| Date / Event | Date | Event |
Price
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| Apr 24, 2026 | Sold | |
|
Sold
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| Mar 7, 2026 | In contract |
-
|
|
In contract
|
| Feb 22, 2026 | Price Increased |
$2,875,000
↑ $25K
(0.9%) |
|
Price Increased
|
| Oct 2, 2025 | Price Increased |
$2,850,000
↑ $150K
(5.6%) |
|
Price Increased
|
| Sep 2, 2025 | Price Decreased |
$2,700,000
↓ $200K
(6.9%) |
|
Price Decreased
|
| Sep 2, 2025 | Relisted |
$2,900,000
|
|
Relisted
|
| Aug 1, 2025 | No longer available |
-
|
|
No longer available
|
| Jul 23, 2025 | Price Decreased |
$2,900,000
↓ $95K
(3.2%) |
|
Price Decreased
|
| May 7, 2025 | Price Decreased |
$2,995,000
↓ $5K
(0.2%) |
|
Price Decreased
|
| Jan 16, 2025 | Listed by William Pitt Sothebys Int Rlty |
$3,000,000
|
|
Listed by William Pitt Sothebys Int Rlty
|
| |
|
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.
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| Jul 21, 2024 | No longer available |
-
|
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No longer available
|
| Jan 21, 2024 | Listed by Heather Croner Real Estate Sot |
$2,650,000
|
|
Listed by Heather Croner Real Estate Sot
|
| |
|
Welcome to Your Own Private Country Sanctuary.This exquisite turnkey estate is nestled on 12+ acres of absolute beauty with sweeping panoramic views of the Hudson Valley and Catskill Mountains.The idyllic property includes lush lawns and green meadows, as well as an apple orchard. The fenced-in pasture is perfect for your four-legged friends, with ample room for an additional pasture area. The barn, complete with water and electricity, along with the two paddocks and three run-in sheds, make this property ideal for horse enthusiasts. Another highlight of the already incredible outdoors is the heated Gunite pool, complete with a Bluestone lounging area.Step inside and be greeted by the grandeur of the elegant foyer, adorned with a curved staircase that leads to the second-floor spacious primary suite, two additional bedrooms, and a guest suite. The third floor offers a versatile bonus room and full bath, providing the ideal space for a home office or studio.On the lower level, you'll find the fifth and sixth bedrooms, along with a rec room and walkout, creating a private retreat for guests or family members. The main floor offers a large living room with a wood-burning fireplace, a formal dining room, pantry, and an elegant deck perfect for gatherings and enjoying the breathtaking sunsets.The expansive chef's kitchen is a true masterpiece, complete with its own wood-burning fireplace and top of the line appliances. French doors lead to a second private deck, where you can savor your morning coffee or dine al fresco, enveloped by the beauty of nature.This turnkey property has been renovated to perfection, ensuring a seamless transition into your dream home. With all new HVAC and mechanicals, you can rest easy knowing that comfort and efficiency are at the forefront.Conveniently located just 90 minutes from New York City, 15 minutes from Metro North, and the Taconic Parkway, and a mere 5 minutes from the charming Village of Millbrook, this estate offers the perfect blend of seclusion and accessibility. Come and experience all that the wonderful Hudson Valley has to offer, and make this exceptional property your own.,AboveGrade:4318,AMENITIES:Pool,APPLIANCES:Water Softener,Cooling:Zoned,EQUIPMENT:Smoke Detectors,Water Filter,ExteriorFeatures:Landscaped,Outside Lighting,FOUNDATION:Concrete,InteriorFeatures:Beamed Ceilings,Walk-In Closets,Level 1 Desc:LIVING ROOM, EIK, FORMAL DINING ROOM, 2 FIREPLACES,Level 2 Desc:PRIMARY SUITE, 2 BEDROOMS, GUEST SUITE,Level 3 Desc:BONUS ROOM, FULL BATH,OTHERROOMS:Breakfast Nook,Family Room,Formal Dining Room,Foyer,Great Room,Laundry/Util. Room,Library/Study,Office/Computer Room,Rec/Play Room,ROOF:Asphalt Shingles
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| Dec 2, 2023 | No longer available |
-
|
|
No longer available
|
| Sep 3, 2023 | Price Decreased |
$2,700,000
↓ $150K
(5.3%) |
|
Price Decreased
|
| May 6, 2023 | Listed by BHHS MILLBROOK REAL ESTATE ML |
$2,850,000
|
|
Listed by BHHS MILLBROOK REAL ESTATE ML
|
| |
|
Enjoy the country life in this completely private turnkey estate on 12 picturesque acres with sweeping panoramic views of the Hudson Valley and Catskill Mountains. Explore the outdoors on walking paths, sloping lawns, green meadows, apple orchards and a fenced in pasture. Relax and unwind by the heated Gunite pool with Bluestone lounging area. Enter into the elegant foyer with a curved staircase that leads to the second floor spacious primary suite, two additional bedrooms and a guest suite. The third floor hosts a bonus room and full bath that is ideal for a home office or studio. The fifth and sixth bedrooms are located on the lower level with a rec room and walkout. The main floor offers a large living room with wood burning fireplace, formal dining room, pantry and a sublime deck perfect for gathering with a cocktail to take in the majestic setting. The expansive Chefs kitchen with its own wood burning fireplace is perfect for entertaining. French doors lead to a second private deck to enjoy your morning coffee or dine Al Fresco. 90 minutes to New York City, 15 minutes to Metro North and the Taconic Parkway. 5 minutes to the quaint Village of Millbrook .Come and experience all the wonderful Hudson Valley has to offer. The manager has listed the unit size as 4318 square feet.
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| Apr 27, 2023 | No longer available |
-
|
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No longer available
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| Mar 24, 2023 | Listed by COMPASS GREATER NY LLC ML |
$2,950,000
|
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Listed by COMPASS GREATER NY LLC ML
|
| |
|
Orchard Hill is found at the end of a long driveway that wends through an apple orchard. Intensely private, this gracious home, with sloping lawns, meadows, and a pasture for livestock if desired, commands iconic views of the Hudson Valley and the Catskill Mountains. Despite its pastoral setting, Orchard Hill is a mere six minutes from the quaint shops and restaurants of Millbrook Village. The house conveys luxury and comfort in equal measure, with an effortlessly flowing floorplan. Dine al fresco on the broad deck outside the kitchen on a summer's evening or cozy up to the kitchen fireplace on a snowy day. You will enter the house through an elegant foyer with prominent and beautifully proportioned curving staircase. The gracious public rooms on the main floor include a reception room, spacious living room, formal dining room, and the kitchen with lofty windows and sweeping views. A second large deck off the living room offers expansive Catskill and valley vistas. On the second floor, there is a beautiful primary suite and two more bedrooms, including a luxurious guest suite. A third-floor bedroom/sitting room, also en suite, could easily be used as a studio or home office. There are two more bedrooms and a game/play room on the walk-out lower level. A heated pool, walking paths, electric vehicle charging station, and many other flawlessly planned details make Orchard Hill a coveted home in a matchless setting. 24 hour notice required for accompanied showings. The manager has listed the unit size as 4318 square feet.
|
| Mar 17, 2023 | No longer available |
-
|
|
No longer available
|
| Sep 29, 2022 | Listed by COMPASS GREATER NY LLC ML |
$3,500,000
|
|
Listed by COMPASS GREATER NY LLC ML
|
| |
|
Orchard Hill is found at the end of a long driveway that wends through an apple orchard. Intensely private, this gracious home, with sloping lawns, meadows, and a pasture for livestock if desired, commands iconic views of the Hudson Valley and the Catskill Mountains. Despite its pastoral setting, Orchard Hill is a mere six minutes from the quaint shops and restaurants of Millbrook Village. The house conveys luxury and comfort in equal measure, with an effortlessly flowing floorplan. Dine al fresco on the broad deck outside the kitchen on a summer's evening or cozy up to the kitchen fireplace on a snowy day. You will enter the house through an elegant foyer with prominent and beautifully proportioned curving staircase. The gracious public rooms on the main floor include a reception room, spacious living room, formal dining room, and the kitchen with lofty windows and sweeping views. A second large deck off the living room offers expansive Catskill and valley vistas. On the second floor, there is a beautiful primary suite and two more bedrooms, including a luxurious guest suite. A third-floor bedroom/sitting room, also en suite, could easily be used as a studio or home office. There are two more bedrooms and a game/play room on the walk-out lower level. A heated pool, walking paths, electric vehicle charging station, and many other flawlessly planned details make Orchard Hill a coveted home in a matchless setting. 24 hour notice required for accompanied showings. The manager has listed the unit size as 4318 square feet.
|
| Aug 11, 2016 | Sold | |
|
Sold
|
| Jan 5, 2015 | Listed by NEIL CHARLES REAL ESTATE. ST |
$805,000
|
|
Listed by NEIL CHARLES REAL ESTATE. ST
|
| |
|
An incredible purchase. Great location under 5 mins from the village of Millbrook. Very private, set way back off the road, 12 plus acres with lovely and unobstructed panoramic and mountain views. Very spacious, with large rooms, fabulous floor plan for entertaining. A great value as the home was originally purchased at over $1.200,000 Taxes have been reduced about $10,000.New alarm system. New high end furnace, landscaping, freshly painted, new wood floors in hallway, new granite counters in kitchen, new sinks, new updates to all bathrooms.Arguably the best investment property in Millbrook. Live in it now or turn it into a million dollar plus property.,ROOF:Asphalt Shingles,OTHERROOMS:Office/Computer Room,Rec/Play Room,In-Law,Workshop,AboveGrade:5511,Cooling:Zoned,Level 2 Desc:MASTER BEDROOM / BATH,BEDROOM,Below Grnd Sq Feet:1056,Unfinished Square Feet:1000,FLOORING:Parquet,Plywood,Level 3 Desc:WALK UP, LOFT STYLE, UNFINISHED / ATTIC, ADDITIONAL 500 SF,InteriorFeatures:Beamed Ceilings,Washer Connection,Electric Dryer Connection,French Doors,Gas Stove Connection,Walk-In Closets,Basement:Interior Access,Level 1 Desc:GREAT ROOM, EAT IN KITCHEN, DINING ROOM, LIVING ROOM, OFFICE,ExteriorFeatures:Outside Lighting,Heating:Central Heat
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Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017