Gianna Rosania
Licensed Real Estate Salesperson
REALTOR®
Walton, NY
Office: (607) 865-7000 (347) 870-0941
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20 Orchard Hill Drive, Millbrook, NY 12545

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Property Description

Modern Country Retreat with Iconic Hudson Valley Views Proven Investment or Private Escape Seconds from MillbrookExperience 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 chefs 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.

20 Orchard Hill Drive | MLS# 20260696

This single family home located at 20 Orchard Hill Drive, Millbrook, NY 12545 is currently listed for sale with an asking price of $2,875,000. This property was built in 1993 and has 6 bedrooms and 6 full and 1 partial baths with 5486 sq. ft. Orchard Hill Drive is located within the Millbrook Central School District school district. Search Millbrook real estate on gianna-rosania.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Central Air
Garage: 3 car attached
Home Style: Traditional
Lot Size: 12.62 Acres
Taxes: $24,025
Year Built: 1993

Feature Descriptions

Appliances: Washer/Dryer, Washer, Vented Exhaust Fan, Stainless Steel Appliance(s), Refrigerator, Range Hood, Oven, Microwave, Ice Maker, Gas Oven, Freezer, Exhaust Fan, Electric Water Heater, Dryer, Dishwasher, Built-In Gas Oven
Days on Site: 11
Parcel #: 135889-6765-331674
Pool: Gunite, In Ground, Pool Cover
SQFT Total: 5486
Swimming Pool: Yes

Local Schools

School District: Millbrook Central School District

Estimate Your Payment

Estimated Payment

$ 9,239.13 per month $6,398.50 Principal & Interest $2,002.08 Property Tax $838.54 Homeowner's Insurance

Change Payment Information

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years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: William Pitt Sotheby's Interna

Shown By

Agent Name: Gianna Rosania
Agent Phone: (347) 870-0941
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/04/2026. The listing information on this page last changed on 03/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 03/04/2026 5:22:25 AM EST) or Global MLS (last updated Wed 03/04/2026 1:21:53 AM EST) or New York State Alliance MLS (last updated Wed 03/04/2026 2:34:23 AM EST) or Hudson Valley Catskill Region MLS (last updated Wed 03/04/2026 12:11:15 AM EST) or OneKey MLS (last updated Wed 03/04/2026 1:45:01 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless.

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