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Single family home for sale at 258 Riley Rd, New Windsor, NY 12553 | MLS# 1065243 | Listing updated on 2026-11-05
Photo 1 of Single family home for sale at 258 Riley Rd, New Windsor, NY 12553 | MLS# 1065243 | Listing updated on 2026-11-05
Photo 2 of Single family home for sale at 258 Riley Rd, New Windsor, NY 12553 | MLS# 1065243 | Listing updated on 2026-11-05
Photo 3 of Single family home for sale at 258 Riley Rd, New Windsor, NY 12553 | MLS# 1065243 | Listing updated on 2026-11-05
Photo 4 of Single family home for sale at 258 Riley Rd, New Windsor, NY 12553 | MLS# 1065243 | Listing updated on 2026-11-05
34+
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Street View

$399,999

Monthly Est:$1,991

  • Beds Icon3 Beds
  • Beds Icon
    1 Bath
  • Beds Icon1,716sqft

258 Riley Rd, New Windsor, NY 12553

$1,991/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1900

  • $-- HOA

  • 5.2 acres lot

  • $233/sq.ft

Description

**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.

  • Houzeo last checked: 36 minutes ago
  • Listing updated: November 5, 2026 at 11:26 pm
  • Listing Provided by: Alexandra Zinko (845) 548-1535 | Century 21 Realty Center (845) 781-8100
  • Source: OneKey MLS-NY as distributed by MLS GRID | MLS#: 1065243 OneKey MLS-NY as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    New Windsor

  • Neighborhood

    --

  • Year Built

    1900

  • HOA Fees

    -

  • Finished Area

    1,716 sqft

  • Lot Size

    5.2 acres lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1065243

  • MLS Status

    Active

  • Days on Market

    1

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathroom: 1

  • Kitchen

    Level: Lower

  • Dining Room

    Level: Lower

  • Laundry

    Level: Lower

  • Basement

    Level: Lower

  • Bathroom 1

    Level: Second

  • Living Room

    Level: Second

  • Family Room

    Level: Second

  • Auxiliary Room

    Level: Second

  • Bedroom 1

    Level: Third

  • Bedroom 2

    Level: Third

Interior

  • Heating

    Electric

  • Cooling

    Electric

  • Appliances

    Cooktop, Dishwasher, Dryer, Electric Cooktop, Microwave, Oven, Refrigerator, Washer

  • Sewer

    Public Sewer

  • Interior Features

    Built In Features, Eat In Kitchen, Formal Dining, Natural Woodwork, Open Kitchen

Construction

  • Year Built

    Year Built: 1900

  • Home type

    Single Family Residence

  • Construction Materials

    Wood Siding

  • Architectural Style

    Farmhouse

  • Property Condition

    Actual

Utilities & Energy

  • Fireplace Features

    Living Room, Wood Burning

  • Parking Features

    Driveway, Garage

  • Water Source

    Public

  • Basement

    Unfinished

  • Utilities

    Electricity Available, Electricity Connected, Sewer Available, Trash Collection Public

Other Features

  • Lot Features

    Back Yard, Front Yard, Level, Near Public Transit, Near School, Near Shops, Part Wooded, Private, Views, Wooded

  • Patio And Porch Features

    Covered, Deck, Patio, Porch

Price History

DateEventPrice

11/05/2026

Source: mls_logoOneKey MLS-NY #KEY1065243

Listed for Sale

$399,999 +72.41%

$233/sqft

08/30/2018

Source: mls_logoOneKey MLS-NY as distributed by MLS GRID #KEYH4821098

Sold

$232,000

$135/sqft

Nearby Homes

Based on information from OneKey MLS® through Nov 06, 2026, 09:31AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 OneKey MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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