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Josh Stiles Boston, MA Real Estate Agent Headshot

Meet Josh

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 $200 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 a 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.

Proven Record

12+

YEARS OF EXPERIENCE

200+

CLOSED SALES

$200+M

TOTAL VALUE

Featured Listings

  • 17 High Street # 2 For Sale

    $1,250,000

    17 High Street # 2, Brookline, MA 02445

    • 4 Beds
    • 2 Baths
    • 1,825 Sq.Ft.
  • 34 Station Street # 3 Pending

    $949,000

    34 Station Street # 3, Brookline, MA 02445

    • 2 Beds
    • 2 Baths
    • 1,250 Sq.Ft.
  • 20 Connecticut Ave # 2 Pending

    $615,000

    20 Connecticut Ave # 2, Somerville, MA 02145

    • 3 Beds
    • 2 Baths
    • 950 Sq.Ft.
  • 4 Fayette Park # 2 For Lease

    $4,500/mo

    4 Fayette Park # 2, Cambridge, MA 02139

    • 3 Beds
    • 1 Bath
    • 1,050 Sq.Ft.
  • 104 Prince Street # 5 For Lease

    $4,100/mo

    104 Prince Street # 5, Boston, MA 02113

    • 2 Beds
    • 2 Baths
    • 920 Sq.Ft.
  • 666 Massachusetts Ave # 1 For Lease

    $3,900/mo

    666 Massachusetts Ave # 1, Boston, MA 02118

    • 2 Beds
    • 2 Baths
    • 1,200 Sq.Ft.
  • 39 Lexington # 7 For Lease

    $3,750/mo

    39 Lexington # 7, Boston, MA 02128

    • 2 Beds
    • 2 Baths
    • 951 Sq.Ft.
  • 1228 Cambridge Street Unit: 2 For Lease

    $3,700/mo

    1228 Cambridge Street Unit: 2, Cambridge, MA 02139

    • 3 Beds
    • 1 Bath
    • 895 Sq.Ft.
  • 32 Goodrich Road # 1 For Lease

    $3,600/mo

    32 Goodrich Road # 1, Boston, MA 02130

    • 2 Beds
    • 1 Bath
    • 1,395 Sq.Ft.
View All

Success Stories

"In addition to Josh being a consummate professional – reliable, respectful, being available 24(well, almost)/7, etc. - it was his pleasant and easy-going attitude that I benefited from in no small measure because it made me feel more relaxed about the whole process. Even with a deadline looming, I never doubted that he would find the right apartment for me - and he did. Would I recommend him to my friends? Not only that, when the time comes for me to move again, Josh, I'll be looking for you!"
"In addition to Josh being a consummate professional – reliable, respectful, being available 24(well, almost)/7, etc. - it was his pleasant and easy-going attitude that I benefited from in no small measure because it made me feel more relaxed about the whole process. Even with a deadline looming, I never doubted that he would find the right apartment for me - and he did. Would I recommend him to my friends? Not only that, when the time comes for me to move again, Josh, I'll be looking for you!"
Rudy M.
"We recently spent 2 and a half days in the Boston and Cambridge area searching for a starter apartment. Josh was instrumental in helping us navigate this whirlwind search. Of course, Josh helped us set up appointments to see apartments on very short notice. More importantly, he helped us by becoming a neighborhood tour guide so that we could narrow down our search on a dime. We would highly recommend working with Josh. It was a true pleasure!"
"We recently spent 2 and a half days in the Boston and Cambridge area searching for a starter apartment. Josh was instrumental in helping us navigate this whirlwind search. Of course, Josh helped us set up appointments to see apartments on very short notice. More importantly, he helped us by becoming a neighborhood tour guide so that we could narrow down our search on a dime. We would highly recommend working with Josh. It was a true pleasure!"
Tamar H.
"Josh is a responsive, reliable, and energetic broker who will do what it takes to find you the home or apartment you want. He took our needs into account and made sure we saw properties that matched our criteria. He was quick to make appointments and manage paperwork. He is also very pleasant and unfailingly polite. I recommend him highly."
"Josh is a responsive, reliable, and energetic broker who will do what it takes to find you the home or apartment you want. He took our needs into account and made sure we saw properties that matched our criteria. He was quick to make appointments and manage paperwork. He is also very pleasant and unfailingly polite. I recommend him highly."
Marsha M.
"Josh is a great realtor, and we are very happy to have worked with him and found our new place! Communication with Josh was fast and efficient, and we were able to see many places in a short period of time. We were new to the process, and Josh helped us all the way to signing the lease, explaining the intricacies and making us feel confident in our choice. We strongly recommend his services."
"Josh is a great realtor, and we are very happy to have worked with him and found our new place! Communication with Josh was fast and efficient, and we were able to see many places in a short period of time. We were new to the process, and Josh helped us all the way to signing the lease, explaining the intricacies and making us feel confident in our choice. We strongly recommend his services."
Dor A.

Neighborhood Guides

  • Back Bay
  • South End
  • Bay Village
  • Beacon Hill
  • Seaport District
  • Brookline
  • Newton
  • Cambridge
  • Somerville
  • Milton
  • Back Bay

    Explore Back Bay

    42.35071° N, -71.07973° W

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  • South End

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    42.33964° N, -71.07453° W

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  • Bay Village

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    42.34841° N, -71.06931° W

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  • Beacon Hill

    Explore Beacon Hill

    42.3598° N, -71.0662° W

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  • Seaport District

    Explore Seaport District

    42.34810° N, -71.04043° W

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  • Brookline

    Explore Brookline

    42.332218° N, -71.121483° W

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  • Newton

    Explore Newton

    42.341042° N, -71.217133° W

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  • Cambridge

    Explore Cambridge

    42.373611° N, -71.110558° W

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  • Somerville

    Explore Somerville

    42.387959° N, -71.103088° W

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  • Milton

    Explore Milton

    42.250683° N, -71.071663° W

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