CALL US TODAY FOR A FREE CONSULTATION AT: Â (516) 236-6303
Pleasant Valley, NY 12569 101 Drake Road
$1,375,000



45 more














































Presented By: Serhant LLC
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


SQFT • 2,820