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Set amid 1.2 acres of towering trees and natural beauty, this exceptional all-brick hillside ranch makes a striking impression with its timeless elegance, remarkable space, and incredible versatility. Tucked into North Barrington's desirable Oaksbury neighborhood, expansive spaces on both levels offer room to live beautifully-whether you're looking for a gracious, spacious home or the flexibility to accommodate multi-generational living. A welcoming front courtyard and bluestone walkway create a wonderful first impression. The eat-in kitchen features crisp white cabinetry, high-end appliances, and striking black soapstone countertops and opens to the formal dining room. A wood-burning fireplace adds warmth to the living room, while an impressive picture window frames the private backyard like a work of art. Beautiful hardwood floors flow throughout the main level. The walk-out lower level truly sets this home apart. Thoughtfully remodeled, it features a kitchenette and eating area, beautiful built-in cabinetry, two additional bedrooms, and an office. One spacious bedroom with an en-suite bath and wet bar was designed as an in-law suite, creating wonderful possibilities for extended family or guests. A second wood-burning fireplace flanked by built-in bookshelves anchors the lower-level living area, while sliding doors lead directly to the bluestone patio and peaceful backyard. Outside, mature trees create a serene backdrop for morning coffee, quiet evenings, or entertaining on the patio. An electronic fence adds convenience for pet owners while preserving the natural beauty of the property. Car enthusiasts, hobbyists, or anyone needing extra storage will appreciate both the attached two-car garage and detached one-car garage, which are connected by a charming garden wall. The owners have cared for the home with remarkable attention to detail, with improvements including two newer furnace and air-conditioning systems, refinished hardwood floors, a new front door, replacement garage doors, and numerous additional updates. All the windows have been replaced within the past 6 years, and the roof is from 2019. Close to Honey Lake, nature trails, Biltmore Country Club, and the restaurants and shopping of Barrington and Lake Zurich. This home offers a rare combination of space, privacy, and the flexibility to bring generations together while giving everyone room of their own.

Property Details of 458 Pinewoods Drive

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Listed by Kim Alden of Compass ((847) 254-5757)

Based on information submitted to MRED  as of October 13, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or MRED.   All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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