Nestled in the highly sought-after, wonderfully walkable Holyoke Highlands, 116 Pleasant Street is a captivating 1913 Stucco Colonial combining rich historic character with major modern updates! Offering 4 bedrooms, 2.5 baths, and 2,430 sq. ft. of living space, this classic residence boasts rare privacy with generous spacing between neighboring properties and a tranquil setting bordered by mature trees. Inside, discover timeless 20th-century craftsmanship combined with a renovated kitchen (2018) and modern bathrooms. Gather in expansive living spaces with classic built-ins, or relax in the seller's favorite room-a sun-drenched sunroom with oversized windows showcasing serene views of the private backyard. Step out onto the back deck re-built in 2020, perfect for outdoor dining overlooking a private, fully fenced back yard with a dedicated garden area and storage shed. Exceptional mechanical and system updates offer complete peace of mind, including an upgraded 200-amp electrical panel (knob & tube removed), brand-new gas hot water heater (2023), a reliable Burnham ES2 gas boiler (2014), and 2nd-floor AC for summer comfort. Enjoy the financial benefit of Holyoke Gas & Electric (HG&E) utility pricing. Active lifestyle enthusiasts will love being just minutes to Mt. Tom Reservation, Holyoke Rows and nearby Jones Point Park. Complete with an attached garage and a full basement for extra storage, this home offers period charm and key infrastructure upgrades situated on a beautiful private lot. Open Houses Thursday (8/13) 4pm-6pm and Saturday (8/15) 12pm-2pm.