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

18 homes

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$410,000

6 beds3 baths2,256 sq ft

8,712 sq ft lot • Garage • Built 1910

ABOUT THIS HOME
Vintage Home for sale in Kendall County, IL:
Welcome to this fantastic 5-bedroom, 2.5-bathroom home in highly sought-after Oswego, offering an exceptional layout designed for modern living. Step inside and discover a spacious and inviting floor plan perfect for families of all sizes. Upstairs, you'll find four generously sized bedrooms, each providing ample space and natural light. These versatile rooms offer the perfect environment for a dedicated home office, e-learning stations, or simply comfortable private retreats. Great loft area that can be used an extra office space, reading nook, you name it. The true highlight of this property extends outdoors to the large, private yard - an ideal setting for entertaining, gardening, or sim

$449,900

5 beds2.5 baths3,716 sq ft

206 Washington St, Oswego, IL 60543

Spacious floor plan • Private yard • Loft area

$325,000

4 beds2 baths— sq ft

28 Seneca Dr, Montgomery, IL 60538

9,360 sq ft lot • 2 garage spots • Built 1960

ABOUT THIS HOME
Vintage Home for sale in Kendall County, IL:
Welcome to your own slice of the country! This 16+ acre farm home runs on natural gas and offers the perfect mix of peace, space, and convenience-just minutes from town. The two-story farmhouse features approximately 2,531 square feet with new windows and full roof replacement. You can find 4 bedrooms, 3 full baths, an unfinished basement, and a 2-car heated garage. Inside, you'll find generously sized rooms, a spacious kitchen with a wood-burning stove and access to the back deck, plus a main-level bedroom and bath for added flexibility. Additionally, the home includes an interior gated dog run featuring a convenient exterior access door that opens directly into the garage. Upstairs includ

$775,000

4 beds3 baths2,531 sq ft

11071 Crimmin Rd, Newark, IL 60541

16.48 acre lot • 2 garage spots • Built 1916

ABOUT THIS HOME
Vintage Home for sale in Kendall County, IL:
This beautifully rebuilt 4/5 bedroom farmhouse sits on a spacious half-acre lot and includes an adjacent flex lot zoned B-3 (3/4 acre lot of 37,374 sq. ft) The home combines modern updates with inviting style and functional living spaces. The open-concept main level features a bright living area, large dining space, and a stunning kitchen designed for entertaining. The kitchen offers an oversized island with seating, custom cabinetry, quartz countertops, designer tile, and high-end stainless steel appliances including a range with pot filler. A built-in coffee bar with direct water connection adds convenience for daily use and entertaining. The main floor primary suite includes a luxury bat

$595,000

4 beds3 baths2,300 sq ft

11 Bristol Ridge Rd, Bristol, IL 60512

1.35 acre lot • 10 parking spots • Pool

Property at 317 E Dearborn St, Plano, IL 60545, 5 beds, 3 baths

$525,000

5 beds3 baths2,400 sq ft

317 E Dearborn St, Plano, IL 60545

Property at 903 S Main St, Yorkville, IL 60560, 3 beds, 1.5 baths

$399,500

3 beds1.5 baths1,580 sq ft

903 S Main St, Yorkville, IL 60560

Property at 19 Brookside Ln, Bristol, IL 60512, 3 beds, 2 baths

$425,000

3 beds2 baths1,509 sq ft

19 Brookside Ln, Bristol, IL 60512

Property at 19 Wyndham Dr, Montgomery, IL 60538, 4 beds, 1.5 baths

$300,000

4 beds1.5 baths1,600 sq ft

19 Wyndham Dr, Montgomery, IL 60538

Property at 2110 A-B State Route 31, Oswego, IL 60543, 3 beds, 2.5 baths

$839,000

3 beds2.5 baths3,561 sq ft

2110 A-B State Route 31, Oswego, IL 60543

Property at 302 N Center St, Plano, IL 60545, 3 beds, 2 baths

$265,000

3 beds2 baths1,260 sq ft

302 N Center St, Plano, IL 60545

Property at 321 E Main St E, Plano, IL 60545, 5 beds, 2.5 baths

$395,000

5 beds2.5 baths4,433 sq ft

321 E Main St E, Plano, IL 60545

Property at 2 N Van Buren St, Newark, IL 60541, 3 beds, 1 bath

$239,500

3 beds1 bath1,200 sq ft

2 N Van Buren St, Newark, IL 60541

Property at 16323 Griswold Springs Rd, Plano, IL 60545, 4 beds, 5 baths

$799,900

4 beds5 baths4,761 sq ft

16323 Griswold Springs Rd, Plano, IL 60545

Property at 34 N Adams St, Oswego, IL 60543, 2 beds, 1 bath

$435,000

2 beds1 bath1,200 sq ft

34 N Adams St, Oswego, IL 60543

Property at 6115 Rt. 34, Oswego, IL 60543

$595,000

— beds— baths— sq ft

6115 Rt. 34, Oswego, IL 60543

Property at 7619 Mill Rd, Yorkville, IL 60560

$3,900,000

— beds— baths— sq ft

7619 Mill Rd, Yorkville, IL 60560

Property at 8824 B Rt 34 Hwy, Yorkville, IL 60560

$1,500,000

— beds— baths— sq ft

8824 B Rt 34 Hwy, Yorkville, IL 60560

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LISTED BY REDFIN3D WALKTHROUGH

$337,000

3 beds1.5 baths1,664 sq ft

2 garage spots • Built 1910 • Listed 2 days

NEW 4 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Kendall County, IL:
WANT TO BE HOME FOR THE HOLIDAYS? I BET YOU "SHOREWOOD" ! NICELY UPDATED MOVE IN READY 3+1 BEDROOM, 1 BATH RANCH WITH FINISHED BASEMENT ON PICTURESQUE WOODED LOT CLOSE TO EVERYTHING! VINYL PLANK FLOORS, 6 PANEL DOORS, WHITE TRIM, STAINLESS APPLIANCES AND MORE! 23x13 FLEX ROOM (CURRENTLY SERVING AS PRIMARY BEDROOM) WITH VAULTED CEILING AND PATIO DOORS THAT LEAD TO PRIVATE DECK OVERLOOKING SPACIOUS FENCED YARD COULD BE USED AS FAMILY ROOM OR LIVING /DINING AREA! WALKING DISTANCE TO FOOD, SHOPPING, ENTERTAINMENT, AND WEST SHORE PARK/DUPAGE RIVER /CANOE LAUNCH! TROY GRADE SCHOOL/ JOLIET WEST HIGH SCHOOL! MINUTES TO I-55-I80 EXPRESSWAY! HURRY!

$265,000

4 beds1 bath1,544 sq ft

509 Jefferson St, Shorewood, IL 60404

Private deck • Fenced yard • Finished basement

$189,000

3 beds1 bath1,222 sq ft

208 W Sycamore St, Millington, IL 60537

Newer furnace • New carpet • New paint

ABOUT THIS HOME
Vintage Home for sale in Kendall County, IL:
Fresh paint and new appliances. Will be done painting sunday.

$220,000

4 beds1 bath888 sq ft

550 5th Ave, Aurora, IL 60505

8,976 sq ft lot • 3 parking spots • Built 1925

ABOUT THIS HOME
Vintage Home for sale in Kendall County, IL:
A truly rare opportunity awaits! This distinguished oversized lot with a 4-bedroom, 2-bath single-family home offers an exceptional blend of space, modern upgrades, and timeless appeal. Set on an expansive property, it features a beautiful brick patio and massive 3-car garage complete with a large loft-perfect for gatherings, entertaining, or creating the ultimate hobby room or private retreat. Inside, you're welcomed by a graceful foyer and a stunning staircase. The home balances comfort and style with an updated kitchen and renovated bathroom, bringing a fresh, modern feel throughout. An unfinished basement and large unfinished attic provide abundant storage as well as incredible potentia

$359,000

4 beds2 baths1,605 sq ft

610 Watson St, Aurora, IL 60505

Renovated bathroom • Brick patio • Large loft

ABOUT THIS HOME
Vintage Home for sale in Kendall County, IL:
This fully remodeled ranch-style home in town offers charm and modern comfort. It features all-new flooring and fresh paint throughout, along with a completely updated kitchen equipped with new cabinets, quartz countertops, and stainless steel appliances. Additional upgrades include new trim, doors, hinges, doorknobs, and light fixtures, as well as a new furnace, air conditioning system, and hot water heater. The deck has been recently restained, the landscaping refreshed, and a backyard shed provides extra storage. Easy to show-just go and show! Laundry is currently in the basement, but with a stackable washer & dryer, the hookups are on the first floor in one of the closets.

$199,900

2 beds1 bath972 sq ft

422 W 3rd St, Sandwich, IL 60548

Quartz countertops • New cabinets • New trim

Property at 506 S Lasalle St, Aurora, IL 60505, 2 beds, 1.5 baths

$220,000

2 beds1.5 baths1,132 sq ft

506 S Lasalle St, Aurora, IL 60505

Property at 24646 W Eames St, Channahon, IL 60410, 3 beds, 1 bath

$275,000

3 beds1 bath925 sq ft

24646 W Eames St, Channahon, IL 60410

Property at 415 Blackhawk St, Aurora, IL 60506, 5 beds, 2 baths

$315,000

5 beds2 baths1,597 sq ft

415 Blackhawk St, Aurora, IL 60506

Property at 1141 Homer Ave, Aurora, IL 60505, 3 beds, 1 bath

$259,900

3 beds1 bath1,399 sq ft

1141 Homer Ave, Aurora, IL 60505

Property at 441 N View St, Aurora, IL 60506, 4 beds, 2 baths

$260,000

4 beds2 baths1,232 sq ft

441 N View St, Aurora, IL 60506

Property at 324 Rosewood Ave, Aurora, IL 60505, 3 beds, 1 bath

$255,000

3 beds1 bath1,232 sq ft

324 Rosewood Ave, Aurora, IL 60505

Property at 328 Rosewood Ave, Aurora, IL 60505, 3 beds, 1 bath

$245,000

3 beds1 bath1,232 sq ft

328 Rosewood Ave, Aurora, IL 60505

Property at 175 S Harrison Ave, Aurora, IL 60506, 5 beds, 3.5 baths

$439,900

5 beds3.5 baths2,692 sq ft

175 S Harrison Ave, Aurora, IL 60506

Property at 1311 Kane St, Aurora, IL 60505, 3 beds, 2 baths

$255,000

3 beds2 baths816 sq ft

1311 Kane St, Aurora, IL 60505

Property at 309 E 3rd St, Sandwich, IL 60548, 6 beds, 2 baths

$354,900

6 beds2 baths4,000 sq ft

309 E 3rd St, Sandwich, IL 60548

Property at 149 S Gladstone Ave, Aurora, IL 60506, 4 beds, 2 baths

$280,000

4 beds2 baths1,424 sq ft

149 S Gladstone Ave, Aurora, IL 60506

Property at 310-312 Prairie St, Aurora, IL 60506, 3 beds, 2 baths

$285,000

3 beds2 baths— sq ft

310-312 Prairie St, Aurora, IL 60506

Property at 237 Ingleside Ave, Aurora, IL 60506, 3 beds, 2.5 baths

$354,900

3 beds2.5 baths1,600 sq ft

237 Ingleside Ave, Aurora, IL 60506

Property at 92 Maple St, Sugar Grove, IL 60554, 4 beds, 1 bath

$279,900

4 beds1 bath— sq ft

92 Maple St, Sugar Grove, IL 60554

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 Kendall County

There are currently 18 vintage homes for sale in Kendall County at a median listing price of $410K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Kendall County stay on the market for 53 days and receive 3 offers. This map is refreshed with the newest listings in Kendall County every 15 minutes.

In the past month, 174 homes have been sold in Kendall County. In addition to houses in Kendall County, there were also 22 condos, 221 townhouses, and 2 multi-family units for sale in Kendall County last month. Find your dream home in Kendall 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 Kendall County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Kendall County. If you're looking to sell your home in the Kendall County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Kendall 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 Kendall County, IL

Vintage Homes for Sale in Kendall County

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