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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

  • Two-story yellow house with dark shutters, a red front door, and a brick walkway through the lawn. Pending

    $1,650,000

    2 Laurel Street, Lexington, MA 02421

    • 4 Beds
    • 3 Baths
    • 2,544 Sq.Ft.
  • Open-plan living and dining room with white kitchen cabinetry, a black dining table, and green ottomans. For Lease

    $10,500/mo

    222 Austin St # 222, Newton, MA 02465

    • 4 Beds
    • 5 Baths
    • 3,635 Sq.Ft.
  • Blue multi-story house with white trim, bay windows, and a covered front porch. For Lease

    $4,300/mo

    4 Fayette Park # 2, Cambridge, MA 02139

    • 3 Beds
    • 1 Bath
    • 1,050 Sq.Ft.
  • Bright living room with a blue sofa, hardwood floors, and glass-paneled doors. For Lease

    $3,500/mo

    1228 Cambridge Street Unit: 2, Cambridge, MA 02139

    • 3 Beds
    • 1 Bath
    • 895 Sq.Ft.
  • Vacant living room with a brick fireplace, hardwood floors, and tall windows. For Lease

    $3,300/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.

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Our Recent Blog Posts

Neighborhood Guides

  • Back Bay
  • South End
  • Bay Village
  • Beacon Hill
  • Seaport District
  • Brookline
  • Newton
  • Cambridge
  • Somerville
  • Milton
  • Boston’s Back Bay skyline above a leafy park, including glass towers and historic brick buildings.

    Explore Back Bay

    42.35071° N, -71.07973° W

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  • Boston skyline beyond South End brick row houses in golden-hour light.

    Explore South End

    42.33964° N, -71.07453° W

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  • Red-brick townhouses with dark shutters and dormer windows behind a fenced lawn and mature trees.

    Explore Bay Village

    42.34841° N, -71.06931° W

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  • Beacon Hill street with brick buildings, iron fire escapes, and a traditional streetlamp.

    Explore Beacon Hill

    42.3598° N, -71.0662° W

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  • Boston Seaport waterfront with glass office towers, a bridge, and a rowing shell.

    Explore Seaport District

    42.34810° N, -71.04043° W

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  • Red-brick house with a slate roof, arched windows, and a landscaped front yard.

    Explore Brookline

    42.332218° N, -71.121483° W

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  • Aerial view of a leafy town center with a historic stone church and a lake in the distance.

    Explore Newton

    42.341042° N, -71.217133° W

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  • Aerial view of a red-brick complex with a red-domed cupola, courtyard, and Cambridge skyline.

    Explore Cambridge

    42.373611° N, -71.110558° W

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  • Aerial view of Somerville neighborhoods with the Boston skyline in the distance.

    Explore Somerville

    42.387959° N, -71.103088° W

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  • Autumn trees and blue sky reflected in a calm lake.

    Explore Milton

    42.250683° N, -71.071663° W

    Read More
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