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 a music 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.
Active
$3,675,000
165 Drake Road, Pleasant Valley, NY 12569
4beds
6,412sqft
Single Family Residence
Built in 2010
33.26 Acres Lot
$-- Zestimate®
$573/sqft
$-- HOA
What's special
Heated in-ground poolOversized windowsOutdoor kitchenWood fencingCovered cabanaEnsuite bathroomViews to the catskills
- 94 days
- on Zillow |
- 1,197 |
- 61 |
Zillow last checked: 7 hours ago
Listing updated: July 27, 2025 at 09:56am
Listing by:
Corcoran Country Living 845-876-6676,
Kyle Irwin,
E. Elizabeth Peters 845-235-3488,
Corcoran Country Living - Mill
Source: HVCRMLS,MLS#: 156797

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
Heating
- Forced Air, Propane
Cooling
- Central Air
Appliances
- Included: Other, Water Heater, Refrigerator, Dishwasher
- Laundry: In Basement, Laundry Room, Main Level
Features
- Bar, Beamed Ceilings, Breezeway, Cathedral Ceiling(s), Chandelier, Double Vanity, Eat-in Kitchen, Entrance Foyer, Granite Counters, High Ceilings, High Speed Internet, Kitchen Island, Natural Woodwork, Open Floorplan, Primary Downstairs, Recreation Room, Soaking Tub, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
- Flooring: Hardwood, Tile
- Doors: French Doors
- Windows: Insulated Windows
- Basement: Finished,Full,Walk-Out Access
- Number of fireplaces: 3
- Fireplace features: Basement, Den, Great Room, Living Room, Wood Burning, Other
Interior area
- Total structure area: 6,412
- Total interior livable area: 6,412 sqft
- Finished area above ground: 6,412
- Finished area below ground: 0
Property
Parking
- Total spaces: 3
- Parking features: Garage - Attached
- Attached garage spaces: 3
Features
- Patio & porch: Deck, Porch
- Exterior features: Balcony, Barbecue, Garden, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard
- Pool features: Heated, In Ground
- Fencing: Back Yard,Fenced,Wood
- Has view: Yes
- View description: Lake, Meadow, Mountain(s), Panoramic, Pasture, Pond, Pool, Rural, Water
- Has water view: Yes
- Water view: Lake,Pond,Water
- Waterfront features: Beach Access, Pond
- Body of water: Pond
Lot
- Size: 33.26 Acres
- Features: Pond on Lot, Agricultural, Farm, Garden, Gentle Sloping, Greenbelt, Landscaped, Meadow, Private, Rolling Slope, Secluded, Views
Details
- Additional structures: Outdoor Kitchen, Shed(s), Stable(s), Workshop
- Parcel number: 1344006463029955480000
- Zoning: RR
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Frame, Stone, Wood Siding, Other
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 2010
Utilities & green energy
- Electric: 200+ Amp Service, Generator Hookup
- Sewer: Septic Tank
- Water: Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: Pleasant Valley
Financial & listing details
- Price per square foot: $573/sqft
- Tax assessed value: $1,187,000
- Annual tax amount: $31,973
- Date on market: 5/2/2025
- Road surface type: Paved
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