About Tom

agent photo

Meet Tom

Tom McKenna and his team have sold over $100 million in real estate across Massachusetts and southern New Hampshire. Known as “The hardest working real estate agent in Boston,” and the results speak for themselves. Tom is ranked in the top 2% of Coldwell Banker Realty agents nationwide, earning President’s Elite Club honors in both 2023 and 2024.

 

Professionally trained and committed to delivering Ritz-Carlton-level service, Tom blends white-glove client care with a straightforward approach that gets deals done. His communication is sharp, his market knowledge is elite, and his execution is relentless.

 

Tom specializes in estate sales and luxury properties, expertly navigating probate transactions, high-end listings, and competitive negotiations. Whether you’re settling an estate or securing a trophy property, Tom brings precision, strategy, and a service experience that sets a new standard.

Tom Mckenna

Sales Associate
PHONE
(617) 545-4533
EMAIL
[email protected]
LICENSE NUMBER
9571527
ADDRESS
361 Newbury St 5th Floor, Boston, MA 02115

Core Values

I don’t just sell homes – I forge enduring relationships, grounded in integrity, perseverance, innovation, and community.
Your satisfaction is my mission, and I am honored to stand by you every step of the way.

Testimonials

  • previous
  • next
  • I love working with Tom Mckenna! I have worked with him on multiple occasions on my investment portfolio and he is always professional, responsive and very helpful at any time!
    — Duwayne E.
  • Tom made my first time home buying experience much less stressful than I had thought it'd be! He's a hard worker and will go out of his way to ensure you meet your goals. If you're looking for a responsive guy with good connections Tom is your guy.
    — Joe B.
  • Working with Tom was fantastic. He made the whole process simple and easy. We were able to close in 1 month with no issues. If you’re looking to buy or sell in the Greater Boston Area you should work with Tom.
    — Sam S.
VIEW ALL

Featured Listings

17 Walker St

17 Walker St

3 Beds | 4 Baths | 1,844 Sq.Ft.
$1,725,000
71 Menotomy Rd

71 Menotomy Rd

4 Beds | 2 Baths | 1,923 Sq.Ft.
$1,075,000
637 East 1st Street # 106

637 East 1st Street # 106

2 Beds | 2 Baths | 1,270 Sq.Ft.
$980,000
148 Parker Rd.

148 Parker Rd.

4 Beds | 4 Baths | 2,650 Sq.Ft.
$915,000
49 W Cottage St

49 W Cottage St

3 Beds | 3 Baths | 2,821 Sq.Ft.
$890,000
8 Colonial Ave

8 Colonial Ave

8 Beds | 3 Baths | 3,469 Sq.Ft.
$890,000
29 Eaton Rd

29 Eaton Rd

3 Beds | 2 Baths | 2,374 Sq.Ft.
$779,000
14 Hawthorne St

14 Hawthorne St

3 Beds | 2 Baths | 1,320 Sq.Ft.
$717,000
54 Rockaway Pl

54 Rockaway Pl

4 Beds | 2 Baths | 1,440 Sq.Ft.
$695,900
84-86 Blue Hill Ave

84-86 Blue Hill Ave

6 Beds | 2 Baths | 2,520 Sq.Ft.
$685,000
1 Cardinal Drive

1 Cardinal Drive

4 Beds | 3 Baths | 2,218 Sq.Ft.
$680,000
829 Lagrange St # 3

829 Lagrange St # 3

2 Beds | 2 Baths | 1,138 Sq.Ft.
$660,000
100 Cedar St

100 Cedar St

3 Beds | 2 Baths | 1,766 Sq.Ft.
$650,000
40 Baxter St Unit 3

40 Baxter St Unit 3

2 Beds | 2 Baths | 1,100 Sq.Ft.
$650,000
2239 Washington St # 300

2239 Washington St # 300

2 Beds | 2 Baths | 1,617 Sq.Ft.
$639,900
41 John St

41 John St

3 Beds | 1 Baths | 1,092 Sq.Ft.
$637,000
22 Kenneth Terrace

22 Kenneth Terrace

3 Beds | 2 Baths | 2,116 Sq.Ft.
$635,000
89 Prescott St. #2 Boston, MA 02128

89 Prescott St. #2 Boston, MA 02128

$590,000
71 John St

71 John St

3 Beds | 1 Baths | 1,092 Sq.Ft.
$572,000
6 Geneva Avenue

6 Geneva Avenue

2 Beds | 1 Baths | 1,032 Sq.Ft.
$555,000
66 Elm Ave

66 Elm Ave

2 Beds | 1 Baths | 972 Sq.Ft.
$525,000
99 Poole Cir

99 Poole Cir

3 Beds | 1 Baths | 1,008 Sq.Ft.
$515,000
82 Hathorne Street # 82

82 Hathorne Street # 82

2 Beds | 3 Baths | 1,016 Sq.Ft.
$500,000
6 Hermon Ave

6 Hermon Ave

4 Beds | 1 Baths | 1,515 Sq.Ft.
$470,000
149 Hope Ave

149 Hope Ave

3 Beds | 3 Baths | 1,330 Sq.Ft.
$464,000
379 Albee St

379 Albee St

3 Beds | 1 Baths | 1,100 Sq.Ft.
$385,000
45 Apache Way # 45

45 Apache Way # 45

2 Beds | 1 Baths | 1,000 Sq.Ft.
$382,000
451 Broadway St

451 Broadway St

| 1,741 Sq.Ft.
$335,000
417 Hildreth St # 11

417 Hildreth St # 11

2 Beds | 2 Baths | 1,081 Sq.Ft.
$325,000
8 Kingswood Dr # 6D

8 Kingswood Dr # 6D

1 Beds | 1 Baths | 706 Sq.Ft.
$225,000
36 Winthrop Street

36 Winthrop Street

6 Beds | 7 Baths | 3,834 Sq.Ft.
$3,075,000
43 Elm St

43 Elm St

5 Beds | 6 Baths | 3,123 Sq.Ft.
$2,900,000
45 Elm St

45 Elm St

4 Beds | 4 Baths | 2,719 Sq.Ft.
$2,499,000
10 Bartlett Street

10 Bartlett Street

3 Beds | 3 Baths | 2,343 Sq.Ft.
$2,289,000
26 Concord Street

26 Concord Street

6 Beds | 3 Baths | 3,538 Sq.Ft.
$1,900,000
18-18R Putnam Street

18-18R Putnam Street

3 Beds | 3 Baths | 1,930 Sq.Ft.
$2,000,000
47 Chelsea St # 47

47 Chelsea St # 47

3 Beds | 3 Baths | 1,849 Sq.Ft.
$1,925,000
197 8th St Unit: PH217

197 8th St Unit: PH217

3 Beds | 3 Baths | 2,130 Sq.Ft.
$1,660,000
27 Cook Street

27 Cook Street

3 Beds | 3 Baths | 2,480 Sq.Ft.
$1,750,000
71 School St

71 School St

4 Beds | 4 Baths | 2,304 Sq.Ft.
$1,900,000
29 Constellation Wharf # 29

29 Constellation Wharf # 29

2 Beds | 3 Baths | 1,784 Sq.Ft.
$1,596,500
29 Albion Pl

29 Albion Pl

3 Beds | 3 Baths | 2,186 Sq.Ft.
$1,360,000
310 Bunker Hill St # 1

310 Bunker Hill St # 1

3 Beds | 3 Baths | 1,975 Sq.Ft.
$1,350,000
81 Russell St

81 Russell St

3 Beds | 2 Baths | 1,512 Sq.Ft.
$1,438,000
50 Bow St # 11

50 Bow St # 11

3 Beds | 3 Baths | 1,810 Sq.Ft.
$1,310,000
35 Essex St

35 Essex St

3 Beds | 3 Baths | 2,466 Sq.Ft.
$1,392,500
15 Walker St

15 Walker St

4 Beds | 2 Baths | 1,464 Sq.Ft.
$1,253,000
1 Tremont St # 1

1 Tremont St # 1

2 Beds | 2 Baths | 1,455 Sq.Ft.
$1,295,000
27-37 Chestnut Street # 209

27-37 Chestnut Street # 209

3 Beds | 2 Baths | 1,572 Sq.Ft.
$1,305,000
43 High Street # 1

43 High Street # 1

2 Beds | 2 Baths | 1,717 Sq.Ft.
$1,350,000
View All

Featured Listings

For Lease
MLS® 73349408

$3,200/mo

39 Glenville Ave # 71A, Boston, MA 02134
2 Beds 1 Bath 830 Sq.Ft.
For Lease
MLS® 73337431

$2,650/mo

54 Rockaway Pl # 2, Lynn, MA 01902
2 Beds 1 Bath 750 Sq.Ft.
Pending
MLS® 73338863

$2,289,000

10 Bartlett Street, Boston, MA 02129
3 Beds 3 Baths 2,343 Sq.Ft.
For Sale
MLS® 73346350

$2,000,000

18-18R Putnam Street, Boston, MA 02129
3 Beds 3 Baths 1,930 Sq.Ft.
Active Under Contract
MLS® 73347871

$1,295,000

1 Tremont St # 1, Boston, MA 02129
2 Beds 2 Baths 1,455 Sq.Ft.
Pending
MLS® 73338843

$1,240,000

48 Cook St # 1, Boston, MA 02129
3 Beds 2 Baths 1,593 Sq.Ft.
Pending
MLS® 73347735

$1,179,000

34 Mystic St # 1, Boston, MA 02129
3 Beds 2 Baths 1,527 Sq.Ft.
For Sale
MLS® 73298174

$729,000

42 Eighth Street # 5201, Boston, MA 02129
2 Beds 2 Baths 914 Sq.Ft.
Pending
MLS® 73339197

$725,000

19 Main St # C, Boston, MA 02129
1 Bed 1 Bath 675 Sq.Ft.
For Sale
MLS® 73341685

$649,000

142 High St # 1, Boston, MA 02129
1 Bed 1 Bath 623 Sq.Ft.
For Sale
MLS® 73344112

$499,000

2 Pier 8 13th St # B Unit: Dock B, Boston, MA 02129
3 Beds 2 Baths 1,152 Sq.Ft.
Pending
MLS® 73317926

$489,000

106 13th St # 218, Boston, MA 02129
1 Bed 1 Bath 742 Sq.Ft.
For Sale
MLS® 73309534

$350,000

1 Pier 8 13th St # B Unit: Dock B, Boston, MA 02129
2 Beds 2 Baths 900 Sq.Ft.
For Lease
MLS® 73337274

$4,570

610 Rutherford # 501, Boston, MA 02129
2 Beds 2 Baths 1,209 Sq.Ft.
For Lease
MLS® 73349568

$4,500

6 N Mead St # 1, Boston, MA 02129
2 Beds 2 Baths 950 Sq.Ft.
For Lease
MLS® 73341052

$3,250

73-83 Main Street # 12, Boston, MA 02129
1 Bed 1 Bath 600 Sq.Ft.
View All

Find Your Dream Home

Browse Homes

Work With Tom

Whether you're looking for a home in Charlestown's cozy neighborhoods, South Boston's bustling communities, or Back Bay's rapidly growing districts, Tom is well-versed in the real estate landscapes of these suburbs and can guide you with his expertise. Reach out now for quick phone call or an in-person meeting.

Let's Connect

Follow Me on Instagram

Contact Details

Tom Mckenna

Phone

(617) 545-4533

Email

[email protected]

Address

91 Main St Boston MA 02129

Submit a Message

Message sent successfully!