Gianna Rosania
Licensed Real Estate Salesperson
REALTOR®
Walton, NY
Office: (607) 865-7000 (347) 870-0941
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101 Drake Road, Pleasant Valley, NY 12569

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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.

101 Drake Road | MLS# 951502

This single family home located at 101 Drake Road, Pleasant Valley, NY 12569 is currently listed for sale with an asking price of $1,375,000. This property was built in 1900 and has 3 bedrooms and 2 full and 1 partial baths with 2820 sq. ft. Drake Road is located within the Arlington school district. Search Pleasant Valley real estate on gianna-rosania.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Basement: None
Cooling: None
Fireplaces: 1
Garage: 1
Heating: Baseboard
Home Style: Cabin, Farmhouse, Mini Estate
Lot Size: 2.94 Acres
Taxes: $22,775
Year Built: 1900

Amenities

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

Feature Descriptions

Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Attic: Dormer
Days on Site: 22
Exterior: Frame
Fireplace Y/N: Yes
GarageY/N: Yes
Laundry: Inside
Number Of Kitchens: 1
On Market Date: 2026-02-10
Parcel Number: 134400-6463-02-782662-0000
Parking Features: Attached, Garage
Parking Total: 10
Rental Term: Monthly
Rooms Total: 9
Sewer: Septic Tank
Swimming Pool: Yes
Utilities: Electricity Connected, Trash Collection Private
Water: Well

Local Schools

High School: Arlington High School
Middle School: TITUSVILLE INTERMEDIATE
Elementary School: Traver Road Primary School
School District: Arlington

Estimate Your Payment

Estimated Payment

$ 5,359.11 per month $3,060.15 Principal & Interest $1,897.92 Property Tax $401.04 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Serhant LLC
Agency Phone: 646-480-7665

Shown By

Agent Name: Gianna Rosania
Agent Phone: (347) 870-0941
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/04/2026. The listing information on this page last changed on 03/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 03/04/2026 5:22:25 AM EST) or Global MLS (last updated Wed 03/04/2026 1:21:53 AM EST) or New York State Alliance MLS (last updated Wed 03/04/2026 2:34:23 AM EST) or Hudson Valley Catskill Region MLS (last updated Wed 03/04/2026 12:11:15 AM EST) or OneKey MLS (last updated Wed 03/04/2026 1:45:01 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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