Classic Bethesda charm meets exceptional opportunity behind an adorable white picket fence, set on an expansive, beautifully landscaped lot in one of the area's most sought-after locations. This timeless cottage sits on a rare oversized lot with a fully fenced backyard framed by mature trees and lush plantings, offering an extraordinary sense of space and natural beauty. Thoughtfully expanded by the current owner, the home offers a versatile, functional floor plan enhanced by timeless architectural character. A welcoming marble entryway opens to an inviting living room anchored by a charming fireplace. Just beyond, the addition features vaulted ceilings and custom built-ins- an exceptional space for a home office, library, den, or secondary living area filled with warmth and character. Hardwood flooring extends throughout the main and upper levels, complementing the home's classic appeal. The formal dining room flows into a kitchen full of personality, featuring generous cabinetry, ample workspace, and an inviting breakfast area reminiscent of a cozy English cottage. A door off the kitchen opens directly to the backyard and deck, creating effortless indoor-outdoor living and entertaining. The main level also includes a bedroom and full bathroom, offering outstanding flexibility for guests, extended stays, or convenient main-level living. Upstairs, three additional bedrooms share a full hall bathroom, maintaining the home's traditional layout. The finished lower level adds valuable living space with a generous recreation room, powder room, dedicated laundry area, abundant storage, and direct interior access to the attached garage. Outdoors, the expansive backyard is the true centerpiece. Fully fenced and surrounded by mature landscaping, it feels like a private garden retreat with ample room for entertaining, recreation, future expansion, or simply enjoying the peaceful setting. Exceptional off-street parking includes an attached one-car garage plus a spacious driveway with room for at least three additional vehicles, thanks to the extended parking area alongside the driveway. Perfectly positioned just minutes from Downtown Bethesda and the renowned Bethesda Row district, residents enjoy effortless access to premier shopping, dining, and entertainment-roughly five minutes to the Bethesda Metro, with NIH, Walter Reed National Military Medical Center, the Medical Center Metro, parks, and major commuter routes all close at hand. Zoned for the highly acclaimed Bradley Hills Elementary, Pyle Middle, and Walt Whitman High School cluster, this is an exceptional opportunity to own a classic Bethesda home on an oversized lot behind a storybook picket fence!