Off market mar 2025 for $900K

$959,046

Est. refi paymentEst. refi $5,212/mo

•

4,644

sq ft

221 Oxford Rd, Chester, NY 10918

About this home

Welcome to this immaculate, custom built colonial within the Monroe Woodbury School District. This stunning home boasts 4 bedrooms, 3.5 bathrooms, and an impressive 4,600+ square feet of living space. Step inside and be greeted by the welcoming 2 story entry with gleaming hardwood floors and custom mouldings throughout. Spacious open floor plan with oversized kitchen with breakfast area, living room featuring a fabulous two sided stone fireplace with a woodburning stove on the kitchen side, formal dining room and 1st floor bedroom w/ full bath. 3 additional bedrooms in the upper level including the primary suite plus a fabulous family room with so much potential. One of the highlights of this home is the beautiful in-ground Gunite pool with built-in hot tub and spacious outside entertainment area. Located in the desirable town of Chester, you'll enjoy a peaceful and private setting while still being convienently close to shopping, dining, and entertainment options. Don't miss out on the opportunity to make this impeccable colonial your new home. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:4+ Car Attached,

Single-familyProperty Type

2000Year Built

3.9 acresLot Size

$207Est. Price/Sq.Ft.

2 spacesParking

Listing by Donna Brunell • RE/MAX Benchmark Realty Group

Contact: (845) 565-0004

Bought with Moche Halpern • Blooming Realty

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6287706

Redfin Estimate

$959,046

$59K since sold in March 2025$31K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 27.2% higher than the average sale price ($754K) of 6 comparable homes.

SOLD SEP 11, 2026
$680,000
A
4 beds3.5 baths3,436 sq ft
5 Horton Rd, Washingtonville, NY 10992
Listing by MS Realty Group USA, Inc
SOLD AUG 28, 2026
$715,000
B
4 beds3 baths3,908 sq ft
78 Goshen Rd, Chester, NY 10918
Listing by Cronin & Company Real Estate
SOLD JUL 7, 2026
$830,000
C
4 beds2.5 baths2,722 sq ft
5 Gabriels Dr, Chester, NY 10918
Listing by Q Home Sales
SOLD JUN 25, 2026
$770,000
D
4 beds2.5 baths2,780 sq ft
1071 Craigville Rd, Chester, NY 10918
Listing by MS Realty Group USA, Inc
SOLD JUN 18, 2026
$905,000
E
5 beds3.5 baths3,680 sq ft
21 Bull Mine Rd, Chester, NY 10918
Listing by Howard Hanna Rand Realty
SOLD AUG 17, 2026
$625,000
F
4 beds2.5 baths2,524 sq ft
17 Woodridge Dr, Chester, NY 10918
Listing by eXp Realty

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Sell

$202,912

Est. take-home

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Refinance

Est. cash available

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Rent

$3,834/mo

Redfin rental estimate

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Market trends in 10918, NY

Last updated October 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

$299,999
3 beds1 bath1,046 sq ft
14 School St, Chester, NY 10918
Listing by Howard Hanna Rand Realty
$475,000
3 beds1.5 baths1,848 sq ft
3 Mari Rd, Sugar Loaf, NY 10918
Listing by Divine Realty NY, LLC
COMING SOON
$325,900
2 beds1.5 baths1,072 sq ft
4108 Whispering Hls, Chester, NY 10918
Listing by Keller Williams Realty
$849,000
4 beds3 baths3,676 sq ft
56 Hardscrabble Rd, Chester, NY 10918
Listing by Howard Hanna Rand Realty
$939,000
4 beds2.5 baths3,406 sq ft
82 Goosepond Mountain Rd, Chester, NY 10918
Listing by MK Realty Inc
3D WALKTHROUGH
$499,000
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Listing by National Veterans Realty Group
3D WALKTHROUGH
$719,000
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Listing by Century 21 Full Service Realty
See all

Provided by Redfin

Sale history for 221 Oxford Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #H6287706

Mar 20, 2025

Sold

$900,000

$194/sq ft

Jun 14, 2024

Pending

—

Mar 4, 2024

Price Changed

$999,999

$215/sq ft

Feb 2, 2024

Listed

$1,100,000

$237/sq ft

OneKey® MLS as Distributed by MLS Grid #H4905839

Apr 8, 2019

Sold

$710,000

$153/sq ft

Mar 17, 2019

Pending

—

Feb 15, 2019

Listed

$750,000

$161/sq ft

Spectacular, private, mint condition 4470 sq. ft. CUSTOM Colonial. "Quality Built" home in the Monroe Woodbury School district. This impressive home is nestled in the woods & surrounded by the natural beauty of evergreens. Gleaming hardwood floors throughout & custom moldings. Waterford wood stove, stainless, granite, floor to ceiling windows, two story entry, 80+ recessed lights. Open concept living, living room features a fabulous stone fireplace, country kitchen and formal dining room. 1st floor bedroom w/full bath, formal dining *sliders to a Mahogany deck area which overlook a gorgeous in ground Gunite pool and outside entertainment space. A large master suite includes his & her vanities! Three additional generously sized bedrooms, all provide great space and large closets. The walk out basement adds 450 sq.ft. and the remainder is waiting to be finished! HUGE 4 car tandem garage. Many, fine detailed QUALITY finishes. 8 minutes to highways & mass transit. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:4+ Car Attached,

HGMLS #544809

Apr 10, 2014

Price Changed

$595,000

$128/sq ft

Apr 10, 2014

Sold

$595,000

$128/sq ft

Apr 5, 2014

Listed

—

Feb 17, 2014

Price Changed

$599,900

$129/sq ft

OneKey® MLS as Distributed by MLS Grid #H544809

Apr 10, 2014

Sold

$595,000

$128/sq ft

May 16, 2013

Listed

$599,900

$129/sq ft

Spectacular, serene, private MINT, Loaded with upgrades! 4470 sq. ft. Custom Colonial. One of the finest "Quality Built" homes in the Monroe Woodbury School district. This impressive home is nestled in the woods & surrounded by the natural beauty of evergreens. Gleaming hardwood floors throughout, custom moldings including wainscoting, base & crown. Fabulous stone fireplace, Waterford woodstove, stainless, granite, floor to ceiling windows, grand entry, 80+ recessed lights, Walnut porch overlooks waterfall. First floor bedroom w/full bath, central A/C & vacuum.. HUGE 4 car garage. Garage is 1296 sq.ft basement 298 sqft. 8 minutes to highways & mass transit. Many, many upgrades. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:4+ Car Attached,

OneKey® MLS as Distributed by MLS Grid #H525668

Jun 21, 2012

Listing Removed

—

Apr 21, 2012

Listed

$629,900

$136/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$27,186

$20,000 + $80,600

$100,600

2025

$27,186 (+5.4%)

$20,000 + $80,600

$100,600

2024

$25,790 (+4.0%)

$20,000 + $80,600

$100,600

2023

$24,806 (+3.6%)

$20,000 + $80,600

$100,600

2022

$23,933 (+0.6%)

$20,000 + $80,600

$100,600

2021

$23,801 (+2.2%)

$20,000 + $80,600

$100,600

2020

$23,298 (+5.8%)

$20,000 + $80,600

$100,600

2019

$22,026 (+10.9%)

$20,000 + $79,700

$99,700

2018

$19,857 (+6.8%)

$20,000 + $79,700

$99,700

2017

$18,600 (−4.4%)

$20,000 + $78,900

$98,900

2016

$19,447 (+4.9%)

$20,000 + $78,900

$98,900

2015

$18,543 (+5.8%)

$20,000 + $78,900

$98,900

2014

$17,531

$20,000 + $78,900

$98,900

Tax history for 221 Oxford Rd

Year

Property tax

Land + Additions

Assessment*

2026

$27,186

$20,000 + $80,600

$100,600

2025

$27,186 (+5.4%)

$20,000 + $80,600

$100,600

2024

$25,790 (+4.0%)

$20,000 + $80,600

$100,600

2023

$24,806 (+3.6%)

$20,000 + $80,600

$100,600

2022

$23,933 (+0.6%)

$20,000 + $80,600

$100,600

2021

$23,801 (+2.2%)

$20,000 + $80,600

$100,600

2020

$23,298 (+5.8%)

$20,000 + $80,600

$100,600

2019

$22,026 (+10.9%)

$20,000 + $79,700

$99,700

2018

$19,857 (+6.8%)

$20,000 + $79,700

$99,700

2017

$18,600 (−4.4%)

$20,000 + $78,900

$98,900

2016

$19,447 (+4.9%)

$20,000 + $78,900

$98,900

2015

$18,543 (+5.8%)

$20,000 + $78,900

$98,900

2014

$17,531

$20,000 + $78,900

$98,900

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

3.9 Acres

Year renovated

—

Sq. Ft.

6,049

Year built

2000

Style

Single Family Residential

County

Orange County

APN

332089A04400000011640000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 8, 2026.

Property details

Parking

Parking Information
Parking Features: Attached, Garage Door Opener, Tandem

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 2
Fireplace Features: Wood Burning Stove

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

Interior Features
Interior Features: Cathedral Ceiling(s),Central Vacuum,Formal Dining,First Floor Bedroom,First Floor Full Bath,Granite Counters,High Ceilings,Pantry,Walk-In Closet(s)
Appliances: Dishwasher, Dryer, Refrigerator, Washer, Indirect Water Heater
Flooring: Hardwood
Levels: Two
Patio And Porch Features: Deck, Patio, Porch

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

Bathroom Information
Bathrooms Full: 3
Bathrooms Half: 1

Green Information
Green Energy Generation: Solar

Exterior

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

Pool Information
Pool Features: In Ground

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

Property Information
Stories: 2
Living Area Source: Other
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2024
Tax Source: Municipality
Tax Annual Amount: $24,806

Financial Information
Buyer Financing: Conventional

Utilities

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

Location

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: Route 94 to Oxford Road.
County Or Parish: Orange County

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 6,049
Stories: 2.0
Lot Size: 3.9 acres
Style: Single Family Residential
Year Built: 2000
Year Renovated: —
County: Orange County
APN: 332089A04400000011640000000

Home facts updated by county records on Oct 8, 2026

Around this home

Schools

K - 12
Preschool & daycare

North Main Street School

Public 2-5 • Assigned • 3.4mi

5/10

Monroe Woodbury Middle School

Public 6-8 • Assigned • 5.7mi

5/10

Monroe Woodbury High School

Public 9-12 • Assigned • 5.7mi

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 97° expected this year, 15 days in 30 years

4/10 Wind Factor

14% 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 8.7 hours in June and 3.9 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$912,000 – $1.10M

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Home values near 221 Oxford Rd

Data from public records.

Address	Redfin Estimate
195 Oxford Rd, Chester, NY 3 Beds \| 2 Baths \| 1640 Sq. Ft.	$526,480
181 Oxford Rd, Chester, NY 3 Beds \| 2.5 Baths \| 3257 Sq. Ft.	$858,090
202 Oxford Rd, Chester, NY 5 Beds \| 1 Baths \| 1680 Sq. Ft.	$387,378
220 Oxford Rd, Chester, NY 3 Beds \| 3.5 Baths \| 3535 Sq. Ft.	—
204 Oxford Rd, Chester, NY 3 Beds \| 1 Baths \| 1843 Sq. Ft.	$462,036
232 Oxford Rd, Chester, NY 3 Beds \| 2.5 Baths \| 3352 Sq. Ft.	$906,179
394 Prospect Rd, Chester, NY 3 Beds \| 3.5 Baths \| 2753 Sq. Ft.	$975,282

Address	Redfin Estimate
197 Oxford Rd, Chester, NY 4 Beds \| 2.5 Baths \| 3070 Sq. Ft.	—
247 Oxford Rd, Chester, NY 3 Beds \| 1 Baths \| 1252 Sq. Ft.	$499,112
182 Oxford Rd, Chester, NY 3 Beds \| 1 Baths \| 1594 Sq. Ft.	$427,963
251 Oxford Rd, Chester, NY 3 Beds \| 2 Baths \| 1902 Sq. Ft.	$543,921
185 Oxford Rd, Chester, NY 3 Beds \| 1 Baths \| 1062 Sq. Ft.	$368,567
243 Oxford Rd, Chester, NY 4 Beds \| 4.5 Baths \| 4028 Sq. Ft.	$1,131,996
34 Ramlow Rd, Chester, NY 3 Beds \| 4 Baths \| 4323 Sq. Ft.	$913,816

Address	Redfin Estimate
215 Oxford Rd, Chester, NY 4 Beds \| 3.5 Baths \| 3564 Sq. Ft.	$880,644
186 Oxford Rd, Chester, NY 2 Beds \| 1.5 Baths \| 1483 Sq. Ft.	$428,219
198 Oxford Rd, Chester, NY 3 Beds \| 1 Baths \| 1756 Sq. Ft.	$490,946
209 Oxford Rd, Chester, NY 3 Beds \| 2.5 Baths \| 2724 Sq. Ft.	$735,324
203 Oxford Rd, Chester, NY 4 Beds \| 2.5 Baths \| 2458 Sq. Ft.	$811,338
52 Ramlow Rd, Chester, NY 3 Beds \| 2 Baths \| 1680 Sq. Ft.	$422,388
5 Bens Way, Chester, NY 4 Beds \| 2.5 Baths \| 2544 Sq. Ft.	$796,460

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2024. This data may not match . Learn more.

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