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Pending
  • $2,995,000

    165 Drake Road, Pleasant Valley, NY 12569

    4beds
    6,412sqft
    Single Family Residence
    Built in 2010
    33.26 Acres Lot
    $-- Zestimate®
    $467/sqft
    $-- HOA

    What's special

    Hardwood floors throughoutWarm and inviting ambianceHammered copper farmhouse sinkBirchwood accentsHandmade tileGrand stone fireplaceSurrounded by open meadows
    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 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. Additional acreage/parcels and horse barns available for sale.
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    Zillow last checked:

    Listing updated:

    Listing by:

    Corcoran Country Living 845-876-6676,

    Kyle Irwin,

    E. Elizabeth Peters 845-235-3488,

    Corcoran Country Living - Mill

    Source: HVCRMLS,MLS#: 156797MLS Logo

      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: $467/sqft
      • Tax assessed value: $1,187,000
      • Annual tax amount: $31,973
      • Date on market: 4/13/2026
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $3,133/mo

        Price history

        DateEventPrice
        4/13/2026Pending sale$2,995,000$467/sqft
        Source: HVCRMLS #156797 Report a problem
        9/2/2025Price change$2,995,000-18.5%$467/sqft
        Source: HVCRMLS #156797 Report a problem
        5/1/2025Listed for sale$3,675,000$573/sqft
        Source: Columbia Greene Northern Dutchess MLS #156797 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2023-- $145,900
        2022-- $145,900
        2021-- $145,900
        2020-- $145,900
        2019-- $145,900
        2018-- $145,900
        2017$533 $145,900
        2016-- $145,900
        2015-- $145,900
        2014-- $145,900
        2012-- $145,900
        2011-- $145,900 +94.5%
        2010-- $75,000
        2009-- $75,000
        2008-- $75,000

        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 12569

        Getting around

        0 / 100
        Car-Dependent
        10 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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