Published July 22, 2026

Just Listed: 58 Smith Street, Fairfield, CT

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Written by Shoshana Snyder

White colonial home with black shutters and a front porch at 58 Smith Street, Fairfield CT

58 Smith Street is a coastal retreat in one of Fairfield's most walkable neighborhoods, offered at $995,000 — steps from downtown, the beach and the train station, blending timeless charm with modern comfort.

 

Live Where Convenience Meets Community

Imagine starting your day with a morning coffee from Shearwater Coffee Bar or Las Vetas Coffee Shop, picking up fresh groceries at The Pantry, or enjoying a leisurely weekend brunch at The Sinclair or Centro—all within a short stroll from your front door. Walk to the Fairfield Farmers’ Market on Sundays, grab a last-minute dinner reservation at Molto or Quattro Pazzi, or hop on the train for an easy commute into Manhattan.

For families, the proximity to top-rated schools means children can bike or walk to school, while weekends are filled with beach days, bike rides to Jennings Beach, and ice cream stops at Saugatuck Sweets. Enjoy shopping at Fairfield’s charming local stores, then catch a show at the SHU Community Theatre or the Fairfield Theatre Company for a night of entertainment. The sense of community here is unmatched—neighbors become lifelong friends, and impromptu gatherings on front porches and sidewalks are part of everyday life.

 

 

As the sellers share:

“We fell in love with Smith Street long before we found our home here. It’s a place where kids can easily run from our front door to a friend’s house, and where family bike rides or walks to school, downtown, the train station, and—most importantly—the beach, are a part of everyday life. The sense of community here is unmatched, where neighbors are always looking out for each other, whether it’s offering to take your items to the dump, help you design your home, or invite you over to build a snowman together.”

 

A Home Designed for Lifestyle & Comfort

This home isn’t just about location—it’s about style, warmth, and effortless coastal living.

 

Bright & Inviting Living Spaces

Step inside to discover a sunlit living room featuring shiplap walls, hardwood floors, and an electric fireplace, setting the tone for relaxed yet elegant living. The formal dining room, drenched in natural light, flows seamlessly into the updated kitchen, where quartz countertops, stainless steel appliances, and classic shiplap walls create a fresh, beach-inspired feel. A convenient powder room completes the first floor.

 

 

Comfortable & Versatile Upper Levels

Upstairs, three inviting bedrooms share a stylish full bath, while the finished third floor offers 483 square feet of flexible space—ideal for a home office, playroom, or retreat.

 

 

Outdoor Living at Its Best

The fully fenced backyard is a true oasis—perfect for summer BBQs, al fresco dining, and unwinding under the stars. A detached one-car garage offers endless potential for storage, a workshop, or even an art studio.

 

Your Dream Coastal Home Awaits

 

As the sellers reflect:

“This home has not only been a place to live but a place to create lasting memories, and we are excited to pass it on to someone who will love it just as much as we have.”

Don’t miss your opportunity to own a charming coastal home in the heart of Fairfield—where location, lifestyle, and community come together.

Listed for $995,000

Schedule your private tour today!

New to the area? I compare the best commuter towns in Fairfield County, and my buyer’s guide covers what a purchase here actually costs.

If you’re considering buying or selling in Fairfield County, I’m here to help. With over 15 years of experience and a deep understanding of the local market, I can provide the guidance and strategy you need to make your next move a confident one. Reach out anytime—I’d love to connect!

— Shoshana Snyder, Homes by Shoshana

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Shoshana Snyder

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