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101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
101 Drake Road
VIEW PHOTOS
$1,375,000

101 Drake Road

3 Beds 3 Baths 2,820 Sq.Ft. 2.94 Acres

Description

Tucked behind a quiet country approach, two meticulously restored 19th-century barns have been reimagined into a refined luxury residence and companion pool house that feel timeless in character and elevated in execution. Inside the main residence, soaring vaulted ceilings, original hand-hewn beams, and wide-plank floors establish a sense of warmth and permanence, while expansive walls of glass invite natural light and create a seamless connection to the surrounding landscape.

At the heart of the home, a beautifully appointed country kitchen anchored by a wood-burning fireplace is designed for both slow mornings and elegant entertaining. A dramatic great room and adjoining music room provide generous gathering spaces, while three bedrooms offer private, hotel-level comfort for guests.

Outdoors, a heated in-ground pool is set among stone terraces and anchored by a fully outfitted luxury pool house with kitchen, bedroom, and bath, ideal for hosting, unwinding, or extended stays. The setting offers exceptional privacy while remaining effortlessly connected.

Located less than 75 miles from New York City and just 10 minutes from the center of Millbrook, the property delivers the best of Hudson Valley living. World-class wineries, scenic hiking trails, equestrian estates, and farm-to-table dining are moments away, creating a lifestyle defined by balance, where weekend escape meets full-time retreat.

This is not a conversion. It is a destination. A rare offering where historic architecture, modern luxury, and the rhythms of country life converge, all within easy reach of the city.

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Location

101 Drake Road, Pleasant Valley, NY 12569

Status

For Sale
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Schedule a Showing

I would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Schedule a Showing

I would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.
Thank you for your interest in 101 Drake Road, Pleasant Valley, NY 12569. We are reviewing your request and will be in touch shortly!
Jake Garay

Jake Garay

TITLE

Team Lead, Associate Real Estate Broker

Property Amenities

Interior
Laundry room Inside
Appliances Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Total Bedrooms: 3
Half Bathrooms: 1
Full Bathrooms: 2
Other Interior Features Beamed Ceilings, Built-in Features, Eat-in Kitchen, High Ceilings, High Speed Internet, Open Floorplan, Open Kitchen, Original Details, Primary Bathroom, Recessed Lighting, Smart Thermostat, Storage, Walk-In Closet(s), Washer/Dryer Hookup
Area & Lot
Lot Area 2.94 Acres
Living area 2,820 Sq.Ft.
MLS® ID 951502
Year Built 1900
School District Arlington
High School Arlington High School
Middle School TITUSVILLE INTERMEDIATE
Elementary School Traver Road Primary School
Architecture Styles Cabin, Farmhouse, Mini Estate
Type Residential
Status For Sale
Exterior
Air conditioning None
Heat type Baseboard
Water Source Well
Garage Space 1.0
Sewer Septic Tank
Parking Attached, Garage
Utilities Electricity Connected, Trash Collection Private
Finance
Sales Price $1,375,000
Real Estate Tax $22,775 yearly

Work With Us

To us, every relationship means so much more than a transaction. That's why our team strives to build strong, lasting relationships with each and every client that go beyond business. We understand what is at stake when finding your dream home, which is why we work closely with you every step of the way--making the otherwise overwhelming process completely stress-free.