Blvd. Blvd, Freeport, IL 61032, 4 beds, 1.5 baths

$129,000

4 beds1.5 baths2,527 sq ft

826 S Park Blvd. Blvd, Freeport, IL 61032

Property at 1109 S Carroll, Freeport, IL 61032, 6 beds, 2 baths

$75,000

6 beds2 baths— sq ft

1109 S Carroll, Freeport, IL 61032

Property at 627 W Homer, Freeport, IL 61032, 2 beds, 1 bath

$69,900

2 beds1 bath720 sq ft

627 W Homer, Freeport, IL 61032

2 beds1 bath840 sq ft

5910 Unity Rd, Lena, IL 61048

Property at 43-45 W Iroquois St, Freeport, IL 61032, 4 beds, 3 baths

$62,000

4 beds3 baths— sq ft

43-45 W Iroquois St, Freeport, IL 61032

Property at 722 N Brewster Ave, Freeport, IL 61032

$16,900

— beds— baths— sq ft

722 N Brewster Ave, Freeport, IL 61032

Property at 1218 S State Ave, Freeport, IL 61032, 3 beds, 1.5 baths

$125,000

3 beds1.5 baths1,512 sq ft

1218 S State Ave, Freeport, IL 61032

Property at 515 E Stephenson St, Freeport, IL 61032

$95,000

— beds— baths— sq ft

515 E Stephenson St, Freeport, IL 61032

Property at 328 W Douglas St, Freeport, IL 61032, 6 beds, 3 baths

$104,900

6 beds3 baths— sq ft

328 W Douglas St, Freeport, IL 61032

Property at 2358 Chelsea Ave, Freeport, IL 61032, 3 beds, 1 bath

$159,000

3 beds1 bath2,472 sq ft

2358 Chelsea Ave, Freeport, IL 61032

Property at 140 E Walnut St, Cedarville, IL 61013, 3 beds, 2 baths

$154,900

3 beds2 baths1,263 sq ft

140 E Walnut St, Cedarville, IL 61013

Property at 8548 E Edwardsville Rd, German Valley, IL 61039, 4 beds, 3 baths

$559,900

4 beds3 baths2,800 sq ft

8548 E Edwardsville Rd, German Valley, IL 61039

Property at 7707 US Highway 20 Hwy, Lena, IL 61048, 3 beds, 1.5 baths

$199,900

3 beds1.5 baths2,457 sq ft

7707 US Highway 20 Hwy, Lena, IL 61048

Property at 703 W Cottonwood St, Freeport, IL 61032, 3 beds, 1 bath

$150,000

3 beds1 bath1,232 sq ft

703 W Cottonwood St, Freeport, IL 61032

Property at 309 W South St, Pearl City, IL 61062, 3 beds, 2 baths

$179,900

3 beds2 baths1,304 sq ft

309 W South St, Pearl City, IL 61062

Property at 402 S Walnut Ave, Freeport, IL 61032, 3 beds, 1 bath

$85,000

3 beds1 bath1,412 sq ft

402 S Walnut Ave, Freeport, IL 61032

Property at 816 S Harlem Ave, Freeport, IL 61032, 3 beds, 2 baths

$175,000

3 beds2 baths1,703 sq ft

816 S Harlem Ave, Freeport, IL 61032

Property at 1431 Il Route 75, Freeport, IL 61032, 3 beds, 2 baths

$229,900

3 beds2 baths2,158 sq ft

1431 Il Route 75, Freeport, IL 61032

Property at 2472 W Red Oak Rd, Freeport, IL 61032, 3 beds, 2 baths

$379,900

3 beds2 baths2,082 sq ft

2472 W Red Oak Rd, Freeport, IL 61032

Property at 1450 Winter Dr, Freeport, IL 61032, 2 beds, 1 bath

$110,000

2 beds1 bath768 sq ft

1450 Winter Dr, Freeport, IL 61032

Property at 303 S Freedom St, Lena, IL 61048, 3 beds, 2 baths

$159,500

3 beds2 baths1,733 sq ft

303 S Freedom St, Lena, IL 61048

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Based on information submitted to the MLS GRID as of Fri Nov 28 2025. 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 Stephenson County

There are currently 80 vintage homes for sale in Stephenson County at a median listing price of $164K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Stephenson County stay on the market for 63 days and receive 1 offers. This map is refreshed with the newest listings in Stephenson County every 15 minutes.

In the past month, 54 homes have been sold in Stephenson County. In addition to houses in Stephenson County, there were also 17 condos, 1 townhouse, and 20 multi-family units for sale in Stephenson County last month. Find your dream home in Stephenson 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 Stephenson County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Stephenson County. If you're looking to sell your home in the Stephenson County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Stephenson 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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