161 Whalesback Rd

Red Hook, NY 12571
  • $1,799,000

    Price
  • 5

    Bed
  • 5

    Bath
  • 5,490

    SqFt

About the Listing RENSST - 70599,68514

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 Highlights for 161 Whalesback Rd

Status Pending
Days on Site 59
Property Type Residential
MLS ® 885582
Year Built 1900
Total Square Footage 5,490
Lot/Acreage 15.1
School District Red Hook
Elementary School Mill Road-Primary Grades

Interior Details

  • Bedrooms: 5
  • Bathrooms: 4 Full / 1 Half
  • Appliances: Cooktop, Dishwasher, Dryer, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
  • Air Cond: Central Air
  • Heating: Baseboard,Hot Water,Propane,Radiant,Radiant Floor
  • Fireplaces: 1, Living Room,Wood Burning
  • Floor: Carpet,Hardwood,Tile
  • Above Ground Sq Ft:
  • Below Ground Sq Ft: n/a
  • Basement: Partial,Storage Space,Unfinished,Walk-Out Access
  • Other: 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)
  • Water: Well

Exterior Details

  • Lot Description: Back Yard,Cleared,Front Yard,Garden,Landscaped,Level,Near School,Near Shops,Part Wooded,Private,Views,No Waterfront
  • Garage Capacity: 4 car
  • Parking Spaces: 8
  • Roof:
  • Others: Garden,Updated/Remodeled
  • Sewer: Septic Tank
  • Parking Features: Driveway,Garage,Off Street,Private

Financial Details

  • Tax Amount: $20,586
  • Taxes w/Assessments: N/A
  • Tax/Property ID: 134889-6273-00-085713-0000
  • Tax Year: N/A

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161 Whalesback Rd Red Hook, NY 12571

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Originating MLS: onekey2

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