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165 Drake Road, 
Pleasant Valley, NY 12569

$3,675,000


3

Beds


7

Baths


4,592

Sq Ft


Single Family

Active

Listed by

Kyle Irwin

E. Elizabeth Peters

Corcoran Country Living

Corcoran Country Living - Mill

Last updated:

June 6, 2025, 03:53 PM

MLS#

156797

Source:

NY MLSUC

About This Home

165 Drake Road

Welcome to Timberstock Farm, a stunning property in the heart of Dutchess County horse country. This Adirondack-style estate offers a harmonious blend of rustic elegance and modern luxury, set on 33.26-acre lot with a pristine 9-acre pond. The bespoke stone and wood home boasts 4,592 square feet of living space sited at the highest elevation point on the property, casting views to the Catskills and country vistas across the water, surrounded by open meadows. The main residence features 3 bedrooms and sleeps like 4, each with its own ensuite bathroom and private balcony. In total, there are 5 full baths and 2 half baths. The open floor plan creates a seamless flow throughout the home, anchored by a great room with soaring ceilings, a grand stone fireplace, and French doors leading to spacious back decks for lounging and dining outdoors. Artistic details with thoughtful millwork abound, with chiseled interior beams crafted from local trees, birchwood accents, and hardwood floors throughout, offering a warm and inviting ambiance. An open chefs kitchen features a hammered copper farmhouse sink, handmade tile, and a granite island separating the dining room and kitchen areas. Also situated off the great room is a cozy den with a fireplace and oversized windows leading to the primary bedroom. The first-floor primary suite is a haven with an ensuite bathroom, generous wardrobe, laundry room, and a separate exterior entrance. Ascending the Adirondack-style staircase, with inlaid copper wall finish to the upstairs, there is a music and lounge area with built-in seating overlooking the main level and in between the 2 bedrooms and bonus room, each an individual mini suite. This property is an entertainers dream, which includes an indoor bar on the walkout basement level that opens to a bluestone patio with access to the outdoor kitchen and bar, with pizza oven and BBQ. The heated in-ground pool with covered cabana is surrounded by wood fencing, creating an oasis for relaxation. Additionally, for those seeking creative spaces, the area above the garage can serve as an art, yoga/gym, or music studio. Equestrian enthusiasts will appreciate the run-in sheds and paddocks. The property also includes a woodshop, three-car garage, and 2 additional garage spaces. The estate is surrounded by perennial/vegetable gardens, flowering trees, and shrubs, enhancing the landscape's natural beauty and creating a tranquil setting for those seeking privacy and a connection with nature.

Home Facts

Single Family

7 Baths

3 Bedrooms

Built in 2010

Price Summary

3,675,000

$800 per Sq. Ft.

MLS #:

156797

Last Updated:

June 6, 2025, 03:53 PM

Added:

1 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

7

Full Bathrooms:

5


Structure

Structure

Architectural Style:

Arts & Crafts, Contemporary

Building Area:

4,592 Sq. Ft.

Year Built:

2010


Lot

Lot Size (Sq. Ft):

1,448,805


Finances & Disclosures

Finances

Price:

$3,675,000

Price per Sq. Ft:

$800 per Sq. Ft.

Source:NY MLSUC
The information being provided by Multiple Listing Service of Ulster County, Inc. is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2025 Multiple Listing Service of Ulster County, Inc. All rights reserved.

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