*Middlebury Listing alert** Blending historic character with today's modern updates, this beautifully maintained 4 BR, 2 BA two-story home offers the best of both worlds just blocks from charming downtown Middlebury. Substantial historic baseboards and beautifully preserved original wood trim throughout reflect the timeless craftsmanship that makes homes of this era so desirable. Thoughtful updates include new flooring, a remodeled & expanded 2nd floor bath, a beautifully enlarged and fully remodeled second-floor bath, and select window updates. The freshly updated finished basement extends the home's living space with new paint, carpeting, and refreshed finishes, creating exceptional flexibility for a family room, recreation area, home office, or additional entertaining space. The exterior has been thoughtfully enhanced with refreshed landscaping, including the careful removal of overgrown trees and shrubs, creating a cleaner, more inviting setting that beautifully complements the home's historic character. Completing the property is an oversized detached 1-car garage with an adjoining 2-car carport, offering generous covered parking and added flexibility for vehicles, recreational equipment, or additional storage. Enjoy the best of small-town living just blocks from charming downtown Middlebury, where local restaurants, boutique shopping, parks, and community events are all just minutes away. The nearby Pumpkinvine Nature Trail offers miles of scenic walking, running, and biking, making it easy to enjoy the active outdoor lifestyle that makes Middlebury such a wonderful place to call home.