Google street view image for 359 Winding Hills Rd, Montgomery, NY 12549

Sold

$1,250,967

Est. refi paymentEst. refi $3,266/mo

Land

•

34.00

acres (lot)

359 Winding Hills Rd, Montgomery, NY 12549

About this home

Privacy Nature Lovers A Sportsman Dream trails for Hiking, Biking, ATV's Hunters trails that open to a 233 Acre Park w/ Lake & trails for snowmobiling. Cedar Windowed Home with Porches on 3 sides to Enjoy Peace & Quiet 2 Story Huge Gara ge for all your Toys. + 2ndLevel for Studio /Office

Vacant landProperty Type

2003Year Built

34 acresLot Size

$36,793Price/Acres

2 spacesParking

Source:Public Records

Redfin Estimate

$1,250,967

$751K since sold in May 2004$8,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 105.7% higher than the average sale price ($608K) of 6 comparable homes.

SOLD AUG 14, 2026
$599,000
A
3 beds2.5 baths2,236 sq ft
18 Locust Dr, Montgomery, NY 12549
Listing by Keller Williams Realty
SOLD AUG 21, 2026
$630,000
B
3 beds2.5 baths2,046 sq ft
280 Gillespie St, Pine Bush, NY 12566
Listing by Howard Hanna Rand Realty
SOLD JUL 24, 2026
$585,000
C
3 beds2.5 baths1,977 sq ft
70 King Rd, Middletown, NY 10941
Listing by Coldwell Banker Village Green
SOLD SEP 3, 2026
$450,000
D
3 beds2 baths1,624 sq ft
559 Hill Ave, Walden, NY 12586
Listing by Cronin & Company Real Estate
SOLD DEC 19, 2025
$660,000
E
4 beds2.5 baths2,644 sq ft
560 Winding Hill Rd, Montgomery, NY 12549
Listing by Keller Williams Realty
SOLD OCT 8, 2026
$725,000
F
4 beds2.5 baths2,839 sq ft
12 Neveles Pride Ct, Pine Bush, NY 12566
Listing by Curasi Realty, Inc.

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Market trends in 12549, NY

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

101.5%

+2.2% MoM

Median sale price

$503K

$7K MoM

Avg. days on market

34d

5 days MoM

Recently sold homes

3 MoM

New listings for sale

COMING SOON
$529,900
3 beds2.5 baths1,720 sq ft
237 Goodwill Rd, Montgomery, NY 12549
Listing by Century 21 E & M Williams Rlty
$439,000
3 beds1.5 baths1,314 sq ft
125 Union St, Montgomery, NY 12549
Listing by Curasi Realty, Inc.
$369,900
2 beds2 baths1,272 sq ft
326 Lake Vue Dr, Montgomery, NY 12549
Listing by HomeSmart Homes & Estates
$599,900
4 beds2.5 baths2,340 sq ft
24 Emperor Ln, Montgomery, NY 12549
Listing by Curasi Realty, Inc.
$465,000
3 beds1.5 baths1,848 sq ft
140 Senior St, Montgomery, NY 12549
Listing by Weichert Realtors
See all

Provided by Redfin

Sale history for 359 Winding Hills Rd

Year

Property tax

Land + Additions

Assessment*

2026

$37,257

$43,500 + $364,000

$407,500

2025

$37,257 (+0.5%)

$43,500 + $364,000

$407,500

2024

$37,075 (−1.8%)

$43,500 + $364,000

$407,500

2023

$37,763 (+2.5%)

$43,500 + $364,000

$407,500

2022

$36,855 (+3.9%)

$43,500 + $364,000

$407,500

2021

$35,456 (−0.9%)

$43,500 + $364,000

$407,500

2020

$35,784 (+2.1%)

$43,500 + $364,000

$407,500

2019

$35,032 (−0.4%)

$43,500 + $364,000

$407,500

2018

$35,178 (+1.0%)

$43,500 + $364,000

$407,500

2017

$34,823 (−5.0%)

$43,500 + $364,000

$407,500

2016

$36,668 (+0.8%)

$43,500 + $364,000

$407,500

2015

$36,359 (+3.2%)

$43,500 + $364,000

$407,500

2014

$35,219

$43,500 + $375,700

$419,200

Tax history for 359 Winding Hills Rd

Year

Property tax

Land + Additions

Assessment*

2026

$37,257

$43,500 + $364,000

$407,500

2025

$37,257 (+0.5%)

$43,500 + $364,000

$407,500

2024

$37,075 (−1.8%)

$43,500 + $364,000

$407,500

2023

$37,763 (+2.5%)

$43,500 + $364,000

$407,500

2022

$36,855 (+3.9%)

$43,500 + $364,000

$407,500

2021

$35,456 (−0.9%)

$43,500 + $364,000

$407,500

2020

$35,784 (+2.1%)

$43,500 + $364,000

$407,500

2019

$35,032 (−0.4%)

$43,500 + $364,000

$407,500

2018

$35,178 (+1.0%)

$43,500 + $364,000

$407,500

2017

$34,823 (−5.0%)

$43,500 + $364,000

$407,500

2016

$36,668 (+0.8%)

$43,500 + $364,000

$407,500

2015

$36,359 (+3.2%)

$43,500 + $364,000

$407,500

2014

$35,219

$43,500 + $375,700

$419,200

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

34 Acres

Year renovated

—

Sq. Ft.

7,114

Year built

2003

Style

Vacant Land

County

Orange County

APN

332600A01700000010091000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 8, 2026.

Property details

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Valley Central School District (Montgomery) website to verify.

Montgomery Elementary School

Public K-5 • 2.6mi

5/10

Valley Central Middle School

Public 6-8 • 3.4mi

6/10

Valley Central High School

Public 9-12 • 3.5mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 98° expected this year, 14 days in 30 years

3/10 Wind Factor

8% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Montgomery, NY • 12549

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 3.8 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

3.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.19M – $1.44M

Sell confidently with a local market expert in Montgomery. 3 minutes to get started.

Nearby similar homes

$350,000

3 beds2.5 baths1,940 sq ft

1836 State Route 52 Rd, Walden, NY 12586

Listing by Century 21 E & M Williams Rlty

$599,000

3 beds2.5 baths1,600 sq ft

131 King Rd, Middletown, NY 10941

Listing by Coldwell Banker Realty

$399,000

3 beds2 baths1,860 sq ft

108 Orchard St, Walden, NY 12586

Listing by Cronin & Company Real Estate

OPEN NOV 1, 12PM TO 2PM

$499,000

3 beds2.5 baths1,928 sq ft

2191 State Route 52, Pine Bush, NY 12566

Listing by RE/MAX Prime Properties

OPEN SAT, 12PM TO 2PM

$699,900

4 beds2.5 baths2,681 sq ft

24 Francis Harrison Ct, Montgomery, NY 12549

Listing by Keller Williams Realty

$349,900

3 beds1.5 baths1,210 sq ft

45 Sunset Dr, Walden, NY 12586

Listing by Cronin & Company Real Estate

New listings for sale in 12549

COMING SOON

$529,900

3 beds2.5 baths1,720 sq ft

237 Goodwill Rd, Montgomery, NY 12549

Listing by Century 21 E & M Williams Rlty

$439,000

3 beds1.5 baths1,314 sq ft

125 Union St, Montgomery, NY 12549

Listing by Curasi Realty, Inc.

$369,900

2 beds2 baths1,272 sq ft

326 Lake Vue Dr, Montgomery, NY 12549

Listing by HomeSmart Homes & Estates

$599,900

4 beds2.5 baths2,340 sq ft

24 Emperor Ln, Montgomery, NY 12549

Listing by Curasi Realty, Inc.

$465,000

3 beds1.5 baths1,848 sq ft

140 Senior St, Montgomery, NY 12549

Listing by Weichert Realtors

Home values near 359 Winding Hills Rd

Data from public records.

Address	Redfin Estimate
424 Winding Hill Rd, Montgomery, NY 4 Beds \| 2 Baths \| 1856 Sq. Ft.	$436,671
248 Winding Hill Rd, Montgomery, NY 2 Beds \| 1.5 Baths \| 1778 Sq. Ft.	$469,685

Address	Redfin Estimate
413 Winding Hill Rd, Montgomery, NY 3 Beds \| 2.5 Baths \| 2668 Sq. Ft.	$647,753
421 Winding Hill Rd, Montgomery, NY 2 Beds \| 2 Baths \| 1660 Sq. Ft.	$497,498

Address	Redfin Estimate
250 Winding Hill Rd, Montgomery, NY 3 Beds \| 1 Baths \| 1456 Sq. Ft.	$462,391
365 Winding Hill Rd, Montgomery, NY 3 Beds \| 2 Baths \| 1820 Sq. Ft.	$568,269

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GreatSchools Ratings provided by GreatSchools.org.

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359 Winding Hills Rd, Montgomery, NY 12549

About this home

Redfin Estimate

Market trends in 12549, NY

Sale history for 359 Winding Hills Rd

Tax history for 359 Winding Hills Rd

Public record

Property details

Public facts

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 12549

Home values near 359 Winding Hills Rd

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