Image Modal
For Sale
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

101 Drake Road

101 Drake Road, Pleasant Valley, NY 12569

$1,375,000

  • 3 BEDS
  • 2 FULL BATHS
  • 1 HALF BATH
  • 2,820 Sq.Ft.

Property 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.

Overview

Property Type
Residential
Location
101 Drake Road, Pleasant Valley, NY 12569
MLS ID
951502
Listing Last Updated

Property Features & Amenities

Interior

Total Bedrooms
3
Full Bathrooms
2
Half Bathrooms
1
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
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

Exterior

Garage Spaces
1.0
Water Source
Well
Utilites
Electricity Connected, Trash Collection Private
Parking
Attached, Garage
Heat Type
Baseboard
Air Conditioning
None
Sewer
Septic Tank

Details

Architecture Styles
Cabin, Farmhouse, Mini Estate

Financial

Price
$1,375,000
Real Estate Tax
$22,775/yr

Request a Tour

Schedule a Tour

Enter a valid email

Thank you for your interest!

Your request for a tour of 101 Drake Road, Pleasant Valley, NY 12569 has been received and an agent will reach out shortly

Done

Exclusive Listing Agents

Jake Garay

Founding Agent || SERHANT. Hudson Valley

(914) 772-2603

SERHANT. Lifestyle Index

Amplifying our listings by providing geo-targeted data insights that matter most.

    Get In Touch

    Jake Garay
    Jake Garay
    Founding Agent || SERHANT. Hudson Valley
    Please enter a valid email.