Orange County  »  12549  »  Winding Hill Rd  »  544 Winding Hill Rd

544 Winding Hill Road, Montgomery, NY 12549 - Property report

Also known as: 544 Winding Hill Rd

Property image for 544 Winding Hill Road, Montgomery, NY 12549
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Property type

One Family Year-Round Residence (210)

Year built

2001

Acreage

7.3

Sale price

$450,000

General information

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Access up-to-date information from property owner names to sales history, deeds, tax info, mortgages, development data, planimetric maps and more.

Address
Primary address
544 Winding Hill Road
ZIP code
12549
County
Orange
Neighborhood
Pine Bush
Parcel ID
17-1-57.500

Owner

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Sales
Sale date
03/09/2021
Sale price
$450,000
Arm's length
Tax
Tax year
2025-2026
Current property tax
$12,687
Zoning & Use
Zoning
RA
Building
Property type
One Family Year-Round Residence (210)
Building sq. ft.
2943
Buildings on lot
1
Stories
2
Year built
2001
AC
Yes
Rooms
7
Bedrooms
4
Bathrooms
3
Half bathrooms
1
Condition
Good
Exterior wall
Wood
Building style
Colonial
Kitchen
1
Basement
Full
Fireplaces
1
Heating
Hot water/steam
Fuel
Oil
First story sq. ft.
Second story sq. ft.
Lot
Acreage
7.3
Water
Private
Sewer
Private

Area overview

Walk score
0 /100.  Car-Dependent
Transit score
0 /100.  Minimal Transit
Bike score
24 /100.  Somewhat Bikeable
School district
332601

View more such as transportation, nearby schools and risk designations.

Ownership

Ownership information for 544 Winding Hill Road, Montgomery, NY

Property owner name
Registered owner
Source
Deed
Owner contact information
Phone number
Owner address
Documents

Sales history for 544 Winding Hill Road, Montgomery, NY 12549

Sale date Sale price Buyer name Seller name
03/09/2021 $450,000 XXXXXXXXX XXXXXXX X XXXXXX XXXXXXXX X XXXXXXXXX XXXXXXX XXXXXXX X
04/15/2015 $352,000 XXXXXXX XXXXXXX X XXXXX XXXXXXX X
02/28/2002 $310,000 XXXXX XXXXXXX X & X XXXXXXXXXX XXX

*Most recent sales on record for this property.

More about Orange County property records.

Title documents

Date Type Amount Party 1 Party 2
03/31/2021 - R
03/09/2021 - D		 Mortgage
(RP / MTG)		 XXXXXXXXX XXXXXXX X XXXXXX XXXXXXXX X XXXXXXXXX XXXXXX XXXXXXXXX XXX XXX XX XXX XXXXXXXX XXXXXXXXXX XXXXXXXXXXXX XXXXXXX XXX XXX
03/31/2021 - R
03/09/2021 - D		 Deed XXXXXXX XXXXXXX X XXXXXXXXX XXXXXXX X XXXXXX XXXXXXXX X XXXXXXXXX
04/21/2015 - R
04/15/2015 - D		 Deed XXXXX XXXXXXX X XXXXXXX XXXXXXX X
03/07/2002 - R
02/28/2002 - D		 Deed X & X XXXXXXXXXX XXX XXXXX XXXXXXX

*Most recent recorded documents on file for this property.

R: Recorded date
D: Document date

Tax

Property taxes for 544 Winding Hill Road, Montgomery, NY

Property tax data includes tax amount, market value and assessed value, exemptions, abatements and assessment history.

Current property tax
Tax year
2025-2026
Property tax
$12,687
Recent tax assessments
Market value
$710,800
Land value
$23,300
Building value
$687,500
Assessed value
$159,000

More about Orange County property taxes

Assessment history

See the assessment and property tax history, including the evolution of the total tax rate and corresponding property tax amount.

Tax year Market value Assessed value Tax rate Property tax Y-o-Y change
2025 $658,100 $159,000 79.7907 $12,687 +277.26%
2024 $651,400 $159,000 21.15 $3,363 -13.84%
2023 $524,200 $156,000 25.02 $3,903 -15.30%
2022 $444,100 $156,000 29.54 $4,608 -4.00%
2021 $444,100 $156,000 30.77 $4,800 -5.00%
2020 $416,000 $156,000 32.39 $5,053 -2.79%
2019 $400,000 $156,000 33.32 $5,198 n/a
Permits

Permit information for 544 Winding Hill Road, Montgomery, NY

Issued date Permit number Permit type Sub type Valuation Finaled date Status
03/07/2025

*Most recent permit on record for this property.

Neighborhood

Risk

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FEMA flood zones

FEMA flood zones
X

Transportation

Daily traffic map
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Access the detailed traffic volume map for 544 Winding Hill Road, Montgomery, NY 12549 to see estimated average daily traffic on streets surrounding the property as well as the types of properties in its vicinity.

Schools

Nearest elementary schools

Name Rating Type Grade range No of students Distance (miles)
Montgomery Elementary School 4 Public K-5 548 3.23
Montgomery Montessori School NR Private PK, K-8 0 3.26
Montgomery Montessori School NR Private PK, K-8 0 3.26
Pine Bush Elementary School 6 Public PK, K-5 649 3.59
Pine Bush Elementary School 6 Public PK, K-5 649 3.59
E J Russell Elementary School 3 Public PK, K-5 523 3.86
E J Russell Elementary School 3 Public PK, K-5 523 3.86
Chapel Field Christian School NR Private PK-12 277 4.23
Chapel Field Christian School NR Private PK-12 277 4.23
Harmony Christian School NR Private PK-12 160 4.65
Nearest middle schools

Name Rating Type Grade range No of students Distance (miles)
Montgomery Montessori School NR Private PK, K-8 0 3.26
Crispell Middle School 6 Public 6-8 633 4.09
Valley Central Middle School 4 Public 6-8 982 4.10
Chapel Field Christian School NR Private PK-12 277 4.23
Harmony Christian School NR Private PK-12 160 4.65
Circleville Middle School 3 Public 6-8 450 5.12
Most Precious Blood School NR Private PK-8 135 5.49
John G Borden Middle School 4 Public 7-8 432 6.97
Middletown Twin Towers Middle School 4 Public 6-8 858 9.03
The Birch School NR Private 1-12 0 9.40
Nearest high schools

Name Rating Type Grade range No of students Distance (miles)
Pine Bush Senior High School 7 Public 9-12 1,615 3.64
Valley Central High School 7 Public 9-12 1,346 4.16
Chapel Field Christian High School NR Private 9-12 118 4.23
Chapel Field Christian School NR Private PK-12 277 4.23
Harmony Christian School NR Private PK-12 160 4.65
Wallkill Senior High School 8 Public 9-12 1,004 7.56
Middletown High School 5 Public 9-12 2,523 8.76
Goshen Central High School 7 Public 9-12 1,017 9.25
The Birch School NR Private 1-12 0 9.40
Birch School NR Private 1-12 23 9.41

Data provided by GreatSchools.org © 2026. All rights reserved.

Neighbors for 544 Winding Hill Road, Montgomery, NY

23 Route 48, Pine Bush 42 Route 48, Pine Bush 500 Winding Hill Rd, Montgomery 510 Winding Hill Rd, Montgomery 2 Route 17, Tuxedo Park 538 Winding Hill Rd, Montgomery 514 Winding Hill Rd, Montgomery 192 Meadowood Rd, Montgomery 29 Route 48, Pine Bush 830 Route 302, Pine Bush 235 Winding Hill Rd, Montgomery 801 Route 302, Pine Bush 701 Route 302, Pine Bush 239 Winding Hill Rd, Montgomery 304 Meadowood Rd, Montgomery 285 Youngblood Rd, Montgomery 176 Route 17, Pine Bush 629 Bullville Rd, Montgomery 318 Meadowood Rd, Montgomery 711 Bullville Rd, Montgomery

Nearby ZIP codes for 544 Winding Hill Road, Montgomery, NY

10914, Orange County, NY 10915, Orange County, NY 10916, Orange County, NY 10918, Orange County, NY 10919, Orange County, NY 10924, Orange County, NY 10941, Orange County, NY 10985, Orange County, NY 10992, Orange County, NY 12420, Ulster County, NY 12525, Ulster County, NY 12543, Orange County, NY 12548, Ulster County, NY 12566, Orange County, NY 12566, Ulster County, NY 12575, Orange County, NY 12577, Orange County, NY 12586, Orange County, NY 12589, Orange County, NY 12589, Ulster County, NY 12721, Orange County, NY 12721, Sullivan County, NY 12722, Sullivan County, NY

Frequently asked questions

What is the year built for 544 Winding Hill Road, Montgomery, NY 12549?

The development at 544 Winding Hill Road, Montgomery, NY 12549 was built in 2001.

What is the total square footage of 544 Winding Hill Road, Montgomery, NY 12549?

544 Winding Hill Road, Montgomery, NY 12549 has a total of 2,943 square feet.

When was 544 Winding Hill Road, Montgomery, NY 12549 last sold and what was the sale price?

544 Winding Hill Road, Montgomery, NY 12549 was last sold on 03/09/2021 for $450,000.

What is the assessed value of 544 Winding Hill Road, Montgomery, NY 12549?

544 Winding Hill Road, Montgomery, NY 12549 is currently assessed at $159,000.

What are the property taxes for 544 Winding Hill Road, Montgomery, NY 12549?

The property taxes for 544 Winding Hill Road, Montgomery, NY 12549 total $12,686.

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