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$597,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 1 Car Garage
See This Home
Save This Home
See This Home
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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.

Full Property Details for 1 W Winding Rd

General

  • Price: $597,000
  • Taxes: $12,697
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 974141
  • Updated: 3/25/2026
  • Added to Site: 17 day(s) ago

Interior

  • Number of Rooms: 12
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Built-in Features, Chefs Kitchen, Kitchen Island
  • Number of Fireplaces: 2
  • Fireplace(s): Bedroom, Living Room, Wood Burning
  • Appliances: Dishwasher, Dryer, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer
  • Laundry Facilities: Yes
  • Flooring: Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: In Basement

Exterior

  • Porch/Patio/Deck: Covered, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Driveway, Garage

Location

  • County: Dutchess County
  • Driving Directions: From Route 9/Main St: Turn onto Academy Street heading west. Continue up the hill and turn left onto W Winding Drive to end near cul-de-sac.

School Information

  • High School District: Poughkeepsie City
  • Elementary School: G W Krieger School
  • Middle School: Poughkeepsie Middle School
  • High School: Poughkeepsie High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air, Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

Structural Information

  • Architectural Style: Tudor
  • Detached/Attached: Detached
  • Construction: Stone, Stucco, Wood Siding
  • Basement: Yes
  • Basement Desc.: Full Basement, Partially Finished, Storage Space, Walk-Out Access
  • Windows: Casement
  • Sq. Ft. Source: Public Records
  • Year Built: 1925

Lot Features

  • Lot Size (Acres): 0.36
  • Lot Size (Sq. Ft.): 15,682
  • Lot Features: Back Yard, City Lot, Corner Lot, Cul-De-Sac

Financial Considerations

  • Tax Amount: $12,697

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 131300-6161-46-166549-0000
  • Block: 46
  • Lot Number: 166.549

Listed by BHHS Nutshell Realty

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Listing agents

— 1 W Winding Rd —

  • BHHS Nutshell Realty

  • BHHS Nutshell Realty

845-687-2200

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1 W Winding Rd

School District:Poughkeepsie City School District
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1 W Winding Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/25/2026
Listed
$597,000
15.92%
MLS
5/22/2018
Sold
$515,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1 W Winding Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$12,115
100%
$484,900
24%
2020
100%
$389,500
10%
2021
-100%
$354,100
10%
2021
$4,449
—
$321,900
7%
2021
$4,449
-55%
$300,800
4%
2020
$9,905
1%
$289,200
2%
2018
$9,836
-7%
$283,500
1%
2017
$10,630
23%
$280,700
2%
2016
$8,667
17%
$275,200
-2%
2015
$7,429
2%
$280,800
—
2015
$7,256
158%
$280,800
—
2013
$2,815
—
$280,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by BHHS Nutshell Realty

1 W Winding Road, Poughkeepsie, NY 12601 (MLS# 974141) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 1 W Winding Road is currently listed for $597,000 and was received on March 25, 2026. Want to learn more about 1 W Winding Road? Do you have questions about finding other Single Family real estate for sale in Poughkeepsie? You can browse all Poughkeepsie real estate or contact a Coldwell Banker agent to request more information.

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