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About Josh

Josh Stiles Boston, MA Real Estate Agent Headshot

Josh Stiles

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.

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 Bachelor 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.

Contact Details

Email address [email protected]
Primary phone (617) 581-5907
Address 126 Newbury St #5 Boston MA, 02116
License #9534519

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.

Past Transactions

  • 96 Dean Road Sold

    $4,000,000

    96 Dean Road, Brookline, MA 02445

    • 6 Beds
    • 5 Baths
    • 5,106 Sq.Ft.
  • 14 Green Street Unit: PH1 Sold

    $3,280,000

    14 Green Street Unit: PH1, Brookline, MA 02446

    • 3 Beds
    • 4 Baths
    • 2,056 Sq.Ft.
  • 21 Wellington Lane Sold

    $3,100,000

    21 Wellington Lane, Belmont, MA 02478

    • 4 Beds
    • 4 Baths
    • 5,199 Sq.Ft.
  • 228 Langley Rd Sold

    $1,915,000

    228 Langley Rd, Newton, MA 02459

    • 6 Beds
    • 5 Baths
    • 3,493 Sq.Ft.
  • 50 W Side Rd Sold

    $1,895,000

    50 W Side Rd, Milton, MA 02186

    • 4 Beds
    • 3 Baths
    • 2,620 Sq.Ft.
  • 113 Carlisle St # 113 Sold

    $1,860,000

    113 Carlisle St # 113, Newton, MA 02459

    • 3 Beds
    • 4 Baths
    • 2,671 Sq.Ft.
  • 20 Hamlet Street # 1 Sold

    $1,825,000

    20 Hamlet Street # 1, Newton, MA 02459

    • 3 Beds
    • 4 Baths
    • 3,669 Sq.Ft.
  • 48 Marshal Street # C Sold

    $1,800,000

    48 Marshal Street # C, Brookline, MA 02446

    • 4 Beds
    • 2 Baths
    • 2,204 Sq.Ft.
  • 30-32 Goodrich Rd Sold

    $1,700,000

    30-32 Goodrich Rd, Boston, MA 02130

    • 6 Beds
    • 3 Baths
    • 4,340 Sq.Ft.
  • 80 Park St. # 75 Sold

    $1,687,500

    80 Park St. # 75, Brookline, MA 02446

    • 3 Beds
    • 2 Baths
    • 2,002 Sq.Ft.
  • 26 Knowles # 26 Sold

    $1,600,000

    26 Knowles # 26, Newton, MA 02459

    • 4 Beds
    • 4 Baths
    • 2,682 Sq.Ft.
  • 31 Mead Street Sold

    $1,600,000

    31 Mead Street, Boston, MA 02129

    • 3 Beds
    • 3 Baths
    • 1,680 Sq.Ft.
  • 33 Evergreen St # 1 Sold

    $1,560,000

    33 Evergreen St # 1, Boston, MA 02130

    • 3 Beds
    • 3 Baths
    • 2,222 Sq.Ft.
  • 260 Gold Street # 201 Sold

    $1,355,000

    260 Gold Street # 201, Boston, MA 02127

    • 3 Beds
    • 3 Baths
    • 1,676 Sq.Ft.
  • 89 Pearson Ave # 2 Sold

    $1,345,000

    89 Pearson Ave # 2, Somerville, MA 02144

    • 3 Beds
    • 2 Baths
    • 2,161 Sq.Ft.
  • 10 Rogers Street # 502 Sold

    $1,310,000

    10 Rogers Street # 502, Cambridge, MA 02142

    • 3 Beds
    • 3 Baths
    • 1,648 Sq.Ft.
  • 15 Raymond Street # 3 Sold

    $1,200,000

    15 Raymond Street # 3, Boston, MA 02134

    • 3 Beds
    • 2 Baths
    • 1,700 Sq.Ft.
  • 13 Hubbard Street # B Sold

    $1,150,000

    13 Hubbard Street # B, Boston, MA 02130

    • 3 Beds
    • 2 Baths
    • 1,928 Sq.Ft.
  • 18 Belknap Street # 2 Sold

    $1,125,000

    18 Belknap Street # 2, Arlington, MA 02474

    • 4 Beds
    • 5 Baths
    • 2,100 Sq.Ft.
  • 305 Winchester St # D Sold

    $1,105,000

    305 Winchester St # D, Newton, MA 02461

    • 3 Beds
    • 3 Baths
    • 1,869 Sq.Ft.
  • 257 Northampton St # 506 Sold

    $1,060,000

    257 Northampton St # 506, Boston, MA 02118

    • 2 Beds
    • 2 Baths
    • 1,052 Sq.Ft.
  • 77 Pond Ave # 1402 Sold

    $1,050,000

    77 Pond Ave # 1402, Brookline, MA 02445

    • 3 Beds
    • 2 Baths
    • 1,570 Sq.Ft.
  • 34 Station Street # 3 Sold

    $950,000

    34 Station Street # 3, Brookline, MA 02445

    • 2 Beds
    • 2 Baths
    • 1,250 Sq.Ft.
  • 51 John St # 201 Sold

    $949,000

    51 John St # 201, Brookline, MA 02446

    • 2 Beds
    • 2 Baths
    • 1,050 Sq.Ft.
  • 180 Fayerweather St # 3 Sold

    $925,000

    180 Fayerweather St # 3, Cambridge, MA 02138

    • 2 Beds
    • 1 Bath
    • 975 Sq.Ft.
  • 1850 Beacon St # 204 Sold

    $925,000

    1850 Beacon St # 204, Brookline, MA 02445

    • 2 Beds
    • 2 Baths
    • 1,118 Sq.Ft.
  • 6 Sherman St # B Sold

    $920,000

    6 Sherman St # B, Cambridge, MA 02138

    • 2 Beds
    • 2 Baths
    • 1,220 Sq.Ft.
  • 149 Elmwood Sold

    $915,000

    149 Elmwood, Swampscott, MA 01907

    • 5 Beds
    • 2 Baths
    • 2,384 Sq.Ft.
  • 150 Chandler St # 9 Sold

    $775,000

    150 Chandler St # 9, Boston, MA 02116

    • 1 Bed
    • 1 Bath
    • 646 Sq.Ft.
  • 14 Linden St # 8 Unit: #8 Sold

    $740,000

    14 Linden St # 8 Unit: #8, Brookline, MA 02445

    • 3 Beds
    • 1 Bath
    • 987 Sq.Ft.
  • 1228 Cambridge St Unit: 2 Sold

    $729,000

    1228 Cambridge St Unit: 2, Cambridge, MA 02139

    • 2 Beds
    • 1 Bath
    • 895 Sq.Ft.
  • 638 Washington St # 1 Sold

    $679,000

    638 Washington St # 1, Brookline, MA 02446

    • 2 Beds
    • 1 Bath
    • 1,063 Sq.Ft.
  • 24 Rush Street # G Sold

    $665,000

    24 Rush Street # G, Somerville, MA 02145

    • 2 Beds
    • 2 Baths
    • 1,061 Sq.Ft.
  • 50 Longwood Ave # 212 Sold

    $650,000

    50 Longwood Ave # 212, Brookline, MA 02446

    • 1 Bed
    • 2 Baths
    • 939 Sq.Ft.
  • 15 N Beacon St # 714 Sold

    $620,000

    15 N Beacon St # 714, Boston, MA 02134

    • 2 Beds
    • 2 Baths
    • 825 Sq.Ft.
  • 1150 Bennington St # 3 Sold

    $617,500

    1150 Bennington St # 3, Boston, MA 02128

    • 3 Beds
    • 2 Baths
    • 1,170 Sq.Ft.
  • 20 Connecticut Ave # 2 Sold

    $615,000

    20 Connecticut Ave # 2, Somerville, MA 02145

    • 3 Beds
    • 2 Baths
    • 950 Sq.Ft.
  • 31-1/2 Englewood Ave # 5 Sold

    $600,000

    31-1/2 Englewood Ave # 5, Brookline, MA 02445

    • 2 Beds
    • 1 Bath
    • 792 Sq.Ft.
  • 123 Sewall Ave Unit: LC Sold

    $575,000

    123 Sewall Ave Unit: LC, Brookline, MA 02446

    • 1 Bed
    • 1 Bath
    • 604 Sq.Ft.
  • 15 N Beacon # 317 Sold

    $549,900

    15 N Beacon # 317, Boston, MA 02134

    • 2 Beds
    • 2 Baths
    • 745 Sq.Ft.
  • 9 Hawthorne Pl # 4A Sold

    $523,000

    9 Hawthorne Pl # 4A, Boston, MA 02114

    • 1 Bed
    • 1 Bath
    • 941 Sq.Ft.
  • 22 Chestnut Place # 609 Sold

    $397,500

    22 Chestnut Place # 609, Brookline, MA 02445

    • 1 Bath
    • 462 Sq.Ft.
  • 116 Spring Street # 7 Unit: C -7 Sold

    $196,000

    116 Spring Street # 7 Unit: C -7, Boston, MA 02132

    • 1 Bed
    • 1 Bath
    • 350 Sq.Ft.
  • 40 Foley Beach Rd Leased

    $8,900/mo

    40 Foley Beach Rd, Hingham, MA 02043

    • 4 Beds
    • 4 Baths
    • 3,099 Sq.Ft.
  • 755 Boylston Street # 804 Leased

    $6,000/mo

    755 Boylston Street # 804, Boston, MA 02116

    • 2 Beds
    • 2 Baths
    • 1,050 Sq.Ft.
  • 84 Pemberton Leased

    $5,950/mo

    84 Pemberton, Cambridge, MA 02140

    • 4 Beds
    • 2 Baths
    • 2,053 Sq.Ft.
  • 323 Boylston # 201 Leased

    $4,900/mo

    323 Boylston # 201, Brookline, MA 02445

    • 2 Beds
    • 2 Baths
    • 1,522 Sq.Ft.
  • 424 Massachusetts Ave # 202 Leased

    $4,800/mo

    424 Massachusetts Ave # 202, Boston, MA 02118

    • 2 Beds
    • 2 Baths
    • 1,200 Sq.Ft.
  • 104 Prince Street # 5 Leased

    $4,100/mo

    104 Prince Street # 5, Boston, MA 02113

    • 2 Beds
    • 2 Baths
    • 920 Sq.Ft.
  • 31 Millmont Street # 1 Leased

    $4,000/mo

    31 Millmont Street # 1, Boston, MA 02119

    • 2 Beds
    • 2 Baths
    • 1,459 Sq.Ft.
View All

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