165 Drake Road | Pleasant Valley

$3,675,000 | 3 Beds | 7 Baths (5 Full, 2 Half) | 4,592 Sq. Ft.

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. OneKeyMLS 854856

Directions to property: From Taconic Parkway South heading north exit 54 for US-44 toward Poughkeepsie/Millbrook, turn left onto US-44, merge onto US 44W take 2.5 miles to Mill Lane. Turn left on Mill Lane to Drake Rd., take Drake Rd .08 miles to #165. Come up driveway and bear left up to house. Please park by garage.

MLS Listing ID: 
OneKeyMLS 854856
Community Information
School District: 
Arlington Central
Building Details
Details about the building on a property.
Architectural Style: 
Contemporary,Craftsman,Mini Estate
Year Built: 
2010
Living Area: 
4,592
Basement: 
Finished,Full,See Remarks,Storage Space,Walk-Out Access
Interior: 
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 Isla
Fireplaces: 
Basement,Family Room,Livi
Construction
Construction Materials: 
Stone,Wood Siding
Exterior Features: 
Courtyard,Fire Pit,Garden,Lighting
Room Details
Details about the rooms in the building.
Total Rooms: 
12
Total Bedrooms: 
3
Total Bathrooms: 
7
Total Full-Bathrooms: 
5
Total Half-Bathrooms: 
2
Utilities
Information about utilities available on the property.
Heating System: 
Forced Air,Propane
Cooling System: 
Central Air
Water Source: 
Well
Sewer: 
Septic Tank
Lot/Land Details
Details about the lots and land features included on the property.
View: 
Mountain(s),Panoramic,Trees/Woods,Water
Waterfront: 
1
Water Body Category: 
Pond,Stream,Water Access
Lot Features
Parking Type: 
Covered,Driveway,Garage
Public Record
Parcel Number: 
134400-6463-02-995548-0000
Annual Tax: 
$31,973.00
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
5/1/2025
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
E. Elizabeth Peters
Listing Co-Agent Name: 
Kyle Irwin
Listing Office Name: 
Corcoran Country Living
Listing Co-Office Name: 
Corcoran Country Living