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:
1002 S. OAK AVE. & 205 W. JOHN ST. - DUPLEX on a Corner Lot Tenant pays Gas and Electric utilities. Updates in Nov & Dec 2021 - New Kitchen in Main Floor, Electric Updated, Furnaces serviced, Some More New Windows & Both water heaters New 9/2021. Steel Roof.

$120,000

3 beds2 baths— sq ft

1002 Oak Ave S, Freeport, IL 61032

New kitchen • Steel roof • Corner lot

ABOUT THIS HOME
Vintage Home for sale in Stephenson County, IL:
Exquisite Tudor Estate on 14 Acres with Resort-Style Amenities - Step into a fabulous world of timeless elegance and modern luxury with this Stunning Tudor-style estate. This sprawling property is truly one-of-a-kind, offering everything you need for refined living and endless recreation-without ever leaving home. The stately main residence features 6+ bedrooms, main floor master suite, main floor laundry with a dog wash station, and beautiful modern updates that blend seamlessly with the classic architectural finishes you'd expect from this grand era-rich wood details, large windows, and steeply pitched gables. Designed for comfort and entertainment, the estate includes an indoor pool, a b

$2,650,000

6 beds5 baths6,500 sq ft

2407 W Galena Ave, Freeport, IL 61032

14.51 acre lot • 6 garage spots • Pool

ABOUT THIS HOME
Vintage Home for sale in Stephenson County, IL:
MOTIVATED SELLERS! 2 Story Home with 3 bedrooms, 2 baths, large eat-in kitchen, spacious living room, bonus room on main floor currently being used as an office, main floor laundry, back deck with patio, covered front porch, and an oversized one stall garage. Updates: Roof-2016, Flooring-2019, Windows-2019-2023, Central Air-2021, Patio-2022, Main Floor Laundry-2023, Front Porch and Back Deck-2024.

$199,900

3 beds2 baths1,874 sq ft

307 S Rantoul St. St, Lena, IL 61048

7,405 sq ft lot • Garage • Built 1860

ABOUT THIS HOME
Vintage Home for sale in Stephenson County, IL:
Historic charm meets modern comfort in this timeless Georgian estate in Freeport, Illinois. Built in 1920, this 4-bedroom, 3.5-bath brick masterpiece sits on 1.5 park-like acres surrounded by mature trees, gardens, and private outdoor spaces. With nearly 4,700 finished square feet across four levels, this home perfectly blends classic architecture and modern luxury. Step inside to a grand foyer with original woodwork, a sweeping staircase, and elegant details throughout. The spacious living room features a gas fireplace and sunroom with patio access — perfect for entertaining. A formal dining room connects to the updated kitchen with granite countertops, custom Graybil cabinetry, slat

$400,000

4 beds3.5 baths5,121 sq ft

1286 W Stephenson St, Freeport, IL 61032

Secret garden • Double entryway • Garden beds

ABOUT THIS HOME
Vintage Home for sale in Stephenson County, IL:
Charming 2-Bedroom With Newer Metal Exterior & 2-Car Garage — Dakota, IL Bring your vision! This 2-bed, 1-bath home offers a head start on the big-ticket items: newer roof, siding, and windows, plus a newer oversized 2-car garage. The exterior is all-metal for low maintenance and long-term durability. Inside, the home is partially finished—framing, mechanicals, and select rooms show progress—giving you the freedom to choose final finishes and layout details to suit your style. Generous yard, small-town setting, and easy access to local amenities. Whether you’re an owner-occupant wanting sweat-equity or an investor seeking a project with great upside, this prop

$79,900

2 beds1 bath1,232 sq ft

110 W Shaffer St, Dakota, IL 61018

Newer metal exterior • Newer roof • Newer siding

Property at 430 Hubbard St, Winslow, IL 61089, 3 beds, 3 baths

$224,900

3 beds3 baths3,140 sq ft

430 Hubbard St, Winslow, IL 61089

Property at 913 S 15th Ave, Freeport, IL 61032, 2 beds, 1 bath

$99,900

2 beds1 bath864 sq ft

913 S 15th Ave, Freeport, IL 61032

Property at 7707 US Rte 20 W, Lena, IL 61048, 3 beds, 1.5 baths

$199,900

3 beds1.5 baths2,457 sq ft

7707 US Rte 20 W, Lena, IL 61048

Property at 808 S Adams Ave, Freeport, IL 61032, 3 beds, 1 bath

$40,000

3 beds1 bath1,374 sq ft

808 S Adams Ave, Freeport, IL 61032

Property at 115 E South St, Freeport, IL 61032

$389,900

— beds— baths8,300 sq ft

115 E South St, Freeport, IL 61032

Property at 110-112 E Frank St, Freeport, IL 61032, 6 beds, 2 baths

$129,000

6 beds2 baths— sq ft

110-112 E Frank St, Freeport, IL 61032

Property at 309 W Pleasant St, Freeport, IL 61032, 2 beds, 3 baths

$89,900

2 beds3 baths— sq ft

309 W Pleasant St, Freeport, IL 61032

Property at 455 S State Ave, Freeport, IL 61032, 3 beds, 1 bath

$45,000

3 beds1 bath1,440 sq ft

455 S State Ave, Freeport, IL 61032

Property at 316 W American St, Freeport, IL 61032, 3 beds, 1 bath

$80,000

3 beds1 bath1,444 sq ft

316 W American St, Freeport, IL 61032

Property at 4 E Clark St, Freeport, IL 61032, 3 beds, 2 baths

$100,000

3 beds2 baths1,033 sq ft

4 E Clark St, Freeport, IL 61032

Property at 24-26 S Galena Ave, Freeport, IL 61032, 4 beds, 7 baths

$799,900

4 beds7 baths— sq ft

24-26 S Galena Ave, Freeport, IL 61032

Property at 1435 Bolkinwood Drive Dr, Freeport, IL 61032, 5 beds, 3 baths

$224,900

5 beds3 baths2,998 sq ft

1435 Bolkinwood Drive Dr, Freeport, IL 61032

Property at 720 S Carroll Ave, Freeport, IL 61032, 4 beds, 2 baths

$75,000

4 beds2 baths1,146 sq ft

720 S Carroll Ave, Freeport, IL 61032

Property at 107-109 E Frank St, Freeport, IL 61032, 4 beds, 4 baths

$125,000

4 beds4 baths— sq ft

107-109 E Frank St, Freeport, IL 61032

Property at 317 S Walnut Ave, Freeport, IL 61032, 4 beds, 3 baths

$125,000

4 beds3 baths— sq ft

317 S Walnut Ave, Freeport, IL 61032

Property at 102 E Fuller St, Freeport, IL 61032, 4 beds, 1 bath

$130,000

4 beds1 bath1,658 sq ft

102 E Fuller St, Freeport, IL 61032

Property at 330 E Winslow St, Freeport, IL 61032

$135,000

— beds— baths— sq ft

330 E Winslow St, Freeport, IL 61032

Property at 920 S Maple Ave, Freeport, IL 61032, 4 beds, 1.5 baths

$135,000

4 beds1.5 baths2,128 sq ft

920 S Maple Ave, Freeport, IL 61032

Property at 321-323 W Clark St, Freeport, IL 61032, 7 beds, 3 baths

$150,000

7 beds3 baths— sq ft

321-323 W Clark St, Freeport, IL 61032

Property at 921-923 S Galena Ave, Freeport, IL 61032, 9 beds, 3 baths

$200,000

9 beds3 baths— sq ft

921-923 S Galena Ave, Freeport, IL 61032

Property at 1258 S Galena Ave, Freeport, IL 61032, 3 beds, 2 baths

$125,000

3 beds2 baths— sq ft

1258 S Galena Ave, Freeport, IL 61032

Property at 310 N Cherry Ave, Freeport, IL 61032, 2 beds, 1 bath

$90,000

2 beds1 bath950 sq ft

310 N Cherry Ave, Freeport, IL 61032

Property at 817 S State Ave, Freeport, IL 61032, 3 beds, 1.5 baths

$90,000

3 beds1.5 baths1,233 sq ft

817 S State Ave, Freeport, IL 61032

Property at 309 S Walnut Ave, Freeport, IL 61032, 3 beds, 1 bath

$130,000

3 beds1 bath1,513 sq ft

309 S Walnut Ave, Freeport, IL 61032

Property at 821-823 S Carroll Ave, Freeport, IL 61032, 4 beds, 2 baths

$150,000

4 beds2 baths— sq ft

821-823 S Carroll Ave, Freeport, IL 61032

Property at 211 E Stephenson St, Freeport, IL 61032

$129,900

— beds— baths— sq ft

211 E Stephenson St, Freeport, IL 61032

Property at 758 W Moseley St, Freeport, IL 61032, 4 beds, 2.5 baths

$195,000

4 beds2.5 baths1,486 sq ft

758 W Moseley St, Freeport, IL 61032

Property at 328 W Carpenter St, Freeport, IL 61032, 4 beds, 1 bath

$100,000

4 beds1 bath— sq ft

328 W Carpenter St, Freeport, IL 61032

Property at 511 N Stanton St, Davis, IL 61019

$99,900

— beds— baths— sq ft

511 N Stanton St, Davis, IL 61019

Property at 6844 US Highway 20 Rd, Freeport, IL 61032, 3 beds, 2 baths

$349,900

3 beds2 baths1,584 sq ft

6844 US Highway 20 Rd, Freeport, IL 61032

Property at 1243 S Float Ave, Freeport, IL 61032, 3 beds, 2 baths

$110,000

3 beds2 baths1,360 sq ft

1243 S Float Ave, Freeport, IL 61032

Property at 313 W South St, Pearl City, IL 61062, 3 beds, 2 baths

$235,000

3 beds2 baths1,302 sq ft

313 W South St, Pearl City, IL 61062

Property at 918 S Fruit Ave, Freeport, IL 61032, 2 beds, 1 bath

$85,000

2 beds1 bath930 sq ft

918 S Fruit Ave, Freeport, IL 61032

Property at 108 W North St, Pearl City, IL 61062, 3 beds, 1 bath

$109,000

3 beds1 bath1,562 sq ft

108 W North St, Pearl City, IL 61062

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Based on information submitted to the MLS GRID as of Sat Nov 29 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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