Orange County  »  12549  »  Winding Hill Rd  »  538 Winding Hill Rd

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

Also known as: 538 Winding Hill Rd

Property image for 538 Winding Hill Road, Montgomery, NY 12549
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Property type

One Family Year-Round Residence (210)

Year built

2012

Acreage

21.8

Sale price

$370,000

General information

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Address
Primary address
538 Winding Hill Road
ZIP code
12549
County
Orange
Neighborhood
Pine Bush
Parcel ID
17-1-57.400

Owner

Find out who owns 538 Winding Hill Road, Montgomery, NY 12549. Uncover corporate and individual owners with a free account.

Sales
Sale date
06/07/2013
Sale price
$370,000
Arm's length
Tax
Tax year
2025-2026
Current property tax
$13,150
Zoning & Use
Zoning
RA
Building
Property type
One Family Year-Round Residence (210)
Building sq. ft.
2624
Buildings on lot
1
Stories
2
Year built
2012
AC
Yes
Rooms
11
Bedrooms
4
Bathrooms
2
Half bathrooms
2
Condition
Good
Exterior wall
Alum/vinyl
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
21.8
Water
None
Sewer
None

Area overview

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

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

Ownership

Ownership information for 538 Winding Hill Road, Montgomery, NY

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

Sales history for 538 Winding Hill Road, Montgomery, NY 12549

Sale date Sale price Buyer name Seller name
06/07/2013 $370,000 XXXXXXX XXXXXXX XXXX XXXXX XXX
06/06/2013 $10 XXXX XXXXX XXX XXXXXXX XXXXX XXXXXXXX XX

*Most recent sales on record for this property.

More about Orange County property records.

Title documents

Date Type Amount Party 1 Party 2
12/05/2025 - R
11/20/2025 - D		 Mortgage
(RP / MTG)		 XXXXXXX XXXXXXX X XXXXXXX XX XXXXX X XXXXXXXX XXXXXXXXX XXXXXX XXXXX
04/21/2022 - R
07/27/2021 - D		 Mortgage
(RP / MTG)		 XXXXXXX XXXXXXX X XXXXXXX XX XXXXX X XXXXXXXX XXXXXXXXX XXXXXX XXXXX
11/13/2020 - R
11/07/2020 - D		 Other
(RP / sat)		 XXXXXXX XXXXXXX X XXXXXXX XXX XXXXX X XXXXX XXXX XXX XXX XX XXX XXXXXXXX XXXXXXXXXX XXXXXXXXXXXX XXXXXXX XXX XXX
11/13/2020 - R
10/15/2020 - D		 Mortgage
(RP / MTG)		 XXXXXXX XXXXXXX X XXXXXXX XX XXXXX XXXXXXXX XXXXXXXXX XXXXXX XXXXX
07/17/2013 - R
06/07/2013 - D		 Deed XXXX XXXXX XXX XXXXXXX XXXXXXX
07/17/2013 - R
06/06/2013 - D		 Deed XXXXXXX XXXXX XXXXXXXX XX XXXX XXXXX XXX

*Most recent recorded documents on file for this property.

R: Recorded date
D: Document date

Tax

Property taxes for 538 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
Current property tax
$13,150
Base tax
$13,269
Recent tax assessments
Market value
$743,400
Land value
$35,300
Building value
$708,100
Assessed value
$166,300

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 $688,300 $166,300 79.7907 $13,269 +277.26%
2024 $681,300 $166,300 21.15 $3,517 -15.47%
2023 $558,800 $166,300 25.02 $4,161 -14.63%
2022 $469,700 $165,000 29.54 $4,874 -2.22%
2021 $461,100 $162,000 30.77 $4,985 -1.35%
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 538 Winding Hill Road, Montgomery, NY

No recently recorded permits for this property.

Neighborhood

Risk

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FEMA flood zones

FEMA flood zones
X

Transportation

Daily traffic map
View daily traffic map

Access the detailed traffic volume map for 538 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 3.32
Montgomery Montessori School NR Private PK, K-8 0 3.33
Montgomery Montessori School NR Private PK, K-8 0 3.33
Pine Bush Elementary School 6 Public PK, K-5 649 3.45
Pine Bush Elementary School 6 Public PK, K-5 649 3.45
E J Russell Elementary School 3 Public PK, K-5 523 3.71
E J Russell Elementary School 3 Public PK, K-5 523 3.71
Chapel Field Christian School NR Private PK-12 277 4.11
Chapel Field Christian School NR Private PK-12 277 4.11
Harmony Christian School NR Private PK-12 160 4.78
Nearest middle schools

Name Rating Type Grade range No of students Distance (miles)
Montgomery Montessori School NR Private PK, K-8 0 3.33
Crispell Middle School 6 Public 6-8 633 3.94
Chapel Field Christian School NR Private PK-12 277 4.11
Valley Central Middle School 4 Public 6-8 982 4.16
Harmony Christian School NR Private PK-12 160 4.78
Circleville Middle School 3 Public 6-8 450 5.19
Most Precious Blood School NR Private PK-8 135 5.46
John G Borden Middle School 4 Public 7-8 432 6.89
Middletown Twin Towers Middle School 4 Public 6-8 858 9.15
The Birch School NR Private 1-12 0 9.49
Nearest high schools

Name Rating Type Grade range No of students Distance (miles)
Pine Bush Senior High School 7 Public 9-12 1,615 3.50
Chapel Field Christian High School NR Private 9-12 118 4.10
Chapel Field Christian School NR Private PK-12 277 4.11
Valley Central High School 7 Public 9-12 1,346 4.23
Harmony Christian School NR Private PK-12 160 4.78
Wallkill Senior High School 8 Public 9-12 1,004 7.48
Middletown High School 5 Public 9-12 2,523 8.88
Goshen Central High School 7 Public 9-12 1,017 9.40
The Birch School NR Private 1-12 0 9.49
Birch School NR Private 1-12 23 9.49

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

Neighbors for 538 Winding Hill Road, Montgomery, NY

23 Route 48, Pine Bush 544 Winding Hill Rd, Montgomery 42 Route 48, Pine Bush 500 Winding Hill Rd, Montgomery 510 Winding Hill Rd, Montgomery 2 Route 17, Tuxedo Park 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 318 Meadowood Rd, Montgomery 229 Youngblood Rd, Montgomery 711 Bullville Rd, Montgomery

Nearby ZIP codes for 538 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 538 Winding Hill Road, Montgomery, NY 12549?

The development at 538 Winding Hill Road, Montgomery, NY 12549 was built in 2012.

What is the total square footage of 538 Winding Hill Road, Montgomery, NY 12549?

538 Winding Hill Road, Montgomery, NY 12549 has a total of 2,624 square feet.

When was 538 Winding Hill Road, Montgomery, NY 12549 last sold and what was the sale price?

538 Winding Hill Road, Montgomery, NY 12549 was last sold on 06/07/2013 for $370,000.

What is the assessed value of 538 Winding Hill Road, Montgomery, NY 12549?

538 Winding Hill Road, Montgomery, NY 12549 is currently assessed at $166,300.

What are the property taxes for 538 Winding Hill Road, Montgomery, NY 12549?

The property taxes for 538 Winding Hill Road, Montgomery, NY 12549 total $13,269.

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