20 Orchard Hill Dr Millbrook, NY 12545
Estimated payment $17,485/month
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
William Pitt Sothebys Int Rlty Brokerage Phone: 845-677-9822 License #10401294502 Listed on: 01/18/2025
Co-Listing Agent
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
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 |
|---|---|---|---|---|---|
| 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 |
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: OneKey® MLS
MLS Number: 814582
APN: 135889-6765-00-331674-0000
- 121 Valley Farm Rd
- 97 Valley Farm Rd
- 45 Hitchcock Ln
- TBD Stanford Rd
- 121 Stanford Rd
- 44 Merrit Ave
- 3311 Franklin Ave
- 508 Woodstock Rd
- 188 Nine Partners Ln
- 477 Canoe Hill Rd
- Parcel 1 - TBD Woodstock Rd
- TBD Woodstock Rd
- 121-125 Butts Hollow Rd
- 309 Woodstock Rd
- 3985 Route 82
- 4388 Route 82
- 66 County House Rd
- 37 Maple Hill Dr
- 43 Maple Hill Dr
- 45 Maple Hill Dr
Ask me questions while you tour the home.