Kent

Lakeside Woods, Kent Neighborhood

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.

Highlights of Lakeside Woods

Parks, schools, dining, and what makes this neighborhood special

🌊 Candlewood Lake Shoreline

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.

🏫 Sherman School (K–8)

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.

🚤 Orchard Rest Community Dock

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.

🥾 Historic Trail Maps & Exploration

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.

🏞️ Proximity to Hiking & Lakeside Trails

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.

A Kent Neighborhood

This June in Lakeside Woods

Things to do, events, and what's happening this month

June 6, 2026

National Trails Day / CT Trails Weekend Backpacking Adventure

Appalachian National Scenic Trail, Kent • 8:30 AM onward

A perfect local outing for Lakeside Woods residents who love hiking and nature—this backpacking adventure on the Appalachian Trail lets you explore scenic landscapes just minutes from home.

June 6, 2026

Historic Trades Day

Eric Sloane Museum, Kent • 10:00 AM–4:00 PM

Family‑friendly and free, this event at the nearby Eric Sloane Museum brings historic crafts and trade demonstrations to life—a great hands‑on cultural experience for local residents.

June 12, 2026

Friends of the Eric Sloane Museum Night at the Museum / Exhibit Opening: Eric Sloane: American Modern

Eric Sloane Museum, Kent • 5:00 PM–7:00 PM

An exclusive evening event for local art lovers—join in the opening of the Eric Sloane: American Modern exhibit with a talk, refreshments, and a chance to engage with the community at the museum.

June (Fridays) 2026

Kent Farmers Market

Kent Green, Kent • 3:00 PM–6:00 PM

Weekly opportunity to shop local produce and goods just down the road—great for fresh food, supporting local vendors, and mingling with neighbors during summer Fridays.

June 27, 2026

Litchfield Wellness Festival

Litchfield (regional)

Only a short drive away in Litchfield—this free holistic well‑being festival offers health‑focused workshops, vendors, and activities, perfect for Lakeside Woods residents seeking wellness and community connection.

From the Neighborhood

Stories, updates, and things to know in Lakeside Woods

Know Your Neighborhood

Local characteristics and demographics for Lakeside Woods

Neighborhood Characteristics

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Demographics

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