About this home

Gracefully elevated above one of Rye's most extraordinary landscapes, this distinguished 1928 brick Georgian Colonial estate is among Rye's most sought after properties. Set on 2.5 private acres in the coveted Hilltop Place neighborhood, this exceptional home commands breathtaking 180-degree panoramic views overlooking The Apawamis Club, Harrison Meadows, and Westchester Country Club, where spectacular sunsets, seasonal fireworks, and endless acres of captivating fairways provide an ever-changing backdrop throughout the year. Beyond its vistas, Hilltop's timeless architecture and enduring craftsmanship define this remarkable home. Beautifully weathered brick, a slate roof, copper gutters, gracious proportions, exquisite millwork, soaring ceilings, and three wood-burning fireplaces reflect the elegance of a bygone era while seamlessly accommodating today's lifestyle. Designed for both grand-scale entertaining and comfortable everyday living, the principal rooms open effortlessly to a series of expansive bluestone terraces overlooking rolling lawns, a picturesque pond, and sweeping fairway vistas beyond, creating one of Rye's most captivating settings. The gracious living room, richly paneled library, elegant formal dining room, inviting sun room, and beautifully appointed kitchen with adjoining family room provide exceptional spaces for gathering while embracing the estate's extraordinary surroundings. Offering nearly 9,000 square feet, with eight bedrooms, five full baths, and two powder rooms, the home balances timeless elegance with the quiet comfort for modern living. For the opportunity driven, 25 Hilltop consists of two separate tax lots - the estate home of 25 Hilltop on 1.4 acres and 22 Hilltop, a 1.08 acre flat property parcel for building development. Ideal for clients looking for a premier luxury estate with the opportunity to develop in the Rye PO market. Rarely does a property offer such a compelling combination with a one thousand acre view.

Facts and features

Schools

• Harrison Avenue Elementary School

  elementary · K-5 · 1.4 mi

  8

• Louis M Klein Middle School

  middle · 6-8 · 1.5 mi

  9

• Harrison High School

  high · 9-12 · 2.4 mi

  8

• Rye Country Day School

  elementary · K-12 · 0.8 mi

• Corpus Christi-Holy Rosary School

  elementary · K-8 · 1.1 mi

• Resurrection Grammar School

  elementary · K-8 · 1.3 mi

Price history

• Sep 15, 2026 · Listed$11,000,000
• Mar 1, 2024 · Sold$7,500,000
• Mar 1, 2013 · Sold$3,455,000
• Jan 8, 2013 · Listing Removed$3,850,000
• Sep 21, 2012 · Listing Removed$3,850,000
• Sep 20, 2012 · Listed$3,850,000
• Aug 22, 2012 · Relisted$3,850,000
• Jun 17, 2012 · Listing Removed$3,850,000

Tax history

• 2025$93,585 tax · $55,400 assessed
• 2024$94,629 tax · $55,400 assessed
• 2023$85,354 tax · $53,400 assessed
• 2022$83,245 tax · $53,400 assessed
• 2021$81,513 tax · $53,400 assessed
• 2020$86,605 tax · $53,400 assessed
• 2018$80,676 tax · $53,400 assessed
• 2017$70,824 tax · $53,400 assessed

Home value

$10,276,100

• Cotality$10,276,100
• Quantarium$10,517,470
• Collateral Analytics$5,132,000

Where it is