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165 Drake Road

Pleasant Valley, NY 12569

3 beds
7 baths
4,592 sqft
~33 acre lot
$800 per sqft
2010 build
– on site

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 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.

Listing courtesy of ONEKEY / Corcoran Country Living

Last checked: Checking… • Last updated May 19, 2025 •

MLS# 854856 —

The Building

Year Built:

2010
Basement:

true
Architectural Style:

Contemporary, Craftsman, Mini Estate
Construction Materials:

Stone, Wood Siding
Patio And Porch Features:

Covered, Deck, Patio, Porch, Terrace
Building Area Units:

Square Feet
Building Area Total:

4592
Exterior Features:

Courtyard, Fire Pit, Garden, Lighting
Security Features:

Security System
Laundry Features:

In Basement, Inside, Laundry Room, Multiple Locations
Attic:

None

Interior

Levels:

Three Or More
Living Area:

4592
Total Rooms:

12
Interior Features:

First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chefs Kitchen, Double Vanity, Dry Bar, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Speed Internet, Kitchen Island, Primary Bathroom, Master Downstairs, Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Recessed Lighting, Soaking Tub, Stone Counters, Storage, Washer/Dryer Hookup
Fireplace Features:

Basement, Family Room, Living Room, Masonry, Wood Burning
Fireplaces Total:

3
Fireplace:

true
Flooring:

Hardwood, Tile
Additional Rooms:

Home Office,Library/Den,Loft
# of Kitchens:

1

Financial & Terms

Listing Terms:

Cash, Conventional
Lease Considered:

false

The Property

Lot Features:

Back Yard, Front Yard, Garden, Hilly, Landscaped, Part Wooded, Private, See Remarks, Stone/Brick Wall, Views, Waterfront, Wooded
Lot Size Acres:

33.26
Parcel Number:

134400-6463-02-995548-0000
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Size SqFt:

1,448,806 Sqft
Property Attached:

true
Waterfront:

true
Water Access:

Yes
Road Frontage Type:

County Road
Other Equipment:

Generator
Horse:

true

Listing Agent

Contact info:

Taxes

Tax Year:

2025
Tax Source:

Municipality
Tax Annual Amount:

31973

Beds

Total Bedrooms:

3

Baths

Full Baths:

5
Half Baths:

2
Total Baths:

7

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Forced Air, Propane
Cooling:

Central Air
# of Heating Zones:

5

Utilities

Sewer:

Septic Tank
Utilities:

Cable Available, Cable Connected, Electricity Connected, Natural Gas Available, Natural Gas Connected, Phone Available, Trash Collection Private
Water Source:

Well
Electric Company:

Central Hudson

Appliances

Appliances:

Convection Oven, Dishwasher, Dryer, Exhaust Fan, Freezer, Oven, Refrigerator, Washer, Gas Water Heater

Schools

High School:

Arlington High School
Elementary School:

Traver Road Primary School
High School District:

Arlington
Middle School:

Contact Agent

The Community

Association:

false
Senior Community:

false
Additional Fees:

No
Pool Features:

In Ground
Pool Private:

true

Parking

Parking Features:

Covered, Driveway, Garage
Parking Total:

5
Garage:

true
Garage Spaces:

5
Carport:

false

Extra Units

Other Structures:

Cabana, Corral(s), Outbuilding, Outdoor Kitchen, Workshop

Monthly cost estimate

Asking price

$3,675,000

Expense	Monthly cost
Mortgage	$19,678
Taxes	$2,664
Insurance	$1,010
Utilities	$357 See report
Total	$23,709/mo.^*
	^*This is an estimate

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Sale history

Date	Event	Source	Price	% Change
5/1/25 May 1, 2025	Listed / Active	ONEKEY	$3,675,000

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This house located in Pleasant Valley, NY 12569 is currently for sale for $3,675,000. 165 Drake Road is a 4,592 square foot house with 3 beds and 7 baths that has been on Estately for 19 days.

Listing Courtesy of: ONEKEY and Corcoran Country Living.

IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.