About 1 W Winding Road
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, 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.
Features of 1 W Winding Road
| MLS® # | 974141 |
|---|---|
| Price | $597,000 |
| Sold Price | $670,000 |
| Date Sold | June 3rd, 2026 |
| Bedrooms | 4 |
| Bathrooms | 4.00 |
| Full Baths | 3 |
| Half Baths | 1 |
| Square Footage | 2,326 |
| Acres | 0.36 |
| Taxes | $12,697 |
| Year Built | 1925 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Tudor |
| Status | Closed |
Community Information
| Address | 1 W Winding Road |
|---|---|
| City | Poughkeepsie |
| County | Dutchess County |
| State | NY |
| Zip Code | 12601 |
| Adult 55+ Community | No |
Amenities
| Utilities | Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected |
|---|---|
| Parking | Driveway, Garage |
| # of Garages | 1 |
| Is Waterfront | No |
| Has Pool | No |
Interior
| Interior | Hardwood, Tile |
|---|---|
| Interior Features | First Floor Bedroom, First Floor Full Bath, Built-in Features, Chefs Kitchen, Kitchen Island |
| Appliances | Dishwasher, Dryer, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer |
| Heating | Forced Air, Natural Gas |
| Cooling | Central Air |
| Has Basement | Yes |
| Basement | Full, Partially Finished, Storage Space, Walk-Out Access |
| Fireplace | Yes |
| # of Fireplaces | 2 |
| Fireplaces | Bedroom, Living Room, Wood Burning |
Exterior
| Lot Description | Back Yard, City Lot, Corner Lot, Cul-De-Sac |
|---|---|
| Windows | Casement |
| Exterior | Stone, Stucco, Wood Siding |
School Information
| District | Poughkeepsie City |
|---|---|
| Elementary | G W Krieger School |
| Middle | Poughkeepsie Middle School |
| High | Poughkeepsie High School |
Additional Information
| Date Listed | March 24th, 2026 |
|---|---|
| Days on Market | 161 |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | BHHS Nutshell Realty |
|---|
