Most Popular Upstate Listings of 2025: Greek Revival to Shingle Style

While some of these historic properties outside of Brooklyn might already be off the market, you can still gaze upon the period details and delve into historic tales of a Greek Revival charmer, a manse designed by Frederick Clarke Withers, and a Shingle Style dwelling that was home to a presidential candidate.

The five most popular Upstate listing stories in 2025 featured properties in Columbia, Orange, and Westchester counties.

5. Columbia County Federal With Charm-Filled Interior, Barn Asks $1.9 Million

In Columbia County, an extensive landscape of 67 acres ranges from secluded woods to rolling lawns and includes a 19th century brick main house filled with lovingly cared for period details and enough outbuildings to hold guests and a multitude of hobbies.

With an address of 3 Pratt Road, the house on the market is in the small hamlet of Malden Bridge near the Kinderhook Creek. While there were already some houses in the area, including this one, before the 1840s, the town grew with the establishment of a paper mill. Even with the increase in industry, by 1860 it was still a modest community. At the time, Gazeteer of New York reported a population of 193 with one church, a sawmill, and tannery in addition to the paper mill.

4. George Palliser-Designed Shingle Style Larchmont Cottage Asks $2.695 Million

Dating to the 1890s, this Shingle Style dwelling was designed by an architect best known for his numerous 19th century pattern books. In Larchmont, New York, it still retains much of its original character on the exterior — and inside are some fine period details.

At 71 Beach Avenue, the Westchester County house on the market was constructed on land that was purchased from the Larchmont Manor Company. Created in 1872, the company carved up a former estate into hundreds of building lots that extended down to the waterfront. While cottage construction began in the 1870s, it continued through the next several decades as more substantial houses were constructed in the popular architectural styles of the time.

3. A Picture Book-Worthy Columbia County Greek Revival, Yours for $735K

The clean symmetry of the Greek Revival is paired with a warm interior filled with wide, weathered floorboards, rich color, and charming details in this Columbia County dwelling. In Philmont, New York, the house is also not quite as petite as it appears from the front facade; the early 19th century dwelling has a generous amount of space.

At 169 Main Street, the house on the market is just east of the small village center. Philmont is within the town of Claverack and within easy distance of some of the natural beauties of the region.

2. Manse Near Newburgh With Architectural Pedigree, River Views Asks $2.275 Million

While 19th century home-design volumes urged the adoption of picturesque architectural styles, not every dwelling they inspired is a petite cottage. This spacious brick manse was designed by architect Frederick Clarke Withers circa 1857, and while it has been updated over the centuries, it still retains some of its picturesque detailing.

The house on the market at 560 Grand Avenue is in Balmville, a hamlet adjoining the northern edge of Newburgh. Perched along the Hudson River, the property has water views and a vista towards the Newburgh-Beacon Bridge.

1. A Shingle Style Dwelling in Yonkers’ Historic Park Hill Neighborhood, Yours for $949K

It isn’t as sprawling as some of the more exuberant dwellings in the Park Hill neighborhood of Yonkers, but this Edwardian has quirky charm, well-preserved interior details, and an unexpectedly intriguing social history.

The house on the market at 230 Van Cortlandt Park Avenue was constructed in the early 20th century as part of the planned suburban community.

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