165 Drake Road, Pleasant Valley, NY

$3,675,000

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3

Beds

6

Baths

4,592

Square feet

33.26

Acres

About 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.

Features of 165 Drake Road

MLS® # 156797
Price $3,675,000
Bedrooms 3
Bathrooms 6.00
Full Baths 5
Half Baths 2
Square Footage 4,592
Acres 33.26
Year Built 2010
Type Residential
Style Arts & Crafts, Contemporary
Status Active

Community Information

Address 165 Drake Road
City Pleasant Valley
County Dutchess
State NY
Zip Code 12569

Amenities

# of Garages 3
View Lake, Meadow, Mountain(s), Panoramic, Pasture, Pond, Pool, Rural, Water
Is Waterfront Yes
Waterfront Beach Access, Pond
Has Pool Yes
Pool Heated, In Ground

Interior

Interior 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
Appliances Other, Water Heater, Refrigerator, Dishwasher
Heating Forced Air, Propane
Cooling Central Air
Has Basement Yes
Basement Finished, Full, Walk-Out Access
Fireplace Yes
# of Fireplaces 3
Fireplaces Basement, Den, Great Room, Living Room, Wood Burning, Other

Exterior

Exterior Frame, Stone, Wood Siding, Other
Exterior Features Balcony, Barbecue, Garden, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard
Lot Description Pond on Lot, Agricultural, Farm, Garden, Gentle Sloping, Greenbelt, Landscaped, Meadow, Private, Rolling Slope, Secluded, Views
Roof Asphalt
Construction Frame, Stone, Wood Siding, Other
Foundation Concrete Perimeter

School Information

District Arlington Central School District

Additional Information

Date Listed May 2nd, 2025
Days on Market 9
Short Sale No
RE / Bank Owned No

Listing Details

AgentKyle Irwin
AgentE. Elizabeth Peters
OfficeCorcoran Country Living

Listing Map

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