A Hilltop Retreat in Bloomingburg

  |  December 25, 2025

Today, Upstater is at a hilltop retreat in Bloomingburg with views that allow you to see Santa long before he lands on the roof.

Nature sets the tone here: This southern pocket of Sullivan County captures all the vistas and wildlife you’d expect in the foothills of the Catskills. Yet, it’s only a few miles off of Route 17 and about 20 minutes from mainstream shopping venues in Middletown.

A slate-floored entry allows space to shed snowy gear.

Yep, you’ve got the woodsy ethos here in the living room, along with a zero-clearance fireplace faced with stone, and a wall of windows.

A tree mural brings the outdoors in. The pitched ceiling in the living room is lined with exposed rafters; hardwood flooring is beautiful and easy-care.

Brick-look tile covers the floor in a long, galley-style kitchen lined with cabinets. Stainless steel shines in a cooktop, French-door fridge, and two sinks.

The house has three full baths and one half-bath. This modern bath has an oversized, walk-in shower and a marble-topped vanity.

The half-bath shares space with the laundry room.

This bath has a vanity across from the toilet, and another one across from the tub/shower.

Black, white, and gray offer a neutral backdrop in the third full bath.

A patterned ceiling brightens this blue-walled bedroom.

The same ceiling highlights this carpeted bedroom.

A built-in closet system just needs doors in this thickly carpeted bedroom. The house has a total of four bedrooms.

The house measures 2,755 square feet and sits on almost two acres. Before the trees grew in, the house enjoyed Hudson River views, according to the listing—some curated pruning may reveal them once again.

The attached garage has more than enough room for two cars, plus there’s an additional, detached, one-car garage.

An outdoor deck hugs the rear curve of the house. Like we’d mentioned, this home appears secluded but it’s really only a 16-minute drive to all the shopping and dining destinations in Middletown, including tasty brews and good fun at Aspire Brewing.

If this hilltop retreat in Bloomingburg rings your bell, find out more about 137 Highview Terrace, Bloomingburg, from Brian Caplicki, licensed real estate associate broker with Keller Williams Hudson Valley United.

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