Over the hills we go

REAL ESTATE • Litchfield Report

With only 195 days until July 4, it’s time to start thinking about summer getaways. This month, FOUND has been checking in on the rental markets in key localities (see our Hamptons and LBI reports). Next up: Upstate and Litchfield County. 

The upstate summer rental market, covering far more ground than the Hamptons or Jersey Shore, isn’t one which requires serious advance planning. Most rentals are short-term. 

As Megan Brenn-White, founder of the Upstate Curious team at Compass, tells FOUND: “There have traditionally been so few [long-term] summer rentals up here, but I think growing demand and Airbnb restrictions are going to start to open up that market.” Until that happens, though, a couple of curated marketplace recommendations from FOUND correspondents: Red Cottage and Home Sweet Hudson.

Meanwhile, across the border into tonier Connecticut, monthly rentals for the summer are very much in order, and spending around $25,000 a month will set you up quite nicely indeed. Here are three options currently renting for next year’s dog days in Litchfield County. 

→ 321 West Shore Rd. (Washington, CT) • 6BR/5BA • June-July monthly rent: $30,000 • Low-slung house by Lake Waramaug, with pontoon boat availability • Agent: Stacey Matthews, William Raveis.

→ 35 Painter Ridge Rd. (Roxbury, CT) • 3BR/3BA • June-August monthly rent: $26,900 • Modern farmhouse-style home stocked with antiques and art, plus swimming pool • Agent: Peter Klemm, Klemm Real Estate.

→ 151 Treasure Hill Rd. (South Kent, CT, above) • 3BR/3BA • August rent: $25,000 • Main house plus 1-2BR guest house and swimming pool, with sweeping views • Agent: Pels Matthews, William Raveis.