Lakeside Woods offers a peaceful and tranquil environment with quiet streets that promote relaxation. The neighborhood predominantly features single detached homes built from the 1960s to the 2000s, providing diverse options ranging from lofts to spacious four-bedroom residences. Parking is convenient throughout the community, making transportation by car straightforward and practical. While cycling presents some challenges due to the area's terrain and limited bike paths, many residents still make use of bicycles. Shops and dining options are accessible, though traveling by vehicle is the most practical choice for errands. Overall, Lakeside Woods presents a serene setting with a variety of housing choices.
The character of Lakeside Woods is exemplified by its calm environment. Lakeside Woods is very quiet, as there isn't a lot of street noise or city clamor.
Parks, schools, dining, and what makes this neighborhood special
Sitting directly on the western shore of Candlewood Lake, Lakeside Woods provides residents with easy access to boating, swimming, and scenic shoreline views that anchor the neighborhood’s lakeside charm.
Located just north in Sherman, this well-regarded K–8 public school serves neighborhood families, offering a personalized and supportive learning environment before students attend one of several nearby high schools.
Homes within Lakeside Woods like those on Chestnut Hill Road include access to a shared community beach and boat dock with designated slips on Candlewood Lake, enhancing waterfront living opportunities.
The neighborhood is surrounded by old trail networks—vintage USGS maps show footpaths, ghost roads, and exploration routes that adventurers and history enthusiasts can rediscover over layered terrain.
Though small, Lakeside Woods is a gateway to outdoor recreation with nearby trails around Sherman and western Candlewood Lake area offering peaceful hiking, lakeside walks, and pastoral landscape experiences.
Things to do, events, and what's happening this month
This weekly market is especially convenient for Lakeside Woods residents because it takes place in central Kent rather than requiring a regional drive. Shop for local produce, baked goods, meats, prepared foods, crafts, and seasonal items while supporting nearby farms and small businesses.
View event details →A close-to-home fall outing featuring a farm market, live music, pop-up vendors, galleries, shops, and food. Its central Kent location makes it an easy activity for Lakeside Woods residents looking for a relaxed Saturday afternoon with local shopping and community atmosphere.
View event details →The association’s fall juried exhibition offers a nearby cultural destination for viewing work by regional artists. Lakeside Woods residents can combine the gallery visit with a walk through Kent’s village center, local dining, or shopping, making it a convenient and scenic autumn activity.
View event details →This local October road race provides an active seasonal option close to home, whether residents participate or come out to support runners. The pumpkin-themed event fits the area’s fall scenery and gives Lakeside Woods households a community-oriented way to enjoy an autumn morning in Kent.
View event details →These family-oriented interpretive walks explore local history, landscapes, and cultural resources across the Housatonic region, including destinations reasonably accessible from Kent. They are a strong choice for Lakeside Woods residents who want guided outdoor activity and a deeper connection to the area’s heritage.
View event details →Stories, updates, and things to know in Lakeside Woods
Local characteristics and demographics for Lakeside Woods
