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255 Howells Road

Middletown, NY 10940 · Orange County

Beds
5
Baths
4.5
Sqft
4,200
Status
Active
On site
66 days

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About this home

Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas complete the setting. The original 1821 Colonial estate serves as the main house, blending historic character with thoughtfully updated features throughout. The expansive grounds provide abundant opportunities for recreation, including horseback riding, farming, snowmobiling, four-wheeling, fishing, and more. With numerous updates and an array of versatile structures, this exceptional property offers a rare combination of privacy, history, and functionality. The land is also subdivisible, providing potential for future development. Amenities: Storage, multiple barns, natural pond, extensive acreage.

Listed with KW Hudson Valley United · Jonathon Z. Lee · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 18, 2026, 7:07 AM ET. ©2026 One Key MLS.

Estimate Your Monthly Payment

Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and Private Mortgage Insurance.

$5,523.50Total / mo

Estimated Monthly Payment

Principal & interest
$4,432.67 (80.3%)
Taxes
$890.83 (16.1%)
Insurance
$200.00 (3.6%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

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Market Insights

The market around Middletown, NY

Current Listings

New in the last 30 days

77

Sep 2026

Average Price

Active listings

$558,142

Sep 2026

Average Days on Market

Active listings

153 days

Sep 2026

Computed from 326 active OneKey MLS listings in Middletown, NY.

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