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161 Whalesback Road

Red Hook, NY 12571

Name: Open House: 12pm-3pm
Start: 2025-07-13T12:00:00
End: 2025-07-13T15:00:00
Location: 161 Whalesback Road

5 beds
5 baths
5,490 sqft
~15 acre lot
$327 per sqft
1900 build
– on site

Don’t miss this rare opportunity to own a breathtaking, fully renovated 5,500 sq ft converted barn in the heart of the Hudson Valley. Nestled on 15 private, picturesque acres in the safety and tranquility of Red Hook, NY, this extraordinary 5-bedroom, 4.5-bathroom home seamlessly blends historic charm with modern luxury. Originally built in 1900, the barn has been thoughtfully transformed to preserve its character—soaring ceilings, exposed beams, and expansive open spaces—while offering every contemporary convenience. The home features a gracious open floor plan, oversized rooms, and a stunning in-ground pool with a flagstone patio, perfect for entertaining or peaceful country living. Designed for both relaxation and productivity, the home also includes plenty of room for an office, a spacious game/family room, gym, studio, or guest space. Whether you're working remotely, hosting family and friends, or simply unwinding, this home offers space for every lifestyle. Set in the center of equestrian country, this location offers unrivaled access to world-class destinations including Mashomack Preserve Club, Tamarack Preserve, and several notable new clubs emerging in the area. Families will appreciate proximity to top-tier public and private schools, a variety of excellent children’s camps, and some of the best skiing in the region. The vibrant local culture is further enriched by nearby Bard and Vassar Colleges, bringing world-class arts and events to your doorstep. Conveniently located just minutes from the charming villages of Red Hook and Rhinebeck, 20 minutes to Hudson and Pine Plains, 30 minutes to Millbrook, and less than an hour to the Berkshires. You're also just 10 minutes from the Amtrak station with direct service to NYC, and under two hours away by car. This is more than a home—it’s a lifestyle.

Listing courtesy of ONEKEY / Neil Charles Real Estate, LLC

Last checked: Checking… • Last updated Jul 9, 2025 •

MLS# 885582 —

Upcoming Open Houses

Saturday, 7/12
11am-2pm
Sunday, 7/13
12pm-3pm

The Building

Year Built:

1900
Basement:

true
Architectural Style:

Other, Traditional
Construction Materials:

Blown-In Insulation, HardiPlank Type
Patio And Porch Features:

Patio, Porch, Screened
Foundation Details:

Pillar/Post/Pier, Slab, Stone
Building Area Units:

Square Feet
Exterior Features:

Garden
Security Features:

Security System, Smoke Detector(s)
Laundry Features:

Laundry Room
Attic:

Partial,Pull Stairs,Unfinished

Interior

Levels:

Two
Living Area:

5490
Total Rooms:

13
Interior Features:

First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Cathedral Ceiling(s), Ceiling Fan(s), Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, High Speed Internet, His and Hers Closets, Kitchen Island, Open Floorplan, Original Details, Pantry, Primary Bathroom, Master Downstairs, Soaking Tub, Stone Counters, Walk-In Closet(s)
Fireplace Features:

Living Room, Wood Burning
Fireplaces Total:

1
Fireplace:

true
Flooring:

Carpet, Hardwood, Tile
Living Area Source:

Public Records

Financial & Terms

Lease Considered:

false

The Property

Lot Features:

Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, Near School, Near Shops, Part Wooded, Private, Views
Lot Size Acres:

15.1
Parcel Number:

134889-6273-00-085713-0000
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Size SqFt:

657,756 Sqft
Property Attached:

false
Property Condition:

Updated/Remodeled
Additional Parcels:

false
Waterfront:

false
Other Equipment:

Generator

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Source:

Municipality
Tax Annual Amount:

20586.27

Beds

Total Bedrooms:

5

Baths

Full Baths:

4
Half Baths:

1
Total Baths:

5

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Baseboard, Hot Water, Propane, Radiant, Radiant Floor
Cooling:

Central Air
# of Heating Zones:

6

Utilities

Sewer:

Septic Tank
Utilities:

Cable Available, Electricity Available, Phone Available, Propane, Sewer Connected, Trash Collection Private, Water Connected
Water Source:

Well
Electric Company:

Central Hudson

Appliances

Appliances:

Cooktop, Dishwasher, Dryer, Oven, Refrigerator, Stainless Steel Appliance(s), Washer

Schools

High School:

Red Hook Senior High School
Elementary School:

Mill Road Primary Grades
High School District:

Red Hook
Middle School:

Linden Avenue Middle School
Elementary School District:

Red Hook
Middle School District:

Red Hook

The Community

Association:

false
Senior Community:

false
Additional Fees:

No
Pool Features:

In Ground
Pool Private:

true
Spa:

false

Parking

Parking Features:

Driveway, Garage, Off Street, Private
Parking Total:

8
Garage:

true
Garage Spaces:

4
Carport:

false

Extra Units

Other Structures:

Garage(s), Shed(s)

Monthly cost estimate

Asking price

$1,799,000

Expense	Monthly cost
Mortgage	$9,633
Taxes	$1,715
Insurance	$494
Utilities	$516 See report
Total	$12,358/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
7/8/25 Jul 8, 2025	Listed / Active	ONEKEY	$1,799,000

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This house located in Red Hook, NY 12571 is currently for sale for $1,799,000. 161 Whalesback Road is a 5,490 square foot house with 5 beds and 5 baths that has been on Estately for 4 days. This house is in the attendance area of Mill Road Intermediate School, Red Hook Senior High School, Linden Avenue Middle School, and Mill Road-Primary Grades School.

Listing Courtesy of: ONEKEY and Neil Charles Real Estate, LLC.

IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

Based on information submitted to the MLS GRID. 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.

161 Whalesback Road

Red Hook, NY 12571