About this home

LOCATION, LOCATION, LOCATION! Village Charm, Private Setting, Modern Comfort. Discover the best of Chester living in this recently updated Colonial, ideally situated in the heart of downtown. Blending New England character with fresh, refined updates, this inviting home offers a wonderful balance of classic charm, modern comfort, and everyday convenience. Privately nestled...while just steps from the shops, restaurants, galleries, and local favorites that make downtown Chester so special, the property offers a sense of retreat without sacrificing walkability or connection to the community. Thoughtfully refreshed and beautifully presented, the home feels welcoming, with the enduring appeal of traditional Colonial architecture and the ease of modern living. Whether enjoying a quiet morning at home, strolling into the village for dinner, or taking in the charm of one of Connecticut's most beloved small towns, this is a home that makes the most of its exceptional setting. A rare opportunity to enjoy the character of a classic Colonial, the privacy of a tucked-away setting, and the convenience of being right where you want to be. **Charming, polished, and unmistakably Chester.** Newly created front, and side yards and a gravel back patio area. New composite decking, all new vinyl siding, NEW Central Air, 800 +/- permitted, walk-out, finished basement with a wall mounted electric fireplace. New walk-in closet for primary bedroom, enlarged and updated primary bath, updated both bathrooms and laundry room as well as the foyer and front entrance flooring. Refinished ALL hard wood floors throughout first and second floor. Property abuts Maple Ave parking which has a walkway straight to town, but also easy walkability from the main road, within minutes to downtown. Dead end road affords privacy and serenity but still so close to everything. Including, but not limited to: Chester Main St, Little House Brewing, Grano Arso, River Tavern, Pattaconk, Thai by the Riverside, Chester Vintage, Lori Warner Gallery, Dina Varano, HoneyCone, Lark, Nilsson Studio, Village Bistro, The Hive, etc. Chester's Sunday Market, Halloween parade, ConnDucky Derby, Tractor parade, Chester Block Party, First Friday night stroll, and more! Come be a part of this amazing town and all that it has to offer!

Facts and features

Schools

• Chester Elementary School

  elementary · K-6 · 0.6 mi

  7

• Valley Regional High School

  high · 9-12 · 2.0 mi

  7

• John Winthrop Middle School

  middle · 7-8 · 2.5 mi

  4

• Mt Saint John

  high · 9-12 · 1.1 mi

• Franklin Academy

  middle · 8-12 · 2.8 mi

Price history

• Oct 22, 2026 · Listed$775,000
• Mar 24, 2026 · Sold$549,000
• Feb 23, 2026 · Listed$549,000
• Apr 29, 1994 · Sold$220,000

Tax history

• 2026$8,986 tax · $323,470 assessed
• 2025$8,526 tax · $314,860 assessed
• 2023$6,649 tax · $223,860 assessed
• 2022$6,604 tax · $223,860 assessed
• 2021$6,604 tax · $223,860 assessed
• 2020$6,407 tax · $223,860 assessed
• 2019$6,445 tax · $223,860 assessed
• 2018$6,144 tax · $226,620 assessed

Home value

$579,300

• Cotality$579,300
• Collateral Analytics$543,000
• Quantarium$780,990

Where it is