Luxury Properties for sale in the Dutchess County (NY)

WhistleWood Farm A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, ny. Currently operating as a successful bed-and-breakfast, event venue, and horse...

Presented by Sheri Sceroler | Four Seasons Sotheby's International Realty

Perched atop 40.9 private acres, this exceptional custom-built estate offers unrivaled privacy and sweeping panoramic views of the Catskill Mountains. Blending timeless...

Presented by Patricia McNamee | William Pitt Sotheby's International Realty

Offered for the first time, this private estate is a secluded sanctuary where luxury and nature exist in perfect harmony. Over the course of five decades, the same family has...

Presented by Amy Smith Sroka | Julia B. Fee Sotheby's International Realty

Milan Hall Farm circa 1750 Truly exceptional. Completely private. Set across 87 acres of open field and quiet forest, Milan Hall Farm unfolds as a rare Hudson Valley...

Presented by Sheri Sceroler | Four Seasons Sotheby's International Realty

Historic Gem of a Family Farm situated within the urban neighborhoods of Hopewell Junction, just two miles off of the Taconic Parkway, this unique offering with rolling hills...

Presented by Sherret Chase | Four Seasons Sotheby's International Realty

Nestled on over 4 acres of picturesque property, this tastefully updated 3364 square foot (over 6000 including the lower level) Ranch home offers the perfect blend of comfort and...

Presented by Sarah Mirza Mulhall | Julia B. Fee Sotheby's International Realty

Modern Pawling Farmhouse - This beautifully renovated Colonial home near Scenic Quaker Hill offers a perfect blend of charm and modern amenities. The spacious kitchen, complete...

Presented by Steve Pener | William Pitt Sotheby's International Realty

The Rhinecliff House begins with its setting, just steps from the Rhinecliff train station and a short drive into the Village of Rhinebeck, where mornings can start with a walk...

Presented by Juliana Botta | Four Seasons Sotheby's International Realty

A classic mid-century modern gem in the heart of Rhinebeck Village—warm, architectural, and beautifully preserved. Tucked away on a quiet and private cul-de-sac, this...

Presented by Sheri Sceroler | Four Seasons Sotheby's International Realty

Originally built as the gatehouse to the Standish estate, this charming vernacular cottage dates to 1895 and is defined by its gabled roofline and storybook proportions. Set on a...

Presented by Annabel Taylor | Four Seasons Sotheby's International Realty

Rare Hudson Riverfront Land Opportunity in Rhinebeck Along the prestigious and highly coveted Mill Road, this extraordinary 4 acre parcel offers a rare chance to own 300 feet of...

Presented by Sheri Sceroler | Four Seasons Sotheby's International Realty

This classic 1950s Cape Cod home offers timeless character on a sprawling .41-acre lot within a well-established Town of Poughkeepsie neighborhood. The first floor features a...

Presented by Helen Nelsen | Ellis Sotheby's International Realty