20 Orchard Hill Dr Millbrook, NY 12545
Estimated payment $17,018/month
Highlights
- In Ground Pool
- 12.62 Acre Lot
- Traditional Architecture
- Millbrook Middle School Rated A-
- Pasture Views
- Stainless Steel Appliances
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 very spacious area with full bath and walk in closet. The lower level features two additional bedrooms, a recreational 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 expenses 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
William Pitt Sotheby's Interna License #10401294502 Listed on: 09/11/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $26,616
Year Built
- Built in 1993
Lot Details
- 12.62 Acre Lot
- Property is zoned RM3
Parking
- 3 Car Attached Garage
Property Views
- Pasture
- Mountain
Home Design
- Traditional Architecture
Interior Spaces
- 5,486 Sq Ft Home
- Fireplace
- Basement Fills Entire Space Under The House
- Washer and Dryer
Kitchen
- Built-In Gas Oven
- Range Hood
- Microwave
- Freezer
- Ice Maker
- Dishwasher
- Stainless Steel Appliances
Bedrooms and Bathrooms
- 7 Bedrooms
Pool
- In Ground Pool
- Pool Cover
- Gunite Pool
Utilities
- Central Air
- Vented Exhaust Fan
- Electric Water Heater
Listing and Financial Details
- Legal Lot and Block 331 / 6765
- Assessor Parcel Number 13588900676500003316740000
Map
Home Values in the Area
Average Home Value in this Area
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 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 01/23/2026 01/23/26 | Pending | -- | -- | -- | |
| 10/02/2025 10/02/25 | Price Changed | $2,850,000 | +5.6% | $520 / Sq Ft | |
| 10/01/2025 10/01/25 | Price Changed | $2,700,000 | -5.3% | $492 / Sq Ft | |
| 09/17/2025 09/17/25 | Price Changed | $2,850,000 | +5.6% | $520 / Sq Ft | |
| 09/11/2025 09/11/25 | For Sale | $2,700,000 | +243.9% | $492 / 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 |
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 |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $620,000 | Adjustable Rate Mortgage/ARM | |
| Previous Owner | $780,000 | Purchase Money Mortgage |
Source: Hudson Valley Catskills Region Multiple List Service
MLS Number: 20254297
APN: 135889-6765-00-331674-0000
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