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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

  • White two-story house with a covered porch, dormers, and a brick walkway. Sold

    $4,000,000

    96 Dean Road, Brookline, MA 02445

    • 6 Beds
    • 5 Baths
    • 5,106 Sq.Ft.
  • Open-plan kitchen and living area with a large marble island, wood cabinetry, and expansive windows. Sold

    $3,280,000

    14 Green Street Unit: PH1, Brookline, MA 02446

    • 3 Beds
    • 4 Baths
    • 2,056 Sq.Ft.
  • Two-story brick and clapboard home with an attached double garage and landscaped front yard. Sold

    $3,100,000

    21 Wellington Lane, Belmont, MA 02478

    • 4 Beds
    • 4 Baths
    • 5,199 Sq.Ft.
  • Multi-story house with a steep gabled roof, two levels of porches, and landscaped gardens. Sold

    $1,915,000

    228 Langley Rd, Newton, MA 02459

    • 6 Beds
    • 5 Baths
    • 3,493 Sq.Ft.
  • White multi-story home with a glass-enclosed sunroom, brick patio, and flowering trees. Sold

    $1,895,000

    50 W Side Rd, Milton, MA 02186

    • 4 Beds
    • 3 Baths
    • 2,620 Sq.Ft.
  • Pale green multi-gabled house with a white garage and curved brick driveway. Sold

    $1,860,000

    113 Carlisle St # 113, Newton, MA 02459

    • 3 Beds
    • 4 Baths
    • 2,671 Sq.Ft.
  • Multi-story shingle home with a covered entry and attached garage, framed by leafy trees. Sold

    $1,825,000

    20 Hamlet Street # 1, Newton, MA 02459

    • 3 Beds
    • 4 Baths
    • 3,669 Sq.Ft.
  • Bright kitchen with a navy island, four bar stools, pendant lights, and hardwood floors. Sold

    $1,800,000

    48 Marshal Street # C, Brookline, MA 02446

    • 4 Beds
    • 2 Baths
    • 2,204 Sq.Ft.
  • Pink multi-story home with dark trim, a brick chimney, covered porch, and tree-lined frontage. Sold

    $1,700,000

    30-32 Goodrich Rd, Boston, MA 02130

    • 6 Beds
    • 3 Baths
    • 4,340 Sq.Ft.
  • Open-plan living and dining room with large windows, hardwood floors, and brown sofas. Sold

    $1,687,500

    80 Park St. # 75, Brookline, MA 02446

    • 3 Beds
    • 2 Baths
    • 2,002 Sq.Ft.
  • Open-plan living room and kitchen with gray sofa, cream chairs, and white cabinetry. Sold

    $1,600,000

    26 Knowles # 26, Newton, MA 02459

    • 4 Beds
    • 4 Baths
    • 2,682 Sq.Ft.
  • Kitchen with mint-green cabinets, open pottery shelves, a wooden dining table, and warm plank floors. Sold

    $1,600,000

    31 Mead Street, Boston, MA 02129

    • 3 Beds
    • 3 Baths
    • 1,680 Sq.Ft.
  • Modern kitchen with a large white island, pale wood cabinetry, and four bar stools. Sold

    $1,560,000

    33 Evergreen St # 1, Boston, MA 02130

    • 3 Beds
    • 3 Baths
    • 2,222 Sq.Ft.
  • Open-plan condo kitchen and living room with white cabinetry, a rustic dining table, and a fireplace. Sold

    $1,355,000

    260 Gold Street # 201, Boston, MA 02127

    • 3 Beds
    • 3 Baths
    • 1,676 Sq.Ft.
  • Staged living room with gray sofa, mustard-yellow armchair, abstract art, and French doors to the dining area. Sold

    $1,345,000

    89 Pearson Ave # 2, Somerville, MA 02144

    • 3 Beds
    • 2 Baths
    • 2,161 Sq.Ft.
  • Red-brick residential building with stepped towers and leafy trees along the street. Sold

    $1,310,000

    10 Rogers Street # 502, Cambridge, MA 02142

    • 3 Beds
    • 3 Baths
    • 1,648 Sq.Ft.
  • Gray multi-unit building with white trim, a mansard roof, balconies, and landscaped gardens. Sold

    $1,200,000

    15 Raymond Street # 3, Boston, MA 02134

    • 3 Beds
    • 2 Baths
    • 1,700 Sq.Ft.
  • Mustard-yellow three-story house with a bay window, red front door, and small fenced garden. Sold

    $1,150,000

    13 Hubbard Street # B, Boston, MA 02130

    • 3 Beds
    • 2 Baths
    • 1,928 Sq.Ft.
  • Open-plan living room with a wood-slat fireplace wall, marble-look island and light wood floors. Sold

    $1,125,000

    18 Belknap Street # 2, Arlington, MA 02474

    • 4 Beds
    • 5 Baths
    • 2,100 Sq.Ft.
  • Dining area with a dark wood table beside a kitchen, overlooking autumn foliage through large windows. Sold

    $1,105,000

    305 Winchester St # D, Newton, MA 02461

    • 3 Beds
    • 3 Baths
    • 1,869 Sq.Ft.
  • Open-plan condo kitchen with white cabinetry, stainless steel appliances, and patterned wood flooring. Sold

    $1,060,000

    257 Northampton St # 506, Boston, MA 02118

    • 2 Beds
    • 2 Baths
    • 1,052 Sq.Ft.
  • Empty living room with hardwood floors, tall curtained windows, and a sliding door to the balcony. Sold

    $1,050,000

    77 Pond Ave # 1402, Brookline, MA 02445

    • 3 Beds
    • 2 Baths
    • 1,570 Sq.Ft.
  • Kitchen with red cabinetry, marble island, three bar stools, and large windows. Sold

    $950,000

    34 Station Street # 3, Brookline, MA 02445

    • 2 Beds
    • 2 Baths
    • 1,250 Sq.Ft.
  • Magenta flowering shrub beside a walkway at a brick apartment building. Sold

    $949,000

    51 John St # 201, Brookline, MA 02446

    • 2 Beds
    • 2 Baths
    • 1,050 Sq.Ft.
  • Attic living and dining area with a white kitchen island, balcony doors, and built-in shelving. Sold

    $925,000

    180 Fayerweather St # 3, Cambridge, MA 02138

    • 2 Beds
    • 1 Bath
    • 975 Sq.Ft.
  • Brick apartment building at 1850 Beacon Street, with balconies and a street-level garage. Sold

    $925,000

    1850 Beacon St # 204, Brookline, MA 02445

    • 2 Beds
    • 2 Baths
    • 1,118 Sq.Ft.
  • Green multi-story residential building with balconies, round windows, and a central entrance. Sold

    $920,000

    6 Sherman St # B, Cambridge, MA 02138

    • 2 Beds
    • 2 Baths
    • 1,220 Sq.Ft.
  • Tudor-style house with a covered porch, broad front steps, and landscaped lawn. Sold

    $915,000

    149 Elmwood, Swampscott, MA 01907

    • 5 Beds
    • 2 Baths
    • 2,384 Sq.Ft.
  • Living room with a white sectional, built-in bookshelves, hardwood floors, and a glass-front fireplace. Sold

    $775,000

    150 Chandler St # 9, Boston, MA 02116

    • 1 Bed
    • 1 Bath
    • 646 Sq.Ft.
  • Living room with cream sofas, blue walls, white wainscoting, and hardwood floors. Sold

    $740,000

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

    • 3 Beds
    • 1 Bath
    • 987 Sq.Ft.
  • Furnished living room with a blue sofa, round coffee table, and French doors. Sold

    $729,000

    1228 Cambridge St Unit: 2, Cambridge, MA 02139

    • 2 Beds
    • 1 Bath
    • 895 Sq.Ft.
  • Red-brick residential building with a rounded corner facade, front steps, leafy trees, and parked cars. Sold

    $679,000

    638 Washington St # 1, Brookline, MA 02446

    • 2 Beds
    • 1 Bath
    • 1,063 Sq.Ft.
  • Unfurnished kitchen with a white island, wood-grain cabinets, and large sunlit windows. Sold

    $665,000

    24 Rush Street # G, Somerville, MA 02145

    • 2 Beds
    • 2 Baths
    • 1,061 Sq.Ft.
  • Apartment entry hall with hardwood floors, a blue-and-white runner, and a dining area beyond. Sold

    $650,000

    50 Longwood Ave # 212, Brookline, MA 02446

    • 1 Bed
    • 2 Baths
    • 939 Sq.Ft.
  • Living room with balcony doors, gray seating, a blue rug, and abundant plants. Sold

    $620,000

    15 N Beacon St # 714, Boston, MA 02134

    • 2 Beds
    • 2 Baths
    • 825 Sq.Ft.
  • Vacant kitchen with white cabinets, stainless steel appliances, and light tile floors. Sold

    $617,500

    1150 Bennington St # 3, Boston, MA 02128

    • 3 Beds
    • 2 Baths
    • 1,170 Sq.Ft.
  • Kitchen with white cabinets, stainless steel appliances, and dark hardwood floors. Sold

    $615,000

    20 Connecticut Ave # 2, Somerville, MA 02145

    • 3 Beds
    • 2 Baths
    • 950 Sq.Ft.
  • Living room with hardwood floors, neutral seating, a striped rug, and a television. Sold

    $600,000

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

    • 2 Beds
    • 1 Bath
    • 792 Sq.Ft.
  • Staged bedroom with a white upholstered bed and sliding glass doors overlooking a garden. Sold

    $575,000

    123 Sewall Ave Unit: LC, Brookline, MA 02446

    • 1 Bed
    • 1 Bath
    • 604 Sq.Ft.
  • Red-brick apartment building with a central clock tower, green roofs, and balconies around a courtyard entrance. Sold

    $549,900

    15 N Beacon # 317, Boston, MA 02134

    • 2 Beds
    • 2 Baths
    • 745 Sq.Ft.
  • Apartment building courtyard with a curving brick path, lawn, and flowering garden beds. Sold

    $523,000

    9 Hawthorne Pl # 4A, Boston, MA 02114

    • 1 Bed
    • 1 Bath
    • 941 Sq.Ft.
  • Furnished bedroom with a gray bed, white sofa, and large windows overlooking trees. Sold

    $397,500

    22 Chestnut Place # 609, Brookline, MA 02445

    • 1 Bath
    • 462 Sq.Ft.
  • Three-story red brick apartment building with yellow bands and a green entrance awning across from a crosswalk. Sold

    $196,000

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

    • 1 Bed
    • 1 Bath
    • 350 Sq.Ft.
  • Two-story beige house with a pale blue front door, attached garage, and white lawn chairs. Leased

    $8,900/mo

    40 Foley Beach Rd, Hingham, MA 02043

    • 4 Beds
    • 4 Baths
    • 3,099 Sq.Ft.
  • Vacant living room with a gas fireplace, pale wood floors, and large windows overlooking city buildings. Leased

    $6,000/mo

    755 Boylston Street # 804, Boston, MA 02116

    • 2 Beds
    • 2 Baths
    • 1,050 Sq.Ft.
  • Gray three-story house with a covered porch, white railings, and leafy landscaping. Leased

    $5,950/mo

    84 Pemberton, Cambridge, MA 02140

    • 4 Beds
    • 2 Baths
    • 2,053 Sq.Ft.
  • Open-plan condo kitchen with a large stone island, dining table, and orange sofa. Leased

    $4,900/mo

    323 Boylston # 201, Brookline, MA 02445

    • 2 Beds
    • 2 Baths
    • 1,522 Sq.Ft.
  • Living and dining room with cream sofas, yellow walls, and large sunlit windows. Leased

    $4,800/mo

    424 Massachusetts Ave # 202, Boston, MA 02118

    • 2 Beds
    • 2 Baths
    • 1,200 Sq.Ft.
  • Blue multi-story house with white trim, bay windows, and a raised front porch. Leased

    $4,200/mo

    4 Fayette Park # 2, Cambridge, MA 02139

    • 3 Beds
    • 1 Bath
    • 1,050 Sq.Ft.
  • Dining area with tall windows, a wooden table, and numerous plants overlooking brick buildings. Leased

    $4,100/mo

    104 Prince Street # 5, Boston, MA 02113

    • 2 Beds
    • 2 Baths
    • 920 Sq.Ft.
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