259 Sugarloaf Mountain Rd, Chester, NY 10918

Off market sep 2016 for $325K

$686,249

Est. refi paymentEst. refi $2,260/mo

•

3,544

sq ft

259 Sugarloaf Mountain Rd, Chester, NY 10918

About this home

Rarely does a two family home of this caliber become available. Have it all in this wonderful converted barn w/two beautiful spacious apartments plus office & bath w/private exterior entrance. A perfect rental .. first floor legal two bedroom apt w/large family room & open kitchen/living room. Owner occupies entire second floor plus first floor office. The staircase rising from the foyer opens to the owner's lofty living space filled w/character & warm ambiance...an expansive, dramatic great room w/beamed 14' cedar ceiling, multiple glass doors. Intriguing open floor plan continues w/kitchen, informal dining & family room, dressing room, 2 bedrooms & 2 baths. All principle rooms are generously proportioned with flexibility for live/work accommodations. Nestled between gentle rolling hills, 3.4 environmental protected acres support generous organic gardens with root cellar. Two large decks and balcony invite in beautiful view of nature and skies year round. Additional Information: Amenities:Guest Quarters,Storage,HeatingFuel:Oil Above Ground,

Multi-familyProperty Type

1985Year Built

3.4 acresLot Size

$194Est. Price/Sq.Ft.

6 spacesParking

Listing by Bridget Wallace • Howard Hanna Rand Realty

Bought with Elise Ferencevych • Green Team New York Realty

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H4601502

Redfin Estimate

$686,249

$361K since sold in September 2016$32K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.8% lower than the average sale price ($815K) of 6 comparable homes.

SOLD SEP 16, 2026
$850,000
A
4 beds3.5 baths4,130 sq ft
102 Beverly Rd, Chester, NY 10918
Listing by Keller Williams Realty
SOLD SEP 18, 2026
$855,000
B
3 beds4 baths3,273 sq ft
1644 Lakes Rd, Monroe, NY 10950
Listing by The Maxx Group LLC
SOLD SEP 16, 2026
$690,000
C
4 beds2.5 baths2,761 sq ft
36 Clear View Ln, Warwick, NY 10990
Listing by Compass Greater NY, LLC
SOLD AUG 28, 2026
$870,000
D
5 beds3.5 baths3,764 sq ft
86 Long Vista Ln, Chester, NY 10918
Listing by RE/MAX Town & Country
SOLD AUG 3, 2026
$998,999
E
4 beds3.5 baths4,467 sq ft
53 Odyssey Dr, Chester, NY 10918
Listing by Howard Hanna Rand Realty
SOLD JUL 20, 2026
$629,000
F
4 beds2.5 baths3,271 sq ft
71 Four Corners Rd, Warwick, NY 10990
Listing by Howard Hanna Rand Realty

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Earn from this home

Sell

$441,774

Est. take-home

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Refinance

Est. cash available

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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

$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
See all

Provided by Redfin

Sale history for 259 Sugarloaf Mountain Rd

Date

Event

Price

HGMLS #4601502

Sep 15, 2016

Sold

$325,000

$92/sq ft

Jul 1, 2016

Contingent

—

Jul 1, 2016

Relisted

—

Jul 1, 2016

Delisted

—

Apr 28, 2016

Price Changed

$325,000

$92/sq ft

Jan 25, 2016

Listed

$354,900

$100/sq ft

Rarely does a two family home of this caliber become available. Have it all in this wonderful converted barn w/ two beautiful spacious apartments plus office & bath w/ private exterior entrance. A perfect rental . . first floor legal two bedroom apt w/ large family room & open kitchen/living room. Owner occupies entire second floor plus first floor office. The staircase rising from the foyer opens to the owner's lofty living space filled w/ character & warm ambiance. .. an expansive, dramatic great room w/ beamed 14' cedar ceiling, multiple glass doors. Intriguing open floor plan continues w/ kitchen, informal dining & family room, dressing room, 2 bedrooms & 2 baths. All principle rooms are generously proportioned with flexibility for live/work accommodations. Nestled between gentle rolling hills, 3.4 environmental protected acres support generous organic gardens with root cellar. Two large decks and balcony invite in beautiful view of nature and skies year round.

OneKey® MLS as Distributed by MLS Grid #H4601502

Sep 15, 2016

Sold

$325,000

$92/sq ft

Jan 25, 2016

Listed

$325,000

$92/sq ft

OneKey® MLS as Distributed by MLS Grid #H4540919

Jan 25, 2016

Listing Removed

—

Sep 8, 2015

Listed

$364,900

$103/sq ft

OneKey® MLS as Distributed by MLS Grid #H531404

Aug 31, 2013

Listing Removed

—

Aug 4, 2012

Listed

$379,000

$107/sq ft

OneKey® MLS as Distributed by MLS Grid #H531417

Feb 28, 2013

Listing Removed

—

Aug 4, 2012

Listed

$379,000

$107/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$15,612

$74,000 + $159,700

$233,700

2025

$15,612 (+5.2%)

$74,000 + $159,700

$233,700

2024

$14,841 (+5.5%)

$74,000 + $159,700

$233,700

2023

$14,073 (+4.8%)

$74,000 + $159,700

$233,700

2022

$13,425 (−2.9%)

$74,000 + $159,700

$233,700

2021

$13,819 (−3.7%)

$74,000 + $159,700

$233,700

2020

$14,343 (+2.5%)

$74,000 + $159,700

$233,700

2019

$14,000 (+2.9%)

$74,000 + $159,700

$233,700

2018

$13,605 (+5.7%)

$74,000 + $159,700

$233,700

2017

$12,875 (−0.5%)

$74,000 + $159,700

$233,700

2016

$12,936 (+137.2%)

$74,000 + $159,700

$233,700

2015

$5,454 (+0.6%)

$74,000 + $159,700

$233,700

2014

$5,423

$74,000 + $159,700

$233,700

Tax history for 259 Sugarloaf Mountain Rd

Year

Property tax

Land + Additions

Assessment*

2026

$15,612

$74,000 + $159,700

$233,700

2025

$15,612 (+5.2%)

$74,000 + $159,700

$233,700

2024

$14,841 (+5.5%)

$74,000 + $159,700

$233,700

2023

$14,073 (+4.8%)

$74,000 + $159,700

$233,700

2022

$13,425 (−2.9%)

$74,000 + $159,700

$233,700

2021

$13,819 (−3.7%)

$74,000 + $159,700

$233,700

2020

$14,343 (+2.5%)

$74,000 + $159,700

$233,700

2019

$14,000 (+2.9%)

$74,000 + $159,700

$233,700

2018

$13,605 (+5.7%)

$74,000 + $159,700

$233,700

2017

$12,875 (−0.5%)

$74,000 + $159,700

$233,700

2016

$12,936 (+137.2%)

$74,000 + $159,700

$233,700

2015

$5,454 (+0.6%)

$74,000 + $159,700

$233,700

2014

$5,423

$74,000 + $159,700

$233,700

*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

4.5

Stories

Lot width

—

Lot depth

—

Lot size

3.4 Acres

Year renovated

—

Sq. Ft.

4,192

Year built

1991

Style

Multi-Family (2-4 Unit)

County

Orange County

APN

332289A01300000010852200000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 8, 2026.

Property details

Parking

Parking Information
Parking Total: 6
Parking Features: Parking Lot

Interior

Heating & Cooling
Cooling: Ductless, Wall/Window Unit(s)
Heating: Baseboard, Hot Water, Oil

Interior Features
Interior Features: Cathedral Ceiling(s),Entrance Foyer,First Floor Bedroom,Pantry,Walk-In Closet(s)
Laundry Features: Common Area
Appliances: Oil Water Heater
Flooring: Carpet
Levels: Two
Patio And Porch Features: Deck

Room Information
Basement YN: No
Attic: None
Basement: Walk-Out Access

Bathroom Information
Bathrooms Full: 4

Multi-Unit Information
# Of 2 Bedrooms: 2

Exterior

Exterior Features
Construction Materials: Cedar, Frame
Foundation Details: Slab
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Level, Part Wooded, Views

Property Information
Building Area Source: Public Records
Property Sub Type: Duplex
Property Condition: Estimated

Financial

Tax Information
Tax Year: 2015
Tax Source: Municipality
Tax Annual Amount: $11,800

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Orange & Rockland
Sewer: Septic Tank
Utilities: Cable Available, Trash Collection Public

Location

School Information
Elementary School: Park Avenue School
Middle Or Junior School: Warwick Valley Middle School
High School: Warwick Valley High School
High School District: Warwick Valley

Location Information
Directions: From Warwick: Kings Highway (County Hwy 13); Right on Lake Station Rd; Left on Bellvale Rd (County Hwy 82); First right on Sugarloaf Mountain Road, #259.
County Or Parish: Orange County

Public facts

Beds: 4
Baths: 4.5
Sq. Ft.: 4,192
Stories: 2.0
Lot Size: 3.4 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1991
Year Renovated: —
County: Orange County
APN: 332289A01300000010852200000

Home facts updated by county records on Oct 8, 2026

Around this home

Schools

Park Avenue Elementary School

Public K-4 • Assigned • 5.4mi

8/10

Warwick Valley Middle School

Public 5-8 • Assigned • 6.8mi

6/10

Warwick Valley High School

Public 9-12 • Assigned • 6.9mi

9/10

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 97° 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

$652,000 – $790,000

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Listing by Century 21 Full Service Realty

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Home values near 259 Sugarloaf Mountain Rd

Data from public records.

Address	Redfin Estimate
212 Sugarloaf Mountain Road, Chester, NY 2 Beds \| 1.5 Baths \| 1696 Sq. Ft.	$535,678
245 Sugarloaf Mountain Road, Chester, NY 4 Beds \| 4.5 Baths \| 3591 Sq. Ft.	$692,933

Address	Redfin Estimate
256 Sugarloaf Mountain Road, Chester, NY 2 Beds \| 2 Baths \| 1208 Sq. Ft.	$471,761
276 Sugarloaf Mountain Road, Chester, NY 3 Beds \| 2 Baths \| 2728 Sq. Ft.	$477,142

Address	Redfin Estimate
280 Sugarloaf Mountain Road, Chester, NY 1 Beds \| 1 Baths \| 930 Sq. Ft.	$373,180
224 Sugarloaf Mountain Road, Chester, NY 4 Beds \| 2.5 Baths \| 2276 Sq. Ft.	$670,378

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2016. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 10918, NY

Sale history for 259 Sugarloaf Mountain Rd

Tax history for 259 Sugarloaf Mountain Rd

Public record

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 259 Sugarloaf Mountain Rd

More real estate resources