470 Winding Hill Rd, Montgomery, NY 12549

Off market aug 2025 for $695K

$636,928

Est. refi paymentEst. refi $3,824/mo

•

2,561

sq ft

470 Winding Hill Rd, Montgomery, NY 12549

About this home

Located on a quiet country road adorned by stonewalls and mature landscaping sits this stunning Hardie Board sided colonial. The exterior Blue Stone walkways and patios invite you to enjoy all the beauty of this 1.3 acre parcel while relaxing around your private in ground pool with outdoor fire pit and pool shed. Inside you will find hickory hard wood floors throughout, and open concept with first floor office, living room, large country kitchen and formal dining room. Upper level offers the oversized bedrooms including the primary suite equipped with a custom built tiled shower, double vanity and walk in closet. The full, finished, walk out basement is a great place for entertaining with a one car garage. Included in the sale are a approved set of plans for a detached 2 car garage and pool house. Located in the Town of Crawford with Pine Bush Schools yet minutes away from the Village of Montgomery with great restaurants, shopping, parks and golf courses. Central A/C included!

Single-familyProperty Type

2005Year Built

1.3 acresLot Size

$249Est. Price/Sq.Ft.

1 car garageParking

Listing by Christopher Ogden • Realty Promotions Inc

Contact: 845-381-5777

Bought with Christopher Ogden • Realty Promotions Inc

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #868150

Redfin Estimate

$636,928

$58K since sold in August 2025$5,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.3% higher than the average sale price ($553K) of 6 comparable homes.

SOLD JUL 6, 2026
$450,000
A
3 beds2 baths2,275 sq ft
2 Bruyn Ave, Pine Bush, NY 12566
Listing by YourHomeSold Guaranteed Realty
SOLD AUG 14, 2026
$599,000
B
3 beds2.5 baths2,236 sq ft
18 Locust Dr, Montgomery, NY 12549
Listing by Keller Williams Realty
SOLD NOV 21, 2025
$660,000
C
3 beds2.5 baths2,572 sq ft
216 Chandler Ln, Montgomery, NY 12549
Listing by HomeSmart Homes & Estates
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 AUG 17, 2026
$647,500
E
4 beds2.5 baths2,956 sq ft
1 Boxwood Ln, Montgomery, NY 12549
Listing by Howard Hanna Rand Realty
SOLD JUL 10, 2026
$509,000
F
3 beds2 baths1,744 sq ft
38 Emperor Ln, Montgomery, NY 12549
Listing by eXp Realty

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Earn from this home

Sell

$53,284

Est. take-home

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Refinance

Est. cash available

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Rent

$3,193/mo

Redfin rental estimate

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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

99.4%

0.8% MoM

Median sale price

$510K

$63K MoM

Avg. days on market

39d

2 days MoM

Recently sold homes

5 MoM

New listings for sale

$514,900
3 beds2 baths1,760 sq ft
103 Bullville Rd, Montgomery, NY 12549
Listing by ARC Realty 1 in Sales
COMING SOON
$599,900
4 beds2.5 baths2,340 sq ft
24 Emperor Ln, Montgomery, NY 12549
Listing by Curasi Realty, Inc.
$324,000
3 beds1 bath1,200 sq ft
2031 State Route 17k, Montgomery, NY 12549
Listing by HomeSmart Homes & Estates
$699,900
4 beds2.5 baths2,681 sq ft
21 Francis Harrison Ct, Montgomery, NY 12549
Listing by HomeSmart Homes & Estates
OPEN TODAY TO 2PM
$349,750
3 beds2.5 baths1,437 sq ft
18 Autumn Leaf Ct, Montgomery, NY 12549
Listing by Compass Greater NY, LLC
See all

Provided by Redfin

Sale history for 470 Winding Hill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$11,304

$15,100 + $111,100

$126,200

2025

$11,304 (−0.1%)

$15,100 + $111,100

$126,200

2024

$11,315 (+0.3%)

$15,100 + $111,100

$126,200

2023

$11,287 (+3.0%)

$15,100 + $111,100

$126,200

2022

$10,955 (+0.1%)

$15,100 + $111,100

$126,200

2021

$10,940 (−3.9%)

$15,100 + $111,100

$126,200

2020

$11,381 (+1.5%)

$15,100 + $111,100

$126,200

2019

$11,210 (+9.5%)

$15,100 + $111,100

$126,200

2018

$10,240 (+1.3%)

$15,100 + $111,100

$126,200

2017

$10,108 (−8.6%)

$15,100 + $111,100

$126,200

2016

$11,057 (+15.8%)

$15,100 + $111,100

$126,200

2015

$9,552 (+3.0%)

$15,100 + $111,100

$126,200

2014

$9,274

$15,100 + $104,500

$119,600

Tax history for 470 Winding Hill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$11,304

$15,100 + $111,100

$126,200

2025

$11,304 (−0.1%)

$15,100 + $111,100

$126,200

2024

$11,315 (+0.3%)

$15,100 + $111,100

$126,200

2023

$11,287 (+3.0%)

$15,100 + $111,100

$126,200

2022

$10,955 (+0.1%)

$15,100 + $111,100

$126,200

2021

$10,940 (−3.9%)

$15,100 + $111,100

$126,200

2020

$11,381 (+1.5%)

$15,100 + $111,100

$126,200

2019

$11,210 (+9.5%)

$15,100 + $111,100

$126,200

2018

$10,240 (+1.3%)

$15,100 + $111,100

$126,200

2017

$10,108 (−8.6%)

$15,100 + $111,100

$126,200

2016

$11,057 (+15.8%)

$15,100 + $111,100

$126,200

2015

$9,552 (+3.0%)

$15,100 + $111,100

$126,200

2014

$9,274

$15,100 + $104,500

$119,600

*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

2.5

Stories

1.7

Lot width

—

Lot depth

—

Lot size

1.3 Acres

Year renovated

—

Sq. Ft.

2,561

Year built

2005

Style

Single Family Residential

County

Orange County

APN

332600A01700000010721200000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 8, 2026.

Property details

Parking

Parking Information
Carport YN: No

Garage Information
Garage Spaces: 1
Has Garage

Interior

Virtual Tour Information

Fireplace Information
Has Fireplace
Fireplaces Total: 1

Heating & Cooling
Cooling: Central Air
Heating: Baseboard, Hot Water

Interior Features
Interior Features: Ceiling Fan(s),Chandelier,Double Vanity,Eat-in Kitchen,Entrance Foyer,Formal Dining,Kitchen Island,Primary Bathroom,Pantry,Storage,Walk-In Closet(s)
Laundry Features: Laundry Room
Appliances: Dishwasher, Microwave, Range, Refrigerator, Stainless Steel Appliance(s)
Flooring: Carpet, Hardwood
Patio And Porch Features: Covered, Patio, Porch

Room Information
Basement YN: Yes
Attic: Walkup
Rooms Total: 8
Basement: Finished, Full, Walk-Out Access

Bathroom Information
Bathrooms Full: 2
Bathrooms Half: 1

Exterior

Exterior Features
Exterior Features: Fire Pit
Construction Materials: Frame, HardiPlank Type
Other Structures: Shed(s)
Foundation Details: Concrete Perimeter
Waterfront YN: No

Pool Information
Pool Features: Fenced, In Ground

Lot Information
Lot Features: Back Yard, Front Yard, Landscaped, Level, Near Golf Course, Near Shops, Private, Sloped, Stone/Brick Wall, Wooded

Property Information
Living Area Source: Public Records
Living Area (Sq. Ft.): 2561.00
Building Area Total (Sq. Ft.): 2561.00
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2024
Tax Source: Other
Tax Annual Amount: $11,315

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Orange & Rockland
Sewer: Septic Tank
Utilities: See Remarks

Location

School Information
Elementary School: E J Russell Elementary School
Elementary School District: Pine Bush
Middle Or Junior School: Crispell Middle School
Middle Or Junior School District: Pine Bush
High School: Pine Bush Senior High School
High School District: Pine Bush

Location Information
Directions: Use 470 Winding Hill Rd Montgomery, NY 12549 in GPS
County Or Parish: Orange County

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,561
Stories: 1.7
Lot Size: 1.3 acres
Style: Single Family Residential
Year Built: 2005
Year Renovated: —
County: Orange County
APN: 332600A01700000010721200000

Home facts updated by county records on Oct 8, 2026

Around this home

Schools

E J Russell Elementary School

Public PreK-5 • Assigned • 4.0mi

5/10

Crispell Middle School

Public 6-8 • Assigned • 4.2mi

6/10

Pine Bush Senior High School

Public 9-12 • Assigned • 3.8mi

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

4/10 Wind Factor

10% 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

$606,000 – $733,000

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Home values near 470 Winding Hill Rd

Data from public records.

Address	Redfin Estimate
424 Winding Hill Rd, Montgomery, NY 4 Beds \| 2 Baths \| 1856 Sq. Ft.	$449,923
490 Winding Hill Rd, Montgomery, NY 3 Beds \| 2 Baths \| 2158 Sq. Ft.	$468,505

Address	Redfin Estimate
514 Winding Hill Rd, Montgomery, NY 3 Beds \| 2 Baths \| 2800 Sq. Ft.	$584,548
491 Winding Hill Rd, Montgomery, NY 4 Beds \| 2.5 Baths \| 2989 Sq. Ft.	$670,507

Address	Redfin Estimate
550 Winding Hill Rd, Montgomery, NY 4 Beds \| 2.5 Baths \| 2478 Sq. Ft.	$577,359
496 Winding Hill Rd, Montgomery, NY 3 Beds \| 2 Baths \| 2184 Sq. Ft.	$485,492

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 12549, NY

Sale history for 470 Winding Hill Rd

Tax history for 470 Winding Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 12549

Home values near 470 Winding Hill Rd

More real estate resources