Off Market Nov 2025 for $370K

$387,573

Est. refi paymentEst. refi $2,667/mo

•

1,194

sq ft

299 Riley Rd, New Windsor, NY 12553

About this home

This well-maintained ranch-style residence is ideal for first-time home buyers or those seeking to downsize. The property is fully move-in ready. The living and dining room area features a stone wood-burning fireplace and opens onto a private patio, providing an appealing space for enjoying summer evenings. Hardwood floors extend throughout the home, complemented by abundant windows that provide ample natural light. The kitchen is both efficient and inviting, equipped with updated GE Profile stainless-steel appliances, quartz countertops, Thomasville soft-close cabinetry, a tile backsplash and a spacious pantry. The primary bedroom offers comfort and includes a large walk-in closet, while the additional bedroom provides generous space suitable for various needs. The hallway bathroom is fitted with a Corian countertop, overhead heat lamp and a whirlpool tub. The basement presents substantial storage opportunities, ensuring belongings remain organized and out of sight. The back yard is level and private. Excellent location just minutes to shops, highways, and public transportation.

Single-familyProperty Type

1953Year Built

0.67 acresLot Size

$325Est. Price/Sq.Ft.

1 car garageParking

Listing by Donna Gennaro • Howard Hanna Rand Realty

Contact: 845-928-9691

Bought with Diana Guzman • Keller Williams Realty

Redfin checked: a few seconds ago

•Source:OneKey® MLS as Distributed by MLS Grid #892680

Redfin Estimate

$387,573

$18K since sold in November 2025$6,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 9.8% lower than the average sale price ($430K) of 6 comparable homes.

SOLD AUG 3, 2026
$495,000
A
3 beds1 bath960 sq ft
512 Riley Rd, New Windsor, NY 12553
Listing by BHG Real Estate Green Team
SOLD JAN 14, 2026
$480,000
B
3 beds2 baths1,128 sq ft
458 Mount Airy Rd, New Windsor, NY 12553
Listing by Hudson Heritage Realty
SOLD JUL 29, 2026
$350,000
C
3 beds1.5 baths1,470 sq ft
309 Windsor Hwy, New Windsor, NY 12553
Listing by HomeSmart Homes & Estates
BOUGHT WITH REDFIN AUG 14, 2026
$490,000
D
3 beds2 baths1,900 sq ft
3 Regimental Pl, New Windsor, NY 12553
Listing by RE/MAX Benchmark Realty Group
SOLD JUL 22, 2026
$410,000
E
3 beds1.5 baths996 sq ft
19 Valewood Dr, New Windsor, NY 12553
Listing by Weichert Realtors
SOLD JUL 15, 2026
$352,000
F
2 beds1 bath1,244 sq ft
23 Ardmore St, New Windsor, NY 12553
Listing by Howard Hanna Rand Realty

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Earn from this home

Sell

$71,242

Est. take-home

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Refinance

Est. cash available

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Rent

$1,992/mo

Redfin rental estimate

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Market trends in 12553, NY

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.5%

+0.8% MoM

Median sale price

$460K

$5K MoM

Avg. days on market

46d

7 days MoM

Recently sold homes

5 MoM

New listings for sale

COMING SOON
$485,000
3 beds2.5 baths1,610 sq ft
806 Hawthorn Way, New Windsor, NY 12553
Listing by Howard Hanna Rand Realty
OPEN SUN, 12PM TO 2PM
$425,000
2 beds2.5 baths1,722 sq ft
1113 Balsam Dr, New Windsor, NY 12553
Listing by Hudson Premium Realty
$314,999
2 beds1 bath1,085 sq ft
95 Riley Rd, New Windsor, NY 12553
Listing by KW Hudson Valley United
$445,000
3 beds2 baths1,730 sq ft
4 Cannon Dr, New Windsor, NY 12553
Listing by RE/MAX Benchmark Realty Group
$759,999
5 beds4 baths4,366 sq ft
1010 Pine Vw, New Windsor, NY 12553
Listing by BH&G R E Realty Connect
$630,000
5 beds2.5 baths2,244 sq ft
207 Butter Hill Dr, New Windsor, NY 12553
Listing by HomeSmart Homes & Estates
COMING SOON
$529,500
3 beds2.5 baths2,207 sq ft
51 Keats Dr, New Windsor, NY 12553
Listing by RE/MAX Benchmark Realty Group
$175,000
2 beds1 bath1,100 sq ft
10 Oakwood Ter #94, New Windsor, NY 12553
Listing by RE/MAX Benchmark Realty Group
$810,000
4 beds2.5 baths2,333 sq ft
84 Frank St, New Windsor, NY 12553
Listing by Keller Williams Village Sq Rlt
$570,000
4 beds2.5 baths2,052 sq ft
15 Guernsey Dr, New Windsor, NY 12553
Listing by Keller Williams Village Sq Rlt
See all

Provided by Redfin

Sale history for 299 Riley Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,055 (+14.8%)

$7,500 + $12,200

$19,700

2024

$3,532 (+1.3%)

$7,500 + $12,200

$19,700

2023

$3,487 (−2.1%)

$7,500 + $12,200

$19,700

2022

$3,561 (−15.1%)

$7,500 + $12,200

$19,700

2021

$4,196 (+125.2%)

$7,500 + $12,200

$19,700

2020

$1,863 (−13.9%)

$7,500 + $12,200

$19,700

2019

$2,164 (+255.4%)

$7,500 + $12,200

$19,700

2018

$609 (−76.2%)

$7,500 + $12,200

$19,700

2017

$2,558 (−39.2%)

$7,500 + $12,200

$19,700

2016

$4,209 (+135.0%)

$7,500 + $12,200

$19,700

2015

$1,791 (−22.6%)

$7,500 + $12,200

$19,700

2014

$2,315

$7,500 + $12,200

$19,700

Tax history for 299 Riley Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,055 (+14.8%)

$7,500 + $12,200

$19,700

2024

$3,532 (+1.3%)

$7,500 + $12,200

$19,700

2023

$3,487 (−2.1%)

$7,500 + $12,200

$19,700

2022

$3,561 (−15.1%)

$7,500 + $12,200

$19,700

2021

$4,196 (+125.2%)

$7,500 + $12,200

$19,700

2020

$1,863 (−13.9%)

$7,500 + $12,200

$19,700

2019

$2,164 (+255.4%)

$7,500 + $12,200

$19,700

2018

$609 (−76.2%)

$7,500 + $12,200

$19,700

2017

$2,558 (−39.2%)

$7,500 + $12,200

$19,700

2016

$4,209 (+135.0%)

$7,500 + $12,200

$19,700

2015

$1,791 (−22.6%)

$7,500 + $12,200

$19,700

2014

$2,315

$7,500 + $12,200

$19,700

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

250 ft.

Lot depth

117 ft.

Lot size

0.67 Acres

Year renovated

—

Sq. Ft.

1,194

Year built

1953

Style

Single Family Residential

County

Orange County

APN

334800A03500000010842000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 13, 2026.

Property details

Parking

Parking Information
Carport YN: No
Parking Features: Driveway, Garage, Garage Door Opener

Garage Information
Garage Spaces: 1
Has Garage

Interior

Virtual Tour Information

Fireplace Information
Has Fireplace
Fireplaces Total: 1
Fireplace Features: Living Room, Wood Burning

Heating & Cooling
Cooling: Central Air
Heating: Forced Air

Interior Features
Interior Features: First Floor Bedroom,First Floor Full Bath,Ceiling Fan(s),Eat-in Kitchen,Entrance Foyer,Galley Type Kitchen,Open Floorplan,Pantry,Master Downstairs,Quartz/Quartzite Counters,Recessed Lighting,Walk-In Closet(s),Washer/Dryer Hookup
Window Features: Blinds
Laundry Features: Electric Dryer Hookup, In Garage, Washer Hookup
Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
Flooring: Hardwood, Tile
Patio And Porch Features: Patio

Room Information
Basement YN: Yes
Attic: Scuttle
Rooms Total: 5
Basement: Partial

Bathroom Information
Bathrooms Full: 1

Exterior

Exterior Features
Construction Materials: Vinyl Siding
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Back Yard, Level, Private

Property Information
Living Area Source: Public Records
Living Area (Sq. Ft.): 1194.00
Property Sub Type: Single Family Residence
Property Condition: Actual

Financial

Tax Information
Tax Year: 2024
Tax Source: Municipality
Tax Annual Amount: $3,531.64

Financial Information
Buyer Financing: FHA

Utilities

Utility Information
Electric Company: Central Hudson
Sewer: Public Sewer
Utilities: Cable Available, Electricity Connected, Phone Available, Sewer Connected, Water Connected

Location

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

Location Information
County Or Parish: Orange County

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 1,194
Stories: 1.0
Lot Size: 0.67 acres
Style: Single Family Residential
Year Built: 1953
Year Renovated: —
County: Orange County
APN: 334800A03500000010842000000

Home facts updated by county records on Aug 13, 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.

Vails Gate High Tech Magnet School

Public K-5 • 1.1mi

4/10

Temple Hill School

Public K-8 • 1.2mi

3/10

Newburgh Free Academy Main Campus

Public 9-12 • 3.9mi

3/10

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

0.15% chance of being in a wildfire in next 30 years

4/10 Heat Factor

6 days above 98° expected this year, 14 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

$369,000 – $446,000

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New listings for sale in 12553

COMING SOON

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806 Hawthorn Way, New Windsor, NY 12553

Listing by Howard Hanna Rand Realty

OPEN SUN, 12PM TO 2PM

$425,000

2 beds2.5 baths1,722 sq ft

1113 Balsam Dr, New Windsor, NY 12553

Listing by Hudson Premium Realty

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2 beds1 bath1,085 sq ft

95 Riley Rd, New Windsor, NY 12553

Listing by KW Hudson Valley United

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3 beds2 baths1,730 sq ft

4 Cannon Dr, New Windsor, NY 12553

Listing by RE/MAX Benchmark Realty Group

$759,999

5 beds4 baths4,366 sq ft

1010 Pine Vw, New Windsor, NY 12553

Listing by BH&G R E Realty Connect

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5 beds2.5 baths2,244 sq ft

207 Butter Hill Dr, New Windsor, NY 12553

Listing by HomeSmart Homes & Estates

COMING SOON

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51 Keats Dr, New Windsor, NY 12553

Listing by RE/MAX Benchmark Realty Group

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10 Oakwood Ter #94, New Windsor, NY 12553

Listing by RE/MAX Benchmark Realty Group

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Listing by Keller Williams Village Sq Rlt

Home values near 299 Riley Rd

Data from public records.

Address	Redfin Estimate
334 Riley Rd, New Windsor, NY 4 Beds \| 3 Baths \| 2522 Sq. Ft.	$504,506
281 Riley Rd, New Windsor, NY 3 Beds \| 2 Baths \| 1344 Sq. Ft.	$411,546

Address	Redfin Estimate
271 Riley Rd, New Windsor, NY 3 Beds \| 2.5 Baths \| 1800 Sq. Ft.	$541,246
300 Riley Rd, New Windsor, NY 3 Beds \| 2 Baths \| 1550 Sq. Ft.	$442,048

Address	Redfin Estimate
285 Riley Rd, New Windsor, NY 2 Beds \| 2 Baths \| 1532 Sq. Ft.	$433,687
314 Riley Rd, New Windsor, NY 4 Beds \| 2 Baths \| 2596 Sq. Ft.	$375,961

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2025. 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 299 Riley Rd

Tax history for 299 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 299 Riley Rd

More real estate resources