Google street view image for 106 Sugarloaf Mountain Rd, Chester, NY 10918

Off market dec 2004 for $370K

$612,767

Est. refi paymentEst. refi $2,445/mo

•

2 ba

•

1,570

sq ft

106 Sugarloaf Mountain Rd, Chester, NY 10918

About this home

106 Sugarloaf Mountain Rd is a 1,570 square foot house on a 10 acre lot with 4 bedrooms and 2 bathrooms. - it last sold on December 30, 2004 for $370,000. Based on Redfin's Chester data, we estimate the home's value is $612,767.

Single-familyProperty Type

1964Year Built

10 acresLot Size

$390Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$612,767

$243K since sold in December 2004$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16% higher than the average sale price ($528K) of 6 comparable homes.

SOLD OCT 9, 2026
$569,000
A
4 beds2.5 baths2,040 sq ft
78 Pickerel Rd, Monroe, NY 10950
Listing by eXp Realty
SOLD FEB 9, 2026
$535,000
B
4 beds2 baths1,928 sq ft
219 Bull Mill Rd, Chester, NY 10918
Listing by Keller Williams Realty
SOLD OCT 9, 2026
$565,000
C
4 beds2.5 baths2,233 sq ft
27 Jean Dr, Monroe, NY 10950
Listing by Weichert Realtors
SOLD MAY 15, 2026
$515,000
D
4 beds2 baths1,760 sq ft
3 Hickory Ln, Monroe, NY 10950
Listing by eRealty Advisors, Inc
SOLD AUG 13, 2026
$500,000
E
3 beds2 baths1,600 sq ft
65 Ludlam Rd, Monroe, NY 10950
Listing by Weichert Realtors
SOLD JUL 23, 2026
$485,000
F
4 beds2 baths1,642 sq ft
82 Southside Dr, Chester, NY 10950
Listing by eXp Realty

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Earn from this home

Sell

$457,509

Est. take-home

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Refinance

Est. cash available

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Rent

$2,716/mo

Redfin rental estimate

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Market trends in 10918, NY

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.7%

+0.1% MoM

Median sale price

$547K

$42K MoM

Avg. days on market

46d

3 days MoM

Recently sold homes

2 MoM

New listings for sale

OPEN TODAY, 1PM TO 3:30PM
$880,000
5 beds2.5 baths3,600 sq ft
2 Periwinkle Ct, Chester, NY 10918
Listing by MK Realty Inc
COMING SOON
$719,000
4 beds2.5 baths3,763 sq ft
28 Pewter Cir, Chester, NY 10918
Listing by Century 21 Full Service Realty
$239,900
2 beds1 bath1,084 sq ft
2313 Whispering Hls, Chester, NY 10918
Listing by R2M Realty Inc
$1,725,000
4 beds2.5 baths3,348 sq ft
20 Goshen Rd, Chester, NY 10918
Listing by eXp Realty
$1,850,000
3 beds2.5 baths2,404 sq ft
7 Greycourt Rd, Chester, NY 10918
Listing by KW Hudson Valley United
See all

Provided by Redfin

Sale history for 106 Sugarloaf Mountain Rd

Year

Property tax

Land + Additions

Assessment*

2026

$13,196

$140,000 + $48,200

$188,200

2025

$13,196 (+4.7%)

$140,000 + $48,200

$188,200

2024

$12,604 (+3.2%)

$140,000 + $48,200

$188,200

2023

$12,217 (+1.6%)

$140,000 + $48,200

$188,200

2022

$12,027 (−1.0%)

$140,000 + $48,200

$188,200

2021

$12,144 (−0.9%)

$140,000 + $48,200

$188,200

2020

$12,253 (+1.8%)

$140,000 + $48,200

$188,200

2019

$12,035 (−40.8%)

$140,000 + $48,200

$188,200

2018

$20,328 (+82.1%)

$140,000 + $48,200

$188,200

2017

$11,163 (+2.0%)

$140,000 + $48,200

$188,200

2016

$10,949 (+1.5%)

$140,000 + $48,200

$188,200

2015

$10,788 (+0.2%)

$140,000 + $48,200

$188,200

2014

$10,763

$140,000 + $48,200

$188,200

Tax history for 106 Sugarloaf Mountain Rd

Year

Property tax

Land + Additions

Assessment*

2026

$13,196

$140,000 + $48,200

$188,200

2025

$13,196 (+4.7%)

$140,000 + $48,200

$188,200

2024

$12,604 (+3.2%)

$140,000 + $48,200

$188,200

2023

$12,217 (+1.6%)

$140,000 + $48,200

$188,200

2022

$12,027 (−1.0%)

$140,000 + $48,200

$188,200

2021

$12,144 (−0.9%)

$140,000 + $48,200

$188,200

2020

$12,253 (+1.8%)

$140,000 + $48,200

$188,200

2019

$12,035 (−40.8%)

$140,000 + $48,200

$188,200

2018

$20,328 (+82.1%)

$140,000 + $48,200

$188,200

2017

$11,163 (+2.0%)

$140,000 + $48,200

$188,200

2016

$10,949 (+1.5%)

$140,000 + $48,200

$188,200

2015

$10,788 (+0.2%)

$140,000 + $48,200

$188,200

2014

$10,763

$140,000 + $48,200

$188,200

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

Property details

Interior

Basement Information
Basement Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Fuel Type: Electric
Heating Type: Hot Water Steam

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 7

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Ranch
Exterior Wall: Aluminum/Vinyl

Property Information
Living Sq. Ft: 1,570
Ground Floor Sq. Ft: 1,570
# of Stories: 1
Legal Description: LT1 NOZKOWSKI SUBMAP 7581

Parking & Garage Information
Parking Type: Attached Garage
Garage/Parking Sq. Ft: 528
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 435,600
Legal Lot Number: 19
Legal Block Number: 1
School Tax District: MONRE-WDBURY
Municipality Name: CHESTER TOWN
Acres: 10
Zoning Code: AR3
State Use Description: SINGLE FAMILY RESID

Utility Information
Sewer Type: Private
Water Service Type: Private

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 1,570
Stories: 1.0
Lot Size: 10 acres
Style: Single Family Residential
Year Built: 1964
Year Renovated: —
County: Orange County
APN: 332289A01300000010191000000

Home facts updated by county records on Sep 28, 2026

Around this home

Schools

North Main Street School

Public 2-5 • Assigned • 4.3mi

5/10

Monroe Woodbury Middle School

Public 6-8 • Assigned • 6.5mi

5/10

Monroe Woodbury High School

Public 9-12 • Assigned • 6.7mi

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

4/10 Wind Factor

15% 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

Chester, NY • 10918

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 8.6 hours in June and 4 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$583,000 – $705,000

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Nearby similar homes

$399,000

Land— sq ft

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3D WALKTHROUGH

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New listings for sale in 10918

OPEN TODAY, 1PM TO 3:30PM

$880,000

5 beds2.5 baths3,600 sq ft

2 Periwinkle Ct, Chester, NY 10918

Listing by MK Realty Inc

COMING SOON

$719,000

4 beds2.5 baths3,763 sq ft

28 Pewter Cir, Chester, NY 10918

Listing by Century 21 Full Service Realty

$239,900

2 beds1 bath1,084 sq ft

2313 Whispering Hls, Chester, NY 10918

Listing by R2M Realty Inc

$1,725,000

4 beds2.5 baths3,348 sq ft

20 Goshen Rd, Chester, NY 10918

Listing by eXp Realty

$1,850,000

3 beds2.5 baths2,404 sq ft

7 Greycourt Rd, Chester, NY 10918

Listing by KW Hudson Valley United

Home values near 106 Sugarloaf Mountain Rd

Data from public records.

Address	Redfin Estimate
151 Sugarloaf Mountain Road, Chester, NY 4 Beds \| 2 Baths \| 2130 Sq. Ft.	$628,664
154 Sugarloaf Mountain Road, Chester, NY 5 Beds \| 3 Baths \| 3851 Sq. Ft.	$859,964

Address	Redfin Estimate
121 Sugarloaf Mountain Road, Chester, NY 4 Beds \| 2.5 Baths \| 1920 Sq. Ft.	$624,604
166 Sugarloaf Mountain Road, Chester, NY 5 Beds \| 4.5 Baths \| 3260 Sq. Ft.	$948,812

Address	Redfin Estimate
137 Sugarloaf Mountain Road, Chester, NY 3 Beds \| 2.5 Baths \| 1693 Sq. Ft.	$557,756
41 Sugarloaf Mountain Road, Chester, NY 3 Beds \| 2.5 Baths \| 1296 Sq. Ft.	$520,397

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 10918, NY

Sale history for 106 Sugarloaf Mountain Rd

Tax history for 106 Sugarloaf Mountain Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 10918

Home values near 106 Sugarloaf Mountain Rd

More real estate resources