Skip main navigation
Closed
  • $2,795,000

    165 Drake Road, Pleasant Valley, NY 12569

    4beds
    6,412sqft
    Single Family Residence
    Built in 2010
    33.26 Acres Lot
    $-- Zestimate®
    $436/sqft
    $3,133 Estimated rent

    Home value

    Not available

    Estimated sales range

    Not available

    $3,133/mo

    Zestimate® history
    Loading...

    Owner options

    List your home for rent

    $3,133/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $3,133/mo

    Rent Zestimate®

    Refinance and save

    $19,599/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $19,599/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Kyle Irwin,

    Corcoran Country Living,

    E. Elizabeth Peters 845-235-3488,

    Corcoran Country Living - Mill

    Bought with:

    NON MLS HVCRMLS

    HV Catskill Region MLS

    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 & neighborhood

    Location
    • Region: Pleasant Valley

    Other

    Other facts
    • Road surface type: Paved

    Price history

    DateEventPrice
    5/29/2026Sold$2,795,000-6.7%$436/sqft
    Source: HVCRMLS #156797 Report a problem
    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

    Neighborhood: 12569

    Nearby schools

    GreatSchools rating