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250 Old St Rte 32

Highland Mills, NY 10930 · Orange County

Beds
3
Baths
2.5
Sqft
3,160
Status
Active
On site
49 days

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About this home

Historic Charm. Timeless Character. Endless Possibilities. Steeped in local history and rich with original character, this remarkable 1800s home offers the rare opportunity to own a piece of the past while enjoying the privacy and space today's buyers crave. Nestled on 3.4 picturesque acres, this peaceful property feels like a private country retreat, yet is just a short drive to town, offering a balance of seclusion and convenience. Adding to its unique story, this historic residence was once home to renowned American artist Winslow Homer, the grounds and surrounding landscape inspiring the most recognized work of his Hudson Valley period and giving the property a fascinating connection to one of America's most celebrated painters. From the moment you arrive, the stately farmhouse, inviting wraparound porch, and beautifully landscaped grounds create an unforgettable first impression. Surrounded by towering mature trees, the property is a haven for nature lovers. Throughout the seasons, stunning hydrangeas provide vibrant blooms, a graceful weeping cherry tree welcomes spring with breathtaking color, and the magnificent Persian Silk Tree (Mimosa) is a favorite gathering place for butterflies and hummingbirds, creating a peaceful setting you'll enjoy from the porch or while strolling the grounds. Inside, timeless craftsmanship has been lovingly preserved with oversized windows, elegant millwork, an exquisite carved marble fireplace, and a classic clawfoot soaking tub that reflects the home's rich history and enduring character. Currently recognized as a 3-bedroom home, the spacious and flexible floor plan offers abundant opportunity to create up to five bedrooms, making it ideal for a growing family, multigenerational living, dedicated home offices, guest accommodations, or creative studio space. Whether you're sipping coffee on the wraparound porch, entertaining beneath the shade of mature trees, watching hummingbirds dance through the gardens, or simply enjoying the quiet surroundings, every corner of this property invites you to slow down and appreciate a lifestyle that is increasingly difficult to find. Historic homes offering this combination of architectural character, documented history, beautiful gardens, privacy, acreage, and future potential rarely come to market. Whether you're searching for a forever home, a weekend retreat, or a property with a story worth preserving, this exceptional residence presents a truly rare opportunity. Come experience the history, beauty, and timeless charm for yourself. Some homes are simply places to live. This one is a place to be inspired.

Listed with eXp Realty · Mary A. Heed · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 4:09 PM ET. ©2026 One Key MLS.

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$5,101.14Total / mo

Estimated Monthly Payment

Principal & interest
$3,694.30 (72.4%)
Taxes
$1,206.83 (23.7%)
Insurance
$200.00 (3.9%)

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 Highland Mills, NY

Current Listings

New in the last 30 days

10

Sep 2026

Average Price

Active listings

$773,339

Sep 2026

Average Days on Market

Active listings

87 days

Sep 2026

Computed from 62 active OneKey MLS listings in Highland Mills, NY.

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