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Pauline Trottier
Licensed Real Estate Salesperson
REALTOR®
(607) 244-9368 Cell
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1 W Winding Road, Poughkeepsie, NY 12601

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Property Description

This beautifully restored 1925 English Tudor perched on a sunny corner in Poughkeepsies 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 chefs 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 citys 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.

1 W Winding Road | MLS# 20261128

This single family home located at 1 W Winding Road, Poughkeepsie, NY 12601 is currently listed for sale with an asking price of $597,000. This property was built in 1925 and has 4 bedrooms and 3 full and 1 partial baths with 2326 sq. ft. W Winding Road is located within the Poughkeepsie School District school district. Search Poughkeepsie real estate on pauline-trottier.timberlandproperties.com today.

Gallery

Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Central Air, Whole House Fan
Fireplaces: 2
Fuel Type: Gas
Garage: 1 car attached
Heating: Forced Air, Natural Gas
Home Style: Tudor
Lot Size: 0.36 Acres
Roof Type: Asphalt, Shingle
Taxes: $12,697
Year Built: 1925

Amenities

Bookcases
Kitchen Island
Primary Downstairs
Walk-In Closet(s)
Rain Gutters

Feature Descriptions

Appliances: Washer, Stainless Steel Appliance(s), Refrigerator, Range Hood, Gas Range, Dryer, Dishwasher
Days on Site: 13
Exterior: Stone, Stucco, Wood Siding
Fireplace: Living Room, Primary Bedroom, Wood Burning
Flooring: Hardwood, Tile
Laundry: Lower Level
Lot: City Lot, Corner Lot, Cul-De-Sac
Parcel #: 131300-6161-46-166549-0000
Parking: Garage Faces Rear, Driveway
Patio/Porch: Patio, Rear Porch
Road Frontage: City Street
Road Surface: Asphalt
Sewer: Public Sewer
SQFT Total: 2326
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Water: Public

Local Schools

School District: Poughkeepsie School District

Estimate Your Payment

Estimated Payment

$ 2,560.87 per month $1,328.66 Principal & Interest $1,058.08 Property Tax $174.13 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: BHHS Nutshell Realty

Shown By

Agent Name: Pauline Trottier
Agent Phone: (607) 244-9368 Cell
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/07/2026. The listing information on this page last changed on 04/07/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 04/07/2026 2:14:20 AM EST) or Global MLS (last updated Tue 04/07/2026 1:21:59 AM EST) or New York State Alliance MLS (last updated Tue 04/07/2026 2:10:30 AM EST) or Hudson Valley Catskill Region MLS (last updated Tue 04/07/2026 12:11:13 AM EST) or OneKey MLS (last updated Tue 04/07/2026 1:45:16 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless.

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