Enter through the gated driveway and follow the winding private drive to this beautifully renovated contemporary high ranch, thoughtfully sited well back from the road for exceptional privacy. Nestled among mature hardwoods and sweeping lawns, the property offers a tranquil retreat with a sophisticated, modern aesthetic. Designed to embrace its natural surroundings, the home's open-concept layout is filled with natural light from expansive windows that frame picturesque views and blur the line between indoors and out. Double wood entry doors welcome you into a spacious mid-level foyer that opens to the home's inviting living spaces. The main level features a beautifully updated kitchen with direct access to the newly rebuilt rear deck, creating a seamless flow for indoor-outdoor entertaining. A spacious living room anchored by a cozy fireplace, along with a dining area overlooking the scenic grounds, provides the perfect gathering space. The private primary suite offers its own access to the deck through sliding glass doors, while three additional bedrooms and a renovated full bath complete this level. The walk-out lower level expands the home's living space with a second fireplace, a comfortable media and recreation area, workout space, kitchenette, newly renovated full bath, laundry room, and direct access to the newly created screened porch-ideal for enjoying summer evenings surrounded by nature. Outside, the property transforms into a private resort. A heated saltwater in-ground pool is surrounded by expansive patios, professionally crafted stone terraces, and beautifully landscaped perennial gardens. Natural stone retaining walls, rolling lawns, and mature trees create a serene, park-like setting, while multiple decks and entertaining areas offer endless opportunities for relaxing, dining, and gathering with family and friends. Some recent improvements include new premium white oak flooring throughout main level, an updated kitchen, complete reconstruction of the rear deck down to the supporting columns, a newly created screened porch, new air conditioner condenser, 2 propane fireplaces, a new boiler, and wiring already in place for a future hot tub. Ideally located just minutes from the Village of Rhinebeck, the Taconic State Parkway, and some of the Hudson Valley's finest farmers' markets, wineries, vineyards, distilleries, breweries, and acclaimed restaurants, this exceptional property offers the perfect balance of privacy, luxury, and convenience. Experience the best of Dutchess County living in a home designed for every season.

Property Details of 242 Milan Hollow Road

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of September 1, 2026 12:51 PM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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