Pleasant Valley, NY 12569 101 Drake Road

101 Drake Road Pleasant Valley, NY - Image 1101 Drake Road Pleasant Valley, NY - Image 2101 Drake Road Pleasant Valley, NY - Image 3
45 more
101 Drake Road Pleasant Valley, NY - Image 4101 Drake Road Pleasant Valley, NY - Image 5101 Drake Road Pleasant Valley, NY - Image 6101 Drake Road Pleasant Valley, NY - Image 7101 Drake Road Pleasant Valley, NY - Image 8101 Drake Road Pleasant Valley, NY - Image 9101 Drake Road Pleasant Valley, NY - Image 10101 Drake Road Pleasant Valley, NY - Image 11101 Drake Road Pleasant Valley, NY - Image 12101 Drake Road Pleasant Valley, NY - Image 13101 Drake Road Pleasant Valley, NY - Image 14101 Drake Road Pleasant Valley, NY - Image 15101 Drake Road Pleasant Valley, NY - Image 16101 Drake Road Pleasant Valley, NY - Image 17101 Drake Road Pleasant Valley, NY - Image 18101 Drake Road Pleasant Valley, NY - Image 19101 Drake Road Pleasant Valley, NY - Image 20101 Drake Road Pleasant Valley, NY - Image 21101 Drake Road Pleasant Valley, NY - Image 22101 Drake Road Pleasant Valley, NY - Image 23101 Drake Road Pleasant Valley, NY - Image 24101 Drake Road Pleasant Valley, NY - Image 25101 Drake Road Pleasant Valley, NY - Image 26101 Drake Road Pleasant Valley, NY - Image 27101 Drake Road Pleasant Valley, NY - Image 28101 Drake Road Pleasant Valley, NY - Image 29101 Drake Road Pleasant Valley, NY - Image 30101 Drake Road Pleasant Valley, NY - Image 31101 Drake Road Pleasant Valley, NY - Image 32101 Drake Road Pleasant Valley, NY - Image 33101 Drake Road Pleasant Valley, NY - Image 34101 Drake Road Pleasant Valley, NY - Image 35101 Drake Road Pleasant Valley, NY - Image 36101 Drake Road Pleasant Valley, NY - Image 37101 Drake Road Pleasant Valley, NY - Image 38101 Drake Road Pleasant Valley, NY - Image 39101 Drake Road Pleasant Valley, NY - Image 40101 Drake Road Pleasant Valley, NY - Image 41101 Drake Road Pleasant Valley, NY - Image 42101 Drake Road Pleasant Valley, NY - Image 43101 Drake Road Pleasant Valley, NY - Image 44101 Drake Road Pleasant Valley, NY - Image 45101 Drake Road Pleasant Valley, NY - Image 46101 Drake Road Pleasant Valley, NY - Image 47101 Drake Road Pleasant Valley, NY - Image 48101 Drake Road Pleasant Valley, NY - Image 49
Presented By: Serhant LLC
  • Onekey MLS
  • MLS# 951502
  • 02/10/2026
  • Request Tour
  • Request Info
  • Beds • 3
  • Full/Half Baths • 2 / 1
  • SQFT • 2,820
  • Garage • 1

Home Details

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.
Presented By: Serhant LLC

Interior Features for 101 Drake Road

Bedrooms

Total Bedrooms3

Bathrooms

Half Baths1
Total Baths3

Kitchen

Eat-in KitchenY

Other Interior Features

General FeaturesBeamed 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 ClosetY
BasementNone
Basement (Y/N)No
Basement FeaturesNone
Fireplace Y/NYes
Interior AmenitiesBeamed 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 Clo
Total Fireplaces1

General for 101 Drake Road

AppliancesDishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Architectural StyleCabin, Farmhouse, Mini Estate
Building Area UnitsSquare Feet
Carport Y/NNo
CityPleasant Valley
Construction MaterialsFrame
CoolingNone
CountyDutchess County
Elementary SchoolTraver Road Primary School
Elementary School DistrictArlington
Full Baths2
Garage Spaces1
Garage Y/NYes
HOANo
HeatingBaseboard
High SchoolArlington High School
High School DistrictArlington
Listing AppliancesDishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Middle/Junior High SchoolTITUSVILLE INTERMEDIATE
Middle/Junior School DistrictArlington
Parcel Number134400-6463-02-782662-0000
PostalCityPleasant Valley
Property Attached Y/NNo
Property SubtypeSingle Family Residence
Property TypeResidential
Senior Community Y/NNo
SewerSeptic Tank
Standard StatusActive
Tax Annual Amount22775.2
Tax Assessed Value540800
Tax Year2025
Total Rooms9
UtilitiesElectricity Connected, Trash Collection Private
Year Built1900

Exterior for 101 Drake Road

Parking FeaturesAttached, Garage
Parking FeaturesAttached, Garage
Parking Spaces10
Total Parking10
Water SourceWell
Waterfront Y/NNo

Additional Details

Price History

Schools

High School Arlington High School
Elementary School Traver Road Primary School Elementary School
Middle School Titusville Intermediate Middle School

Kimberly Holland

Licensed Associate Real Estate Broker
Price $1,375,000
MLS#951502
List Date 02/10/2026
Property Type Single Family
Request Tour
Request Info
Visit My Website

Similar Properties to 101 Drake Road