From the pool to the pergola, this $1.1M Hudson Valley home blends Colonial with contemporary

January 9, 2026

Photos courtesy of Jump Visual

Asking $1,100,000, this cedar-clad Colonial-style house at 441 Scotchtown Collabar Road in Middletown, NY, first built in the 1790s, was expanded to include 20th-century additions and modern luxuries. Set on just over an acre, the home’s outdoor living space includes a deck and patio with an outdoor kitchen, a pool, a pergola, and an expansive lawn.

Surrounded by stone walkways, tall pines, and verdant plantings, the home’s contemporary wing is cedar-clad, spacious, and sunny. In respect for its historic authenticity, the antique wing of the home has a stone facade, a standing seam roof, and a red front door.

Past a large entry foyer, the home’s historic wing opens beneath beamed ceilings. This warm, wood-framed space moves seamlessly into the double-height modern portion on two levels. On the main floor, you’ll find a light-filled living room, dining room, and stylish open kitchen.

Off the living room, sliding glass doors open onto the patio and pool. Also on this floor are a home office, a den, and a full bath.

Upstairs, an airy primary suite sits beneath soaring ceilings. Three more bedrooms and a bathroom retain original stonework and wood accents. On the home’s lowest level is a convenient home gym.

At the back, an outdoor paradise begins with a deck and patio. An in-ground pool is tucked into a private alcove beneath a cedar pergola. A wide green lawn surrounds the space, which is also served by a detached two-car garage with top-floor studio space.

Surrounded by the 3,000-acre Highland Lakes State Park, outdoor recreation can take on just about any form on any scale. The Orange County home in the Hudson Valley is about 90 minutes from New York City for pursuits of a more urban kind.

[Listing details: 441 Scotchtown Collabar Road by Jacob Matthews of Ellis Sotheby’s International Realty]

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Photos courtesy of Jump Visual