242 Milan Hollow Road, Rhinebeck, NY 12572

$1,300,000

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… Read More 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. Read Less

Listing Courtesy of Houlihan Lawrence Inc..

Listing Snapshot

Days Online

Last Updated

Jul 21, 2026

Property Type

Single Family Residence

Beds

Full Baths

Square Ft.

3,000

Year Built

1975

Property Tax

$11,915

MLS Number

1019733

30 Days Snapshot Of 12572

$1.33M

+30%

(avg) sold price

-20%

homes sold

118

+96%

(avg) days on market

Snapshot

Area Map

Additional Details

Appliances & Equipment

Description: "Dishwasher", "Dryer", "Electric Range", "Exhaust Fan", "Microwave", "Refrigerator", "Stainless Steel Appliance(s)", "Washer"

Basement

Description: "Finished", "Full", "Walk-Out Access"

Building

Area: 3000, Architecture: "Contemporary", "Hi Ranch", Construction Materials: Frame, Year Built: 1975

Cooling

Details: Central Air

Exterior Features

Patio Features: "Deck", "Patio", "Screened"

Fence

Description: Back Yard

Fireplaces

Total Fireplaces: 2

Floors

Flooring: "Combination", "Hardwood"

Garage

Garage Spaces: 2

Heating

Heating: Oil

Lot

Acres: 8

Pool

Features: "In Ground", "Outdoor Pool", "Salt Water", Private Pool

Utilities

Sewer: Septic Tank, Water Source: Well, Utilities: "Cable Available", "Electricity Connected", "Propane", "Trash Collection Private"

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