1744 Jackson Road

Penfield, NY 14526

Welcome to 1744 Jackson Road, a truly distinctive property offering space, flexibility, and incredible potential. ONE property, TWO distinct living spaces. Situated on nearly an acre, this property features a charming main residence plus a separate attached two-bedroom, two-bath apartment, creating an exceptional opportunity for extended family, guests, work-from-home space, or rental income. The approximately 1,500-square-foot main residence features three bedrooms, one full bath, a formal dining room, two comfortable living spaces, a first-floor den, and beautiful original hardwood flooring. A full basement provides laundry facilities and additional storage. The approximately 1,200-square-foot secondary residence feels like a home of its own, straight out of a magazine! It includes a main-floor primary suite with an attached full bath, a chef’s kitchen, and laundry. Winding stairs lead to a loft-style office area and an additional bedroom with an oversized walk-in closet. A second full bath features a Jacuzzi tub for an extra touch of comfort. Additional features include central air conditioning, separate utilities, regularly serviced mechanicals through the Isaac Gold Seal plan, and newer windows throughout, adding comfort and efficiency. Outside, you'll find mature flowering trees, a privacy berm, generous lawn and patio areas, a side deck, and a circular driveway that provide both beauty and functionality. Beautiful views overlook the backyard and private golf course, offering a picturesque backdrop throughout the seasons. A huge detached garage, built in 2015, adds even more flexibility, with second-floor storage and potential for a dedicated workspace or hobby area. The property may also offer the possibility of subdivision, providing another avenue for future development or investment potential. The vintage barn was recently removed, opening up wonderful views and creating an even greater sense of space and opportunity. Whether your vision is a private family compound, multigenerational residence, income-producing property, or short-term rental opportunity, this property delivers. Opportunities like this are RARE—come see the possibilities for yourself.

Listing courtesy of Laurie Dietrich of Hunt Real Estate ERA/Columbus (585) 313-3484



The data relating to real estate on this website comes in part from the Internet Data Exchange (IDX) Program of NYSAMLS’s. Real estate listings held by firms other than are marked with the IDX logo and detailed information about them includes the Listing Broker’s Firm Name.

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither the listing broker(s) nor shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. © Last checked: 2026-09-11 04:42 PM UTC CNYIS, UNYREIS, WNYREIS. All rights reserved.