Off market dec 2024 for $285K

$379,504

Est. refi paymentEst. refi $1,923/mo

•

1,536

sq ft

586 Riley Rd, New Windsor, NY 12553

About this home

Investment Opportunity in New Windsor This 3-bedroom, 1-bathroom home offers a unique investment opportunity for those looking to renovate and capitalize on its potential. With 1,536 square feet of living space situated on a generous 1.6-acre lot, with 4 car detached garage. This property is perfect for investors or anyone eager to create their dream home from the ground up. Although the home requires updating and care, its prime location and large lot size make it a rare find. The surrounding area is well-developed, providing convenience and potential for a high return on investment once renovated. Close to Shopping, restaurants, and I84, Stewart Airport, & NYS Thruway. Don't miss out on this chance to create something special in a great neighborhood. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:4+ Car Detached,

Single-familyProperty Type

1900Year Built

1.6 acresLot Size

$247Est. Price/Sq.Ft.

Listing by Jodi Visconti • Howard Hanna Rand Realty

Contact: 845 5620050

Bought with George Koudounas • RE/MAX Benchmark Realty Group

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6320570

Redfin Estimate

$379,504

$95K since sold in December 2024$11K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.6% higher than the average sale price ($334K) of 6 comparable homes.

SOLD JUL 29, 2026
$350,000
A
3 beds1.5 baths1,470 sq ft
309 Windsor Hwy, New Windsor, NY 12553
Listing by HomeSmart Homes & Estates
SOLD SEP 8, 2026
$335,000
B
3 beds1 bath1,200 sq ft
14 Bellevue Rd, Newburgh, NY 12550
Listing by Hudson Valley Home Connection
SOLD SEP 8, 2026
$330,000
C
3 beds1 bath1,344 sq ft
97 Maple St, Newburgh, NY 12550
Listing by Epique Realty
SOLD AUG 6, 2026
$220,000
D
3 beds1 bath1,408 sq ft
25 Pierpont Ave, Newburgh, NY 12550
Listing by Hudson Valley Home Connection
SOLD AUG 3, 2026
$495,000
E
3 beds1 bath960 sq ft
512 Riley Rd, New Windsor, NY 12553
Listing by BHG Real Estate Green Team
SOLD DEC 24, 2025
$275,000
F
3 beds1 bath1,470 sq ft
55 Old Little Britain Rd, Newburgh, NY 12550
Listing by Frank Tangredi Realty Company

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Earn from this home

Sell

$135,636

Est. take-home

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Refinance

Est. cash available

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Rent

$2,157/mo

Redfin rental estimate

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Market trends in 12553, NY

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.1%

+0.5% MoM

Median sale price

$445K

$15K MoM

Avg. days on market

38d

1 days MoM

Recently sold homes

0 MoM

New listings for sale

OPEN TODAY, 12PM TO 2PM
$370,000
3 beds1.5 baths1,296 sq ft
1 Rocky Ln, New Windsor, NY 12553
Listing by eXp Realty
NEW 7 HRS AGO
$495,000
3 beds2.5 baths2,302 sq ft
202 Iron Forge Ln, New Windsor, NY 12553
Listing by RE/MAX Benchmark Realty Group
NEW 9 HRS AGO
$69,900
2 beds2 baths784 sq ft
3146 Route 9w Unit 6A, New Windsor, NY 12553
Listing by Howard Hanna Rand Realty
OPEN OCT 10, 12PM TO 2PM
$679,000
4 beds2.5 baths2,376 sq ft
2508 Constitution Way, New Windsor, NY 12553
Listing by Howard Hanna Rand Realty
$475,000
3 beds2 baths1,456 sq ft
3 Hilltop Dr, New Windsor, NY 12553
Listing by Corcoran Country Living
$619,900
5 beds2 baths— sq ft
110-112 S Jacqueline St, New Windsor, NY 12553
Listing by RE/MAX Benchmark Realty Group
OPEN TODAY, 12PM TO 2PM
$539,900
5 beds2 baths2,316 sq ft
22 Hill View Dr, New Windsor, NY 12553
Listing by KW Hudson Valley United
$449,900
3 beds1.5 baths1,314 sq ft
14 Valewood Dr, New Windsor, NY 12553
Listing by eXp Realty
OPEN SUN, 5PM TO 7PM
$285,000
3 beds1.5 baths1,512 sq ft
276 Temple Hill Rd #706, New Windsor, NY 12553
Listing by eRealty Advisors, Inc
$569,900
5 beds3 baths2,291 sq ft
39 Clintonwood Dr, New Windsor, NY 12553
Listing by HomeSmart Homes & Estates
See all

Provided by Redfin

Sale history for 586 Riley Rd

Year

Property tax

Land + Additions

Assessment*

2026

$6,784

$11,100 + $20,400

$31,500

2025

$6,784 (+17.4%)

$11,100 + $20,400

$31,500

2024

$5,779 (+0.5%)

$11,100 + $20,400

$31,500

2023

$5,749 (−1.7%)

$11,100 + $20,400

$31,500

2022

$5,851 (−12.8%)

$11,100 + $20,400

$31,500

2021

$6,710 (+182.7%)

$11,100 + $20,400

$31,500

2020

$2,374 (+17.1%)

$11,100 + $20,400

$31,500

2019

$2,027 (+79.7%)

$11,100 + $20,400

$31,500

2018

$1,127 (−36.2%)

$11,100 + $20,400

$31,500

2017

$1,766 (−73.8%)

$11,100 + $20,400

$31,500

2016

$6,730 (+254.0%)

$11,100 + $20,400

$31,500

2015

$1,901 (−6.4%)

$11,100 + $20,400

$31,500

2014

$2,031

$11,100 + $20,400

$31,500

Tax history for 586 Riley Rd

Year

Property tax

Land + Additions

Assessment*

2026

$6,784

$11,100 + $20,400

$31,500

2025

$6,784 (+17.4%)

$11,100 + $20,400

$31,500

2024

$5,779 (+0.5%)

$11,100 + $20,400

$31,500

2023

$5,749 (−1.7%)

$11,100 + $20,400

$31,500

2022

$5,851 (−12.8%)

$11,100 + $20,400

$31,500

2021

$6,710 (+182.7%)

$11,100 + $20,400

$31,500

2020

$2,374 (+17.1%)

$11,100 + $20,400

$31,500

2019

$2,027 (+79.7%)

$11,100 + $20,400

$31,500

2018

$1,127 (−36.2%)

$11,100 + $20,400

$31,500

2017

$1,766 (−73.8%)

$11,100 + $20,400

$31,500

2016

$6,730 (+254.0%)

$11,100 + $20,400

$31,500

2015

$1,901 (−6.4%)

$11,100 + $20,400

$31,500

2014

$2,031

$11,100 + $20,400

$31,500

*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

1.6 Acres

Year renovated

1936

Sq. Ft.

1,536

Year built

1900

Style

Single Family Residential

County

Orange County

APN

334800A03200000020300000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 28, 2026.

Property details

Parking

Parking Information
Parking Features: Detached

Interior

Heating & Cooling
Cooling: Wall/Window Unit(s)
Heating: Oil, Radiant

Interior Features
Interior Features: First Floor Bedroom,Eat-in Kitchen,Formal Dining
Appliances: Refrigerator, Washer, Oil Water Heater
Levels: Two
Patio And Porch Features: Porch

Room Information
Basement YN: Yes
Attic: Scuttle
Rooms Total: 7
Basement: Full
Additional Rooms: Dining Area

Bathroom Information
Bathrooms Full: 1

Exterior

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

Pool Information
Pool Features: In Ground

Lot Information
Lot Features: Corner Lot

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

Financial

Tax Information
Tax Year: 2023
Tax Source: Municipality
Tax Annual Amount: $6,553

Financial Information
Buyer Financing: Cash

Utilities

Utility Information
Electric Company: Central Hudson
Sewer: Public Sewer
Utilities: Trash Collection Private

Location

School Information
Middle Or Junior School: MEADOW HILL GLOBAL EXPLORATIONS MAGNET SCHOOL
High School: Newburgh Free Academy
High School District: Newburgh

Location Information
Hamlet: New Windsor
Directions: please use google maps. 586 Riley Road, New Windsor, NY 12553
County Or Parish: Orange County

Public facts

Beds: 3
Baths: 1.0
Sq. Ft.: 1,536
Stories: 2.0
Lot Size: 1.6 acres
Style: Single Family Residential
Year Built: 1900
Year Renovated: 1936
County: Orange County
APN: 334800A03200000020300000000

Home facts updated by county records on Sep 28, 2026

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Newburgh City School District website to verify.

Temple Hill School

Public K-8 • 1.2mi

3/10

Newburgh Free Academy Main Campus

Public 9-12 • 3.3mi

3/10

Little Britain Elementary School

Public 1-5 • 1.3mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

3/10 Flood Factor

Estimated 10-14% chance 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

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

New Windsor, NY • 12553

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

$361,000 – $437,000

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Listing by Howard Hanna Rand Realty

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3 Hilltop Dr, New Windsor, NY 12553

Listing by Corcoran Country Living

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Listing by RE/MAX Benchmark Realty Group

OPEN TODAY, 12PM TO 2PM

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Listing by KW Hudson Valley United

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14 Valewood Dr, New Windsor, NY 12553

Listing by eXp Realty

OPEN SUN, 5PM TO 7PM

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Listing by eRealty Advisors, Inc

Home values near 586 Riley Rd

Data from public records.

Address	Redfin Estimate
572 Riley Road, New Windsor, NY 4 Beds \| 2.5 Baths \| 2592 Sq. Ft.	$581,810
548 Riley Road, New Windsor, NY 3 Beds \| 2 Baths \| 1976 Sq. Ft.	$496,387

Address	Redfin Estimate
563 Riley Road, New Windsor, NY 3 Beds \| 2.5 Baths \| 1820 Sq. Ft.	$526,957
552 Riley Road, New Windsor, NY 3 Beds \| 2 Baths \| 2124 Sq. Ft.	$489,927

Address	Redfin Estimate
560 Riley Road, New Windsor, NY 3 Beds \| 1 Baths \| 1540 Sq. Ft.	$356,298
559 Riley Road, New Windsor, NY 3 Beds \| 2 Baths \| 1705 Sq. Ft.	$445,919

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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About this home

Redfin Estimate

Earn from this home

Market trends in 12553, NY

Sale history for 586 Riley Rd

Tax history for 586 Riley Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 12553

Home values near 586 Riley Rd

More real estate resources