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165 Drake Road, 
Pleasant Valley, NY 12569

$3,675,000


4

Beds


7

Baths


6,412

Sq Ft


Single Family

Active

Listed by

E. Elizabeth Peters

Kyle Irwin

Corcoran Country Living

Last updated:

July 27, 2025, 05:39 PM

MLS#

854856

Source:

One Key MLS

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 that flows over a waterfall at one end. . The bespoke stone and wood home boasts 6,412 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 4 bedrooms and sleeps like 5, 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 and lounge area with built-in seating overlooking the main level and in between the 3 bedrooms, 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 1,000 sqft workshop, three-car garage, and 3 additional garage spaces on the back lower level of the home. 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

4 Bedrooms

Built in 2010

Price Summary

3,675,000

$573 per Sq. Ft.

MLS #:

854856

Last Updated:

July 27, 2025, 05:39 PM

Added:

3 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

7

Full Bathrooms:

5

Interior

Living Area:

6,412 Sq. Ft.


Structure

Structure

Architectural Style:

Contemporary, Mini Estate

Building Area:

6,412 Sq. Ft.

Year Built:

2010


Lot

Lot Size (Sq. Ft):

1,448,806


Finances & Disclosures

Finances

Price:

$3,675,000

Price per Sq. Ft:

$573 per Sq. Ft.

Source:One Key MLS
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