5813-5815 Route 44/55, Kerhonkson

$819,000

5 Beds
2 Baths
2,221 Sqft
1.64 Acres
11 Garages

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 financials 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.

Essential Information
MLS® #20252149
Price$819,000
Bedrooms5
Bathrooms2.00
Full Baths2
Square Footage2,221
Acres1.64
Year Built1935
TypeResidential
Sub-TypeSingle Family Residence
StyleCottage
StatusActive
Community Information
Address5813-5815 Route 44/55
AreaWawarsing
CityKerhonkson
CountyUlster
StateNY
Zip Code12446
Amenities
# of Garages11
Has PoolYes
PoolAbove Ground, Cabana
Parking

Oversized, Shared Driveway, See Remarks, Driveway

Interior
Interior FeaturesSee Remarks
Appliances

Washer/Dryer, Refrigerator, Range

Heating

Ductless, Forced Air, Heat Pump, Oil, Propane

Cooling

Ductless, Electric, See Remarks

Exterior
RoofAsphalt
Exterior Features

Fire Pit, Outdoor Grill, Private Yard

Lot Description

Back Yard, Gentle Sloping, Landscaped, Near Public Transit, Wooded

School Information
DistrictRondout Valley Schools
Additional Information
ZoningRP - Ridge Prot
Listing Details
AgentDylan Taft
Listing Courtesy of Taft Street Realty, Inc.
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