UNIQUE IN-TOWN INVESTMENT opportunity in the heart of Oak Bluffs. This COMMERCIALLY ZONED B1 property offers flexibility and a strong existing rental history. Built in 2017, the MULTI-FAMILY building combines modern efficiency with an unbeatable location - just a short stroll to Oak Bluffs harbor, the Inkwell Beach, art galleries, shopping on Circuit Avenue, restaurants, the Historic Flying Horses Carousel and MVCMA campground. The FRONT HOUSE features a spacious light filled living room & modern kitchen with stainless steel appliances, half bath and laundry room. Go Upstairs to 2 bedrooms & Full bath. Six foot high Basement underneath. A BRIGHT, ENERGY-EFFICIENT ATTACHED YEAR-ROUND COTTAGE (UNIT B), offers approximately 350 square feet of thoughtfully designed living space. The unit features a first floor bedroom, living area, full kitchen with quartz countertops, tile flooring throughout, a full bathroom, and in-unit laundry. Additional highlights include a crawl space, maintenance-free composite decking, a shared brick patio, and an outdoor shower shared-perfect for easy, comfortable year-round living and enjoying the Vineyard Lifestyle. THE DETACHED REAR COTTAGE (UNIT R) offers approximately 600 square feet of living space, including the loft, with high vaulted ceilings, exposed wood beams, and an abundance of natural light throughout the open living and dining areas. The kitchen features granite countertops, a glass accent tile backsplash, and Stainless steel appliances. A first floor bedroom and full bath open out to a fenced-in area and private enclosed outdoor shower. Additional highlights include a roomy loft area, full size in-unit laundry, and a bluestone patio surrounded by beautiful landscaping. This is a charming and efficient year-round retreat. UPGRADES INCLUDE: 41 solar panels installed in July 2021, state-of-the-art energy-efficient utilities, and low-maintenance composite decking. The structure is insulated with 1.5-inch closed-cell foam on the walls and 3-inch closed-cell foam on the roof and interior walls, ensuring year-round comfort and reduced energy costs. Additional features include energy-efficient heat and A/C pumps throughout and ENERGY-COMPLIANT windows. A RARE BLEND OF COMMERCIAL ZONING, MODERN CONSTRUCTION, and a LOCATION PRIME WALK-TO-TOWN- ideal for investors or those seeking both income potential and in-town convenience. Don't miss this opportunity to own a RARE OAK BLUFFS GEM-a truly exceptional property.