74 Hilltop Rd

3,273 Sq. Ft.
$44 / Sq. Ft.
3,273
Sq. Ft.
$44
per Sq. Ft.

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...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.
  1. Listed by Feng Liu-Winham • Coldwell Banker Village Green
    P: (845)-331-5357 C: (845)-282-0214 fengliuwinham@gmail.com

Property Details for 74 Hilltop Road

City/Township
Rhinebeck
Architectural Style
Contemporary
Garage Spaces
.00
Waterfront
No
Pets Allowed
Size Limit
LISTING UPDATED: 03/28/2026 03:12 AM

Property Details for 74 Hilltop Road

StatusComing Soon
MLS #974131
Days on Market-
Rental Incentives-
Costs & Fees-
Available Date04/08/2026
Lease TermLease Length: Short Term/Seasonal
FurnishedFully Furnished
Compass TypeSingle Family
MLS TypeSingle Family Residence
Year Built1992
Lot Size6.80 AC / 296,208 SF
CountyDutchess County

Location

Listing Courtesy of Coldwell Banker Village Green
Add your commute

Building Information for 74 Hilltop Road

Stories-Year Built1992Building Size-Lot Size6.80 AC / 296,208 SF

Property Information for 74 Hilltop Road

Summary
Location and General Information
  • Village: Rhinebeck
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: false
  • Permit Required: No
  • State Or Province: NY
  • Months Or Seasons Available: Memorial - Labor
  • Seasonal Rent: 36000.0
  • Water Access YN: No
School Information
  • School District: Rhinebeck
  • Elementary School District: Rhinebeck
  • Elementary School: Chancellor Livingston Elementary Sch
  • Middle Or Junior School District: Rhinebeck
  • Middle Or Junior School: Bulkeley Middle School
  • High School District: Rhinebeck
  • High School: Rhinebeck Senior High School
Rental
Rental
  • Lease Term: Short Term/Seasonal
  • RentSpree Y/N: false
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: First
  • Room Type: Living Room
  • RoomDescription 1: Hardwood Floor, Wood Stove
Room 2 Information
  • Room Level: First
  • Room Type: Dining Room
  • Room Description: Dinning Area, Hardwood Floor
Room 3 Information
  • Room Level: First
  • Room Type: Kitchen
  • Room Description: Hardwood Floor
Room 4 Information
  • Room Level: First
  • Room Type: Family Room
  • Room Description: Concrete Floor, Radiant Heat
Room 5 Information
  • Room Level: First
  • Room Type: Primary Bedroom
  • Room Description: Hardwood Floor
Room 6 Information
  • Room Level: Second
  • Room Type: Bedroom 1
  • Room Description: Hardwood Floor
Room 7 Information
  • Room Level: Second
  • Room Type: Bedroom 2
  • Room Description: Hardwood Floor
Room 8 Information
  • Room Level: First
  • Room Type: Bathroom 1
  • Room Description: Ensuite
Room 9 Information
  • Room Level: First
  • Room Type: Bathroom 2
Room 10 Information
  • Room Level: First
  • Room Type: Bathroom 3
  • Room Description: Powder Room
Room 11 Information
  • Room Level: Second
  • Room Type: Bathroom 4
Room 12 Information
  • Room Level: First
  • Room Type: Bonus Room
  • Room Description: utility room
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 135089-6370-00-210115-0000
  • Additional Fees: No
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, All inclusive, Casement, Cathedral/Vaulted/High Ceiling, Ceiling Fan(s), Contemporary, Deck, Double Pane Windows, Double Vanity, First Floor Full Bath, Granite Counters, Hardwood Floors As Seen, In Ground, Marble Counters, Outbuilding, Pantry, Patio, Porch, Primary Bathroom, Walk In Closet, Wall of Windows, Well
  • Furnished: Furnished
  • Interior Features: 1st Fl Master Bedroom, First Floor Full Bath, Cathedral Ceiling(s), Double Vanity, Granite Counters, Marble Counters, Primary Bathroom, Pantry, Walk-In Closet(s), Ceiling Fan(s)
  • Appliances: Cooktop, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater
  • Total Rooms: 5
  • Primary on Main: Yes
  • Attic Description: Unfinished
  • Fireplace: No
  • Location Amenities: Exposure South, Hardwood Floors As Seen, 1st Fl Master Bedroom, Cathedral/Vaulted/High Ceiling, Dual Sinks, Granit Countertops, Marble Countertops, Pantry, Walk In Closet, Garden, Out Building, Deck, Patio, Porch, In Ground Pool, Casement Windows, Double Paned Windows, Wall of Windows
  • Window Features: Casement, Double Pane Windows, Wall of Windows
  • Flooring: Hardwood
  • Inclusions: All inclusive
  • Living Area: 3,273.00
  • Foundation Details: Slab
  • Basement: No
Exterior Features
  • Exterior Property Features: In Ground, Deck, Patio, Porch, Parking Lot, Private, Casement, Double Pane Windows, Wall of Windows, Back Yard, Front Yard, Garden, Sloped
  • Elevation Certificate: No
  • Entry Level: 1
  • Patio And Porch Features: Deck, Patio, Porch
  • Construction Materials: Frame, Wood Siding
  • Road Frontage Type: Easement
  • Other Structures: Outbuilding
  • Horse: No
  • Smoking: No
  • Pool Private: Yes
  • Pool Features: In Ground
  • Pool Details: In Ground
  • Direction Faces: South
Lot Information
  • Lot Features: Back Yard, Front Yard, Garden, Sloped
  • Site Features: Back Yard, Front Yard, Garden, Sloped
  • Building Area Units: Square Feet
Parking
  • Parking Features: Parking Lot, Private
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Ductless, Wall/Window Unit(s)
  • Heating: Electric, Oil, Baseboard, Heat Pump, Radiant, Radiant Floor
  • Heat Fuel Type: Electric, Oil, Baseboard, Heat Pump, Radiant, Radiant Floor
  • Sewer: Septic Tank
  • Water Source: Well
  • Utilities: Trash Collection Private
Green Features
  • Green Features: Casement, Double Pane Windows, Wall of Windows, Cooktop, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater, Electric, Oil, Baseboard, Heat Pump, Radiant, Radiant Floor, In Ground

Property History for 74 Hilltop Road

DateEvent & SourcePriceAppreciation
Apr 30, 2023

Expired

HVCR MLS #20223227

$8,000
Apr 30, 2023

Expired

MHMLS #411682

Apr 30, 2023

Expired

ONEKEY #M411682

$8,000
Oct 9, 2022

Listed (Active)

MHMLS #411682

$8,000
Oct 9, 2022

Listed (Active)

ONEKEY #M411682

$8,000
Oct 9, 2022

Listed (Active)

HVCR MLS #20223227

$8,000
DateEvent & SourcePrice
04/30/2023

Expired

HVCR MLS #20223227

$8,000
04/30/2023

Expired

MHMLS #411682

04/30/2023

Expired

ONEKEY #M411682

$8,000
10/09/2022

Listed (Active)

MHMLS #411682

$8,000
10/09/2022

Listed (Active)

ONEKEY #M411682

$8,000
10/09/2022

Listed (Active)

HVCR MLS #20223227

$8,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 74 Hilltop Road

This home is within Rhinebeck Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Chancellor Livingston Elementary School
PublicPK to 5

Bulkeley Middle School
Public6 to 8

Rhinebeck Senior High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

74 Hilltop Road is Coming Soon in Rhinebeck, NY 12572. This property is currently priced at $12,000. This listing's school district is Rhinebeck Central School District. Nearby schools include Chancellor Livingston Elementary School, Bulkeley Middle School and Rhinebeck Senior High School. 74 Hilltop Road is a 3-bed, 4-bath, 3,273 sqft a property built in 1992.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Coldwell Banker Village Green

Based on information submitted to the MLS GRID as of 03/28/2026 03:12 AM. 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. Properties displayed may be listed or sold by various participants in the 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.