855.375.4001
Listing Courtesy of: Dylan Taft - Taft Street Realty, Inc. 845-687-9292

5916 ROUTE 44 55 KERHONKSON, NY 12446

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Single Family Residence
5 Beds
2 Baths
... Bed/Bath
2,221 Sq. Ft.

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Last updated on 3/28/2026 3:36 AM
A rare and versatile offering in the heart of the Shawangunk Mountains: two fully separate and distinct homes, each with its own pool, hot tub, and private outdoor amenities — all set on nearly 2 acres of beautifully landscaped land. Currently operated as successful Airbnb rentals with strong financ...ials and glowing five-star reviews, this is a standout opportunity for investors, second-home buyers, or anyone seeking a flexible live/rent setup with multiple use cases. Known as ''The Villa at Happy Minnewaska'' and ''The Cottage'', the homes are thoughtfully positioned side-by-side, offering the perfect blend of togetherness and privacy. Each residence has its own fenced yard, deck or gazebo, lounging areas, fire pit, and plenty of outdoor space to entertain or unwind. With the ability to host larger groups or be used completely independently, the property offers income-producing potential that scales with demand. The Villa is a charming Cape-style home that has been recently renovated with a showstopper kitchen featuring navy cabinetry, brass fixtures, and quartz-style counters — ideal for those who love to cook or entertain. It includes three bedrooms, updated bathrooms, and bright, open living and dining areas that feel stylish yet relaxed. Next door, The Cottage offers a more compact but equally inviting layout with two bedrooms, one full bath, a cheerful galley kitchen, and a cozy, restful vibe that feels tailor-made for a weekend recharge. The property's outdoor areas are just as appealing: two pools, two hot tubs under covered pavilions, multiple dining decks, and wide grassy lawns bordered by woods. There's space to play, gather, or just enjoy the privacy and quiet. The location is a dream for outdoor lovers and Hudson Valley explorers. Just minutes from Minnewaska State Park and Mohonk Preserve, you're also close to Kelder's Farm, Arrowood Brewery, Westwind Orchard, and the new wave of restaurants, bakeries, and shops popping up in Stone Ridge and Kerhonkson. Local favorites like Butterfield, The Roost, and Stone House Tavern are within easy reach, and so are hidden swimming holes, world class rock climbing, scenic trailheads, and pastoral drives. If golf and a luxury spa day are more your speed, Inness is only a short drive away in Accord. Kingston, Woodstock, and New Paltz are all easily accessible for day trips or dinner out. Whether you're looking to live in one home and rent the other, use both for extended family and friends, or continue operating a dual Airbnb with strong returns, this setup offers something truly rare: two turnkey homes, side-by-side, with high-end outdoor features and serious income potential. In today's low inventory market, opportunities like this don't come around often. The current owners have built something special here — now it's time for the next chapter. Continue reading
MLS#
20252149
Property Type
Single Family
Bedrooms
5
Bathrooms
2 Full
Year Built
1935
Square Feet
2,221 sq. ft
Price per Sq. Ft.
$346.24
Lot Size
1.64

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Walk Score measures the walkability of any address, Transit Score measures access to public transit on a scale of 1-100.

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Listing Courtesy of: Dylan Taft - Taft Street Realty, Inc. 845-687-9292
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.
This content last refreshed on 3/28/2026 3:36 AM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Information is deemed reliable but is not guaranteed.
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