3 Beds
3½ Baths
3,273 Sqft
6.80 Acres
1 Garages

Welcome to 1000 Oaks, a distinctive Rhinebeck country retreat. Set on 6.8 acres, this summer rental offers a 3,200+ square-foot main house and a heated 14' x 26' gunite pool, all surrounded by the quiet beauty of the Hudson Valley landscape. Like many exceptional homes shaped by a clear point of view, 1000 Oaks reflects the spirit of wabi-sabi, the time-honored Japanese philosophy that finds beauty in imperfection, simplicity, and harmony with the natural world. Here, the landscaping remains intentionally natural, wildflowers are welcomed and cultivated, and materials such as wood, fieldstone, and brick are thoughtfully woven throughout the property. Inside and out, a soft palette of earthy, low-contrast tones creates an atmosphere that is calm, grounded, and quietly beautiful. The home offers several especially appealing features. The family room includes an attached full bath, making it ideal for visiting guests. On the second floor of the tower, an office provides two dedicated workspaces, while the tower's third floor serves as a workout space, with walls of windows overlooking the property. In summer, once the trees are fully leafed out, the setting becomes especially secluded and serene. The heated pool is, of course, one of the season's great pleasures. Despite its sense of privacy and retreat, 1000 Oaks is conveniently located just 6 miles from the center of Rhinebeck Village, 6 miles from the Taconic State Parkway, and only a short distance from the Rhinebeck Performing Arts Center. Whether your summer in Rhinebeck or the Hudson Valley is devoted to rest, work, culture, or simply a change of rhythm, 1000 Oaks offers a setting with a strong sense of place. Its beauty is not formal or showy. It lies, instead, in the quiet coherence of the house, the land, and the life they make possible together. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Facts & Features
MLS® # 20261450
Price $12,000
Bedrooms 3
Bathrooms 3.50
Full Baths 3
Half Baths 1
Square Footage 3,273
Acres 6.80
Year Built 1993
Type Residential Lease
Sub-Type Single Family Residence
Style Contemporary
Status Active
MLS ucbr
Community Information
Address 74 Hilltop Road
Area Dutchess
City Rhinebeck
County Dutchess
State NY
Zip Code 12572
Amenities
# of Garages 1
Is Waterfront No
Has Pool Yes
Pool Filtered, Gas Heat, Gunite, Heated, In Ground, Outdoor Pool
Interior
Interior Features Beamed Ceilings, Built-in Features, Cathedral Ceiling(s), Double Vanity, High Ceilings, High Speed Internet, Walk-In Closet(s)
Appliances Water Softener, Water Heater, Washer, Stainless Steel Appliance(s), Refrigerator, Range Hood, Range, Oven, Microwave, Gas Range, Free-Standing Refrigerator, Dryer, Dishwasher
Heating Heat Pump, Oil, Radiant Floor
Cooling Ductless, Wall Unit(s)
Has Basement No
Fireplace No
Stories Tri-Level
Exterior
Exterior Asphalt, Attic/Crawl Hatchway(s) Insulated, Frame, Wood Siding
Exterior Features Garden, Lighting, Storage
Lot Description Back Yard, Front Yard, Garden, Landscaped, Many Trees, Meadow, Native Plants, Rock Outcropping, Secluded, Sloped, Wooded
Roof Asphalt
Construction Asphalt, Attic/Crawl Hatchway(s) Insulated, Frame, Wood Siding
Foundation Block
School Information
District Rhinebeck Central School District
Elementary Chancellor Livingston Elementary
Additional Information
Date Listed April 8th, 2026
Days on Market 37
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of Coldwell Banker Village GreenK
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Purchase & Financing Information

Photo of Feng Liu-Winham

Feng Liu-Winham

Office: 845-331-5357
Cell: 845-282-0214

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Listing information last updated on May 15th, 2026 at 10:05pm EDT.