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Distinguished Georgian Revival residence originally built by renowned builder William S. Barrett, offering exceptional craftsmanship, gracious proportions, and timeless architectural character on nearly half an acre. Beautifully renovated and meticulously maintained, this impressive 5-bedroom, 4.1-bath home has been thoughtfully enhanced while preserving the quality and character that make it truly special. Designed for both gracious everyday living and memorable entertaining, the main level offers an exceptional floor plan with a formal living room, formal dining room, expansive family room with wet bar, and a four-season room accessible from both the kitchen and family room. The custom kitchen features beautifully crafted cabinetry and flows naturally into the home's gathering spaces. A main-level bedroom with an adjacent full bath provides tremendous flexibility for guests, multigenerational living, an in-law arrangement, or a private home office. Upstairs, the oversized primary retreat offers a true sense of privacy with a spacious spa-inspired bath and exceptionally generous walk-in closet. A second private en-suite is impressive in scale, comparable in size to many primary bedrooms while two additional bedrooms share a beautifully finished hall bath. All bathrooms have been thoughtfully updated and maintained. The spectacular finished lower level extends the home's entertaining possibilities with a full wet bar, comfortable media and game-day seating area, additional built-ins, and a separate flexible space ideal for a game room, playroom, fitness area, or recreation space. A deep closet, spacious utility/storage room, and two additional storage areas provide an abundance of practical space rarely found in a finished lower level. Outdoors, beautifully landscaped grounds and an expansive paver terrace create a private setting for dining, entertaining, and relaxing. A gracious circular drive and oversized 3.5-car garage complete the property. Exceptional scale, craftsmanship, functionality, and provenance, thoughtfully carried forward for today's lifestyle. A rare opportunity to acquire this distinguished residence, offered for sale for the first time since 2001. A detailed list of notable improvements and the home's maintenance history is available upon request.

Property Details of 137 Circle Ridge Drive

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Listed by Gabriela Chawla of Compass ((773) 562-1926)

Based on information submitted to MRED  as of October 9, 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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