2 Wilbur Boulevard Southside Poughkeepsie Colonial with Incredible Flexibility & Potential!! Charming and filled with natural light, this 3-bedroom colonial offers the perfect blend of character, comfort, and opportunity. Featuring beautiful hardwood floors throughout, a versatile bonus room ideal for a home office, den, guest room, or potential 4th bedroom, and an updated kitchen with granite countertops and stainless-steel appliances. The finished third level adds even more possibilities, offering a bonus room and partially completed bath ready for your vision-perfect for a future primary suite, guest retreat, studio, or additional living space. A separate entrance to an attached section of the home provides exceptional flexibility for extended family, guest accommodations, a home business, or potential mother-daughter setup with municipal approvals. Enjoy energy-efficient living with solar panels, ductless air conditioner heating and cooling systems, and an existing oil heating system for added convenience. Outside, you'll find a spacious yard, covered carport, and ample off-street parking. Ideally located just minutes from Vassar College, Vassar Brothers Medical Center, The Culinary Institute of America, shopping, dining, parks, and Metro-North. This is a truly exceptional opportunity offering space, versatility, energy efficiency, and room to add value in a prime Southside Poughkeepsie location. Whether you're looking for a primary residence, a multi-generational living opportunity, or an investment property with room to add value, this home delivers space, character, flexibility, energy efficiency, and incredible potential. Don't miss the opportunity to make this Southside Poughkeepsie treasure your own.