Skip to content
×
Pro Members Get
Full Access!
Get off the sidelines and take action in real estate investing with BiggerPockets Pro. Our comprehensive suite of tools and resources minimize mistakes, support informed decisions, and propel you to success.
Advanced networking features
Market and Deal Finder tools
Property analysis calculators
Landlord Command Center
ANNUAL Save 16%
$32.50 /mo
$390 billed annualy
MONTHLY
$39 /mo
billed monthly
7 day free trial. Cancel anytime

Let's keep in touch

Subscribe to our newsletter for timely insights and actionable tips on your real estate journey.

By signing up, you indicate that you agree to the BiggerPockets Terms & Conditions
Copied
Photo
Copied
Photo
Photo
Photo
Photo
See all photos

$2,995,000

For Sale - Active
165 Drake Rd, Pleasant Valley, NY 12569
4 Beds
7 Baths
6,412 Square Feet
33.26 Acres Lot
Built in 2010
For Sale - Active
Units n/a
Checked: 18 hours ago
Updated: Sep 03, 2025 at 10:10AM

Investment Summary


Monthly Cash Flow
-$15,600
Cap Rate
-0.2%
Cash-on-Cash Return
-27.2%
Debt Coverage Ratio
-0.03
Internal Rate of Return (5 years)
-22.2%

Property Description


33.26 Acres Lot
Built in 2010
For Sale - Active
Units n/a

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.

Build Your Team


Quickly find investor-friendly professionals who can help you succeed in real estate investing at any stage of the investing journey.

Avatar
Avatar
Avatar

Agents

Match with investor-friendly agents who can help you find, analyze, and close your next deal

Find an Agent
Avatar
Avatar
Avatar

Lenders

Get the best funding…find investor-friendly lenders who specialize in your deal strategy

Find a Lender
Avatar
Avatar
Avatar

Property Managers

Transition to passive investing. Find a trusted property management partnership that lasts.

Find a Property Manager
Avatar
Avatar
Avatar

Tax Pros & Accountants

Taxes and financial reporting made easy—find experts to create tax savings strategies, file taxes, and more

Find a Tax Pro

Location


Property Details


Parking

  • Description: Attached Garage
  • Details: Covered, Driveway, Garage
  • Garage Spaces: 5
  • Spaces Total: 5

Bedroom Information

  • # of Bedrooms: 4

Bathroom Information

  • # of Baths (Full): 5
  • # of Baths (Partial): 2
  • # of Baths (Total): 7.0

Interior Features

  • # of Rooms: 12
  • # of Stories: 2
  • Basement: Yes
  • Basement Description: Finished, Full, Storage Space, Walk-Out Access
  • Fireplace: Yes

Exterior Features

  • Exterior Walls Materials: Wood
  • Pool: Yes

Land Information

  • Land Use: Residential
  • Land Use Subtype: Multi-Family Dwellings (any combination 2+)

Lot Information

  • Parcel ID: 134400646302995548000001
  • Lot Size: 1448806 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Contemporary, Craftsman, Mini Estate
  • Year Built: 2010

Tax Information

  • Annual Tax: $31,973

Utilities

  • Water & Sewer: Private, Well
  • Heating: Forced Air, Propane
  • Cooling: Central Air

Location

  • County: Dutchess

Listing Details


Listed by:
E. Elizabeth Peters
Corcoran Country Living
(845) 235-3488

Source:
OneKey MLS
MLS#: 854856
OneKey MLS

Investment Summary


Monthly Cash Flow
-$15,600
Cap Rate
-0.2%
Cash-on-Cash Return
-27.2%
Debt Coverage Ratio
-0.03
Internal Rate of Return (5 years)
-22.2%

Purchase Details

Find an Agent

Purchase price:
$2,995,000
Amount financed:
-$2,396,000
Down payment:
$599,000
Closing costs:
$89,850
Rehab costs:
$0
Initial cash invested:
$688,850
Square feet:
6,412
Cost per square foot:
$467
Monthly rent per square foot:
$0.50

Financing Details

Find a Lender

Loan amount:
$2,396,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
6.500%
Principal & interest:
$15,144
Property tax:
$2,664
Insurance:
$224
Private mortgage insurance (PMI):
$0
Monthly payment:
$18,032

Operating Income

Find a Property Manager

% Rent Monthly Yearly
Gross rent:
$3,200 $38,400
Vacancy loss: (6%)
6% -$192 -$2,304
Operating income:
$3,008 $36,096

Operating Expenses


% Rent Monthly Yearly
Property taxes: (83%)
83%-$2,664-$31,973
Insurance: (7%)
7%-$224-$2,688
Property management: (8%)
8%-$256-$3,072
Repairs & maintenance: (5%)
5%-$160-$1,920
Capital expenditures: (5%)
5%-$160-$1,920
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (108%)
108%-$3,464-$41,573

Cash Flow


Monthly Yearly
Net operating income:
-$456 -$5,472
Mortgage payments:
-$15,144 -$181,728
Cash flow:
$15,600 $187,200