Josh Stiles

Josh Stiles

Vice President
josh.stiles@compass.com
M: 617-581-5907

Specialties

Seller Representative Specialist®
Accredited Buyer's Representative®
Greater Boston Association of REALTORS® Committee Member

Charity

Tenacity- Tenacity provides a Pathway to Post Secondary Success for underserved Boston students through education, fitness, and life skills programs.

Social Media

Facebook
Instagram
Twitter
Testimonials


About 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 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.

Josh Stiles’ Listings

a front view of a residential apartment building with a yard
a living room with furniture and a large window
a living room with furniture and a flat screen tv
a view of entryway and hall with wooden floor
a view of a terrace with wooden benches
a view of terrace with seating space
a kitchen with cabinets stainless steel appliances and wooden floor
a bedroom with a bed and a fireplace
a bathroom with a toilet sink vanity granite and shower
a view of a large door with wooden floor
a living room with furniture wooden floor and a kitchen view
a living room with a couch and a rug
a view of a hallway with a washer and dryer
a view of a balcony with chair
a living room with furniture wooden floor and a flat screen tv
a living room with furniture and a flat screen tv
a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator
a kitchen with stainless steel appliances granite countertop a refrigerator sink and stove
a bedroom with a bed and wooden floor
a bed room with a bed and a night stand
a view of balcony with staircase
a bathroom with a toilet a sink and shower
a living room with stainless steel appliances furniture a rug and a kitchen view
a bedroom with a bed and a window
a kitchen with stainless steel appliances kitchen island granite countertop a sink a stove a refrigerator and island with wooden floor
a bedroom with a bed and a mirror
a large bed sitting in a bedroom next to a lamp
a bathroom with a sink toilet a mirror and shower
a front view of a house with a garden
a car parked in front of a building
a picture of a bench in front of a window
a picture of a bench in front of a window
unknown
a picture of a bench in a white building
a picture of a room with a floor plan
$4,100,000 | 666 Massachusetts Avenue, Boston, MA 02118
1/36
Compass Coming Soon

$4,100,000

9
Bedrooms
5,050
Square Feet
Unavailable
Acres

666 Massachusetts Avenue, Boston, MA 02118

front view of a house with a yard
front view of a house with a yard
a view of a patio with table and chairs and wooden floor
a front view of a house with garden
an aerial view of residential house with outdoor space
a view of a trees with a yard
a front view of a house with a yard
a living room with furniture and a fireplace
a living room with furniture a flat screen tv and a fireplace
a kitchen with stainless steel appliances granite countertop sink stove and granite counter top
a kitchen with stainless steel appliances granite countertop a stove sink microwave and refrigerator
a bathroom with a granite countertop sink a toilet and a window
a kitchen with stainless steel appliances granite countertop a refrigerator a sink dishwasher a stove and white countertops with wooden floor
a view of a dining room and livingroom with furniture window and wooden floor
a view of a dining room with furniture window and outside view
a view of a dining room with furniture a chandelier and wooden floor
a view of a dining room with furniture window and outside view
a room with stairs and furniture
a view of entryway livingroom and hall
a living room with furniture and a rug
a living room with furniture and a window
a view of a workspace with furniture and a window
a view of a hallway with interior of the house
a view of a hallway with wooden floor and staircase
a spacious bedroom with a bed and a flat tv screen on dresser
a spacious bedroom with a bed and window
a bedroom with a bed and dresser
a bathroom with a toilet sink and mirror
a bathroom with a sink a toilet and shower
a bedroom with a large bed and a window
a bedroom with a bed and a lamp
a bathroom with a double vanity sink a toilet and a mirror
a bedroom with a bed table chair and a window
a bedroom with a bed and a flat screen tv
a view of a workspace with furniture and a window
a bathroom with a bathtub and a shower
a view of house with backyard
a view of a deck with a yard
a view of a deck with wooden floor and fence
an aerial view of a house with a yard
an aerial view of residential house with outdoor space and trees all around
a front view of a house with a yard
a front view of a house with a yard
a view of a house with a backyard
a backyard of a house with lots of green space
a picture of a bathroom with a sink
1/46
Compass Coming SoonVirtual Tour

$1,750,000

4
Bedrooms
2,544
Square Feet
0.39
Acres

2 Laurel Street, Lexington, MA 02421

a living room with furniture and a fireplace
a living room with furniture and a fireplace
a living room with furniture and a large window
a dining room with furniture a chandelier and wooden floor
a view of a dining room with furniture window and wooden floor
a view of a hallway with wooden floor
a kitchen with stainless steel appliances granite countertop a refrigerator a sink and a stove
a kitchen with stainless steel appliances granite countertop a sink a stove and a wooden floors
a kitchen with stainless steel appliances a stove a sink and a refrigerator
a bedroom with a bed and a fireplace
an empty room with wooden floor cabinet and windows
a bathroom with a sink toilet and shower
a bedroom with a bed and wooden floor
a view of an empty room with wooden floor and a window
a view of an empty room with wooden floor
a bedroom with a bed and wooden floor
a view of a room with wooden floor and window
a view of a workspace with furniture and a window
a view of an empty room with wooden floor and a window
a bathroom with a sink shower and a mirror
a bathroom with a sink toilet and mirror
a utility room with dryer and washer
a view of a city with tall buildings
a view of a building with brick walls
a front view of a building
a roof view
$1,250,000 | High Street, Brookline, MA 02445
$1,250,000 | High Street, Brookline, MA 02445
1/28
Compass Coming SoonVirtual Tour

$1,250,000

3
Bedrooms
1,825
Square Feet

High Street, Brookline, MA 02445

$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
$949,000 | 34 Station Street, Unit 3, Brookline, MA 02445
1/26
Compass Coming SoonVirtual Tour

$949,000

2
Bedrooms
1,250
Square Feet

34 Station Street, Unit 3, Brookline, MA 02445

a kitchen with stainless steel appliances a refrigerator sink and microwave
a kitchen with stainless steel appliances granite countertop a stove a refrigerator and a microwave
a kitchen with a refrigerator and a sink
a view of a balcony with city view
an empty room with wooden floor and windows
a view of an empty room with wooden floor and a window
a view of an empty room with wooden floor
a bathroom with a sink toilet and shower
a view of empty room with wooden floor and fan
a view of an empty room with wooden floor and a window
an empty room with wooden floor and windows
a view of an empty room and window
an empty room with wooden floor and windows
a view of an empty room with wooden floor
a view of an empty room with wooden floor and a window
a view of an empty room with wooden floor
a bathroom with a toilet a sink and a window
a front view of a building with a yard
a view of a backyard
a view of multiple house with a street
a front view of a house with a yard
a picture of a floor plan
$615,000 | 20 Connecticut Avenue, Unit 2, Somerville, MA 02145
1/23
Listed By CompassVirtual Tour

$615,000

3
Bedrooms
950
Square Feet

20 Connecticut Avenue, Unit 2, Somerville, MA 02145

Josh Stiles’ Transactions

Past Sales
$10,200,000 | 2 Avery Street, Unit PH 2A, Boston, MA 02111

$10,200,000

5
Bedrooms
4,703
Square Feet

2 Avery Street, Unit PH 2A, Boston, MA 02111

$4,360,000 | 666 Massachusetts Avenue, Boston, MA 02118

$4,360,000

9
Bedrooms
5,335
Square Feet
0.04
Acres

666 Massachusetts Avenue, Boston, MA 02118

$4,000,000 | 104 Prince Street, Boston, MA 02113

$4,000,000

10
Bedrooms
5,334
Square Feet
0.03
Acres

104 Prince Street, Boston, MA 02113

$4,000,000 | 96 Dean Road, Brookline, MA 02445

$4,000,000

6
Bedrooms
5,106
Square Feet
0.23
Acres

96 Dean Road, Brookline, MA 02445

$3,280,000 | 14 Green Street, Unit PH1, Brookline, MA 02446

$3,280,000

3
Bedrooms
2,056
Square Feet

14 Green Street, Unit PH1, Brookline, MA 02446

$2,725,000 | 476 Beacon St Unit 2 | Back Bay

$2,725,000

2
Bedrooms
2
Bathrooms

476 Beacon St Unit 2

Back Bay

a car parked in front of a building

$2,325,000

5
Bedrooms
2,940
Square Feet
0.05
Acres

21 Wellington Street, Boston, MA 02118

$2,200,000 | 4 Fayette Park, Cambridge, MA 02139

$2,200,000

6
Bedrooms
3,025
Square Feet
0.06
Acres

4 Fayette Park, Cambridge, MA 02139

Front courtyard leading to complex front entryway

$2,150,000

3
Bedrooms
3
Bathrooms

88 Wharf St, Unit 602

a view of an empty room with a fireplace

$2,100,000

2
Bedrooms
1,531
Square Feet

50 Rutland Square, Unit PH5, Boston, MA 02118

$1,950,000 | 24 Bowdoin Street, Cambridge, MA 02138

$1,950,000

3
Bedrooms
2,308
Square Feet
0.06
Acres

24 Bowdoin Street, Cambridge, MA 02138

front view of a house

$1,915,000

6
Bedrooms
3,493
Square Feet
0.20
Acres

228 Langley Road, Newton, MA 02459

$1,830,000 | 20 Hamlet Street, Unit 20, Newton, MA 02459

$1,830,000

3
Bedrooms
3,669
Square Feet

20 Hamlet Street, Unit 20, Newton, MA 02459

a front view of a house with plants

$1,825,000

3
Bedrooms
3,669
Square Feet

20 Hamlet Street, Unit 1, Newton, MA 02459

a view of a patio with a table and chairs

$1,825,000

4
Bedrooms
1,762
Square Feet

11 Flagg Street, Unit 2, Cambridge, MA 02138

$1,800,000 | 48 Marshal Street, Unit C, Brookline, MA 02446

$1,800,000

4
Bedrooms
2,204
Square Feet

48 Marshal Street, Unit C, Brookline, MA 02446

a living room with furniture and a large window

$1,754,000

4
Bedrooms
3,635
Square Feet

222 Austin Street, Unit 222, Newton, MA 02465

an aerial view of a house with a yard

Contact Agent

5
Bedrooms
4,500
Square Feet
0.38
Acres

11 Craig Hill Lane, Milton, MA 02186

Past Rentals
$8,900 | 40 Foley Beach Road, Hingham, MA 02043

$8,900

4
Bedrooms

40 Foley Beach Road, Hingham, MA 02043

a kitchen with stainless steel appliances a refrigerator sink and stove

$6,250

3
Bedrooms

45 Clarendon Street, Unit 1, Boston, MA 02116

$6,000 | 755 Boylston Street, Unit 804, Boston, MA 02116

$6,000

2
Bedrooms

755 Boylston Street, Unit 804, Boston, MA 02116

$5,950 | 84 Pemberton Street, Cambridge, MA 02140

$5,950

4
Bedrooms

84 Pemberton Street, Cambridge, MA 02140

$5,300 | 2 Avery Street, Unit 24H, Boston, MA 02111

$5,300

2
Bedrooms

2 Avery Street, Unit 24H, Boston, MA 02111

a living room with furniture and a fireplace

$5,200

2
Bedrooms

243 West Newton Street, Unit 1, Boston, MA 02116

a living room with furniture and a fireplace

$5,000

3
Bedrooms

152 Warren Avenue, Unit PH, Boston, MA 02116

$4,900 | 323 Boylston Street, Unit 201, Brookline, MA 02445

$4,900

2
Bedrooms

323 Boylston Street, Unit 201, Brookline, MA 02445

a living room with furniture and a large window

$4,800

2
Bedrooms

424 Massachusetts Avenue, Unit 202, Boston, MA 02118

$4,300 | 9 Hanover Avenue, Unit 3, Boston, MA 02109

$4,300

3
Bedrooms

9 Hanover Avenue, Unit 3, Boston, MA 02109

$4,200 | 97 Waltham Street, Unit 6, Boston, MA 02118

$4,200

2
Bedrooms
705
Square Feet

97 Waltham Street, Unit 6, Boston, MA 02118

a front view of a house with a yard

$4,200

3
Bedrooms

4 Fayette Park, Unit 2, Cambridge, MA 02139

a view of a house with a large windows

$4,200

2
Bedrooms

384 Windsor Street, Unit 2, Cambridge, MA 02141

$4,200 | 6 Wellington Street, Unit 4, Boston, MA 02118

$4,200

1
Bedrooms

6 Wellington Street, Unit 4, Boston, MA 02118

a kitchen with kitchen island a refrigerator a stove a sink and a oven with wooden floor

$4,100

2
Bedrooms

666 Massachusetts Avenue, Unit 2, Boston, MA 02118

a kitchen with kitchen island a refrigerator a stove a sink and a oven with wooden floor

$4,000

2
Bedrooms

666 Massachusetts Avenue, Unit 2, Boston, MA 02118

a front view of a building

$4,000

2
Bedrooms

31 Millmont Street, Unit 1, Boston, MA 02119

$3,900 | 104 Prince Street, Unit 5, Boston, MA 02113

$3,900

2
Bedrooms

104 Prince Street, Unit 5, Boston, MA 02113