Shoreline charm meets unlimited potential at 208 Boston Street. This quintessential New England gem, set on a rare and sprawling 1.03-acre level lot, offers the ultimate "walk-to-town" lifestyle just steps from the historic Guilford Green. Whether you are looking for a savvy investment, a multi-generational living solution, or a grand single-family estate, this versatile property delivers. Currently configured as a 2-family residence, the home offers two distinct living spaces. The upper level features a bright 2-bedroom, 1-bathroom layout, while the lower level provides a comfortable 1-bedroom, 2-bathroom floor plan. With its classic colonial architecture and spacious interior, the property could easily be converted back into a stately single-family home tailored to your exact vision.The exterior is equally impressive, boasting a massive backyard that is a true rarity for properties so close to downtown. From the charming white picket fence to the expansive lawn, there is plenty of room for gardening, play, or future expansion. Enjoy the vibrancy of Guilford-stroll to boutique shops, local cafes, the library, and the harbor, all from your front door. The Ultimate Legacy Opportunity: 208 Boston Street is being offered individually or in conjunction with the adjacent, completely renovated home at 168 Union Street. Together, these two properties create an unparalleled family "compound" or a dual-investment portfolio in one of Connecticut's most coveted shoreline communities.