Find the perfect real estate agent in High Street Hill, Brookline, MA

We analyze top real estate agents in Brookline’s High Street Hill neighborhood and across the country to find you the most proven local agents, for free.

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Real estate in Brookline’s High Street Hill neighborhood.

Compare the top 25 real estate agents in High Street Hill

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for April 2025. *

* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.

The easiest way to find the best real estate agent.

Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.

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Home buyers and sellers love Agent Pronto.

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High Street Hill real estate Market Report.

Information and statistics on the latest trends in the High Street Hill real estate market, updated for April 2025. *

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Learn more about what High Street Hill has to offer.

High Street Hill offers residents a charming blend of historic character, lush green spaces, and vibrant community amenities that create an inviting neighborhood atmosphere.

High Street Hill offers a true neighborhood feel paired with the urban vibrancy of Brookline. A stroll through its leafy, historic streets reveals an array of Victorian homes and thoughtfully preserved architecture, with the Longwood Medical Area just moments away for those working or studying in healthcare and academics. This area is celebrated for its inviting, walkable avenues, vibrant community gardens, and neighborly spirit, making it particularly appealing to families and professionals alike.

At the heart of High Street Hill is Olmsted Park, a serene oasis designed by Frederick Law Olmsted offering ponds, walking trails, and outdoor space for year-round recreation. The neighborhood is also adjacent to the bustling Brookline Village, where you can sample artisanal pastries at Tatte Bakery, peruse local shops, or enjoy the seasonal Brookline Farmers’ Market. The efficient MBTA Green Line ensures quick access to the cultural treasures and employment hubs of Boston.

For families considering schools, the Edward Devotion School and Brookline High School receive consistent praise for their academic excellence and inclusive communities. Weekend explorers will find pleasure in the nearby Boston Public Library’s Brookline Village branch, a treasured local resource.

Whether you are drawn by the strong sense of neighborliness, the proximity to leading educational hubs, or the classic streetscapes, High Street Hill blends historic charm with modern amenities. Let Agent Pronto connect you with talented local agents who know High Street Hill inside and out, whether you’re ready to buy or considering selling your home in this treasured corner of Brookline.

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Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!

Sarah W.

Take the guesswork out of finding an agent.

With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.

We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in High Street Hill to qualify the best agents for your specific needs.

We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.

Data analysis with a human touch.

Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Brookline. But we don’t stop there.

Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.

Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!


Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.


Looking for an agent in a specific neighborhood?

We can help you find the perfect real estate agent just about anywhere.

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