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74 Hilltop Road, Rhinebeck, NY 12572

Dutchess County

Key Facts

3Beds
4Baths
3,273Sq Ft
1992Year Built
6.80Lot (acres)

Description

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.

Property Information

Property Type

Residential Lease

Sub-Type

Single Family Residence

Style

Contemporary

Year Built

1992

Living Area

3,273 sq ft

Lot Size

6.80 acres

Days on Market

49

MLS® Listing#

974131

Property Features

Interior

Master DownstairsCathedral Ceiling(s)Double VanityGranite CountersPantryWalk-In Closet(s)Ceiling Fan(s)

Exterior

Garden

Appliances

CooktopDryerMicrowaveRefrigeratorWasher

Cooling

DuctlessWall/Window Unit(s)

Heating

ElectricOilBaseboardHeat PumpRadiantRadiant Floor

Flooring

Hardwood

Pool

In GroundPrivate

Parking

Parking LotPrivate

Patio

DeckPatioPorch

Lot Features

SlopedBack YardFront YardGarden

Construction

FrameWood Siding

Windows

Double Pane Windows

Other Structures

Outbuilding

Sewer

Septic Tank

Water Source

PrivateWell

Schools

Elementary:
Chancellor Livingston Elementary Sch
Middle:
Bulkeley Middle School
High:
Rhinebeck Senior High School

Financial Details

Parcel Number

135089-6370-00-210115-0000

Affordability Calculator

$2,400

Estimated monthly payment

$64/mo

Principal $9,600 · Est. interest $13,393 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Rhinebeck, NY

$833,333
Median Listing Price
59
Median Days on Market
2,410
Median Sq Ft
$410
Median Price / Sq Ft
41
Active Listings
  • This home’s price is 99% below the area median.
  • Its price per sq ft is 99% below the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Rhinebeck, NY.

Location

Map showing the location of 74 Hilltop Road, Rhinebeck, NY 12572

Points of Interest in Rhinebeck, NY

Showing the Rhinebeck area map.

Nearby Schools

  • Chancellor Livingston Elementary School

    Elementary · 2.6 mi away

  • Bulkeley Middle School

    Secondary · 2.7 mi away

  • Rhinebeck Montessori School

    Elementary · 3.4 mi away

  • Primrose Hill School

    Elementary · 3.5 mi away

  • Northern Dutchess Day Care Center

    Elementary · 4.1 mi away

  • Red Hook Central School District

    School · 5.0 mi away

  • Saint Christophers School

    School · 5.4 mi away

  • Linden Ave Middle School

    Secondary · 5.4 mi away

  • Red Hook High School

    Secondary · 5.6 mi away

  • Mill Road Elementary School

    Elementary · 6.7 mi away

  • Funshine Nursery School

    School · 6.7 mi away

  • Ulster Boces

    Secondary · 6.7 mi away

  • John F Kennedy Elementary School

    Elementary · 6.8 mi away

  • Franklin D Roosevelt Senior High School

    Secondary · 7.1 mi away

  • Robert Graves Elementary School

    Elementary · 7.2 mi away

  • Robert Graves Pto

    School · 7.2 mi away

  • Kingston Catholic School

    School · 7.3 mi away

  • Good Shepherd School

    School · 7.4 mi away

  • Cold Spring Early Learning Center

    School · 7.4 mi away

  • Kingston City School District

    School · 7.5 mi away

Commute Calculator

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EXIT Agents in Rhinebeck

Listing Courtesy: Coldwell Banker Village Green - 8453315357

Presented by: Feng Liu-Winham

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
Fair Housing Notice

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by HGAR. MLS® Listing#974131. © 2026EXIT Realty®. All rights reserved.