Welcome to 189 Whipple Rd., where history meets opportunity in the heart of Kittery, Maine. This captivating 1940's residence not only exudes timeless charm but also offers a lucrative investment opportunity with its strong rental history. Step inside the main house and be greeted by the original cottage windows and a wood-burning fireplace, perfect for inviting gatherings and cozy evenings alike. The galley kitchen, with original 1940's cabinets and details, adds to the nostalgia. Upstairs you'll find three cozy bedrooms and a shared bath. The seasonal water views, front porch and spacious backyard further enhance its appeal, offering tenants and homeowners alike a sweet spot to call home. But the allure doesn't end there. Discover the detached garage, where a spacious 828 square foot recently renovated apartment awaits. A first floor bonus room with laundry and direct access to the garage bay leads up to a bedroom, bath, kitchen and living space. This additional dwelling has garnered its own impressive rental history, making it a valuable asset for investors or homeowners seeking supplemental income. Conveniently located near local amenities and attractions, including shops, dining establishments, and recreational activities, this locaton is in high demand. Whether you're looking to expand your investment portfolio or searching for a home with income potential, 189 Whipple Rd. presents a rare opportunity to own a piece of Kittery's history while reaping the rewards of its strong rental history. Schedule your showing today and seize the opportunity to own this unique property. PRE-INSPECTED. Showings by Appointment.