1 W Winding Rd

2,326 Sq. Ft.
$257 / Sq. Ft.
2,326
Sq. Ft.
$257
per Sq. Ft.

Description

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...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.
  1. Listed by Emily Daniels • BHHS Nutshell Realty
    P: (917)-741-7774 C: (917)-741-7774 emily@nutshellrealty.com
  2. Listed by Laurel Sweeney • BHHS Nutshell Realty
    P: (845)-325-4431 C: (845)-325-4431 laurel@nutshellrealty.com

Property Details for 1 West Winding Road

Zoning
R4
Basement YN
Yes
LISTING UPDATED: 03/25/2026 06:18 AM

Property Details for 1 West Winding Road

StatusActive
MLS #20261128
Days on Market4
Taxes$12,697 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1925
Lot Size0.36 AC / 15,681 SF
CountyDutchess County

Location

Listing Courtesy of BHHS Nutshell Realty
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Building Information for 1 West Winding Road

Stories2Year Built1925Building Size-Lot Size0.36 AC / 15,681 SF

Payment Calculator

$3,955 per month

30 year fixed, 6.11% Interest

Principal and Interest

$2,897

Property Taxes

$1,058

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 1 West Winding Road

Summary
Location and General Information
  • 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.
  • Township: Poughkeepsie
  • MLS Area Major: Poughkeepsie
  • County: Dutchess
  • Latitude: 41.688804
  • Longitude: -73.923953
  • MLS Area Major: Poughkeepsie
  • Sign On Property YN: Yes
Taxes and HOA
  • Association Fee: $.00
  • Parcel Number: 131300-6161-46-166549-0000
  • Tax Block: 46
  • Tax Legal Description: 131300-6161-46-166549-0000
  • Tax Annual Amount: $12,697.00
Parking
  • Attached Garage YN: Yes
  • Garage YN: Yes
  • Garage Spaces: 1.0
  • Garage YN: Yes
  • Attached Garage YN: Yes
  • Garage Spaces: 1.0
  • Driveway: Yes
  • Garage Faces Rear: Yes
Property
Lot Information
  • New Construction YN: No
  • Lot Size Acres: 0.36
  • Above Grade Finished Area: 2326.0
  • Below Grade Finished Area: 425.0
  • Living Area: 2326.0
  • Lot Size Area: 0.36
  • Lot Size Units: Acres
  • Lot Size Square Feet: 15681.6
  • Above Grade Finished Area: 2326.0
  • Below Grade Finished Area: 425.0
  • Lot Size Acres: 0.36
  • Tudor: Yes
  • Stone: Yes
  • Stucco: Yes
  • Wood Siding: Yes
  • City Lot: Yes
  • Corner Lot: Yes
  • Cul-De-Sac: Yes
  • Stream On Lot: Yes
  • City Street: Yes
  • House: Yes
Property and Assessments
  • Owner Name: Skirvin
  • Total Floor Plans Count: 0
  • Property Type: Residential,Single Family Residence
  • Year Built: 1925
  • Property Sub Type: Single Family Residence
  • New Construction YN: No
  • Page: 3777
  • Section: 6161
Taxes and HOA
  • Tax Assessed Value: 545300.0
  • Tax Lot: 166.549
Utilities
  • 100 Amp Service: Yes
  • Public Sewer: Yes
  • Cable Connected: Yes
  • Electricity Connected: Yes
  • Natural Gas Connected: Yes
  • Sewer Connected: Yes
  • Water Connected: Yes
  • Public: Yes
Interior and Exterior Features
Exterior Features
  • Stories: 2
  • Rain Gutters: Yes
  • Patio: Yes
  • Rear Porch: Yes
  • Shingle: Yes
Interior Features
  • Basement YN: Yes
  • Fireplaces Total: 2
  • Fireplace YN: Yes
  • Room Total: 0
  • Bathrooms Total (Integer): 4
  • Bathrooms Total (Decimal): 3.5
  • Bathrooms Total (Notational): 3.1
  • Cooling: Yes
  • Heating: Yes
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Half: 1.0
  • Fireplace YN: Yes
  • Dishwasher: Yes
  • Dryer: Yes
  • Gas Range: Yes
  • Range Hood: Yes
  • Refrigerator: Yes
  • Stainless Steel Appliance(s): Yes
  • Washer: Yes
  • Pull-Down Stairs: Yes
  • Exterior Entry: Yes
  • Interior Entry: Yes
  • Partially Finished: Yes
  • Storage Space: Yes
  • Walk-Out Access: Yes
  • Central Air: Yes
  • Whole House Fan: Yes
  • Living Room: Yes
  • Primary Bedroom: Yes
  • Wood Burning: Yes
  • Hardwood: Yes
  • Tile: Yes
  • Forced Air: Yes
  • Natural Gas: Yes
  • Bookcases: Yes
  • Kitchen Island: Yes
  • Primary Downstairs: Yes
  • Sun Room: Yes
  • Walk-In Closet(s): Yes
  • Lower Level: Yes
  • Casement Window(s): Yes
Mobile Home
Mobile Home Information
  • Sign On Property YN: Yes
Rental
Rental Information
  • Occupant Type: Owner
  • Occupant Name: *** NEW LISTING ***
  • Occupant Type: Owner
  • Occupant Name: *** NEW LISTING ***

Property History for 1 West Winding Road

DateEvent & SourcePriceAppreciation
May 22, 2018

Sold (Public Record)

Public Record #624345763

$515,000
May 22, 2018

Sold (Public Record)

Public Record #624345763

$515,000

+154.6% / yr

Dec 29, 2016

Sold (Public Record)

Public Record #588975149

$140,000
DateEvent & SourcePrice
05/22/2018

Sold (Public Record)

Public Record #624345763

$515,000
05/22/2018

Sold (Public Record)

Public Record #624345763

$515,000

+154.6% / yr

12/29/2016

Sold (Public Record)

Public Record #588975149

$140,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1 West Winding Road

Taxable ValueLand$69,300Additions$415,600Total$484,900
Tax Record2024$6,994 ($583 / month)
Home Facts
Beds3Baths1.5Total Finished SqFt2,326 SqFtAbove Grade Finished SqFt2,326 SqFtStories2Lot Size15,682 SqFtStyleSingle Family ResidenceYear Built1925ZoningR-1CountyDUTCHESSAPN131300 6161-46-166549-0000Fireplace TypeHas Fireplace

Schools near 1 West Winding Road

This home is within Poughkeepsie City School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 5 to 8
Public - 9 to 12
Public - K to 5
Rating
School
Distance
G W Krieger School
PublicK to 5

Poughkeepsie Middle School
Public5 to 8

Poughkeepsie High School
Public9 to 12

Gov George Clinton School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

1 West Winding Road is a single family home for sale in Poughkeepsie, NY 12601. This property was listed for sale on March 25, 2026 by BHHS Nutshell Realty, it's currently listed at $597,000. It has been on the market for a total of 4 days and was last sold on May 22, 2018. This listing's school district is Poughkeepsie City School District. Nearby schools include G W Krieger School, Poughkeepsie Middle School and Poughkeepsie High School. 1 West Winding Road is a 4-bed, 4-bath, 2,326 sqft single family home built in 1925.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of BHHS Nutshell Realty

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale or lease on this webpage comes from the the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. Real estate listings held by brokerage firms other than Compass are marked with a OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS or Ulster County Board of REALTORS Logo. Use of these search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. The accuracy of all information is deemed reliable but not guaranteed and should be verified through personal inspection by and/or with appropriate professionals. The data contained herein is copyrighted by the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Information Copyright 2026, OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. All rights reserved. Data last updated: 03/25/2026 06:18 AM