Off market dec 2020 for $385K

$651,564

Est. refi paymentEst. refi $2,776/mo

•

2,646

sq ft

4 Reputation Dr, Chester, NY 10918

About this home

Colonial home at Bilevel price! This home gives you 2654sf of living space plus an additional 800sf finished basement that sits on a private 2-acre lot. Once you enter the private road you will feel the stress of the day just wash away and a calming effect take over. Home offers large entryway, living room, dining room, eat-in-kitchen, office, family room, enclosed porch that opens to a 14x36 deck overlooking private backyard. Master bedroom with walk-in-closet and recently renovated master bath and three more bedrooms. Walk-out finished basement. There is also plenty of storage in the home. This home is tucked away yet conveniently located for commuting to NYC, Westchester and New Jersey. In addition to garage parking there is room in front that will fit another 4-5 cars. Roof, above-ground oil tank, water filtration system, furnace all replaced in last 10 years. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,

Single-familyProperty Type

1986Year Built

2 acresLot Size

$246Est. Price/Sq.Ft.

1 spaceParking

Listing by Agnes Burch • Howard Hanna Rand Realty

Bought with Betsy Estrella-Mejia • Keller Williams Village Sq Rlt

Redfin checked: a few seconds ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6047132

Redfin Estimate

$651,564

$267K since sold in December 2020$8,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.9% higher than the average sale price ($572K) 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 APR 15, 2026
$592,000
B
4 beds2.5 baths2,262 sq ft
11 Catskill Ave, Monroe, NY 10950
Listing by Howard Hanna Rand Realty
SOLD OCT 19, 2026
$625,000
C
4 beds3 baths3,636 sq ft
10 Hidden Dr, Monroe, NY 10950
Listing by Century 21 Full Service Realty
SOLD JUN 1, 2026
$660,000
D
4 beds2.5 baths2,506 sq ft
34 Booth Rd, Chester, NY 10918
Listing by Century 21 Full Service Realty
SOLD OCT 1, 2026
$495,000
E
4 beds3 baths1,792 sq ft
18 Southside Dr, Monroe, NY 10950
Listing by Keller Williams Realty
SOLD OCT 6, 2026
$490,000
F
4 beds2.5 baths1,916 sq ft
22 Cambridge Cir, Monroe, NY 10950
Listing by Howard Hanna Rand Realty

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Earn from this home

Sell

$340,079

Est. take-home

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Refinance

Est. cash available

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Rent

$3,195/mo

Redfin rental estimate

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Market trends in 10950, NY

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

98.2%

0.3% MoM

Median sale price

$530K

$18K MoM

Avg. days on market

55d

9 days MoM

Recently sold homes

8 MoM

New listings for sale

NEW 40 MINS AGO
$1,599,999
6 beds7.5 baths7,034 sq ft
69 Cedar Pond Ln, Chester, NY 10918
Listing by Prominent Properties Sotheby's
$945,000
4 beds2.5 baths2,777 sq ft
504 Bull Mill Rd, Chester, NY 10918
Listing by Flag Realty Group
$825,000
4 beds2.5 baths2,671 sq ft
87 Hardscrabble Rd, Blooming Grove, NY 10918
Listing by HomeSmart Homes & Estates
$880,000
5 beds2.5 baths3,600 sq ft
2 Periwinkle Ct, Chester, NY 10918
Listing by MK Realty Inc
$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 4 Reputation Dr

Year

Property tax

Land + Additions

Assessment*

2026

$15,841

$60,000 + $167,150

$227,150

2025

$15,841 (+4.7%)

$60,000 + $167,150

$227,150

2024

$15,130 (+3.1%)

$60,000 + $167,150

$227,150

2023

$14,675 (+1.4%)

$60,000 + $167,150

$227,150

2022

$14,478 (−1.0%)

$60,000 + $167,150

$227,150

2021

$14,619 (+5.2%)

$60,000 + $167,150

$227,150

2020

$13,893 (+1.9%)

$60,000 + $167,150

$227,150

2019

$13,629 (+1.1%)

$60,000 + $167,150

$227,150

2018

$13,477 (+2.8%)

$60,000 + $167,150

$227,150

2017

$13,105 (−5.0%)

$60,000 + $177,850

$237,850

2016

$13,788 (+9.4%)

$60,000 + $177,850

$237,850

2015

$12,605 (+0.3%)

$60,000 + $177,850

$237,850

2014

$12,570

$60,000 + $177,850

$237,850

Tax history for 4 Reputation Dr

Year

Property tax

Land + Additions

Assessment*

2026

$15,841

$60,000 + $167,150

$227,150

2025

$15,841 (+4.7%)

$60,000 + $167,150

$227,150

2024

$15,130 (+3.1%)

$60,000 + $167,150

$227,150

2023

$14,675 (+1.4%)

$60,000 + $167,150

$227,150

2022

$14,478 (−1.0%)

$60,000 + $167,150

$227,150

2021

$14,619 (+5.2%)

$60,000 + $167,150

$227,150

2020

$13,893 (+1.9%)

$60,000 + $167,150

$227,150

2019

$13,629 (+1.1%)

$60,000 + $167,150

$227,150

2018

$13,477 (+2.8%)

$60,000 + $167,150

$227,150

2017

$13,105 (−5.0%)

$60,000 + $177,850

$237,850

2016

$13,788 (+9.4%)

$60,000 + $177,850

$237,850

2015

$12,605 (+0.3%)

$60,000 + $177,850

$237,850

2014

$12,570

$60,000 + $177,850

$237,850

*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

Lot width

—

Lot depth

—

Lot size

2 Acres

Year renovated

—

Sq. Ft.

2,646

Year built

1986

Style

Single Family Residential

County

Orange County

APN

332289A01500000010720000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 8, 2026.

Property details

Parking

Parking Information
Parking Total: 1
Parking Features: Attached

Interior

Virtual Tour Information

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

Interior Features
Interior Features: Ceiling Fan(s),Eat-in Kitchen,Entrance Foyer,Formal Dining,Primary Bathroom,Walk-In Closet(s)
Window Features: Skylight(s)
Appliances: Dishwasher, Dryer, Electric Water Heater, Refrigerator, Washer
Flooring: Carpet
Levels: Two
Patio And Porch Features: Deck

Room Information
Basement YN: Yes
Attic: Full
Rooms Total: 9
Basement: Finished, Full, Walk-Out Access

Bathroom Information
Bathrooms Full: 2
Bathrooms Half: 1

Exterior

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

Lot Information
Additional Parcels YN: No
Lot Features: Level

Property Information
Stories: 2
Living Area Source: Public Records
Property Sub Type: Single Family Residence
Property Condition: Actual

Financial

Tax Information
Tax Year: 2018
Tax Source: Municipality
Tax Annual Amount: $14,654

Financial Information
Buyer Financing: Fixed

Utilities

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

Location

HOA Information
Has Association
Association Fee 2: $250

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: Laroe Road to Gibson Hill Road, to Reputation Drive.
County Or Parish: Orange County

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,646
Stories: 2.0
Lot Size: 2 acres
Style: Single Family Residential
Year Built: 1986
Year Renovated: —
County: Orange County
APN: 332289A01500000010720000000

Home facts updated by county records on Oct 8, 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 • 6.3mi

5/10

Monroe Woodbury High School

Public 9-12 • Assigned • 6.5mi

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

0.31% chance of being 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

$619,000 – $750,000

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Listing by R2M Realty Inc

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Home values near 4 Reputation Dr

Data from public records.

Address	Redfin Estimate
6 Reputation Drive, Chester, NY 4 Beds \| 2.5 Baths \| 2376 Sq. Ft.	$652,088
137 Beverly Road, Chester, NY 5 Beds \| 4.5 Baths \| 5636 Sq. Ft.	$1,130,696

Address	Redfin Estimate
2 Reputation Drive, Chester, NY 4 Beds \| 2.5 Baths \| 2376 Sq. Ft.	$627,135
139 Beverly Road, Chester, NY 4 Beds \| 3.5 Baths \| 3731 Sq. Ft.	$814,380

Address	Redfin Estimate
8 Reputation Drive, Chester, NY 4 Beds \| 4 Baths \| 3347 Sq. Ft.	$798,266
16 Cherry Lane, Chester, NY 4 Beds \| 2.5 Baths \| 3036 Sq. Ft.	$627,835

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2020. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 10950, NY

Sale history for 4 Reputation Dr

Tax history for 4 Reputation Dr

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 4 Reputation Dr

More real estate resources