1 Applewood Estate, Upper Brookville, NY 11545

1 Applewood Estate, Upper Brookville, NY 11545

$25,000,000 · 13 bed · 17 bath · 22,429 sq ft · built 2005 · MLS# 1001064 · Active

Experience Applewood Estate — a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 secluded acres in the esteemed Village of Upper Brookville. Once an operating apple orchard in the early 1900s and later owned by renowned American artist Montague Flagg, this extraordinary estate carries a legacy as rich as the land itself. Hidden behind a gated, tree-lined approach, the property reveals a breathtaking landscape of rolling lawns, mature specimen trees, formal gardens, peaceful water features, and open meadows designed to evoke…

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Upper Brookville Market Trend

Over the past 2 years, Upper Brookville has resisted a single storyline: the median sale price has bounced between $890K and $2.85M, the kind of swing that typically reflects a thin or mixed market. The latest months have brought some easing, though prices still sit above their earlier levels in the period. Recently, homes have been selling in about 44 days.

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Looking for off-market opportunities or a property attorney's read on this listing? Contact Joseph DeVito — Lic. R.E. Associate Broker + NY-licensed real estate attorney.