Josh Stiles

Compass Real Estate

Looking to sell your property, buy a new home, or just need some expert real estate advice?

About
Josh Stiles specializes in Boston and Greater Boston residential real estate, luxury homes, and investment properties. Josh is recognized as a Boston Magazine Top Producer in 2019, 2021 and 2022. He was awarded national recognition as 2019's Realtor Magazine's 30 under 30. Josh is a Seller's and Buyer’s Specialist®, and Committee member of the Greater Boston Association of REALTORS®.

As a highly motivated, resourceful, and exceptionally friendly Realtor®, Josh is always 200% committed to his clients. His goal is to listen closely to his clients’ needs and connect them with opportunities that best match, and exceed, those needs.

Josh resides in Brookline with his wonderful wife, Clara, and their furry dog, Theo. During his free time, he is either playing tennis or paddle, traversing Boston for the next best meal, or spending time with family and friends in Provincetown, Cape Cod.

Josh graduated from Kenyon College with a Bachelors of Arts in Economics.
Highlights *
61
Recent sales
$196K-$4M
Price range
$950K
Median price
12
Years experience

Recent Listings & Sales

Address Sold Date Sold Price Represented
9 Hawthorne Pl
Boston, MA 02114
5/28/2026 $523,000 Buyer
305 Winchester St
Newton, MA 02461
5/22/2026 $1,105,000 Buyer
150 Chandler St
Boston, MA 02116
5/11/2026 $775,000 Buyer
14 Linden St
Brookline, MA 02445
4/28/2026 $740,000 Buyer
14 Green St
Brookline, MA 02446
3/2/2026 $3,280,000 Buyer

Transaction History *

Seller Deals

Total Deals
9
Total Value
$11,795,000
Median Sale Price
$1,200,000
Price Range
$500K - $2.33M

Buyer Deals

Total Deals
53
Total Value
$57,536,225
Median Sale Price
$925,000
Price Range
$196K - $4M

Sales Volume Timeline

Josh Stiles’s production volume for the past 3 year period Q2 ’23 Q2 2023: $825K Q3 ’23 Q3 2023: $4.8M Q4 ’23 Q4 2023: $3.9M Q1 ’24 Q1 2024: $725K Q2 ’24 Q2 2024: $8.2M Q3 ’24 Q3 2024: $6.6M Q4 ’24 Q4 2024: $6.5M Q1 ’25 Q1 2025: $2.1M Q2 ’25 Q2 2025: $12M Q3 ’25 Q3 2025: $7.1M Q4 ’25 Q4 2025: $4.2M Q1 ’26 Q1 2026: $9.5M Q2 ’26 Q2 2026: $3.1M Q2 2023 Total Sales $825K Q3 2023 Total Sales $4.8M Q4 2023 Total Sales $3.9M Q1 2024 Total Sales $725K Q2 2024 Total Sales $8.2M Q3 2024 Total Sales $6.6M Q4 2024 Total Sales $6.5M Q1 2025 Total Sales $2.1M Q2 2025 Total Sales $12M Q3 2025 Total Sales $7.1M Q4 2025 Total Sales $4.2M Q1 2026 Total Sales $9.5M Q2 2026 (Apr 1-Jun 16) Total Sales $3.1M

Ratings & Reviews
5.0 (6)

Jesse

I have rarely had any positive review of a realtor in Boston. Josh was the only realtor I've ever had that (1) found multiple matches that met all of my requested criteria (2) respected my boundaries regarding price (3) responded rapidly at any time of day (4) fought for me when a landlord tried to change the price and (5) treated me like a person, rather than a widget who needs to buy a house as quickly as possible to get off of the case load.

Source: Agent

Gabe

Josh was extremely forthcoming, easy to work with, and a great communicator. I really felt like he was in my corner and made the entire process as simple as possible. He also responded to emails, text messages, phone calls promptly and always made me feel like I could ask any questions that I like. Would definitely work with him again

Source: Agent

Scott

Josh was a big reason we were able to land our amazing South End apartment. His local knowledge, reputation, and relationships with the majority of selling agents in the neighborhood enabled us to get into the property early and often, so when bid date arrived, we were prepared to make a competitive offer and feel good about it.

Source: Agent

Eleonora

Josh Stiles led me all the way from finding a home to the very last step of getting the keys. I can't appreciate him more than I do for being sensitive, knowledgeable, and very tactful. Josh kept me informed at every step of the long process, gave all necessary advice, and generally speaking saved my sanity in the stressful Covid situation and my zero knowledge of the buying process.
I definitely recommend him to everyone, and will consider his help again in future.

Source: Agent

Tasnia

Josh is absolutely terrific! Could not recommend a better agent for all your needs. He is very responsive - always less than a few hours turn around time whenever I have a question. He diligences prospective tenants acutely getting intel that's helpful in making a decision. Also very helpful with handyman/cleaner/other local recs needs.

Source: Agent

Professional Info

Brokerage

Compass Real Estate
126 Newbury St
Boston, MA 02116

Licensed

Licensed REALTOR®
MA 9534519

Awards

  • Boston Magazine Top Producer in 2019, 2021 and 2022
  • Ranked Top 20 in Boston & Cambridge based on sales volume
  • 2019 30 under 30 Realtor
  • Voted Top Boston Agent by Renoviso
  • Boston Who's Who of 2017

Specialties

  • First-time buyers
  • Flipping & rehab
  • Foreclosures & Short sales
  • Investment & property management
  • Luxury properties
  • Recreation & Vacation
  • Relocation

Designations

  • ABR®
  • SRS

Hobbies

  • Community Activities
  • Family
  • Fitness & Exercise
  • Health & Wellness
  • Outdoor Activities
  • Sports
  • Television & Film

Education

Kenyon College
Bachelor’s Degree, Economics
2013

Top Cities *

Boston

  • 23 sales past 3 years
  • 52 days on market
  • $900K median price

Brookline

  • 14 sales past 3 years
  • 67 days on market
  • $925K median price

Somerville

  • 5 sales past 3 years
  • 117 days on market
  • $1.2M median price

* 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.