165 Drake Rd Pleasant Valley, NY 12569
Property details
About 165 Drake Rd
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.
Highlights
Summary
- Partial Bathrooms: 2
- Full Bathrooms: 5
- Appliances: Convection Oven, Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Oven, Refrigerator, Washer, Gas Water Heater
- Basement: Yes
- Flooring Type: Hardwood, Tile
- 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 Ceilings, High Speed Internet, Kitchen Island, Primary Bathroom, Master Downstairs, Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Recessed Lighting, Soaking Tub, Stone Counters, Storage, Walk-In Closet(s), Washer/Dryer Hookup
- Total Bedroom Count: 3
- Garage Space: 5 spaces
- Private Pool: Yes
- Parking: Covered, Driveway, Garage
- Waterfront: Pond, Stream, Water Access
- View: Mountain(s), Panoramic, Trees/Woods, Water
- Exterior: Balcony, Courtyard, Fire Pit, Garden, Lighting, Porch/Covered, Deck, Patio, Porch, Terrace
- Architectural Style: Contemporary, Craftsman, Mini Estate
- Heating: Forced Air, Propane
- Cooling: Central Air
- List Price: $3,675,000
- Price/SqFt: $800
- Annual Tax Amount: $33,911
- Tax Year: 2022
- Lot: Back Yard, Front Yard, Garden, Rolling/Hilly, Landscaped, Wooded, Private, See Remarks, Views, Waterfront
- Directions: 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.
- Year Built: 2010
- Living Area: 4,592 SqFt
- Lot Size: 33.26 Acres
- MLS Number: 854856
- MLS Name: ONEKEY2
- Office Name: Corcoran Country Living
- Office Phone: (845) 677-0505
Listings courtesy of OneKey MLS as distributed by MLS GRID.
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Last updated on: 5/28/2025, 11:56:27 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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$3,675,000
165 Drake Rd
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Price information
Property sales
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Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $1,300,000 | $- |
| 2022 | $1,300,000 | $33,911 |
| 2021 | $1,350,000 | $33,911 |
| 2020 | $1,350,000 | $- |
| 2019 | $1,459,400 | $33,911 |
| 2018 | $1,459,400 | $36,800 |
| 2017 | $1,459,400 | $36,653 |
History based on county public records data.
Nearby schools
4
Joseph D'Aquanni West Road Intermediate School
Public District 3-5
3.0 mi
•181 West Rd
3
Netherwood School
Public District KG-5
5.1 mi
•648 Netherwood Rd
5
Alden Place Elementary School
Public District 3-5
5.7 mi
•41 Alden Pl
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $116,748. The most common annual income of people living in Pleasant Valley, NY is between $100k-200k. The majority of families are married, no kids. Typical level of education for residents in this area is post secondary degree.
How much money do the neighbors make?
What level of education do the neighbors have?
What types of families live nearby?
Are the neighbors home owners or renters?
How old are people in this area?
What do the neighbors do for fun?
NASCAR
PGA/LPGA
Soccer
Where do the neighbors shop?
Dick's Sporting Goods
Stein Mart
Old Navy
Where do the neighbors go to eat?
Arbys
Cracker Barrel
Jimmy Johns
What do the neighbors drive?
GMC
Lexus
Kia
What do the neighbors listen to?
Adult Hits
Oldies
New Country
Frequently asked questions
About 165 Drake Rd
The listing price of 165 Drake Rd property is $3,675,000.
The property 165 Drake Rd is a house located in Pleasant Valley, New York, 12569.
Active Listing: 165 Drake Rd is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 165 Drake Rd are: Joseph D'Aquanni West Road Intermediate School (GreatSchools Rating 4/10), Netherwood School (GreatSchools Rating 3/10), Alden Place Elementary School (GreatSchools Rating 5/10), Millbrook Middle School (GreatSchools Rating 6/10), LaGrange Middle School (GreatSchools Rating 4/10), Haviland Middle School (GreatSchools Rating 3/10), Arlington High School (GreatSchools Rating 7/10), Millbrook High School (GreatSchools Rating 8/10), Poughkeepsie Middle School (GreatSchools Rating 3/10).
According to the records, the last property tax for 2022 is $33,911 (source: MLS/based on county public records data).
The property at 165 Drake Rd has 3 bedrooms and 5 full and 2 half bathrooms.
The property 165 Drake Rd is 4,592 SqFt (source: MLS/tax record).
The year of construction for 165 Drake Rd is 2010.
This home is located at 165 Drake Rd in Pleasant Valley, NY and zip code 12569. This 4,592 square foot home, which was built in 2010, sits on a 33.26 acre lot. Features: 3 bedrooms, 7 bathrooms. It has been listed on Rocket Homes since May 1, 2025 and is currently priced at $3,675,000.
Over 2 listings were sold over their listed price in April 2025 in Pleasant Valley, NY. In the same period over 4 listings were sold below the listed price and 0 listings were sold for the listed price. The inventory of homes for sale in Pleasant Valley, NY between March and April 2025 decreased by 11.9%. In April 2025, listings were on the market for 86 days. During the same period, the median list price in this real estate market was $485,000.