Overview
The neighborhood of Eight Streets has rather rapidly developed into one of Boston’s most sought-after – and for good reason. Situated in the South End’s vibrant heart, Eight Streets boasts the best of both worlds: quiet, brownstone-lined streets alongside a vibrant commercial hub teeming with boutiques, distinctive restaurants, and cultural gems large and small.
Explore the Neighborhood: Eight Streets
Ready to fall in love with Jamie Gaines’ favorite South End neighborhood? Welcome to the Eight Streets!
Situated in the center of the South End, this neighborhood is divided by 8 streets from Dwight to Upton between Tremont and Shawmut. This neighborhood provides the best of both worlds: quiet, brownstone-lined streets and direct access to the South End’s best shopping and restaurant options on Tremont & Shawmut Ave! Plus, go to one of Jamie’s favorite restaurant in the city, Kava, located on the corner of Shawmut & Union Park.
Location
Though it’s affectionately known as “Eight Streets,” this neighborhood actually encompasses more than that. The Eight Streets official boundaries include all of Dwight, Taylor, Milford, Bond, Hanson, and Ringgold Streets. Eight Streets also contains Waltham Avenue, from Tremont to Washington Street. Shawmut Avenue and the evenly-numbered side of Tremont Street are also included, both running from East Berkeley to the alley between Waltham and Union Park. Where Shawmut is concerned, Eight Streets contains number 211 through 304 (even and odd); the neighborhood also comprises 500 through 560 Tremont, evens only. Finally, Eight Streets encapsulates the odd side of East Berkeley Street, from Tremont to Shawmut (numbers 1-65).
It’s worth noting that our definition of this sub-neighborhood includes a few significant additions: Upton Street, Bradford Street, and Union Park. Because these streets align with the culture of 8 Streets, we mention them here and include them in our Eight Streets market data reporting.

$2M+ Luxury Market Data
In terms of total sales volume above $2M in the South End, the Eight Streets came second only to the Golden Triangle. This bustling activity speaks to the fact that in 2024, the Eight Streets had 20 sales over $2M, five more than 2023. The total sales volume from these 20 sales was $57,343,000, making up over 17 percent of total South End sales over $2M. The average price per square foot ended 2024 at $1,301. Although it is down from the average of $1,360 in 2023, the market is still up considerably since 2018 when the average price per square foot in this area was a humble $1,175.
Lifestyle
One of the perks of this neighborhood is its access to local parks. Ringgold Park is a hidden gem in the South End located between Waltham and Hanson streets. This park is THE destination for kids under 5 in the South End with its many playground amusements… from jungle gyms and swings to a basketball court and toys. Ringgold Park is known to be locals’ go to park for Halloween, too.
Another park in the Eight Streets neighborhood is Peter’s Park. This is a larger park featuring a tennis court, a baseball field, basketball and the South End’s largest dog park. The dog park at Peter’s Park is known for being the first city-sanctioned dog park in Boston. The park is maintained by the Friends of Peter’s Park and kept in near pristine condition. These parks add to the value of the neighborhood and make it the coveted location that it is.
"Eight Streets Record Sale and Market Trends"
The Eight Streets saw the largest sale at the penthouse unit at 1387 Washington St, a boutique, elevator building at the corner of Union Park and Washington Street. This home traded for $4,650,000, a notable $1,547 per square foot. Of the 20 sales in the sub-market in 2024, four were single families while the balance were condo units. Interestingly, of the four single family homes that sold, two of them required extensive renovations while two of them were move-in condition.

Neighborhood Specialists
Featured Listing
247 Shawmut Avenue, #1
2 bed | 2 bath| 1,134 sq.ft
Located in the coveted Eight Streets neighborhood, this stunning 2-bed, 2-bath duplex offers an open-concept lower level with an oversized kitchen, breakfast bar, and spacious living/dining areas that open to a private patio—perfect for entertaining. The upper level features a primary suite overlooking Taylor Park with a custom walk-in closet and office space, plus a south-facing guest bedroom with ample storage. Recent upgrades include designer bathrooms with heated floors, new HVAC, custom millwork, and more. Enjoy modern comforts in a prime South End location. Contact us today!

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 2025 check out our Perspective on the Boston Luxury Housing Market>