Off market nov 2019 for $585K

$884,115

Est. refi paymentEst. refi $3,905/mo

•

2.5 ba

•

3,460

sq ft

58 Deer Trail Rd, Chester, NY 10918

About this home

A meandering drive leads to this exquisitely designed custom Contemporary home where you will find welcoming and comfortable living spaces. Architectural details are evident from the moment you enter into the foyer with stone tile and radiant heat. Continue to the living room with cathedral ceiling, fireplace, & slider opening to a wrap-around cedar deck. A modern gourmet kitchen features state of the art appliances, an oversized island, Caesarstone counters, work station, and clever hideaways. Step down to your family room with wall of windows and built-ins then on to your private master suite w/full spa-like bath. Upstairs finds 3 spacious bedrooms and a full bath. A full walk-out basement w/radiant heat & 9 ft ceilings is ready for finishing, and the 2-car garage accessed by a breezeway is a convenient addition. A true private sanctuary with 13+ acres of tranquility, yet close to shops, restaurants, farm markets, wineries, breweries, golf, commuter access, and so much more. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Single-familyProperty Type

1994Year Built

13.7 acresLot Size

$256Est. Price/Sq.Ft.

2 car garageParking

Listing by Kimberly Starks • Howard Hanna Rand Realty

Bought with Kimberly Starks • Howard Hanna Rand Realty

Source:OneKey® MLS as Distributed by MLS Grid #H4916728

Redfin Estimate

$884,115

$299K since sold in November 2019$9,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 27.1% higher than the average sale price ($696K) of 6 comparable homes.

SOLD NOV 2, 2026
$700,000
A
4 beds2.5 baths2,715 sq ft
176 Beverly Rd, Chester, NY 10918
Listing by Owner Entry.com
SOLD SEP 17, 2026
$705,000
B
4 beds2.5 baths2,938 sq ft
139 Clark Rd, Goshen, NY 10924
Listing by Howard Hanna Rand Realty
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 OCT 29, 2026
$650,000
D
4 beds2.5 baths3,264 sq ft
7 Valley Ct, Florida, NY 10921
Listing by Wansor Realty
SOLD AUG 31, 2026
$799,000
E
4 beds2.5 baths2,616 sq ft
8 Twin Spring Ln, Florida, NY 10921
Listing by Absolute Real Estate of NY Inc
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

$429,282

Est. take-home

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Refinance

Est. cash available

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Rent

$3,370/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

98.6%

1.0% MoM

Median sale price

$505K

$30K MoM

Avg. days on market

46d

0 days MoM

Recently sold homes

6 MoM

New listings for sale

NEW 4 HRS AGO
$525,000
4 beds2 baths1,492 sq ft
158 Laroe Rd, Chester, NY 10918
NEW 24 HRS AGO
$299,900
3 beds2 baths1,316 sq ft
1223 Whispering Hls, Chester, NY 10918
Listing by KW Hudson Valley United
OPEN SAT, 12PM TO 2PM
$750,000
4 beds3.5 baths2,240 sq ft
32 Rose Ann Ln, Chester, NY 10918
Listing by Douglas Elliman Real Estate
OPEN SAT, 12PM TO 2PM
$249,000
2 beds1 bath1,084 sq ft
1212 Whispering Hls, Chester, NY 10918
Listing by Keller Williams Realty
$799,000
4 beds2.5 baths2,763 sq ft
3147 State Route 94, Chester, NY 10918
Listing by MK Realty Inc
OPEN SAT, 10AM TO 12PM
$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
OPEN SUN, 1PM TO 3PM
$849,000
4 beds3 baths3,676 sq ft
56 Hardscrabble Rd, Chester, NY 10918
Listing by Howard Hanna Rand Realty
See all

Provided by Redfin

Sale history for 58 Deer Trail Rd

Date

Event

Price

Public Records

Nov 19, 2019

Sold

$585,000

$169/sq ft

OneKey® MLS as Distributed by MLS Grid #H4916728

Aug 26, 2019

Sold

$585,000

$169/sq ft

May 15, 2019

Pending

—

Apr 1, 2019

Listed

$579,000

$167/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$19,760

$88,100 + $217,800

$305,900

2025

$19,760 (+5.2%)

$88,100 + $217,800

$305,900

2024

$18,776 (+5.1%)

$88,100 + $217,800

$305,900

2023

$17,873 (+3.5%)

$88,100 + $217,800

$305,900

2022

$17,268 (−2.9%)

$88,100 + $217,800

$305,900

2021

$17,790 (−43.8%)

$88,100 + $217,800

$305,900

2020

$31,632 (+8.0%)

$88,100 + $217,800

$305,900

2019

$29,279 (+75.4%)

$88,100 + $217,800

$305,900

2018

$16,698 (+6.0%)

$88,100 + $217,800

$305,900

2017

$15,745 (−5.3%)

$88,100 + $217,800

$305,900

2016

$16,627 (+7.5%)

$88,100 + $217,800

$305,900

2015

$15,469 (+0.8%)

$88,100 + $217,800

$305,900

2014

$15,347

$88,100 + $217,800

$305,900

Tax history for 58 Deer Trail Rd

Year

Property tax

Land + Additions

Assessment*

2026

$19,760

$88,100 + $217,800

$305,900

2025

$19,760 (+5.2%)

$88,100 + $217,800

$305,900

2024

$18,776 (+5.1%)

$88,100 + $217,800

$305,900

2023

$17,873 (+3.5%)

$88,100 + $217,800

$305,900

2022

$17,268 (−2.9%)

$88,100 + $217,800

$305,900

2021

$17,790 (−43.8%)

$88,100 + $217,800

$305,900

2020

$31,632 (+8.0%)

$88,100 + $217,800

$305,900

2019

$29,279 (+75.4%)

$88,100 + $217,800

$305,900

2018

$16,698 (+6.0%)

$88,100 + $217,800

$305,900

2017

$15,745 (−5.3%)

$88,100 + $217,800

$305,900

2016

$16,627 (+7.5%)

$88,100 + $217,800

$305,900

2015

$15,469 (+0.8%)

$88,100 + $217,800

$305,900

2014

$15,347

$88,100 + $217,800

$305,900

*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
# of 1/2 Baths: 1

Heating & Cooling
Heating Fuel Type: Electric
Heating Type: Hot Air

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 9

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Cape Cod
Exterior Wall: Aluminum/Vinyl

Property Information
Subdivision Name: SUGAR LOAF HEIGHTS LAND CO INC
Living Sq. Ft: 3,460
Ground Floor Sq. Ft: 2,232
# of Stories: 1.5
Legal Description: PT LT CSLHLC INC MAP 8412& PARCEL MAP 10265

Parking & Garage Information
Parking Type: Attached Garage
Garage/Parking Sq. Ft: 576
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 596,772
Legal Lot Number: 95
Legal Block Number: 1
School Tax District: WARWICK
Municipality Name: CHESTER TOWN
Acres: 13.7
Zoning Code: AR3
State Use Description: SINGLE FAMILY RESID

Location Information
Parcel Location Influence: Wetland

Utility Information
Sewer Type: Private
Water Service Type: Private

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 3,460
Stories: 1.5
Lot Size: 13.7 acres
Style: Single Family Residential
Year Built: 1994
Year Renovated: —
County: Orange County
APN: 332289A01600000010950000000

Home facts updated by county records on Sep 28, 2026

Around this home

Schools

K - 12
Preschool & daycare

Park Avenue Elementary School

Public K-4 • Assigned • 5.7mi

8/10

Warwick Valley Middle School

Public 5-8 • Assigned • 6.6mi

6/10

Warwick Valley High School

Public 9-12 • Assigned • 6.8mi

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 97° expected this year, 14 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)

32°

17°

36°

19°

54°

32°

62°

41°

69°

50°

80°

59°

84°

65°

79°

57°

76°

52°

63°

41°

52°

33°

37°

21°

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

$840,000 – $1.02M

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New listings for sale in 10918

NEW 4 HRS AGO3D WALKTHROUGH

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158 Laroe Rd, Chester, NY 10918

Updated kitchen • Semi-open floor plan • Long paved driveway

NEW 24 HRS AGO

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Listing by KW Hudson Valley United

OPEN SAT, 12PM TO 2PM3D WALKTHROUGH

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Listing by Douglas Elliman Real Estate

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Listing by Keller Williams Realty

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Listing by MK Realty Inc

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Listing by Howard Hanna Rand Realty

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3 Mari Rd, Sugar Loaf, NY 10918

Updated kitchen • Finished basement • Large living room

Listing by Divine Realty NY, LLC

COMING SOON

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4108 Whispering Hls, Chester, NY 10918

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Home values near 58 Deer Trail Rd

Data from public records.

Address	Redfin Estimate
40 Deer Trail Rd, Chester, NY 4 Beds \| 4.5 Baths \| 3114 Sq. Ft.	$1,038,840
23 Deer Trail Rd, Chester, NY 4 Beds \| 3.5 Baths \| 2708 Sq. Ft.	$844,568
118 Pine Hill Rd, Chester, NY 3 Beds \| 2.5 Baths \| 2868 Sq. Ft.	$751,439
24 Highview Dr, Chester, NY 4 Beds \| 3 Baths \| 4733 Sq. Ft.	$849,817
36 Cardinal Ln, Chester, NY 3 Beds \| 2 Baths \| 2259 Sq. Ft.	$652,197
35 Cardinal Ln, Chester, NY 4 Beds \| 2.5 Baths \| 3510 Sq. Ft.	$864,057
120 Pine Hill Rd, Chester, NY 4 Beds \| 2.5 Baths \| 2940 Sq. Ft.	$734,874

Address	Redfin Estimate
11 Deer Trail Rd, Chester, NY 4 Beds \| 2.5 Baths \| 2208 Sq. Ft.	$658,818
47 Deer Trail Rd, Chester, NY 6 Beds \| 3.5 Baths \| 3880 Sq. Ft.	$817,079
93 Highview Dr, Chester, NY 3 Beds \| 2.5 Baths \| 2677 Sq. Ft.	$683,971
84 Pine Hill Rd, Chester, NY 1 Beds \| 1 Baths \| 1266 Sq. Ft.	$423,924
10 Spectrum Dr, Chester, NY 5 Beds \| 4 Baths \| 4496 Sq. Ft.	$868,660
30 Spectrum Dr, Chester, NY 3 Beds \| 2.5 Baths \| 2416 Sq. Ft.	$663,352
168 Pine Hill Rd, Chester, NY 5 Beds \| 3.5 Baths \| 2952 Sq. Ft.	$718,163

Address	Redfin Estimate
33 Deer Trail Rd, Chester, NY 1 Beds \| 1 Baths \| 1472 Sq. Ft.	$428,916
44 Cedar Pond Ln, Chester, NY 3 Beds \| 2 Baths \| 1876 Sq. Ft.	$639,773
69 Cedar Pond Ln, Chester, NY 6 Beds \| 7.5 Baths \| 7034 Sq. Ft.	—
38 Highview Dr, Chester, NY 4 Beds \| 2.5 Baths \| 2652 Sq. Ft.	$710,012
7 Highview Dr, Chester, NY 4 Beds \| 3 Baths \| 2676 Sq. Ft.	$682,076
30 Cardinal Ln, Chester, NY 3 Beds \| 3.5 Baths \| 4130 Sq. Ft.	$1,256,035
16 Spectrum Dr, Chester, NY 3 Beds \| 3 Baths \| 2276 Sq. Ft.	$716,207

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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 58 Deer Trail Rd

Tax history for 58 Deer Trail 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 58 Deer Trail Rd

More real estate resources