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$1,700,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4 Car Garage
See This Home
Save This Home
See This Home
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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.

Full Property Details for 161 Whalesback Rd

General

  • Sold For: $1,700,000
  • Taxes: $20,586
  • Status: Closed
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 885582
  • Added to Site: 208 day(s) ago

Interior

  • Number of 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: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Cooktop, Dishwasher, Dryer, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
  • Laundry Facilities: Yes
  • Flooring: Carpet, Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In-Ground
  • Security/Safety: Security System, Smoke Detector(s)

Exterior

  • Exterior Features: Garden
  • Porch/Patio/Deck: Patio, Porch, Screened

Parking

  • Garage: Yes
  • Garage Spaces: 4
  • Total Spaces: 8
  • Parking Features: Driveway, Garage, Off Street, Private

Location

  • County: Dutchess County
  • Driving Directions: From Stoplight in Red Hook take West Market St (Route 199) and take right on Linden Avenue (CR-78). Follow Linden 1.8 miles to left on Whalesback. Go 0.7 miles to 161 on the right

School Information

  • High School District: Red Hook
  • Elementary School: Mill Road-Primary Grades
  • Middle School: Linden Avenue Middle School
  • High School: Red Hook Senior High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Baseboard, Hot Water, Propane, Radiant, Radiant Floor
  • Heating Zones: 6

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Utility Description: Cable Available, Electricity Available, Phone Available, Propane, Sewer Connected, Trash Collection Private, Water Connected

Structural Information

  • Architectural Style: Other, Traditional
  • Detached/Attached: Detached
  • Construction: Blown-In Insulation, HardiPlank Type
  • Basement: Yes
  • Basement Desc.: Partial, Storage Space, Unfinished, Walk-Out Access
  • Unfinished Attic: Yes
  • Sq. Ft. Source: Public Records
  • Year Built: 1900

Additional Structures

  • Other Structures: Garage(s), Shed(s)

Lot Features

  • Property View: Open, Park/Greenbelt
  • Lot Size (Acres): 15.1
  • Lot Size (Sq. Ft.): 657,756
  • Lot Features: Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, Near School, Near Shops, Part Wooded, Private, Views

Financial Considerations

  • Tax Amount: $20,586.27

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 134889-6273-00-085713-0000

Listed by Neil Charles Real Estate, LLC
Sold by The Kinderhook Group, Inc.

Listing agent

— 161 Whalesback Rd —

  • Neil Charles Real Estate, LLC

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 161 Whalesback Rd

School District:Red Hook Central School District
NameGradesDistance
Mill Road Intermediate Grades
9 Mill Road, Red Hook, NY 12571
3-51 mi
Mill Road Primary Grades
9 Mill Road, Red Hook, NY 12571
PK-21 mi
Linden Avenue Middle School
65 West Market Street, Red Hook, NY 12571
6-81.7 mi
Red Hook Senior High School
103 West Market Street, Red Hook, NY 12571
9-121.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 161 Whalesback Rd

Date
Details
Price
Change
Source
9/08/2025
Sold
$1,700,000
-5.5%
MLS
7/08/2025
Listed
$1,799,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Neil Charles Real Estate, LLC
Sold by The Kinderhook Group, Inc.

161 Whalesback Road, Red Hook, NY 12571 (MLS# 885582) is a Single Family property that was sold at $1,700,000 on September 08, 2025. Want to learn more about 161 Whalesback Road? Do you have questions about finding other Single Family real estate for sale in Red Hook? You can browse all Red Hook real estate or contact a Coldwell Banker agent to request more information.