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Sold for $2,650,000
    • $2,650,000

    20 Orchard Hill Drive, Millbrook, NY 12545

    7beds
    5,486sqft
    Single Family Residence, Residential
    Built in 1993
    12.62 Acres Lot
    $2,702,500 Zestimate®
    $483/sqft
    $7,126 Estimated rent

    Home value

    $2,702,500

    $2.43M - $3.00M

    $7,126/mo

    Zestimate® history
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    What's special

    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Kathryn M. Johnson 917-826-7050,

    William Pitt Sothebys Int Rlty 845-677-9822,

    Dominique C. Shuminova 914-291-9911,

    William Pitt Sothebys Int Rlty

    Bought with:

    Kathryn M. Johnson, 10401294502

    William Pitt Sothebys Int Rlty

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 814582MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 7
    • Bathrooms: 7
    • Full bathrooms: 6
    • 1/2 bathrooms: 1
    Bedroom 1
    • Level: Second
    Bedroom 2
    • Level: Second
    Bathroom 3
    • Level: Second
    Bathroom 4
    • Description: Extra Large with Sitting Area, Walk In Closet and Full Bath,
    • Level: Third
    Bathroom 5
    • Description: Attached Full Bath
    • Level: First
    Basement
    • Description: Finished, Walk Out, 2 Bedrooms, Full Bath, Large Living area, Storage Room
    • Level: Lower
    Kitchen
    • Description: Large, Vaulted Ceiling, Fireplace, Eat In, New Modern Appliances
    • Level: First
    Laundry
    • Description: Full Service, Windowed, Storage
    • Level: First
    Heating
    • Hot Air, Other
    Cooling
    • Central Air
    Appliances
    • Included: Cooktop, Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
    • Laundry: Washer/Dryer Hookup, Laundry Room
    Features
    • 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 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
    • Flooring: Combination, Laminate
    • Windows: Blinds, Double Pane Windows, Insulated Windows, New Windows, Oversized Windows, Screens
    • Basement: Finished,Full,Storage Space,Walk-Out Access
    • Attic: Storage
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 5,486
    • Total interior livable area: 5,486 sqft

    Property

    Parking
    • Total spaces: 3
    • Parking features: Garage
    • Garage spaces: 3
    Features
    • Patio & porch: Deck
    • Exterior features: Lighting
    • Has private pool: Yes
    • Pool features: Fenced, In Ground, Outdoor Pool, Pool Cover, Salt Water
    • Has view: Yes
    • View description: Open
    Lot
    • Size: 12.62 Acres
    Details
    • Additional structures: Barn(s), Garage(s)
    • Parcel number: 1358896765003316740000
    • Special conditions: None
    • Horses can be raised: Yes

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence, Residential
    Materials
    • Brick
    Condition
    • Year built: 1993

    Utilities & green energy

    • Sewer: Septic Tank
    • Utilities for property: Cable Connected, Electricity Connected, Phone Connected, Propane, Trash Collection Private

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Millbrook

    Financial & listing details

    • Price per square foot: $483/sqft
    • Tax assessed value: $812,800
    • Annual tax amount: $24,025
    • Date on market: 1/18/2025
    • Cumulative days on market: 381 days
    • Listing agreement: Exclusive Right To Sell
    • Electric utility on property: Yes

    Price history

    DateEventPrice
    4/24/2026Sold$2,650,000-7.8%$483/sqft
    Source: OneKey® MLS as distributed by MLS GRID #814582 Report a problem
    3/6/2026Pending sale$2,875,000$524/sqft
    Source: HVCRMLS #20260696 Report a problem
    2/21/2026Price change$2,875,000+0.9%$524/sqft
    Source: OneKey® MLS as distributed by MLS GRID #814582 Report a problem
    1/24/2026Pending sale$2,850,000$520/sqft
    Source: HVCRMLS #20254297 Report a problem
    10/1/2025Price change$2,850,000+5.6%$520/sqft
    Source: OneKey® MLS as distributed by MLS GRID #814582 Report a problem
    10/1/2025Price change$2,700,000-5.3%$492/sqft
    Source: HVCRMLS #20254297 Report a problem
    9/17/2025Price change$2,850,000+5.6%$520/sqft
    Source: HVCRMLS #20254297 Report a problem
    9/1/2025Listed for sale$2,700,000-6.9%$492/sqft
    Source: OneKey® MLS as distributed by MLS GRID #814582 Report a problem
    8/1/2025Listing removed$2,900,000$529/sqft
    Source: HVCRMLS #20251501 Report a problem
    7/22/2025Price change$2,900,000-3.2%$529/sqft
    Source: HVCRMLS #20251501 Report a problem
    5/6/2025Price change$2,995,000-0.2%$546/sqft
    Source: OneKey® MLS as distributed by MLS GRID #814582 Report a problem
    1/18/2025Listed for sale$3,000,000+13.2%$547/sqft
    Source: OneKey® MLS as distributed by MLS GRID #814582 Report a problem
    7/21/2024Listing removed--
    Source: OneKey® MLS as distributed by MLS GRID #HM420132 Report a problem
    1/21/2024Listed for sale$2,650,000-1.9%$483/sqft
    Source: MHMLS #420132 Report a problem
    12/1/2023Listing removed$2,700,000$492/sqft
    Source: MHMLS #415136 Report a problem
    9/2/2023Price change$2,700,000-5.3%$492/sqft
    Source: MHMLS #415136 Report a problem
    5/6/2023Listed for sale$2,850,000-3.4%$520/sqft
    Source: MHMLS #415136 Report a problem
    4/26/2023Listing removed$2,950,000$538/sqft
    Source: MHMLS #414473 Report a problem
    3/24/2023Listed for sale$2,950,000-15.7%$538/sqft
    Source: MHMLS #414473 Report a problem
    3/16/2023Listing removed$3,500,000$638/sqft
    Source: MHMLS #411444 Report a problem
    9/29/2022Listed for sale$3,500,000+345.9%$638/sqft
    Source: MHMLS #411444 Report a problem
    8/5/2016Sold$785,000-2.5%$143/sqft
    Source: OneKey® MLS as distributed by MLS GRID #M335563 Report a problem
    5/18/2016Pending sale$805,000$147/sqft
    Source: NEIL CHARLES REAL ESTATE. ST #335563 Report a problem
    1/8/2016Price change$805,000+1.3%$147/sqft
    Source: NEIL CHARLES REAL ESTATE. ST #335563 Report a problem
    12/2/2015Price change$795,000+3.9%$145/sqft
    Source: NEIL CHARLES REAL ESTATE. ST #335563 Report a problem
    12/1/2015Listed for sale$765,000-36.3%$139/sqft
    Source: NEIL CHARLES REAL ESTATE LLC #10259362 Report a problem
    5/25/2007Sold$1,200,000+37.5%$219/sqft
    Source: Public Record Report a problem
    11/19/2002Sold$872,500$159/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $1,227,848
    2024-- $1,227,848 +51.1%
    2023-- $812,800
    2022-- $812,800
    2021-- $812,800
    2020-- $812,800
    2019-- $812,800 +4.9%
    2018-- $775,000
    2017$15,994 $775,000
    2016-- $775,000
    2015-- $775,000 -37.7%
    2014-- $1,243,700 -9.9%
    2012-- $1,380,800 -2%
    2011-- $1,408,900 -7.8%
    2010-- $1,528,700 -10%
    2009-- $1,698,500 -3%
    2008-- $1,751,000
    2007-- $1,751,000 +3%
    2006-- $1,700,000 +1519%
    2005-- $105,000
    Find assessor info on the county website

    Neighborhood: 12545

    Nearby homes

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Alden Place Elementary School
    • Middle: Millbrook Middle School
    • High: Millbrook High School

    Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $2,702,500
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $2,702,500

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