Nestled in serene rural pockets like High Street, Red Oak Road, and Baileyville Road, these three updated family homes on private lots—from 1.46 to 5.5 acres—offer versatile spaces for multi-generational living. Thoughtful modernizations blend with expansive garages, storage, and outdoor retreats including decks and ponds, all priced between $369,000 and $440,000. Discover retreats where history meets contemporary comfort.
Private 55-Acre Estate | $440,000


Kimberly Taylor

Kimberly Taylor
Set within a serene 5.5-acre park-like expanse, this exceptional rural estate blends timeless craftsmanship with thoughtful modern updates. The brick-and-sided residence offers four bedrooms and 3.5 baths, including two luxurious main-level suites perfect for multi-generational living or gracious hosting. Abundant natural light floods updated flooring and fresh interiors, while a heated three-stall garage adjoins a versatile bonus room equipped with a sink—ideal for hobbies or a private studio.
- Price:
- $440,000
- Size:
- 3,561 sq ft
- Contact:
- Kimberly Taylor, NextHome First Class, 815.541.5557
221 High Street | $429,900


Daniel M. Czuba

Daniel M. Czuba
Positioned near downtown West Chicago, this classic two-story home on a private, fenced lot artfully blends historic charm with thoughtful modern upgrades. A quaint front porch invites relaxed evenings, while handcrafted interior woodwork and a custom staircase highlight the residence’s timeless craftsmanship. Generous room sizes flow seamlessly, complemented by a finished basement for added versatility.
- Price:
- $429,900
- Size:
- 1,494 sq ft
- Contact:
- Daniel M. Czuba, Daniel & Associates Real Estate, 630.918.6129
Truly Exceptional Residence | $369,000


Josh Longamore

Josh Longamore
Situated on 1.46 acres within the Orangeville school district, this updated 2-story, 3-bedroom, 2-bath home blends modern comforts with expansive rural appeal. The heart of the residence features a refreshed kitchen boasting granite countertops, a soft-close cabinetry, pantry, eat-in space, and a seating island. Adjacent, a spacious family room centers around a thermostat-controlled gas fireplace beneath skylights, while a versatile living area doubles as formal dining. Main- and upper-level baths impress with granite vanities and walk-in showers, the latter with dual heads. Three generous bedrooms upstairs connect to pull-down attic storage.
- Price:
- $369,000
- Size:
- 2,082 sq ft
- Contact:
- Josh Longamore, Choice Realty, 815.238.6031















