Downtown Crossing

Midtown

Overview

Downtown Crossing is a lively Boston sub-neighborhood. While it lacks the tranquility of residential areas, it buzzes with vibrant shopping, historic sites, and urban energy at the heart of the city.

The Downtown Crossing neighborhood consists of predominantly high-rise, full-service condominium developments tucked in among the aging office towers. What this neighborhood lacks in terms of “character” or “charm,” which are often associated with Boston high end housing, it makes up for with views (depending on the floor you live on), services and garage parking!

Location

Downtown Crossing, nestled between the Financial District and Boston Common, is a bustling sub-neighborhood at the city’s commercial core. Anchored by Washington, Summer, and Winter Streets, it’s a pedestrian-friendly hub blending historic charm with modern energy. Luxury high-rises, historic department stores, and trendy eateries line its streets, while quieter alleys like Hawley and Franklin add character to the urban mix. With landmarks like the iconic Filene’s building and the vibrant shopping district, Downtown Crossing is a lively blend of commerce, culture, and city living.

$2M+ Luxury Market Data

This sub-neighborhood accounted for $202,194,988 in sales volume — nearly 85% of all Midtown luxury activity. At the center of this story is Winthrop Center, which is now in its fourth full year of sales. As more commercial tenants fully occupied the tower and the surrounding area gained daytime and evening energy, residential demand followed suit. In 2025, the average sale achieved $2,093 per square foot. At the lower end of the spectrum, Residence 3714 traded at $1,669.32/SF, while the year’s highest price per square foot was achieved by Residence 5901, which closed at $2,825.24/SF — a spread that highlights a pretty wide value differentiation driven by elevation, views, and unit configuration. 

Millennium Tower Sales: Big Moves & Big Discounts

One of the core strategies for Millennium Partners was to move residents from their old building at Millennium Tower to Winthrop Center. So, it is no surprise that this year there were 9 sales in Millenium Tower as well. 

Neighborhood Specialists

We believe when real estate consumers are presented with a complete and robust spread of data, in conjunction with their personal preferences, decisions can be reached with the most confidence.

To learn more about changing market dynamics moving into 2026 check out our Perspective on the Boston Luxury Housing Market>