Off Market Dec 2023 for $565K

$667,447

Est. refi paymentEst. refi $4,138/mo

•

3,006

sq ft

69 Dug Rd, Chester, NY 10918

About this home

Beautiful hardwood flooring throughout this spacious home. First floor offers a large eat-in kitchen *Cherry cabinets * multiple pantries * granite counters & sliders to a large paver patio area. Large formal dining room flows nicely into the formal living room. There is a large family room and a full bath. 2nd floor offers a Master bedroom suite w/walk in closets & marble bath, all bedrooms are generously sized with plentiful closet space. Finished basement, approx. 800 sq.ft listed in the total sq.ft.) includes a living room, den & home office space as well as a full bath, (kitchen hookups ready) storage room PLUS a PRIVATE entrance, ideal for a mother/daughter or extended family. 60 minutes to New York City & minutes from all major roadways & commuter locations. Nearby recreation includes fine restaurants, wineries, historic sites & Woodbury Commons Shopping!. Beautiful outdoor space, a private 3.1 acre.This 3000+ sq.ft. lovingly maintained home offers many fabulous possibilities. Additional Information: Amenities:Marble Bath,Storage,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Single-familyProperty Type

2001Year Built

3.1 acresLot Size

$222Est. Price/Sq.Ft.

2 spacesParking

Listing by Kim Chiapperino • RE/MAX Benchmark Realty Group

Contact: (845) 565-0004

Bought with Jack Mara • Century 21 Full Service Realty

Redfin checked: a few seconds ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6250381

Redfin Estimate

$667,447

$102K since sold in December 2023$7,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2% higher than the average sale price ($654K) of 6 comparable homes.

SOLD JUL 8, 2026
$700,000
A
4 beds3.5 baths2,780 sq ft
7 Park Pl, Chester, NY 10918
Listing by Century 21 Full Service Realty
SOLD JUN 1, 2026
$660,000
B
4 beds2.5 baths2,506 sq ft
34 Booth Rd, Chester, NY 10918
Listing by Century 21 Full Service Realty
SOLD AUG 18, 2026
$580,000
C
5 beds3 baths2,983 sq ft
9 Mount Ridge Ct, Monroe, NY 10950
Listing by RE/MAX Benchmark Realty Group
SOLD JUL 14, 2026
$742,500
D
4 beds3.5 baths3,356 sq ft
55 Beverly Rd, Chester, NY 10918
Listing by Howard Hanna Rand Realty
SOLD APR 15, 2026
$592,000
E
4 beds2.5 baths2,262 sq ft
11 Catskill Ave, Monroe, NY 10950
Listing by Howard Hanna Rand Realty
SOLD FEB 2, 2026
$650,000
F
4 beds2.5 baths2,518 sq ft
44 Catskill Ave, Monroe, NY 10950
Listing by Howard Hanna Rand Realty

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Earn from this home

Sell

$197,051

Est. take-home

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Refinance

Est. cash available

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Rent

$3,940/mo

Redfin rental estimate

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Market trends in 10918, NY

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.1%

1.0% MoM

Median sale price

$445K

$63K MoM

Avg. days on market

48d

14 days MoM

Recently sold homes

7 MoM

New listings for sale

NEW 3 HRS AGO
$380,000
3 beds2.5 baths1,331 sq ft
4704 Whispering Hls, Chester, NY 10918
Listing by Sahagian Realty LLC
$360,000
3 beds2.5 baths1,331 sq ft
3409 Whispering Hls, Chester, NY 10918
Listing by Howard Hanna Rand Realty
NEW 20 HRS AGO
$1,685,000
6 beds7.5 baths— sq ft
69 Cedar Pond Ln, Chester, NY 10918
Listing by Prominent Properties Sotheby's International Realty-Alpine, (201) 768-9300
OPEN SUN, 2PM TO 4PM
$649,999
3 beds3 baths2,902 sq ft
3561 Rte 94, Chester, NY 10918
Listing by Howard Hanna Rand Realty
$374,900
3 beds1.5 baths1,644 sq ft
260 Gibson Hill Rd, Chester, NY 10918
Listing by Keller Williams Realty
3D WALKTHROUGH
$299,000
2 beds1 bath1,084 sq ft
2124 Whispering Hls, Chester, NY 10918
Listing by Howard Hanna Rand Realty
$374,900
3 beds2.5 baths1,331 sq ft
2921 Whispering Hls, Chester, NY 10918
Listing by ARC Realty 1 in Sales
$290,000
2 beds1.5 baths1,053 sq ft
1005 Whispering Hls, Chester, NY 10918
Listing by Century 21 Full Service Realty
OPEN SUN, 3PM TO 5PM
$749,000
4 beds2.5 baths2,599 sq ft
121 Conklingtown Rd, Chester, NY 10918
Listing by MS Realty Group USA, Inc
$550,000
3 beds2 baths1,583 sq ft
50 Hambletonian Ave, Chester, NY 10918
Listing by Howard Hanna Rand Realty
See all

Provided by Redfin

Sale history for 69 Dug Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #H6250381

Dec 5, 2023

Sold

$565,000

$188/sq ft

Sep 27, 2023

Pending

—

Jul 21, 2023

Relisted

—

May 25, 2023

Listed

$575,000

$191/sq ft

May 22, 2023

Coming Soon

$575,000

$191/sq ft

OneKey® MLS as Distributed by MLS Grid #H6164519

Sep 7, 2022

Listing Removed

—

May 31, 2022

Relisted

—

May 25, 2022

Listing Removed

—

May 14, 2022

Price Changed

$599,999

$200/sq ft

Mar 4, 2022

Listed

$629,900

$210/sq ft

Mar 2, 2022

Coming Soon

OneKey® MLS as Distributed by MLS Grid #H6130960

Jan 15, 2022

Listing Removed

—

Aug 13, 2021

Price Changed

$699,000

$233/sq ft

Jul 15, 2021

Listed

$799,000

$266/sq ft

Public Records

Apr 11, 2006

Sold

$520,000

$173/sq ft

HGMLS #382967

Apr 6, 2006

Delisted

—

Apr 6, 2006

Price Changed

$183/sq ft

Nov 28, 2005

Listed

$173/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$17,725 (+4.7%)

$71,000 + $183,900

$254,900

2024

$16,929 (+3.1%)

$71,000 + $183,900

$254,900

2023

$16,427 (+1.3%)

$71,000 + $183,900

$254,900

2022

$16,223 (−1.0%)

$71,000 + $183,900

$254,900

2021

$16,383 (−43.1%)

$71,000 + $183,900

$254,900

2020

$28,808 (+77.4%)

$71,000 + $183,900

$254,900

2019

$16,236 (+3.8%)

$71,000 + $183,900

$254,900

2018

$15,647 (+3.9%)

$71,000 + $183,900

$254,900

2017

$15,055 (+2.0%)

$71,000 + $183,900

$254,900

2016

$14,763 (+1.5%)

$71,000 + $183,900

$254,900

2015

$14,545 (+0.2%)

$71,000 + $183,900

$254,900

2014

$14,511

$71,000 + $183,900

$254,900

Tax history for 69 Dug Rd

Year

Property tax

Land + Additions

Assessment*

2025

$17,725 (+4.7%)

$71,000 + $183,900

$254,900

2024

$16,929 (+3.1%)

$71,000 + $183,900

$254,900

2023

$16,427 (+1.3%)

$71,000 + $183,900

$254,900

2022

$16,223 (−1.0%)

$71,000 + $183,900

$254,900

2021

$16,383 (−43.1%)

$71,000 + $183,900

$254,900

2020

$28,808 (+77.4%)

$71,000 + $183,900

$254,900

2019

$16,236 (+3.8%)

$71,000 + $183,900

$254,900

2018

$15,647 (+3.9%)

$71,000 + $183,900

$254,900

2017

$15,055 (+2.0%)

$71,000 + $183,900

$254,900

2016

$14,763 (+1.5%)

$71,000 + $183,900

$254,900

2015

$14,545 (+0.2%)

$71,000 + $183,900

$254,900

2014

$14,511

$71,000 + $183,900

$254,900

*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

3.1 Acres

Year renovated

—

Sq. Ft.

3,006

Year built

1996

Style

Single Family Residential

County

Orange County

APN

332289A02400000020082000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 13, 2026.

Property details

Parking

Parking Information
Parking Total: 2
Parking Features: Attached, Driveway

Interior

Virtual Tour Information

Heating & Cooling
Cooling: Central Air
Heating: Baseboard, Oil

Interior Features
Interior Features: Ceiling Fan(s),Eat-in Kitchen,Formal Dining,Pantry,Walk-In Closet(s)
Window Features: Screens
Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater
Flooring: Hardwood
Levels: Three Or More
Patio And Porch Features: Patio

Room Information
Basement YN: Yes
Attic: Scuttle
Rooms Total: 11
Basement: Partially Finished, Walk-Out Access

Bathroom Information
Bathrooms Full: 3

Exterior

Exterior Features
Construction Materials: Brick, Frame, Vinyl Siding
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Level, Near Public Transit, Near School, Near Shops, Sloped

Property Information
Stories: 3
Living Area Source: Public Records
Property Sub Type: Single Family Residence
Property Condition: Estimated

Financial

Tax Information
Tax Year: 2023
Tax Source: Municipality
Tax Annual Amount: $16,224

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Orange & Rockland
Sewer: Septic Tank
Utilities: Trash Collection Private

Location

HOA Information
Association Amenities: Park

School Information
Elementary School: North Main Street
Middle Or Junior School: Monroe-Woodbury Middle School
High School: Monroe-Woodbury High School
High School District: Monroe-Woodbury

Location Information
Directions: Lakes Road to Cromwell Hill to Dug Road #69- please see sign
County Or Parish: Orange County

Community Information
Community Features: Park

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 3,006
Stories: 2.0
Lot Size: 3.1 acres
Style: Single Family Residential
Year Built: 1996
Year Renovated: —
County: Orange County
APN: 332289A02400000020082000000

Home facts updated by county records on Aug 13, 2026

Around this home

Schools

North Main Street School

Public 2-5 • Assigned • 2.7mi

5/10

Monroe Woodbury Middle School

Public 6-8 • Assigned • 5.1mi

5/10

Monroe Woodbury High School

Public 9-12 • Assigned • 5.2mi

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 97° expected this year, 16 days in 30 years

4/10 Wind Factor

15% chance of strong winds in next 30 years

2/10 Air Factor

2 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

$635,000 – $768,000

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New listings for sale in 10918

NEW 3 HRS AGO

$380,000

3 beds2.5 baths1,331 sq ft

4704 Whispering Hls, Chester, NY 10918

Listing by Sahagian Realty LLC

$360,000

3 beds2.5 baths1,331 sq ft

3409 Whispering Hls, Chester, NY 10918

Listing by Howard Hanna Rand Realty

NEW 20 HRS AGO

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6 beds7.5 baths— sq ft

69 Cedar Pond Ln, Chester, NY 10918

Listing by Prominent Properties Sotheby's International Realty-Alpine, (201) 768-9300

OPEN SUN, 2PM TO 4PM

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3561 Rte 94, Chester, NY 10918

Listing by Howard Hanna Rand Realty

$374,900

3 beds1.5 baths1,644 sq ft

260 Gibson Hill Rd, Chester, NY 10918

Listing by Keller Williams Realty

3D WALKTHROUGH

$299,000

2 beds1 bath1,084 sq ft

2124 Whispering Hls, Chester, NY 10918

Listing by Howard Hanna Rand Realty

$374,900

3 beds2.5 baths1,331 sq ft

2921 Whispering Hls, Chester, NY 10918

Listing by ARC Realty 1 in Sales

$290,000

2 beds1.5 baths1,053 sq ft

1005 Whispering Hls, Chester, NY 10918

Listing by Century 21 Full Service Realty

OPEN SUN, 3PM TO 5PM

$749,000

4 beds2.5 baths2,599 sq ft

121 Conklingtown Rd, Chester, NY 10918

Listing by MS Realty Group USA, Inc

Home values near 69 Dug Rd

Data from public records.

Address	Redfin Estimate
129 Dug Road, Chester, NY 1 Beds \| 1 Baths \| 1390 Sq. Ft.	$375,243
128 Dug Road, Chester, NY 4 Beds \| 2.5 Baths \| 2499 Sq. Ft.	$765,816

Address	Redfin Estimate
77 Dug Road, Chester, NY 3 Beds \| 2.5 Baths \| 1748 Sq. Ft.	$597,271
126 Dug Road, Chester, NY 4 Beds \| 3.5 Baths \| 3540 Sq. Ft.	$868,048

Address	Redfin Estimate
132 Dug Road, Chester, NY 4 Beds \| 2 Baths \| 2098 Sq. Ft.	$612,802
135 Dug Road, Chester, NY 4 Beds \| 2.5 Baths \| 3578 Sq. Ft.	$634,294

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2023. This data may not match . Learn more.

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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 69 Dug Rd

Tax history for 69 Dug 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 69 Dug Rd

More real estate resources