For Sale
Single family home for sale at 122 Castle High Rd, Middletown, NY 10940 | MLS# 1021833 | Listing updated on 2026-10-07
Photo 1 of Single family home for sale at 122 Castle High Rd, Middletown, NY 10940 | MLS# 1021833 | Listing updated on 2026-10-07
Photo 2 of Single family home for sale at 122 Castle High Rd, Middletown, NY 10940 | MLS# 1021833 | Listing updated on 2026-10-07
Photo 3 of Single family home for sale at 122 Castle High Rd, Middletown, NY 10940 | MLS# 1021833 | Listing updated on 2026-10-07
Photo 4 of Single family home for sale at 122 Castle High Rd, Middletown, NY 10940 | MLS# 1021833 | Listing updated on 2026-10-07
40+
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Street View

$299,999

Monthly Est:$1,493

  • Beds Icon3 Beds
  • Beds Icon
    1 Bath
  • Beds Icon1,830sqft

122 Castle High Rd, Middletown, NY 10940

$1,493/moEst:

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  • Single Family Residence

  • Built in 1920

  • $-- HOA

  • 1.9 acres lot

  • $164/sq.ft

Description

Set on approximately 2 acres, this 1920’s unique multi-level home provides plenty of room to enjoy the outdoors. A standout feature is the property's unique location, offering road frontage on two separate roads, Castle High Road and Eatontown Road, and both Agricultural and Residential zoning. Whether you've dreamed of creating your own homestead, raising chickens or other livestock, planting extensive gardens, or simply enjoying the flexibility of agricultural zoning, this property offers endless possibilities while staying close to local amenities. The house has benefited from some renovations, but there is still scope for further updates to restore it to its full potential. As you enter, you'll find the kitchen on the lower level featuring a new butcher block countertop, newer appliances, and flooring. Just beyond is a versatile finished bonus room with new flooring that can easily serve as a dining room, home office, or sitting area, with French doors leading to the patio and outdoor space. The main level features a spacious living room along with the primary bedroom. The updated full bathroom showcases shiplap accents and vinyl flooring, while the upper level offers two additional bedrooms, providing separation and privacy. With fresh paint and updated flooring, these rooms can easily be transformed into comfortable, move-in-ready living spaces. Within the last five years the following updates were completed: the roof, siding, windows, boiler, and hot water heater, giving buyers added peace of mind. With these major investments already in place, the home offers a great opportunity for its next owner to update and customize the interior to suit their personal style. Conveniently located just minutes from shopping, restaurants, schools, and major commuter routes, you'll enjoy easy access to Middletown, Goshen, Warwick, and the surrounding Hudson Valley. Outdoor enthusiasts will appreciate nearby Highland Lakes State Park, the Heritage Trail, local wineries, breweries, golf courses, and farmers' markets. Popular destinations such as LEGOLAND New York Resort, Resorts World Catskills, and The Kartrite Resort & Indoor Waterpark are all within easy driving distance, making this location ideal for both everyday living and weekend adventures. If you've been searching for a property with acreage, and the opportunity to add value through cosmetic improvements, 122 Castle High Road is a great opportunity to create a space that reflects your own style while enjoying everything Orange County has to offer. Minisink School District

  • Houzeo last checked: 12 minutes ago
  • Listing updated: October 7, 2026 at 3:05 pm
  • Listing Provided by: Denise S Clancy (845) 699-5615 , Shannon Stewart | Curasi Realty, Inc. (845) 457-9174
  • Source: OneKey MLS-NY | MLS#: 1021833 OneKey MLS-NY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Middletown

  • Neighborhood

    --

  • Year Built

    1920

  • HOA Fees

    -

  • Finished Area

    1,830 sqft

  • Lot Size

    1.9 acres lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1021833

  • MLS Status

    Active

  • Days on Market

    91

  • Cumulative Days on Market

    88

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathroom: 1

  • Living Room

    Level: Second

  • Kitchen

    Level: First

  • Bedroom 1

    Level: Second

  • Dining Room

    Level: First

  • Bedroom 2

    Level: Third

  • Auxiliary Room

    Level: First

  • Bedroom 3

    Level: Third

  • Laundry

    Level: Basement

Interior

  • Sewer

    Septic Tank

  • Heating

    Baseboard, Oil

  • Appliances

    Microwave, Range, Refrigerator

  • Cooling

    None

  • Interior Features

    Eat In Kitchen, Natural Woodwork

Construction

  • Year Built

    Year Built: 1920

  • Home type

    Single Family Residence

  • Construction Materials

    Frame

  • Property Condition

    Actual

  • Architectural Style

    Other

Utilities & Energy

  • Utilities

    Cable Connected, Electricity Connected, Sewer Connected, Trash Collection Private

  • Basement

    Partial, Unfinished

  • Parking Features

    Driveway

  • Water Source

    Well

Price History

DateEventPrice

10/07/2026

Source: mls_logoOneKey MLS-NY #KEY1021833

Price Decreased

$299,999 -7.41%

$164/sqft

08/17/2026

Source: mls_logoOneKey MLS-NY #KEY1021833

Price Decreased

$324,000 -4.42%

$177/sqft

07/27/2026

Source: mls_logoOneKey MLS-NY #KEY1021833

Price Decreased

$339,000 -4.51%

$185/sqft

07/11/2026

Source: mls_logoOneKey MLS-NY #KEY1021833

Listed for Sale

$355,000

$194/sqft

Nearby Homes

Based on information from OneKey MLS, through Oct 11, 2026, 01:31PM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group