$3,675,000

165 Drake Rd Pleasant Valley, NY 12569

3 beds
5 full, 2 partial
4,592 sqft
33.3 acres
$800 / sqft
House

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

Home typeSingle Family Residence
HeatingForced Air, Propane
StatusActive
CoolingCentral Air
Size4,592 sqft
BasementYes
Lot size33.26 Acres
Year built2010
ParkingCovered, Driveway, Garage
MLS #854856
Garage5 spaces
WaterfrontPond, Stream, Water Access
ViewMountain(s), Panoramic, Trees/Woods, Water
Private poolYes

Summary

  • Partial Bathrooms: 2
  • Full Bathrooms: 5
  • Appliances: Convection Oven, Dishwasher, Dryer, Exhaust Fan, Freezer, 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 Speed Internet, Kitchen Island, Primary Bathroom, Master Downstairs, Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Recessed Lighting, Soaking Tub, Stone Counters, Storage, 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: 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

IDX Listings courtesy of OneKey MLS as distributed by MLS GRID.

All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS.

IDXThe data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the OneKey™ MLS. Real Estate listings held by brokerage firms other than this broker are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. This information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed.

Information Copyright 2025, OneKey™ MLS. All Rights Reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

This advertisement does not suggest that the broker has a listing in this property or properties or that any property is currently available.
Last updated on: 5/4/2025, 11:26:50 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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french country style house featuring dirt driveway, a front yard, and stone siding

$3,675,000

165 Drake Rd

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Price information

Property sales

We're sorry, we currently don't have property sales data for this listing.

Tax history

YearAssessmentProperty 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.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $116,748. The majority of Pleasant Valley, NY residents have income between $100k-200k annually. The majority of families are married, no kids. The majority of residents in this area have post secondary degree education.

How much money do the neighbors make?

8%
<35k
34%
35k-100k
37%
100k-200k
21%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

26%
Single, No Kids
9%
Single, with Kids
37%
Married, No Kids
28%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

15%
<11 yrs old
10%
12-17 yrs old
14%
18-34 yrs old
51%
35-64 yrs old
10%
65+ yrs old

What do the neighbors do for fun?

  • NASCARNASCAR
  • PGA/LPGAPGA/LPGA
  • SoccerSoccer

Where do the neighbors shop?

  • Dick's Sporting GoodsDick's Sporting Goods
  • Stein MartStein Mart
  • Old NavyOld Navy

Where do the neighbors go to eat?

  • ArbysArbys
  • Cracker BarrelCracker Barrel
  • Jimmy JohnsJimmy Johns

What do the neighbors drive?

  • GMCGMC
  • LexusLexus
  • KiaKia

What do the neighbors listen to?

  • Adult HitsAdult Hits
  • OldiesOldies
  • New CountryNew Country
All data provided by Home Junction and Claritas

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. Between March and April 2025, Pleasant Valley, NY real estate market has seen decrease in the number of listings 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.

From Rocket Homes Real Estate and based on county public records data.

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