Boston - Massachusetts

Josh Stiles

Compass

NAR's 30 under 30

Inner Circle Member (2025)

Here are a few of Josh 's recently sold listings

2 Avery Street, Unit PH 2A The Ritz Carlton, Boston, MA 02111
$10,200,000 4,703 sq ft Bedroom(s) 5 Bath(s) 5.5
21 Wellington Street Boston, MA 02118
$2,325,000 2,940 sq ft Bedroom(s) 5 Bath(s) 4
4 Fayette Park Cambridge, MA 02139
$2,200,000 3,025 sq ft Bedroom(s) 6 Bath(s) 3

Bio

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 with over $130 million sold. 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 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 family 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. As a collegiate athlete and team captain, he helped lead his team to 4 NCAA quarterfinals, 1 NCAA National Runner-Up Finish, and 1 NCAA National Indoor Championship.

617-581-5907 josh.stiles@compass.com

Testimonials

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. He is a great person to work with - highly recommend!
Tasnia Huque
Josh was amazing through our whole process of renting. He is friendly, knowledgeable, and was very dedicated to helping us find a place to live. He constantly kept us up to date on new listings and was super patient with every question we asked him. Honestly, Josh made the process of renting an apartment as painless as it could be. He was also super flexible and fast to respond when we would switch gears and want to check out a different apartment. He was never pushy and didn't every try to up sell it, he seemed genuinely invested in finding us a nice place to live that fit our budget and requests. I would highly recommend Josh to help anyone with buying or renting a home!
Elijah Lavin
Josh was super helpful throughout my apartment search process. He made sure to send me updated lists of available rentals periodically and was attentive to any changes in criteria // preferences I had. As soon as I was interested in seeing a place, Josh was quick to book a tour and he was always there to answer questions and give advice based on his impressive understanding of the Boston market. I will absolutely be reaching out to Josh again the next time I'm looking to move!
Kasya OConnor Grant
I had great experience working with Josh when he served as the leasing agent for a rental apartment. Josh is highly responsive and excellent at negotiations. I highly recommend working with him!
Thomas Luo
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. Once our offer was accepted, Josh helped us navigate the Covid-19 world of real estate, from questions on process, to extensions on our loan commitment date, and coordinating walk-thrus giving us the chance to be ready to move-in right after closing. If you are looking to buy in the very competitive Boston housing market, we highly recommend you connect with Josh to maximize your chance of succeeding in being a Boston home owner. Thanks Josh!
Scott & Kate Quigley