BEDS3
BATHS2 full 1 partial
SQUARE FEET2,820
MLS#951502
STATUSActive
PROPERTY TYPEResidential - Single Family
SCHOOLArlington
Property Description
Historic Barn Conversion Meets Modern Luxury in the Hudson ValleyTucked away along a quiet country road in Pleasant Valley, this extraordinary estate offers a rare opportunity to own a meticulously restored 19th-century barn conversion that seamlessly blends historic character with modern luxury. Originally two separate barns, the property has been thoughtfully reimagined into a one-of-a-kind residence and companion pool house, creating a private retreat unlike anything else available in the Hudson Valley.From the moment you arrive, the home's timeless architecture tells a story. Inside, soaring vaulted ceilings, original hand-hewn beams, wide-plank floors, and authentic post-and-beam construction showcase the craftsmanship of a bygone era while providing the comfort and functionality today's buyers expect. Expansive walls of glass flood the interior with natural light and frame views of the surrounding countryside, creating a seamless connection between indoor and outdoor living.The main residence offers warm, inviting living spaces designed for both everyday living and entertaining. Rich architectural details, exposed timber framing, and carefully preserved historic elements create a sense of authenticity rarely found in modern construction. Every room balances rustic elegance with refined finishes, resulting in a home that feels both sophisticated and welcoming.Complementing the main residence is a beautifully converted barn pool house, providing exceptional flexibility for guests, entertaining, creative pursuits, or a private wellness retreat. The outdoor spaces are equally impressive, offering a peaceful setting to relax, gather, and enjoy the natural beauty of Dutchess County.Located just minutes from Millbrook, Rhinebeck, Poughkeepsie, and the region's renowned farms, wineries, restaurants, and outdoor recreation, this property delivers the best of Hudson Valley living while remaining easily accessible to New York City.Whether you're searching for a luxury barn conversion, a post-and-beam home, a historic country estate, or a weekend retreat in the Hudson Valley, 101 Drake Road represents a truly rare offering where history, architecture, and modern comfort come together in perfect balance.
Property Features
Property Type: Residential - Single Family
Basement: None
Cooling: None
Fireplaces: 1
Garage: 1
Heating: Baseboard
Home Style: A-Frame, Barndominium, Cabin, Carriage House, Farmhous
Lot Size: 2.94 Acres
Taxes: $22,775
Year Built: 1900
Amenities
Beamed Ceilings
Built-in Features
Eat-in Kitchen
High Ceilings
High Speed Internet
Open Floorplan
Open Kitchen
Original Details
Primary Bathroom
Recessed Lighting
Smart Thermostat
Storage
Walk-In Closet(s)
Washer/Dryer Hookup
Feature Descriptions
Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Attic: Dormer
Days on Site: 145
Exterior: Frame
Fireplace Y/N: Yes
GarageY/N: Yes
Laundry: Inside
Number Of Kitchens: 1
On Market Date: 2026-02-10
Parcel Number: 134400-6463-02-782662-0000
Parking Features: Attached, Garage
Parking Total: 10
Rental Term: Monthly
Rooms Total: 9
Sewer: Septic Tank
Swimming Pool: Yes
Utilities: Electricity Connected, Trash Collection Private
Water: Well
Local Schools
High School: Arlington High School
Middle School: TITUSVILLE INTERMEDIATE
Elementary School: Traver Road Primary School
School District: Arlington
Listed By / Shown By
Listing By
Agency Name: Serhant LLC
Agency Phone: 646-480-7665
Shown By
Agency Title: Joyce Realty
Agency Phone: (800-275-5692)
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Estimated Payment
$ 4,906.01 per month $2,659.55 Principal & Interest $1,897.92 Property Tax $348.54 Homeowner's InsuranceChange Payment Information
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7 E Central Ave, Unit 15, Pearl River, NY 10965Phone: 800-ASK-JOYCE (800-275-5692)
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101 Drake Road | MLS# 951502
This single family home located at 101 Drake Road, Pleasant Valley, NY 12569 is currently listed for sale with an asking price of $1,195,000. This property was built in 1900 and has 3 bedrooms and 2 full and 1 partial baths with 2820 sq. ft. Drake Road is located within the Arlington school district. Search Pleasant Valley real estate on www.joycerealty.com today.