165 Drake Road, Pleasant Valley, NY 12569

• 4 beds |
• 7 baths |
• 6,412 sqft

Property Description

Welcome to Timber Lake 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. Additional acreage/parcels and horse barns available for sale.

Listing Status:

Pending

Data Last Updated:

May 11, 2026 at 7:20AM

Listing Office:

Corcoran Country Living : 845-677-0505

MLS ID:

854856

Interior

• General: First Floor BedroomFirst Floor Full BathBeamed CeilingsBreakfast BarBuilt-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)Chefs KitchenDouble VanityDry BarEat-in KitchenEntrance FoyerFormal DiningGranite CountersHigh CeilingsHigh Speed InternetKitchen IslandPrimary BathroomMaster DownstairsNatural WoodworkOpen FloorplanOpen KitchenPantryRecessed LightingSoaking TubStone CountersStorageWalk-In Closet(s)Washer/Dryer Hookup
• Rooms: Home OfficeLibrary/DenLoft
• Appliances: Convection OvenDishwasherDryerExhaust FanFreezerGas CooktopOvenRefrigeratorWasherGas Water Heater
• Laundry: In BasementInsideLaundry RoomMultiple Locations
• Basement: FinishedFullSee RemarksStorage SpaceWalk-Out Access
• Flooring: HardwoodTile
• A/C: Central Air
• Heating: Forced AirPropane
• Fireplace: BasementFamily RoomLiving RoomMasonryWood BurningFireplaceFireplaces: 3

Exterior

• General: BalconyCourtyardFire PitGardenLighting
• Style: ContemporaryCraftsmanMini Estate
• Other Structures: CabanaCorral(s)OutbuildingOutdoor KitchenWorkshopTerracePorchDeckPatioCovered
• Pool: In Ground
• Parking: CoveredDrivewayGarageParking spaces: 5

Construction

• General: Three Or More

Location

• Road/Access: County Road
• Originating MLS: onekey2
• School District: Arlington
• County: Dutchess County

Lot

• Zoning: 134400-6463-02-995548-0000
• View: Mountain(s)PanoramicTrees/WoodsWater

Utilities

• Utilities: Cable AvailableCable ConnectedElectricity AvailableElectricity ConnectedNatural Gas AvailableNatural Gas ConnectedPhone AvailableTrash Collection Private
• Water: Well
• Sewer: Septic Tank

Financial

• Source: onekey2