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.
Est. $2,492 per month, based on comparable rentals
Sale and tax history for 1 W Winding Rd
Sale History
Tax History
Date
Event
Price
OneKey® MLS as Distributed by MLS Grid #974141
Jun 3, 2026
Sold
$670,000
$288/sq ft
Apr 23, 2026
Pending
—
Mar 24, 2026
Listed
$597,000
$257/sq ft
HVCRMLS #20261128
Jun 3, 2026
Sold
$670,000
$288/sq ft
Apr 23, 2026
Pending
—
Apr 4, 2026
Contingent
—
Mar 24, 2026
Listed
$597,000
$257/sq ft
+35
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.
OneKey® MLS as Distributed by MLS Grid #H4750484
Jul 22, 2018
Listing Removed
—
Mar 6, 2018
Price Changed
$549,900
$236/sq ft
Nov 20, 2017
Listed
$624,999
$269/sq ft
OneKey® MLS as Distributed by MLS Grid #M366530
May 22, 2018
Sold
$515,000
$221/sq ft
Oct 27, 2017
Listed
$549,900
$236/sq ft
Public Records
Jan 11, 2017
Sold
$140,000
$60/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$18,633 (+50.0%)
$69,300 + $476,000
$545,300
2024
$12,419 (+27.8%)
$69,300 + $415,600
$484,900
2023
$9,719 (+4.6%)
$69,300 + $320,200
$389,500
2022
$9,291 (−2.9%)
$63,000 + $291,100
$354,100
2021
$9,566 (−3.0%)
$63,000 + $258,900
$321,900
2020
$9,862 (+0.1%)
$63,000 + $237,800
$300,800
2019
$9,848 (+0.1%)
$63,000 + $226,200
$289,200
2018
$9,836 (−7.5%)
$63,000 + $226,200
$289,200
2017
$10,630 (+22.6%)
$63,000 + $220,500
$283,500
2016
$8,667 (+16.7%)
$63,000 + $217,700
$280,700
2015
$7,428 (+2.4%)
$63,000 + $212,200
$275,200
2014
$7,255
$63,000 + $217,800
$280,800
Public record
Public record
Zoning
Beds
3
Baths
1.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.36 Acres
Year renovated
—
Sq. Ft.
2,326
Year built
1925
Style
Single Family Residential
County
Dutchess County
APN
131300A00616100461665490000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 31, 2026.
RNA
Residential Neighborhood A District
The intent of the Residential Neighborhood A District RNA is to assist in the creation of neighborhoods with relatively open character for singleunit dwellings as well as to provide for low-impact facilities and uses that benefit from a low-density residential environment.
Property details
Parking
Parking Information
Carport YN: No
Parking Features: Driveway, Garage
Garage Information
Garage Spaces: 1
Has Garage
Interior
Fireplace Information
Fireplaces Total: 2
Fireplace Features: Bedroom, Living Room, Wood Burning
Heating & Cooling
Cooling: Central Air
Heating: Forced Air, Natural Gas
Interior Features
Interior Features: First Floor Bedroom,First Floor Full Bath,Built-in Features,Chefs Kitchen,Kitchen Island
Window Features: Casement
Laundry Features: In Basement
Appliances: Dishwasher, Dryer, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer
Construction Materials: Stone, Stucco, Wood Siding
Foundation Details: Stone
Waterfront YN: No
Lot Information
Additional Parcels YN: No
Lot Features: Back Yard, City Lot, Corner Lot, Cul-De-Sac
Property Information
Living Area Source: Public Records
Living Area (Sq. Ft.): 2326.00
Property Sub Type: Single Family Residence
Financial
Tax Information
Tax Year: 2026
Tax Source: Municipality
Tax Section: 6161
Tax Annual Amount: $12,697
Financial Information
Buyer Financing: Other
Utilities
Utility Information
Sewer: Public Sewer
Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Location
School Information
Elementary School: G W Krieger School
Elementary School District: Poughkeepsie City
Middle Or Junior School: Poughkeepsie Middle School
Middle Or Junior School District: Poughkeepsie City
High School: Poughkeepsie High School
High School District: Poughkeepsie City
Location 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.
County Or Parish: Dutchess County
Public facts
Beds: 3
Baths: 1.5
Sq. Ft.: 2,326
Stories: 2.0
Lot Size: 0.36 acres
Style: Single Family Residential
Year Built: 1925
Year Renovated: —
County: Dutchess County
APN: 131300A00616100461665490000
Home facts updated by county records on Jul 31, 2026
Around this home
Schools
Some nearby schools may not be within this home's attendance zone. Please check the Poughkeepsie City School District website to verify.
Poughkeepsie Middle School
Public 5-8 • 0.7mi
1/10
Poughkeepsie High School
Public 9-12 • 0.7mi
2/10
G W Krieger School
Public K-5 • 0.7mi
3/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 99° expected this year, 15 days in 30 years
4/10 Wind Factor
12% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 3 days in 30 years
Provided by First Street
Historical weather
Poughkeepsie, NY • 12601
Average low and high temperatures (°F)
33
18
37
19
54
32
64
42
71
50
83
60
87
67
81
61
77
54
67
43
53
34
38
22
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
93/ 100
Exceptional sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.6 hrs
6 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$620,000 – $750,000
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