Discover the perfect blend of city living and a country vibe with this charming and unique Historic farmhouse, beautifully renovated and situated on a rare triple lot in Southside Poughkeepsie. Nestled on a quiet, no-thru traffic street, this home is just a short walk from Vassar College, Arlington's vibrant restaurant scene, the local farmers market, Vassar Hospital, and Metro-North trains, offering an ideal mix of accessibility and tranquility. This historical 4-bedroom, 2-bathroom home exudes character, featuring 10-foot ceilings on the first floor and 9-foot ceilings on the second, along with hardwood floors throughout. The spacious front porch leads into a welcoming foyer, opening into a living room adorned with a stained glass window and a cozy fireplace with a wood-burning insert. The full dining room flows into a stylish chef's kitchen, equipped with double ovens, marble countertops, and stainless steel appliances, complemented by a second wood-burning fireplace and a separate pantry. Completing the first floor is a master bath with an oversized marble walk-in shower. Upstairs, the second floor offers four bedrooms and a recently refinished bathroom that features a luxurious clawfoot tub. The semi-finished attic, currently utilized as a workout space and storage area, is waiting for your personal touches to transform it into the flex space of your dreams whether that be a playroom, master suite, or anything else you desire. Step outside to your own private oasis, where a 1,400 sq ft cedar deck awaits, complete with a swimming pool and built-in cedar planters. The fully fenced backyard includes a newly installed driveway gate and playset, alongside a 2.5-car garage with workbenches and a separate shed. The mature landscaping throughout the property features herb and perennial gardens, adding to the home's tranquil atmosphere. Recent upgrades have enhanced the home's modern convenience, including a new furnace, central air, electrical panel upgrade, sewer liner, and perimeter fencing with a gate. The upstairs bathroom has been renovated with heated floors, while the pool boasts a new filter. Additionally, a new washing machine and dryer have been installed, ensuring this home is ready for its next chapter. Whether you're looking for a full-time residence, a weekend escape, or simply a home that marries historical charm with modern amenities, this unique and charming property offers it all. Don't miss this opportunity to own a piece of history with all the comforts of contemporary living. Taxes do not reflect STAR exemption or Homestead Savings.