Batcheller Early Education Center

Pearson Middle School

Pearson Academy

Winsted

Winchester

Colebrook

Norfolk

Barkhamsted

Hartland

Pine Meadow

Torrington

New Hartford

Goshen

Riverton

Burrville

Pleasant Valley

Drakeville

Torringford

North Canaan

Northwest Harwinton

Collinsville

Canton Valley

Falls Village

06098

06065

06021

06058

06063

06091

06790

06061

06057

06027

Set in the Litchfield Hills, 06098 centers on Winsted/Winchester, a historic mill town wrapped around sparkling Highland Lake and the Mad River. Expect true four-season New England—snowy winters, vivid foliage, and breezy summers by the water. The vibe is friendly and low-key, with a growing arts-and-maker scene at Whiting Mills, local eateries (try Noujaim’s Mediterranean Bistro), coffee spots and diners along Main Street, and a hometown taproom at Little Red Barn Brewers. Everyday needs are easy with nearby grocery options like Stop & Shop, pharmacies, and small markets, plus a YMCA, East End Park, and quick access to nearby state forests for hiking, biking, paddling, fishing, and lake days. Recent months show a median rent around $1,600, with most rentals ranging roughly $1,200–$2,200. Quiet streets, green spaces, and lakeside paths make it family- and pet-friendly, while Routes 8 and 44 connect you to Torrington, Hartford, and the Berkshires.

Scenic surroundings with stunning landscapes and picturesque outlooks.

Nature Views

Ample parks and spaces for hiking, biking, and active recreation.

Outdoor Activities

Strong neighborhood connections and community events foster a friendly atmosphere.

Community Vibe

Opportunities for kayaking, paddleboarding, and aquatic adventures.

Water Sports

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64-66 Upson Ave

Available units

Neighborhood: 06098

Areas of interest

Travel times

Walk, Transit & Bike Scores

Nearby schools in Winsted

GreatSchools rating

Frequently asked questions