Set on a quiet cul-de-sac in the highly sought-after community of Eastborough, this architecturally significant mid-century modern residence offers a rare combination of scale, design integrity, and future potential. Often described as a “city within the city,” Eastborough is known for its private, residential character, winding streets, and access to exclusive neighborhood amenities including scenic lakes, walking paths, playgrounds, and gathering pavilions just moments from your door. Originally built in 1959, this sprawling 6 bedroom 5 bathroom home encompasses over 5,000 square feet and reflects an era where homes were designed with intention, flow, and craftsmanship. From the moment you arrive, the circular drive and covered entry set a tone of understated presence, while the DaVinci roof adds both durability and architectural continuity. Inside, the stone-walled foyer with slate tile flooring and vaulted ceiling creates a striking introduction, leading seamlessly into both formal and informal living spaces. The main living areas are anchored by a dramatic family room featuring exposed wood beam ceilings, rich wood plank detail, and a statement stone fireplace with a concrete hearth, creating a warm and inviting environment for both everyday living and entertaining. Expansive glass and sliding doors extend the experience outward, connecting the interior to a private courtyard designed for relaxation and gathering. The courtyard itself offers a compelling opportunity. Originally envisioned to accommodate a pool, the layout still supports that vision, while the surrounding covered patio provides shaded outdoor living throughout the day. A former bathhouse area has been thoughtfully adapted into a private office space with custom granite tile counters, offering flexibility for today's lifestyle while preserving the original design intent. The kitchen remains a true reflection of mid-century design, where form meets function. Terrazzo flooring, custom cabinetry, built-in features, and a vented indoor grill create a space that is both highly usable and architecturally authentic. A domed dining area framed by floor-to-ceiling windows captures panoramic views of the courtyard, while a dedicated coffee bar offers a quiet place to start the day. Additional features include a warming drawer, integrated spice storage, and both electric and gas cooking options. The primary suite is a retreat in itself, offering generous proportions, built-in shelving, and direct access to the courtyard. The en suite bath includes dual vanities, a separate powder area, and a walk-in closet with built-in organization. Throughout the home, extensive storage has been thoughtfully integrated, from hallway cabinetry to bedroom built-ins. With a total of six bedrooms and five bathrooms, including a private accessory dwelling unit, the layout offers flexibility rarely found in homes of this era. The ADU, created in 2020, includes its own entrance, full kitchen, laundry, and living space, making it ideal for extended living arrangements or income-producing opportunities. The finished basement, thoroughly updated in 2022 adds another layer of versatility, featuring updated lighting, luxury vinyl flooring, a wet bar, full bath, and multiple flex spaces including office and hobby areas. What sets this property apart is not just its size or location, but the level of preservation. The architectural details, materials, and design choices remain intact, a reflection of over 5 decades of meticulously maintained ownership. For those who understand mid-century design, this is not simply a home, but an opportunity to own and evolve a piece of architectural history in one of the area's most established communities. Call today to set up your private showing to fully appreciate what this home offers.