1 W Winding Road

Poughkeepsie, NY 12601

This beautifully restored 1925 English Tudor perched on a sunny corner in Poughkeepsie's historic Southside is just moments from the walking trails of Springside National Historic Site, which the property abuts. Solidly built and thoughtfully updated, the home blends the craftsmanship of its era with the comfort of modern living. The home is drenched in warm, natural light with large windows illuminating the gleaming hardwood floors. There is a sensible natural flow to the living space - the fireplace-anchored living room opens to a dazzling chef's kitchen with marble countertops, generous center island, Sub-Zero refrigerator, Wolf range, and Restoration Hardware lighting. Just beyond, a bright windowed sunroom offers a welcoming spot for reading, working, or morning coffee. French doors off the kitchen open to a private patio with an outdoor fireplace, perfect for entertaining. The home offers four bedrooms, including a convenient first-floor ensuite bedroom option. Upstairs the primary bedroom centers on a classic brick fireplace and is the perfect place to relax. Two additional rooms provide guest quarters or elegant work from home space. The beautifully finished marble spa bath is a soothing place to unwind. Walk-out basement adds valuable extra space, with laundry, full bath, and plenty of room for hobbies, and storage. The one car garage is conveniently located on this level as well. Set on a quiet cul-de-sac in one of the city's most coveted neighborhoods, the location offers easy access to Vassar and Marist Colleges, hospitals, Metro-North, Amtrak, and the dining and cultural life of downtown Poughkeepsie. A home that feels both rooted and refined--classic architecture, generous living spaces, and the ease of city living close at hand.

Listing courtesy of BHHS Nutshell Realty emily@nutshellrealty.com


Based on information submitted to the MLS GRID as of 2026-03-25 08:12 AM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.