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Residential Land with Home for Sale in Pleasant Valley, New York

101 Drake Rd, Pleasant Valley, NY 12569

$1,375,000
3 acres
Active
ago
Est $8,635/mo

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.

2,820
Sq feet
3
Beds
2
Full baths
1
1/2 bath
1900
Built

Location

Street address
101 Drake Rd
School district
Arlington
Elevation
378 feet
Coordinates
41.7464, -73.7912

Property details

Acreage
2.94 acres
MLS #
MLSLI 951502
Posted

Property taxes

2025
$22,775

Parcels

  • 134400-6463-02-782662-0000

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Exterior

Parking Spaces
10
Parking
Garage
Structures
Storage

Structure

Water
Well
Sewer
Septic Tank
Heating
Baseboard
Materials
Frame

Interior

Room Count
9
Rooms
Bathroom x 3, Bedroom x 3
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
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, Walk-In Closet(s), Washer/Dryer Hookup

Nearby schools

NameTypeDistrict
Traver Road Primary SchoolElementaryArlington
Titusville IntermediateMiddleArlington
Arlington High SchoolHighArlington

Listing history

DateEventPriceChangeSource
Feb 10, 2026New listing$1,375,000MLSLI
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This 2.94-acre property is located at 101 Drake Rd in Pleasant Valley, NY 12569. The property is available for sale for $1,375,000. It has a 2,820 sq ft 3 bedroom, 2 bath house built in 1900.

Checked 1 hour ago — Updated

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