$2,875,000
PENDING $125K PRICE DROP

20 Orchard Hill Dr Millbrook, NY 12545

Estimated payment $17,485/month

Total Views 33,705
7 Beds
6.5 Baths
5,486 Sq Ft
$524 Price per Sq Ft

Highlights

  • Barn
  • Horses Allowed On Property
  • Gourmet Galley Kitchen
  • Millbrook Middle School Rated A-
  • In Ground Pool
  • 12.62 Acre Lot

About This Home

Modern Country Retreat with Iconic Hudson Valley Views Proven Investment or Private Escape Seconds from Millbrook Experience refined country life in this beautifully updated Hudson Valley home, nestled on 12+ private acres with sweeping views of the Catskill Mountains. Surrounded by lush lawns, open meadows and a fenced paddock, the property offers a sense of serenity, space, and elevated living— Designed with both comfort and style in mind, the main floor welcomes you with a sun-filled foyer and elegant curved staircase. A spacious living room with a wood-burning fireplace, formal dining room, and expansive deck set the stage for effortless entertaining. The chef’s kitchen is a true focal point—featuring a second fireplace, pantry, and French doors that lead to an additional private deck for morning coffee or evening cocktails surrounded by nature. Upstairs, the second-floor primary suite offers a peaceful escape, complemented by two additional bedrooms and a guest suite. The third floor includes a flexible bonus room with full bath—perfect for a home office, gym, or studio. The lower level features two additional bedrooms, a rec room, and walkout access—ideal for guests or multi-generational living. Ideal for animal lovers too, the property features 2 paddocks and 3 run in sheds equipped with water and electricity, perfect for summer turnout! A heated gunite pool with Bluestone terrace offers a resort-like feel, while the surrounding landscape creates an ever-changing backdrop of color and light throughout the seasons. Meticulously renovated this home features a new roof, HVAC, and all updated mechanicals, offering a seamless move-in-ready experience. With a proven short-term rental history and impressive revenue, this home also presents an exceptional investment opportunity. Its strong rental income make it ideal for those looking to offset ownership costs or build long term value. The location, only 90 minutes to NYC and just a few minutes to the Village of Millbrook, makes for the perfect balance of privacy and accessibility. In a region celebrated for its beauty, lifestyle appeal and climate resilience, this is a home that offers not only luxury-- but lasting value.

Listing Agent

Kathryn Johnson

William Pitt Sothebys Int Rlty Brokerage Phone: 845-677-9822 License #10401294502 Listed on: 01/18/2025

Co-Listing Agent

DOMINIQUE SHUMINOV

William Pitt Sothebys Int Rlty Brokerage Phone: 845-677-9822 License #10401365804

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $24,025

Year Built

  • Built in 1993

Parking

  • 3 Car Garage

Home Design

  • Colonial Architecture
  • Brick Exterior Construction

Interior Spaces

  • 5,486 Sq Ft Home
  • Indoor Speakers
  • Sound System
  • Built-In Features
  • Woodwork
  • Beamed Ceilings
  • Cathedral Ceiling
  • Ceiling Fan
  • Recessed Lighting
  • Chandelier
  • 2 Fireplaces
  • New Windows
  • Double Pane Windows
  • Insulated Windows
  • Blinds
  • Window Screens
  • Entrance Foyer
  • Formal Dining Room
  • Storage
  • Laminate Flooring
  • Smart Thermostat

Kitchen

  • Gourmet Galley Kitchen
  • Breakfast Bar
  • Oven
  • Gas Cooktop
  • Microwave
  • Freezer
  • Dishwasher
  • Stainless Steel Appliances
  • Kitchen Island
  • Granite Countertops

Bedrooms and Bathrooms

  • 7 Bedrooms
  • Main Floor Bedroom
  • En-Suite Primary Bedroom
  • Dual Closets
  • Walk-In Closet
  • In-Law or Guest Suite
  • Bathroom on Main Level
  • Double Vanity
  • Soaking Tub

Laundry

  • Laundry Room
  • Dryer
  • Washer

Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House
  • Basement Storage

Pool

  • In Ground Pool
  • Saltwater Pool
  • Fence Around Pool
  • Pool Cover

Outdoor Features

  • Deck
  • Exterior Lighting

Schools

  • Alden Place Elementary School
  • Millbrook Middle School
  • Millbrook High School

Utilities

  • Central Air
  • Heating Available
  • Vented Exhaust Fan
  • Propane
  • Well
  • Gas Water Heater
  • Septic Tank
  • High Speed Internet
  • Cable TV Available

Additional Features

  • 12.62 Acre Lot
  • Barn
  • Horses Allowed On Property

Listing and Financial Details

  • Assessor Parcel Number 135889-6765-00-331674-0000

Home Details

Home Type

Single Family

Est. Annual Taxes

$24,025

Year Built

Built in 1993

Lot Details

12.62 Acres

Parking

3

Listing Details

  • Property Type: Residential
  • Architectural Style: Colonial
  • Property SubType: Single Family Residence
  • Year Built: 1993
  • Attribution Contact: 845-677-9822
  • Co List Office Mls Id: KEYWMPITT02
  • Co List Office Phone: 845-677-9822
  • Carport Y N: No
  • CurrentPrice: 2875000.00
  • MlsMajorChangeType: Pending
  • CurrentPrice_By_LivingArea: 524.06125
  • ListPrice_By_LivingArea: 524.06125
  • ListPrice_By_OriginalListPrice: 0.95833
  • ListPrice_By_LotSizeAcres: 227812.9952
  • LivingAreaSearchSqFt: 5486.00
  • Special Features: VirtualTour
  • Property Sub Type: Detached

Interior Features

  • Appliances: Cooktop, Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
  • Interior Amenities: First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chandelier, Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, High Speed Internet, His and Hers Closets, In-Law Floorplan, Kitchen Island, Primary Bathroom, Natural Woodwork, Open Kitchen, Other, Pantry, Recessed Lighting, Smart Thermostat, Soaking Tub, Sound System, Speakers, Storage, Walk Through Kitchen, Walk-In Closet(s), Washer/Dryer Hookup
  • Fireplaces: 2
  • Flooring: Combination, Laminate
  • Full Bathrooms: 6
  • Half Bathrooms: 1
  • Basement: Finished, Full, Storage Space, Walk-Out Access
  • Total Bedrooms: 7
  • Fireplace: Yes
  • Living Area: 5486
  • Window Features: Blinds, Double Pane Windows, Insulated Windows, New Windows, Oversized Windows, Screens
  • Basement YN: Yes

Exterior Features

  • Other Structures: Barn(s), Garage(s)
  • Construction Materials: Brick
  • Pool Features: Fenced, In Ground, Outdoor Pool, Pool Cover, Salt Water
  • Pool Private: Yes
  • View: Open
  • Exterior Features: Lighting
  • Patio and Porch Features: Deck
  • Waterfront: No

Garage/Parking

  • Garage Spaces: 3
  • Garage: Yes

Utilities

  • Cooling: Central Air
  • Heating: Hot Air, Other
  • Laundry Features: Laundry Room
  • Sewer: Septic Tank
  • Utilities: Cable Connected, Electricity Connected, Phone Connected, Propane, Trash Collection Private
  • Water Source: Well

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Middle School: Millbrook Middle School

Lot Info

  • Horses: Yes
  • Lot Size Acres: 12.62
  • Lot Size Sq Ft: 549727
  • Parcel Number: 135889-6765-00-331674-0000
  • Property Attached: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 24025.17
  • Tax Year: 2024

MLS Schools

  • Elementary School: Alden Place Elementary School
  • High School: Millbrook High School
  • Middle School District: Millbrook

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $26,848 $1,227,848 $202,500 $1,025,348
2023 $16,968 $812,800 $202,500 $610,300
2019 $17,644 $812,800 $202,500 $610,300
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
03/06/2026 03/06/26 Pending -- -- --
02/21/2026 02/21/26 Price Changed $2,875,000 +0.9% $524 / Sq Ft
10/01/2025 10/01/25 Price Changed $2,850,000 +5.6% $520 / Sq Ft
09/01/2025 09/01/25 Price Changed $2,700,000 0.0% $492 / Sq Ft
09/01/2025 09/01/25 For Sale $2,700,000 -6.9% $492 / Sq Ft
08/01/2025 08/01/25 Off Market $2,900,000 -- --
07/22/2025 07/22/25 Price Changed $2,900,000 -3.2% $529 / Sq Ft
05/06/2025 05/06/25 Price Changed $2,995,000 -0.2% $546 / Sq Ft
01/18/2025 01/18/25 For Sale $3,000,000 +282.2% $547 / Sq Ft
08/05/2016 08/05/16 Sold $785,000 +6.1% $142 / Sq Ft View Prior Sale
07/12/2016 07/12/16 Pending -- -- --
01/05/2015 01/05/15 For Sale $740,000 -- $134 / Sq Ft
Source: OneKey® MLS

Purchase History

Date Type Sale Price Title Company
Deed -- --
Deed $785,000 Mackay/Butts
Deed $1,200,000 Edmund Mendrala
Deed $872,500 Madelyn Jaye
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $620,000 Adjustable Rate Mortgage/ARM
Previous Owner $780,000 Purchase Money Mortgage
Source: Public Records

Source: OneKey® MLS

MLS Number: 814582

OneKey® MLS

APN: 135889-6765-00-331674-0000

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