Main Street Westport

Location

Westport, CT

Estimated Gross Rent

$100-$150 PSF

Most Desirable Block(s)

Between Post Rd E and Elm St

Location

Westport, CT

Estimated Gross Rent

$100-$150 PSF

Most Desirable Block(s)

Between Post Rd E and Elm St

Description

Nestled along the banks of the Saugatuck River, Downtown Westport is Fairfield County’s premier high street—a sophisticated blend of aspirational retail, rich community culture, and steady economic vitality. Just over an hour from New York City, this affluent commuter town is more than a leafy suburb—it’s a vibrant retail hub with a curated mix of national names and beloved boutiques. For brands seeking high-income clientele and lifestyle alignment, Westport offers both prestige and proven performance.

The shopping experience here feels both elevated and welcoming. Anchored by brands like Chanel Beauty, Theory, Vince, Madewell, J.Crew, and Vuori, the district is also home to the Urban Outfi

News & Alerts

New store openings planned for Main Street in Westport, CT! Alo Yoga and Beyond Yoga have plans to open stores and Eleish Van Breems has just recently opened at 177 Main Street.

3 months ago

Swarovski to open store on Main Street in Westport, CT by summer

5 months ago

Timothy Oulton to close its Westport, CT, store by late March

5 months ago

Local experts

Top brands

Local Expert Analysis

Market Positioning & Leasing Trends Westport ranks among the Top 3 retail streets in its metro area, often competing directly with Greenwich and New Canaan for top-tier brand entries. But unlike more traditional or luxury-exclusive destinations, Westport blends aspirational luxury with popular lifestyle brands in a way that feels current and community-driven. It’s ideal for DTC, wellness, and luxury-adjacent retailers looking to grow market share among affluent suburban consumers. Leasing activity has remained consistently high, with major players entering or expanding over the past year and only one notable closure (Express Edit). The gross rent range of $100–$150 PSF reflects premium positioning but remains accessible for brands with strong performance metrics. Vacancy hovers between 10–15%, which Sharon notes is partially transitional rather than systemic—often tied to high demand and brands waiting for the right location. This is a street where flagship placements are not only possible—they’re expected. Who Shops Here? (Demographics & Foot Traffic) Downtown Westport is powered by a high-density mix of young professionals, families, and high-income individuals, many of whom are New York commuters or long-time residents with strong ties to the community. Weekends see very high foot traffic, especially from locals and regional visitors drawn to Westport’s active downtown lifestyle. Daytime traffic is strong as well, with consistent lunch, school pick-up, and wellness-driven shopping behavior. Nighttime footfall is moderate, with traffic often tied to dining or community events. Signature drivers of traffic include the Levitt Pavilion’s outdoor concert series (nightly in summer), the Westport Fine Arts Festival, Octoberfest, and Holiday Strolls, all of which draw thousands downtown. Pros & Cautions Pros: Strong performance for flagship stores and lifestyle brands A walkable, densely merchandised main street with architectural charm Reliable spending from wealthy local and regional shoppers Consistent event-driven foot traffic and seasonal vibrancy Cautions: Rents are at the upper mid-range of suburban markets—brands must be confident in conversion Vacancy rate, while not alarming, requires attention to block-level co-tenancy and timing Compact street means limited availability—timing and positioning are everything Future Outlook Over the next 2–5 years, Downtown Westport is expected to remain a stable and steadily growing retail corridor. Sharon projects ongoing interest from wellness, fitness, and direct-to-consumer brands, with particular momentum among apparel and beauty tenants seeking a suburban flagship. While there are no major developments altering the streetscape dramatically, the community-centric vibrancy and year-round event calendar keep the district relevant and resilient. Retailers here benefit from both high spending power and emotional loyalty from local shoppers. This is not a market for experimentation—it’s for brands who know their customer, value long-term performance, and want to be surrounded by the best lifestyle retail in Southern Connecticut.

Market Positioning & Leasing Trends

Westport ranks among the Top 3 retail streets in its metro area, often competing directly with Greenwich and New Canaan for top-tier brand entries. But unlike more traditional or luxury-exclusive destinations, Westport blends aspirational luxury with popular lifestyle brands in a way that feels current and community-driven. It’s ideal for DTC, wellness, and luxury-adjacent retailers looking to grow market share among affluent suburban consumers.

Leasing activity has remained consistently high, with major players entering or expanding over the past year and only one notable closure (Express Edit). The gross rent range of $100–$150 PSF reflects premium posi

Coming soon

Swarovski

61 Main Street

Alo

44 Main Street