**5.2 ACRES OF POSSIBILITIES IN THE HEART OF THE HUDSON VALLEY!** A rare opportunity to own 5.2 acres in desirable New Windsor, offering space, versatility, and incredible potential! Whether you envision a country retreat, hobby farm, gardening, recreational space, or simply room to spread out, this unique property offers an opportunity to bring your vision to life. **PET LOVERS, TAKE NOTICE!** The property also features a huge chain-link fenced enclosure, providing a spacious, designated outdoor area for your beloved pets to roam, play, and enjoy the fresh country air! Why not give your furry friends their very own park. The property features a charming older home with approximately 1,700 square feet of living space, along with several existing functional outbuildings offering additional storage, workshop, and hobby possibilities. The home is livable but dated, presenting an excellent opportunity to renovate, personalize, and make it your own. Public tax records reflect a three-bedroom home; two original bedrooms were combined to create a spacious primary bedroom with a walk-in closet. An additional unfinished upper-level room offers potential for future improvements. The flexible floor plan includes additional living areas suitable for a den, home office, or guest-use space
**LOCATION, LOCATION, LOCATION!** Enjoy the benefits of country-style living while remaining conveniently located near shopping, supermarkets, restaurants, schools, and everyday amenities. Nearby Salisbury Mills-Cornwall and Beacon train stations provide commuter rail options to NYC, with access to major highways including I-87 and I-84. New York Stewart International Airport is also conveniently located in New Windsor.
Approximately 55 miles north of New York City, the area offers access to everything the beautiful Hudson Valley is known for—scenic mountains, hiking and biking trails, wineries, orchards, farmers markets, parks, Hudson River waterfront destinations, and year-round outdoor recreation. Explore nearby Cornwall, Newburgh, Beacon, and historic West Point.
For sale
$399,999
258 Riley Road, New Windsor, NY 12553
3beds
1,716sqft
Single Family Residence, Residential
Built in 1900
5.2 Acres Lot
$-- Zestimate®
$233/sqft
$-- HOA
What's special
Charming older homeFlexible floor planHuge chain-link fenced enclosure
- 3 days
- 1,480
- 298
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Century 21 Realty Center 845-781-8100,
Alexandra Zinko 845-548-1535
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1065243
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Bedroom 1
- Description: Spacious with walk in closet
- Level: Third
Bedroom 2
- Level: Third
Bathroom 1
- Level: Second
Other
- Description: Sunroom
- Level: Second
Basement
- Level: Lower
Dining room
- Level: Lower
Family room
- Description: Family room, Guest Room (No Doors), Home Office
- Level: Second
Kitchen
- Level: Lower
Laundry
- Level: Lower
Living room
- Level: Second
Heating
- Electric
Cooling
- Electric
Appliances
- Included: Cooktop, Dishwasher, Dryer, Electric Cooktop, Microwave, Oven, Refrigerator, Washer
Features
- Built-in Features, Eat-in Kitchen, Formal Dining, Natural Woodwork, Open Kitchen
- Basement: Unfinished
- Attic: Partial
- Number of fireplaces: 1
- Fireplace features: Living Room, Wood Burning
Interior area
- Total structure area: 1,716
- Total interior livable area: 1,716 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Tri-Level
- Patio & porch: Covered, Deck, Patio, Porch
Lot
- Size: 5.2 Acres
- Features: Back Yard, Front Yard, Level, Near Public Transit, Near School, Near Shops, Private, Views, Wooded
- Residential vegetation: Partially Wooded
Details
- Additional structures: Barn(s), Garage(s), Kennel/Dog Run, Workshop
- Parcel number: 3348000350000001075.2000000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Farmhouse
- Property subtype: Single Family Residence, Residential
Materials
- Wood Siding
Condition
- Actual
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Available, Electricity Connected, Sewer Available, Trash Collection Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: New Windsor
Financial & listing details
- Price per square foot: $233/sqft
- Tax assessed value: $42,300
- Annual tax amount: $9,189
- Date on market: 11/5/2026
- Cumulative days on market: 4 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 11/5/2026 | Listed for sale | $399,999+72.4%$233/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #1065243 Report a problem | ||
| 8/29/2018 | Sold | $232,000-7.2%$135/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H4821098 Report a problem | ||
| 7/5/2018 | Pending sale | $250,000$146/sqft |
Source: Weichert Realtors #4821098 Report a problem | ||
| 5/11/2018 | Listed for sale | $250,000-3.8%$146/sqft |
Source: Weichert Realtors #4821098 Report a problem | ||
| 11/28/2017 | Listing removed | $259,999$152/sqft |
Source: Weichert Realtors #4724143 Report a problem | ||
| 5/27/2017 | Listed for sale | $259,999$152/sqft |
Source: Weichert Realtors #4724143 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $42,300 |
| 2024 | -- | $42,300 |
| 2023 | -- | $42,300 |
| 2022 | -- | $42,300 |
| 2021 | -- | $42,300 |
| 2020 | -- | $42,300 |
| 2019 | -- | $42,300 |
| 2018 | -- | $42,300 |
| 2017 | $4,529 | $42,300 |
| 2016 | -- | $42,300 |
| 2015 | -- | $42,300 |
| 2014 | -- | $42,300 |
| 2013 | -- | $42,300 |
| 2012 | -- | $42,300 |
| 2011 | -- | $42,300 |
| 2010 | -- | $42,300 |
| 2009 | -- | $42,300 |
| 2007 | -- | $42,300 |
| 2006 | -- | $42,300 |
| 2005 | -- | $42,300 |
| 2004 | -- | $42,300 |
| 2002 | -- | $42,300 |
| 2001 | -- | $42,300 |
| 2000 | -- | $42,300 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 12553
Nearby schools
Schools provided by the listing agent
- Elementary: Vails Gate Steam Academy
- Middle: Heritage Middle School
- High: Newburgh Free Academy
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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